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OPEN HOUSE CANCELED**Property back on the market due to buyer financing** Welcome to this stunning 5-bedroom, 3.5-bathroom home located in the highly desirable Cantwell Ridge neighborhood. Situated on a spacious corner lot, this home offers the perfect blend of comfort, functionality, and space for everyday living and entertaining. The main level features a private primary suite conveniently located just off the living room, complete with a spacious en-suite bathroom featuring dual vanities. As you enter the home, you're welcomed by a formal dining room, ideal for hosting family gatherings and special occasions. The adjacent kitchen overlooks the impressive living room with soaring ceilings, creating an open and inviting atmosphere. Just beyond the living area, you'll find a bright and spacious sunroom that overlooks the fully fenced backyard. Step outside to enjoy your own private retreat featuring an in-ground pool, a patio perfect for entertaining, and a storage shed for added convenience. The partially finished basement expands the home's living space with a large bedroom, a full bathroom, and an egress window, making it an ideal guest suite, recreation area, or additional living quarters. Upstairs, you'll find three generously sized bedrooms, each offering ample closet space, along with a full hall bathroom to accommodate family and guests. Two new central air units have been placed In the home, as well as new roof 2025. With its desirable location, thoughtful layout, and exceptional indoor and outdoor living spaces, this home is one you won't want to miss. Schedule your private tour today!

5 Beds ⋅ 4 Baths

OPEN HOUSE CANCELED**Property back on the market due to buyer financing** Welcome to this stunning 5-bedroom, 3.5-bathroom home located in the highly desirable Cantwell Ridge neighborhood. Situated on a spacious corner lot, this home offers the perfect blend of comfort, functionality, and space for everyday living and entertaining. The main level features a private primary suite conveniently located just off the living room, complete with a spacious en-suite bathroom featuring dual vanities. As you enter the home, you're welcomed by a formal dining room, ideal for hosting family gatherings and special occasions. The adjacent kitchen overlooks the impressive living room with soaring ceilings, creating an open and inviting atmosphere. Just beyond the living area, you'll find a bright and spacious sunroom that overlooks the fully fenced backyard. Step outside to enjoy your own private retreat featuring an in-ground pool, a patio perfect for entertaining, and a storage shed for added convenience. The partially finished basement expands the home's living space with a large bedroom, a full bathroom, and an egress window, making it an ideal guest suite, recreation area, or additional living quarters. Upstairs, you'll find three generously sized bedrooms, each offering ample closet space, along with a full hall bathroom to accommodate family and guests. Two new central air units have been placed In the home, as well as new roof 2025. With its desirable location, thoughtful layout, and exceptional indoor and outdoor living spaces, this home is one you won't want to miss. Schedule your private tour today!

200 Drawyers Dr, Middletown

Listing courtesy of Keller Williams Realty Wilmington. Contact:

$209,900

**Property can only be accessed by boat. Listing Agent Has Access to Boat for Transport. New Metal Roof, Open Living Space with 3 Bedrooms, Dine in Kitchen, Open Living Room with High Ceilings, 2 Ceiling Fans. Interior & Living: Fully furnished home with New Flooring. including kitchen appliances, cookware, dishes, washer/dryer, TV/DVD player, board games, and cleaning supplies, Waterfront & Outdoor: Dock, walkway, jet ski docks, patio furniture, and a cabana equipped with 2 refrigerators and an electric griddle. Exterior Stereo System and Extensive Lighting.Horse Shoe Pit, Table, Umbrella and Chairs on Deck. Crane to lift walkway to land in off season. Functional Outhouse. Lawn & Tools: Fully stocked hardware shed, Many Tools,Battery Powered Weed Wacker, Battery Powered Vacuum Cleaner, John Deere riding mower, electric lawn mower, and leaf blower. Utilities & Materials: Hardwired backup generator, new Pella windows for the back of the house, and metal roof materials for the shed, Extra Composite Decking. Property Is Ready to Use

3 Beds ⋅ 1 Baths

**Property can only be accessed by boat. Listing Agent Has Access to Boat for Transport. New Metal Roof, Open Living Space with 3 Bedrooms, Dine in Kitchen, Open Living Room with High Ceilings, 2 Ceiling Fans. Interior & Living: Fully furnished home with New Flooring. including kitchen appliances, cookware, dishes, washer/dryer, TV/DVD player, board games, and cleaning supplies, Waterfront & Outdoor: Dock, walkway, jet ski docks, patio furniture, and a cabana equipped with 2 refrigerators and an electric griddle. Exterior Stereo System and Extensive Lighting.Horse Shoe Pit, Table, Umbrella and Chairs on Deck. Crane to lift walkway to land in off season. Functional Outhouse. Lawn & Tools: Fully stocked hardware shed, Many Tools,Battery Powered Weed Wacker, Battery Powered Vacuum Cleaner, John Deere riding mower, electric lawn mower, and leaf blower. Utilities & Materials: Hardwired backup generator, new Pella windows for the back of the house, and metal roof materials for the shed, Extra Composite Decking. Property Is Ready to Use

47 Beech Is, Middletown

Listing courtesy of Keller Williams Realty. Contact:

$760,000

Welcome to 764 Ashington Drive, Middletown, DE—a rare opportunity to own an exceptional home offering the perfect combination of space, luxury, and entertainment! Boasting 5 spacious bedrooms, 4 full bathrooms, and 1 half bathroom, this beautifully maintained home provides room for everyone. The thoughtfully designed floor plan features generous living spaces, an open-concept layout, and plenty of natural light throughout. The fully finished basement is an entertainer’s dream, complete with a custom bar, making it the perfect place to host game nights, celebrations, or simply unwind with family and friends. Step outside into your own private backyard oasis! The huge fenced-in yard offers endless possibilities for entertaining, pets, or play, while the expansive patio and relaxing hot tub create the ultimate space to enjoy outdoor living year-round. Located in one of Middletown’s most desirable communities, this rare home offers the ideal blend of comfort, functionality, and style. With its unique layout, impressive amenities, and incredible indoor and outdoor living spaces, 764 Ashington Drive is truly one you don’t want to miss. Schedule your private tour today and experience everything this remarkable home has to offer!

5 Beds ⋅ 5 Baths

Welcome to 764 Ashington Drive, Middletown, DE—a rare opportunity to own an exceptional home offering the perfect combination of space, luxury, and entertainment! Boasting 5 spacious bedrooms, 4 full bathrooms, and 1 half bathroom, this beautifully maintained home provides room for everyone. The thoughtfully designed floor plan features generous living spaces, an open-concept layout, and plenty of natural light throughout. The fully finished basement is an entertainer’s dream, complete with a custom bar, making it the perfect place to host game nights, celebrations, or simply unwind with family and friends. Step outside into your own private backyard oasis! The huge fenced-in yard offers endless possibilities for entertaining, pets, or play, while the expansive patio and relaxing hot tub create the ultimate space to enjoy outdoor living year-round. Located in one of Middletown’s most desirable communities, this rare home offers the ideal blend of comfort, functionality, and style. With its unique layout, impressive amenities, and incredible indoor and outdoor living spaces, 764 Ashington Drive is truly one you don’t want to miss. Schedule your private tour today and experience everything this remarkable home has to offer!

764 Ashington Dr, Middletown

Listing courtesy of Sky Realty. Contact:

$680,000

Situated on 2.45 acres and backing to a natural preserve, this 4-bedroom, 3.5 bath two-story home offers plenty of space inside and out. The main level features comfortable living areas and a three-seasons room overlooking the backyard. Upstairs, you'll find all four bedrooms, including the primary bedroom with a private en-suite bath. The finished basement provides additional flexible living space with a full bathroom and an area that could serve as a potential fifth bedroom, home office, gym or recreation space. Outside, enjoy an in-ground swimming pool and fenced area complemented by the peaceful natural setting. With generous indoor and outdoor space, this home offers versatility, privacy, and plenty of room to enjoy.

4 Beds ⋅ 4 Baths

Situated on 2.45 acres and backing to a natural preserve, this 4-bedroom, 3.5 bath two-story home offers plenty of space inside and out. The main level features comfortable living areas and a three-seasons room overlooking the backyard. Upstairs, you'll find all four bedrooms, including the primary bedroom with a private en-suite bath. The finished basement provides additional flexible living space with a full bathroom and an area that could serve as a potential fifth bedroom, home office, gym or recreation space. Outside, enjoy an in-ground swimming pool and fenced area complemented by the peaceful natural setting. With generous indoor and outdoor space, this home offers versatility, privacy, and plenty of room to enjoy.

114 Nantucket Dr, Middletown

Listing courtesy of RE/MAX Advantage Realty. Contact:

$774,900

Welcome to 411 Glenbrook Drive in the desirable Glenbrook community of Middletown. This home offers over 4,600 finished square feet of living space with a great layout, beautiful golf course views, and several recent updates. The main level features a two-story foyer, formal living and dining rooms, and a spacious kitchen with upgraded cabinetry, a large center island, and a bright morning room overlooking the surrounding landscape. The open living area features soaring ceilings, abundant natural light, and a welcoming space that is ideal for relaxing or entertaining. The main level primary suite offers convenience with an ensuite bathroom and generous closet space. The upper level includes additional bedrooms and flexible living areas to fit a variety of needs. The finished walk-out lower level provides additional space for recreation, a home office, or additional living areas. Outside, enjoy the patio and peaceful golf course setting that Glenbrook has to offer. Recent improvements include a brand new roof, new gutters, and an owned photovoltaic solar system that conveys with the property, providing energy efficiency and added value for the next homeowner. Conveniently located in Middletown with easy access to shopping, dining, commuter routes, and Frederick County schools. This wonderful home offers a combination of space, updates, and a desirable location - don't miss your opportunity to call this house, home!

4 Beds ⋅ 4 Baths

Welcome to 411 Glenbrook Drive in the desirable Glenbrook community of Middletown. This home offers over 4,600 finished square feet of living space with a great layout, beautiful golf course views, and several recent updates. The main level features a two-story foyer, formal living and dining rooms, and a spacious kitchen with upgraded cabinetry, a large center island, and a bright morning room overlooking the surrounding landscape. The open living area features soaring ceilings, abundant natural light, and a welcoming space that is ideal for relaxing or entertaining. The main level primary suite offers convenience with an ensuite bathroom and generous closet space. The upper level includes additional bedrooms and flexible living areas to fit a variety of needs. The finished walk-out lower level provides additional space for recreation, a home office, or additional living areas. Outside, enjoy the patio and peaceful golf course setting that Glenbrook has to offer. Recent improvements include a brand new roof, new gutters, and an owned photovoltaic solar system that conveys with the property, providing energy efficiency and added value for the next homeowner. Conveniently located in Middletown with easy access to shopping, dining, commuter routes, and Frederick County schools. This wonderful home offers a combination of space, updates, and a desirable location - don't miss your opportunity to call this house, home!

411 Glenbrook Dr, Middletown

Listing courtesy of Real Estate Teams, LLC. Contact:

$584,900

Escape the ordinary with this one-of-a-kind mountain-inspired retreat set on more than 5 secluded acres of mature woodland. Designed to embrace its natural surroundings, this distinctive chalet welcomes the outdoors in with dramatic vaulted ceilings, walls of windows, and multiple skylights that fill the home with sunlight while showcasing peaceful forest views from nearly every room. The inviting great room is centered around a beautiful fireplace, creating the perfect gathering place, while rich hardwood flooring and natural finishes enhance the home's warm, rustic charm. Step outside onto the expansive wraparound deck, where you can enjoy the sights and sounds of nature, entertain guests, or simply relax in complete privacy. The updated kitchen features granite countertops and stainless-steel appliances including gas cooking, offering modern functionality without sacrificing the home's unique character. An oversized detached two-car garage provides exceptional space for vehicles, a workshop, outdoor equipment, or additional storage. Offering the rare combination of privacy, distinctive architecture, and everyday convenience, this exceptional property feels like a secluded woodland retreat while remaining only about 15 minutes from Middletown's restaurants, shopping, and Middletown schools. Recent improvements include a new roof and skylights (2020), stove and microwave (2021), water softener and neutralizer (2022), and refrigerator (2025). Better see it soon before someone else gets to call it home!

3 Beds ⋅ 3 Baths

Escape the ordinary with this one-of-a-kind mountain-inspired retreat set on more than 5 secluded acres of mature woodland. Designed to embrace its natural surroundings, this distinctive chalet welcomes the outdoors in with dramatic vaulted ceilings, walls of windows, and multiple skylights that fill the home with sunlight while showcasing peaceful forest views from nearly every room. The inviting great room is centered around a beautiful fireplace, creating the perfect gathering place, while rich hardwood flooring and natural finishes enhance the home's warm, rustic charm. Step outside onto the expansive wraparound deck, where you can enjoy the sights and sounds of nature, entertain guests, or simply relax in complete privacy. The updated kitchen features granite countertops and stainless-steel appliances including gas cooking, offering modern functionality without sacrificing the home's unique character. An oversized detached two-car garage provides exceptional space for vehicles, a workshop, outdoor equipment, or additional storage. Offering the rare combination of privacy, distinctive architecture, and everyday convenience, this exceptional property feels like a secluded woodland retreat while remaining only about 15 minutes from Middletown's restaurants, shopping, and Middletown schools. Recent improvements include a new roof and skylights (2020), stove and microwave (2021), water softener and neutralizer (2022), and refrigerator (2025). Better see it soon before someone else gets to call it home!

6838 Mountain Church Rd, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$664,900

Move-in ready and only 3 years old, this spacious D.R. Horton two-story home offers 5 bedrooms, 3.5 bathrooms, a finished basement, two-car garage, and oversized deck. The basement features a game room with wet bar, media room, workshop or exercise room, full bathroom, and plenty of storage. The welcoming foyer includes a coat closet, while the bright front room offers enough space for both living and dining areas. The spacious kitchen features birch cabinetry, granite countertops, stainless steel appliances, a pantry, and an island with seating, and opens to the breakfast area and family room with a cozy fireplace. A powder room and first-floor laundry are conveniently located on the main level. Upstairs, the owner’s suite features two walk-in closets and an oversized ensuite bathroom, along with four additional generously sized bedrooms and a hall bathroom. The attached storage shelving in the garage will be removed prior to the new owner taking possession. The home also includes a 10-year structural warranty offered by the builder.

5 Beds ⋅ 4 Baths

Move-in ready and only 3 years old, this spacious D.R. Horton two-story home offers 5 bedrooms, 3.5 bathrooms, a finished basement, two-car garage, and oversized deck. The basement features a game room with wet bar, media room, workshop or exercise room, full bathroom, and plenty of storage. The welcoming foyer includes a coat closet, while the bright front room offers enough space for both living and dining areas. The spacious kitchen features birch cabinetry, granite countertops, stainless steel appliances, a pantry, and an island with seating, and opens to the breakfast area and family room with a cozy fireplace. A powder room and first-floor laundry are conveniently located on the main level. Upstairs, the owner’s suite features two walk-in closets and an oversized ensuite bathroom, along with four additional generously sized bedrooms and a hall bathroom. The attached storage shelving in the garage will be removed prior to the new owner taking possession. The home also includes a 10-year structural warranty offered by the builder.

1245 Pimpernell Path, Middletown

Listing courtesy of Realty Mark Associates-Newark. Contact:

$625,000

MOTIVATED SELLER!!!! THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Single family or multi-family with an approved, attached apartment - directly across from the famous Wayside Theater! This is a rare opportunity to own prime real estate in Middletown on a beautiful, large lot. Nestled in the heart of Middletown and just minutes from I-81, this exceptional 1920s home blends timeless character with modern updates. From the inviting front porch to the welcoming foyer with its stunning staircase, you'll immediately appreciate the home's classic charm. Beautiful wood floors, exposed brick, and multiple decorative fireplaces add warmth and character throughout. The updated kitchen features modern cabinetry, a center island, and ample space for gathering. Two main-level bedrooms each offer private en-suite baths, providing flexible living arrangements. Upstairs, the spacious primary suite includes a walk-in closet and attached bath, along with two additional bedrooms that share a hall bath. A unique highlight of this property is the attached second living unit located at the rear of the home. Complete with two bedrooms, two-and-a-half baths, a full kitchen, and living room, this space offers endless possibilities. It can serve as an in-law suite, guest quarters, or be seamlessly incorporated into the main residence to significantly expand the home's living space. The property also includes a detached two-car garage with additional storage, a storage shed, abundant parking, and plenty of outdoor space to enjoy. This one-of-a-kind property offers historic charm, flexible living options, and an unbeatable location.

7 Beds ⋅ 7 Baths

MOTIVATED SELLER!!!! THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Single family or multi-family with an approved, attached apartment - directly across from the famous Wayside Theater! This is a rare opportunity to own prime real estate in Middletown on a beautiful, large lot. Nestled in the heart of Middletown and just minutes from I-81, this exceptional 1920s home blends timeless character with modern updates. From the inviting front porch to the welcoming foyer with its stunning staircase, you'll immediately appreciate the home's classic charm. Beautiful wood floors, exposed brick, and multiple decorative fireplaces add warmth and character throughout. The updated kitchen features modern cabinetry, a center island, and ample space for gathering. Two main-level bedrooms each offer private en-suite baths, providing flexible living arrangements. Upstairs, the spacious primary suite includes a walk-in closet and attached bath, along with two additional bedrooms that share a hall bath. A unique highlight of this property is the attached second living unit located at the rear of the home. Complete with two bedrooms, two-and-a-half baths, a full kitchen, and living room, this space offers endless possibilities. It can serve as an in-law suite, guest quarters, or be seamlessly incorporated into the main residence to significantly expand the home's living space. The property also includes a detached two-car garage with additional storage, a storage shed, abundant parking, and plenty of outdoor space to enjoy. This one-of-a-kind property offers historic charm, flexible living options, and an unbeatable location.

7760 Main St, Middletown

Listing courtesy of Keller Williams Realty. Contact:

$1,249,900

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 4.65 beautiful acres, 3130 Bidle Rd (Lot 1E) is a gorgeous build-ready homesite that offers a perfect combination of protected woodlands and rolling pastoral landscape. Advertised is the ACL3 plan which features over 3,000 finished sqft, 4 bedrooms, 3.5 baths including a main level owner's suite. Additional standard features include a spacious open concept kitchen with large center island and high end cabinetry, beautiful 2 story foyer, morning room, private office, luxurious Owner's suite, Hardie Plank siding and full stone water table. Photos are of a home that builder recently finished in Frederick County. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

4 Beds ⋅ 4 Baths

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 4.65 beautiful acres, 3130 Bidle Rd (Lot 1E) is a gorgeous build-ready homesite that offers a perfect combination of protected woodlands and rolling pastoral landscape. Advertised is the ACL3 plan which features over 3,000 finished sqft, 4 bedrooms, 3.5 baths including a main level owner's suite. Additional standard features include a spacious open concept kitchen with large center island and high end cabinetry, beautiful 2 story foyer, morning room, private office, luxurious Owner's suite, Hardie Plank siding and full stone water table. Photos are of a home that builder recently finished in Frederick County. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

3130 Bidle Rd, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,349,900

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 3.78 beautiful acres, 7452 Heritage Oak Terr (Lot 4W) is a gorgeous build-ready homesite with perc approval and well installed. Advertised is the ACL4 plan which features over 4,400 finished sqft, 4 bedrooms and 3.5 baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, formal dining room, morning room, private office, a stately Owner's suite w/260 sqft walk-in closet, Hardie Plank siding and full stone water table are just a few standard options in this model. Advertised is the base price for the ACL4 model on this lot. Photos are of a previously built ACL4 model a modern farmhouse elevation. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

4 Beds ⋅ 4 Baths

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 3.78 beautiful acres, 7452 Heritage Oak Terr (Lot 4W) is a gorgeous build-ready homesite with perc approval and well installed. Advertised is the ACL4 plan which features over 4,400 finished sqft, 4 bedrooms and 3.5 baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, formal dining room, morning room, private office, a stately Owner's suite w/260 sqft walk-in closet, Hardie Plank siding and full stone water table are just a few standard options in this model. Advertised is the base price for the ACL4 model on this lot. Photos are of a previously built ACL4 model a modern farmhouse elevation. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

7453 Heritage Oak Ter, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,719,900

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 7 beautiful acres, 3150 Bidle Rd (Lot 3E) is a gorgeous build-ready homesite with a 5BR septic approval and high yield 10gpm well already installed. Advertised is the ACL5 plan which features over 6,000 finished sqft, 5 bedrooms (including dual owner's suites), 4 full baths and 3 half baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, parlor/enterainment room, formal dining room, morning room, upper level bonus room, primary suites on both main and upper levels, Hardie Plank siding and full stone water table are just a few standard options in this model. Photos are of a previously built home. Builder has several different plans and options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

5 Beds ⋅ 8 Baths

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 7 beautiful acres, 3150 Bidle Rd (Lot 3E) is a gorgeous build-ready homesite with a 5BR septic approval and high yield 10gpm well already installed. Advertised is the ACL5 plan which features over 6,000 finished sqft, 5 bedrooms (including dual owner's suites), 4 full baths and 3 half baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, parlor/enterainment room, formal dining room, morning room, upper level bonus room, primary suites on both main and upper levels, Hardie Plank siding and full stone water table are just a few standard options in this model. Photos are of a previously built home. Builder has several different plans and options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

3150 Bidle Rd, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$585,000

MOTIVATED SELLER!!!!! THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $585,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Welcome to this stunning Circa 1872 farmhouse nestled in the heart of Middletown with a stunning view! Situated on a gorgeous 1-acre lot on a quiet one-way street just off Main Street, this spacious property offers the perfect blend of peaceful living and everyday convenience, with easy access to I-81. Zoned B1, it offers many possibilities for either residential or commercial use, including a Bed and Breakfast! (see attached document). Step inside to discover timeless character and charm, featuring gorgeous period details including thick moldings, custom built-ins, decorative fireplaces, and beautiful hardwood floors. The impressive entrance foyer, featuring a grand spiral staircase, welcomes you and creates a memorable first impression. This home is absolutely perfect for entertaining, also featuring a grand dining room and details throughout that only a home of this era can offer. The thoughtfully designed second level offers four spacious bedrooms and two full bathrooms, providing privacy for family and guests. A convenient half bath on the main level is ideal for entertaining. Complete your journey to the third story overlook and enjoy the most beautiful sunsets you can imagine in the Shenandoah Valley - read, paint, meditate, or just relax and enjoy this very unique space. This exceptional home is ready to welcome its next owner.

4 Beds ⋅ 3 Baths

MOTIVATED SELLER!!!!! THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $585,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Welcome to this stunning Circa 1872 farmhouse nestled in the heart of Middletown with a stunning view! Situated on a gorgeous 1-acre lot on a quiet one-way street just off Main Street, this spacious property offers the perfect blend of peaceful living and everyday convenience, with easy access to I-81. Zoned B1, it offers many possibilities for either residential or commercial use, including a Bed and Breakfast! (see attached document). Step inside to discover timeless character and charm, featuring gorgeous period details including thick moldings, custom built-ins, decorative fireplaces, and beautiful hardwood floors. The impressive entrance foyer, featuring a grand spiral staircase, welcomes you and creates a memorable first impression. This home is absolutely perfect for entertaining, also featuring a grand dining room and details throughout that only a home of this era can offer. The thoughtfully designed second level offers four spacious bedrooms and two full bathrooms, providing privacy for family and guests. A convenient half bath on the main level is ideal for entertaining. Complete your journey to the third story overlook and enjoy the most beautiful sunsets you can imagine in the Shenandoah Valley - read, paint, meditate, or just relax and enjoy this very unique space. This exceptional home is ready to welcome its next owner.

2239 Sixth St, Middletown

Listing courtesy of Keller Williams Realty. Contact:

$1,099,000

Modern Luxury Meets Timeless Craftsmanship on a Private 1-Acre Estate. Welcome to this stunning custom-built luxury residence, meticulously designed to combine modern elegance, high-end finishes, and thoughtful functionality. Situated on a perfectly flat 1- acre lot, this exceptional home offers over 3,000 square feet of living space, every detail curated for comfort and sophistication. The exterior features bold black windows, James Hardie board & batten siding, premium vinyl siding, and metal roofing and architectural shingles. Car enthusiasts and hobbyists will appreciate the 800 square feet of garage space, including a 2-car turned garage and a separate 1- car front-facing garage, both featuring high ceilings and recessed lighting—perfect for storage, a workshop, or a car lift setup. The oversized, concrete front porch has beautiful rough-cut cedar posts, while a beautifully designed hardscape walkway guides you to the entrance featuring an 8-foot craftsman front door. Once inside you’ll notice the architecturally pleasing open floor plan, the 9-foot ceilings, the wide-board white oak hardwood flooring that flows throughout the main level, and the white oak railings with sleek black horizontal metal balusters that adds a modern architectural touch to the grand staircase. The main floor also boasts 8-foot craftsman-style interior doors, custom trim work, modern custom floor vents, and full recessed lighting throughout. Chef’s Dream Kitchen The heart of the home is a gourmet kitchen that redefines luxury and function. Features include 42-inch custom cabinetry with detailed crown molding and under-cabinet lighting, a hidden walk-in pantry seamlessly integrated into the cabinetry, Additional pantry cabinets with rollout drawers for effortless organization , a Custom vent hood flanked by built-in spice cabinets and a 36-inch gas range, Full quartz countertops and backsplash plus a massive quartz slab island with a farmhouse sink, Integrated microwave drawer for clean a modern convenience. Enjoy cozy evenings in the spacious living room featuring vaulted ceilings and a gas fireplace with a custom barn beam mantle. The main level features the primary bedroom as well as a second bedroom/in-law suite with access to another full bathroom and laundry room. The primary suite features a large walk-in closet and barn doors that leads into the spa-inspired bathroom. This beautiful custom bathroom features large format tiles floors, a freestanding soaking tub, a floating double vanity, and a custom tiled walk-in shower with a frameless glass door. Upstairs, discover two additional bedrooms, a full bathroom with custom tile and shower, a second laundry area, and a spacious lounge area with a half bath—perfect for a media room, playroom, or home office. Additionally, the basement is over 2000 square feet and features 9-foot ceilings, offering unlimited potential for customization. This home is the perfect blend of luxury, practicality, and custom craftsmanship—an ideal sanctuary for modern living. Whether you're entertaining, working from home, or simply relaxing, every inch of this home has been designed with lifestyle in mind.

4 Beds ⋅ 4 Baths

Modern Luxury Meets Timeless Craftsmanship on a Private 1-Acre Estate. Welcome to this stunning custom-built luxury residence, meticulously designed to combine modern elegance, high-end finishes, and thoughtful functionality. Situated on a perfectly flat 1- acre lot, this exceptional home offers over 3,000 square feet of living space, every detail curated for comfort and sophistication. The exterior features bold black windows, James Hardie board & batten siding, premium vinyl siding, and metal roofing and architectural shingles. Car enthusiasts and hobbyists will appreciate the 800 square feet of garage space, including a 2-car turned garage and a separate 1- car front-facing garage, both featuring high ceilings and recessed lighting—perfect for storage, a workshop, or a car lift setup. The oversized, concrete front porch has beautiful rough-cut cedar posts, while a beautifully designed hardscape walkway guides you to the entrance featuring an 8-foot craftsman front door. Once inside you’ll notice the architecturally pleasing open floor plan, the 9-foot ceilings, the wide-board white oak hardwood flooring that flows throughout the main level, and the white oak railings with sleek black horizontal metal balusters that adds a modern architectural touch to the grand staircase. The main floor also boasts 8-foot craftsman-style interior doors, custom trim work, modern custom floor vents, and full recessed lighting throughout. Chef’s Dream Kitchen The heart of the home is a gourmet kitchen that redefines luxury and function. Features include 42-inch custom cabinetry with detailed crown molding and under-cabinet lighting, a hidden walk-in pantry seamlessly integrated into the cabinetry, Additional pantry cabinets with rollout drawers for effortless organization , a Custom vent hood flanked by built-in spice cabinets and a 36-inch gas range, Full quartz countertops and backsplash plus a massive quartz slab island with a farmhouse sink, Integrated microwave drawer for clean a modern convenience. Enjoy cozy evenings in the spacious living room featuring vaulted ceilings and a gas fireplace with a custom barn beam mantle. The main level features the primary bedroom as well as a second bedroom/in-law suite with access to another full bathroom and laundry room. The primary suite features a large walk-in closet and barn doors that leads into the spa-inspired bathroom. This beautiful custom bathroom features large format tiles floors, a freestanding soaking tub, a floating double vanity, and a custom tiled walk-in shower with a frameless glass door. Upstairs, discover two additional bedrooms, a full bathroom with custom tile and shower, a second laundry area, and a spacious lounge area with a half bath—perfect for a media room, playroom, or home office. Additionally, the basement is over 2000 square feet and features 9-foot ceilings, offering unlimited potential for customization. This home is the perfect blend of luxury, practicality, and custom craftsmanship—an ideal sanctuary for modern living. Whether you're entertaining, working from home, or simply relaxing, every inch of this home has been designed with lifestyle in mind.

415 Marcus Rd, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

$469,900

Massive Price Improvement to $469,900! Welcome to easy, low-maintenance living in the sought-after Spring Arbor 55+ community in Middletown, Delaware! Built in 2017, this beautifully maintained 1,778-square-foot ranch home offers an inviting open-concept floor plan with hardwood flooring throughout most of the main living areas and brand new carpeting in the bedrooms. The spacious kitchen flows seamlessly into the living and dining spaces, while a stunning sunroom with a cathedral ceiling fills the home with natural light and provides the perfect place to relax. The primary suite features a tray ceiling, a private full bath, and generous closet space, while a second bedroom and full bath offer comfort for guests. High-end real wood plantation shutters, a nearly $9,000 upgrade, add timeless style and elegance throughout the home. Enjoy the welcoming front porch, entertain on the low-maintenance composite deck, and appreciate the peace of mind that comes with a new HVAC system installed in 2021. Complete with a two-car garage and situated on a .17-acre lot, this exceptional home combines quality upgrades, thoughtful design, and the active lifestyle that makes Spring Arbor one of Middletown's most desirable 55+ communities.

2 Beds ⋅ 2 Baths

Massive Price Improvement to $469,900! Welcome to easy, low-maintenance living in the sought-after Spring Arbor 55+ community in Middletown, Delaware! Built in 2017, this beautifully maintained 1,778-square-foot ranch home offers an inviting open-concept floor plan with hardwood flooring throughout most of the main living areas and brand new carpeting in the bedrooms. The spacious kitchen flows seamlessly into the living and dining spaces, while a stunning sunroom with a cathedral ceiling fills the home with natural light and provides the perfect place to relax. The primary suite features a tray ceiling, a private full bath, and generous closet space, while a second bedroom and full bath offer comfort for guests. High-end real wood plantation shutters, a nearly $9,000 upgrade, add timeless style and elegance throughout the home. Enjoy the welcoming front porch, entertain on the low-maintenance composite deck, and appreciate the peace of mind that comes with a new HVAC system installed in 2021. Complete with a two-car garage and situated on a .17-acre lot, this exceptional home combines quality upgrades, thoughtful design, and the active lifestyle that makes Spring Arbor one of Middletown's most desirable 55+ communities.

623 Garden Gate Dr, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

$535,000

Beautiful Ranch Living in Four Seasons at Silver Maple – Where Comfort Meets Resort-Style Living! Welcome to easy, elegant living in the sought-after 55+ community of Four Seasons at Silver Maple in Middletown, Delaware! This beautifully maintained 3-bedroom, 2-bath. Hovnanian Martinique ranch offers the perfect blend of comfort, spacious living, and resort-style amenities. With an impressive 2,372 square feet of main-level living space, plus approximately 1,178 additional square feet in the partially finished basement, this home offers plenty of room to relax, entertain, and enjoy everyday living. From the moment you arrive, you'll appreciate the inviting curb appeal, featuring attractive stacked-stone accents, a stylish carriage-style garage door, and a premium homesite backing to peaceful community open space.Step inside to discover beautiful hardwood flooring, an abundance of natural light, and a thoughtfully designed open floor plan that makes entertaining effortless. At the heart of the home is the gourmet kitchen, complete with stainless steel wall oven and microwave combination, gas cooktop, and a spacious angled island with bar seating. Seamlessly connected to the living and dining areas, this welcoming space is ideal for everything from quiet mornings with coffee to memorable holiday gatherings with family and friends. Your private primary suite offers a relaxing retreat, featuring two generous walk-in closets and a beautifully appointed bathroom with separate vanities, a dedicated makeup counter, tile flooring, and an oversized tiled shower with built-in bench and glass doors. Two additional bedrooms provide flexibility for visiting guests, hobbies, or a home office, including one with elegant French doors. Convenient main-level laundry room. Looking for more space? The expansive partially finished basement features a wonderful recreation room, while the unfinished areas provide abundant storage and versatile spaces currently used as a home gym and workshop. Step outside and imagine enjoying your morning coffee or unwinding at the end of the day on the impressive 16' x 22' maintenance-free deck! Overlooking community open space, this outdoor retreat is perfect for relaxing or entertaining. Additional highlights include convenient under-deck storage, an irrigation system, and a two-car garage. A new Timber Tech roof was installed in 2025. But the lifestyle doesn't stop at your front door! Four Seasons at Silver Maple offers an incredible collection of resort-style amenities designed for recreation, relaxation, and connection. The beautiful community clubhouse features a fitness center, yoga studio, theater room, billiards, ping-pong, card room, café/kitchen, and cozy hearth room. Outside, enjoy the swimming pool tennis and pickleball courts, scenic walking trails, and a community garden. A full calendar of activities offers wonderful opportunities to connect with neighbors and enjoy community living. Conveniently located near Routes 1 and 13, this home offers easy access to shopping, dining, entertainment, and everything Delaware has to offer, with Philadelphia International Airport approximately 45 minutes away and Delaware's beautiful beaches within about an hour. More than just a beautiful home, this is an opportunity to enjoy the lifestyle you've been looking for. Schedule your private tour today and discover all that Four Seasons at Silver Maple has to offer!

3 Beds ⋅ 2 Baths

Beautiful Ranch Living in Four Seasons at Silver Maple – Where Comfort Meets Resort-Style Living! Welcome to easy, elegant living in the sought-after 55+ community of Four Seasons at Silver Maple in Middletown, Delaware! This beautifully maintained 3-bedroom, 2-bath. Hovnanian Martinique ranch offers the perfect blend of comfort, spacious living, and resort-style amenities. With an impressive 2,372 square feet of main-level living space, plus approximately 1,178 additional square feet in the partially finished basement, this home offers plenty of room to relax, entertain, and enjoy everyday living. From the moment you arrive, you'll appreciate the inviting curb appeal, featuring attractive stacked-stone accents, a stylish carriage-style garage door, and a premium homesite backing to peaceful community open space.Step inside to discover beautiful hardwood flooring, an abundance of natural light, and a thoughtfully designed open floor plan that makes entertaining effortless. At the heart of the home is the gourmet kitchen, complete with stainless steel wall oven and microwave combination, gas cooktop, and a spacious angled island with bar seating. Seamlessly connected to the living and dining areas, this welcoming space is ideal for everything from quiet mornings with coffee to memorable holiday gatherings with family and friends. Your private primary suite offers a relaxing retreat, featuring two generous walk-in closets and a beautifully appointed bathroom with separate vanities, a dedicated makeup counter, tile flooring, and an oversized tiled shower with built-in bench and glass doors. Two additional bedrooms provide flexibility for visiting guests, hobbies, or a home office, including one with elegant French doors. Convenient main-level laundry room. Looking for more space? The expansive partially finished basement features a wonderful recreation room, while the unfinished areas provide abundant storage and versatile spaces currently used as a home gym and workshop. Step outside and imagine enjoying your morning coffee or unwinding at the end of the day on the impressive 16' x 22' maintenance-free deck! Overlooking community open space, this outdoor retreat is perfect for relaxing or entertaining. Additional highlights include convenient under-deck storage, an irrigation system, and a two-car garage. A new Timber Tech roof was installed in 2025. But the lifestyle doesn't stop at your front door! Four Seasons at Silver Maple offers an incredible collection of resort-style amenities designed for recreation, relaxation, and connection. The beautiful community clubhouse features a fitness center, yoga studio, theater room, billiards, ping-pong, card room, café/kitchen, and cozy hearth room. Outside, enjoy the swimming pool tennis and pickleball courts, scenic walking trails, and a community garden. A full calendar of activities offers wonderful opportunities to connect with neighbors and enjoy community living. Conveniently located near Routes 1 and 13, this home offers easy access to shopping, dining, entertainment, and everything Delaware has to offer, with Philadelphia International Airport approximately 45 minutes away and Delaware's beautiful beaches within about an hour. More than just a beautiful home, this is an opportunity to enjoy the lifestyle you've been looking for. Schedule your private tour today and discover all that Four Seasons at Silver Maple has to offer!

171 Silver Maple Rd, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

$465,000

Rare Opportunity – Fully Renovated 4-Bedroom Ranch in Middletown Don’t miss this rare opportunity to own a beautifully updated 4-bedroom, 2-bathroom ranch home in a peaceful setting in Middletown, DE, conveniently located just minutes from Route 13 and Route 1. You’ll fall in love with the elegant design and modern upgrades throughout, The modern kitchen is a true highlight, offering white cabinetry, black granite countertops, and high-end stainless steel appliances, along with new doors and windows, new flooring, and fresh paint throughout. Recent improvements include a new roof (2023) and siding, new concrete driveway, new HVAC, fresh paint, new light fixtures and new appliances throughout. The STUNNING fully finished basement adds approximately 1,000 sq. ft. of additional living space, complete with a recreation area and walkout access, providing excellent flexibility for entertainment, storage, or future use. Step outside to your private backyard retreat, featuring a spacious patio and Gazebo —perfect for family BBQs, summer gatherings, or relaxing evenings. This move-in ready home offers exceptional value, modern comfort, and long-term savings. Schedule your showing today!

4 Beds ⋅ 2 Baths

Rare Opportunity – Fully Renovated 4-Bedroom Ranch in Middletown Don’t miss this rare opportunity to own a beautifully updated 4-bedroom, 2-bathroom ranch home in a peaceful setting in Middletown, DE, conveniently located just minutes from Route 13 and Route 1. You’ll fall in love with the elegant design and modern upgrades throughout, The modern kitchen is a true highlight, offering white cabinetry, black granite countertops, and high-end stainless steel appliances, along with new doors and windows, new flooring, and fresh paint throughout. Recent improvements include a new roof (2023) and siding, new concrete driveway, new HVAC, fresh paint, new light fixtures and new appliances throughout. The STUNNING fully finished basement adds approximately 1,000 sq. ft. of additional living space, complete with a recreation area and walkout access, providing excellent flexibility for entertainment, storage, or future use. Step outside to your private backyard retreat, featuring a spacious patio and Gazebo —perfect for family BBQs, summer gatherings, or relaxing evenings. This move-in ready home offers exceptional value, modern comfort, and long-term savings. Schedule your showing today!

2 Gina Dr, Middletown

Listing courtesy of Realty Mark Associates-Newark. Contact:

$595,000

Welcome home to this sprawling 5-bedroom, 2-bath brick ranch set on a picturesque, secluded 2.04-acre lot in the coveted Commodore Estates neighborhood! Situated in the heart of the award-winning Appoquinimink School District, this property offers a rare blend of private, country-like living with exceptional convenience- just 5 minutes to Routes 1 and 13, local schools, shopping, and dining. Step inside to an inviting main level filled with natural light from floor-to-ceiling, energy-efficient vinyl windows installed in 2023. Thoughtfully upgraded throughout, the main floor features modern LVP flooring (2019), new interior doors (2024), and a custom built-in within the formal dining room. The kitchen showcases Corian countertops (2018) and flows seamlessly into the dedicated laundry room, both refreshed with new LVP flooring in 2024. For relaxed living and entertainment, gather around the cozy wood fireplace or retreat to the custom media space equipped with a large screen and HD projector (2021); this room offers exceptional versatility and can easily be converted back into a functional garage if desired. The main-level primary suite serves as a true sanctuary, benefiting from a comprehensive 2024 remodel that introduced his-and-hers walk-in closets and an exquisite primary bath. Highlights include imported tile flooring from Ukraine, a custom two-person oversized multi-head tiled shower, a standalone soaking tub, and a new oversized single-bowl vanity. The secondary hall bath was also fully modernized in 2020 with updated tub/shower tile, floor and wall tile, and a new vanity. The finished lower level significantly expands the home's living footprint, offering two full bedrooms with new LVP flooring (2024) and an insulated bonus room designed for a music or game room, complete with specialized wall and ceiling sound insulation. Storage options abound, including a massive attic fitted with built-in wood flooring and lighting. Outdoors, experience peaceful retreat living on the screened concrete-and-brick porch or the ground-level wood deck. The lush, private grounds are accented by mature apple, cherry, black walnut, and maple trees, as well as three raised garden beds. Key mechanical and structural updates provide outstanding long-term value, including brand-new front and rear entry doors (2026), a 5-bedroom septic system (2018), furnace (2017), water heater (2017), and a roof installed in 2007 with a 30-year manufacturer's warranty. 1-year home warranty

5 Beds ⋅ 2 Baths

Welcome home to this sprawling 5-bedroom, 2-bath brick ranch set on a picturesque, secluded 2.04-acre lot in the coveted Commodore Estates neighborhood! Situated in the heart of the award-winning Appoquinimink School District, this property offers a rare blend of private, country-like living with exceptional convenience- just 5 minutes to Routes 1 and 13, local schools, shopping, and dining. Step inside to an inviting main level filled with natural light from floor-to-ceiling, energy-efficient vinyl windows installed in 2023. Thoughtfully upgraded throughout, the main floor features modern LVP flooring (2019), new interior doors (2024), and a custom built-in within the formal dining room. The kitchen showcases Corian countertops (2018) and flows seamlessly into the dedicated laundry room, both refreshed with new LVP flooring in 2024. For relaxed living and entertainment, gather around the cozy wood fireplace or retreat to the custom media space equipped with a large screen and HD projector (2021); this room offers exceptional versatility and can easily be converted back into a functional garage if desired. The main-level primary suite serves as a true sanctuary, benefiting from a comprehensive 2024 remodel that introduced his-and-hers walk-in closets and an exquisite primary bath. Highlights include imported tile flooring from Ukraine, a custom two-person oversized multi-head tiled shower, a standalone soaking tub, and a new oversized single-bowl vanity. The secondary hall bath was also fully modernized in 2020 with updated tub/shower tile, floor and wall tile, and a new vanity. The finished lower level significantly expands the home's living footprint, offering two full bedrooms with new LVP flooring (2024) and an insulated bonus room designed for a music or game room, complete with specialized wall and ceiling sound insulation. Storage options abound, including a massive attic fitted with built-in wood flooring and lighting. Outdoors, experience peaceful retreat living on the screened concrete-and-brick porch or the ground-level wood deck. The lush, private grounds are accented by mature apple, cherry, black walnut, and maple trees, as well as three raised garden beds. Key mechanical and structural updates provide outstanding long-term value, including brand-new front and rear entry doors (2026), a 5-bedroom septic system (2018), furnace (2017), water heater (2017), and a roof installed in 2007 with a 30-year manufacturer's warranty. 1-year home warranty

408 Commodore Dr, Middletown

Listing courtesy of Foraker Realty Co.. Contact:

$489,900

Welcome to this beautiful colonial in the heart of Middletown, MD, where small-town charm, community character, and a prime Main Street address come together on a generous half acre lot! There is SO MUCH potential to revitalize this home to your most creative imagination. Bathed in natural light throughout, this spacious 4-bedroom, 2-bath home features gleaming hardwood floors and a comfortable, flowing layout. The main level offers a primary bedroom with a private ensuite bath, ideal for single-level living convenience, while the upper-level hosts three additional generously sized bedrooms and a full bath. The expansive lot provides plenty of outdoor space to enjoy, entertain, and make your own. A roof updated in 2025 offers genuine peace of mind, and the home is connected to the public sewer system via a Sanitary Sewer Lift Pump, offering the reliability of public utilities. Middletown offers everything you come here for, a small-town feel with walkability to parks, restaurants, the library, and shopping, including beloved local spots like The Main Cup, Fratelli's Italian & Seafood, and Aleko's Village Cafe just down the road. The 79-acre Middletown Community Park is just minutes away, offering basketball courts, soccer fields, disc golf, fishing, picnic shelters, and walking trails. Commuters will appreciate the easy access to I-70 and Rt. 340, with Downtown Frederick just a short drive away. Don't miss this one!

4 Beds ⋅ 2 Baths

Welcome to this beautiful colonial in the heart of Middletown, MD, where small-town charm, community character, and a prime Main Street address come together on a generous half acre lot! There is SO MUCH potential to revitalize this home to your most creative imagination. Bathed in natural light throughout, this spacious 4-bedroom, 2-bath home features gleaming hardwood floors and a comfortable, flowing layout. The main level offers a primary bedroom with a private ensuite bath, ideal for single-level living convenience, while the upper-level hosts three additional generously sized bedrooms and a full bath. The expansive lot provides plenty of outdoor space to enjoy, entertain, and make your own. A roof updated in 2025 offers genuine peace of mind, and the home is connected to the public sewer system via a Sanitary Sewer Lift Pump, offering the reliability of public utilities. Middletown offers everything you come here for, a small-town feel with walkability to parks, restaurants, the library, and shopping, including beloved local spots like The Main Cup, Fratelli's Italian & Seafood, and Aleko's Village Cafe just down the road. The 79-acre Middletown Community Park is just minutes away, offering basketball courts, soccer fields, disc golf, fishing, picnic shelters, and walking trails. Commuters will appreciate the easy access to I-70 and Rt. 340, with Downtown Frederick just a short drive away. Don't miss this one!

718 E Main St, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

$575,000

Welcome to 4534 Cagney Lane, a beautiful, like-new Cape Cod-style home located in the highly sought-after 55+ luxury community of Village of Bayberry South. Offering 4 bedrooms, 3 full bathrooms, a 2-car garage, and backing to open common space, this exceptional home combines elegant design, thoughtful functionality, and low-maintenance living. Step inside the inviting foyer, where rich hardwood flooring flows throughout the main living areas. Elevated ceilings and an open-concept floor plan create a bright and airy atmosphere. Just off the foyer, the formal dining room provides an elegant space for hosting guests, while the spacious living room showcases dramatic vaulted ceilings that open to the second-story loft above. The gourmet kitchen features granite countertops, double wall ovens, a gas cooktop, a large center island with breakfast bar seating, pantry, recessed lighting, and beautiful crown molding on the cabinetry. Sliding glass doors lead directly to the backyard, where you can relax and enjoy peaceful views of the open community space. The main level offers the convenience of single-floor living with three bedrooms, including the spacious primary suite. The primary bedroom features two walk-in closets and an ensuite bath complete with tile flooring and a double vanity. Two additional bedrooms share a hall bath, while the generously sized laundry room provides direct access to the attached two-car garage. Upstairs, you'll find a versatile loft overlooking the living room below, along with a private fourth bedroom featuring its own ensuite bathroom - an ideal setup for overnight guests or a home office. The expansive unfinished basement offers endless possibilities for future living space, recreation, or storage, and already includes a plumbing rough-in for a fourth full bathroom. Additional highlights include dual-zoned HVAC, an irrigation system, blackout shades in bedrooms, and all appliances included, making this home truly move-in ready. Life at Village of Bayberry South means enjoying an outstanding array of resort-style amenities, including a heated outdoor pool, pickleball and tennis courts, bocce courts, basketball court, walking trails, a private clubhouse with fitness center, billiards room, meeting spaces, and a scenic patio overlooking the lake. An active social calendar provides endless opportunities to connect with neighbors and enjoy community events. Best of all, the HOA handles lawn care, landscaping, and trash service, allowing you to enjoy the very best of low-maintenance living. Don't miss the opportunity to make this exceptional home yours and experience the lifestyle you've been waiting for. Schedule your tour today!

4 Beds ⋅ 3 Baths

Welcome to 4534 Cagney Lane, a beautiful, like-new Cape Cod-style home located in the highly sought-after 55+ luxury community of Village of Bayberry South. Offering 4 bedrooms, 3 full bathrooms, a 2-car garage, and backing to open common space, this exceptional home combines elegant design, thoughtful functionality, and low-maintenance living. Step inside the inviting foyer, where rich hardwood flooring flows throughout the main living areas. Elevated ceilings and an open-concept floor plan create a bright and airy atmosphere. Just off the foyer, the formal dining room provides an elegant space for hosting guests, while the spacious living room showcases dramatic vaulted ceilings that open to the second-story loft above. The gourmet kitchen features granite countertops, double wall ovens, a gas cooktop, a large center island with breakfast bar seating, pantry, recessed lighting, and beautiful crown molding on the cabinetry. Sliding glass doors lead directly to the backyard, where you can relax and enjoy peaceful views of the open community space. The main level offers the convenience of single-floor living with three bedrooms, including the spacious primary suite. The primary bedroom features two walk-in closets and an ensuite bath complete with tile flooring and a double vanity. Two additional bedrooms share a hall bath, while the generously sized laundry room provides direct access to the attached two-car garage. Upstairs, you'll find a versatile loft overlooking the living room below, along with a private fourth bedroom featuring its own ensuite bathroom - an ideal setup for overnight guests or a home office. The expansive unfinished basement offers endless possibilities for future living space, recreation, or storage, and already includes a plumbing rough-in for a fourth full bathroom. Additional highlights include dual-zoned HVAC, an irrigation system, blackout shades in bedrooms, and all appliances included, making this home truly move-in ready. Life at Village of Bayberry South means enjoying an outstanding array of resort-style amenities, including a heated outdoor pool, pickleball and tennis courts, bocce courts, basketball court, walking trails, a private clubhouse with fitness center, billiards room, meeting spaces, and a scenic patio overlooking the lake. An active social calendar provides endless opportunities to connect with neighbors and enjoy community events. Best of all, the HOA handles lawn care, landscaping, and trash service, allowing you to enjoy the very best of low-maintenance living. Don't miss the opportunity to make this exceptional home yours and experience the lifestyle you've been waiting for. Schedule your tour today!

4534 Cagney Ln, Middletown

Listing courtesy of Compass. Contact:

$571,718

*MOVE IN READY* Introducing the 3034 Ivyhouse Lane, the Tuscany Luxe, a beautifully appointed home offering 2,151 square feet of thoughtfully designed living space, plus a partially finished basement with endless potential. This elegant residence blends open-concept living with private retreats, perfect for both everyday comfort and entertaining. The main level features a spacious family room anchored by a cozy gas fireplace, flowing seamlessly into the dining area and gourmet kitchen complete with upgraded quartz countertops, stylish backsplash, premium gray cabinetry, and stainless-steel appliances. A dedicated home office provides the ideal space for remote work or quiet study. The luxurious owner’s suite offers a spa-like bath and his and her closets, while a secondary bedroom and full bath add flexibility for guests or family. Expanding the living space, the home includes a stunning sunroom extension with ample windows and a high ceiling that fills the interior with natural light and opens to a composite deck, perfect for relaxing or entertaining outdoors. Upstairs, a third bedroom, full bath, and loft create a private retreat for guests or additional living space. Additional highlights include a 2-car garage, convenient first-floor laundry, upgraded flooring throughout, and an partially finished basement with full bath ready for future customization. The Tuscany Luxe offers timeless style, modern comfort, and flexible living—all in a beautifully crafted home designed to fit your lifestyle. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. Prices, dimensions, and features may vary and are subject to change. Photos are for illustrative purposes only. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. ** Please Read: Photos are for illustrative purposes only and may include images of the actual home or similar home/plan. Please see New Home Consultant for final pricing, finishes, and details. If you are working with a realtor, buyer representation must be acknowledged during the first interaction with Lennar, and the Realtor must accompany the client on their first visit. Appointments are highly encouraged to ensure the best customer experience. Taxes will be assessed after settlement. Open houses are held at the model home, not at this address. During your visit the sales team can review details, timelines, and current incentives. Financing is available through Lennar Mortgage upon qualification. ** For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.

3 Beds ⋅ 4 Baths

*MOVE IN READY* Introducing the 3034 Ivyhouse Lane, the Tuscany Luxe, a beautifully appointed home offering 2,151 square feet of thoughtfully designed living space, plus a partially finished basement with endless potential. This elegant residence blends open-concept living with private retreats, perfect for both everyday comfort and entertaining. The main level features a spacious family room anchored by a cozy gas fireplace, flowing seamlessly into the dining area and gourmet kitchen complete with upgraded quartz countertops, stylish backsplash, premium gray cabinetry, and stainless-steel appliances. A dedicated home office provides the ideal space for remote work or quiet study. The luxurious owner’s suite offers a spa-like bath and his and her closets, while a secondary bedroom and full bath add flexibility for guests or family. Expanding the living space, the home includes a stunning sunroom extension with ample windows and a high ceiling that fills the interior with natural light and opens to a composite deck, perfect for relaxing or entertaining outdoors. Upstairs, a third bedroom, full bath, and loft create a private retreat for guests or additional living space. Additional highlights include a 2-car garage, convenient first-floor laundry, upgraded flooring throughout, and an partially finished basement with full bath ready for future customization. The Tuscany Luxe offers timeless style, modern comfort, and flexible living—all in a beautifully crafted home designed to fit your lifestyle. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. Prices, dimensions, and features may vary and are subject to change. Photos are for illustrative purposes only. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. ** Please Read: Photos are for illustrative purposes only and may include images of the actual home or similar home/plan. Please see New Home Consultant for final pricing, finishes, and details. If you are working with a realtor, buyer representation must be acknowledged during the first interaction with Lennar, and the Realtor must accompany the client on their first visit. Appointments are highly encouraged to ensure the best customer experience. Taxes will be assessed after settlement. Open houses are held at the model home, not at this address. During your visit the sales team can review details, timelines, and current incentives. Financing is available through Lennar Mortgage upon qualification. ** For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.

3034 Ivyhouse Ln, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

$559,672

*MOVE IN READY* Welcome home to 3314 Rookery Lane! Available for immediate move-in, this beautifully designed 3,223-square-foot Mendocino Luxe offers the perfect blend of space, comfort, and style. With 3 bedrooms, 4 bathrooms, a first-floor owner's suite, and a finished basement with a full bathroom, there's room for everything—from hosting family and friends to creating the perfect place to unwind. Located in the sought-after Venue at Winchelsea in Middletown, Delaware, the Mendocino Luxe floorplan is thoughtfully designed for comfort and luxury. Two versatile flex rooms welcome you off the foyer, leading into an open-concept living space that seamlessly connects the gourmet kitchen, dining area, and great room. Step outside to the covered rear porch—perfect for relaxing, entertaining, or enjoying the changing seasons. The finished basement with a full bathroom adds valuable living space, giving you the flexibility to create a home that fits your lifestyle. Tucked away at the back of the home, the luxurious owner's suite features a spa-inspired en-suite bathroom and two spacious walk-in closets. Upstairs, a generous loft provides the perfect setting for a media room, hobby space, home office, or cozy retreat. Don't miss your opportunity to call Venue at Winchelsea home! *Prices, dimensions, and features may vary and are subject to change. Photos are for illustrative purposes only. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.*

3 Beds ⋅ 4 Baths

*MOVE IN READY* Welcome home to 3314 Rookery Lane! Available for immediate move-in, this beautifully designed 3,223-square-foot Mendocino Luxe offers the perfect blend of space, comfort, and style. With 3 bedrooms, 4 bathrooms, a first-floor owner's suite, and a finished basement with a full bathroom, there's room for everything—from hosting family and friends to creating the perfect place to unwind. Located in the sought-after Venue at Winchelsea in Middletown, Delaware, the Mendocino Luxe floorplan is thoughtfully designed for comfort and luxury. Two versatile flex rooms welcome you off the foyer, leading into an open-concept living space that seamlessly connects the gourmet kitchen, dining area, and great room. Step outside to the covered rear porch—perfect for relaxing, entertaining, or enjoying the changing seasons. The finished basement with a full bathroom adds valuable living space, giving you the flexibility to create a home that fits your lifestyle. Tucked away at the back of the home, the luxurious owner's suite features a spa-inspired en-suite bathroom and two spacious walk-in closets. Upstairs, a generous loft provides the perfect setting for a media room, hobby space, home office, or cozy retreat. Don't miss your opportunity to call Venue at Winchelsea home! *Prices, dimensions, and features may vary and are subject to change. Photos are for illustrative purposes only. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.*

3314 Rookery Ln, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

$1,300,000

Tucked away on 11 pristine, private acres in Middletown, this home offers a rare blend of sweeping natural beauty, effortless single-level luxury, and incredible versatility. And I might add, two dwellings, a cottage and main residence. From the moment you pull up the drive, the gorgeous, park-like setting establishes a profound sense of peace and privacy that is hard to find, yet keeps you incredibly close to local conveniences. Step inside the main residence and you are immediately greeted by the warmth of rich hardwood floors and the airy, expansive feel of soaring vaulted ceilings. Designed for seamless everyday living and effortless entertaining, the heart of this home is a true gourmet kitchen. Outfitted with gleaming quartz countertops and top-of-the-line stainless steel appliances, it flows beautifully into both the inviting family room and the grand great room. Whether you are hosting holiday dinners or enjoying quiet mornings watching the sunrise over your acreage, this layout adapts perfectly to your lifestyle. The main home features three spacious bedrooms and two and a half baths, including a serene primary retreat. A dedicated first-floor office provides the ideal, quiet sanctuary for remote work or creative pursuits, tucked away from the main living areas. Just steps away sits a remarkable asset: a fully detached, separate second dwelling. This self-contained space is perfect for multi-generational living, long-term guests, or an inspiring studio. It features a bright loft, a large, comfortable great room, a convenient kitchenette, one bedroom, and two full bathrooms—offering complete independence and comfort without sacrificing privacy. Completing this exceptional estate is an oversized, three-car detached garage, offering abundant space for vehicles, a workshop, or recreational storage. This isn't just a home; it’s a private retreat where modern luxury meets eleven acres of quiet, gorgeous Delaware countryside. You have the opportunity to purchase an additional 14 acres, MLS NUMBER MLS# DENC2098214 & tax ID 13-012.00-151 to make this a wonderful 26 acre estate!

3 Beds ⋅ 3 Baths

Tucked away on 11 pristine, private acres in Middletown, this home offers a rare blend of sweeping natural beauty, effortless single-level luxury, and incredible versatility. And I might add, two dwellings, a cottage and main residence. From the moment you pull up the drive, the gorgeous, park-like setting establishes a profound sense of peace and privacy that is hard to find, yet keeps you incredibly close to local conveniences. Step inside the main residence and you are immediately greeted by the warmth of rich hardwood floors and the airy, expansive feel of soaring vaulted ceilings. Designed for seamless everyday living and effortless entertaining, the heart of this home is a true gourmet kitchen. Outfitted with gleaming quartz countertops and top-of-the-line stainless steel appliances, it flows beautifully into both the inviting family room and the grand great room. Whether you are hosting holiday dinners or enjoying quiet mornings watching the sunrise over your acreage, this layout adapts perfectly to your lifestyle. The main home features three spacious bedrooms and two and a half baths, including a serene primary retreat. A dedicated first-floor office provides the ideal, quiet sanctuary for remote work or creative pursuits, tucked away from the main living areas. Just steps away sits a remarkable asset: a fully detached, separate second dwelling. This self-contained space is perfect for multi-generational living, long-term guests, or an inspiring studio. It features a bright loft, a large, comfortable great room, a convenient kitchenette, one bedroom, and two full bathrooms—offering complete independence and comfort without sacrificing privacy. Completing this exceptional estate is an oversized, three-car detached garage, offering abundant space for vehicles, a workshop, or recreational storage. This isn't just a home; it’s a private retreat where modern luxury meets eleven acres of quiet, gorgeous Delaware countryside. You have the opportunity to purchase an additional 14 acres, MLS NUMBER MLS# DENC2098214 & tax ID 13-012.00-151 to make this a wonderful 26 acre estate!

864 Old School House Rd, Middletown

Listing courtesy of Thyme Real Estate Co LLC. Contact:

$765,000

Welcome to 201 Parker Drive, an exceptional residence nestled in the highly sought-after Crossland at the Canal community, where elegant design, luxurious amenities, and energy-efficient living come together in one remarkable home. Offering five bedrooms, four full bathrooms, and one half bath, this beautifully appointed property welcomes you with a bright two-story foyer and hardwood flooring throughout the main level. A private office with custom built-in shelving provides the perfect work-from-home space, while the formal living and dining rooms seamlessly transition into the spacious family room with a cozy fireplace. The gourmet kitchen is thoughtfully designed for both everyday living and entertaining, featuring granite countertops, abundant cabinetry, and a large center island that serves as the heart of the home.The finished walk-out lower level is an entertainer's dream, featuring a wired home theater, an expansive recreation area, a custom wet bar complete with dual wine coolers, an additional bedroom, and a full bathroom, creating the ideal space for hosting guests or multi-generational living. Upstairs, the luxurious primary suite offers a private sitting room highlighted by a custom dry bar with dual wine coolers, creating the perfect retreat for relaxing at the end of the day. One of the secondary bedrooms has been professionally transformed by Closet by Design into an impressive boutique-style walk-in dressing room and can easily be converted back into a full bedroom if desired. Even the laundry room has been thoughtfully upgraded with a built-in wall-mounted ironing board for added convenience.Step outside to your own private backyard oasis featuring a heated saltwater in-ground swimming pool with lighting, perfect for enjoying warm summer days and unforgettable evenings with family and friends. This exceptional home is loaded with premium upgrades, including a new roof installed in 2025, a Generac whole-house generator, an electric vehicle charging station, and transferable solar panels that provide outstanding energy efficiency and long-term savings. Combining luxury finishes, thoughtful customizations, and major system improvements, this home delivers both comfort and peace of mind for years to come. Located within the desirable Crossland at the Canal community and convenient to shopping, dining, parks, and major commuter routes, 201 Parker Drive presents a rare opportunity to own a truly turnkey home that offers the perfect balance of luxury, functionality, and modern efficiency. This is more than a home—it's a lifestyle.

5 Beds ⋅ 5 Baths

Welcome to 201 Parker Drive, an exceptional residence nestled in the highly sought-after Crossland at the Canal community, where elegant design, luxurious amenities, and energy-efficient living come together in one remarkable home. Offering five bedrooms, four full bathrooms, and one half bath, this beautifully appointed property welcomes you with a bright two-story foyer and hardwood flooring throughout the main level. A private office with custom built-in shelving provides the perfect work-from-home space, while the formal living and dining rooms seamlessly transition into the spacious family room with a cozy fireplace. The gourmet kitchen is thoughtfully designed for both everyday living and entertaining, featuring granite countertops, abundant cabinetry, and a large center island that serves as the heart of the home.The finished walk-out lower level is an entertainer's dream, featuring a wired home theater, an expansive recreation area, a custom wet bar complete with dual wine coolers, an additional bedroom, and a full bathroom, creating the ideal space for hosting guests or multi-generational living. Upstairs, the luxurious primary suite offers a private sitting room highlighted by a custom dry bar with dual wine coolers, creating the perfect retreat for relaxing at the end of the day. One of the secondary bedrooms has been professionally transformed by Closet by Design into an impressive boutique-style walk-in dressing room and can easily be converted back into a full bedroom if desired. Even the laundry room has been thoughtfully upgraded with a built-in wall-mounted ironing board for added convenience.Step outside to your own private backyard oasis featuring a heated saltwater in-ground swimming pool with lighting, perfect for enjoying warm summer days and unforgettable evenings with family and friends. This exceptional home is loaded with premium upgrades, including a new roof installed in 2025, a Generac whole-house generator, an electric vehicle charging station, and transferable solar panels that provide outstanding energy efficiency and long-term savings. Combining luxury finishes, thoughtful customizations, and major system improvements, this home delivers both comfort and peace of mind for years to come. Located within the desirable Crossland at the Canal community and convenient to shopping, dining, parks, and major commuter routes, 201 Parker Drive presents a rare opportunity to own a truly turnkey home that offers the perfect balance of luxury, functionality, and modern efficiency. This is more than a home—it's a lifestyle.

201 Parker Dr, Middletown

Listing courtesy of Century 21 Emerald. Contact:

$349,000

An exceptional opportunity to restore and reimagine a historic Main Street property in the heart of Middletown. Prominently located along one of the towns most recognized corridors, this four bedroom, two bath home offers timeless character, outstanding potential, and a location that is difficult to duplicate. Believed to date to the early 1800s, the home has been part of Middletown history for generations and is ready for its next chapter. Just a short walk to local shops, restaurants, cafes, and community gathering spaces, this property offers the charm and convenience of small town living. Situated on a generous in town parcel with desirable B1 zoning, the property provides exceptional flexibility for residential living, professional office, business use, or a mixed use concept subject to local approvals. The additional side land offers potential subdivision opportunities subject to application and approval. Rear alley access further enhances the versatility of this unique property while the prominent Main Street location provides outstanding visibility for a variety of future uses. Inside, the home features four bedrooms, two full baths, and the character expected of a historic residence. The property is ready for restoration and thoughtful updating, presenting an exceptional opportunity to preserve its historic charm while incorporating modern improvements. Whether your vision is a distinctive residence, professional office, investment property, or live and work opportunity, the possibilities are substantial. Historic Main Street properties offering this combination of character, location, flexible B1 zoning, additional land, rear alley access, and future potential rarely become available. Property is being sold as is.

4 Beds ⋅ 2 Baths

An exceptional opportunity to restore and reimagine a historic Main Street property in the heart of Middletown. Prominently located along one of the towns most recognized corridors, this four bedroom, two bath home offers timeless character, outstanding potential, and a location that is difficult to duplicate. Believed to date to the early 1800s, the home has been part of Middletown history for generations and is ready for its next chapter. Just a short walk to local shops, restaurants, cafes, and community gathering spaces, this property offers the charm and convenience of small town living. Situated on a generous in town parcel with desirable B1 zoning, the property provides exceptional flexibility for residential living, professional office, business use, or a mixed use concept subject to local approvals. The additional side land offers potential subdivision opportunities subject to application and approval. Rear alley access further enhances the versatility of this unique property while the prominent Main Street location provides outstanding visibility for a variety of future uses. Inside, the home features four bedrooms, two full baths, and the character expected of a historic residence. The property is ready for restoration and thoughtful updating, presenting an exceptional opportunity to preserve its historic charm while incorporating modern improvements. Whether your vision is a distinctive residence, professional office, investment property, or live and work opportunity, the possibilities are substantial. Historic Main Street properties offering this combination of character, location, flexible B1 zoning, additional land, rear alley access, and future potential rarely become available. Property is being sold as is.

7927 Main St, Middletown

Listing courtesy of Coldwell Banker Premier. Contact:

$649,900

Welcome to 601 Yensid Drive, where space, comfort, and style come together in the desirable community of Crossland at the Canal. This beautifully maintained 5-bedroom, 3.5-bath Colonial offers over 3,800 square feet of thoughtfully designed living space, featuring gleaming hardwood floors throughout, an open floor plan, and a gourmet kitchen. The kitchen has lots of prep space with granite countertops, stainless steel appliances, abundant cabinetry, a center island, and a sunny eat in area that flows seamlessly into the sunroom and the spacious family room. This floor plan lends itself to entertaining due to the flow from the formal living room open to the formal dining room and then to the huge family room open to the kitchen and sunroom. Whether you entertain or not, you will love the openness. Upstairs, you'll find 4 generously sized bedrooms, including a spacious primary suite with a large walk-in closet and private bath and laundry is located upstairs. The finished lower level adds incredible flexibility with a full bath, bedroom and plenty of room for a recreation area, home gym, office, or guest space. There is also a daylight walkout and an egress window. Outside, enjoy a beautifully landscaped yard with plenty of room to relax or entertain. Residents also enjoy access to the community pool and clubhouse. All is just minutes from shopping, dining, and major commuter routes. This is a home you'll want to experience in person. With its generous living spaces, thoughtful layout, and exceptional community amenities, 601 Yensid Drive is ready to welcome you home.

5 Beds ⋅ 4 Baths

Welcome to 601 Yensid Drive, where space, comfort, and style come together in the desirable community of Crossland at the Canal. This beautifully maintained 5-bedroom, 3.5-bath Colonial offers over 3,800 square feet of thoughtfully designed living space, featuring gleaming hardwood floors throughout, an open floor plan, and a gourmet kitchen. The kitchen has lots of prep space with granite countertops, stainless steel appliances, abundant cabinetry, a center island, and a sunny eat in area that flows seamlessly into the sunroom and the spacious family room. This floor plan lends itself to entertaining due to the flow from the formal living room open to the formal dining room and then to the huge family room open to the kitchen and sunroom. Whether you entertain or not, you will love the openness. Upstairs, you'll find 4 generously sized bedrooms, including a spacious primary suite with a large walk-in closet and private bath and laundry is located upstairs. The finished lower level adds incredible flexibility with a full bath, bedroom and plenty of room for a recreation area, home gym, office, or guest space. There is also a daylight walkout and an egress window. Outside, enjoy a beautifully landscaped yard with plenty of room to relax or entertain. Residents also enjoy access to the community pool and clubhouse. All is just minutes from shopping, dining, and major commuter routes. This is a home you'll want to experience in person. With its generous living spaces, thoughtful layout, and exceptional community amenities, 601 Yensid Drive is ready to welcome you home.

601 Yensid Dr, Middletown

Listing courtesy of Compass. Contact:

$659,900

NEW PRICE!!! Discover elegance in this move-in ready home. This 4-bedroom, 3-bathroom home with a main-level primary bedroom en-suite is located in one of the most desirable communities, celebrated for its tranquil surroundings and resort-style amenities. Enter through a grand foyer into an expansive, elegant floor plan with soaring ceilings and designer lighting that create an atmosphere of timeless style. A true centerpiece of the home is the open eat-in gourmet kitchen—a chef's dream featuring white cabinetry with under-cabinet lighting, granite countertops, stainless steel appliances, a cooktop, double ovens, a large center island with countertop seating, and a spacious pantry—all flowing effortlessly into the living room with a cozy gas fireplace, abundant natural light, and vaulted ceiling. The living room offers an ideal space for hosting parties and celebrations. The main-level primary bedroom suite offers a peaceful retreat, complete with dual closets, a custom ceiling, and a spa-inspired custom tiled glass-enclosed shower, and double vanities. Two additional bedrooms and a full bathroom complete the main level. Upstairs, you will find an open loft-style family room, along with a fourth bedroom and a third full bathroom. If you need additional space, the expansive basement offers endless possibilities to create your own home theater, fitness room, game room, or even add a fifth bedroom. For those who love the outdoors, enjoy barbecues with family and friends in your spacious backyard featuring a custom-designed patio and built-in fire pit for roasting marshmallows. Or simply relax on the covered front porch with your morning coffee. Additional highlights include a main-floor laundry room, custom blinds throughout, dual thermostat for heating and air conditioning, a two-car garage, and a location within walking distance of the clubhouse. Seller is including with the home sale the wall mounted TVs, fridge, kitchen table and chairs with matching bar stools, custom blinds, and washer/dryer. Enjoy the ease of low-maintenance living in this resort-style community, where the affordable monthly HOA fee covers lawn care, landscaping, snow removal, and trash service. Residents have access to an outstanding collection of amenities, including a heated outdoor swimming pool, pickleball, tennis, and bocce courts, as well as scenic walking trails. The impressive clubhouse serves as the heart of the community, offering a spacious gathering room, bar, fitness center, exercise studio, billiards room, meeting room, and a beautiful outdoor patio overlooking a tranquil pond with a fire pit. A vibrant social calendar featuring clubs, events, and activities makes it easy to stay active, meet neighbors, and enjoy the lifestyle you've been looking for. Conveniently located with easy access to the brand-new Bayberry Town Center, you'll enjoy nearby shopping, restaurants, fitness centers, and healthcare facilities. Schedule your private showing today and experience everything this exceptional home has to offer before someone else calls it home!

4 Beds ⋅ 3 Baths

NEW PRICE!!! Discover elegance in this move-in ready home. This 4-bedroom, 3-bathroom home with a main-level primary bedroom en-suite is located in one of the most desirable communities, celebrated for its tranquil surroundings and resort-style amenities. Enter through a grand foyer into an expansive, elegant floor plan with soaring ceilings and designer lighting that create an atmosphere of timeless style. A true centerpiece of the home is the open eat-in gourmet kitchen—a chef's dream featuring white cabinetry with under-cabinet lighting, granite countertops, stainless steel appliances, a cooktop, double ovens, a large center island with countertop seating, and a spacious pantry—all flowing effortlessly into the living room with a cozy gas fireplace, abundant natural light, and vaulted ceiling. The living room offers an ideal space for hosting parties and celebrations. The main-level primary bedroom suite offers a peaceful retreat, complete with dual closets, a custom ceiling, and a spa-inspired custom tiled glass-enclosed shower, and double vanities. Two additional bedrooms and a full bathroom complete the main level. Upstairs, you will find an open loft-style family room, along with a fourth bedroom and a third full bathroom. If you need additional space, the expansive basement offers endless possibilities to create your own home theater, fitness room, game room, or even add a fifth bedroom. For those who love the outdoors, enjoy barbecues with family and friends in your spacious backyard featuring a custom-designed patio and built-in fire pit for roasting marshmallows. Or simply relax on the covered front porch with your morning coffee. Additional highlights include a main-floor laundry room, custom blinds throughout, dual thermostat for heating and air conditioning, a two-car garage, and a location within walking distance of the clubhouse. Seller is including with the home sale the wall mounted TVs, fridge, kitchen table and chairs with matching bar stools, custom blinds, and washer/dryer. Enjoy the ease of low-maintenance living in this resort-style community, where the affordable monthly HOA fee covers lawn care, landscaping, snow removal, and trash service. Residents have access to an outstanding collection of amenities, including a heated outdoor swimming pool, pickleball, tennis, and bocce courts, as well as scenic walking trails. The impressive clubhouse serves as the heart of the community, offering a spacious gathering room, bar, fitness center, exercise studio, billiards room, meeting room, and a beautiful outdoor patio overlooking a tranquil pond with a fire pit. A vibrant social calendar featuring clubs, events, and activities makes it easy to stay active, meet neighbors, and enjoy the lifestyle you've been looking for. Conveniently located with easy access to the brand-new Bayberry Town Center, you'll enjoy nearby shopping, restaurants, fitness centers, and healthcare facilities. Schedule your private showing today and experience everything this exceptional home has to offer before someone else calls it home!

4200 Crosby Ln, Middletown

Listing courtesy of Walker Realty Group. Contact:

$559,900

Welcome to 529 Contemplation Way, an exceptional home located in the highly sought-after Whispering Woods 55+ active adult community in Middletown, Delaware, where luxury, convenience, and a carefree lifestyle come together. Designed for buyers seeking the ease of first-floor living without sacrificing space, this beautifully maintained home offers the perfect blend of elegance, flexibility, and low-maintenance living. Outstanding curb appeal, a welcoming covered front porch, and manicured landscaping create an inviting first impression, while the dramatic two-story foyer and rich hardwood flooring throughout most of the main level immediately showcase the home's quality craftsmanship. The open-concept floor plan is filled with abundant natural light and soaring vaulted ceilings, creating a bright, spacious atmosphere ideal for everyday living and entertaining. The expansive family room flows seamlessly into the dining area before opening to the screened porch and oversized stamped concrete patio, providing exceptional indoor-outdoor living for morning coffee, relaxing evenings, or entertaining family and friends. The beautifully appointed kitchen is the centerpiece of the home, featuring stainless steel appliances, designer countertops, a stylish tile backsplash, abundant cabinetry, hardwood flooring, an undermount sink with a gooseneck faucet, and a large center island with seating and additional storage. Just beyond, the sun-filled breakfast area with its vaulted ceiling offers the perfect place to begin each day. The spacious main-level primary suite provides the comfort today's buyers desire with a tray ceiling, generous closet space, and a private bath featuring a double vanity and walk-in shower. A dedicated first-floor office offers flexibility for working from home, hobbies, crafts, or a quiet reading room, while the convenient first-floor laundry room and powder room complete the thoughtfully designed main level. Upstairs, you'll discover three additional spacious rooms along with an open loft overlooking the main living area, creating the perfect second family room, media room, game room, or private retreat for overnight guests and visiting family. Whether you're hosting holidays or simply need additional living space, this versatile layout adapts beautifully to your lifestyle. The expansive unfinished basement provides exceptional storage and endless possibilities for future finished living space, including a recreation room, fitness studio, workshop, hobby room, or home theater. Beyond the home itself, Whispering Woods offers one of Middletown's premier active adult lifestyles, featuring a beautifully appointed clubhouse, fitness center, outdoor swimming pool, gathering spaces, and an active social calendar filled with clubs, activities, and community events. Lawn care and snow removal are included, allowing homeowners more time to travel, relax, and enjoy everything the community has to offer. Ideally located just minutes from Historic Downtown Middletown, residents enjoy convenient access to outstanding restaurants, boutique shopping, coffee shops, grocery stores, healthcare, parks, walking trails, golf courses, and major commuter routes including Route 1, while remaining within easy reach of Delaware's beaches, Wilmington, and Philadelphia. Combining timeless architecture, an open and flexible floor plan, abundant natural light, outstanding indoor and outdoor living spaces, resort-style community amenities, and the convenience of move-in-ready first-floor living, 529 Contemplation Way presents a rare opportunity to enjoy the lifestyle you've been waiting for in one of Middletown's most desirable 55+ communities.

3 Beds ⋅ 3 Baths

Welcome to 529 Contemplation Way, an exceptional home located in the highly sought-after Whispering Woods 55+ active adult community in Middletown, Delaware, where luxury, convenience, and a carefree lifestyle come together. Designed for buyers seeking the ease of first-floor living without sacrificing space, this beautifully maintained home offers the perfect blend of elegance, flexibility, and low-maintenance living. Outstanding curb appeal, a welcoming covered front porch, and manicured landscaping create an inviting first impression, while the dramatic two-story foyer and rich hardwood flooring throughout most of the main level immediately showcase the home's quality craftsmanship. The open-concept floor plan is filled with abundant natural light and soaring vaulted ceilings, creating a bright, spacious atmosphere ideal for everyday living and entertaining. The expansive family room flows seamlessly into the dining area before opening to the screened porch and oversized stamped concrete patio, providing exceptional indoor-outdoor living for morning coffee, relaxing evenings, or entertaining family and friends. The beautifully appointed kitchen is the centerpiece of the home, featuring stainless steel appliances, designer countertops, a stylish tile backsplash, abundant cabinetry, hardwood flooring, an undermount sink with a gooseneck faucet, and a large center island with seating and additional storage. Just beyond, the sun-filled breakfast area with its vaulted ceiling offers the perfect place to begin each day. The spacious main-level primary suite provides the comfort today's buyers desire with a tray ceiling, generous closet space, and a private bath featuring a double vanity and walk-in shower. A dedicated first-floor office offers flexibility for working from home, hobbies, crafts, or a quiet reading room, while the convenient first-floor laundry room and powder room complete the thoughtfully designed main level. Upstairs, you'll discover three additional spacious rooms along with an open loft overlooking the main living area, creating the perfect second family room, media room, game room, or private retreat for overnight guests and visiting family. Whether you're hosting holidays or simply need additional living space, this versatile layout adapts beautifully to your lifestyle. The expansive unfinished basement provides exceptional storage and endless possibilities for future finished living space, including a recreation room, fitness studio, workshop, hobby room, or home theater. Beyond the home itself, Whispering Woods offers one of Middletown's premier active adult lifestyles, featuring a beautifully appointed clubhouse, fitness center, outdoor swimming pool, gathering spaces, and an active social calendar filled with clubs, activities, and community events. Lawn care and snow removal are included, allowing homeowners more time to travel, relax, and enjoy everything the community has to offer. Ideally located just minutes from Historic Downtown Middletown, residents enjoy convenient access to outstanding restaurants, boutique shopping, coffee shops, grocery stores, healthcare, parks, walking trails, golf courses, and major commuter routes including Route 1, while remaining within easy reach of Delaware's beaches, Wilmington, and Philadelphia. Combining timeless architecture, an open and flexible floor plan, abundant natural light, outstanding indoor and outdoor living spaces, resort-style community amenities, and the convenience of move-in-ready first-floor living, 529 Contemplation Way presents a rare opportunity to enjoy the lifestyle you've been waiting for in one of Middletown's most desirable 55+ communities.

529 Contemplation Way, Middletown

Listing courtesy of BHHS Fox & Roach - Hockessin. Contact:

$499,900

*One or more photos in this listing have been virtually staged using AI* Completely Renovated & Move-In Ready! Welcome to this beautifully updated ranch-style home situated on a picturesque 2-acre lot in the heart of Middletown Valley. Every detail has been thoughtfully renovated, offering a bright, modern interior with quality finishes throughout. The open and inviting floor plan is perfect for everyday living and entertaining. Step outside to enjoy the spacious backyard, offering endless possibilities for outdoor gatherings, recreation, gardening, or simply relaxing while taking in the peaceful surroundings. Enjoy the tranquility of country living while remaining just minutes from downtown Middletown, Frederick, shopping, dining, schools, parks, and major commuter routes. Whether you're looking for your forever home or a quiet retreat with modern comforts, this exceptional property is ready for its new owner. Don't miss this rare opportunity!

4 Beds ⋅ 3 Baths

*One or more photos in this listing have been virtually staged using AI* Completely Renovated & Move-In Ready! Welcome to this beautifully updated ranch-style home situated on a picturesque 2-acre lot in the heart of Middletown Valley. Every detail has been thoughtfully renovated, offering a bright, modern interior with quality finishes throughout. The open and inviting floor plan is perfect for everyday living and entertaining. Step outside to enjoy the spacious backyard, offering endless possibilities for outdoor gatherings, recreation, gardening, or simply relaxing while taking in the peaceful surroundings. Enjoy the tranquility of country living while remaining just minutes from downtown Middletown, Frederick, shopping, dining, schools, parks, and major commuter routes. Whether you're looking for your forever home or a quiet retreat with modern comforts, this exceptional property is ready for its new owner. Don't miss this rare opportunity!

9001 Hollow Rd, Middletown

Listing courtesy of RE/MAX Realty Centre, Inc.. Contact:

$799,999

**MAJOR PRICE REDUCTION! Welcome to 5 Dean Lane!** Discover this stunning 4-bedroom, 4.5-bath home in the sought-after Middletown Glen community, now offered at a significantly reduced price of **$799,999!** Ideally situated within walking distance of schools, parks, and the library, this exceptional property overlooks the neighborhood’s beautiful open common area, creating a welcoming and spacious setting. Enjoy the convenience of being just minutes from local restaurants, golf courses, and major commuter routes. Step inside to a welcoming foyer with a private home office, elegant formal dining room, and spacious living room that flows seamlessly into the bright, eat-in kitchen—perfect for everyday living and entertaining. The main level also features a thoughtfully designed mudroom with built-in storage, an oversized pantry, a convenient powder room, and an attached two-car garage. Upstairs, you'll find a versatile loft-style lounge, along with a luxurious primary suite tucked into its own private wing. Enjoy a relaxing sitting area, two walk-in closets, and a spa-like ensuite bath. Two additional bedrooms share a full hall bath, while a fourth bedroom offers its own ensuite bathroom. A conveniently located laundry room completes the upper level. The finished walkout basement provides even more living and entertaining space, featuring a large recreation area, wet bar, full bathroom, and ample storage. Outside, the beautifully hardscaped backyard offers a low-maintenance setting ideal for relaxing or hosting gatherings. **Meticulously maintained and truly move-in ready, this exceptional home offers generous living spaces, thoughtful upgrades, and an unbeatable location. With a major price reduction to $799,999, now is the perfect time to make 5 Dean Lane your own!**

4 Beds ⋅ 5 Baths

**MAJOR PRICE REDUCTION! Welcome to 5 Dean Lane!** Discover this stunning 4-bedroom, 4.5-bath home in the sought-after Middletown Glen community, now offered at a significantly reduced price of **$799,999!** Ideally situated within walking distance of schools, parks, and the library, this exceptional property overlooks the neighborhood’s beautiful open common area, creating a welcoming and spacious setting. Enjoy the convenience of being just minutes from local restaurants, golf courses, and major commuter routes. Step inside to a welcoming foyer with a private home office, elegant formal dining room, and spacious living room that flows seamlessly into the bright, eat-in kitchen—perfect for everyday living and entertaining. The main level also features a thoughtfully designed mudroom with built-in storage, an oversized pantry, a convenient powder room, and an attached two-car garage. Upstairs, you'll find a versatile loft-style lounge, along with a luxurious primary suite tucked into its own private wing. Enjoy a relaxing sitting area, two walk-in closets, and a spa-like ensuite bath. Two additional bedrooms share a full hall bath, while a fourth bedroom offers its own ensuite bathroom. A conveniently located laundry room completes the upper level. The finished walkout basement provides even more living and entertaining space, featuring a large recreation area, wet bar, full bathroom, and ample storage. Outside, the beautifully hardscaped backyard offers a low-maintenance setting ideal for relaxing or hosting gatherings. **Meticulously maintained and truly move-in ready, this exceptional home offers generous living spaces, thoughtful upgrades, and an unbeatable location. With a major price reduction to $799,999, now is the perfect time to make 5 Dean Lane your own!**

5 Dean Ln, Middletown

Listing courtesy of Real Estate Innovations. Contact:

$621,619

2 Beds ⋅ 2 Baths

Middletown

Listing courtesy of Blenheim Marketing LLC. Contact:

How much is your home worth?

How much is your home worth?