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$699,000
5 Beds ⋅ 3 Baths
This home is an absolute MUST SEE. This home has been immaculately maintained and features all of it's original charm. You will fall in love with the beautiful hardwood floors throughout this spacious 5 bedroom, 3 full bath colonial that features 3,200 square feet of living space along with a large 832 square foot basement, with outside entrance. This classic beauty is situated on a large, beautifully landscaped and manicured, corner lot of .64 acres in Middletown's Historic District. You will fall in love with all of the historic charm and craftsmanship that blends seamlessly with modern upgrades such as vinyl siding and replacement windows. There are several bonus areas that provide added charm to this already captivating home. There is a family room that was crafted from a former garage, a second floor sunroom area for relaxing, a bonus room that could be a home office and a sitting area off of the formal dining room. This is a true gem and you will be amazed at the incredible condition.

200 Prospect St, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$595,000
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: (484) 406-3004
$585,000
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: 3022029855
$499,900
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:

$299,900
Quality retail and commercial building with a wide array of flexible uses. Under the C-2 zoning in Middletown Boro, the property is adaptive for many uses. Most recently the building has been fit out for a retail storefront. Quality glass storefront is installed, and attractive finishes. The current fit out features a food service counter, dining area, bathroom and office/storage area. There are 6 off street parking spaces behind building, and generous on street parking for customers. The visible location along the main corridors in Middletown make an attractive location for many users. Middletown is a growing area with a diverse economy.

20 S Union St, Middletown

Listing courtesy of Clear Multifamily LLC. Contact: 7174781694
$475,000
6 Beds ⋅ 1 Baths
Vintage farmhouse on a generous 3.01 acre lot. Close to all conveniences. Property is being sold As Is and inspections are for informational purposes only. All offers must be entered online on the auction company's website.

669 Old Summit Bridge Rd, Middletown

Listing courtesy of Patterson-Schwartz-Dover. Contact: 3026729400
$595,000
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: 8564243339
$624,900
3 Beds ⋅ 3 Baths
Welcome to the Dorchester, a beautifully designed home offering an open-concept layout filled with natural light and thoughtfully crafted living spaces. Scheduled for settlement in July 2027, this home features 3 bedrooms, 3 baths, and a 2-car garage, providing the perfect blend of comfort and style. A charming front porch creates a warm first impression, while the screened deck extends your living space outdoors, making it easy to relax or entertain in every season. Inside, the cozy fireplace serves as the focal point of the great room, and the finished basement provides additional flexible space ideal for guests, hobbies, or a recreation area. The gourmet kitchen is designed for both everyday living and entertaining, featuring a spacious layout with double wall ovens and elegant quartz countertops. Luxury vinyl plank flooring flows throughout the entire first floor, creating a seamless and durable finish. The primary bath includes a walk-in shower with beautifully tiled walls, offering a clean, modern, and spa-inspired retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a stunning active adult 55+ community in Middletown, DE, offering low-maintenance, resort-style living. With spacious home designs and access to countless amenities, come enjoy the best that active living has to offer. Residents can take advantage of the community's 6,000 sq. ft. clubhouse, a pool with tiki hut, a state-of-the-art fitness center, a kayak launch, and multiple bocce and pickleball courts. With a full-time lifestyle director on site, this community also features a well-maintained calendar of activities such as Zumba classes, yoga sessions, billiards and more. At this community, the focus is on community. Make friends and enjoy the company of people who have worked hard and now want to enjoy all that a luxury 55+ active adult community has to offer. Just minutes from downtown Middletown, DE with access to Delaware Rt. 1, this community offers great convenience while preserving the serenity of its picturesque landscape. At this beautiful active lifestyle community, the relationships that you make and the people you spend time with will create memories that last a lifetime.

13 Golden Raintree Ct, Middletown

Listing courtesy of Delaware Homes Inc. Contact: 3023789510
$639,990
3 Beds ⋅ 4 Baths
Welcome to the Eastwood Loft, a beautifully designed home featuring an open-concept layout with the added versatility of a convenient second-floor loft. Scheduled for settlement in July 2027, this home offers 3 bedrooms, 4 baths, and a 2-car garage, providing the perfect combination of comfort, functionality, and modern style. The thoughtfully designed layout includes a bright morning room that fills the home with natural light, while a cozy fireplace creates a warm and inviting focal point in the main living area. An extended owner's suite offers additional space to relax and unwind, and the finished basement recreation room provides endless possibilities for entertaining, hosting guests, or creating a private retreat. The gourmet kitchen is designed to impress, featuring double wall ovens, elegant Carrara quartz countertops, and plenty of space for preparing meals and gathering with family and friends. Luxury vinyl plank flooring flows throughout the first floor, complemented by beautifully stained oak main stairs that add warmth and character to the home. The primary bath includes a spacious walk-in shower, creating a clean, modern, and spa-inspired retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to this stunning active adult 55+ community in Middletown, DE, offering low-maintenance, resort-style living. With spacious home designs and access to countless amenities, come enjoy the best that active living has to offer. Residents can take advantage of the community's 6,000 sq. ft. clubhouse, a pool with tiki hut, a state-of-the-art fitness center, a kayak launch, and multiple bocce and pickleball courts. With a full-time lifestyle director on site, this community also features a well-maintained calendar of activities such as Zumba classes, yoga sessions, billiards and more. At this community, the focus is on community. Make friends and enjoy the company of people who have worked hard and now want to enjoy all that a luxury 55+ active adult community has to offer. Just minutes from downtown Middletown, DE with access to Delaware Rt. 1, this community offers great convenience while preserving the serenity of its picturesque landscape. At this beautiful active lifestyle community, the relationships that you make and the people you spend time with will create memories that last a lifetime.

112 Austrian Pine Ct, Middletown

Listing courtesy of Delaware Homes Inc. Contact: 3023789510
$1,350,000
4 Beds ⋅ 4 Baths
Upscale Modern Farmhouse To Be Built on 8.75 Acres Experience the perfect balance of refined craftsmanship and modern farmhouse elegance. This exceptional to-be-built custom residence is beautifully positioned on 8.75 primarily cleared picturesque acres with a small band of trees at the center, offering a sophisticated retreat with plenty of room to breathe. Designed for premium country living, the thoughtful layout features 4 bedrooms, 3 full baths, and 1 half bath, matching timeless architecture with high-quality finishes. Inside, soaring 10-foot ceilings and an expansive open floor plan create a bright, welcoming atmosphere. The impressive great room centers around a dramatic stone-surrounded fireplace, while rich architectural details—like the exposed timber beam spanning the kitchen and dining areas—add warmth and distinct character. Built for effortless entertaining, the gourmet kitchen features elegant granite countertops, custom-quality cabinetry, and premium Energy Star® stainless steel appliances. The main-level owner's suite serves as a peaceful private retreat. Its spa-inspired bath offers a beautifully tiled walk-in shower, a deep soaking tub, and a tranquil atmosphere. High-end luxury vinyl plank flooring runs throughout the main living areas, blending premium styling with everyday durability. The striking exterior showcases crisp white smart siding, dramatic black window frames, and a spacious three-car garage. A full unfinished basement provides excellent storage and a blank canvas for future living space. For those looking to further personalize the property, premium upgrade options include a metal roof, a double front entry door, a bonus room above the garage, and upgraded hardwood or tile flooring. Don't miss this rare opportunity to build a custom home tailored to your lifestyle. ------------------------------ Featured Details- * Acreage: 8.75 acres * Bedrooms: 4 spacious bedrooms * Bathrooms: 3 full baths, 1 half bath * Main Living: 10-foot ceilings, open-concept layout, stone fireplace * Kitchen: Granite countertops, custom cabinetry, Energy Star® appliances * Owner's Suite: Tiled walk-in shower, deep soaking tub * Parking: Attached 3-car garage * Basement: Full footprint, unfinished * Upgrades Available: Bonus room, metal roof, hardwood or tile flooring *Renderings and photographs are for illustrative purposes only. Final specifications, finishes, and pricing are subject to change. Optional upgrades available at additional cost.*

Gruver Grade Dr, Middletown

Listing courtesy of Key Move Properties, LLC.. Contact: (540) 692-8186
$369,000
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.

7927 Main St, Middletown

Listing courtesy of Coldwell Banker Premier. Contact:

$1,300,000
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. 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: 3026900245
$540,000
3 Beds ⋅ 3 Baths
PRICED TO SELL - $10k Settlement Assist w/ Full price offer!!! ✅ Low-maintenance HOA living ✅ Community pool ✅ Updated kitchen ✅ Bonus room ✅ Finished basement ✅ Prime location near Routes 1, 13 & 301 Don't worry about cutting the grass or shoveling snow!! Our HOA handles that, allowing you to enjoy your weekends relaxing by the community pool. HOA fees also include common area maintenance and snow removal. This spacious 3-bedroom home with a VERSATILE BONUS ROOM offers a thoughtfully designed layout and numerous updates throughout. The inviting family room with fireplace opens seamlessly to the center-island kitchen with a bar area at the island , now updated with a new stove, microwave, dishwasher, refreshed countertops, and a stylish backsplash, making it perfect for both everyday living and entertaining. Just off the kitchen you’ll find a convenient mudroom, pantry closet, half bath, and garage entry. Upstairs, the spacious primary suite boasts a tray ceiling, double vanities, his and her walk-in closets, and a beautifully tiled shower. Two additional bedrooms are generously sized, and the bonus room can be used as a den, home office, or playroom. The laundry room is conveniently located on this level. The full basement provides exceptional additional living space with a second family room, a large storage area, and a utility room. Plumbing is already roughed in for a future bathroom, and the water heater was replaced in 2019. Location Location Location!! Minutes from Routes 1, 13, and 301 with no tolls to go north and a grocery store 5 minutes away!

336 Acasta Dr, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 3022341888
$765,000
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: 3027981000
$35,000
2 Beds ⋅ 1 Baths
Welcome to 152 Park Drive in Lower Swatara Township. Middletown Schools. 2 bedrooms and 1 full bath. New windows. 2000 Watt portable solar system helps with electric costs. Convenient breakfast bar in kitchen. Propane forced air heating. Washer and dryer. Property is NOT in the flood zone. Private driveway for off street parking. Lot rent is $645/month and includes trash. Buyer will need to obtain park approval.

152 Park Dr, Middletown

Listing courtesy of Howard Hanna Company-Harrisburg. Contact: (717) 920-9700
$369,000
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
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: 3022029855
$660,000
6 Beds ⋅ 3 Baths
Welcome to 362 Neverland Drive, offering nearly 3,800 square feet of living space, 6 bedrooms, impressive entertainment spaces, outdoor living, and a private tree-lined setting in Middletown. The versatile main-level sixth bedroom can also serve as a home office or flex space, providing valuable first-floor flexibility. The spacious kitchen features a large center island and double ovens and opens to comfortable gathering areas enhanced by an in-ceiling surround-sound system. Two large flat-screen TVs on the main level convey with the property, adding to the home's ready-to-enjoy entertainment features. Upstairs, the generous primary suite offers two walk-in closets and a private bath with a walk-in shower, soaking tub, and double sinks. The finished basement creates an entertainment and fitness level of its own, featuring a dedicated home theater with an in-ceiling 5.1 surround-sound system, Denon equipment, subwoofers, and a large flat-screen TV that conveys with the property. An open recreation area provides additional space for entertaining or relaxing, while the dedicated home gym comes ready to use with a multi-station weight system, treadmill, elliptical, and weight bench that also convey. The lower level offers even more potential with existing plumbing rough-ins for a future full bathroom and additional space that may be customized to meet the next owner's needs, subject to applicable permits and approvals. Outside, enjoy an oversized upper deck overlooking the tree-lined backyard and a concrete patio below for additional outdoor entertaining space. A newer oversized storage shed provides additional storage. Additional highlights include an expanded driveway with room for three vehicles side by side, upgraded front steps and walkway, luxury vinyl plank flooring, irrigation system, tankless water heater, and numerous thoughtful improvements throughout. With 6 bedrooms, nearly 3,800 square feet, a dedicated theater, equipped home gym, recreation area, two levels of surround sound, three large flat-screen TVs that convey, deck and patio, wooded privacy, and future basement expansion potential, this home delivers exceptional space, flexibility, and included features. Schedule your private tour and experience everything this Middletown home has to offer.

362 Neverland Dr, Middletown

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$669,900
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: (302) 373-4884
$423,000
2 Beds ⋅ 2 Baths
Nestled among the trees in the desirable 55+ Whispering Woods community of Middletown, Delaware, this charming coastal-style villa offers the ease of single-level living with a thoughtfully designed layout and quality finishes throughout. Featuring two bedrooms and two full bathrooms, the home combines comfort and style with luxury vinyl plank, plush carpet, and tile flooring. The open floor plan creates a bright and welcoming living space, enhanced by recessed lighting in the entry, living room, and kitchen. The spacious kitchen is designed for both everyday living and entertaining, complete with a gas stove, center island, and seamless flow into the main living and dining areas. The inviting primary suite showcases an elegant tray ceiling, abundant closet space, and a private ensuite bathroom featuring a step-in shower with built-in bench and safety grab bar and a spacious vanity. A second bedroom and full bath provide comfortable accommodations for guests or a home office. An energy efficient, on-demand hot water system not only helps reduce utility costs but also provides nearly instant hot water throughout the home for added comfort and convenience. The front garden and manicured lawn add to the curb appeal of this immaculately maintained residence. Enjoy low-maintenance living while taking advantage of exceptional community amenities, including a clubhouse with a fitness center, outdoor pool, and pickleball courts. Conveniently located, this home offers the perfect blend of peaceful, tree-lined surroundings and easy access to shopping, dining, healthcare and major roadways. This is a rare opportunity to experience low-maintenance living in an attractive neighborhood designed for comfort, convenience and an active lifestyle.

1428 Whispering Woods Rd, Middletown

Listing courtesy of Compass. Contact: 3022734998
$569,900
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: (302) 999-9999
$179,000
4 Beds ⋅ 1 Baths
Step back in time with this charming Victorian-style single-family home full of character and endless potential. Offering 4 bedrooms and 1 full bath, this classic residence is ready for its next owner make it their own. A welcoming wraparound front porch provides the perfect place to relax and enjoy the neighborhood before stepping inside. The main level features a living room, formal dining room, and kitchen, all highlighted by the home's impressive high ceilings and historic charm. Upstairs, you'll find four bedrooms and a full bathroom. Built with solid bones and a durable brick exterior, this home offers an excellent foundation for renovation while preserving its original character. Whether you're an investor, renovator, or buyer looking for a rewarding restoration project, this property is a rare opportunity to own a home with classic charm and incredible potential. With a little TLC, this beautiful Victorian can truly shine once again.

207 N Catherine St, Middletown

Listing courtesy of Real Broker, LLC. Contact: 8554500442
$475,000
4 Beds ⋅ 2 Baths
Welcome to this charming 4-bedroom, 2-bathroom home ideally situated on Main Street in the heart of Middletown, offering the perfect blend of character, comfort, and convenience. Step inside to beautiful hardwood floors that flow throughout the main level, creating a warm and inviting atmosphere. The formal living room features a cozy wood-burning fireplace, making it the perfect place to gather on chilly winter evenings. Just beyond, the formal dining room provides an elegant setting for holiday celebrations, dinner parties, and everyday meals. The updated kitchen is designed with both style and functionality in mind, featuring a spacious island perfect for entertaining, ample cabinet storage, and a bright breakfast area where you can enjoy your morning coffee while overlooking the expansive backyard. The main level offers two comfortable bedrooms and a full bathroom, providing flexible living options for guests, family, or a home office. The finished lower level includes two additional generously sized bedrooms, a second full bathroom, and a spacious laundry room with abundant storage. Outdoor living is just as inviting, with a large deck that's perfect for summer barbecues, outdoor dining, and relaxing evenings. The one-car garage offers additional storage, while the oversized backyard provides endless possibilities with plenty of room for play, gardening, pets, or future outdoor entertaining spaces. Located just moments from Middletown's charming shops, restaurants, parks, and top-rated schools, this home offers small-town living with all the conveniences you need. Don't miss your opportunity to make this beautiful Main Street home your own.

708 E Main St, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

$525,000
4 Beds ⋅ 3 Baths
Welcome to 354 Northhampton Way in the desirable Willow Grove Mill community of Middletown! This beautifully maintained 4-bedroom, 2.5-bath home offers spacious living, thoughtful updates, and a layout designed for today's lifestyle. Step inside to find fresh, neutral paint throughout, creating a bright and inviting atmosphere that's truly move-in ready. The recently refreshed kitchen features updated finishes, ample cabinetry, generous counter space, and an open layout that flows seamlessly into the family room, making it perfect for both everyday living and entertaining. Sliding glass doors lead to a low-maintenance deck overlooking the fully fenced backyard—ideal for relaxing, grilling, or hosting family and friends. Upstairs, the spacious primary suite offers a private retreat with dual walk-in closets and an en-suite bath featuring dual vanities, a soaking tub, and a separate shower. Three additional generously sized bedrooms, a full hall bath, and a convenient second-floor laundry room complete the upper level. The finished basement provides flexible space for a recreation room, home gym, office, or playroom. A two-car garage, generous storage, and a prime location in the Appoquinimink School District add to the home's appeal. Conveniently located near Route 1, shopping, dining, parks, and all that Middletown has to offer, this home combines comfort, style, and convenience. With a refreshed kitchen, fresh interior paint, and plenty of room to grow, 354 Northhampton Way is ready for its next owners. You may be eligible to assume the mortgage rate of 5.875% on the purchase of this listing. Subject to lender approval and buyer qualification. Contact the listing agent for more details. Schedule your private tour today!

354 Northhampton Way, Middletown

Listing courtesy of EXP Realty, LLC. Contact: 8885434829
$385,000
3 Beds ⋅ 3 Baths
As you walk up the paved walkway to the covered porch, you’ll immediately notice how this spacious 3 bedroom 2 & half bath end‑unit townhome has been well maintained and cared for over the years. With over 2,600 sq. ft. of living space, this home offers the room and flexibility that growing households appreciate. Inside, the open floor plan features 9 ft ceilings and luxury vinyl flooring throughout the main level, creating a comfortable flow for everyday living. The layout includes a living room, dining room, and family room—giving you multiple spaces to spread out, relax, or gather. The kitchen sits at the center of the home and offers ample cabinetry, newer appliances; stove, dishwasher, microwave, and refrigerator where all purchased within the last 6 months, and plenty of counter space, making meal prep and family time easy. Upstairs, you’ll find three spacious bedrooms and a loft area that works well as a home office, study space, or play area, game roof, or man cave. Enter the master bedroom through the French doors, which includes, a walk‑in closet, an en‑suite bath with a four‑piece layout, double sinks, private watering closet, stand up shower and soaking tub—perfect for unwinding at the end of the day. The additional bedrooms are generously sized, with one featuring its own walk‑in closet. The third level adds even more usable space, ideal for a media room, guest bedroom, or a dedicated hangout spot. There is a dual zone system, and the HVAC system was updated 3 years ago. The roof was just replaced in July 2026 and comes with a 50 -yr transferrable warranty. Outside, the backyard offers a stone‑paved patio that’s great for relaxing after work, weekend cookouts, or letting kids and pets enjoy the outdoors. The yard is spacious yet easy to maintain. A garage provides secure parking and extra storage for bikes, tools, or seasonal items. Located in Middletown, offering easy access to major highways, shopping, dining, and everyday conveniences, in one of the area’s most desirable communities. This home blends practicality with comfort, offering the space and features that make everyday life easier.

166 Springfield Cir, Middletown

Listing courtesy of KW Empower. Contact: vicki@kwempower.com
$499,900
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:

$457,600
3 Beds ⋅ 3 Baths
Located in The Overlook at Bayberry in Middletown, Delaware, The Novella blends contemporary comfort with everyday convenience in a way few homes can. Offering spacious rooms and open layouts with flexible living spaces, The Novella is thoughtfully crafted for all who want room to live, work, and unwind. From its inviting main level to its well-proportioned 3 bedrooms, every square foot is designed with livability in mind. Whether you’re hosting friends, setting up a home office, or simply enjoying a quiet evening in, this townhome adapts effortlessly to your lifestyle. What adds to The Novella’s appeal is its unmatched location. Situated just steps from Bayberry Town Center, homeowners can walk to life’s daily essentials like grocery store, pharmacy, dining, coffee, quick bites, and neighborhood services. The Overlook is thoughtfully planned to support a connected and walkable way of living. Imagine grabbing dinner, running errands, or meeting friends without ever needing to get in the car, then returning to your dream home! Families will also appreciate that The Novella sits only blocks from top-rated Appoquinimink schools, consistently recognized among the highest-rated in Delaware for academic excellence, innovative programs, and exceptional community engagement. Homeowners will also enjoy having their own clubhouse and playground in The Overlook in addition to being surrounded by miles of walking trails throughout Bayberry.

726 Rosler Way, Middletown

Listing courtesy of Blenheim Marketing LLC. Contact: 3022540100
$457,600
3 Beds ⋅ 3 Baths
Located in The Overlook at Bayberry in Middletown, Delaware, The Novella blends contemporary comfort with everyday convenience in a way few homes can. Offering spacious rooms and open layouts with flexible living spaces, The Novella is thoughtfully crafted for all who want room to live, work, and unwind. From its inviting main level to its well-proportioned 3 bedrooms, every square foot is designed with livability in mind. Whether you’re hosting friends, setting up a home office, or simply enjoying a quiet evening in, this townhome adapts effortlessly to your lifestyle. What adds to The Novella’s appeal is its unmatched location. Situated just steps from Bayberry Town Center, homeowners can walk to life’s daily essentials like grocery store, pharmacy, dining, coffee, quick bites, and neighborhood services. The Overlook is thoughtfully planned to support a connected and walkable way of living. Imagine grabbing dinner, running errands, or meeting friends without ever needing to get in the car, then returning to your dream home! Families will also appreciate that The Novella sits only blocks from top-rated Appoquinimink schools, consistently recognized among the highest-rated in Delaware for academic excellence, innovative programs, and exceptional community engagement. Homeowners will also enjoy having their own clubhouse and playground in The Overlook in addition to being surrounded by miles of walking trails throughout Bayberry.

734 Rosler Way, Middletown

Listing courtesy of Blenheim Marketing LLC. Contact: 3022540100
$55,000
3 Beds ⋅ 1 Baths
Welcome to 221 Eby Lane! This well-maintained 1993 Coleman single-wide mobile home is move-in ready and offers an affordable opportunity for homeownership. Featuring 3 bedrooms, 1 full bath, a spacious living room, and an eat-in kitchen, this home offers comfortable everyday living with the convenience of low maintenance. Enjoy your morning coffee or relax outdoors on the large, partially covered front deck? A perfect extension of the living space. A generously sized storage shed adds valuable extra space for tools, seasonal items, or hobbies. Conveniently located near Harrisburg International Airport and the Pennsylvania Turnpike, this home offers easy access for commuting and travel. Monthly lot rent of $503 includes trash collection, road maintenance, and snow removal within the community. Sewer is a flat monthly fee of $69.76, while water is billed based on usage. The property currently leases two propane tanks for cooking, along with the newer 2024 furnace.

221 Eby Ln, Middletown

Listing courtesy of BHHS Homesale Realty- Reading Berks. Contact: 8003833535
$839,999
4 Beds ⋅ 5 Baths
Welcome to 5 Dean Lane, a stunning 4-bedroom, 4.5-bath home in the sought-after Middletown Glen community. Ideally located within walking distance of schools, parks, and the library, this home also enjoys a beautiful view of the neighborhood’s open common area directly across the street, creating a spacious and inviting setting . Also this exceptional home is also just minutes from the nature center, local restaurants, golf courses, and major commuter routes. Step inside to a welcoming foyer featuring a private home office, then continue past the elegant formal dining room into the spacious living room that seamlessly opens to the bright, eat-in kitchen—perfect for everyday living and entertaining. Entering through the attached 2-car garage, you'll appreciate the thoughtfully designed mudroom with built-in storage, along with an oversized pantry and convenient powder room on the main level. Upstairs offers an ideal layout with an additional loft-style lounge that provides flexible living space. The luxurious primary suite occupies its own private wing and features a sitting area, two walk-in closets, and a spa-like ensuite bath. Two additional bedrooms share a full hall bath, while the opposite wing includes a fourth bedroom with its own ensuite bath and a conveniently located laundry room. The finished walkout basement is an entertainer's dream, featuring a large recreation area, wet bar, full bathroom, and ample storage space. Outside, the beautifully hardscaped backyard offers a low-maintenance setting that's perfect for relaxing or hosting gatherings. Meticulously maintained and truly move-in ready, this thoughtfully upgraded home combines generous living spaces, quality finishes, and an unbeatable location. 5 Dean Lane has everything you've been looking for.

5 Dean Ln, Middletown

Listing courtesy of Real Estate Innovations. Contact: