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7927 Main St, Middletown
$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:

601 Yensid Dr, Middletown
$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:

362 Neverland Dr, Middletown
$650,000
6 Beds ⋅ 3 Baths
SELLER WILL REVIEW ALL OFFERS! This nearly 3,800-square-foot Middletown home is loaded with space, entertainment features, equipment, and valuable items that CONVEY WITH THE SALE. Offering 6 bedrooms, a dedicated home theater, fully equipped home gym, finished basement recreation space, two levels of in-ceiling surround sound, wall-mounted flat-screen TVs, kitchen appliances, washer and dryer, outdoor entertaining areas, and more, 362 Neverland Drive gives the next owner much more than just a house. YES — THE EQUIPMENT AND FEATURES ARE INCLUDED. The sale includes the kitchen refrigerator with icemaker, range/cooktop, two wall ovens, dishwasher, microwave, washer, dryer, wall-mounted flat-screen TVs, in-ceiling surround-sound systems and controls, owned security/monitoring equipment, storage shed, ceiling fans, window coverings, and additional installed fixtures and equipment. Even better, the home gym equipment conveys, including the multi-station weight system, treadmill, elliptical, and weight bench. The theater setup also conveys with its installed in-ceiling surround-sound system and entertainment equipment, making this home ready for movie nights, workouts, gatherings, and everyday living from day one. Step inside to nearly 3,800 square feet of flexible living space and 6 bedrooms. The main-level sixth bedroom can function as a bedroom, private office, guest room, or flex space, providing valuable first-floor versatility. The spacious kitchen is designed for gathering, with a large center island, double wall ovens, abundant workspace, and an open connection to the main living areas. The family room is enhanced by an in-ceiling surround-sound system, creating an ideal setup for entertaining, music, sports, and everyday enjoyment. Upstairs, the generous primary suite includes two walk-in closets and a private bath with a walk-in shower, soaking tub, and double sinks. Downstairs is where this home truly separates itself from the competition. The finished basement creates an entire entertainment and fitness level, featuring a dedicated home theater with an in-ceiling 5.1 surround-sound system, Denon equipment, subwoofers, entertainment components, an open recreation area, and a dedicated equipped home gym. The lower level also provides additional possibilities, with existing plumbing rough-ins for a future full bathroom and space that may be customized for the next owner's needs, subject to applicable permits and approvals. Outside, enjoy an oversized upper deck overlooking a private, tree-lined backyard, plus a concrete patio below for additional outdoor entertaining. A newer oversized storage shed adds even more usable storage. Additional features 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, storm windows/doors, screens where present, shades/blinds, smoke and carbon monoxide detectors, bathroom ventilation fans, ceiling fans, and more. 6 bedrooms. Nearly 3,800 square feet. Home theater. Equipped gym. Recreation space. Two levels of surround sound. Appliances included. Washer and dryer included. TVs and entertainment equipment included. Deck and patio. Tree-lined privacy. Expanded parking. Future basement expansion potential. This is an opportunity to purchase a spacious Middletown home with many of the features buyers often spend thousands of dollars adding after closing already in place and included with the sale. Seller is willing to review all offers. Schedule your private showing of 362 Neverland Drive today.

362 Neverland Dr, Middletown

Listing courtesy of LPT Realty, LLC. Contact:

4200 Crosby Ln, Middletown
$659,900
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:

1428 Whispering Woods Rd, Middletown
$423,000
2 Beds ⋅ 2 Baths
Seller is offering a concession to a buyer in an amount up to $3,500 toward maintenance fees charged by the Whispering Woods Community. 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:

529 Contemplation Way, Middletown
$559,900
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:

207 N Catherine St, Middletown
$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:

354 Northhampton Way, Middletown
$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:

9001 Hollow Rd, Middletown
$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:

726 Rosler Way, Middletown
$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:

734 Rosler Way, Middletown
$474,083
3 Beds ⋅ 3 Baths
Located in The Overlook at Bayberry in Middletown, Delaware, this Quick-Delivery End Unit Novella, ready to move in this October, 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:

221 Eby Ln, Middletown
$49,900
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:

5 Dean Ln, Middletown
$834,000
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:

331 Plato Pl, Middletown
$575,000
4 Beds ⋅ 3 Baths
Nestled in the award winning Appoquinimink School District in Middletown, DE, 331 Plato Place is a charming, Traditional style home boasting 4 spacious bedrooms and 2 and a half bathrooms. Located on a premium lot in the desirable Village of Bayberry community, the home overlooks protected land conservation with beautiful walking paths and a community park. Step inside to discover a radiant open floor plan bathed in natural light. Beautiful bamboo floors span the main level while the living area is enhanced with soaring 10ft ceilings. The heart of the home, the kitchen, features a large island, pantry, an eat-in area, and stainless steel appliances which make for a warm yet functional space, perfect for family gatherings. The living area flows seamlessly onto the rear deck and stamped concrete patio, presenting a perfect setting for your morning coffee or al fresco dining. A fully fenced backyard also provides added privacy and safety. Ascend the stairs to the primary suite featuring a walk-in closet, an additional secondary closet, and an ensuite bathroom. Three more generously-sized bedrooms and another full bathroom round out the second story, ensuring ample living spaces for all. Not to be overlooked, the partially finished basement includes a pool table, an additional room with an egress, utility area, and an abundance of storage space. The future potential of an additional bathroom in the basement thanks to its rough-ins enhance the possibilities this home offers. Rounding out this stunning home is a convenient, 2 car attached garage that provides direct access to a mudroom off the kitchen. Featuring central A/C and a heating system with forced air, and the roof replaced in 2025, this home offers modern comforts and a welcoming charm. Ideal for those seeking to live in a vibrant community, 331 Plato Place is the dream home you've been searching for.

331 Plato Pl, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

2817 Bernstein Cir, Middletown
$621,619
2 Beds ⋅ 2 Baths

2817 Bernstein Cir, Middletown

Listing courtesy of Blenheim Marketing LLC. Contact:

461 Veterans Rd, Middletown
$679,900
3 Beds ⋅ 4 Baths
Stunning Cape Cod home is perfectly situated on 2.79 acres within the Belle Grove and Cedar Creek National Historical Park, offering a rare opportunity to enjoy the beauty and privacy of protected parkland with no future development surrounding the property. The current owners have completed numerous upgrades, including added insulation, a new pressure tank, and a new roof installed in 2024 featuring 30-year architectural shingles, along with many other improvements throughout the home. Outdoor living is exceptional, with breathtaking mountain views, a covered wraparound porch, and a spacious rear deck that creates the perfect setting for relaxing or entertaining guests. Inside, you'll find a large open kitchen with breakfast bar, generous living spaces, and numerous updates that enhance both comfort and functionality. The upper level offers three spacious bedrooms and two full bathrooms. The finished walk-out lower level provides additional living and entertaining space and opens to a patio, making it ideal for gatherings or enjoying the peaceful surroundings. A truly special property that combines modern updates, scenic beauty, and a one-of-a-kind location.

461 Veterans Rd, Middletown

Listing courtesy of Colony Realty. Contact:

108 Green Forest Dr, Middletown
$699,900
6 Beds ⋅ 3 Baths
Some homes simply have it all — and 108 Green Forest Drive is one of them. Tucked within the coveted Rothwell Estates community, this stunning residence delivers over 3,700 square feet of thoughtfully designed living space, where luxury finishes, soaring ceilings, and exceptional craftsmanship create an experience that's immediately felt the moment you walk through the door. At the heart of the home, a gourmet kitchen sets the stage for both everyday living and effortless entertaining. Quartz countertops, a farmhouse sink, double wall ovens, and premium stainless steel appliances surround an oversized center island with seating — the kind of kitchen that actually gets used. A sun-drenched breakfast room bump-out opens the space further, offering serene backyard views and an abundance of natural light. Just steps away, the family room anchors the main level with a gas fireplace framed by a striking marble surround. The owner's suite is a true retreat — spacious, serene, and finished with spa-inspired details including granite countertops, an oversized glass-enclosed shower, and a deep soaking tub designed for unwinding after a long day. Secondary bedrooms are generously sized and ready to flex for family or guests. Downstairs, the finished lower level opens up a world of possibility. With 9-foot ceilings, a full bathroom, a large entertainment area, and two additional finished rooms, the space adapts to whatever life demands — a home gym, media room, guest suite, hobby room, or private office. One room features dedicated exhaust ventilation, making it a natural fit for a cigar lounge, workshop, or specialty-use space. Outside, the backyard delivers the kind of setting that makes staying home feel like a getaway. A large landscaped patio, fire pit, and expansive yard create the perfect backdrop for summer gatherings or quiet evenings under the stars. A five-zone irrigation system keeps the grounds pristine, while the oversized two-car garage and tankless water heater round out the home's long list of practical upgrades. Convenient to shopping, dining, parks, and major commuter routes, this is Rothwell Estates living at its finest. Call today to schedule your private tour.

108 Green Forest Dr, Middletown

Listing courtesy of Tesla Realty Group, LLC. Contact:

234 Sage Blvd, Middletown
$319,900
3 Beds ⋅ 3 Baths
Discover the charm of this beautifully designed end-of-row townhouse in the desirable Woodland Hills community. Built in 2024, this traditional-style home offers a perfect blend of modern comfort and timeless appeal. Step inside to find a warm and inviting atmosphere, featuring luxury vinyl plank flooring and plush carpeting that enhances the spacious layout. The open floorplan with greatroom, dining area and a gorgeous kitchen featuring granite, island, pantry and stainless appliances. With 3 generous bedrooms and t2 1/2 bathrooms, this home is designed for both relaxation and functionality. The primary suite boasts a walk-in shower, while the additional bathrooms offer a convenient tub-shower combination, catering to all your needs. The upper floor laundry adds to the ease of daily living. The daylight basement presents endless possibilities, whether you envision a cozy family room, a home gym, or additional storage space. In addition there is a 2nd laundry hook up in the basement and it is plumbed in for a future bath. With both interior access and an outside entrance, this area is as versatile as it is functional. Outside, enjoy the convenience of an attached front-entry garage and ample driveway parking. The well-maintained sidewalks invite leisurely strolls through the neighborhood, fostering a sense of community. This home is not just a place to live; it's a sanctuary where comfort meets style. Walk to High School and The Community Pool. Embrace the opportunity to create lasting memories in a space that truly feels like home. Don't miss your chance to make this inviting townhouse your own!

234 Sage Blvd, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

557 Lewes Landing Rd, Middletown
$480,000
3 Beds ⋅ 3 Baths
Welcome to 557 Lewes Landing Road, a beautifully upgraded end-unit townhome offering exceptional value in the highly sought-after Brighton community and award-winning Appoquinimink School District. Built in 2025, this better than new home offers the perfect opportunity to enjoy the benefits of new construction without the wait and added expense. From the moment you arrive, you'll appreciate the premium end unit location, charming front porch, and exceptional curb appeal. Inside, the open concept floor plan is filled with natural light that only an end unit can offer and is designed for today's lifestyle. The stunning kitchen serves as the heart of the home, featuring quartz countertops, stainless steel appliances, designer backsplash, abundant cabinetry, and an oversized center island that flows seamlessly into the dining and living areas that is perfect for entertaining or everyday living. In addition there is a half bath located on the main floor for convenience. Upstairs, the spacious primary suite offers a private retreat complete with a walk-in closet and en-suite bath featuring dual vanities. Two additional bedrooms, a full bath, and convenient upper-level laundry provide both comfort and functionality. What truly sets this home apart are the upgrades already completed for you. Enjoy a professionally installed custom tile backsplash, irrigation sprinkler system, coated garage floor, beautifully finished front porch with an upscale decorative coating, and a large driveway providing plenty of parking in addition to the two-car garage. Why wait months for construction, pay premium lot fees, and spend thousands on upgrades after closing when you can move right into a home that's already complete? Conveniently located near shopping, dining, parks, and major commuting routes, 557 Lewes Landing Road offers the perfect blend of luxury, convenience, and low-maintenance living. Schedule your private tour today and experience everything this exceptional home has to offer

557 Lewes Landing Rd, Middletown

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

130 Burlina Blvd, Middletown
$565,000
2 Beds ⋅ 3 Baths
****SELLER IS MOTIVATED! REASONABLE OFFERS WILL BE CONSIDERED!!**** BEAUTY & BELONGING...This is your chance to steal a home & lifestyle! Welcome home! 130 Burlina Boulevard, where exceptional living extends far beyond your front door! Thoughtfully designed for comfort and convenience, this beautifully maintained home offers an outstanding floor plan, bright and inviting living spaces, low-maintenance flooring, and three full baths to accommodate family and guests alike. The custom built private deck and fenced yard create the perfect setting for morning coffee, evening gatherings, or simply unwinding at the end of the day. What truly sets this home apart is the lifestyle that comes with it. Spend your days enjoying pickle-ball, bocce, shuffleboard, an Olympic-size pool, a well-appointed clubhouse, fitness center, scenic walking trails, and beautifully maintained grounds. Whether you’re seeking an active social calendar or peaceful moments surrounded by friends and neighbors, you’ll find it here. Level up your lifestyle in every way—at home, in the community, and in the life you’ve worked hard to create. This isn't just a move - it's a lifestyle promotion!

130 Burlina Blvd, Middletown

Listing courtesy of RE/MAX Advantage Realty. Contact:

183 Eby Ln, Middletown
$79,000
2 Beds ⋅ 2 Baths

183 Eby Ln, Middletown

Listing courtesy of A. Hunter Real Estate, LLC. Contact:

21 Canary Ct, Middletown
$679,000
5 Beds ⋅ 4 Baths
Welcome to 21 Canary Court, a beautifully updated 5 bed, 4.5 bath home in the Augustine Creek community just minutes from Middletown’s shopping, dining, and amenities. Located in the Appoquinimink School District, this home offers acceptance into three newly built and highly rated schools. 21 Canary sits on a quiet cul-de-sac and a private .81-acre lot backed to a tree lined view. The home was just professionally painted in a neutral color throughout including all doors, trim, ceilings, and dry wall repairs. The home was also professionally cleaned after painting and prior to photography! Curb appeal is impressive featuring a quaint covered front porch and an elegant French door entry accented by French storm doors, a two-car side-turned garage with an elongated driveway, and major exterior updates including a new roof, siding, windows, gutters, and skylights completed in 2022. As you enter into the two-story foyer you will appreciate the open feel and grand staircase with an overlook to the two-story family room. The main level features a private office with a built-ins and new flooring, a formal dining room with new flooring and a butler’s pantry. The kitchen has 42" cabinetry, a Tuscan tile backsplash, hardwood flooring, and gas cooking. The kitchen provides direct access to the oversized two-tiered Trek deck that was professionally installed and permitted. Additional main-level highlights include a first-floor bedroom with a full en-suite bathroom and walk-in closet, as well as a laundry room with brand-new flooring and a large walk-in pantry. The family room is a grand space that has a beautiful wood-burning fireplace and newly installed skylights that fill the home with natural light. Upstairs, the massive primary suite offers room for a sitting area, workout space, or dressing area, complemented by an en-suite bath with a garden tub, stand-up shower, and double vanity. Three additional bedrooms and a shared hall bath complete the second floor. The full walkout basement includes a large unfinished space, a second electrical panel to support additional outlets, and direct access to the fenced in backyard, making it an ideal space for extra living areas, recreation, or storage. Recent updates provide peace of mind and convenience, including a Class H septic inspection and pump-out completed in March 2026 (permits were pulled and updates to the system are completed), heating and air replaced in 2016, and the chimney and fireplace have been cleaned. With thoughtful updates, move-in readiness, and a serene cul-de-sac location backing to mature trees, this home offers a rare opportunity for a lucky buyer to enjoy space, comfort, and style in Augustine Creek.

21 Canary Ct, Middletown

Listing courtesy of Crown Homes Real Estate. Contact:

211 E Crail Ct, Middletown
$625,000
4 Beds ⋅ 3 Baths
Welcome to The Estate at St. Anne's! This beautifully updated 4 bedroom, 2.5 bath home offers style, space, and comfort throughout. The stunning updated kitchen features granite countertops, new Cafe'-style appliances, custom subway tile backsplash, new range hood, gorgeous butcher block island and coffee bar, and a spacious eat-in area with built in storage benches, for large family gatherings. The sliders off the breakfast room lead to a beautiful 1000 sq. ft composite deck that offers exceptional views of your very large back yard bordered by an aluminum fence. The cozy family room with a gas fireplace adds warmth and character to the home. The formal dining room with custom built ins, private living room, and office make the first floor complete. The spacious primary suite includes two walk-in closets, a luxurious bath with soaking tub and double bowl vanity, plus a sitting area that has been transformed into a charming library with custom built-in shelving. 3 secondary bedrooms, and full bath finish off your second level. The basement brings a ton of opportunity with rough in plumbing for a future bathroom, the ideas are endless. Located in a desirable community featuring an opportunity to join the clubhouse, pool, and golf course; this home combines beautiful updates with exceptional amenities. A must see!

211 E Crail Ct, Middletown

Listing courtesy of RE/MAX Associates-Hockessin. Contact:

412 Maplewood Dr, Middletown
$660,000
4 Beds ⋅ 4 Baths
Welcome to Lea Eara Farms, one of Middletown’s most sought-after communities within the Appoquinimink School District. Set on a private half-acre lot backing to mature woods, this impressive 4-bedroom, 3.1-bath home offers 3,675 square feet of living space, a finished basement, exceptional garage space, and a setting that is difficult to replicate. A long driveway, manicured landscaping, attached two-car garage, and separate climate-controlled detached garage make an immediate impression. Inside, a soaring two-story foyer, hardwood floors, and an abundance of natural light introduce a spacious and inviting floor plan. The main level offers both formal and everyday living spaces, including a living room and dining room accented by extensive custom trim work. The kitchen sits at the center of the home and overlooks the wooded backyard while opening to the casual dining area and family room. Just beyond, the screened-in porch provides the perfect place to enjoy the privacy of the property, whether you're starting the morning with coffee or entertaining on a summer evening. Upstairs are four generously sized bedrooms, highlighted by an expansive primary suite with a walk-in closet and private bath featuring dual vanities and two showers. Three additional bedrooms provide plenty of flexibility for family, guests, or dedicated home office space. Downstairs, the finished basement adds nearly 1,200 square feet of additional living space and includes a full bathroom. With room for a home theater, gym, game room, guest area, or multiple uses, this level significantly expands the versatility of the home. Outside, the detached climate-controlled garage sets this property apart. Complete with both heating and air conditioning, it offers an incredible space for a car collection, workshop, hobbies, additional storage, or seasonal boat storage—all while maintaining the convenience of the home's separate attached two-car garage. Notable improvements include an interior HVAC system installed in 2021, a 2015 roof with a transferable lifetime warranty, custom trim work, hardwood flooring in the foyer, and updated kitchen flooring. With 3,675 square feet of living space, nearly 1,200 additional finished square feet in the basement, a private wooded half-acre lot, multiple garages, and a prime Middletown location, this Lea Eara Farms property offers a combination of space, privacy, and functionality rarely found in one home.

412 Maplewood Dr, Middletown

Listing courtesy of Compass. Contact:

3586 Reliance Rd, Middletown
$524,900
3 Beds ⋅ 2 Baths
Tucked away in a peaceful setting, this 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and space both inside and out. The spacious kitchen features abundant cabinet and counter space, providing plenty of storage for everyday living, along with a brand-new dishwasher. The inviting living room is centered around a cozy gas fireplace and flows directly into a beautiful glass sunroom overlooking the backyard. The home features a fully renovated bathroom with a stylish walk-in shower, while the second full bath offers a relaxing jacuzzi tub. Downstairs, the walk-out basement provides additional living and entertaining space complete with a bar, mini fridge, and wine cooler. Step outside to the multi-level patio, ready for outdoor entertaining, relaxing, or the future addition of a hot tub, all while enjoying the peaceful surroundings. The property truly shines with its incredible detached garage space. The oversized 40' x 30' garage with 18-foot ceilings is a dream for car enthusiasts, boat owners, RV storage, hobbyists, or anyone in need of a workshop. Complete with its own power, heat, and water, the possibilities are endless. In addition, a second detached garage provides even more space for vehicles, equipment, storage, or projects and has its own electrical service as well. The property is also equipped with a whole-house generator, providing reliable backup power when needed. Recent updates give added peace of mind, including a new roof in 2023, brand-new flooring, fresh paint, updated trim and doors, a fully renovated full bathroom, refrigerator replaced in 2025, a commercial-grade dryer, Whirlpool washer, a hot water heater replaced in 2018, and recent landscaping and power washing that enhance the home's curb appeal and overall presentation. Prior to installing the new basement flooring, a moisture barrier underlayment was installed for added protection. This unique property offers the perfect combination of comfortable living, exceptional garage space, and a peaceful country setting. Enjoy the privacy and tranquility of rural living while remaining just minutes from shopping, dining, and convenient access to Route 66.

3586 Reliance Rd, Middletown

Listing courtesy of Samson Properties. Contact:

1689 Choptank Rd, Middletown
$825,000
5 Beds ⋅ 5 Baths
Back to active no fault of the seller. Motivated Seller. This stunning Colonial home is located in Westside Hunt and offers a perfect blend of comfort and elegance. No HOA and with 5 spacious bedrooms and 3 full bathrooms, plus 2 half baths, this residence is designed for both relaxation and entertaining. The heart of the home features a delightful eat-in kitchen, complete with a stylish island and stainless steel appliances, making meal prep a joy. The adjoining dining area and butler's pantry enhance the flow for gatherings, while the cozy living spaces are warmed by two inviting gas fireplaces, perfect for chilly evenings. Step outside to discover a generous 2.85-acre lot, offering ample space for outdoor activities and potential landscaping dreams. The property includes both attached and detached garages, providing plenty of room for vehicles and hobbies. The partially finished basement, with walkout stairs, adds versatility for recreation or storage. Interior highlights include luxury vinyl plank and laminate flooring, complemented by plush carpeting in the bedrooms. Ceiling fans throughout ensure a comfortable atmosphere year-round. The master suite features a luxurious walk-in shower, creating a serene retreat. This home is not just a place to live; it’s a sanctuary where memories are made. Experience the warmth and charm that awaits in this exceptional property. Don’t miss the opportunity to make it your own! Owner is a licensed Realtor

1689 Choptank Rd, Middletown

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

108 Westside Ln, Middletown
$650,000
3 Beds ⋅ 2 Baths
Welcome to 108 Westside Ln - Discover a rare opportunity to own a spacious custom-built ranch home perfectly situated on a stunning 0.8-acre lot backing to mature trees, offering privacy and picturesque natural views. As an added bonus, the included riding mower makes maintaining the expansive property both easy and convenient. This beautifully maintained home features 3 bedrooms, 2 full bathrooms, and an oversized 2-car garage with an extended driveway providing ample parking space for guests and everyday convenience. Step inside the foyer and immediately notice the solid oak hardwood floors that flow throughout the home. Straight ahead, the impressive great room showcases soaring vaulted ceilings and an abundance of natural sunlight, creating a bright and open atmosphere. Adjacent to the great room is the elegant formal dining room complete with crown molding and chair rail accents, perfect for entertaining. The spacious kitchen is designed for both function and style, featuring durable quartz countertops, tile flooring, recessed lighting, a center island with breakfast bar seating, and a sunny breakfast area. Just beyond, the expansive living room offers even more gathering space and features hardwood floors, chair rail molding, and a stunning tray ceiling. A dedicated home library with built-in bookshelves provides the perfect space for a home office, reading room, or a potential 4th bedroom. The luxurious primary suite includes a tray ceiling, walk-in closet, and an ensuite bath with dual vanities, a jacuzzi tub, separate shower, and private water closet. The additional bedrooms are generously sized, with one featuring two closets, and all bedrooms include ceiling fans for added comfort. Additional highlights include a spacious laundry room/mudroom combination, Anderson windows, and high ceilings throughout the home. The unfinished basement provides exceptional storage space or endless possibilities to finish and expand your living area. Combining quality craftsmanship, spacious living areas, and a serene outdoor setting, this home offers the perfect balance of comfort, elegance, and opportunity. Don’t wait, schedule your tour today before it’s too late!

108 Westside Ln, Middletown

Listing courtesy of Compass. Contact:

404 Paper Birch St, Middletown
$555,000
2 Beds ⋅ 2 Baths
Ready to trade the "to-do" list for a "must-do" list? Welcome to 404 Paper Birch Street, nestled in the heart of the highly coveted Four Seasons at Baymont Farms. This isn't just a house; it’s your VIP pass to the best chapter of your life. From the moment you pull up, you’ll notice the pristine curb appeal that sets the tone for what’s inside. This home is designed for easy living and effortless entertaining, with a bright, airy layout that flows perfectly from the gourmet kitchen to the sun-drenched living spaces. Whether you’re hosting a wine night with new neighbors or enjoying a quiet morning coffee on the porch or deck, the vibe here is nothing short of relaxing. But let’s talk about the real star of the show: the lifestyle. At Baymont Farms, your social calendar can be as full as you want it to be. Imagine spending your afternoons lounging by the sparkling pool, getting your heart rate up on the pickleball courts, or meeting friends at the state-of-the-art clubhouse for happy hour. Between the fitness center, walking trails, and endless community events, you’ll wonder why you didn't move here sooner. Forget about spending your weekends mowing the lawn or shoveling snow that’s all taken care of. Your only job here is to enjoy the vibrant, active, and welcoming atmosphere that makes this community so special. If you’re looking for a home that feels like a year-round vacation, 404 Paper Birch Street is waiting for you. Come see what it’s like to live your best life at Baymont Farms! Professional pictures will be up on Friday

404 Paper Birch St, Middletown

Listing courtesy of Compass. Contact:

807 Ashby Dr, Middletown
$855,000
4 Beds ⋅ 6 Baths
Nestled in the charming community of Ashby's Place, this exquisite traditional home, built in 2015, offers a perfect blend of luxury and comfort. With its stunning stone and vinyl siding exterior, this detached residence exudes curb appeal and invites you to explore the elegant interiors. Step inside to discover a thoughtfully designed layout that boasts four spacious bedrooms and five and a half bathrooms, ensuring ample space for relaxation and privacy. The heart of the home is the gourmet kitchen, featuring high-end appliances including a double wall oven, a built-in microwave, and a sleek cook top. The expansive kitchen island serves as a focal point for gatherings, while the adjacent breakfast area provides a cozy spot for casual dining. A generous pantry ensures that all your culinary needs are met, making this kitchen a chef's dream. The formal dining room, adorned with crown moldings and recessed lighting, sets the stage for memorable dinner parties, while the inviting living area, complete with a gas fireplace framed by glass doors, creates a warm ambiance for cozy evenings at home. The main level also features a convenient laundry area, enhancing the home's functionality. Retreat to the primary suite, where luxury meets tranquility. This spacious haven includes a walk-in closet and a lavish en-suite bathroom, complete with a soaking tub and a walk-in shower, providing a spa-like experience right at home. The fully finished basement, with interior access and natural light from windows, presents endless possibilities for entertainment or relaxation, while the high-efficiency water heater and energy-efficient windows contribute to a sustainable lifestyle. Outside, the property is enhanced by sidewalks and street lights, creating a welcoming neighborhood atmosphere. The attached two-car garage, with side entry and a concrete driveway, provides convenience and ample parking. This home is not just a residence; it's a lifestyle. With its luxurious features and thoughtful design, it offers a sanctuary where comfort meets elegance. Experience the perfect blend of modern living and timeless charm in this exceptional property.

807 Ashby Dr, Middletown

Listing courtesy of Empower Real Estate, LLC. Contact:

43 S Main St, Middletown
$374,900
3 Beds ⋅ 2 Baths
No down payment needed. This home qualifies for 100% USDA financing. Freshly renovated and full of character and charm, this beautiful two-story home offers 3 bedrooms, 2 full bathrooms, a private setting, and breathtaking water views. Step inside to a bright and inviting living room featuring new hardwood flooring that continues throughout the home and into the beautifully updated kitchen. The spacious kitchen boasts fresh white cabinetry, recessed lighting, stainless steel appliances, space for an eat-in dining area, and scenic water views. Just off the kitchen, the family room provides the perfect spot to enjoy your morning coffee while watching boats sail through the canal. The versatile family room offers endless possibilities, whether you envision a home theater, office, playroom, or additional entertaining space. Upstairs you will find 3 charming bedrooms and one full bathroom. There is also a second full bathroom on the main floor. Outdoor living shines for the upcoming season with a cozy yard offering room for gardens, outdoor entertaining, movie nights, barbecues, or relaxing around the fire pit while enjoying sunset views. The enclosed front porch adds even more charm and space to gather with family and friends. Additional updates include a brand new septic system (2026), new roof (2022), new heater and ac units (2022), new water heater (2025), main-floor laundry, fresh paint, and new flooring throughout. Conveniently located near Route 1 and Route 13, with close proximity to shopping, restaurants, schools, fitness centers, and Weis Markets at the new Bayberry Town Centre. Enjoy nearby boating, fishing, and scenic canal biking and walking trails. Schedule your private showing today and make this waterfront retreat your new home!

43 S Main St, Middletown

Listing courtesy of Walker Realty Group. Contact: