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$439,900
4 Beds ⋅ 4 Baths ⋅ MDFR2085682 MLS
Welcome home to this beautifully updated end-unit townhome in the highly sought-after Glenbrook community, where modern updates, generous living space, and an unbeatable Middletown location come together to create a home you’ll love from the moment you arrive. This spacious three-level home features luxury vinyl plank flooring on all levels, with brand-new carpeting on the staircases (hardwood stairs remain beneath the carpeting, offering future flexibility), fresh paint, and custom blinds. A full three-level bump-out enhances every level, creating an open, airy feel with room to spread out, relax, and entertain. At the heart of the home is the completely renovated kitchen, thoughtfully designed with shaker-style cabinetry, quartz countertops, a spacious center island, gas cooking, and a full suite of Frigidaire Gallery stainless steel appliances. Whether you’re preparing weeknight dinners or hosting holiday gatherings, you’ll love how the kitchen flows seamlessly into the generous dining area and the expanded family room, making it the true gathering place of the home. The main level also offers a welcoming living room and a convenient powder room for guests. Upstairs, you’ll find three spacious bedrooms and two full bathrooms, including an expanded primary suite designed as your own private retreat. The en-suite bath offers a double vanity, soaking tub, separate walk-in shower, and generous space, while a large walk-in closet provides exceptional storage. The finished lower level offers incredible flexibility with a fourth bedroom, an updated full bathroom, a den, a spacious recreation room, and a dedicated laundry and mechanical room—perfect for overnight guests, multigenerational living, a home office, fitness space, or movie nights. Step outside and enjoy one of the many advantages of this end-unit location—a large side and rear yard offering outdoor space that’s hard to find in a townhome community. Two designated parking spaces and additional windows that fill the home with natural light add even more everyday convenience. For added peace of mind, the seller is offering a home warranty. Located in the sought-after Middletown school district, this home is just minutes from charming downtown Middletown, local restaurants, boutique shopping, parks, walking trails, wineries, golf, community events, and convenient commuter routes. With four bedrooms, multiple living areas, and flexible spaces for working from home, entertaining, or hosting guests, this home offers the space and versatility today’s buyers are looking for. Come experience all that Middletown has to offer and discover why this vibrant community is one of Maryland’s most desirable places to call home.

400 Stone Springs Ln, Middletown
$1,300,000
3 Beds ⋅ 3 Baths ⋅ DENC2107242 MLS
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
$540,000
3 Beds ⋅ 3 Baths ⋅ DENC2107184 MLS
PRICED TO SELL ✅ 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
$774,900
6 Beds ⋅ 5 Baths ⋅ VAWR2014820 MLS
Offering just over 3900 finished square feet, 6 bedrooms, 5 full bathrooms, a main level bedroom with access to a full bath, a 1-acre lot, no HOA, and a peaceful setting in a golf course community, this home is designed for both everyday living and entertaining. Mountain views, an 880 square foot Trex deck, a roof that's only 5 years old, and a flexible floor plan complete the package. The main level features hardwood floors through most of the living areas, a bedroom with convenient access to a full bath, formal living and dining rooms, a two story (18ft tall) foyer, laundry room, and a spacious kitchen. The updated kitchen features quartz countertops, subway tile backsplash, freshly painted cabinetry, and stainless steel appliances. Upstairs you'll find five bedrooms, including a spacious primary suite with a jetted garden tub, tiled shower, double vanity, and walk in closet. Three additional bedrooms share a full bath with double sinks. There's also a junior suite at the end of the hall with its own private full bath, making it a great option for guests or multigenerational living. The partially finished walkout basement offers even more flexible living space with two finished rooms, a full bathroom, and a large unfinished storage and mechanical room. The current media room and game room setup provides plenty of possibilities for entertaining, hobbies, a home office, or guest space. Outside, the fully fenced backyard offers plenty of open space for entertaining, recreation, pets, or simply enjoying the peaceful setting. The spacious Trex deck, completed in 2024, offers plenty of room for outdoor dining, relaxing, or gathering with family and friends. A side porch extends the outdoor living space and opens to its own separate fenced area, creating a private space that's ideal for pets, young children, or even a garden. Recent improvements include the 2024 Trex deck, backyard and side yard fencing, refinished and expanded hardwood flooring (including the main staircase), fresh interior paint, fireplace surround and mantel, quartz countertops, updated lighting, insulated garage doors and openers, extensive HVAC and plumbing improvements, radon mitigation, and smart home features including Nest thermostats, Ring cameras, and a Schlage smart lock. The extensive list of recent improvements reflects the care and investment the current owners have made throughout the home. (See attached document for full detailed list of improvements.) Located in an established neighborhood surrounded by Sly Fox Golf Club, the home offers a peaceful setting while remaining just five minutes from I-66 and ten minutes from I-81. The sellers would also consider selling the home fully furnished (to include the basement theater equipment, seating, game tables and riding lawn mower) through a separate agreement, creating a true move in ready opportunity. (See attached document for full detailed list of items.) Shown by appointment only.

80 Little Sorrel Dr, Middletown
$420,000
3 Beds ⋅ 2 Baths ⋅ VAFV2043396 MLS
Welcome to this beautifully maintained brick Cape Cod, tucked away on a private 0.70-acre cul-de-sac lot in Middletown! Thoughtfully updated and meticulously cared for, this home offers the perfect blend of charm, comfort, and outdoor living. Step inside to find fresh interior paint, hardwood floors, updated bathrooms, and a spacious living room featuring a new gas fireplace with thermostat and remote, creating a warm and inviting gathering space. The 20' x 10' sunroom is the perfect place to relax while enjoying peaceful views of the beautifully landscaped backyard. The main-level primary bedroom provides convenient one-level living. Outside is where this property truly shines. The professionally landscaped front yard features a beautiful picket fence with decorative arch, weeping cherry tree, Japanese maple, azaleas, and a raised stone flower bed connected by a charming brick walkway. Garden enthusiasts will appreciate the established butterfly garden, raised garden beds, and mature asparagus. The fully equipped chicken coop is ready for your flock, while the yard attracts abundant wildlife, creating a peaceful country setting. Additional highlights include an oversized one-car garage with floored storage above, an outbuilding/workshop with wood stove (plus a cord of seasoned split firewood), Andersen windows, a new insulated garage door, and owned solar panels that convey free and clear, helping reduce utility costs. For added peace of mind, the sellers have completed a pre-sale home inspection, addressed the noted items, and recently installed a new chimney cap. A new Samsung washer and the sauna also convey with the home. Located at the end of a quiet cul-de-sac, this move-in-ready home offers exceptional privacy, beautiful landscaping, and countless thoughtful updates—making it a rare opportunity in the Middletown area.

2105 Shawn Dr, Middletown
$775,000
5 Beds ⋅ 5 Baths ⋅ DENC2107056 MLS
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
$377,995
3 Beds ⋅ 3 Baths ⋅ DENC2106986 MLS
Rarely available in the Villas of Augusta! This 3-bedroom, 2.5-bathroom townhome is nestled in a secluded cul-de-sac, with views of the 10th hole of Frog Hollow Golf Course. Freshly painted, with carpet and lower-level flooring, this move in ready home is just waiting for the perfect buyer. The lower-level features new flooring, a half bathroom, utility closet, a large family room with walk out access to the beautiful back yard. Moving up the stairs to the main living floor into the large eat in kitchen that features an island with a breakfast bar, stainless steel appliances and a double sink. Off of the kitchen there is a deck with stunning views of the golf course. Back inside, the large, freshly carpeted living room completes the main floor. The new carpet continues up the stairs into all three of the bedrooms. The primary bedroom is equipped with a walk-in closet and ensuite bathroom. The top floor is completed by two other bedroom and a hall bathroom. Conveniently situated within the Legends community and Appoquinimink School District, come and see what Middletown has to offer and schedule your tour today!

34 Crenshaw Ct, Middletown
$43,000
2 Beds ⋅ 1 Baths ⋅ PADA2060672 MLS
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
$379,000
4 Beds ⋅ 2 Baths ⋅ VAFV2043316 MLS
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
$649,900
5 Beds ⋅ 4 Baths ⋅ DENC2106906 MLS
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
$735,000
5 Beds ⋅ 3 Baths ⋅ DENC2106904 MLS
Welcome to 362 Neverland Dr in Middletown, Delaware — a beautifully upgraded home offering space, privacy, flexibility, and lifestyle features in one of Delaware’s most desirable and fast-growing towns. Perfectly positioned on a premium wooded lot with no rear neighbors, this home offers peaceful views, added privacy, and the rare feeling of not looking directly into another backyard. From the moment you arrive, the thoughtful upgrades stand out. The sellers made a significant investment in expanding the driveway to allow three cars to park side by side, while the widened walkway and upgraded larger front steps create a polished and welcoming entry. These improvements add both curb appeal and everyday convenience. Inside, the main level offers a formal living room and dining room, a spacious family room, and a private home office that can function as an office, guest room, playroom, or flexible bedroom-style space. This layout is ideal for buyers who need more than standard bedrooms, including work-from-home needs, extended guest stays, or multi-generational living possibilities. At the heart of the home is a gourmet kitchen with a large center island, double ovens, and excellent flow into the main living areas. Whether hosting holidays, preparing meals, or gathering with family and friends, this kitchen was designed for both everyday living and entertaining. Luxury vinyl plank flooring runs throughout the main and upper levels, giving the home a clean, modern, and cohesive feel. The spacious primary suite is a true retreat, featuring a luxury bath with a walk-in shower, garden tub, double sinks, and two large walk-in closets. The two walk-in closets are a standout feature that buyers will immediately appreciate, offering the storage and functionality many homes simply do not provide. The finished basement adds another impressive level of living and entertainment space. Enjoy a dedicated theater room featuring in-ceiling surround sound speakers, a 5.1 audio setup, Denon equipment, and subwoofers that may convey with the sale. The first-floor family room also features in-ceiling surround sound speakers, giving the home upgraded audio on two levels — perfect for movie nights, game days, music, entertaining, or everyday enjoyment. The basement also includes an open finished area that can serve as a recreation room, lounge, game room, guest space, hobby area, or future bedroom-style flex space. For buyers seeking multi-generational potential, additional living options, or room to grow, this basement offers outstanding adaptability. There is also an unfinished gym/workout area with rough-ins for a future full bathroom, creating even more possibilities. This area could remain a gym, become a private suite-style space, or support future finished expansion. The elliptical and weight system may convey if desired by the buyer. Outdoor living is another major highlight. The backyard features an oversized upper deck, a lower concrete patio beneath the deck, an oversized shed, and an irrigation/sprinkler system — all set against the peaceful backdrop of the wooded premium lot. The premium lot was a major upgrade when purchased, valued at approximately $20,000 by the sellers, and offers the privacy of having no homes directly behind you. Additional upgrades and features include ceiling fans throughout the home, tankless water heater, smart thermostat, security/monitoring system, garage door openers, wall-mounted TVs, storm doors/windows, multiple included appliances, additional refrigerator/freezer storage, and thoughtful improvements throughout. This is more than just a home — it is a complete lifestyle property offering premium lot value, flexible living space, multi-generational potential, a gourmet kitchen, luxury primary suite, finished entertainment areas, upgraded outdoor living, and privacy that many competing homes simply do not offer.

362 Neverland Dr, Middletown
$689,900
4 Beds ⋅ 3 Baths ⋅ DENC2106702 MLS
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. 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
$369,997
3 Beds ⋅ 3 Baths ⋅ DENC2106882 MLS
Welcome to our listing at 1047 Wickersham Way in Hyatts Crossing, Middletown. This beautiful three-bedroom, 2.5-bath interior unit townhouse is less than five years old and has all of the comforts you're sure to love. You can see from the street that this home has been well cared for. As you enter at ground level there's a one-car garage accessible from the inside and a bonus room on the first floor that walks out into the backyard. On the main floor, you've got tasteful neutral composite flooring throughout, a modern open-concept kitchen, living room, and dining room combination. The kitchen is great for entertaining and is set up with a central island and stainless steel appliances. The upper floor has a primary suite with walk-in closet, an en suite bath, two generous secondary bedrooms, an upstairs laundry, and a full hall bath. Pair all that with a full professional cleaning and a paint refresh, and you have got an attractive, affordable home that is ready to move right in and start enjoying.

1047 Wickersham Way, Middletown
$423,000
2 Beds ⋅ 2 Baths ⋅ DENC2106260 MLS
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
$279,900
3 Beds ⋅ 2 Baths ⋅ DENC2106852 MLS
Carefree living in this spacious three bedroom condo located minutes to downtown Middletown! Open floor plan, oversized great room, spacious kitchen w/island, microwave and newer dishwasher, new washer/dryer, and newer heat pump! No outside maintenance . . . trash, lawn care and snow removal all included! Skip the stairs and use the elevator! Screened porch and deck for your outside enjoyment! Priced to move quickly . . . don't miss this gem!!

1870 Congressional Villag Dr Unit #7201, Middletown
$599,000
4 Beds ⋅ 4 Baths ⋅ DENC2106410 MLS
If this summer heat has taught us anything, it's the pool is worth every penny! Discover a harmonious blend of poolside luxury and home comfort in this stunning Colonial-style residence nestled in the desirable Cricklewood community in the Appoquinimink School District. Built in 2001, this detached home boasts an impressive 4 bedrooms and 3.5 bathrooms, offering a premium of space. Step inside to find a beautifully designed interior featuring luxury vinyl plank connecting the home, complemented by plush carpeting in the bedrooms. The heart of the home is the inviting kitchen with quartzite countertops and spacious island, complete with a double sink, stainless steel appliances, abundant natural light, beautiful backsplash, and a 'barn door' entry pantry. The refrigerator, dishwasher, and garbage disposal are all new as of 2026. The centrally located kitchen opens to the living room, connects to the main floor hallway, and serves easy access to the rear deck as well as the garage - functional for everyday movement as well as hosting gatherings. Enjoy cozy evenings by the gas fireplace in the living room or the electric fireplace in the basement, creating a warm ambiance throughout the home. The partially finished basement features an included pool table and murphy bed as well as bar area with quartz countertops and a full bathroom with heated tile flooring. Main floor laundry adds convenience to your daily routine. Retreat upstairs to the spacious primary suite, complete with a walk-in closet and a luxurious bathroom featuring a stall shower and separate tub, with dual sinks and quartz countertop. Three additional bedrooms, all with carpeted flooring and ceiling fans, join the primary suite and another full bath upstairs making the upstairs a full floor of spacious bed and bathrooms. Outside, indulge in your own private oasis with a sparkling in-ground pool with heater built in 2022 and a relaxing hot tub, surrounded by beautifully landscaped grounds. The expansive deck and attached pitched roof pergola covered patio areas are ideal for outdoor entertaining, while the attached two car garage with EV charger and ample driveway parking ensure convenience for you and your guests. Located in a serene suburban setting, this property offers easy access to local MOT amenities. Secure your spot poolside and beat the summer heat!

34 W Minglewood Dr, Middletown
$579,900
3 Beds ⋅ 3 Baths ⋅ DENC2105858 MLS
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
$799,000
4 Beds ⋅ 4 Baths ⋅ DENC2106690 MLS
Welcome to the charming community of Parkside, nestled amidst the scenic beauty of Middletown, DE. This generously proportioned colonial home welcomes you with newly stained hardwood flooring that exudes warmth and coziness the moment you step in. The main floor boasts a well-planned layout perfect for entertainment, with its kitchen overlooking both the family room and sunroom. The kitchen comes installed with a practical island cooking amenity and a modern hooded vent, enhancing cooking experiences. An adjoining living room and dining room complement the open floor plan, making family gatherings a joyful experience. This residence offers four spacious bedrooms, with the primary bedroom being it's tour de force. It is equipped with a dedicated sitting area, a luxurious soaking tub, and a commodious walk-in closet, every feature designed with relaxation and comfort in mind. Other notable features include a versatile basement, offering ample additional living space. You'll find a cozy theatre room complete with a warm fireplace, and a walkout access to a serene and private backyard that blends seamlessly with the tree line for added solitude. Living in Parkside gives you access to numerous community amenities. From numerous pocket parks adorned with the natural bounty to an expanded swimming pool bookended by a spacious deck, there's something for everyone. Little ones can enjoy at the sizable tot lot while the fitness enthusiasts can sweat it out at the fully equipped fitness room. For your parties or meetings, the clubhouse is accessible and sure to add charm to your events. Experience the harmonious blend of comfort, luxury, and nature only at Parkside. This home promises an exemplary living experience tailored just for you.

434 Spring Hollow Dr, Middletown
$185,000
4 Beds ⋅ 1 Baths ⋅ PADA2061756 MLS
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
$559,250
2 Beds ⋅ 3 Baths ⋅ DENC2106626 MLS
*MOVE IN READY* Introducing the 3223 Rye Harbour Way, the Tuscany, a beautifully appointed home offering 1,778 square feet of thoughtfully designed living space, plus a finished basement with full bathroom for plenty of storage and extra living space. 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 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. Additional highlights include a 2-car garage, convenient first-floor laundry, upgraded flooring throughout - 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. 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 and are of model home. See sales team for final options included. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.*

3223 Rye Harbour Way, Middletown
$735,250
5 Beds ⋅ 5 Baths ⋅ DENC2106614 MLS
Welcome to 6023 Freestone Boulevard at Freestone Village, where luxury, space, and thoughtful design come together in one exceptional home. This beautifully upgraded Danbury floorplan offers over 3,800 square feet of living space plus a partially finished basement with its own full bath, making it ideal for growing families, entertaining, or multigenerational living. The open-concept main level is designed for everyday living and hosting alike, featuring a gourmet kitchen, quartz countertops, soft close cabinetry, a spacious island, and a morning room extension that fills the home with natural light. The adjoining great room showcases a cozy fireplace, while a convenient first-floor guest suite with a full bath offers the perfect space for overnight guests or extended family. Upstairs, the luxurious owner's suite provides a relaxing retreat with a tray ceiling, spa-inspired bath with soaking tub, and an oversized walk-in closet. Three additional bedrooms, including a secondary bedroom with its own private en-suite bath, plus a centrally located laundry room completes the second floor. The finished basement adds even more flexible living space with a large recreation room and a full bathroom—perfect for a home theater, fitness area, game room, or additional guest accommodations. Additional premium features include oak stairs with open railing, designer tile selections, stainless-steel appliances including refrigerator, washer, and dryer, and a prime location in the award-winning Appoquinimink School District with easy access to shopping, dining, and major commuter routes. *Pictures are of model home from a sister community and for representational purposes only. There is a sales trailer on-site. Please see New Home Consultant for details. Taxes to be assessed after settlement. Realtor representation must be acknowledged on the first interaction with Lennar, and the agent must accompany their client on the first visit.

6023 Freestone Blvd, Middletown
$410,000
3 Beds ⋅ 3 Baths ⋅ DENC2106536 MLS
Modern living meets everyday convenience in this beautifully maintained three-story townhome, ideally located just minutes from shopping, dining, entertainment, and major commuter routes. Built in 2020, this home offers a thoughtful layout, contemporary finishes, and flexible living spaces designed to fit today's lifestyle. The first floor welcomes you with a spacious living room that can easily adapt to your needs, whether you envision a comfortable sitting area, home office, or hobby space. This level also features a half bathroom, utility closet, and a large walk-in storage closet, along with a rear-entry two-car garage that provides plenty of room for vehicles and additional storage. The main living level offers an open-concept design that seamlessly connects the living room, dining area, and kitchen, creating a comfortable setting for both everyday living and entertaining. The kitchen is well-equipped with granite countertops, a large center island, a deep farmhouse sink, stainless steel appliances, luxury vinyl plank flooring, and a pantry for additional storage. From the dining area, a sliding glass door opens to a spacious Trex deck, providing an inviting outdoor extension of the living space. Upstairs, the primary suite features a tray ceiling, an oversized walk-in closet, and a private bathroom with a double-sink vanity, tile flooring, and a stall shower. Two additional bedrooms share a full hall bathroom, while the conveniently located laundry room makes daily routines a little easier. Professionally cleaned carpeting throughout the home adds a fresh finishing touch. Located just off Route 299 with quick access to Routes 301, 1, and 13, this home places shopping, restaurants, and everyday conveniences within walking distance while offering excellent accessibility throughout the surrounding area. Combining modern construction, functional living spaces, and an exceptional location, this home is ready for its next chapter.

343 S Parkway Dr, Middletown
$669,900
4 Beds ⋅ 4 Baths ⋅ DENC2106414 MLS
***Solar panel is owned***Welcome to the sought after Middletown community of The Estates at Dove Run! Move right in, just in time to enjoy the heated fiberglass pool this summer! Enjoy this home all year long starting with the amazing outdoor space of the heated pool and hot-tub right off the updated Trex deck. There is a patio and a pool patio to accomodate all your guests. The front porch offers you an amazing pond view for those summer evenings. Upon entering the home, the two story freets you flanked by an open formal living room and dining room. Spacious family room with gas fireplace and eat in kitchen in the rear of the home. Updates on the main floor incude all flooring, paint, remodeled bath and laundry, remodeled fireplace hearth, updated lighting and a new back door to the deck. The kitchen offers oak 42" cabinets, granite countertops .Just behind the kitchen is the spacious laundry with mudroom and access to the 2-car garage.The garage offers EV charging station and an electric opener. On the second floor and you will find a surprising spacious loft next to the enormous master bedroom, three additional bedrooms, and unexpected closet spaces! The master bedroom features an expansive master closet, plenty of natural light from windows, and a luxurious bathroom with jetted tub and shower, it has been updated with new fixtures and lights. Finally , head downstairs to the finished basement with a full bathroom and wet bar, perfect for a game room, and additional entertaining space with double doors heading to your pool area. If this home doesn't catch your attention yet, the owned solar system and generator is sure to complete the desirable package! This home is spacious, updated, offers great space and features and is economical to live in!

313 Autumn Ct, Middletown
$499,000
4 Beds ⋅ 2 Baths ⋅ MDFR2084834 MLS
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
$529,000
4 Beds ⋅ 3 Baths ⋅ DENC2106394 MLS
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. Schedule your private tour today!

354 Northhampton Way, Middletown
$445,000
3 Beds ⋅ 3 Baths ⋅ DENC2104592 MLS
Welcome to 376 Goodwick Drive in the Highly Desirable Preserve at Deep Creek Community in Middletown! Built in 2020, This Beautifully Maintained Townhome Offers 3 Bedrooms, 2.5 Bathrooms, and Approximately 2,575 Square Feet of Thoughtfully Designed Living Space. Step Inside to an Open-Concept Floor Plan Filled With Natural Light, Creating the Perfect Setting for Both Everyday Living and Entertaining. The Spacious Kitchen Flows Seamlessly into the Dining and Living Areas, While the Finished Basement Provides Flexible Space for a Home Office, Media Room, Fitness Area, or Playroom. Upstairs, the Generously Sized Primary Suite Features a Walk-In Closet and Private En-Suite Bath, Complemented by Two Additional Bedrooms and a Full Bathroom. Enjoy a Low-Maintenance Lifestyle With HOA Services That Include Common Area Maintenance, Lawn Maintenance, Snow Removal, and Access to Outstanding Community Amenities. Residents of The Preserve at Deep Creek Have Access to a Swimming Pool, Fitness Center, Clubhouse, Community Center, Recreational Center, Basketball Courts, Billiard Room, Meeting Room, Party Room, Picnic Area, Dog Park, Tot Lots/Playground, and Beautifully Maintained Common Grounds, Offering Something for Every Lifestyle. A One-Car Attached Garage Adds Everyday Convenience, While the Home's Location Within the Highly Sought-After Appoquinimink School District Places You Just Minutes from Shopping, Dining, Parks, and Major Commuting Routes. This Move-In-Ready Home Offers the Perfect Combination of Comfort, Convenience, Modern Living, and Exceptional Community Amenities. Don't Miss Your Opportunity to Own in One of Middletown's Most Popular Communities!

376 Goodwick Dr, Middletown
$385,000
3 Beds ⋅ 3 Baths ⋅ DENC2106098 MLS
Home is back on the market at no fault of the seller offering buyers a fresh opportunity. 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
$570,000
4 Beds ⋅ 3 Baths ⋅ DENC2106400 MLS
Welcome to 1723 West Matisse Drive! Located in the highly sought-after community of the Village of Bayberry North, this beautifully maintained 2018-built, four-bedroom, 2.5-bath Colonial offers a fenced backyard with a deck, a finished basement, and fully paid-off solar panels—all within the award-winning Appoquinimink School District. Overlooking one of Bayberry's beautifully maintained pocket parks, the home's charming Colonial elevation is illuminated by the morning sun, creating the perfect setting to enjoy from the covered front porch. Inside, the central foyer welcomes you to a traditional floor plan featuring a formal dining room to the right and a versatile office or living room to the left, while a private hallway leads to a secluded powder room. The open-concept kitchen is equipped with stainless steel appliances and flows seamlessly into the breakfast nook and spacious great room, making it ideal for everyday living and entertaining. The attached two-car garage features a single oversized bay door for added convenience. Upstairs, the primary suite includes an upgraded en-suite bathroom, accompanied by a convenient second-floor laundry room and three additional bedrooms that share a full hall bathroom. The builder-finished basement recreation room provides valuable additional living space perfect for a media room, playroom, home gym, or hobbies. Residents of Bayberry North enjoy miles of paved walking trails, three playgrounds, dozens of pocket parks and open green spaces, and access to the Lakehouse, which is available to rent for private events and offers opportunities for kayaking and fishing. The growing Bayberry Town Center already provides convenient shopping, banking, and fuel, with additional amenities planned for the future. Due to an unexpected overseas relocation, the sellers have competitively priced this home for a quick sale and are offering it in as-is condition, presenting an exceptional opportunity to own in one of the area's most desirable communities.

1723 W Matisse Dr, Middletown
$499,900
4 Beds ⋅ 3 Baths ⋅ MDFR2084712 MLS
*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
$457,600
3 Beds ⋅ 3 Baths ⋅ DENC2106302 MLS
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