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2239 Winchelsea Pkwy, Middletown
$439,250
3 Beds ⋅ 3 Baths
Why wait to build? This move-in ready 3BR/2.5BA townhome is ready for you now at The Venue at Winchelsea, a vibrant 55+ community in Middletown. Unpack, settle in, and spend your summer enjoying the community amenities while someone else waits for construction to finish. Enter to find a dedicated study—perfect for a home office—and a convenient first-floor laundry. The gourmet kitchen shines with modern stainless steel appliances, sleek quartz countertops, 42” cabinetry, a wall oven, and gas cooktop. The open layout flows seamlessly into the dining and living areas, with an included patio to enjoy unwinding during the upcoming spring and summer months. The first-floor owner’s suite is a peaceful retreat with a private bath and spacious walk-in closet. Upstairs, two additional bedrooms, a full bath, and a versatile loft provide comfort and privacy for guests. Schedule your private tour today!! Community Highlights: This 55+ Active Adult neighborhood features a 5,400 sq. ft. clubhouse, pickleball, tennis, bocce, swimming pool, fitness center, and more. Lawn care, snow removal, trash, and recycling are all included—leaving you free to enjoy the lifestyle you’ve been waiting for. Pictures are of model home and for representational purposes only. 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. For tours and open houses, visit the model home at 2405 Greyfriar Loop.

2239 Winchelsea Pkwy, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

191 Magnolia Dr, Middletown
$439,000
4 Beds ⋅ 3 Baths
Welcome to the kind of newer home that makes everyday life feel easy: coffee by the gas fireplace, work tucked into a convenient first-floor office, dinner moving from the kitchen to the back patio, and evenings outside in a fenced, usable backyard ready for grilling, gardening, relaxing, or a very happy dog with main-character energy. Built in 2021 by CB Burkholder Inc., this Quail model in Woodland Hills has that clean, newer-construction feel, plus smart upgrades already handled. The main level is bright and open, with LVP flooring throughout, an upgraded LVP staircase, a comfortable living room, powder room, main-level laundry, and a kitchen with island, granite countertops, stainless steel appliances, electric flattop stove, and window treatments already installed for you. Upstairs, the bedroom level is carpeted and comfortable. The owner’s suite includes a ceiling fan, walk-in closet, private bath with double sinks, huge linen closet, walk-in shower, and an upgraded glass shower door. Three additional bedrooms and a full hall bath give you space for guests, work, hobbies, or simply not making every room audition for seven different roles. The backyard is a real win: fenced, level, and actually usable, which is not always a given. The gas line is already extended to the back patio, so the grill setup is halfway there before you even unpack. Add a few chairs, some plants, maybe a fire pit, and suddenly “we have food at home” sounds less like a threat. The full basement gives you even more room to work with, including poured concrete walls, an egress window, sump pump, radon mitigation system, water treatment system added in 2022, and rough-ins already paid for and ready for a future bathroom. Additional practical wins include a 2-car garage, driveway parking for 2–4 cars, attic storage, natural gas heat, central air, underground electric, blinds throughout the home, and a water softener added in October 2022. Woodland Hills has the neighborhood feel people hope for: sidewalks, low traffic, speed bumps, friendly neighbors, plenty of walkers, and a planned walking trail in the next couple of years. You are close to Hershey without relying on 322, close to the airport without hearing planes all day, and close to daily conveniences without feeling boxed in. Newer construction, smart upgrades, a great yard, and a location that makes sense. Come see it before someone else snags it!

191 Magnolia Dr, Middletown

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Iron Valley Real Estate of Central PA.

251 Sage Blvd, Middletown
$438,424
3 Beds ⋅ 2 Baths
** $15,000 Builder Incentive offered on single and semi-detached homes, thru 7/15/26 ** MOVE-IN READY! This Swift model is a 3 BD, 2.5 BA, semi-detached home. Come discover the value that is packed into this 1,980 sq. ft. home. Nine foot first floor walls enhance the spacious feeling of this open floor plan. A self-cleaning electric range, granite counters and soft-close cabinet doors/drawers are featured in this kitchen. The luxury vinyl plank flooring flows throughout the main living area. The first floor study is the perfect space for a home office or den. The owner’s suite is sure to please with large walk-in closet and private bath. Bedrooms 2 and 3 have their own full bath. The laundry room is just steps from all bedrooms and bathrooms. This home also boasts a walk-out lower level, 10×12 composite deck, and a 2 car garage. This home is situated on a perimeter homesite that borders woodland so you will continually be delighted with the wonders of the natural beauty around you. Total taxes are estimated.

251 Sage Blvd, Middletown

Listing courtesy of A' La Carte Realty Services LLC. Contact:

Selling Office: Iron Valley Real Estate of Central PA.

376 Goodwick Dr, Middletown
$438,000
3 Beds ⋅ 3 Baths
ACCEPTED OFFER – SELLER HAS ACCEPTED AN OFFER. NO FURTHER SHOWINGS AT THIS TIME. 2575 SQ FT | POND VIEWS | FINISHED BASEMENT | APPOQUINIMINK SCHOOLS Exceptional space and modern living come together at 376 Goodwick Drive in the sought after Preserve at Deep Creek community. Built in 2020, this spacious 3 bedroom, 2 and a half bath townhome offers the size and versatility of a single family home with the convenience of low maintenance community living. The bright open concept main level features a spacious living area with an easy flow into the dining space and kitchen, all complemented by picturesque pond views. The modern kitchen offers stylish cabinetry, an expansive island and updated appliances, making it ideal for everyday living and entertaining. The spacious primary suite features two large walk in closets and a private ensuite bath. The finished basement provides an impressive amount of additional living space that can be used as a media room, home office, playroom, gym or recreation area. Enjoy peaceful outdoor living with a rear lawn area overlooking the community pond. The community offers an impressive selection of amenities, including a clubhouse, resort style pool, fitness center, playground and dog park. The low HOA fee also includes lawn maintenance and snow removal. Conveniently located with easy access to Route 1, shopping, dining and everyday conveniences, while also benefiting from the highly regarded Appoquinimink School District. This move in ready home offers exceptional space, modern finishes and a desirable community setting. Schedule your showing today.

376 Goodwick Dr, Middletown

Listing courtesy of Crown Homes Real Estate. Contact:

Selling Office: Century 21 Gold Key Realty.

2225 Winchelsea Pkwy, Middletown
$437,250
3 Beds ⋅ 3 Baths
MOVE-IN READY in The Venue at Winchelsea – Middletown’s Premier 55+ Community! Low-maintenance living, modern style, and the extra space you’ve been looking for—all ready now and just in time to use all the fabulous summer amenities! This beautifully designed 3BR / 2.5BA townhome offers easy first-floor living with a private study, convenient first-floor laundry, and a spacious owner’s suite with walk-in closet and private bath. The gourmet kitchen is the heart of the home, featuring carrara white quartz countertops, 42” gray cabinetry, white tile backsplash, stainless steel appliances, wall oven, and gas cooktop, all opening to the bright dining and living areas. Step outside to the included 12X10 patio—perfect for enjoying the warmer months ahead. Upstairs, a loft, two additional bedrooms, and full bath provide comfortable space for guests, hobbies, or a quiet retreat. Move-in-ready homes in The Venue at Winchelsea are in high demand—schedule your private tour before this opportunity is gone! Community Highlights: This 55+ Active Adult neighborhood features a 5,400 sq. ft. clubhouse, pickleball, tennis, bocce, swimming pool, fitness center, and more. Lawn care, snow removal, trash, and recycling are all included—leaving you free to enjoy the lifestyle you’ve been waiting for. Pictures are of model home and for representational purposes only. 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. For tours and open houses, visit the model home at 2405 Greyfriar Loop.

2225 Winchelsea Pkwy, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: RE/MAX Point Realty.

168 Magnolia Dr, Middletown
$436,825
3 Beds ⋅ 2 Baths
*$10,000 builder incentive; thru 3/31/26* Quick move-in! There are so many things to like about this three bedroom, two bath, raised rancher plan. Enjoy the openness of the main living area as your family and guests gather around the action. The kitchen includes a 5′ island, granite countertops and pantry cabinet. The primary bedroom features a private bath and walk-in closet. Bedrooms 2 and 3 are just steps from the hall bath and laundry. The lower level has a large, unfinished area in addition to the two car garage and a finished flex room. Who doesn’t enjoy relaxing on a front porch or the back patio? Enjoy the view as you watch the changing seasons from this hilltop location. This home is ready now.

168 Magnolia Dr, Middletown

Listing courtesy of A' La Carte Realty Services LLC. Contact:

Selling Office: Keller Williams Elite.

585 Canal Dr, Middletown
$435,000
3 Beds ⋅ 4 Baths
Welcome home! Fall in love with 585 Canal Drive! This is perhaps the best end unit in Canal View, that has actual canal views! This modern townhome is located on one of the largest lots in the community. (Lot premium) With three bedrooms, two full baths and two half baths this home has it all. The bright first floor includes hardwood floors, an open floor plan and access to the rear deck- a great spot for get togethers, entertaining, or just enjoying morning coffee. The kitchen has granite countertops and a stainless-steel appliance package. Finished great room/TV room in the basement includes outside access to rear patio and a half bath. Upstairs has three bedrooms, with a full bath in the primary suite, and a full hall bath. Second floor laundry. Large primary bedroom including full bath and large walk-in closet. Fenced yard. The two-car garage with door openers and inside access.

585 Canal Dr, Middletown

Listing courtesy of Keller Williams Realty Wilmington. Contact:

Selling Office: Coldwell Banker Realty.

235 Rossnakill Rd, Middletown
$435,000
3 Beds ⋅ 3 Baths
Spacious 3 bedroom, 2.1 bath Hyetts Crossing Chesterfield Model twin home with 1 car garage. Open floor plan featuring a grand 2-story living room with a gorgeous 2-story stone gas fireplace! Hardwood floors and many windows bring in natural light throughout the main living areas. 9' ceilings on the first floor. Gourmet kitchen with stainless steel appliances, gas cooking, granite countertops, double sink, 42" cabinets, tile backsplash, recessed lights plus large island with pendant lighting and adjacent dining room. Sliding doors from the kitchen lead to maintenance free composite deck overlooking fenced yard. Convenient first floor laundry and powder room! First floor primary suite with a walk-in closet and private bath featuring a tile floor and tile shower with seat. Second floor offers another full bath and two additional bedrooms plus loft flex space. Large, finished basement with egress plus separate room for exercise room plus game room, etc. Easy to show, all appliances included, nothing for you to do but move in; hurry to schedule your private tour today!

235 Rossnakill Rd, Middletown

Listing courtesy of Patterson-Schwartz-Newark. Contact:

Selling Office: Crown Homes Real Estate.

1112 S Olmsted Pkwy, Middletown
$435,000
3 Beds ⋅ 3 Baths
*****Home is contingent on the seller buying their next home. They are under contract for their next home already and closing should be on or before July 7th. Closing is to coincide with the sale of their home. Seller is painting the walls to basement and the trim throughout house prior to settlement. Seller is repairing skylight seal in dining room. Skylight window is brand new. *** Welcome to Bayberry, one of Middletown’s most sought-after communities, located in the highly desirable Appoquinimink School District! This beautifully maintained home offers the perfect blend of comfort, style, and functionality with spacious living areas and room for everyone. The finished basement adds incredible extra living space and features a versatile bonus room with a charming sliding barn door — perfect for a home office, gym, playroom, guest space, or media room. Upstairs, enjoy the convenience of a second-floor laundry room, making everyday living even easier. Bayberry is known for its resort-style amenities, including a beautiful clubhouse, walking trails, parks, and community events that create a true neighborhood feel. With an inviting layout ideal for both entertaining and everyday life, plus convenient access to shopping, dining, and major routes, this home truly checks all the boxes!

1112 S Olmsted Pkwy, Middletown

Listing courtesy of Keller Williams Realty Wilmington. Contact:

Selling Office: Crown Homes Real Estate.

213 W Main St, Middletown
$435,000
4 Beds ⋅ 3 Baths
Welcome to 213 W Main Street in the heart of historic Middletown! This charming home blends historic character with everyday functionality. Inside, you’ll find original Southern yellow heart pine flooring, 9-foot ceilings on the main level, and beautiful architectural details throughout. The main level features a spacious living room, dining room, kitchen, full bath with shower, and convenient laundry area. Upstairs offers three bedrooms, one full bath, and one-half bath, including a bedroom with exposed brick that adds warmth and character. The top floor features a large fourth bedroom with exposed beams and skylights, creating a bright and inviting retreat. Outdoor living is just as appealing with a fenced backyard and new deck, perfect for relaxing or entertaining. Adding even more versatility, the property is zoned Town Commercial with numerous approved commercial uses. Enjoy a walkable lifestyle close to local restaurants, shops, parks, schools, and the brand-new library. Nearby favorites include Fratelli's Italian & Seafood, The Main Cup, and Dempsey's Grille, along with other popular local spots just minutes away. Grocery stores, golf courses, additional dining, and shopping along the Middletown Parkway corridor are also conveniently nearby. Throughout the year, the town hosts community events that further enhance the appeal of this charming historic community. Don’t miss your opportunity to own a piece of Middletown history offering space, character, versatility, and an unbeatable location. Schedule your tour today!

213 W Main St, Middletown

Listing courtesy of Century 21 Redwood Realty. Contact:

Selling Office: Radcliffe Realty Group, LLC.

475 Lumber St, Middletown
$435,000
4 Beds ⋅ 2 Baths
Welcome to this beautifully maintained all-brick Cape Cod at 475 Lumber Street in Middletown! Offering 4 spacious bedrooms and 2 full baths, this home combines timeless charm with thoughtful updates and exceptional indoor and outdoor living spaces. The main level features two generously sized bedrooms and a full bath, along with a welcoming living room with a cozy gas fireplace. The eat-in kitchen is both stylish and functional, showcasing quartz countertops, upgraded appliances, a countertop range, and a built-in wall oven (2025)—perfect for everyday living and entertaining. Upstairs, you’ll find two additional large bedrooms and a beautifully added full bath complete with double sinks, quartz counters, a walk-in shower, and Garden Tub and bathroom armoire . Many of the home closets are cedar-lined, adding both charm and practicality. The finished lower level offers incredible versatility, featuring a dry bar with bar stools, space for a pool table under dedicated lighting, and plenty of room for a family room or TV area. Included with the home is the Lazy Boy couch, coffee table, two end tables along with the TV and stand. The laundry room has sink and counter and includes upgraded washer and dryer units. Car enthusiasts and hobbyists will appreciate the heated two-car garage with its own heating zone, temperature control, electric opener, and a workbench with cupboards and shelving. Step outside to your own private retreat! The fenced backyard features an in-ground pool (professionally opened in June) compliments of the seller. Pool chemicals and accessories will stay with the home and stored in the garage, a Generac generator for peace of mind, and multiple areas designed for relaxation and entertainment. Enjoy the elevated 20 x 8 deck complete with a wrought iron table with chairs and umbrellas, all overlooking the pool. There’s also a covered patio leading to the garage and a charming pagoda furnished with beach lounges and Adirondack chairs. This home offers an incredible combination of space, updates, and amenities—you truly need to see it in person to appreciate all it has to offer! Air conditioning system will be serviced May 6. The home has an on demand hot water unit and custom light fixtures from Irvin's Tinware. Window treatments will convey with the home.

475 Lumber St, Middletown

Listing courtesy of Joy Daniels Real Estate Group, Ltd. Contact:

Selling Office: Keller Williams Realty.

1664 W Matisse Dr, Middletown
$435,000
3 Beds ⋅ 3 Baths
The Village of Bayberry Bainbridge Model Carriage home is now available! Enjoy walking trails, a community lakehouse for gatherings, and two playgrounds—one at the lakehouse and a larger one near the development’s entrance. This 3-bedroom, 2.5-bath home features an open-concept living space with new LVP flooring on the main level. The original floor plan offers a formal living and dining room, a great room off the kitchen, and a breakfast nook at the rear. The kitchen boasts gas cooking and granite countertops that flow into the nook and great room. The primary bedroom includes a walk-in closet and full bath, while the additional bedrooms are spacious. Laundry is conveniently located on the second floor next to the full hall bath, and the garage is at the rear of the home. This home is ready for its new owner—schedule your tour before it’s gone!

1664 W Matisse Dr, Middletown

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Patterson-Schwartz-Rehoboth.

2212 S Okeeffe Ln, Middletown
$435,000
3 Beds ⋅ 3 Baths
Priced to Sell! Move right in to this beautifully maintained 3-bedroom, 2.5-bath carriage home in the highly sought-after Village of Bayberry! Step inside to a bright, open floor plan with 9-foot ceilings and gleaming hardwood floors throughout the entire main level. The layout offers a warm, welcoming flow that’s perfect for both everyday living and entertaining. The kitchen, upgraded to include a natural gas line for gourmet cooking, features stainless steel appliances, 42” cabinets, ceramic tile backsplash and under-cabinet lighting. LED flush-mount lighting and custom Levelor window treatments add a clean, modern touch throughout. Upstairs, all three sizable bedrooms include ceiling fans and generous closet space, and the conveniently located second-floor laundry makes daily living easy. The spacious primary suite offers a walk-in closet and private bath. The finished basement provides incredible flexibility—ideal for a large recreation room, home office, gym, or media space with a 92" TV—and is already prepped for an additional half bath. The thoughtfully designed fenced outdoor living space includes a newer gas grill, paver patio and walkway, a cedar pergola with Edison string lighting, and raised garden beds—all complemented by an underground drainage system. With soft ambient lighting and included patio set, this turnkey retreat offers an inviting atmosphere and perfect vibe for days or evenings. Additional features include a smart garage door opener, storm door, upgraded powder room vanity, and a charming park just out front. Located in the vibrant Bayberry community, residents enjoy access to walking trails, playgrounds, gathering spaces, a clubhouse and lake. Situated in the award-winning Appoquinimink school district, this home offers both comfort and active lifestyle. The nearby, newly built Bayberry Town Center features a Weis grocery store, restaurants, and everyday conveniences, all while providing easy access to major routes and downtown Middletown. Welcome home!

2212 S Okeeffe Ln, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

Selling Office: Tesla Realty Group, LLC.

927 Ericcson Ln, Middletown
$431,500
3 Beds ⋅ 3 Baths
Absolutely stunning best describes this Ryan built quality-constructed townhome! Welcoming curb appeal is evident upon your arrival. Once inside, you will appreciate the open floor plan which today's buyers desire. The mainfloor offers a modern kitchen any chef would crave, complete with an abundance of white cabinetry, quartz countertops, stainless steel appliances, and an island with seating for a gathering of four. The kitchen is at the heart of this "great room" concept, which encompasses both the dining room and living room areas. Functional living at its finest! Upstairs you have 3 spacious bedrooms to host a multitude of needs, 2 full baths, and incredible closet space! In the lower level, you have a family room and an abundance of storage space. This property is in the highly-sought after Appoquinimink School District, convenient to Route 1, Whitehall, eateries and shopping. The fine home is priced to sell and proudly welcomes the new owners!

927 Ericcson Ln, Middletown

Listing courtesy of Patterson-Schwartz-Hockessin. Contact:

Selling Office: Keller Williams Realty.

262 Rossnakill Rd, Middletown
$430,000
3 Beds ⋅ 3 Baths
Welcome to 262 Rossnakill Road, a beautifully maintained and thoughtfully updated twin home located in the highly desirable Hyett's Crossing community. As you arrive, you'll immediately appreciate the expanded driveway, providing parking for two vehicles. Step inside to discover a bright and inviting interior featuring hardwood flooring throughout the main level, recessed lighting, fresh paint throughout, and an open-concept floor plan designed for modern living. To the right of the entryway, you'll find a convenient powder room and coat closet. The heart of the home is the impressive two-story living room, where large windows fill the space with natural light and a cozy gas fireplace creates the perfect setting for relaxing evenings or family gatherings. The adjoining kitchen is both stylish and functional, offering granite countertops, stainless steel appliances, modern cabinetry, and a spacious center island with seating for four or more. The dining area flows seamlessly from the kitchen, making entertaining effortless. Tucked away on the main level is a dedicated laundry room and the spacious owner's suite. Designed for comfort, the primary bedroom easily accommodates a king-sized bedroom set and features a large walk-in closet and an ensuite bathroom complete with a double vanity and walk-in shower. Upstairs, an open loft overlooks the living room below and provides flexible space for a home office, reading area, playroom, or additional living space. Two generously sized bedrooms with ample closet space and a full hallway bathroom complete the second floor. The basement offers additional living potential with a partially finished area ready for your personal touch, while the unfinished section provides excellent storage or future expansion opportunities. A two-piece rough-in is already in place for a future powder room. Step outside to your own private retreat. The backyard features a built-in gazebo, creating the perfect setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. With the homesite backing to alot of trees, you'll enjoy added privacy . Residents of Hyett's Crossing enjoy access to more than 70 acres of preserved open space while benefiting from a convenient location near major routes connecting Wilmington, Philadelphia, Baltimore, and Delaware's beaches. This move-in ready home combines comfort, space, and convenience in one exceptional package. Schedule your private tour today and experience all that 262 Rossnakill Road has to offer.

262 Rossnakill Rd, Middletown

Listing courtesy of Crown Homes Real Estate. Contact:

Selling Office: Century 21 Gold Key Realty.

506 Whispering Trl, Middletown
$430,000
2 Beds ⋅ 2 Baths
Welcome to the desirable Springmill community in Middletown, Delaware, where this beautifully maintained Coleridge model offers the perfect blend of comfort, style, and low-maintenance living in one of the area’s premier active 55+communities. This inviting home features 2 spacious bedrooms plus a versatile flex room ideal for a home office, den, or guest space. A full loft with a cedar-lined closet provides additional living and storage space perfect for hobbies, visitors, or a private retreat. Step inside and enjoy the warm, neutral décor with lovely neutral carpeting , brand new luxury vinyl flooring and soft wall tones that create a cozy and welcoming atmosphere throughout. The comfortable living area is highlighted by a charming fireplace, while the bright sunroom offers the perfect spot to enjoy your morning coffee or unwind with a good book. Out back, relax on the private porch and enjoy peaceful outdoor living. Residents of Springmill enjoy an active lifestyle with outstanding community amenities designed to make every day feel like a getaway. The beautifully appointed clubhouse features a newly heated saltwater outdoor pool, tennis and pickleball courts, bocce, billiards and card rooms, a library, and a fully equipped fitness center. There are always activities and social opportunities to enjoy in this vibrant neighborhood. Conveniently located near shopping, dining, and everyday conveniences, this home also offers the added benefit of Delaware’s tax-free shopping. Plus, Delaware’s beautiful beaches are only about an hour away, making day trips and weekend getaways a breeze. Don’t miss this opportunity to enjoy easy living in one of Middletown’s most sought-after active adult communities!

506 Whispering Trl, Middletown

Listing courtesy of Real Broker LLC. Contact:

Selling Office: Foraker Realty Co..

110 Stone Springs Ln, Middletown
$430,000
4 Beds ⋅ 4 Baths
Beautifully updated townhome in sought after Glenbrook community backing to the Richland Golf club offering serene golf course views and an exceptional setting. Recent improvements include a brand-new architectural shingle roof, fresh paint, new carpet, and a stamped concrete patio. Gleaming solid oak hardwood floors and elegant accent molding highlight the main level, where a designated living room flows into an open-concept layout. The chef’s kitchen features a center island, granite countertops, and stainless steel appliances, seamlessly connecting to the dining area and inviting family room with a gas-burning fireplace and patio access. A convenient half bath completes this level. Upstairs, the spacious primary suite boasts a vaulted ceiling, large walk-in closet, and a luxurious bath with soaking tub, separate shower, and dual vanity. Two additional bedrooms and a hall full bath complete the upper level. The finished lower level offers a versatile fourth bedroom, full bathroom, large recreation room, and ample storage space. Enjoy the lifestyle offered in Glenbrook, surrounded by beautiful scenery and located close to top-rated schools, parks, shopping, dining, and major commuter routes, all within the highly desirable Middletown Valley has to offer..

110 Stone Springs Ln, Middletown

Listing courtesy of Northrop Realty. Contact:

Selling Office: Redfin Corp.

875 Port Penn Rd, Middletown
$430,000
6 Beds ⋅ 5 Baths
Step back in time and own a remarkable piece of Delaware history with the Dilworth House, believed to be one of the earliest homes built in the state. Set on 12.25 scenic acres backing to the Augustine Wildlife Preserve, this extraordinary property offers a rare blend of historic significance, timeless character, and endless potential. The Dilworth House is a true architectural treasure, showcasing exceptional early masonry craftsmanship. Distinctive glazed brick “diapering” in diagonal patterns decorates the gable ends, while stepped belt courses and detailed framework further highlight the home’s historic charm. Inside, original character abounds with exposed beams, impressive brick fireplaces, and period details that reflect the home’s early construction, when it was built in two sections and heated by a single chimney. This three-story residence features 6 bedrooms, 3 full bathrooms, and 2 half bathrooms, with a finished third-floor attic offering additional living space. The partial basement remains unfinished. While updates have been made over time including the plumbing and electrical, much of the home remains in its original condition and will require major restoration,. Beyond the home, the property is well suited for those interested in farming, mechanical work, or automotive pursuits. Existing improvements include a silo, milk house, dairy barn, cow shed, and storage shed. The barn has been converted into a workshop but could easily be adapted for a variety of uses. The expansive acreage may also offer subdivision potential, adding even more value and opportunity. This is a rare chance to own an iconic and historically significant property in a breathtaking setting. Schedule your private tour today.

875 Port Penn Rd, Middletown

Listing courtesy of Iron Valley Real Estate Premier. Contact:

Selling Office: Iron Valley Real Estate Premier.

471 Coville St, Middletown
$430,000
4 Beds ⋅ 3 Baths
WOW - What a price! Motivated sellers. Priced well below market value. Built in 2020, this well-maintained 4-bedroom, 2.5-bath home in Middletown, VA offers modern comfort with thoughtful design and room to grow. The main level with open plan flows from entry, to living room, to kitchen, to dining area, and also features a dedicated office with beautiful custom built-ins—perfect for working from home or creating an organized study space. The spacious primary suite on the upper level includes a private full bath and walk-in closet, while two additional bedrooms also feature walk-in closets, providing plenty of storage throughout the home. A convenient walk-in laundry room adds to the home’s functional layout and space. The full unfinished basement offers excellent potential and is already plumbed for a third full bath—ready for your future expansion and storage needs. Outside, enjoy a fully fenced rear yard ideal for pets, play, or outdoor entertaining. A great opportunity for a newer home with space, flexibility, and modern features in a convenient and charming Middletown location. Minutes from I-81 and across from Laurel Ridge Community College.

471 Coville St, Middletown

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Mint Realty.

60 S Cummings Dr, Middletown
$430,000
4 Beds ⋅ 3 Baths
Welcome to 60 S Cummings Dr, a refined and beautifully updated residence in the desirable community of Middletown Crossin. This elegant 4-bedroom, 2.5-bath home offers a sophisticated blend of scale, comfort, and modern design, with thoughtfully upgraded finishes and a layout that feels both impressive and inviting. From the moment you enter, the home opens into a spacious interior designed to make a lasting impression. The dramatic two-story family room creates a grand focal point, filled with natural light and anchored by a fireplace that adds warmth and style. A second-floor gallery overlook enhances the home's architectural character and gives the main living space a striking open feel. The interior has been enhanced with new vinyl and wood flooring, beautiful light fixtures, and details that elevate everyday living. The main level flows with ease, offering generous space for entertaining, relaxing, and hosting in style. Upstairs, the owner’s suite provides a peaceful private retreat, while the additional bedrooms offer ample space and flexibility. The second-floor landing adds another layer of comfort and can serve as a sitting area, reading space, or bonus functional zone. The fully finished basement further enhances the home’s appeal, featuring a fourth bedroom and a bathroom rough-in that offers future potential for an additional bath. This level is ideal for guest accommodations, extended living, a private office suite, or a recreation space tailored to your lifestyle. Outside, the fully fenced yard offers privacy and room to enjoy outdoor living, while the one-car garage and driveway provide convenient parking. A central vacuum system adds another practical touch to this well-appointed home. Set in one of Middletown’s attractive neighborhoods, this residence offers the space, features, and polished presentation today’s buyers are seeking. 60 S Cummings Dr is where comfort meets presence, and where everyday living feels elevated.

60 S Cummings Dr, Middletown

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: EXP Realty, LLC.

2510 Chopin Dr, Middletown
$429,900
3 Beds ⋅ 3 Baths
The one many buyers wait for—but rarely find. Welcome to this beautifully maintained 3-bedroom, 2.1-bath home in the desirable Village of Bayberry active adult community, thoughtfully designed for the lifestyle today’s buyers want: main-level living, open entertaining spaces, and comfortable guest accommodations. Step inside and you’ll immediately notice the bright, open layout and gleaming hardwood floors that create a warm and welcoming atmosphere. The heart of the home is the gourmet kitchen, featuring quartz countertops, stainless steel appliances, wall oven, custom cabinetry, pull-out pantry shelving, and designer tile backsplash—perfect for everyday living or entertaining. The first-floor primary suite offers the convenience many buyers are searching for, complete with a walk-in closet with Elfa organizer and private en-suite bath, allowing for true single-floor living. Just beyond the living area, the screened porch overlooking dedicated open space provides a peaceful retreat—ideal for morning coffee or relaxing evenings while enjoying the tranquil setting. Upstairs, you’ll find two additional bedrooms, a full bath, and a versatile loft, providing flexible space for guests, hobbies, or a home office. The full basement with egress window and rough-in for a future bathroom offers exceptional potential for additional living space, recreation, or abundant storage. Situated on a premium lot facing open space, this home offers both privacy and connection to a vibrant community atmosphere. Residents of the Village of Bayberry active adult section enjoy amenities including a clubhouse, pool, walking paths, and community activities. Weekly activities and planned trips are on going with the community. For those considering new construction, this home offers something even better—upgrades already completed, a premium location, and move-in ready convenience without the construction timeline. Opportunities like this—featuring a first-floor primary suite, screened porch, and expansion potential—do not come along often in this community. Schedule your showing today.

2510 Chopin Dr, Middletown

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

Selling Office: Long & Foster Real Estate, Inc..

304 Washington St, Middletown
$428,000
3 Beds ⋅ 3 Baths
TAKING BACK UP OFFERS - SHAKY FINANING - Welcome to 304 Washington Street, a charming Cape Cod nestled in the heart of Middletown, Maryland—where natural light, character, and walkability take center stage. Built by Lancaster Homes, this residence is tucked on a quiet cul-de-sac and set on approximately 0.18 acres, offering 1,229 square feet above grade with a thoughtful and inviting layout. The main level features a first-floor primary bedroom with a full bath, along with a light-filled family room, kitchen, and convenient half bath designed for everyday living. Recent updates create a fresh, move-in-ready feel, including new luxury vinyl plank flooring throughout the main level, brand-new carpet upstairs, and a freshly painted exterior that enhances curb appeal. All three bedrooms offer walk-in closets, with the upstairs bedrooms featuring separate sinks within the shared Jack and Jill full bath for added functionality. The unfinished basement provides excellent storage with built-in shelving, while additional storage continues in the attached one-car garage, complete with a rear door for easy access to both the patio and front of the home. From the front porch, a bird’s-eye perspective reveals a more level setting, leading to a flatter, walkable backyard that adds to the home’s everyday ease. The yard is thoughtfully maintained with trees and plantings and offers beautiful sunset views stretching toward the mountains—a truly special feature. A small rear patio creates the perfect spot to relax and enjoy the outdoor space. Located in a quiet, friendly neighborhood just moments from Middletown’s Historic Main Street, shops, dining, parks, schools, and library, this home offers the charm of in-town living with the ease of a truly walkable lifestyle.

304 Washington St, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Signature Home Realty LLC.

22 S Cummings Dr, Middletown
$425,000
3 Beds ⋅ 4 Baths
Middletown Crossing • 2,284 sq ft above grade • 964 sq ft finished lower level • Approx. 3,250 finished sq ft • New roof 2026* Appoquinimink School District* This Middletown Crossing Twin home with 1 Car Garage offers 2,284 square feet above grade plus a 964-square-foot finished lower level, totaling approximately 3,250 finished square feet. The main level features an open-concept layout with hardwood flooring installed in 2021, vaulted ceilings, and a gas fireplace anchoring the sunroom. The kitchen includes stainless steel appliances, a dining area, and a sink with sightlines to the living and dining spaces. A bright sunroom adds flexible everyday space and includes a new French door leading to the rear yard. The main-level primary suite features a tray ceiling, walk-in closet, and full bath, with a main-floor laundry room nearby. Upstairs offers two bedrooms, a full bath, an open loft overlooking the main living area, and a large storage room. The finished lower level expands the home with an L-shaped recreation area, half bath, utility room, and additional storage. So many great options for this space: Moving Night, Gaming Room, Hobbies, Gym, Office and more. Entertain or Relax in the Rear yard by the Firepit. Updates include a New Landmark Pro Roof installed in Spring 2026 with transferable warranty, new front and French doors, new upper-level carpet, new first-floor bath flooring, washer and dryer in 2024, stove in 2024, and water heater in 2022. Located near Route 1, Route 13, and U.S. 301, the home is served by Appoquinimink School District and offers convenient access to shopping, dining, parks, and daily services in the Middletown area.

22 S Cummings Dr, Middletown

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

Selling Office: BHHS Fox & Roach-Christiana.

502 Stone Springs Ln, Middletown
$425,000
4 Beds ⋅ 4 Baths
Highest and Best Offers by 5pm Wednesday.Discover the charm of this inviting townhouse nestled in the desirable Glenbrook community, where comfort meets convenience. Built in 2004, this traditional-style home boasts 2,652 sq. ft. of thoughtfully designed living space, perfect for creating lasting memories. Step inside to find a warm and welcoming interior featuring a cozy gas fireplace and tons of natural light. The heart of the home is the spacious eat-in kitchen, complete with upgraded countertops, a convenient island, and stainless steel appliances, making meal prep a delight. With four bedrooms and three and a half bathrooms, there's ample space for everyone. The daylight basement offers additional versatility, whether for a playroom, home office, or guest suite. Enjoy the serene views of the adjoining golf course and South Mountain, from your maintenance free deck, perfect for morning coffee or evening relaxation. The Glenbrook community enhances your lifestyle with amenities like tot lots and playgrounds, while the association takes care of the lawn care, allowing you more time to enjoy your home. Nearby parks provide ample opportunities for outdoor activities, while local schools are known for their commitment to excellence. With convenient access to public services and a welcoming community spirit, this home is not just a place to live, but a place to thrive. Experience the perfect blend of comfort, community, and convenience in this lovely Glenbrook townhouse.

502 Stone Springs Ln, Middletown

Listing courtesy of Samson Properties. Contact:

Selling Office: RE/MAX Results.

118 Fletcher Cir, Middletown
$424,000
3 Beds ⋅ 4 Baths
A rare townhome in Middletown—where comfort, style, and location come together—at 118 Fletcher Circle, Middletown, DE 19709. Welcome to this modern, move-in-ready end-unit townhome that backs to open space and offers effortless access to Routes 1, 13, and 301, making it an exceptional choice for commuters and those seeking a connected lifestyle. Located within the Appoquinimink School District. This home blends thoughtful design, quality finishes, and a prime location. The exterior showcases timeless stone accents and an inviting covered portico, creating striking curb appeal. An attached garage is complemented by an expanded driveway accommodating up to three additional vehicles—a rare and practical feature. Inside, the entry level welcomes you with a spacious foyer, convenient powder room, and interior garage access. A versatile family room with carpet offers endless possibilities as a media room, home office, or playroom, with sliding doors leading to the backyard and open space beyond. The main living level is bright and inviting, highlighted by 9-foot ceilings, luxury vinyl plank flooring, and neutral modern décor throughout. The open-concept layout seamlessly connects the living room, dining area, and kitchen—perfect for both everyday living and entertaining. Recessed lighting enhances the home’s modern look while offering adjustable settings that allow you to customize the brightness to suit your needs. At the heart of the home, the chef-inspired kitchen features a large center island with seating, granite countertops, stainless steel appliances, and a spacious pantry. Upstairs, the owner’s suite offers a relaxing retreat with a tray ceiling, elegant board-and-batten accent wall, generous walk-in closet, and a luxurious en-suite bath complete with a dual-sink vanity and walk-in tiled shower with bench seating. Two additional sun-filled bedrooms with recessed lighting share a beautifully appointed full bath, while the bedroom-level laundry adds everyday convenience. Combining modern style, low-maintenance living, and an exceptional Middletown location, this home delivers the appeal of new construction without the wait. Conveniently located near shopping, dining and parks, it presents an outstanding opportunity for buyers seeking comfort, style, and long-term value. Schedule your private tour today and discover why this beautifully upgraded home stands out as a premier choice for modern living. All room sizes and square footage are approximate and should be verified by the buyer.

118 Fletcher Cir, Middletown

Listing courtesy of Tesla Realty Group, LLC. Contact:

Selling Office: Crown Homes Real Estate.

1583 E Matisse Dr, Middletown
$422,000
3 Beds ⋅ 3 Baths
*SELLER IS IN RECEIPT OF MULTIPLE OFFERS AND HAS REQUESTED THAT ALL OFFERS BE SUBMITTED BY 7PM TONIGHT (5/4) !!* Welcome to this beautifully maintained 3-level end-unit townhome in the heart of Middletown; where space, layout, and natural light come together in all the right ways. As you step inside, the first level greets you with a versatile finished space that can easily flex to fit your lifestyle; think second living room, game room, home office, or gym. With direct access to the backyard through sliding doors and entry to the attached garage, this level offers both function and flexibility right from the start. Head upstairs to the main living level, where everyday living truly shines with real hardwood floors (2020). The open layout seamlessly connects the kitchen, dining, and living areas, creating the perfect setup for entertaining or just enjoying your day-to-day routine. Large windows flood the space with natural light, giving the entire floor an airy, welcoming feel. Step out onto the deck for your morning coffee or unwind in the evenings, and enjoy the convenience of a half bathroom on this level; no need to run upstairs when guests are over. On the third floor, you’ll find all three bedrooms and an additional full bathroom. Each room offers generous space, making it easy to truly settle in. The primary suite features its own private bathroom and a walk-in closet, creating the perfect retreat at the end of the day. Being an end unit means more windows, more natural light, and added privacy. Plus, with a 3-car driveway and attached garage, parking is never a hassle. The driveway was also extended and approved by the HOA in 2023, allowing space for larger vehicles. This home has been well loved and thoughtfully maintained, with major updates already taken care of; including a new roof (2020), brand-new AC (2025), new washer and dryer (2025). If you’ve been waiting for the right moment, that moment is knocking. Schedule your tour before someone else beats you to it.

1583 E Matisse Dr, Middletown

Listing courtesy of Real Broker LLC. Contact:

Selling Office: Tesla Realty Group, LLC.

408 Stone Springs Ln, Middletown
$421,000
4 Beds ⋅ 4 Baths
Beautiful Townhouse in sought after Glenbrook backing to the putting green on Richmond Golf Course with 4 bedrooms, 3.5 baths & a no-maintenance deck. This is the largest model offered, with a full 3 level bump out. Step into a bright and open main level featuring an eat-in kitchen which is located between the two large living spaces ideal for everyday living and entertaining. There is a generous Trex deck overlooking the golf course. Upstairs, the huge primary suite offers a vaulted ceiling, a sitting area, huge walk-in closet, a private ensuite bath and beautiful distant views over the surrounding mountains. There are two addition bedrooms and another full bath on this floor. The lower level offers a fourth bedroom with a fully opening true egress window, another full bath, and an enormous rec room. *** Recent updates * 2026 brand new range and microwave (never used), new carpeting throughout, the entire home freshly painted * 2025 new hot water heater * 2023 new furnace and dishwasher * 2022 new refrigerator *** The deck has steps to a flat back yard with common ground separated from the golf course by a tasteful fence and a tree line. An added bonus is that the community mows both the front and back yards and does snow removal with just the exception of the front steps. Beautiful community and great location. Make this home yours today!!

408 Stone Springs Ln, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: RE/MAX Results.

281 N Bayberry Pkwy, Middletown
$420,000
3 Beds ⋅ 3 Baths
Beautifully renovated 3-bedroom, 2.5-bath stone-front townhome in Bayberry North, with a front sitting porch. Freshly painted throughout, with all-new LVP flooring. The full, unfinished basement offers plenty of storage or potential for future finishing. A new patio on the side of the home, with all patio furniture included. Super clean and ready for immediate occupancy. The Village of Bayberry is a planned community offering walking trails, a community lakehouse for gatherings, and two playgrounds, one at the lakehouse and a larger one near the development's entrance. This 3-bedroom, 2.5-bath home features an open concept living space with a spacious family room that leads into the kitchen and a breakfast nook at the rear. The kitchen offers electric cooking and granite countertops that flow into the nook area. The primary bedroom includes a walk-in closet and full bath, while the additional bedrooms are spacious and bright with ceiling fans. The garage is at the rear of the home. Located within the award-winning Appoquinimink School District. This home is ready for its new owner. Schedule your tour before it's gone! Call to show today.

281 N Bayberry Pkwy, Middletown

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

Selling Office: Compass.

104 Midsummer, Middletown
$419,999
3 Beds ⋅ 2 Baths
FINAL HOUSE FOR SALE! This new construction ranch home by Richmond American is move in ready! Three bedrooms and 2 full baths. The primary suite has a large walk-in closet and a private bath. Laundry is situation near the master suite offering ultimate convenience. Large kitchen island, fireplace, deck off the great room and an unfinished basement with a 3-piece plumbing rough-in for future bathroom, ready for your personal touches! Inquire about limited-time incentives. Call today to schedule your tour of this beautiful home. Middletown Place is conveniently located just 15 minutes from Winchester and is a must see for house hunters in the Shenandoah Valley! Located directly off Valley Pike, residents will enjoy easy access to I-81 and I-66.

104 Midsummer, Middletown

Listing courtesy of LPT Realty, LLC. Contact:

Selling Office: ERA Oakcrest Realty, Inc..

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