Homes for Sale Between $250,000 to $500,000 in Milton, DE

SEPTEMBER MOVE-IN! Be among the first to call this exciting new community home. This stunning 1724-square-foot home offers seamless single-level living with an open-concept great room, dining area and gourmet kitchen featuring quartz countertops, stainless steel appliances and a spacious walk-in pantry. Natural light floods the space through large windows, highlighting designer-selected flooring and 9-foot ceilings. The serene owner’s suite is tucked away for privacy and includes a luxurious bath with dual vanities, separate tub and shower, plus a walk-in closet. Two additional bedrooms provide quiet retreats on the opposite side of the home, while an optional morning room enhances the main living area with even more light and flexible space. A full basement provides abundant storage and the opportunity to create additional living space, whether you envision a recreation room, home gym or media room. An outdoor living package extends your entertaining area beyond the interior, creating the perfect setting for relaxing or gathering with guests. A convenient two-car garage with extra storage completes this thoughtfully designed layout. With smart home technology, energy-efficient features and elegant finishes throughout, this home is sure to move quickly—don’t miss your chance to make it yours! A Fall move-in timeline and the opportunity to get into one of the community's first homes means now is the perfect time to put down roots and watch this exciting neighborhood come to life. Conveniently located in Milton, just minutes from downtown Lewes, Rehoboth Beach, and Delaware's coastal attractions, with easy access to Route 1 for shopping, dining, and commuting. **Pictures are of artist renderings of the home and for illustrative purposes only. Please see New Home Consultant for details of final colors and finishes. 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.**

12120 Honeysuckle Dr, Milton

Listing courtesy of Atlantic Five Realty. Contact: 8564243339

$515,000

3 Beds ⋅ 2 Baths

Welcome home to this charming Cape Cod residence, offering the perfect blend of space, comfort, and coastal convenience. The versatile layout features 3 spacious bedrooms plus a main-floor office that easily functions as a 4th bedroom. Designed for effortless everyday living and entertaining, the home boasts an expansive, light-filled living room and a generous eat-in kitchen. Step outside to your private backyard retreat complete with an above-ground pool, ideal for warm summer days. A 2-car garage provides plenty of space for parking, beach gear, and extra storage, while the prime location places you just a short drive from local beaches, dining, and area attractions. Schedule your tour today!

101 Oak Ln, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661

$540,000

4 Beds ⋅ 3 Baths

Welcome to this exceptional Schell Brothers Bryer model, featuring a desirable first-floor owner’s suite that provides a private retreat away from the additional bedrooms upstairs. Originally built with two bedrooms on the upper level, a third bedroom with a split system was later added above the garage, making this a spacious four-bedroom home with plenty of room for family and guests. The first-floor flex room offers added versatility for a home office, den, or additional living space, while the inviting family room is perfect for relaxing and entertaining. One of the standout features of this home is its expansive backyard, one of the largest in the community, providing plenty of space to enjoy the outdoors. Located in the charming Wagamons West Shores community of approximately 240 homes, residents enjoy walking and biking paths and a wonderful sense of community with a low cost HOA. Just minutes from downtown Milton, Delaware’s beautiful coastal beaches, shopping, dining, and local attractions, and located within the Cape Henlopen School District and Milton town limits, this home offers the perfect blend of privacy, space, convenience, and coastal living.

127 Carriage Dr, Milton

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$509,990

3 Beds ⋅ 2 Baths

Welcome to the Boise, a beautifully designed home that combines an open-concept layout with timeless Classic-inspired elements. With an anticipated settlement in February, this home offers 3 bedrooms, 2 baths, and a 2-car garage, creating a comfortable and stylish space for everyday living. The main living area features a cozy fireplace that creates a warm and inviting focal point, while feature walls add character and visual interest throughout the home. A screened deck extends your living space outdoors, offering the perfect spot to relax or entertain. A utility sink provides added convenience for everyday tasks. The kitchen is designed with both style and functionality in mind, featuring double ovens and elegant quartz countertops. Hard-surface flooring flows throughout the entire home, creating a cohesive, durable, and low-maintenance finish. The primary bath features an upgraded shower, providing a comfortable and stylish retreat to unwind at the end of the day. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

19178 Silver Beech Dr, Milton

Listing courtesy of Delaware Homes Inc. Contact: 3023789510

$569,990

3 Beds ⋅ 2 Baths

Welcome to the Aberdeen, a beautifully designed home that blends an open-concept layout with charming Farmhouse-inspired elements. With an anticipated settlement in January, this home offers 3 bedrooms, 2 baths, and a 2-car garage, providing the perfect combination of comfort, style, and functionality. The main living area features a cozy fireplace complemented by stained ceiling beams, adding warmth and architectural character to the space. Feature walls throughout the home provide additional visual interest, while the large screened deck extends your living space outdoors—perfect for relaxing or entertaining. The kitchen is designed for both everyday living and entertaining, featuring double ovens and elegant quartz countertops. Hard-surface flooring flows throughout the entire home, creating a cohesive, durable, and low-maintenance finish. The primary bath features an upgraded shower, offering a comfortable and stylish retreat at the end of the day. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

19158 Silver Beech Dr, Milton

Listing courtesy of Delaware Homes Inc. Contact: 3023789510

$1,299,000

This expansive 4.11-acre lot presents a unique opportunity for development in a vibrant community. The irregular shape of the property with frontage on 3 roads and a paper road already in existence, allows for creative architectural possibilities, making it ideal for investment projects. Situated within a well-established area of Milton (but not in city limits) , residents benefit from proximity to essential amenities, including: Water and sewer connection near by, shopping centers, dining options, and recreational facilities. The possibilities are endless with this property. Everyone seems to be waiting on DelDot approval for the traffic light, including the new Royal Farms on the corner. Just a few more approvals for the roads in this area and this property's Value will get interesting. Call me today for more information.

14242 Union Street Ext, Milton

Listing courtesy of RE/MAX Horizons. Contact: (302) 678-4300

$600,000

3 Beds ⋅ 3 Baths

Beautiful 3 bedroom, 2 1/2 bath home with first floor primary suite and spacious detached 2 car garage in sought after Paynter's Mill, convenient to Delaware beaches with lawn maintenance and irrigation included, short walk to clubhouse and pool! Welcoming covered front porch. Grand 2 story foyer entry flanked by formal living room and dining room. Similar models have converted the living room to a 4th bedroom and the powder room to a 3rd full bath. 9 foot ceilings throughout the first floor and hardwood flooring leading from the foyer through the dining room and into the 2 story family room with gas fireplace. Gorgeous gourmet kitchen with tile flooring, island, granite countertops, tile backsplash, gas cooking, 42" cabinets, stainless appliances and pantry. Sunroom off the kitchen leading to large composite deck and paver patio overlooking gorgeous yard and gardens. First floor primary suite and sitting room with new neutral carpet, walk-in closet and en-suite bath with tile flooring, separate shower, soaking tub and double sinks. 2 large bedrooms with walk-in closets plus full bath upstairs. Paynter's Mill is an amenity rich community including a clubhouse with fitness center and gathering spaces, outdoor pool, tennis and pickleball courts, bocce ball, beach volleyball, basketball, a tot lot, and scenic walking and biking paths. The community also offers social activities and plenty of opportunities to enjoy the outdoors. Shops and restaurants are conveniently located at the community entrance, while downtown Lewes, Milton, area beaches, and all the attractions of coastal Delaware are just minutes away. Hurry to schedule your private tour today!

16246 John Rowland Trl, Milton

Listing courtesy of Patterson-Schwartz-Newark. Contact: 3027337000

$629,900

5 Beds ⋅ 5 Baths

**FALL MOVE IN!** SPACIOUS TWO-STORY LIVING ! This beautiful 5BR, 4BA Welcome to the Drayton model in Four Winds Farm, a beautifully designed 2,735 sq. ft. home! The main level features an inviting foyer leading past a formal dining room into an expansive open-concept layout centered around a large great room with a cozy fireplace, a sunlit breakfast room, and a gourmet kitchen equipped with white kitchen cabinets, an Arctic White 3x6 tile backsplash, Calacatta Rusta quartz countertops, and a massive island. Upstairs, you will find a luxurious owner's suite with a private bath and walk-in closet, three additional spacious bedrooms, a full hall bath, and a centrally located laundry room for maximum convenience. Complete with a full unfinished basement for ample storage or future expansion—this home offers incredible versatility to fit your lifestyle. ** Please Read: Photos are for illustrative purposes only and may include renderings or images of the actual home or similar home/plan. Please see New Home Consultant for final pricing, finishes, and details. If you are working with a realtor, buyer representation must be acknowledged during the first interaction with Lennar, and the Realtor must accompany the client on their first visit. Appointments are highly encouraged to ensure the best customer experience. Taxes will be assessed after settlement. Open houses are held at the model home, not at this address. During your visit the sales team can review details, timelines, and current incentives. Financing is available through Lennar Mortgage upon qualification. **

12134 Honeysuckle Dr, Milton

Listing courtesy of Atlantic Five Realty. Contact: 8564243339

$1,600,000

Imagine waking each morning to the first light of sunrise stretching across the Delaware Bay, spending your days surrounded by the quiet beauty of the coast, and ending each evening as the sun sets over the protected landscape of Prime Hook National Wildlife Refuge. This is more than a place to build a home—it is an opportunity to create a waterfront lifestyle that is increasingly difficult to find along the Delaware coast. Welcome to Back Bay Cove, an exclusive gated waterfront community tucked along the northern end of Broadkill Beach, where custom-built homes, expansive natural surroundings, and a remarkable sense of privacy create a coastal setting unlike any other. Set on an impressive 1.14 acres, this waterfront homesite offers the space and setting to design a truly exceptional custom residence. Thoughtful architecture can take full advantage of the property's sweeping panoramic views, creating indoor and outdoor living spaces framed by water, sky, and some of Delaware's most beautiful protected landscapes. Here, the scenery changes throughout the day. Watch the sun rise over the Delaware Bay as you enjoy your morning coffee, then experience spectacular sunsets over Prime Hook National Wildlife Refuge in the evening. Wildlife, coastal breezes, open skies, and the peaceful rhythm of the water become part of everyday life. What makes this property especially compelling is the feeling of escape without sacrificing convenience. Broadkill Beach is known for its quieter, more natural coastal atmosphere—a place where life moves at a slower pace and the crowds of the larger resort towns feel worlds away. Back Bay Cove takes that experience even further, offering the privacy of a gated community surrounded by custom waterfront residences. Yet when you are ready for restaurants, shopping, entertainment, or a day exploring the coast, everything is within easy reach. Downtown Milton is approximately 15 minutes away, historic Lewes and Cape Henlopen State Park are about 20 minutes away, and Rehoboth Beach and its iconic boardwalk are approximately 30 minutes away. Build the coastal retreat you have imagined—a home designed around the views, the water, outdoor entertaining, quiet mornings, unforgettable sunsets, and time spent with the people who matter most. 1.14 acres. Waterfront. Gated. Private. Panoramic views from sunrise to sunset. Opportunities to create something truly special along the Delaware coast are becoming increasingly rare. Back Bay Cove offers the setting to build not simply a beach house, but a waterfront legacy to enjoy for generations.

2106 N Bay Shore Dr, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact: 3026452881

$1,395,000

4 Beds ⋅ 7 Baths

Some homes are defined by their square footage. 19068 Winterberry Street is defined by the way you can live in it. Tucked into the wooded surroundings of Reddenwood in Milton, this exceptional property brings together privacy, custom craftsmanship, extraordinary garage space and indoor-outdoor entertaining in a setting that feels like your own private retreat. From the moment you arrive, there is a sense that this home is something different. A wooded perimeter with protected land on two sides creates a level of privacy that is increasingly difficult to find, while the beautifully designed outdoor spaces invite you to slow down, entertain and enjoy the setting. Inside, the home unfolds around spaces designed to bring people together. The designer kitchen is every bit the heart of the home, anchored by an impressive island with seating for 7+ and surrounded by custom soft-close cabinetry, granite countertops, Café gas appliances, a farmhouse sink, instant hot water and an oversized pantry. Whether it is morning coffee at the island or an evening filled with family and friends, this is a kitchen designed to be lived in. Just beyond, the family room makes a statement with soaring cathedral ceilings, custom painted beams, transom windows, built-ins and a stone gas fireplace. Hardwood floors and natural light add warmth, while the open flow between the spaces makes entertaining effortless. When you want to enjoy the beauty of the property year-round, step into the four-season room, surrounded by Pella windows and equipped with its own heating and cooling system. It is the perfect place for a quiet morning, an afternoon overlooking the trees or an evening with friends. And the entertaining does not stop on the main level. Downstairs, an entire finished level feels like a destination of its own. Settle in for movie night in the theater area with Sonos surround sound, gather around the custom bar with wine refrigerator, ice maker, enjoy the game and recreation space, or create your own fitness retreat. A fourth bedroom and additional bathrooms add flexibility for overnight guests and extended stays. For the automotive enthusiast, collector, hobbyist or anyone who simply wants exceptional additional space, this property offers something truly special. In addition to the oversized attached garage with epoxy flooring, cabinetry and storage, there is a remarkable detached climate-controlled garage featuring car lifts, a private half bathroom and extensive second-floor storage. It is a feature that sets this home apart from nearly anything else in the area. Then there is the backyard. Designed to feel like a private resort, the outdoor living space combines extensive hardscaping, fountain, wrought-iron fencing, a gas fire pit, hot tub, grilling area, café lighting, Sonos sound system, and an extensive exterior lighting package. As evening settles in and the lights come on beneath the surrounding trees, the entire space transforms into an incredible setting for dinners, celebrations or simply unwinding at the end of the day. There may even be room to explore a future pool, subject to site evaluation and applicable approvals. Thoughtful features including an owned solar system, generator hookup, high-end HVAC system, irrigation, alarm system Pella Windows, and concrete driveway add comfort and convenience behind the scenes. All of this is tucked away in the established Reddenwood community, offering the privacy and space of a wooded retreat while keeping Milton, Lewes, Rehoboth Beach, shopping, dining and the Delaware coast within easy reach. 19068 Winterberry Street isn't simply a place to come home to. It's a place to entertain, create, gather, escape and stay awhile. Come experience a home—and a lifestyle—that is truly difficult to duplicate.

19068 Winterberry St, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact: 3026452881

$578,190

3 Beds ⋅ 2 Baths

Welcome to 24069 West Cypress Way, a 1,905 square foot new ranch home located in the Woodfield Preserve community that offers 10’ ceilings, a gas fireplace, three bedrooms, two bathrooms, and a three-car garage in Milton, DE. This homesite offers a spectacular view of our two-fountained pond. The welcoming foyer has two coat closets and separates to afford privacy to the two spacious guest bedrooms with closets and the secondary bathroom. The open floorplan features a well-designed gourmet kitchen complete with an abundance of white cabinetry, an oversized island with quartz countertops, pantry closet and stainless-steel appliances. The kitchen is open to the breakfast nook, dining area and great room making it easy to spend time with friends and family. The large laundry room, tucked between the kitchen and the three-car garage, also features an additional coat closet. The private owner’s suite is a retreat at the back of the home with its tray ceiling, spacious bathroom with luxury shower and a large walk-in closet. Enjoy the private covered porch at the back of the home. This home includes a tankless water heater, white window blinds, a whole yard irrigation system and the exclusive Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

24069 West Cypress Way, Milton

Listing courtesy of D.R. Horton Realty of Delaware, LLC. Contact: 3025140850

$506,240

2 Beds ⋅ 2 Baths

Welcome to The Bristol, a 1,748 square foot open concept ranch home, offering two bedrooms and a flex room, two bathrooms, and 9’ ceilings in the Woodfield Preserve community of Milton, DE. This three-car garage Bristol floor plan is beautifully placed on a corner homesite with rear screened porch. A welcoming foyer leads you to the spacious guest bedroom with a closet, the guest bathroom and a linen closet. The inviting flex room is a versatile space with an abundance of natural light. The home's well-designed kitchen features substantial white cabinet space, a generous walk-in pantry, an oversized island with quartz countertops, and stainless-steel appliances. The kitchen is open to the ample living room and dining room that leads to the quiet porch. The large owner’s suite is a retreat at the back of the home; its private bathroom has a substantial double bowl vanity, shower and linen closet and the impressive walk-in closet is a must see! Tucked away, the cozy laundry room and coat closet are located just off the garage. This home includes a tankless water heater, white window blinds, a whole yard irrigation system and the exclusive Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

TBD West Cypress Way, Milton

Listing courtesy of D.R. Horton Realty of Delaware, LLC. Contact: 3025140850

Homes for Sale in Milton, DE Between $250,000 to $500,000

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