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

Welcome to an exceptional opportunity in Breakwater, one of Lewes’ most sought-after communities east of Coastal Highway. Offering more than 4,000 square feet of living space across four finished levels, this impressive former model townhome features five bedrooms, 4.5 baths, a private elevator, and beautiful pond views with lighted fountains, all just 1.5 miles from historic downtown Lewes. Best of all, there are no condo fees, only quarterly HOA fees. Designed for comfortable everyday living and effortless entertaining, the main level features Brazilian cherry hardwood floors, attractive trim details, and a spacious open-concept living and dining area filled with natural light. A see-through fireplace connects the living room to the screened porch, creating an inviting setting overlooking the pond.. The well-appointed kitchen offers upgraded cabinetry, a pantry, breakfast bar, and new GE Monogram appliances. Just outside, the open deck features a fully equipped outdoor kitchen and electric awning, perfect for entertaining while enjoying the peaceful water and fountain views. Five bedrooms are thoughtfully arranged throughout the home, including multiple ensuite bedrooms and generous walk-in closets. The first floor offers two bedrooms, a full bath, sitting or flex area, and laundry. The main living level includes another ensuite bedroom, while the third floor features two additional ensuite bedrooms. The finished lower level provides a large recreation or flex room along with substantial storage. Additional highlights include a two-car garage, owned solar panels, a newer roof, two-zone natural gas heat and central air, tankless hot water, and a freshly painted interior. Breakwater offers an exceptional coastal lifestyle with a community pool, fitness center, playground, and access to the adjacent Breakwater Trail for walking or biking into downtown Lewes. An active Social Council hosts activities throughout the year, contributing to the warm and welcoming neighborhood atmosphere for which Breakwater is known. Remarkable space, tranquil pond views, no condo fees, and an outstanding Lewes location, this is coastal living with room to truly live.

35189 Pilotboat Dr, Lewes

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3026456100

$585,000

3 Beds ⋅ 3 Baths

Discover the space and lifestyle that Rolling Meadows has to offer with this inviting one-level, 3-bedroom, 2.5-bath home situated on over half an acre. Designed for easy living, the home offers plenty of room to spread out with two separate living spaces, creating flexibility for entertaining, relaxing, or a variety of uses. The spacious lot provides plenty of room to enjoy the outdoors, including a fire pit area that is perfect for gathering with family and friends. A garage and storage shed adds convenience and additional storage, while the desirable community offers a community pool for enjoying warm summer days. Inside and out, there is no shortage of space, making this home ideal for both everyday living and entertaining. The home is being offered furnished, providing a move-in-ready opportunity for a primary residence or second home. Located in the desirable Rolling Meadows community, this home combines one-level living, an expansive lot, great amenities, and plenty of flexibility - all in one inviting package.

6 Hartford Way, Lewes

Listing courtesy of Jack Lingo - Lewes. Contact: (302) 645-2207

$2,200,000

4 Beds ⋅ 4 Baths

New construction by GRIT Coastal, just a few blocks from downtown Lewes and the canal. This is a home built differently. It was thoughtfully designed, exceptionally finished, and constructed to a standard rarely found in the coastal market. The exterior pairs NuCedar shake siding with custom aluminum railings and Andersen windows and doors, creating a timeless coastal aesthetic that feels at home in Lewes without trying to imitate what has already been done. A screened front porch connects the house to the street and neighborhood—the way a Lewes home should. Inside, the first floor is open, bright, and intentionally simple. A generous living and dining space flows directly into the kitchen, where custom Amish-made cabinetry and millwork are paired with a Wolf induction range, Sub-Zero refrigeration, Cove dishwasher, and Taj Mahal-inspired quartz countertops. A gas fireplace wrapped in soapstone anchors the living room. The main level also includes a private bedroom suite with its own full bath and walk-in closet, making it equally suited for guests or true first-floor living, along with a separate powder room. Upstairs are three additional bedrooms, including the primary suite. One of the secondary bedrooms includes its own loft—a unique space for a kids’ hideaway, playroom, or additional storage. In total, the home offers four bedrooms and three-and-a-half baths. Wide-plank, 9–10” engineered white oak flooring with a substantial 4mm wear layer runs throughout the home. Bathrooms are finished floor-to-ceiling in porcelain and ceramic tile, with radiant heated floors adding another level of comfort. Custom Amish-made millwork continues through every bathroom. And unlike most new construction, the house is being sold fully furnished, with thoughtfully selected solid-wood furniture throughout. It is genuinely turnkey from day one. Outside, a heated, fully automated pool is surrounded by a pervious-paver patio, creating a private backyard retreat with an outdoor shower and a roughed-in natural gas line ready for a future grill. Behind the finishes is the part of the house GRIT Coastal cares about just as much: how it performs. The home includes natural gas, dual electric heat-pump HVAC systems, tankless hot water, 320–400 amp electrical service, and a full residential fire-sprinkler system. Smart-home infrastructure is already built in, including smart entry, three-zone Sonos audio, and prewiring for motorized shades at the large windows, security cameras, and a whole-home mesh network. The result is a home that doesn’t just photograph well. It’s built to live well, perform well, and age well. All within easy walking distance of Second Street’s shops and restaurants, Canalfront Park, and the Lewes beaches. Fully furnished. Turnkey. Ready for immediate occupancy.

517 W 4th St, Lewes

Listing courtesy of Compass Pennsylvania, LLC. Contact: 2674358015

$4,500,000

5 Beds ⋅ 4 Baths

UNRIVALED COASTAL ELEGANCE ALONG THE LEWES-REHOBOTH CANAL! Welcome to "Heron House," a custom-built luxury sanctuary situated directly along the canal in historic Lewes, Delaware. Perfectly positioned across the water from a natural world habitat, this unique property offers a front-row seat to the sights & sounds of wildlife alongside uninterrupted 360-degree panoramic views. Masterfully crafted with circular-inspired architectural lines, every detail of this three-level estate reflects intentional design and uncompromising quality. A sweeping central grand staircase serves as the striking centerpiece of the home, effortlessly connecting all three levels. Beautiful imported solid hardwood flooring runs throughout, complemented by rare natural stone granite and quartz countertops. The top level features an exceptional loft observatory equipped with custom built-in seating, a pop-up TV cabinet, and unmatched water vistas. Nearly 3,900 square feet of finished living space strikes the perfect balance between grand entertaining and quiet retreat. For nature lovers, it's within walking distance to the beautiful marsh where you can see all sorts of wildlife. You'll also love the convenience of being just a short walk to downtown Lewes, putting all of the area's finest shops and restaurants right at your doorstep. Outdoor living is equally extraordinary. A private, in-fee, canal-front parcel features a floating dock built to comfortably host multiple boats and kayaks, while a screened waterfront gazebo, capped in matching copper to echo the main home’s striking copper roof, sets the scene for effortless entertaining & relaxing by the water. A detached three-car garage at the rear offers generous storage and parking. “Heron House” isn’t just your standard luxury home; it’s an exceptional find in a coveted location where the water meets the wild. Don’t settle for less - schedule a private tour today and discover waterfront living at its finest!

632 Pilottown Rd, Lewes

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

$999,000

5 Beds ⋅ 4 Baths

Welcome to this fully furnished, turnkey Schell Brothers built luxury house in the award winning community of Coastal Club in Lewes, Delaware, with exceptional amenities to enjoy year-round. This open concept home offers abundant natural light to create a bright, inviting atmosphere throughout. The home features two spacious primary bedroom suites - one conveniently located on the main floor and a second upstairs - providing wonderful flexibility for family and guests. Thoughtful upgrades include elegant tray ceilings, upgraded molding, plantation shutters throughout and a cozy gas fireplace. The home also offers extensive storage space, including a generous walk-in pantry. Offered turnkey, it includes many beautiful furnishings from Pottery Barn, Frontgate and Sleep Number, as well as a golf cart. A Bose sound system extends throughout the main floor and outdoor patio, making this home ideal for everyday living and entertaining. The exceptional outdoor living space features an expanded patio that can be accessed directly from both the main-floor primary bedroom and the sunroom. The patio includes a built-in gas grill, wood-burning fireplace, and custom accent lighting. Additional outdoor amenities include a convenient outdoor shower, a well-fed irrigation system and an invisible fence for your dog. This home sits majestically on a corner lot backing up to woodlands. Beautifully furnished, thoughtfully upgraded, and ready to enjoy from day one, Golf Cart in Garage is Also Included, This exceptional home is priced to sell!

32834 Dionis Dr, Lewes

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$775,000

3 Beds ⋅ 3 Baths

Nestled on a .63‑acre lot, this custom ranch‑style home offers the ease of one‑story living surrounded by mature landscaping, an irrigation system, and inviting outdoor spaces including a Trex‑planked deck and screened porch. The open living area blends the living room, dining room, and kitchen into a warm, cohesive space highlighted by solid oak flooring, a vaulted ceiling, and a gas fireplace. The island kitchen features KraftMaid cabinetry, granite countertops, a double sink, stainless GE Profile refrigerator, a six‑burner stove with commercial hood, and recently updated appliances including a 2026 Bosch dishwasher and GE Advantium built‑in microwave. Designed with a split‑bedroom layout, the home provides privacy for owners and guests, while the bathrooms showcase walk‑in tiled showers, marble countertops, KraftMaid cabinets, and Kohler fixtures. The owner’s suite is complete with matching walk‑in closets outfitted with California Closet shelving, adding both luxury and organization to this thoughtfully crafted home. The laundry room offers practical convenience with its large utility sink and LG stacked washer and dryer, making everyday chores easier to manage. The home is designed for maximum efficiency, heated and cooled by two modern heat pumps and supported by a new tank-less hot‑water heater. Propane is seamlessly supplied through a centrally located community tank, already piped and metered directly to the property for hassle‑free use. Completing the picture, a spacious three‑car garage and an ample driveway provide generous off‑street parking for vehicles, guests, and storage needs.

16425 Sailfish, Lewes

Listing courtesy of Mann & Sons, Inc.. Contact: (302) 227-9477

$1,100,000

3 Beds ⋅ 3 Baths

WOW FACTOR! SPA LIKE FEEL! Nestled in the prestigious Bayfront at Rehoboth, this exquisite coastal residence offers a harmonious blend of luxury and comfort. The open floor plan seamlessly connects the gourmet kitchen, featuring upgraded countertops and stainless steel appliances, to the inviting living area adorned with a stunning stone fireplace. Enjoy serene marsh and horizon on the bay views from the the front door to the most of the house! Complete with a walk-in closet and spa-like ensuite boasting a soaking tub and walk-in shower. Step outside to discover meticulously landscaped grounds, a spacious patio perfect for entertaining, with granite and stone built -ins, wood fireplace, built in gas grill, patio barrier wall, lots of native tress and shrubs. Community amenities including a swimming pool, fitness center, and private beach and bay access and a beautiful gazebo for families to enjoy. The property spans 0.45 acres with 100 feet of waterfront on Rehoboth Bay, ideal for water enthusiasts. Additional features include a two-car garage, extensive hardscape, and energy-efficient appliances. With nearby commuter lots and recreational paths, this home is a sanctuary that embodies coastal living at its finest. Experience the ultimate in luxury and convenience in this vibrant community. Original Mulberry Schell Bros model home. House Built in 2013, Tax record in MLS incorrect.

31698 Sally Burton Way, Lewes

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$1,800,000

Please contact the Listing Agent to discuss this unique development opportunity and for additional property details. Refer to the conceptual engineering plans included in the MLS images for the proposed parcel configuration. The current owner/church intends to rebuild its church on the neighboring parcel, which is also under the same ownership. As part of that plan, the owner anticipates reconfiguring the existing parcel lines to create an approximately 2-acre vacant parcel for future development, generally as depicted in the engineering concept provided. Prospective buyers and their agents should review the City of Lewes zoning regulations to determine potential permitted and conditional uses for the proposed vacant parcel and independently verify zoning, subdivision, utilities, access, development requirements, and all applicable governmental approvals. Property will have shared entrance easement with church off Kings Highway.

1001 Kings Hwy, Lewes

Listing courtesy of R&R Commercial Realty. Contact: 3028564000

$529,000

3 Beds ⋅ 2 Baths

Nestled in the serene community of Headwater Cove, this exquisite contemporary ranch-style home offers a harmonious blend of luxury and comfort. Spanning 2,096 square feet, this residence is designed for those who appreciate high-end living in a tranquil setting. Discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The gourmet kitchen is a chef's dream, featuring upgraded countertops, a spacious island, and upgrades stainless steel appliances, including a wall oven and cooktop. The pantry provides ample storage, while recessed lighting and crown moldings add a touch of elegance throughout the space. This home boasts three generously sized bedrooms, including a luxurious master suite with a walk-in closet and a bathroom featuring a walk-in shower along with a flex room (study)with french doors. Thoughtful details such as chair railings and wainscoting elevate the interior aesthetic, creating a sophisticated yet inviting atmosphere. The exterior of the property is equally impressive, set on a lot that backs to lush trees, offering a peaceful retreat. Enjoy the outdoors on your private patio or porch, perfect for morning coffee or evening relaxation. The meticulously maintained landscaping is complemented by an underground lawn sprinkler system, ensuring your outdoor space remains vibrant year-round. As part of the Headwater Cove community, residents have access to a wealth of amenities, including a clubhouse, fitness center, outdoor pool, and pickleball courts, fostering an active and social lifestyle. The association takes care of common area maintenance, lawn care, and snow removal, allowing you to enjoy your home without the hassle of upkeep. Parking is a breeze with an attached two-car garage and additional driveway space. The concrete driveway leads you home, while street lights and sidewalks enhance the neighborhood's charm. With its perfect blend of luxury, comfort, and community, this property is more than just a house; it's a place to create lasting memories. Experience the exclusive lifestyle that awaits you in this stunning Headwater Cove residence.

34068 Skyflower Loop, Lewes

Listing courtesy of Active Adults Realty. Contact: (302) 424-1890

$543,000

3 Beds ⋅ 2 Baths

Receive up to $20,000 in free upgrades with a new contract. PROPOSED CONSTRUCTION. The Lewes model features 3 bedrooms with a split bedroom floor plan, the study could be converted to a bedroom if needed. Great open floor plan with the Kitchen and family room as one beautiful to gather in. The owner’s suite is located on the opposite side of the other bedrooms. 9' ceilings and the natural light make a beautiful home for all. For additional information on our models and different communities visit our Model Home located at 22502 John J. Williams Hwy, Lewes 19958. Open Thursday - Saturday 12-3.

003A Kuhn Lane, Lewes

Listing courtesy of Century 21 Emerald. Contact: 3026442121

$999,500

5 Beds ⋅ 5 Baths

MORE THAN MEETS THE EYE! This extraordinary K. Hov "Lewes Loft" build offers three full levels of surprisingly spacious, exquisitely finished living in the highly desirable community of Tower Hill. From the moment you step inside, the main floor showcases an open-concept design detailed with custom crown molding, a dedicated home office, and a great room that seamlessly transitions to a screened porch featuring custom porch shutters and Hunter Douglas roller shades. At the heart of the home is a gourmet chef’s kitchen featuring upgraded custom quartz countertops, luxury cabinet handles, upgraded faucets, a walk-in pantry, and a butler’s pantry. The main level primary suite serves as a true sanctuary, complete with an Ultra Spa Bath and custom-designed closet systems. The upper level expands your living options with a sprawling loft space, ideal for a secondary media lounge or library, accompanied by a private guest bedroom and a full hall bath. Downstairs, the finished lower level functions as a fully equipped home within a home. Highlights include a brand-new $25,000+ secondary kitchen with island seating and custom cabinetry, an expansive dining and entertainment room with surround sound, a full bath, and professionally finished dedicated zones for both a private office and a home gym. Every detail of this property has been elevated for ultimate comfort and convenience. Key system improvements include a hot water recirculation line for instant hot water, custom window treatments throughout, dual surround sound systems, and a fully climate-controlled, insulated garage complete with dedicated HVAC, drywall, and an epoxy floor. Offering turn-key luxury, high-end upgrades, and unmatched layout flexibility, this home is an absolute must-see & must-have. Located within walking distance to the community's amenities, including a club house & outdoor pool, and an easy drive or bike ride to downtown Lewes shopping & dining. Call and schedule a showing today!

15210 W Kea Way, Lewes

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

$2,199,000

4 Beds ⋅ 4 Baths

Perfectly positioned at the end of one of the most charming streets in Historic Lewes, Delaware—founded in 1631. 237 2nd Street presents a rare opportunity to own a thoughtfully designed coastal retreat. The home’s façade reflects architectural styles dating back centuries, offering the unique advantage of modern construction paired with timeless surroundings. Designed by Brenda Jones and built by respected custom builder Carl Alessi, this 4-bedroom, 3.5-bath residence seamlessly blends classic coastal character with a clean, contemporary floor plan, complete with two-car off-street parking—an invaluable amenity in this premier in-town location. Just steps from the Lewes Historical Society, Canalfront Park, and the boutique shops and restaurants along Second Street, the setting is both highly walkable and truly exceptional. Inside, a highly desirable reverse floor plan unveils an expansive, open great room designed for effortless entertaining and everyday living. Situated on the uppermost level and accessible by elevator, this light-filled space seamlessly connects the living, dining, and kitchen areas, creating a bright, airy atmosphere rarely found within the historic district. The chef’s kitchen is beautifully appointed with leathered quartzite countertops, a custom tile backsplash, induction cooktop, and both under-cabinet and above-cabinet lighting that enhance ambiance and functionality. A large pantry and generous workspace further elevate the experience. Wide plank LVP flooring flows throughout, complemented by a gas fireplace, whole-home music system, dual fuel heating, and an alarm system. Both first- and second-floor primary suites provide flexible living arrangements, while custom closets, a dedicated utility room, and exceptional storage reflect the home’s thoughtful design. A relaxing three-season EZ Breeze sunporch offers the perfect setting to unwind or entertain in comfort. From your doorstep, enjoy easy access to scenic bike trails connecting to Cape Henlopen State Park and Rehoboth Beach, or spend your days along the shores of Lewes Beach. Offering the rare combination of historic district charm and modern, open-concept living, this meticulously crafted home delivers an exceptional coastal lifestyle defined by convenience, character, and timeless appeal.

237 2nd St, Lewes

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 302-542-0228

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

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