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

Gorgeous custom-built 4-bedroom 4/1 bath coastal farmhouse in the prestigious Show field community. Ideally located just minutes from historic downtown Lewes, the beaches, Cape Henlopen State Park, and the shopping and dining of Rehoboth Beach, this home offers convenient access to Delaware, Maryland, and even the Cape May–Lewes Ferry to New Jersey. Show field offers exceptional amenities, including a first-class clubhouse, resort-style pool, fitness center, and scenic walking trails surrounded by ponds and natural wildlife. This home, however, truly shines with its incredible private backyard retreat. Situated on a spacious corner lot, the outdoor living space is designed for both relaxation and entertaining, featuring a beautifully crafted pavilion with a stunning custom stone fireplace—creating a warm, inviting atmosphere year-round. The poolside setting offers the perfect place to unwind, host gatherings, or enjoy quiet evenings in a serene, resort-like environment. Thoughtfully designed landscaping enhances privacy while complementing the natural surroundings. Built by a respected local builder, this home showcases quality craftsmanship and thoughtful details throughout, with an emphasis on efficiency and durability. Offering approximately 3,300 sq ft of beautifully finished living space, plus an unfinished basement already plumbed for a bathroom—ready for your personal touch.

30921 Stallion Ln, Lewes

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

$645,000

4 Beds ⋅ 4 Baths

Welcome to this stunning, nearly new single-family home in the highly sought-after Villages at Red Mill Pond South community. Thoughtfully designed and barely lived in, this home offers the perfect blend of modern comfort, flexibility, and style. From the moment you arrive, the inviting exterior draws you in, setting the tone for the beautifully appointed interior. Inside, you’ll find a spacious and versatile floorplan featuring 3 bedrooms and 3.5 baths, along with dual living areas that provide plenty of room to spread out, relax, and entertain. A private home office offers the ideal space for remote work or quiet retreat, while the sunroom is filled with natural light and showcases peaceful views of a community pond. The home is enhanced with easy-maintenance luxury vinyl plank flooring and numerous upgrades throughout, offering a move-in-ready experience with the opportunity to add your personal touch. Location is everything—and this one is hard to beat. Conveniently situated just minutes from downtown Lewes, Milton, and Rehoboth - you’ll enjoy easy access to shopping, dining, and coastal attractions. Even better, the home is just one block from direct access to the Georgetown-Lewes Trail, perfect for daily adventure and exercise. Residents of Red Mill Pond South enjoy exceptional amenities, including two clubhouses with fitness and game spaces, along with a vibrant and welcoming social community. Outdoor features include two swimming pools, pickleball courts, and a private kayak launch onto Red Mill Pond. All of this, just minutes from the beaches of Lewes and Rehoboth, as well as Cape Henlopen State Park—making this home the perfect coastal retreat or year-round residence.

24045 Havenwood Ln, Lewes

Listing courtesy of Jack Lingo - Rehoboth. Contact: (302) 227-3883

$2,995,000

5 Beds ⋅ 5 Baths

AMERICAN CLASSIC IN THE HEART OF THE HISTORIC CENTER OF LEWES! Welcome to 240 2nd Street, located on a quiet block in the highly sought-after center of Lewes' Historic District. You'll be steps away from all of Lewes' culinary and shopping delights, while tucked away in your own picturesque private oasis. It starts from the moment you arrive at the property. The sweeping front lawn and the beautifully designed landscaping lead you along the front walkway to the sprawling stately presence of this classic American Colonial Revival home. The home has been extensively renovated making it even more captivating and inviting. Its welcoming nature continues as you enter the front door and the center hall. Ahead of you, a graceful balustrade leads to the second level. To the left you see the formal living room with stone fireplace and access to a bright & inviting solarium. A large and perfectly positioned formal dining room is on your right. At the end of the foyer, the hall leads you to a half bath and the chic, beautifully designed great room, second dining space and sleek kitchen. Perfect for entertaining, all these spaces flow seamlessly from one to the other with gleaming hardwood floors throughout. The timeless custom renovation of the kitchen features every modern convenience you could think of – custom cabinetry, stainless steel Wolfe and Subzero appliances and gorgeous quartz countertops. Off the kitchen & dining area is a very large, screened porch for additional dining and entertainment space. The first-floor spaces provide access to the back deck, the private & beautifully landscaped back yard, a soothing koi pond, additional enticing entertaining spaces and an outdoor shower. On the second level, the charm and expertly thought-out renovations continue. At the top of the stairs is a bright and welcoming workspace that would make an incredible home office, art studio or yoga room. The area includes a very large walk-in closet /storage area. The large owner's suite features an alluring and inviting bath and two large custom walk-in closets. The second floor includes two additional spacious bedrooms - one with an en-suite bath - and another full bath. But it doesn’t stop there. Next is a full third floor with a large loft area, a very large 4th bedroom suite with en-suite bath and exterior deck access, as well as an enormous additional room, also with deck access, that could serve as a 5th bedroom, a workspace, entertainment space or playroom - or all of the above! You and your guests can enjoy the sweeping vista and soothing summer breezes from the large third floor deck. The property also boasts a full basement with loads of storage space, a large 2-car garage and plenty of parking in the fenced-in back area and driveway. This idyllic retreat, with classic architecture and modern amenities, so extensively renovated, is truly one-of-a-kind and must be seen in person to by fully appreciated. This is your chance to truly have it all in the very heart of Lewes!

240 2nd St, Lewes

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

$2,800,000

5 Beds ⋅ 7 Baths

32059 Conleys Chapel Road is simply in a class of its own! This unbelievably beautiful coastal estate sits on nine private acres with a wooded backdrop, meticulously manicured gardens, hardscaping, and lighted natural ponds with fountains. Close to Lewes and Rehoboth Beach, this estate is an unmatched blend of refined country living and a laid-back coastal lifestyle. Inside, you’ll find 4-5 bedrooms, each with an ensuite bathroom, spread across three thoughtfully designed levels and accessible by elevator. A chef’s kitchen is the anchor of the home with English cabinetry by renowned designer Mark Wilkinson, Italian marble tile, a glass vaulted ceiling, gas and induction cooktops, a steam oven, and an expansive butler’s pantry – all perfect for effortless entertaining! The home also features four fireplaces, formal living and dining rooms, rich hardwood floors, and architectural trim, weaving craftsmanship and style throughout every room. The second floor features a primary suite with a sitting room, a large bathroom, and a spacious walk-in closet, as well as three additional bedrooms with wood flooring and architectural trim. The third floor features a large guest suite with an open-air bathtub and plenty of flexible spaces, perfect for private offices, additional bedrooms, a yoga/exercise room, a playroom, or more! The indoor heated lap pool, with cathedral ceilings, skylights, a full bath, a wine refrigerator, and multiple lounge areas, brings a touch of resort-like style to an already impressive estate. A second laundry area is located near the pool, making clean-up easy! Outside, a hot tub, firepit, and horse-ready acreage round out the estate. An attached two-car garage, detached three-car garage, two-zone geothermal HVAC, a full irrigation system, and a carriage house with conversion potential complete the property. For those looking for an exquisite estate nestled in beautiful Sussex County, 32059 Conleys Chapel Road is a dream!

32059 Conleys Chapel Rd, Lewes

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

$749,900

4 Beds ⋅ 3 Baths

PICTURE PERFECT. Your wish list is covered in this stunning & upgraded Nassau Station home! Fall in love with the thoughtful design of this 4 bedroom home surrounded by beautifully landscaped grounds, and a fenced in backyard with fire pit, deck, and screened porch, set on a private cul-de-sac. You will enjoy the spacious kitchen with beautiful granite counters, and stainless-steel appliances, breakfast bar, and dining area. Other highlights include hardwood flooring, gas fireplace, built-ins, formal dining room, 1st floor owner’s suite, 3 additional bedrooms on the first floor, 2nd floor bonus room, and the list goes on. The best of beach life can be yours from this desirable east of Route 1, corner lot property that’s within easy access of shopping, dining, historic attractions, and the award-winning beach towns of Lewes and Rehoboth! Schedule your showing today!

33100 Grape Vine Ct, Lewes

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

$999,900

3 Beds ⋅ 2 Baths

A QUINTESSENTIAL HISTORIC LEWES CHARM-FILLED HOME AND INVESTMENT OPPORTUNITY - with great rental history! Seize the opportunity for this ideal, in-town Lewes 3-bedroom home. This home features a functional floorplan , 3 spacious 2nd floor bedrooms, plenty of storage with a floored attic & shed, and off street parking. Enjoy the fenced in, private backyard with large deck, perfect for entertaining or relaxing . Traditional Lewes charm with modern comforts await - all within a few blocks of Downtown Lewes shopping, restaurants, library, and just minutes to the beach and Coastal Highway! You definitely won't want to miss this rare opportunity for history and investment in the heart of it all!

121 Franklin Ave, Lewes

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

$1,074,900

4 Beds ⋅ 4 Baths

ENJOY THIS BEAUTIFULLY FURNISHED, TURNKEY HOME IN THE DESIRED COMMUNITY OF GOVERNORS! Masterfully crafted and impeccably maintained, this exceptional Jasmin model by Schell Brothers offers an impressive combination of space, luxury, and upgrades in one of Lewes' most sought-after locations. Ideally situated east of Route 1, you'll enjoy easy access to historic Downtown Lewes, pristine beaches, outstanding restaurants, shopping, and Cape Henlopen State Park. Inside, the welcoming open floor plan features engineered hardwood flooring throughout the first floor, a gourmet kitchen with stainless steel appliances, granite countertops, a large pantry, and breakfast bar/island. The spacious great room with an inviting fireplace flows seamlessly into the sunroom, where abundant windows fill the home with natural light, and extends to the rear patio for effortless indoor-outdoor living. The luxurious first-floor owner's suite offers dual walk-in closets and a spa-inspired en-suite bath. Upstairs, you'll find three additional bedrooms and a spacious loft, providing plenty of room for family and guests. Governors offers exceptional resort-style amenities, including a clubhouse with fitness center, outdoor pool with lazy river, playground, and direct access to the scenic Junction & Breakwater Trail, connecting you by bike or foot to Downtown Lewes, Rehoboth Beach, and the Delaware beaches. This is coastal Delaware living at its finest!

11864 Haslet Rd, Lewes

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

$699,999

4 Beds ⋅ 3 Baths

SELLERS ARE MOTIVATED! CUSTOM COASTAL HOME ON A RARE 1.71-ACRE DOUBLE LOT! Welcome to the largest home in the sought-after custom home community of Cove on Herring Creek. Nestled among mature trees for exceptional privacy, this impressive 4-bedroom residence offers over 4,000 square feet of living space, a highly desirable first-floor primary suite, a three-car garage, two expansive decks, including a newly installed side deck in 2025, and a roof installed in 2023. Designed for comfortable everyday living and effortless entertaining, the main level features a spacious living room, formal dining room, expansive family room, sunroom, powder room, and an oversized kitchen with abundant cabinetry, generous pantry space, and a sunny breakfast nook. The first-floor primary suite provides convenience and comfort with a spacious en-suite bath, making this home ideal for those seeking one-level living without sacrificing space. Upstairs, three additional bedrooms provide flexibility for family, guests, hobbies, or a home office. One bedroom features a sitting area and private balcony access, while an inviting loft overlooking the main living space creates the perfect retreat for teens, a reading nook, gaming area, study zone, home office, or separate lounge space—offering the ideal balance of connection and privacy. Outdoor living shines with two expansive decks overlooking the peaceful wooded setting, including the newly installed side deck in 2025 that is perfect for morning coffee, outdoor dining, or unwinding after a day at the beach. Additional updates include three new garage door openers, fresh paint, and a recently sealed driveway. Residents of Cove on Herring Creek enjoy exceptional community amenities, including a scenic pond, charming gazebo, and outdoor swimming pool, all enhancing the relaxed Coastal Delaware lifestyle. Ideally located just minutes from Lewes Beach, Cape Henlopen State Park, marinas, shopping, dining, and all that the Delaware Beaches have to offer—and within walking distance to Herron Creek—this one-of-a-kind custom-built home presents a rare opportunity to own the largest residence on one of the community’s most coveted homesites. Schedule your private tour today.

33757 N Heron Dr, Lewes

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

$549,000

3 Beds ⋅ 2 Baths

PICTURE PERFECT FRONT PORCH! While the interior is pristine and showcases bold, vibrant tones, the seller is generously offering a paint credit with an acceptable offer so you can effortlessly customize the space to your exact style! This stunning 2014 ranch-style home in the highly sought-after Villages at Red Mill Pond North captivates with unmatched curb appeal and incredible value. Inside, you’ll discover an immaculate, meticulously maintained open floor plan featuring a desirable 4-foot extension, seamless engineered wood flooring, three generous bedrooms, two full baths, a spacious kitchen, and a cozy fireplace at the heart of the living area. You'll enjoy complete peace of mind with a BRAND-NEW HVAC system, alongside high-value bonuses including a private irrigation well that keeps your lawn vibrant at a fraction of the cost, and a two-car garage equipped with a workbench and built-in shelving. Enjoy resort-style community amenities, including direct access to Red Mill POND and the popular Lewes-Georgetown TRAIL, a sparkling outdoor pool, fitness center, a welcoming clubhouse, and a waterfront gazebo—schedule your tour today to experience this turnkey home for yourself!

16511 Greenspring Ave, Lewes

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

$669,900

3 Beds ⋅ 4 Baths

Tucked away in one of Lewes’ most desirable communities, 35030 Kindleton Ln offers a rare balance of space, privacy, and proximity to the coast. Set on a generously sized, fully fenced lot, this property delivers the kind of outdoor freedom that’s increasingly hard to find, perfect for entertaining, pets, or simply enjoying your own private retreat. Sit by the out door fireplace on those chilly summer nights and keep the outside entertaining going. Inside, the home opens into a spacious, light-filled living area designed for both comfort and style. The layout flows effortlessly, creating an inviting atmosphere whether you're hosting guests or enjoying a quiet evening in. Enjoy the first floor primary suite for easy accessibility year round. Enjoy the beautiful gourmet kitchen with a butler pantry for hosting. What truly sets this home apart is the thoughtfully designed upper level, featuring a private bedroom, full bath, and additional living space, an ideal setup for guests, extended family, or a secluded home office retreat. Located in a well-maintained, sought after community of Kindleton, you’ll enjoy a sense of neighborhood without sacrificing convenience. And just minutes from the beaches, shopping, and dining of Lewes and Rehoboth Beach, you get all the access without the traffic, noise, and congestion that come with it. This is coastal living, where space, privacy, and location come together seamlessly.

35030 Kindleton Ln, Lewes

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (302) 539-9040

$895,000

4 Beds ⋅ 4 Baths

Unique opportunity for a private cul-de-sac home in the popular Tidewater landing (TWL) community. Lot #205 is a 15,506 sf. ft. lot (.3586), one of the largest in TWL. This Mayberry model home has been expanded and customized and boasts upgrades throughout. Featuring a three-car side entrance garage, the extended garage, the extended driveway and parking pad can accommodate an additional 5-6 cars. The house itself has hardwood floors throughout the open concept living area. The formal dining room can easily be converted into an office or bedroom. The Professional kitchen features granite countertops, an oversized island and a custom pantry. The great room offers a linear fireplace for cozy winter nights. The master bedroom suite enjoys an extended bay window facing private woods, custom his and her closets, separate sinks, an oversized shower and a soaking tub. Hard to believe you are just a short drive to the Lewes beaches, the ferry, and Cape Henlopen State Park, in this peaceful and secluded home. This home offers two more bedrooms, another full bath and a powder room on the first floor, as well as a custom laundry room with oversized washer/dryer. Upstairs enjoy a grand bedroom/bathroom suite with a huge walk-in closet and an unfinished storage area. The kitchen dining area has been expanded to provide a quiet sitting area to enjoy the seclusion of the wooded backyard. A screened porch opens onto the paver deck which offers a gas stub for grill and a conduit for electric power. This gem is a short walk to the clubhouse/gym/patio gathering space, pool and mailboxes. Other TWL amenities include robust social activities, dock/kayak launch on Love Creek, a kayak rack, well maintained walking trails , tennis/pickle ball courts and a children's playground

34454 Florence Ct, Lewes

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

$689,990

4 Beds ⋅ 4 Baths

With unparalleled amenities and proximity to Lewes Beach and downtown Lewes, every day feels like vacation at this East of Route 1 new construction community. Welcome to the Seaview II, a beautifully designed home that blends an open-concept layout with modern Loft-inspired elements. Scheduled for settlement in June 2026, this home offers 4 bedrooms, 3.5 baths, and a 2-car garage, delivering style, comfort, and functionality. The main living area is enhanced by thoughtfully designed feature walls and a striking loft chandelier, adding a contemporary touch throughout the home. Pendant lights over the kitchen island create a warm and inviting focal point, while an electric car charger adds modern convenience. The kitchen is designed for both everyday living and entertaining, featuring double ovens and a Café stainless steel French door counter-depth refrigerator. Arctic White polished quartz countertops complete the space with a sleek and sophisticated finish. Hard surface flooring flows throughout the main living areas, with carpet in the secondary bedrooms for added comfort. The baths feature quartz countertops at the vanities and a tiled shower, providing a clean and modern aesthetic. 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.

22407 Langford Ln, Lewes

Listing courtesy of Delaware Homes Inc. Contact: 3023789510

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

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