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

NOW INCLUDING FINISHED BASEMENTS! NEW CONSTRUCTION AVAILABLE IN THE CHASE OAKS COMMUNITY! THE PALMETTO! Paradise awaits in this beautiful, quiet, tree lined community! This charming home boasts a thoughtfully designed first floor, featuring a sunroom that invites abundant natural light, creating a warm and inviting space for relaxation. Adjacent to it, the cozy café is perfect for casual meals and morning coffee. The spacious gathering room serves as the heart of the home, ideal for entertaining. The first-floor primary suite is a luxurious retreat, complete with a comfortable sitting room, an expansive walk-in closet, and a private bathroom. Additionally, the first floor offers a welcoming guest bedroom with a full bathroom, a versatile flex room that can adapt to your needs, a laundry room, and a 2-car garage. Optional features include a screened porch for enjoying the outdoors, a gourmet kitchen for culinary enthusiasts, and an optional 3rd car garage for added convenience. Upstairs, the second floor provides a guest retreat with a bedroom, a full bathroom, and a bonus room. One of the Palmetto's standout features at Chase Oaks is the included finished basement, providing exceptional additional living space from the start. This lower level includes a spacious recreation room, offering endless possibilities for entertaining, relaxing, creating a home office, fitness area, or media room. It also features an additional bedroom and full bathroom.*Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

TBB Pitch Pine Ct Unit #PALMETTO, Lewes

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391

$639,990

4 Beds ⋅ 4 Baths

NOW INCLUDING FINISHED BASEMENTS! NEW CONSTRUCTION AVAILABLE IN THE CHASE OAKS COMMUNITY! THE DUNE! Paradise awaits in this beautiful, quiet, tree lined community! The Dune features an open concept kitchen, breakfast area and family room. Primary suite tucked away off the family room. Two secondary bedrooms with shared hall bath and Loft on 2nd level. Add a screen porch. Two-car garage included. Add a recreation garage or full third bay for more space. One of the Dune's standout features at Chase Oaks is the included finished basement, providing exceptional additional living space from the start. This lower level includes a spacious recreation room, offering endless possibilities for entertaining, relaxing, creating a home office, fitness area, or media room. It also features an additional bedroom and full bathroom. *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

TBB Chase Oaks Dr Unit #DUNE, Lewes

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391

$1,300,000

2 Beds ⋅ 1 Baths

Nestled just a short walk from town, this cozy 2-bedroom, 1-bathroom home built above four oversized garage bays with storage for bikes, kayaks, beach chairs, boogie boards and more is the perfect spot to live in or rent out while you plan your dream home! Additionally the garage storage features built in cabinets and double mud sinks. The property sits on a large .27 acre lot on a dead end street with no through traffic with scenic canal views, offering both tranquility and potential. Off street parking for multiple cars or your favorite boat or jet ski is an added bonus. Whether you’re looking to expand the existing structure or start fresh with a new build, the possibilities are endless. The spacious lot gives you room to grow, with easy access to local amenities and a serene environment to call home. Lewes, Delaware the first Town in the First State is known for it's welcoming community feel and relaxed style of living. This Harborview Road location allows for a short stroll into town to visit the Zwaanendael Museum, the Lewes Library or the Canal Front Park. You won't want to miss the great concerts in the park during the summer season. Boat enthusiasts will find the Lewes public boat ramp and docks 9/10th of a mile down Pilottown Road. Nature lovers can enjoy the scenic Cape Henlopen State Park and its walking and biking trails just over two miles away. Lewes offers quaint local shopping and unique dining experiences. The beach is the main attraction for many as there is something so calming about the water and sand on your toes. Whether you prefer the Delaware Bay or the Atlantic Ocean, both are available to enjoy just 1.5 miles to 3 miles east respectively. Setting sail on the Cape May Lewes Ferry for a day trip is also convenient as it departs 2.2 miles from this home. Lewes is enjoyed for all these reasons by year round residents, second home owners, vacation travelers and is well known as one of the best retirement destinations. Don't wait, make your plans to call Lewes home today!

1/2 Harborview Road, Lewes

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000

$570,000

5 Beds ⋅ 4 Baths

Welcome to Headwater Cove in Lewes, where coastal convenience meets a relaxed, amenity-rich lifestyle. This two-story home offers a thoughtfully designed floor plan with LVP flooring flowing throughout the main living areas and complemented by deep crown molding. Just off the foyer, a private home office framed by French doors provides a quiet and functional workspace. The heart of the home is the gourmet kitchen, featuring a five-burner gas cooktop, wall oven, built-in microwave, stainless steel appliances, and soft-close cabinetry. A breakfast bar offers additional seating, while a double sink and pantry add everyday practicality. The kitchen seamlessly opens to the dining area and living room, where sliding glass doors lead to the backyard with a pond view, creating an easy indoor-outdoor connection. The main-level primary suite offers convenience and comfort, complete with a double vanity, walk-in shower, private water closet, and a spacious walk-in closet. Upstairs, a generous loft provides flexible living space, ideal for a media room, play area, or second lounge, along with four additional bedrooms and two full hall baths to accommodate family and guests. Residents of Headwater Cove enjoy access to resort-style amenities, including a beautifully appointed clubhouse with recreation areas, bar, fitness center, and game room, as well as an outdoor pool, pickleball courts, and a cozy community fire pit. Lawn care is included, offering a low-maintenance lifestyle just minutes from the beaches and the tax-free shopping, dining, and entertainment along Route 1, Long Neck, and Millsboro. This home presents a great opportunity for buyers ready to add their personal touch. Seller has recently painted, cleaned carpets and pressure washed and cleaned outside the home.

34185 Skyflower Loop, Lewes

Listing courtesy of Northrop Realty. Contact: (302) 703-1144

$1,499,000

Savannah Road Multi Building Commercial Property. Positioned along Savannah Road, a highly visible commercial corridor east of Route 1 where new commercial supply is limited, 1521 Savannah Road presents a compelling opportunity to acquire a multi building commercial property on nearly one acre of land. The property consists of three separate structures currently configured for a mix of retail, office, service, and residential use. The main building includes two established commercial suites on the ground level and a second floor residential unit currently operated as a short term rental. Two additional freestanding buildings provide further commercial flexibility and tenant diversification. The site supports a variety of office, showroom, medical, and retail oriented uses. Existing illuminated signage and prominent frontage along Savannah Road contribute to long term visibility and branding potential. This offering provides in place income with additional upside through lease optimization, unit reconfiguration, or future redevelopment strategies. Properties offering this combination of land size, configuration, and location east of Route 1 are infrequently available. Financial information available upon execution of a confidentiality agreement.

1521 Savannah Rd, Lewes

Listing courtesy of Linda Vista Real Estate. Contact: 3023131600

$549,990

3 Beds ⋅ 3 Baths

Built by award-winning local builder, Capstone Homes, this Juliet spec home on lot 130 in BeachTree Preserve is READY NOW and comes with a quick delivery incentive*, plus the builder will split the transfer tax*! The Juliet is Capstone's most flexible floorplan beginning with the convenience of first floor living including the primary suite with two additional bedrooms, study, oversized laundry room and kitchen with eating area. Capstone Homes goes a step above the competition by offering standard what some call upgrades. In addition, this particular home has been enhanced even more with a morning room, gourmet kitchen with tiled backsplash, vaulted ceiling, screened porch, gas fireplace, luxurious primary bathroom with tiled shower and frameless glass shower door, quartz countertops, an upgraded lighting package, upgraded doors and more! As the most affordable premier coastal community, BeachTree offers residents the convenience of low-maintenance living in the perfect location, just minutes from Lewes and Rehoboth. This community only has one lot left, so this is your chance! Founded in 2006, this family-owned and operated local builder is committed to building quality homes throughout Sussex County. Call today to request a full list of Capstone’s standard features, upgrades and floor plan, or visit our sales office at Westridge Shores - just 3 miles away. Capstone Homes - Guiding you home, every step of the way. *Incentive is included in the list price. Incentives and pricing may change at any time. 2% transfer tax and impact fees paid when using a preferred lender. Photos are of a similar completed home with different selections.

22654 Terri Lane - Lot#130 - Completed, Lewes

Listing courtesy of Cape Realty. Contact: (302) 313-1236

$1,699,000

4 Beds ⋅ 4 Baths

BETTER THAN NEW! Completed in 2025 and barely lived in, this SCHELL Brothers–built Kingfisher is move-in ready and waiting for its next owner. Located in the premier community of Olde Town, you’ll be just over a mile from Lewes Beach and moments from the restaurants, shops, and charm of downtown Lewes. With direct access to the bike trail, you’re a short ride to the Delaware Bay or the Atlantic Ocean at Cape Henlopen State Park. Inside, the sought-after Kingfisher floor plan delivers the open-concept living today’s buyers crave. The kitchen, family room, and dining room blend seamlessly to create a warm, inviting space perfect for everyday living and effortless entertaining. A screened-in porch and rear deck extend the living area outdoors for relaxing or hosting guests. The first-floor primary suite feels like a private retreat, featuring a soaking tub, upgraded shower, and two walk-in closets. An additional first-floor office provides flexibility and could easily serve as a fifth bedroom. Upstairs, a central loft connects three spacious, private bedrooms, accompanied by two full bathrooms—ideal for family or visitors. Known for quality craftsmanship and premium finishes, Schell Brothers delivers again with this exceptional design and build. If you’re seeking a high-end home in an upper-tier community near the best of the Delaware shore, this property deserves your attention. Easy to tour and impossible to forget—schedule your visit today. Don't wait, the beach is calling!

15 Filly Ln, Lewes

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

$703,164

4 Beds ⋅ 4 Baths

**0.5% OF LOAN AMOUNT IN A LENDER CREDIT WITH PREFERRED LENDER, FIRST HOME MORTGAGE** PROPOSED CONSTRUCTION. Welcome to our Georgetown model, where endless possibilities await you! This remarkable home features a first-floor owner's suite with spacious closets, providing the perfect retreat. The open floor plan seamlessly connects the two-story family room to the kitchen, creating a welcoming space for gatherings and entertaining. Working from home is made easy by the convenient first-floor office, which allows you to balance productivity and comfort. The second floor offers a range of options, including the standard three bedrooms or the option to transform one into a loft, providing flexible living space or a home office. But that's not all! You can take advantage of the space over the family room and turn it into a game room, offering endless entertainment opportunities. Alternatively, you have the option to add an additional guest suite over the garage, ensuring privacy and comfort for your guests. The Georgetown model truly allows you to create a home that reflects your unique style and needs. Don't miss out on this extraordinary opportunity. Contact us today to explore the Georgetown model and discover the endless possibilities it offers for your dream home. For additional information on our models and different communities, visit our Model Home located at 22502 John J. Williams Hwy, Lewes. Open Thursday - Saturday 12-3. Several models to choose from for this lot.

00001 Waterview Rd, Lewes

Listing courtesy of Century 21 Emerald. Contact: 3026442121

$649,900

3 Beds ⋅ 3 Baths

Beautifully maintained and thoughtfully designed, this 3-bedroom, 3-bath home in Bay Crossing offers a spacious open floor plan ideal for comfortable living and entertaining. Features include hardwood floors, a flex room/office, and a Great Room with fireplace. There is a Generac Generator in case the lights go out. The custom eat-in kitchen boasts Corian countertops, ample cabinetry, stainless steel appliances, and a natural gas stove. The main level includes a large owner’s suite with ensuite bath and walk-in closet featuring custom built in shelving, plus a second bedroom for convenient one-floor living. Upstairs offers a loft with an additional bedroom with an ensuite and sitting area, perfect for guests. The unfinished walk-out lower level basement provides a workshop area and abundant storage. Attached main-level 2-car garage offers easy access. Premium lot backing to open space and pond for privacy and views. Bay Crossing 55+ community features pool, clubhouse, fitness center, tennis, trails, bocce ball, and social activities. Lawn care, trash, and common maintenance included for easy living near beaches, dining, and shopping. A new roof was installed around 5 years ago.

34944 Compass Cv, Lewes

Listing courtesy of Samson Properties of DE, LLC. Contact: 3024023046

$699,990

3 Beds ⋅ 3 Baths

Built by award-winning local builder, Capstone Homes, this Juliet spec home on lot 17 in The Cove on Herring Creek is ready NOW with a quick delivery incentive*, plus the builder will split the transfer tax*! The Juliet is Capstone's most flexible floorplan beginning with the convenience of first floor living including the primary suite with two additional bedrooms, study, large laundry room and kitchen with dining area. Capstone Homes goes a step above the competition by offering standard what some call upgrades. In addition, this particular home has enhanced even more with, a morning room, gourmet kitchen, vaulted ceiling, screened porch, gas fireplace, luxurious primary bathroom with tiled shower and frameless glass shower door, quartz countertops, an upgraded lighting package, 3 car garage, custom trim, sod and irrigation and more! This is one of the last buildable lots in The Cove on Herring Creek. Tucked off Herring Creek, and just minutes from beach towns, this community offers quiet privacy with a gazebo, scenic pond and outdoor pool. Founded in 2006, this family-owned and operated local builder is committed to building quality homes throughout Sussex County. Call today to request a full list of Capstone’s standard features, upgrades and floor plan, or make an appointment to visit this slice of paradise. Capstone Homes - Guiding you home, every step of the way. *Incentive is included in the list price. Incentives and pricing may change at any time. 2% transfer tax paid when using a preferred lender.

33997 North Heron Drive - Lot #17, Lewes

Listing courtesy of Cape Realty. Contact: (302) 313-1236

$865,000

5 Beds ⋅ 4 Baths

Here's an opportunity to purchase into a million dollar neighborhood without spending a million dollars upfront . All this property needs is someone with a vision and the willingness to do some updating. This 5 bedroom 3.5 bath house with a pool sits on over 1.4 acres in the desirable neighborhood of the Estates at Bridle Ridge. Designed around an open floor plan, the house features primary bedrooms on both the first and second floors. Both primaries have ensuite bathrooms with double vanities, whirlpool tubs and separate walk-in showers. The second floor primary also has an extra large walk-in closet. There are three additional bedrooms that share a hall bath on this floor as well as a laundry room. Lastly, there is a staircase access to a fully floored attic that could easily be converted into more living space and still maintain adequate room for storage. The layout on the first floor with a kitchen teeming with cabinets and counterspace, provides a number of possibilities for entertaining and dining, Moving to the rear of the house you will find a newly renovated screened porch that overlooks the expansive backyard. A maintenance free deck with a built-in hot tub was also added recently and provides a relaxing spot to enjoy morning coffee or grilling in the evening. All of this is only minutes away from downtown Lewes and the beaches. The property is being sold "as is" and is priced accordingly. 5439-BL

27 Bridle Ridge Cir, Lewes

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

$739,900

4 Beds ⋅ 4 Baths

Welcome to 26077 Kielbasa Court in Hailey’s Glen (Lewes, DE)—a 2023 4-bedroom / 3.5-bath home with two primary suites, owned solar, and a private 500+ sq. ft. patio (no home directly behind). Offered at $739,900, this 3,111 sq. ft. residence is move-in ready and built for everyday comfort, entertaining, and long-term livability. Step inside to a bright, open layout featuring a gourmet kitchen with an oversized island, granite countertops, hickory hardwood floors, and a pantry for generous storage. The kitchen flows into the main living areas and includes a family room off the kitchen—perfect for daily life and gatherings. You’ll also find a flexible entry-level room with multiple uses—ideal for guests, work-from-home, or multi-generational living. (Note: this room does not have a closet—so it’s great for an office or “I swear I’ll organize this later” space.) A standout is the layout with two primary suites, plus additional bedrooms and flex space. Enjoy spa-inspired primary bath features, including a soaking tub and a rain-shower style shower, along with luxury touches such as recessed lighting and upgraded countertops. The overall feel is polished, coastal, and move-in ready. Outside, relax on your 500+ sq. ft. patio overlooking a private, tree-lined yard with added privacy benefits—no house directly behind. Modern systems support comfort and efficiency, including owned solar panels, a tankless water heater, a gas fireplace, and a dedicated well for lawn sprinklers. Community amenities include a fireplace, community gathering spot, cornhole, ponds, and community maintenance. And here’s the part worth smiling about: the HOA is only $142.96/month ($428.87 quarterly)—which means you can enjoy the amenities without paying the “you’ll totally use them all” tax. Basically, it’s the fun stuff nearby… not a lifestyle you have to commit to. Additional advantages include: Year built: 2023 Lot size: 0.20-acre Garage: extended/oversized Community: low-crowd feel with a pavilion, outdoor recreation areas, ponds, and sidewalks Schedule your showing today and see the layout, privacy, and upgrades in person. Agent-owned property.

26077 Kielbasa Ct, Lewes

Listing courtesy of Veterans First Realty. Contact: (410) 280-5029

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

Be the First to Know About New Lewes Homes

Lewes Real Estate Map Search

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

Coastal Homestead Group

Search

Resources

About