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

$899,999

Largest Corner lot in Olde Town. Adjacent to Breakwater and Junction Trail to beaches, Lewes, Rehoboth Beach, and Georgetown. Minutes from Cape Henlopen State Park. Walk to downtown Lewes and Lewes Beaches.

Filly Lane And Paddock Way Unit #LOT 21, Lewes

Listing courtesy of Sell Your Home Services. Contact: 8882193009

$1,206,865

3 Beds ⋅ 3 Baths

Imagine the possibilities with this to-be-built custom home by award-winning Bay to Beach Builders, known for their Amish craftsmanship and exceptional attention to detail. The Fenwick offers a thoughtfully designed elevated coastal floor plan with 3 bedrooms, 2.5 baths, and spacious outdoor living areas, perfectly suited for waterfront living. Designed to maximize views and functionality, this coastal-inspired home provides open-concept living spaces ideal for entertaining while offering comfortable accommodations for family and guests. Situated on a remarkable 1.05-acre waterfront homesite in Lewes, this property offers 154 feet of frontage on Herring Creek, private dock access, and direct access to navigable waters, creating an exceptional opportunity for boating, fishing, kayaking, and enjoying the coastal lifestyle. Located in the sought-after Cove on Herring Creek community, the lot offers beautiful water views while remaining just minutes from downtown Lewes, Cape Henlopen State Park, area marinas, shopping, dining, and Delaware's award-winning beaches. Choose the Fenwick as shown, or explore a variety of models and custom options to create the perfect home for this exceptional setting that fits your lifestyle and vision. Concept home pending final approvals. Community features a pool, beautiful ponds, & more! Start enjoying waterfront living today! Waterfront lot available with no builder tie-in or timeframe to build for $599,900!

LOT 14 Brant Cir, Lewes

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767

$599,900

3 Beds ⋅ 3 Baths

MOVE RIGHT IN, LOCATION, STYLE, COMFORT and CONVENIENCE! Embrace Lewes life from one of Gills Neck Road's newest and most sought-after neighborhoods with direct access to the Junction & Breakwater Trail. Bike to town for restaurants & boutique shopping or to the beaches in Lewes and Rehoboth. Spacious and serene, this coastal-inspired townhome delivers 3 bedrooms, a sleek kitchen with quartz counters & stainless steel appliances open to the living, dining, & sun rooms, engineered hardwood flooring throughout the first floor. On the second floor you will enjoy a spacious owner's suite with large walk-in closets and en-suite bath, 2 additional bedrooms, full bath, and laundry room. Community amenities include clubhouse, resort style pool with lazy river, kids splash pad, sunken wet bar, tennis courts, and fitness center. Perfect venue for your year-round beach life or second home! Call Today! HOA Services: Complete Lawn and Landscaping (weeding, plant trimming, mulching, etc.), Snow Removal of the streets, Trash, Exterior Home Care (power washing, painting, painting, roofing replacement/repairs, gutter cleaning),

31240 Temple Rd, Lewes

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

$1,895,000

4 Beds ⋅ 4 Baths

Here's an opportunity to own what could be one of the larger parcels east of Route 1 in Lewes. While currently offered as two properties, one a 4 bedroom 3 bath house centered on three building lots totaling over 16,000 square feet and the other a 14,000 square foot building lot directly behind the house The owners are currently working with the city to resolve ownership of an unused alley that divides the two parcels. If resolved, this will yield a single parcel of nearly .70 acres with endless possibilities for further expansion of the house and outdoor living space, The brick home has a traditional floor plan, where a central staircase divides the living space at the front of the house with a large eat-in kitchen at the rear. Hardwood and LVP flooring run throughout the first and second floors. The first floor has a large primary bedroom with private bath, a guest bedroom, a full bath in the hall and a paneled den with built-in cabinetry and shelving. Upstairs you will find two generously sized bedrooms, each which built-in cabinets and drawers, The bedrooms share a sizable bathroom which is across the hall from an ample storage closet. Additionally, there is a full unfinished basement with a sewing room, work bench and outside access. Located less than a mile from downtown, the listing is a rare chance to own a sizable piece of land with so much potential within the city limits of Lewes.

43 Devries Cir, Lewes

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

$783,999

4 Beds ⋅ 3 Baths

MOTIVATED Sellers!!! Current New Construction for Sq. Footage $100's of thousands more! Premium Lot elevation!!! Welcome to Saddle Ridge — Where Coastal Luxury Meets Everyday Living!! An exceptional offering in Saddle Ridge, one of Lewes' premier communities — this 5,000+ square-foot home delivers the scale, privacy, and finishes today's most discerning buyers are searching for. Set as the last home on the road, the property occupies a premium, private setting with no-through-traffic, bordered by a serene, beautifully landscaped backyard. The rear decking makes for a wonderfully comfy, cozy setting — perfect for enjoying your morning coffee while listening to birds chirping and taking in the local wildlife, and just as inviting for a glass of wine in the evening. It's a serene atmosphere for gathering and entertaining, with an easy flow that makes summer get-togethers and gatherings a true pleasure. The irrigation system ran off an independent well, keeps the grass lush and the landscaping just lovely! **Main Level** A single-story, open-concept floor plan offers a seamless, natural flow throughout, radiating a sense of elegance and sophistication from the moment you step inside. Soaring ceilings and an abundance of windows fill the main living space with natural light, creating a bright, airy atmosphere throughout the day. At the heart of the great room, a cozy gas fireplace is flanked by custom built-ins on either side, offering a warm and inviting focal point — the perfect relaxing area to unwind at the end of the day or gather with loved ones on a cool evening. The gourmet kitchen is truly the heart of the home, outfitted with stainless steel appliances, granite countertops, and forty-two-inch cabinetry, finished with recessed lighting throughout. A beautiful dining area off the kitchen offers a bright, welcoming space for casual meals, while flowing effortlessly into the surrounding living areas — perfect for everyday living and effortless entertaining alike. The primary suite is a private retreat unto itself, complete with a bump-out sitting area and a spa-inspired master bathroom featuring marble-look ceramic tile and dual vanities. Two additional bedrooms on the main level are beautifully appointed, offering comfortable, well-finished space for family or guests. **Lower Level — An Entertainer's Paradise** A carpeted stairway leads you down into a lower level that is truly the heart of family life in this home — a gathering spot built for making memories. The fully finished basement is something that must be seen in person to be fully appreciated, and it delivers on every level. The turnkey home theater brings back that true theater-night spunk, offering a ready-made canvas to decorate and personalize into something really special — movie marathons, big-game watch parties, or a cozy night in all feel like an occasion here. Just steps away, the custom-designed tiki bar creates a vibrant, island-inspired atmosphere complete with built-in shelving and bar seating, offering the perfect retreat for family gatherings or a permanent vacation-at-home feel. Rounding out this exceptional space is a fourth bedroom that doubles beautifully as a private guest suite, a spacious family room made for gathering, and flexible bonus space ideal for a home gym. Whether it's a quiet family night in or a full house of guests, this level offers an easy, effortless flow for entertaining at any scale. **Community** Set in the resort-style community of Saddle Ridge, residents enjoy an exquisite clubhouse, a sparkling community pool, a tot lot for young families, tranquil pond views, a community fire pit, and beautifully landscaped grounds throughout. All just minutes from downtown Lewes' shops and restaurants and the beaches of Cape Henlopen, with easy access to Route 1. This is coastal Delaware living at its finest — space, privacy, and resort-style amenities in one exceptional address!!

22403 Ocala Way, Lewes

Listing courtesy of Iron Valley Real Estate at The Beach. Contact: (302) 541-8787

$599,990

3 Beds ⋅ 2 Baths

Welcome to the Asheville, a beautifully designed home that blends an open-concept layout with timeless Classic-inspired elements. Scheduled for settlement in October, this home offers 3 bedrooms, 2 baths, and a 2-car garage, delivering both comfort and elevated style. The main living area features a stunning fireplace with paneling, creating a warm and sophisticated focal point. A spacious loft provides flexible living space perfect for relaxing, entertaining, or hosting guests. The screened deck extends your living area outdoors, while the front porch with stone adds charming curb appeal. The kitchen is centered around a large island and finished with quartz countertops, offering both beauty and functionality for everyday living. LVP flooring flows throughout the first floor, with tile in the laundry room and bathrooms, and carpet in the second-floor guest bedroom and loft area for added comfort. The baths include a Plus shower, completing the home with a clean, modern touch. 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.

34553 Scenic Harbor Way, Lewes

Listing courtesy of Delaware Homes Inc. Contact: 3023789510

$595,000

3 Beds ⋅ 3 Baths

Discover the charm of this beautifully crafted Craftsman-style home nestled in the desirable Villages at Red Mill Pond. Built in 2014, this inviting residence offers a perfect blend of modern comfort and timeless elegance. With three spacious bedrooms and three full bathrooms, there's ample room for relaxation and entertaining. Step inside to find a warm and welcoming atmosphere, highlighted by a cozy fireplace that serves as the heart of the living space. The well-appointed kitchen is ready for your culinary adventures, while the adjacent dining area invites memorable meals and celebrations. Outside, enjoy the community amenities, including a refreshing pool perfect for those sunny days. The beautifully landscaped surroundings create a serene environment for leisurely strolls or quiet moments on your porch. Parking is a breeze with an oversized attached garage and additional driveway space for guests. This home is not just a place to live; it's a sanctuary where comfort meets convenience. Experience the joy of living in a vibrant community while enjoying the privacy and tranquility of your own space. Don't miss the opportunity to make this delightful home your own!

16512 Greenspring Ave, Lewes

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$659,000

4 Beds ⋅ 3 Baths

Welcome to 24323 Caldwell Circle #109 in Lewes, DE, located in the highly sought-after Middle Creek Preserve community. Just minutes from Route 1, this home offers convenient access to the best of coastal Delaware living, including the beaches, dining, and shopping in Lewes, Rehoboth Beach, Bethany Beach, and the surrounding resort areas. This Savanah model by NVHomes features thoughtfully designed main-level living with an open, comfortable layout. The main level includes a spacious great room that connects effortlessly to the dining area and gourmet kitchen, centered around a large island that’s ideal for both everyday living and entertaining. Just off the main living space, a screened-in porch extends the living area outdoors, along with an additional patio space that’s perfect for relaxing or hosting guests. The primary suite is tucked just off the main living space and includes a well-appointed bath with dual vanities and two generous walk-in closets. Two additional bedrooms and a full bath are located near the entry, offering privacy and flexibility for guests or office use. A finished basement expands the living space even further, perfect for recreation, hobbies, or additional entertaining areas. Residents of Middle Creek Preserve enjoy a clubhouse, fitness center, outdoor pool, fire pit, and pickleball and bocce courts—all included in a vibrant, amenity-rich setting just a short drive to Delaware’s coastal destinations.

24323 Caldwell Cir Unit #109, Lewes

Listing courtesy of Redfin Corp. Contact: 3016586186

$925,000

3 Beds ⋅ 2 Baths

CUSTOM CRAFTMANSHIP MEETS A WALKABLE LEWES LIFESTYLE! Experience the best of Lewes from this beautifully crafted custom home in the Reserve at Pilottown, where downtown shops, restaurants, parks, and the charm of historic Lewes are just a walk or bike ride away. Built by Garrison Homes, this coastal-inspired residence combines quality craftsmanship, thoughtful design, and the ease of primarily single-level living in one of Lewes’ most desirable locations. A welcoming covered front porch sets the tone, while inside, hardwood and tile flooring, detailed finishes, abundant natural light, and an open, comfortable floor plan create a home that feels both refined and inviting. The spacious kitchen is designed for gathering, with generous cabinetry and counter space, a large center island with seating, pendant lighting, and pantry storage, all flowing seamlessly into the main living areas. The living room is highlighted by a vaulted ceiling and gas fireplace, while the adjoining dining area opens directly to the screened porch, creating an effortless connection between indoor and outdoor living. Enjoy quiet mornings with coffee, summer dinners, or relaxing evenings after a day at the beach in this private outdoor retreat. The spacious primary suite features a walk-in closet and ensuite bath with tile flooring, a step-in shower with built-in bench, an extended vanity and dressing area, and abundant natural light. Two additional bedrooms offer comfortable space for family, guests, or a home office. An unfinished area above the garage provides valuable additional storage and future possibilities. With low HOA fees and an exceptional location close to downtown Lewes, Lewes Beach, Cape Henlopen State Park, boating, dining, shopping, and the area’s scenic bike trails, 322 Captains Circle offers something increasingly hard to find: a thoughtfully built custom home paired with the relaxed, walkable coastal lifestyle that makes Lewes such a special place to call home.

322 Captains Cir, Lewes

Listing courtesy of Compass. Contact: 3022734998

$899,000

5 Beds ⋅ 3 Baths

What? $899,000? Yessssss!!!! Nearly $200,000 in thoughtful, high-end custom upgrades invested since purchase. Better than new! This exquisite "Charleston" model, originally crafted by Foxlane Homes in 2023, has been elevated to an absolute masterpiece. Situated on a premium 0.45-acre lot in the custom Villages at Herring Creek neighborhood, this stunning 5-bedroom, 3-bathroom, with approximately 2,950 finished sq. ft. home offers a rare blend of contemporary coastal luxury and move-in-ready perfection! Exquisite Interior Enhancements: Step inside to find an inviting, open floor plan boasting soaring ceilings, luxury vinyl plank flooring throughout (no carpet), and a gourmet kitchen built for entertaining. The sellers spared no expense in perfecting the interior, notice nearly $19,000 in beautiful custom window shutters throughout the home, the replacement of all light fixtures, electrical covers, hardware throughout, gorgeous closet built-ins, custom redesigned laundry room, and coated 3 car garage flooring. The primary suite serves as a true retreat, featuring and as mentioned the heavily upgraded custom closets, complete with stylish barn doors, alongside tasteful primary bath updates and designer light fixtures. Every detail has been meticulously considered, from the upgraded Kwikset Milan door hardware to the completely remodeled laundry room ($9,495 investment) and a custom-built storage room to maximize organization. Even the oversized 3-car attached garage has been upgraded with a professionally finished floor by Pinnacle Concrete. An Outdoor Living Showstopper: Step out back into your private, fully fenced sanctuary. Enclosed by a premium black aluminum fence by Backyard Works, the outdoor living space is an entertainer’s dream. Over $104,000 was invested into bespoke hardscaping and landscaping by Bryan & Sons. Enjoy summer evenings on the expansive Belgard Mega Arbel paver patio and outdoor Kitchenette with XO appliances, surrounded by custom curved retaining walls, hardwired lighting in-ground, beautiful river rock beds, flowering perennials, and lighted mature Dura Heat River Birch trees. Maintaining this lush, vibrant yard is completely cost-effective thanks to the installation of a dedicated agricultural irrigation water well by AquaTech. Plus, enjoy ultimate peace of mind no matter the weather with a newly installed (2026) $11,000 whole-home generator. Resort-Style Community Located in Lewes, the Villages at Herring Creek offers an unparalleled lifestyle with lovely amenities. For a low quarterly HOA fee of just $456, residents enjoy access to a clubhouse, fitness center, community pool, and tennis/pickleball courts. Why wait for new construction when all the hard work and premium customization has already been done for you? Schedule your private tour today and experience the exceptional details of this pristine home! (room measurements are estimated)

34444 Skyler Dr, Lewes

Listing courtesy of EXP Realty, LLC. Contact: 8885434829

$1,750,000

4 Beds ⋅ 4 Baths

THE LEWES BEACH LIFE is yours from this picture perfect 4-bedroom, 3.5-bath retreat, perfectly positioned just steps from the tranquil waters of the Delaware Bay. This home perfectly balances modern comfort with seaside charm, making it an ideal choice for a year-round residence, a vacation getaway, or a high-performing rental investment. The heart of the home is a spacious kitchen open to the family room, where you can step outside to your private pool and multiple decks, setting the stage for effortless indoor/outdoor entertaining. The first floor also features a welcoming living room, a bright sunroom, 2 bedrooms, and 2 full baths. Upstairs you will find 2 additional bedrooms, each with a private balcony. Surrounded by a private fenced yard with beautiful wetland and canal views, and just steps from the sand, world-class dining, and the historic charm of downtown Lewes,

1902 Cedar St, Lewes

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

$585,000

4 Beds ⋅ 3 Baths

SELLER INCENTIVE! $7,500 Buyer Concession with an accepted offer by October 30, 2026. Don’t miss this limited-time opportunity! Built in 2023 with a finished basement, 4 bedrooms, 3 full bathrooms, and more than $110,000 in builder-selected and owner-added upgrades and improvements, this move-in-ready Aviano offers the space, finishes, and outdoor living features buyers want without the added projects after closing. Inside, the home features an open, light-filled layout with an extended kitchen island, gas fireplace, pendant and LED lighting, gas appliances, LVP flooring throughout the main living areas and all four bedrooms, and a finished lower level with a private bedroom and full bath—ideal for guests, a home office, recreation, or multi-generational living. Outside, the original deck has been screened in, creating a comfortable outdoor living space, while the fully fenced backyard features an expansive paver patio, fire-pit area, landscaping, and additional storage beneath the deck. Other improvements include front-yard hardscaping and landscaping, a utility sink, custom trash enclosure, and 240V EV outlet in the garage. Located in sought-after Compass Point, residents enjoy a vibrant community with amenities designed for both relaxation and recreation, including the clubhouse, outdoor pool, fitness center, walking and biking paths, pickleball courts, dog park, and gathering spaces. The community is also conveniently located near Lewes, Rehoboth Beach, shopping, dining, and Route 1. Come see a home that has already been thoughtfully finished inside and out—and picture yourself enjoying everything Compass Point has to offer.

28030 Staysail Way, Lewes

Listing courtesy of Compass. Contact: 3022734998

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

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