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

LEWES LIFESTYLE - Experience the quintessential Lewes lifestyle from the heart of the Historic District at the renowned “Metcalf House,” a circa 18th-century residence rich in architectural character and local history. Originally evolving over time from three separate homes into one distinctive property, this unique residence offers an exceptional opportunity for restoration, preservation, and personalization. Featuring 3 bedrooms, 2 bathrooms, hardwood flooring throughout, exposed beams, two wood-burning fireplaces, a private brick patio, and fenced yard, the home showcases timeless historic charm with endless potential. Eligible historical property restoration tax credits may be available for qualifying renovations, creating added value for preservation enthusiasts, investors, or buyers seeking a one-of-a-kind historic coastal home. Ideally located just steps from Second Street’s restaurants, boutiques, and galleries, as well as Canalfront Park, with easy bike access to the beach and Delaware Bay, this is a rare opportunity to own an iconic piece of Lewes history.

202 W 3rd St, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$849,900

4 Beds ⋅ 5 Baths

Price Reduced! Welcome to 11634 Cannon Road in Governor's. This West Facing 4 bedroom plus loft, 4.5 bath end unit is one of only a few townhouses with the fully maxed-out floor-plan in the community. The current owners customized this home to encompass the largest footprint allowable (3225 SF). Features include a true cook's kitchen inspired by the kitchen from the movie "Something's Gotta Give", a large open loft, a sunroom with floor-to-ceiling windows off the great room, "Dual" first & second floor primary suites, 2 additional bedrooms each with their own bathroom, custom lighting with dimmers throughout, surround sound speakers, gas fireplace, vaulted ceilings, hard-wood floors on main level, a large brick terrace off sun room (gas line preinstalled for grill/fire-pit), state-of-the-art security system with 4 perimeter cameras, a one-car garage customized with wall-mounted bike racks, custom lighting & paint and a professionally installed hermetic floor coating (Del Concrete Coatings). This home sits at the edge of governors affording unobstructed lawn and pond views, incredible western sunsets and is nestled at the end of a non-through street facing a large open space affording quiet, tranquility and privacy. Governor's is situated in an ideal location with direct access to the Junction & Breakwater Trail, close proximity to downtown Lewes, Cape Henlopen State Park & the beach. (Listing Agent Related to Seller; All furniture conveys, minus select family art pieces) Governor's community features -Resort style pool with lazy river -Tennis/pickle ball court -Club house with fitness center & yoga/stretching room -Party room -Professional onsite management -Professional landscaping of all grounds

11634 Cannon Rd, Lewes

Listing courtesy of TTR Sotheby's International Realty. Contact:

$1,999,999

5 Beds ⋅ 4 Baths

Properties like 29 Bridle Ridge Circle don’t come along often! This extraordinary 5,642-square-foot home features 5 bedrooms, 4 full bathrooms, a thoughtfully designed floor plan, and curb appeal straight from a magazine. Custom millwork graces every room in this home, including on the ceilings! The fully redesigned kitchen is the heart of the home, updated just a few years ago with the finishes and function you’ll fall in love with. Featuring updated millwork, white cabinets, custom tile backsplash, a large center island with storage and seating, and stainless steel appliances, this kitchen was designed for cooking and entertaining. A separate bar with storage and a wine fridge gives you even more space. Just off the kitchen, you’ll find a well-equipped laundry room with beautiful glass doors, tile backsplash, and loads of counter and cabinet space. Next to the laundry room is a spacious pantry with double doors. The kitchen opens into a large living space with an eye-catching fireplace surrounded by wooden accents and built-in storage. A wall of windows makes the space feel open, bright, and sunny. Just off the kitchen is a large sunroom with beautiful windows overlooking the backyard. A spacious sun porch with brick flooring and custom removable windows provides the perfect place to relax or entertain. The sun porch opens to your very own backyard oasis with an in-ground Anthony Sylvan concrete pool and a cabana pool house with a full bathroom. You’ll feel like you’re on vacation every day! Back inside the home, you’ll find a luxurious primary suite that feels like a relaxing escape, complete with a geothermal unit for comfort and a spa-worthy bathroom with heated marble floors, a stand-alone tub, and a walk-in tiled shower with multiple shower heads and a tile bench. Redesigned just three years ago, every morning here feels like a retreat! Three-zone geothermal units allow everyone to relax at their own comfort level. On the second floor, you’ll find 3 more beautifully-appointed bedrooms, complete with custom millwork and large windows, and 2 updated bathrooms. A bonus room, attic, and loft overlooking the living space complete this luxurious second floor. The fully finished lower level is a basement truly built for living! Here you’ll find a dedicated home gym, a half-bath, a conditioned mechanical room, and multiple storage spaces to keep everything organized and accessible. The home also features a 1,700-square-foot, finished and heated barn, ideal for a workshop, studio, entertainment space, home office, or hobby haven – whatever your heart desires! Nestled in the popular Lewes community of the Estates at Bridge Ridge, this unbelievable home offers the perfect blend of peaceful living with coastal access. Just minutes from Route 1 shopping and dining, Lewes Beach, Cape Henlopen State Park, and downtown Rehoboth Beach, it’s luxurious living at its finest. Whether you’re looking for a full-time residence or the ultimate Sussex County beach retreat, 29 Bridle Ridge Circle delivers on every level. If you’ve been waiting for something extraordinary, this very well could be the one. Schedule your private showing of this remarkable property today!

29 Bridle Ridge Cir, Lewes

Listing courtesy of Jack Lingo - Lewes. Contact:

$799,900

4 Beds ⋅ 4 Baths

Welcome to 19251 Cavendish Way in the award-winning Coastal Club community of Lewes—where luxury coastal living meets resort-style amenities and natural beauty. Perfectly situated on a premium homesite backing to mature trees, this beautifully maintained Hatteras twin home offers exceptional privacy, elegant finishes, and thoughtfully designed living spaces inside and out. From the charming covered front porch and eyebrow pergola accenting the attached garage to the lush professional landscaping and upstairs balcony, curb appeal abounds. Inside, the open-concept floorplan is highlighted by soaring ceilings, abundant natural light, upscale window treatments, including plantation shutters throughout, and refined architectural details at every turn. The spacious first-floor owner’s suite features a tray ceiling, dual walk-in closets with custom closet systems, and a luxurious ensuite bath complete with a walk-in shower. A private office on the main level provides the perfect work-from-home setup or flex space. The heart of the home is the expansive living room with dramatic ceilings, cozy fireplace, and custom built-in bookshelves, flowing seamlessly into the upgraded sunroom with direct access to the rear deck overlooking the peaceful wooded backdrop. The gourmet kitchen is designed for both entertaining and everyday living, featuring stainless steel appliances, a gas stove, granite island, pantry, and adjoining dining area. Upstairs, a versatile loft overlooks the main living area below and is complemented by a spacious second owner’s suite with its own private bath, along with two additional generously sized guest bedrooms and a full hallway bath. All upstairs bedrooms offer ample closet space, creating a comfortable and functional retreat for family and guests alike. Additional unfinished basement space and a large upstairs storage area provide endless possibilities for future expansion, recreation, or storage needs. Living in Coastal Club means enjoying one of Delaware’s premier resort-style communities. Residents have access to a spectacular clubhouse featuring a yoga studio, fitness center, bar, kitchen, game room, and social gathering spaces. Outdoor amenities are second to none, including indoor and outdoor pools, an infinity pool with swim-up bar overlooking 42 acres of protected wildlife, tennis courts, pickleball courts, bocce ball, tot lot, scenic biking and walking trails along Gosling Creek, and even a dog park for your furry companions. Conveniently located just minutes from downtown Lewes, Cape Henlopen State Park, Lewes Beach, Rehoboth Beach, shopping, dining, and tax-free outlets, this home offers the perfect blend of tranquility and accessibility. Enjoy nearby marinas, golf courses, bike trails, and easy access to Route 1 for travel throughout the Delaware Beaches area. Experience coastal Delaware living at its finest at 19251 Cavendish Way.

19251 Cavendish Way, Lewes

Listing courtesy of Keller Williams Realty. Contact:

$500,000

4 Beds ⋅ 3 Baths

PRIVATE-ENTRY GUEST SUITE + ONE-LEVEL LIVING + OVERSIZED PRIVATE YARD + LOW HOA! Rarely does a home offer this much flexibility, privacy, and value in one package! This beautifully maintained 4-bedroom, 3-full-bath home in desirable Chapel Green offers nearly 2,400 sq. ft. of easy one-level living—plus a separate private-entry guest/in-law suite with generous parking. Perfect for multi-generational living, an au pair, adult child, extended family, long-term guests, a home office, or your own private retreat, this versatile space gives you options while preserving privacy. The main home features an inviting open layout, fresh paint throughout, eat-in kitchen, sunroom, formal dining room, and comfortable single-level living. An attached 2-car garage and 2018 roof add even more value. Step outside to an oversized, private backyard with room for entertaining, gardening, pets, play, or simply enjoying the outdoors. And the location? You’re directly across from the community pool, clubhouse, and tennis courts, with low HOA fees. Just minutes to Lewes, Rehoboth, the beaches, dining, shopping, and coastal attractions. Flexible. Spacious. Private. Convenient. And priced below appraised value. Homes offering this combination are hard to find—schedule your showing and come see the possibilities!

16 Ancient Oak Dr, Lewes

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact:

$699,990

4 Beds ⋅ 4 Baths

**UP TO $18,500 IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE!** Paradise awaits in the coastal-inspired Barbados floor plan, nestled within a quiet, tree-lined community just minutes from the beach, golf courses, and nature preserves. This thoughtfully designed 4BR/3.5BA home offers the perfect blend of main-level luxury and second-story flexibility. The heart of the home is an open-concept chef’s kitchen featuring an oversized island that flows seamlessly into the family room, anchored by a cozy fireplace. Retreat to the spacious main-level primary suite or find productivity in the generous private study. Enjoy outdoor living on the screened-in porch. The second level provides a versatile sanctuary with a loft, two additional bedrooms sharing a bath, plus a fourth bedroom with its own ensuite—ideal for guests or a secondary suite. Complete with a two-car garage and timeless design, this home is a true retreat. *Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

Homesite 91 Heartwood Circle, Lewes

Listing courtesy of DRB Group Realty, LLC. Contact:

$519,900

4 Beds ⋅ 3 Baths

Thinking of retiring to Delaware in the next year? Seller is motivated and willing to consider a 6–12-month sale-leaseback arrangement, providing the buyer with flexibility during the transition. COASTAL CHARM MEETS WOODLAND PRIVACY! Tucked among lush greenery and mature trees, this custom built 4-bedroom, 2.5-bath home in Chapel Green offers a blend of privacy, comfort, and craftsmanship, your own “beach cottage in the woods.” Set on a private lot bordered by woods and protected wetlands, the setting is as peaceful as it is picturesque. Inside, the home features luxury vinyl plank flooring, lots of natural light, and thoughtfully designed living spaces. The open-concept main level centers around a stylish kitchen with quartz countertops, stainless steel appliances, and easy flow into the living areas, highlighted by a gas fireplace. The first-floor owner’s suite provides a newly updated walk-in tile shower. Additional upgrades include power-flush toilets in both the primary bath and powder room. Upstairs, you’ll find two spacious bedrooms, a full bath, and a versatile second living area ideal for guests. Enjoy the outdoors from two composite porches overlooking tree-lined views, perfect for relaxing or entertaining. A detached two-car garage adds convenience and storage. Located in the established Chapel Green community, this home offers the best of coastal living just minutes from Lewes Beach, the Cape May-Lewes Ferry, Rehoboth Beach, outlet shopping, and Cape Henlopen State Park. Community amenities include a pool, tennis and pickleball courts, clubhouse, fitness center, basketball court, meeting space, and RV/boat storage all with low HOA fees. A unique opportunity to enjoy nature, space, and convenience in one exceptional property.

35 Aintree Dr, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$990,000

4 Beds ⋅ 3 Baths

A RARE PRIVATE SETTING JUST MINUTES FROM DOWNTOWN LEWES! It’s all about the setting! Tucked away on an exceptional lot overlooking protected wetlands and a tranquil pond, with distant views of Canary Creek, this 4-bedroom, 3-bath home offers a remarkable combination of privacy, natural beauty, and convenience—all within walking and biking distance of Historic Lewes. Enjoy peaceful, ever-changing views of the water, wetlands, birds, and wildlife from the enclosed porch and rear patio . With protected wetlands beyond the property, the backyard offers a wonderful sense of privacy and serenity that is increasingly hard to find this close to downtown Lewes. Inside, the welcoming open floor plan features hardwood flooring, vaulted ceilings, a gas fireplace, and a spacious great room that flows seamlessly into the kitchen and dining area. A separate formal dining room provides additional space for entertaining family and friends. The first-floor primary suite features two large walk-in closets and a private en suite bath with a walk-in shower and soaking tub. Three additional bedrooms on the second floor provide plenty of room for family, guests, or a home office. Additional highlights include owned solar panels that can significantly reduce energy costs and fiber-optic internet for high-speed connectivity. Numerous improvements have already been completed, including a roof replacement in 2023, newer heat pump, new kitchen stove, sink and faucet, new first-floor toilets, and much more. See the complete list of improvements for additional details. Best of all, you can enjoy the peace and privacy of this special setting while being just moments from everything that makes Lewes so desirable. Walk or bike to Historic Lewes for shopping and dining, explore the nearby waterways and trails, or simply relax at home and take in the beautiful views from your own backyard. Protected wetlands, pond and Canary Creek views, exceptional privacy, and proximity to downtown Lewes—this is a setting that truly sets this Pilottown Village home apart.

106 Seagull Dr, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$510,000

3 Beds ⋅ 3 Baths

A gardiner's paradise! Situated on almost a half acre lot, this home offers NO HOA FEES! The corner lot offers room for a garden , a fenced in area for pets and plenty of room to play. An outdoor shed is included. Inside, the floorplan flows from the entry hall to the living room, dining room and kitchen. Lovely LVP flooring graces the first floor. The kitchen is very functional and includes quartz counters, updated appliances and a desk area. The laundry room is also on this level and leads to the garage. The current owners have made great use of the space in the garage area and there is a stairway leading to additional storage space on the second level of the garage. There are new Anderson windows throughout the home. All three bedrooms are located on the second floor as well as a full bathroom. The primary bedroom includes an updated ensuite bathroom with spacious walk -in shower and built -in shelving and drawers. The size and closet space in all three bedrooms is ample enough for guests. This charming home has been lovingly cared for by it's owners and is ready for your new chapter. The quiet community of Red Mill Farms is well known for its mature trees, expansive lots and wonderful neighbors! Minos Conaway road is being improved to allow better access form this community to all parts of our seashore community, north and south.

31331 Coventry Dr, Lewes

Listing courtesy of Compass. Contact:

$690,000

3 Beds ⋅ 2 Baths

Welcome to 19416 Safflower Way, a nearly new multi-level home located in the standout Cardinal Grove community in Lewes, now priced below replacement cost! Built approximately two years ago and offering 1,827 square feet of finished living space plus an expansive 1,499 square foot unfinished basement, this home delivers the flexibility to grow with you over time. The main level serves as the true living hub of the home, built around an open-concept design that naturally separates everyday living from private retreat spaces. At the center, the kitchen, dining area, and living room come together as one cohesive whole, anchored by a large kitchen with a central island and seamless flow into the surrounding spaces. A fireplace adds warmth and character to the living area, while an abundance of windows brings in natural light, giving the entire space a bright and inviting feel throughout the day. From here, the home extends effortlessly into outdoor living, with direct access to both a spacious deck and a screened porch overlooking a peaceful pond setting. The primary suite is positioned toward the rear of the home for added privacy, featuring a large en-suite bathroom with a soaking tub and a dedicated walk-in closet, offering both space and functionality. Toward the front of the home, two additional bedrooms are thoughtfully placed alongside a shared full bathroom, creating a separate guest or family wing that maintains privacy. A generously sized laundry room also functions as a mudroom-style transition space between the two-car garage and the main living area, adding convenience and practicality to the home’s everyday flow. Upstairs, the second level offers a flexible bonus room that can easily adapt to your needs. This level also provides access to a large attic, giving you even more storage options without compromising the main living areas. The unfinished basement is a standout feature, offering endless potential for future expansion. Beyond the home itself, Cardinal Grove offers a unique community setting tucked into a private wooded enclave of just 98 homesites, all while being just minutes from Lewes and Rehoboth Beach. The community’s signature amenity, The Perch, features an outdoor pool with private cabanas, a large grilling area, an outdoor fireplace, a tot lot, and open-air gathering spaces that make it feel like a resort-style escape right in your own neighborhood. With its thoughtful layout, abundance of natural light, peaceful pond views, and future potential, 19416 Safflower Way offers a balanced mix of comfort, flexibility, and location. Schedule your tour and experience what life in Coastal Delaware can truly feel like!

19416 Safflower Way, Lewes

Listing courtesy of Keller Williams Realty. Contact:

$899,000

3 Beds ⋅ 2 Baths

This move-in-ready, 125+ year-old home in the heart of Lewes combines historic character with remarkable space and versatility. The 3-bedroom, 2-bath home retains original hardwood floors throughout its main historic living areas, complemented by later additions including a spacious bath with walk-in shower and skylight and a library with built-ins and stained glass opening to a large screened-in porch. A separate two-story outbuilding offers finished flexible-use rooms plus extensive workshop space, with electric, heating and cooling, and plumbing infrastructure in place. Two additional climate-controlled sheds and covered off-street parking add even more utility. Outside, a substantial backyard offers multiple decks, a covered patio, distinctive stone garden, mature trees and natural views beyond. Directly across from Stango Park and a short walk to area bike trails, the town library, and downtown restaurants and shops, the property also offers easy access to Lewes Beach and the state park. 606 Kings Highway offers a rare combination of history, location, flexible space and outdoor living in downtown Lewes.

606 Kings Hwy, Lewes

Listing courtesy of Patterson-Schwartz-OceanView. Contact:

$819,900

4 Beds ⋅ 3 Baths

Beautifully maintained, spacious ranch-style home with an additional second-floor suite, in the highly desirable Coastal Club community in Lewes, Delaware. This Schell Brothers Mayberry model offers 4 bedrooms, 3 full baths, and a bright, open floor plan with engineered hardwood flooring, vaulted ceilings, and abundant natural light. The great room features a gas fireplace and a wall of windows overlooking the landscaped backyard. The gourmet kitchen includes quartz countertops, gas cooktop, double ovens, stainless steel appliances, glass‑front cabinetry, soft‑close drawers, an oversized island, and a walk‑in pantry. A custom bar with lighted glass cabinetry, granite countertop and minifridge enhances entertaining, and the extended dining/morning room adds valuable living space for large families and groups. The main‑level primary suite includes double vanities and an oversized floor-to-ceiling tiled shower. Two additional bedrooms, a flex room, and full bath nearby complete the first floor. A private second‑floor guest suite offers a walk‑in closet and fully tiled bath. Outdoor living includes a rear sundeck with built‑in gas line and a spacious 11,000 sq. ft. homesite, with an ag-well for irrigation. Additional features include a laundry room with utility sink and a walk‑in attic for storage. Coastal Club amenities include indoor/outdoor pools, infinity pool with swim‑up bar, fitness center, tennis and pickleball courts, walking trails, a dog park, and on‑site dining. Minutes to Lewes Beach, Cape Henlopen State Park, shopping, restaurants, and the Cape May–Lewes Ferry.

34017 Smiths Point Ln, Lewes

Listing courtesy of HomeZu by Simple Choice. Contact:

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

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