Lewes Real Estate

Lewes Real Estate

Lewes: A Charming Coastal City in Sussex County, Delaware

Nestled in Sussex County, Delaware, the city of Lewes is a hidden gem on the East Coast of the United States. With its picturesque beauty and rich history, Lewes offers a unique blend of small-town charm and coastal living, making it an ideal place to call home.

Located just a short drive from popular beach destinations such as Rehoboth Beach and Dewey Beach, Lewes boasts a prime location for those seeking a coastal lifestyle. Residents can enjoy the best of both worlds, with access to stunning beaches and the tranquility of a close-knit community.

Lewes is known for its well-preserved historic district, where you can wander through streets lined with beautifully restored colonial-era homes. The city's rich history is evident in its architecture, museums, and landmarks, including the Zwaanendael Museum and the historic Lightship Overfalls.

Nature enthusiasts will appreciate Lewes' proximity to Cape Henlopen State Park, a coastal haven offering miles of trails, pristine beaches, and opportunities for fishing, kayaking, and birdwatching. The park is also home to the iconic Cape Henlopen Lighthouse, a symbol of Lewes' maritime heritage.

In addition to its natural beauty, Lewes has a vibrant downtown area filled with unique shops, art galleries, and delicious dining options. The city hosts various events throughout the year, including the annual Lewes Tulip Festival and the Lewes Farmers Market, where residents can indulge in local produce and artisanal goods.

Whether you're looking for a peaceful beach retreat or a place with a rich cultural heritage, Lewes offers it all. With its small-town charm, coastal beauty, and vibrant community, this city in Sussex County, Delaware, is truly a hidden gem on the East Coast.

Newest Listings in Lewes

101 Deerfield Dr, Lewes
$325,000
3 Beds ⋅ 2 Baths
A Home Full of Potential in a Wonderful Community! Bring your vision and imagination to this property with endless possibilities! While the home is in need of renovations and updating, it offers a wonderful opportunity to create a beautiful home tailored to your own style and taste. With the right updates and a little TLC, this property has the potential to become something truly special. Located in a lovely, established community, you'll enjoy the benefits of a desirable neighborhood and a welcoming setting. Whether you're looking for your next project, an investment opportunity, or a place to create your dream home, this property is full of promise.

101 Deerfield Dr, Lewes

Listing courtesy of Active Adults Realty. Contact:

440 Pilottown Rd, Lewes
$2,999,000
5 Beds ⋅ 4 Baths
FRONT-ROW ON THE CANAL: TURNKEY COASTAL LIVING WITH PRIVATE DOCK, WORKSHOP SUITE, AND ENDLESS WATER VIEWS! This must-have property pairs in-town walkability with an exceptional boater's lifestyle. Directly across from the home, enjoy the canal front lot that offers off-street parking and a private dock equipped with two boat slips, practically providing immediate, seamless water access right from your doorstep. The main residence features an airy, light-filled open layout boasting rich hardwood floors, an inviting wood-burning fireplace, and a freshly updated chef’s kitchen complete with newly repainted cabinetry, sleek hardware, expansive quartz countertops, and a generous center island. Step through French doors to the covered front porch to soak in sweeping, panoramic views of the Lewes and Rehoboth Canal and surrounding wetlands. The thoughtfully designed floor plan offers 5 bedrooms and 4 full baths across the property, including a serene upper-level primary suite with an ensuite bath, walk-in closet, and direct access to an elevated canal-view deck. Adding immense versatility is the attached workshop "carriage house," which features a fully self-contained bonus bed & bath suite above, ideal for an in-law suite, guest efficiency, private home office or studio. The private, cedar-fenced backyard retreat provides the perfect setting for outdoor entertaining with an expansive rear flagstone patio, mature landscaping, and a irrigation system.Offering year-round security and effortless coastal living, the home comes fully equipped with a whole-house backup generator to ensure seamless, uninterrupted power in any season.Stroll to Second Street’s renowned dining & shopping, or bike, boat, or drive to the Bay & Beach! Waterfront living in downtown Lewes simply doesn't get better than this. Call and schedule your showing today!

440 Pilottown Rd, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

2 Coventry Ln, Lewes
$169,900
3 Beds ⋅ 2 Baths
Sussex East/West is a leased-land, 55-plus* community (*up to 20% of owners may be younger than 55-years-old). Sussex East is located approximately 5.5 miles from the Lewes public beach, with the Cape Henlopen State Park beaches...and the famous Rehoboth Beach. Welcome to this 1993 double wide manufactured home sitting on a nice corner lot. 3 bedrooms 2 full baths all on one floor for ease of living. The open concept living room with vaulted ceiling offers a corner wood burning fireplace, (sellers have never used ). The dining room has a patio door leading to the rear deck with an access ramp. The kitchen has plenty of cabinet space and includes all the appliances. This home has a newer natural gas furnace with central AC, updated windows and a newer primary bath shower stall. There is a nice shed with 2 smaller storage units to keep all your extra items. The screened porch is a great place to relax and enjoy the outdoors. Two pets are allowed in Sussex East, and they have a fenced dog park near the community’s indoor salt-water pool. New pickle ball court, too. (Note: Family & friends may always visit, but rentals are NOT permitted in this community). Leasehold Interest with Lot Rent of approx. $1057/month (Leases renew annually with any increase capped as per 25 Del. C. Ch. 70). The Community Owner requires an Application from the Buyer and all occupants 18-years-of-age or older, with acceptance in the community based on: 1)income verification, 2)Credit bureau score (including debt-to-income ratio), and 3)Clean criminal background check. Leased land properties do not meet the requirements for conventional 30-year mortgages, but financing may be available to qualified borrowers from a few Lenders that specialize in installment/chattel loans for manufactured homes on leased land. Buyer will have a real estate transfer tax (3.75% DMV Doc Fee) as part of their closing costs & a settlement agent fee.boardwalk...not much farther away. This community has a unique location with access to the State Park’s hiking/biking trail via the trail head on Minos Conaway Rd.

2 Coventry Ln, Lewes

Listing courtesy of SEA BOVA ASSOCIATES INC.. Contact:

24160 Port Ln Unit 203, Lewes
$360,000
2 Beds ⋅ 2 Baths
Resort-Style Living at The Vineyards – Where Every Day Feels Like a Vacation! Welcome to The Vineyards, one of the Lewes area’s inviting planned communities, where comfort, convenience, and an exceptional coastal lifestyle come together! This beautiful 2-bedroom, 2-bath condominium offers the perfect opportunity to enjoy low-maintenance living surrounded by wonderful amenities and scenic water views. Imagine starting your mornings with a peaceful walk along the picturesque paths surrounding Lake Harmony, spending your afternoons relaxing by one of two community pools, or enjoying a friendly game of pickleball or volleyball. Love being on the water? Take advantage of the community’s kayaks and paddle boats for a leisurely afternoon on the lake. Stay active in the spacious fitness center, explore the walking and biking trails, or enjoy convenient access to the trail connection beneath Route 1. There’s even a dedicated dog park for your four-legged companions! One of the truly special features of The Vineyards is its thoughtfully planned setting, with convenient access to shopping, restaurants, and everyday essentials. Enjoy a stroll to the nearby vineyards or take a short drive to the beautiful Delaware beaches, charming downtown Lewes, and everything coastal living has to offer. Whether you’re searching for a primary residence, a weekend getaway, or a relaxing coastal retreat, this home offers much more than a place to live — it’s a lifestyle! Offered at $360,000. Come discover why life at The Vineyards is so special! *Community has 2 pools, gym & clubhouse for an optional fee of $105/quarter.

24160 Port Ln Unit 203, Lewes

Listing courtesy of Century 21 Emerald. Contact:

19093 Skysail Dr, Lewes
$984,900
6 Beds ⋅ 5 Baths
This Monterey floor plan offers a spacious, open-concept design that blends style, flexibility, and main level living. The first floor includes 2 bedrooms and 2 full baths with Owners Suite featuring luxurious bath with dual vanities and an oversized walk-in shower along with 2 walk-in closets. Gourmet kitchen with gas cooktop, tile backsplash, island along with a panty. Enjoy the outdoor 16 x 13 screened porch located off the dining area. Upstairs you will find 3 additional bedrooms with one being another ensuite and additional bath for the other two bedrooms. Also, a loft area so everyone can spread out along with a nice balcony off the loft area. With the basement being about 75% finished with one additional bedroom and bath along with a lot of additional space for maybe a game room, theater room or just use your imagination to create the space you desire.

19093 Skysail Dr, Lewes

Listing courtesy of Dave McCarthy & Associates, Inc.. Contact:

23668 Herring Reach Ct, Lewes
$565,000
3 Beds ⋅ 3 Baths
Welcome to 23668 Herring Reach Ct in Lewes, DE! Located in Bay Pointe, this detached three-bedroom, two-and-a-half-bathroom home offers 3,130 square feet of finished living space across the main level and finished basement. A covered front porch welcomes you inside, while an attached two-car garage and driveway provide parking options. The main-level layout brings all three bedrooms and the primary living spaces together on one floor, complemented by LVP flooring. The kitchen includes stainless steel appliances and ample cabinet storage, with a separate formal dining area nearby for everyday meals or larger gatherings. The three-season room extends the living space and offers a place to enjoy views of the backyard pond and surrounding community. Direct access to the deck connects the enclosed room with the outdoors, providing options for relaxing, dining, or spending time outside. The main-level primary suite includes a spacious attached bathroom with a double vanity. Two additional bedrooms provide room for guests, a home office, or other uses suited to your needs. Downstairs, the large finished basement adds flexible living space beyond the main floor. Recessed lighting illuminates an area that could accommodate a recreation room, media space, hobbies, or additional seating. A separate unfinished section provides storage for seasonal items, household supplies, and recreational equipment. Bay Pointe’s community amenities extend beyond the home, with a swimming pool, exercise room, bocce courts, horseshoes, cornhole, and a gazebo. A community dock on Herring Creek provides access for kayaking and crabbing, adding another way to enjoy the coastal setting. With main-level bedrooms, additional finished space below, and both enclosed and open-air outdoor living areas, this home offers several ways to arrange your daily living and recreation. Its Lewes-area location provides access to nearby shopping, dining, coastal attractions, and outdoor activities.

23668 Herring Reach Ct, Lewes

Listing courtesy of Redfin Corporation. Contact:

34401 Skyler Dr, Lewes
$759,900
5 Beds ⋅ 4 Baths
Sprawling coastal living meets unmatched versatility. Set on a private 1/2-acre lot in the Cape Henlopen School District, this 5-bedroom, 3.5-bath estate spans over 4000 sq. ft. across three beautifully finished levels. A classic wrap-around front porch welcomes you inside to a light-filled layout designed for both grand entertaining and effortless daily life. The chef’s kitchen serves as the central hub, outfitted with granite countertops, a center island, double wall ovens, a gas range, and a breakfast sunroom framed by walls of morning light. Formal dining, a great room, a den, an upper-level loft, and dedicated living areas on all three floors ensure room for home offices, a gym, or multi-generational living. Step outside to an entertainer’s backyard retreat featuring an expansive paver patio, integrated hot tub, mature shade trees, full perimeter fencing, and an irrigation system supported by a private well. Located in a private waterfront community offering a clubhouse, resort-style pool, tennis courts, and fitness center. Enjoy quiet neighborhood living just a short drive to downtown Rehoboth Beach and to historic Lewes. Call today!

34401 Skyler Dr, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

34333 Amelias Lndg, Lewes
$869,900
4 Beds ⋅ 4 Baths
Welcome to 34333 Amelia's Landing in Tidewater Landing, where quality construction, thoughtful design, and a beautiful natural setting come together. Built by Schell Brothers, Delaware's premier homebuilder, this beautifully maintained Mayberry model offers 3,099 square feet, 4 bedrooms, and 3.5 baths, with an ideal layout for both everyday living and entertaining. Known for quality craftsmanship and innovative, energy-efficient construction, Schell Brothers creates homes designed for comfort and lasting enjoyment. Privately situated on a premium wooded homesite at the end of a cul-de-sac, this home offers a peaceful setting with beautiful views and privacy. Attractive curb appeal welcomes you with professionally landscaped grounds, irrigation, charming shake and vertical siding, board-and-batten shutters, and a welcoming covered front porch featuring Craftsman-inspired details and low-maintenance composite decking. One of the Mayberry's most appealing features is its thoughtfully designed first-floor living. The spacious primary suite is privately positioned on the main level, while two additional bedrooms and a shared bath are located in a separate wing of the home. A private office with transom-topped French doors provides a quiet workspace, conveniently tucked away from the main living areas. This arrangement offers both comfort and privacy for family, guests, or working from home. The heart of the home is the centrally located gourmet kitchen, beautifully appointed with Viking appliances, double wall ovens, a five-burner cooktop, range hood, quartz countertops, and an expansive center island with farmhouse sink and instant hot water dispenser. Additional features include a beverage refrigerator, display cabinetry, soft-close cabinets with crown molding, under-cabinet lighting, convenient pull-out drawers, and a generous walk-in pantry. The kitchen opens seamlessly to the dining area and dramatic great room, creating an inviting space for entertaining and everyday gatherings. The great room features soaring cathedral ceilings, engineered hardwood flooring, plantation shutters, expansive picture windows, and a cozy gas fireplace. Natural light and tranquil wooded views create a warm and inviting atmosphere. Just beyond, the screened porch with Eze-Breeze stacking windows and an elevated deck extends the living space outdoors, offering a wonderful place to enjoy morning coffee, entertain friends, or simply relax and take in the peaceful surroundings. The primary suite is a welcome retreat, featuring a comfortable sitting area, two customized walk-in closets, and a spacious bath with dual quartz vanities, walk-in shower, and private water closet. Upstairs, a private fourth-bedroom suite with its own full bath, walk-in closet, and generous walk-in storage area provides a retreat for overnight guests, visiting family, or an additional hangout space. Additional features include a well-appointed laundry room, mudroom, powder room, and finished garage with insulated garage door, utility sink, storage systems, and convenient side-door entry. Modern conveniences include a smart thermostat, smart doorbell, and security system. Residents of Tidewater Landing enjoy an appealing array of amenities, including a clubhouse, fitness center, swimming pool, patio and outdoor gathering area, tennis, walking trails, and lawn maintenance. The community also offers access to Love Creek and Rehoboth Bay, with a beautiful community dock, kayak launch, and kayak rack storage at the opening to this cul-de-sac. Conveniently located between historic Lewes and Rehoboth Beach, you'll enjoy easy access to area beaches, award-winning restaurants, boutique shopping, championship golf, and marinas. If you're looking for the quality of a Schell Brothers home, the convenience of first-floor living, exceptional upgrades, and a private wooded setting in a desirable waterfront community, this is the home for you. Professional pictures coming soon.

34333 Amelias Lndg, Lewes

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

32909 Ocean Blf, Lewes
$595,000
3 Beds ⋅ 4 Baths
COMING SOON Coastal Living at Its Best in Henlopen Landing! Welcome to this beautiful two-story home in the desirable Henlopen Landing community of Lewes, Delaware! Offering 3 /4 bedrooms and 3½ bathrooms, this home combines comfortable living, versatile spaces, and the opportunity to enjoy the wonderful coastal Delaware lifestyle. One of the home's standout features is the finished basement, complete with an additional full bathroom. This spacious area offers endless possibilities! Whether you envision a fantastic entertaining space, a private retreat for overnight guests, a recreation room, or even a comfortable space for extended family, the possibilities are yours to explore. Having a full bathroom on this level makes the space especially convenient and functional. With three bedrooms and plenty of room to spread out, this home offers the flexibility today's buyers are looking for. Whether you're searching for a year-round residence, a coastal getaway, or a home with room to welcome family and friends, this property is ready to fit your lifestyle. And the lifestyle doesn't stop at your front door! Entire New Roof in 2026, The home has a new HVAC installed in 2019. There was a deck built in 2019 and just recently stripped and re-sealed , the deck is strong enough to add a full Florida room with walls and a roof. Hardwood Floors Stripped and re-stained. 2 Car attached Garage painted, new Garage Opener and Remote and recently sealed. Driveway with room for 4 parked cars Recently added shut off valve for all hose bibs. This community now has Gio-Fiber installed and access available. Henlopen Landing is a welcoming community offering wonderful amenities, including a clubhouse, outdoor swimming pool, fitness center, and playground. It's a great place to meet neighbors, enjoy community activities, and take advantage of everything the neighborhood has to offer. Located in Lewes, you'll enjoy convenient access to the beautiful Delaware beaches, historic downtown Lewes, Cape Henlopen State Park, shopping, restaurants, and all the attractions that make coastal Delaware such a special place to call home. Whether you're entertaining friends, hosting visiting family, relaxing by the pool, or enjoying a day at the beach, this home and community offer so many ways to enjoy life at the Delaware beaches! Come discover all the possibilities and make this beautiful Henlopen Landing home your own! Some community highlights worth featuring in your marketing: Community pool – A wonderful place to relax and enjoy summer. Clubhouse – A gathering place for residents and community activities. Fitness center – Convenient exercise close to home. Playground – An added benefit for families. Lewes location – Close to beaches, shopping, dining, and outdoor recreation. Home Owner is a licensed agent

32909 Ocean Blf, Lewes

Listing courtesy of BAY COAST REALTY. Contact:

107 E 3rd St, Lewes
$2,595,000
4 Beds ⋅ 4 Baths
A Lewes Original: Extraordinary Grounds, Timeless Architecture & An Unmatched In-Town Location Some properties are special. Others are simply impossible to replicate. This is one of them. Set on an extraordinarily oversized homesite in the heart of Historic Lewes, this distinctive residence offers a combination of architectural character, remarkable outdoor space, and an unbeatable location that is virtually impossible to find elsewhere in town. The expansive property offers a level of space and privacy rarely associated with in-town living, along with room to create an exceptional outdoor retreat, including the potential for a swimming pool. The home’s distinctive architecture immediately sets it apart, with its charming turret, welcoming wraparound porch, classic detailing, and beautifully landscaped grounds. Inside, light-filled living spaces showcase exceptional craftsmanship and thoughtful finishes throughout. Classic hardwood and tile flooring extend across the entire main level, while the inviting kitchen flows effortlessly into the living room, anchored by a cozy gas fireplace. A formal dining room provides the perfect setting for entertaining, while the sunroom offers a peaceful spot for morning coffee and the attached three-season room provides another wonderful place to relax and enjoy the garden views. The home’s thoughtful layout offers comfortable private spaces for owners and guests alike, with a primary suite conveniently located on the main level and additional guest accommodations upstairs. Outside, the expansive grounds are truly extraordinary by in-town Lewes standards. Beautifully manicured landscaping, a charming fenced garden, and generous outdoor spaces create a private setting with possibilities rarely found so close to downtown. Imagine summer afternoons by a future pool, outdoor entertaining, or simply enjoying the tranquility of your own garden retreat. An oversized three-car garage and generous off-street driveway parking add another layer of convenience and functionality. And then there’s the location. Leave the car at home and stroll to the boutiques, galleries, restaurants, and waterfront attractions along Second Street. Enjoy a walk along the canal, spend an afternoon at Lewes Beach, or bike to Cape Henlopen State Park. Distinctive in every way, this is more than a beautiful home in Historic Lewes. It is a truly exceptional property offering a combination of architecture, land, privacy, outdoor possibilities, and location that is rarely, if ever, available.

107 E 3rd St, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

32029 Windjammer Dr, Lewes
$395,000
3 Beds ⋅ 3 Baths
Your next chapter awaits! Located in Windswept at Lewes within the sought-after Cape Henelopen School District, this three bedroom, two and a half bath home pairs inviting curb appeal with valuable improvements already in place. A white vinyl privacy fence creates a private backyard setting, while the patio is ready for cookouts, outdoor dining, and relaxing evenings. The sellers have also added irrigation and a storm door for everyday convenience. With Delaware's beaches, shopping, and dining within reach, come discover a place to settle in and make your own! With a location and price like this, you'll want to be ready when showings begin!

32029 Windjammer Dr, Lewes

Listing courtesy of Lester Realty. Contact:

17629 Madaket Way, Lewes
$899,900
4 Beds ⋅ 4 Baths
Resort-Style Luxury in Coastal Club and Minutes to Lewes Beaches Experience coastal elegance in Lewes’s premier destination community. This upgraded four-bedroom, four-full-bath residence balances refined architectural craftsmanship with effortless indoor-outdoor entertaining just minutes from Delaware's coast. The main level welcomes you with an open-concept layout centered around a gourmet chef’s kitchen, outfitted with quartz countertops, designer cabinetry, a five-burner gas range with a pot filler, and a dedicated butler’s pantry. Adjacent to the kitchen, the light-filled family room features striking coffered ceilings and a gas fireplace, complemented by a versatile front room perfectly suited for an executive home office or formal dining. Tucked away on the main floor, the primary retreat showcases elegant tray ceilings, custom walk-in closets, and an upgraded spa bath with floor-to-ceiling tile, premium quartz surfaces, and a multi-head shower system. A convenient first-floor laundry room with custom built-ins completes the level. Upstairs, visiting guests can unwind in an expansive loft, complete with a private bedroom, a full bathroom, and extensive walk-in storage. The exceptional finished walk-out lower level receives abundant daylight and functions as a versatile entertainment hub, offering a spacious recreation area, a full bath, an additional guest room, a dedicated workshop, and existing plumbing rough-ins ready for a future wet bar or in-law suite. Outdoor living is elevated by a custom screened porch that opens to a private wooded backdrop, meticulously designed hardscaping, lush landscaping, and an established herb and vegetable garden. Located under five miles from the sand, Coastal Club delivers an unmatched resort lifestyle. Residents enjoy exclusive access to an outdoor water park with a swim-up bar and slides, an indoor heated pool, a state-of-the-art fitness center, tennis, pickleball, and bocce courts, as well as scenic nature trails and a grand clubhouse featuring a full-service restaurant and bar. Schedule your private tour today to experience luxury living in Coastal Club.

17629 Madaket Way, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

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