Homes for Sale with a Guest House in Lewes, DE

26 Whitehaven features a well-maintained 28 X 56, 1,700 sq/ft home with three bedrooms, two bathrooms, a 10 x 15 four season sunroom off of the kitchen, and a large living room and dining room. The primary suite has a walk-in tub/shower and a walk-in closet. The kitchen features a walk-in pantry, stainless steel appliances, a natural gas range, built-in microwave, double door refrigerator and a disposal. The 18 x 22 garage with an attic is an added plus. Home has a block foundation. New HVAC was installed in 2023. Tankless water heater. Natural gas. Washer and dryer are included. Garage has a pull down attic with fantastic storage. New windows throughout except the sunroom! The community of Sussex West is less than 6 miles to Lewes Beach. The community has direct access to the Lewes-Georgetown and Breakwater Junction Trail for biking and walking to Lewes and Rehoboth Beach. Cape Henlopen State Park and the Cape May Lewes Ferry are just minutes away from this fantastic location. Drive on or walk on for a beautiful 1 hour, 10 minute ride to Cape May. Community features include a year-round indoor pool, outdoor pool, a pickleball court, a dog park, bocce ball, horseshoe pit and an RV storage lot. Sussex West is a beautifully maintained community that is close to all necessities, shopping, dining, and entertainment.

26 Whitehaven Way Unit 13, Lewes

Listing courtesy of Patterson-Schwartz-Rehoboth. Contact:

$629,990

3 Beds ⋅ 3 Baths

The Providence’s thoughtful 2,800 square feet design features an open concept kitchen and spacious great room perfect for spending time with family and friends. A flex room, office and powder room round out the first floor. On the second floor, the owner’s suite boasts dual walk-in closets and an expansive spa-inspired bath. Three additional bedrooms, two full baths and conveniently situated laundry room complete the space. Suncrest is designed for those seeking a quieter, boutique-style coastal lifestyle. Community amenities include pickleball courts, a bocce ball court, and a cozy gathering area around a fire pit, while leaving plenty of space for homeowners to create their own backyard oasis. Located just minutes from Lewes’ beaches, dining, shopping, and historic downtown, Suncrest offers the perfect blend of privacy, convenience, and coastal charm.

32289 Solara Way, Lewes

Listing courtesy of Compass. Contact:

$604,990

3 Beds ⋅ 3 Baths

The Charleston’s 2,700 square feet design boasts a convenient first floor owner’s suite and laundry room. The generous great room and open concept kitchen allow you to easily gather with family. A flex room and powder room complete the first floor. The second floor, featuring two bedrooms, full bath, loft, and bonus room, can be modified to include an additional bedroom to create the perfect space for your family. Suncrest is designed for those seeking a quieter, boutique-style coastal lifestyle. Community amenities include pickleball courts, a bocce ball court, and a cozy gathering area around a fire pit, while leaving plenty of space for homeowners to create their own backyard oasis. Located just minutes from Lewes’ beaches, dining, shopping, and historic downtown, Suncrest offers the perfect blend of privacy, convenience, and coastal charm.

32317 Solara Way, Lewes

Listing courtesy of Compass. Contact:

$614,990

3 Beds ⋅ 3 Baths

Enjoy luxury single level living at its finest with the Roanoke, boasting over 2,500 square feet. A welcoming foyer affords expansive views to the vast great room beyond. The kitchen is a chef’s dream with plentiful workspace, a generous walk-in pantry and a large island perfect for gathering with family and friends. Relaxation awaits just beyond the private alcove entry to the spacious owner’s bedroom with luxurious en suite bath and dual walk-in closets. Two additional bedrooms and a private flex room tucked away from the main living spaces complete this stately home. Suncrest is designed for those seeking a quieter, boutique-style coastal lifestyle. Community amenities include pickleball courts, a bocce ball court, and a cozy gathering area around a fire pit, while leaving plenty of space for homeowners to create their own backyard oasis. Located just minutes from Lewes’ beaches, dining, shopping, and historic downtown, Suncrest offers the perfect blend of privacy, convenience, and coastal charm.

32345 Solara Way, Lewes

Listing courtesy of Compass. Contact:

$949,900

5 Beds ⋅ 4 Baths

Welcome to 17647 Madaket Way, a beautifully turnkey furnished 5-bedroom, 4-bath home located in the highly desirable Coastal Club community in Lewes, Delaware. Offered fully furnished, this spacious residence provides an exceptional opportunity as a primary home, second home, or investment property, subject to applicable community and rental regulations (Weekly Rentals Allowed). The thoughtfully designed three-level floor plan provides an abundance of living space and flexibility for family, guests, entertaining, or rental use. The first floor features a spacious primary bedroom with a luxurious ensuite bathroom and a huge walk-in closet. Also located on the first floor are a comfortable guest bedroom, an additional flex room that can serve as an office or study, and another full bathroom. The second floor presents a large, open loft area that provides additional living or gathering space, along with two spacious bedrooms and a full bathroom. The versatile lower level expands the living space even further with a game room, bedroom, full bathroom, and a separate flex room that can easily be used as a movie room, home office, study, craft room, or additional recreational space. Step outside to the maintenance-free Trex rear deck, an ideal setting for morning coffee, outdoor dining, grilling, entertaining, or relaxing after a day enjoying the Delaware beaches. Located within Coastal Club, residents enjoy a resort-style lifestyle with an impressive collection of amenities centered around the Lighthouse Club clubhouse. The community offers multiple swimming pools, fitness facilities, sports courts, recreational areas, social spaces, and walking paths, creating an environment where there is always something to enjoy. The clubhouse provides a central gathering place and adds an exceptional recreational component to everyday coastal living. The home's combination of five bedrooms, four full bathrooms, multiple living areas, a first-floor primary suite, expansive loft, finished lower level, and additional flexible spaces makes it particularly attractive for those looking for excellent rental potential. The generous layout provides numerous options for accommodating family and guests while also offering the space and amenities that vacation renters seek. Rental use is subject to applicable community rules, restrictions, and local regulations. Coastal Club's convenient Lewes location places you close to the area's beautiful beaches, historic downtown Lewes, Cape Henlopen State Park, shopping, dining, and the many attractions of Coastal Delaware. Whether you're searching for a full-time residence, coastal retreat, or investment property, 17647 Madaket Way offers an exceptional combination of space, amenities, flexibility, and location. Don't miss this opportunity to own a turnkey furnished 5-bedroom, 4-bath home with extensive living space and excellent rental potential in one of Lewes' most desirable amenity-rich communities. Schedule your private showing today. Certain photographs have been digitally enhanced or virtually staged for illustrative purposes. Please refer to the actual property condition and features when viewing the home.

17647 Madaket Way, Lewes

Listing courtesy of Compass. Contact:

$749,990

3 Beds ⋅ 4 Baths

A welcoming great room, flexible living spaces and an expansive covered porch overlooking a quiet courtyard set this quick move-in Annapolis on homesite 27 at Suncrest apart. The 2,557 square foot home features an inviting farmhouse exterior, 3 bedrooms, 3.5 baths, a private study and an upstairs loft—offering plenty of space for everyday living, working from home and welcoming guests. The heart of the home is a spacious great room, where soaring 12-foot ceilings with box-beam trim and a cozy fireplace create an impressive yet inviting place to gather. The adjoining gourmet kitchen pairs crisp white cabinetry with a richly stained wood island, white quartz surfaces and a softly textured neutral backsplash. Natural wood tones, warm whites, woven accents and a refined mix of black and aged-brass finishes give the interiors a layered, collected look that feels sophisticated, relaxed and distinctly coastal. An extended rear covered porch creates a seamless setting for outdoor dining and quiet evenings, while the extended two-car garage offers added room for storage and beach-day essentials. Beautifully curated and designed for the way you want to live, this quick move-in home offers an elevated opportunity to enjoy coastal living at Suncrest. Book a private appointment today to learn more.

32331 Solara Way, Lewes

Listing courtesy of Compass. Contact:

$539,900

3 Beds ⋅ 2 Baths

Discover this spacious 3-bedroom, 2-bathroom ranch-style home nestled on a generous lot in the sought-after Greystone Manor community. As you enter, the inviting living room features a cozy fireplace, perfect for relaxing evenings. Entertain guests in the formal dining room or enjoy casual meals in the kitchen's separate breakfast nook. The sunroom provides a tranquil setting to admire the private, wooded backyard, offering an ideal spot for morning coffee or reading a book. Step outside to the rear deck, perfect for outdoor gatherings or a peaceful retreat to nature. This home also includes a convenient 2-car garage, ensuring ample space for parking and storage. Enjoy the perfect blend of comfort and tranquility in this charming home. Property is being sold As Is and inspections are for informational purposes only.

13 Greystone Dr, Lewes

Listing courtesy of Patterson-Schwartz-Dover. Contact:

$529,000

3 Beds ⋅ 3 Baths

Coastal Living Designed For Active Adults. Welcome to 34727 Maritime Way in Bay Crossing, a sought-after 55+ community where coastal charm, modern convenience, and an active lifestyle come together. Ideally located East of Route 1, this beautifully maintained home offers comfortable, low-maintenance living just minutes from historic downtown Lewes & Rehoboth, Delaware’s beautiful beaches, exceptional dining, shopping, and healthcare. Enjoy tranquil views overlooking the fairway of the nearby golf course, framed by mature trees, neighborhood sidewalks, and inviting walking paths. The thoughtfully designed, open floor plan features bright, welcoming living spaces and a sun-filled three-season room with its own mini-split system for added comfort. Two retractable awnings provide welcome shade, while the attractive paver patio creates an inviting outdoor retreat for grilling, entertaining, or simply relaxing at the end of the day. Combining thoughtful improvements with energy-conscious features, this home offers comfort and convenience throughout. A new roof installed in 2021, seller-owned solar panels, and a Tesla Powerwall system add to the home’s appeal, with the solar and battery systems potentially helping reduce electricity costs. Natural gas provides additional convenience, while a spacious two-car garage and driveway parking for two additional vehicles offer ample space for residents and guests. Bay Crossing delivers an engaging active adult lifestyle with a clubhouse, fitness center, heated swimming pool, tennis and pickleball courts, and planned social activities. With lawn care, irrigation, and snow removal included in the HOA, you can spend less time on property maintenance and more time enjoying everything coastal Delaware has to offer. Ideally situated and move-in ready, this inviting home combines a desirable location, energy-conscious features, relaxing outdoor spaces, and a welcoming community designed for active adults. Relax More. Maintain Less. Enjoy the Best of Lewes Living. Schedule your private showing today!

34727 Maritime Way, Lewes

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$849,000

Don't miss this rare opportunity to build your dream home in Showfield, one of Lewes’ most sought-after communities! This gorgeous wooded homesite is currently the only lot available for sale in Showfield, east of Route 1. Bring your own builder and create a custom home perfectly suited to your lifestyle, with plenty of room for private outdoor living and a beautifully wooded rear perimeter. The lot is situated on a quiet side street with minimal traffic. 4+ acres of woods behind the home are owned by the Showfield HOA and will not be developed in the future. Enjoy the best of Lewes living, just minutes from downtown Lewes, Lewes Beach, and Cape Henlopen State Park. The community is also adjacent to the 16-mile Junction & Breakwater Bike Trail. Showfield amenities include a pool, clubhouse, fitness center, wooded walking trails, and four additional ponds. Build the coastal home you’ve always envisioned in this exceptional Lewes community - there may never be another chance! Lot dimensions: 74' frontage; 200' deep; 119' rear width. Total .44 Acres.

30907 Stallion Ln, Lewes

Listing courtesy of Keller Williams Realty. Contact:

$689,900

4 Beds ⋅ 4 Baths

Coastal living at its finest in Oyster Cove! This beautifully updated, move-in-ready 4-bedroom, 3.5-bath twin home offers an exceptional combination of coastal lifestyle, flexible living space, and a convenient east-of-Route-1 location. Nestled in an intimate community of just 24 homes, this residence is ideally situated just steps from the scenic Lewes–Rehoboth bike path and offers convenient access to area shopping, restaurants, and coastal attractions. The open-concept main level features a gourmet kitchen with quartz countertops, stainless steel appliances, and an extended island that flows seamlessly into the great room and sunroom bump-out. A dramatic two-story great room with a fireplace creates an inviting focal point, while luxury vinyl plank flooring and thoughtful updates throughout enhance the home's fresh, modern appeal. A standout feature is the rare dual-primary-suite layout, with one primary suite on the main level and a second upstairs—ideal for added privacy, guests, or multigenerational living. The upper level also offers a spacious loft, two additional guest bedrooms, a full bath, and a versatile flex room perfect for a home office, hobby room, or additional storage. Enjoy the coastal breeze and outdoor living from the rear patio or the upper-level front balcony. Whether you're searching for a full-time residence, a coastal getaway, or a home with room to host family and friends, this property delivers space, versatility, and a desirable location close to the best of the Lewes and Rehoboth Beach area. Discover the possibilities of coastal living in this inviting east-of-Route-1 community! Call TODAY!

33155 Oyster Cove Dr, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$729,900

3 Beds ⋅ 3 Baths

Modern sophistication meets coastal ease in Downtown Lewes. Positioned on a premium corner lot, this end-Unit Villa offers a seamless blend of high-end finishes and functional design, anchored by a coveted first-floor primary suite and a 2- car garage. The heart of the home is an open-concept sanctuary where rich hardwoods glow under curated designer lighting. The gourmet kitchen is a true showpiece, featuring a granite island, custom backsplash, and a suite of stainless steel Energy Star KitchenAid appliances, including a five-burner gas cooktop and wall oven. Whether you’re enjoying a quiet morning in the breakfast nook or hosting in the elegant dining area, the layout is effortless. The primary suite serves as a private haven with a custom-organized walk-in closet and a spa-inspired ensuite featuring a double vanity and seamless glass shower. Upstairs, two additional bedrooms are joined by a versatile spacious loft—perfect for a secondary lounge or workspace. An additional storage area located off the loft can also be used as an office. Recent updates elevate the entire property, including updated Owners Bathroom, customiized owners walk-in closet with built-in's in second / third bedroom closets, new hardwood flooring, fresh paint, updated lighting, professionally landscaped exterior with an upgraded irrigation system, and an epoxy-finished garage with built-in shelving. Outdoor living is just as refined on the rear patio, framed by a scenic tree-lined border and lush garden views providing privacy. Located in the heart of Lewes, you are perfectly positioned near the Great Marsh Park nature preserve, local boat launches, Rails to Trails bike path and Downtown Lewes Shops, Restaurants and Beaches. This is more than a home; it’s a refined lifestyle opportunity!

315 Samantha Dr, Lewes

Listing courtesy of Compass. Contact:

$648,500

4 Beds ⋅ 3 Baths

Welcome to 32825 Pear Tree Court, a spacious 4-bedroom, 3-bath home offering 2,696 square feet in the Nassau Station community of Lewes. Built in 2003 and tucked away on a quiet cul-de-sac east of Route 1, this home combines an open floor plan, a first-floor primary suite, bright living spaces, a sunroom, a fenced-in backyard, and a 2-car garage, with a convenient location close to downtown Lewes, the beaches, and the Georgetown to Lewes Trail. A charming front porch creates a welcoming first impression and offers plenty of space to sit outside and enjoy a morning cup of coffee. Inside, the home has been refreshed with new carpet and fresh paint throughout, creating a clean and inviting backdrop for the next owner. Hardwood, tile, and carpet flooring are used throughout the home, while large windows bring natural light into the living areas and bedrooms. Step through the front door into the foyer, where the first floor begins to open into several distinct but connected living spaces. Two secondary bedrooms and a shared full bathroom are located along one side of the home, while the living room sits just off the foyer. Continue farther inside and you reach the heart of the home, where the kitchen, dining area, and family room come together in an open layout designed for both everyday living and time spent together. The main living area is highlighted by a vaulted ceiling in the living room, giving the space an airy and spacious feel. The kitchen, dining area, and family room remain closely connected, making it easy to move between everyday meals, relaxing at home, and spending time with family and friends. The kitchen features a U-shaped countertop that provides generous prep and serving space, while the adjoining family room is anchored by a fireplace that adds extra warmth and character during the cooler months. Right beside the kitchen, the laundry room keeps daily tasks conveniently tucked away and provides direct access to the 2-car garage. Through the main living spaces, the sunroom provides another bright place to relax and leads directly to the rear deck and fenced-in backyard. Surrounded by mature trees, the backyard offers privacy and plenty of room for outdoor dining, gardening, pets, recreation, or simply enjoying the setting. An irrigation system with a separate irrigation well helps make maintaining the outdoor space more convenient and less expensive!!! Three of the home's four bedrooms are located on the first floor, including the primary suite. Positioned toward the rear of the home for added separation, the primary bedroom features a walk-in closet and a private bathroom with both a separate shower and jetted Jacuzzi tub, creating a comfortable space to unwind. The bathroom also includes a private toilet area for additional privacy. Upstairs, the 4th bedroom creates its own private suite-like retreat. The bedroom includes a walk-in closet and full bathroom, while the second floor also provides additional flex and attic space. The 2nd floor can work well for overnight guests, extended family, a more secluded bedroom arrangement, or anyone who would appreciate having their own area of the home One of the home's standout features is its location within Nassau Station. The Georgetown to Lewes Trail runs along the community, providing easy access toward downtown Lewes in one direction and west beneath Route 1 in the other. From the New Road area, residents can easily connect to the trail while also staying close to downtown Lewes, Lewes Beach, local restaurants, shopping, and other Coastal Delaware destinations. With 2,696 sq ft of living space, 3 first floor bedrooms, and open and light filled design, fresh interior updates, a large sunroom, secluded and fenced back yard, easy access to the areas most popular trail; 32825 Pear Tree Court offers both great living space along with an exceptionally convenient Lewes location! Don't wait, schedule your private showing today!

32825 Pear Tree Ct, Lewes

Listing courtesy of Keller Williams Realty. Contact:

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