Single Family Homes for Sale in Rehoboth Beach, DE

**Back on market due to no fault of seller!!**. Welcome to 18141 Highwood Drive! Don't miss your opportunity to own a home in the highly desirable Wellesley community in Rehoboth Beach, Delaware, within easy reach of beaches, state parks, bike trails, shopping, dining, and medical facilities. This beautifully appointed 4-bedroom, 4-bathroom home offers approximately 2,750 square feet of thoughtfully designed living space, combining comfort, style, and functionality in a picturesque setting backing to mature trees for added privacy. Built in 2021, this home features a thoughtful design that offers convenience and flexibility for guests or multigenerational living, with two bedrooms and two full bathrooms on the main level, and two bedrooms and two full bathrooms upstairs. The open-concept first floor plan features a spacious primary suite with walk-in closet, a dedicated home office, and a gourmet kitchen designed to impress with a large quartz center island, brand new Samsung dishwasher (2026), cooktop, abundant cabinetry, and an oversized pantry. The adjoining living and dining areas create the perfect space for entertaining or everyday living, while the covered rear porch provides a peaceful retreat to enjoy the natural surroundings. A combined entry room / laundry room complete the spacious first floor layout. Upstairs, you'll find two additional bedrooms, two full bathrooms, and a versatile loft that offers endless possibilities as a second living area, media room, or hobby space. Brand-new luxury vinyl plank flooring throughout the entire upper level (2026) adds a fresh, modern touch. Freshly painted in main living areas, cleaned, and power-washed, this home sparkles and is ready for your personalized touches. The highly sought-after Wellesley community offers residents an elegant clubhouse, fitness center, and outdoor pool, and just minutes from both the boardwalk fun of Rehoboth Beach and quaint downtown Lewes.

18141 Highwood Drive, Rehoboth Beach

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300

$3,295,000

4 Beds ⋅ 4 Baths

Crafted by one of Rehoboth Beach's premier custom builders, this exceptional coastal residence combines timeless architecture, superior craftsmanship, and modern luxury in one of the city's most coveted neighborhoods—The Pines. Perfectly situated on a 50' x 100' homesite, this beautifully designed 4-bedroom, 3.5-bath home offers approximately 2,806 square feet of thoughtfully curated living space, complete with a private in-ground pool and exceptional indoor and outdoor entertaining areas. From the moment you enter, the home welcomes you with an open floor plan designed for both comfortable everyday living and effortless entertaining. A versatile flex room provides the ideal space for a private office, den, or overflow guest accommodations. At the heart of the home is a spectacular gourmet kitchen that flows seamlessly into the expansive great room, where soaring ceilings, a contemporary gas fireplace, and walls of glass create an inviting atmosphere filled with natural light. Designed to satisfy the most discerning chef, the kitchen features professional-grade appliances, an oversized center island, abundant custom cabinetry, and a spacious walk-in pantry. The first-floor primary suite offers a luxurious private retreat, highlighted by vaulted ceilings, an impressive dressing hallway lined with custom closets, and a spa-inspired bath featuring dual vanities, a soaking tub, and an oversized tiled walk-in shower. The second level offers a comfortable loft, creating an additional gathering space for family and guests. Three generously sized guest bedrooms provide exceptional accommodations while maintaining privacy and comfort. Outdoor living rivals the interior, creating your own private resort in the heart of Rehoboth Beach. Spend summer afternoons lounging beside the heated in-ground pool with its tranquil waterfall feature, entertain on the expansive paver patio, enjoy al fresco dining on the screened porch, or rinse off after a day at the beach in the outdoor shower. Every space has been thoughtfully designed to embrace the relaxed elegance of coastal living. Opportunities such as this are exceptionally rare. Homes of this size on a 50' x 100' lot with a private swimming pool in The Pines are seldom available and, under today's zoning regulations, could not be replicated. Just moments from the Atlantic Ocean, boardwalk, and downtown Rehoboth's celebrated restaurants, boutiques, and attractions, 127 Columbia Avenue represents a truly extraordinary opportunity to own one of the area's most distinctive coastal homes.

127 Columbia Ave, Rehoboth Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact: (302) 227-3883

$1,625,000

5 Beds ⋅ 2 Baths

Move right in to this five-bedroom, professionally decorated beach home just a short dash from delicious dining, elegant shops, and the main attraction—the Atlantic Ocean! You can start your mornings sipping cappuccino on the cozy L-shaped screened porch and spend your evenings dining al fresco with room for all. The home features a bright, updated kitchen with a fantastic breakfast bar and inviting living spaces. With five bedrooms, two full baths, an outside shower, plenty of room to barbecue, and a fenced area for your favorite pet, this home has everything you need. Whether you're searching for a full-time residence, a vacation getaway, or an investment property, this home offers exceptional versatility with major rental potential. Don't miss this outstanding opportunity to own a turnkey beach home at an exceptional value.

5 State Rd, Rehoboth Beach

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact: 3022274800

$669,000

4 Beds ⋅ 5 Baths

Meticulously maintained and thoughtfully designed, this exceptional 4-bedroom, 5-bath home offers the perfect balance of everyday comfort and effortless entertaining in the highly sought-after Villages of Old Landing community. Situated on a quiet cul-de-sac, this beautiful home features fresh paint and new carpet throughout, creating a bright, move-in-ready interior. Enjoy spacious living and dining rooms, an inviting kitchen with an adorable breakfast nook, and a sun-filled sunroom overlooking the fenced backyard. Step outside to the private patio, the perfect place for morning coffee, outdoor dining, or simply relaxing while taking in the peaceful backyard views. The beautifully finished basement provides versatile living and recreation space, while the spacious second-floor loft offers endless possibilities as a media room, home office, playroom, or additional gathering area. With generous room sizes, thoughtful updates, and flexible living spaces, this home is designed to accommodate a variety of lifestyles. Residents of the Villages of Old Landing enjoy exceptional community amenities, including a clubhouse, swimming pool, serene ponds, and scenic walking trails. Experience the sought-after Delaware beach lifestyle with the area's beautiful beaches, restaurants, shopping, and entertainment all located less than five miles away. Offering an unbeatable combination of location, comfort, and community, this meticulously maintained home is ready to welcome its next owners.

16 Wauwinet Ct, Rehoboth Beach

Listing courtesy of NextHome Tomorrow Realty. Contact: 3026014171

$875,000

3 Beds ⋅ 3 Baths

Classic charm in Rehoboth Beach Yacht & Country Club! This beautifully maintained 3-bedroom, 2.5-bath home features a three-car garage and 2500 +/- square feet of thoughtfully designed living space, timeless quality, and exceptional curb appeal on a beautifully landscaped corner lot in a picturesque section of RBYCC. Designed for both everyday living and entertaining, the home features formal living and dining rooms, hardwood floors, and a family room with a gas fireplace, brick surround, and built-in wet bar. The kitchen offers stainless steel appliances, double wall ovens, and a sunny breakfast area with a bay window. The 2nd floor primary suite is a private retreat with an updated bath featuring heated tile floors, a custom walk-in tiled shower, jetted soaking tub, and dual vanities. Two additional bedrooms and an updated hall bath provide comfortable accommodation for family and guests. Enjoy outdoor living on the screened porch complete with a built-in hot tub and grill, while the .28-acre corner lot offers beautiful landscaping, an irrigation system, and plenty of room for a future pool. Recent updates include new vinyl siding, a durable 50-year shingle roof, and updated HVAC for added peace of mind. Ideally located just minutes from downtown Rehoboth Beach, shopping, restaurants, the beach, and boardwalk, this home offers the perfect combination of comfort, quality, and coastal convenience.

21 Cardiff Rd, Rehoboth Beach

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact: 3022274800

$1,148,000

3 Beds ⋅ 2 Baths

APPROVED preliminary plans to build THREE, 5 bed 4 bath homes! East of route one and an easy walk to Rehoboth Ave. Discover a rare opportunity to own a fully renovated, income-producing Rehoboth Beach cottage while unlocking incredible development potential. This charming coastal retreat sits on nearly half an acre and features a beautifully updated main cottage along with a separate in-law suite—perfect for extended family or vacation guests. The property currently operates as a successful short-term rental, generating approximately $45,000 per summer, even with two weeks reserved for the owner’s family. Beyond its charm and consistent income, this property offers something truly special: C-1 zoning with preliminary approval already in place for three new 5-bedroom, 4-bath homes. Whether you’re an investor seeking steady cash flow while you plan your project, or a developer ready to take advantage of the area’s booming new construction market, this property checks every box. New development around the corner has sold homes exceeding of $1.6 million, proving the strong demand for high-end coastal living in this location. Situated just one lot from the Rehoboth-Lewes Canal, the property offers easy access to everything that makes Rehoboth Beach so desirable. A new city-approved bike path located about 40 feet away will soon connect directly to Rehoboth Avenue and the Boardwalk, allowing guests or future homeowners to enjoy the beach, dining, and shops without ever starting a car. Located outside of Rehoboth Beach city limits, the property falls under Sussex County jurisdiction—making the permitting process simpler, faster, and more cost-effective. And to make things even easier, the listing agent is a local builder and contractor who can complete the future builds for the new buyer. This is an exceptional opportunity to own a cash-flowing Rehoboth Beach classic with the potential to develop three new luxury homes in one of Delaware’s most coveted coastal destinations. Buyer to confirm all permitted land uses with Sussex County. Buyer to perform all due diligence on zoning, use, approvals, etc. Seller is a licensed Delaware real estate agent, builder/contractor.

37519 Oyster House Rd Unit #1, Rehoboth Beach

Listing courtesy of Crown Homes Real Estate. Contact: (302) 504-6147

$1,148,000

3 Beds ⋅ 2 Baths

APPROVED preliminary plans to build THREE, 5 bed 4 bath homes! East of route one and an easy walk to Rehoboth Ave. Discover a rare opportunity to own a fully renovated, income-producing Rehoboth Beach cottage while unlocking incredible development potential. This charming coastal retreat sits on nearly half an acre and features a beautifully updated main cottage along with a separate in-law suite—perfect for extended family or vacation guests. The property currently operates as a successful short-term rental, generating approximately $45,000 per summer, even with two weeks reserved for the owner’s family. Beyond its charm and consistent income, this property offers something truly special: C-1 zoning with preliminary approval already in place for three new 5-bedroom, 4-bath homes. Whether you’re an investor seeking steady cash flow while you plan your project, or a developer ready to take advantage of the area’s booming new construction market, this property checks every box. New development around the corner has sold homes exceeding of $1.6 million, proving the strong demand for high-end coastal living in this location. Situated just one lot from the Rehoboth-Lewes Canal, the property offers easy access to everything that makes Rehoboth Beach so desirable. A new city-approved bike path located about 40 feet away will soon connect directly to Rehoboth Avenue and the Boardwalk, allowing guests or future homeowners to enjoy the beach, dining, and shops without ever starting a car. Located outside of Rehoboth Beach city limits, the property falls under Sussex County jurisdiction—making the permitting process simpler, faster, and more cost-effective. And to make things even easier, the listing agent is a local builder and contractor who can complete the future builds for the new buyer. This is an exceptional opportunity to own a cash-flowing Rehoboth Beach classic with the potential to develop three new luxury homes in one of Delaware’s most coveted coastal destinations. Buyer to confirm all permitted land uses with Sussex County. Buyer to perform all due diligence on zoning, use, approvals, etc. Seller is a licensed Delaware real estate agent, builder/contractor.

37519 Oyster House Rd, Rehoboth Beach

Listing courtesy of Crown Homes Real Estate. Contact: (302) 504-6147

$799,900

6 Beds ⋅ 4 Baths

Welcome to 19342 Loblolly Circle in the sought-after Arbor-Lyn community. Built in 2022, this beautifully maintained six-bedroom, three-and-a-half-bath home offers modern finishes, generous living space, and an ideal location just minutes from Rehoboth Beach, Lewes, shopping, dining, and everyday conveniences. Whether you're searching for a primary residence, second home, or investment property, this home presents an exceptional opportunity in one of the area's most desirable coastal locations. The property is currently an active seasonal rental with strong bookings, offering immediate income potential for its next owner. The open-concept main living area is designed for both everyday living and entertaining, featuring a spacious living room, dining area, and a well-appointed kitchen with stainless steel appliances, ample cabinetry, and abundant workspace. The dining area provides plenty of space for gathering, while the adjacent living room offers a comfortable place to relax. The first-floor primary suite features a private en-suite bath, while an additional first-floor bedroom offers flexibility for guests, a home office, or hobby space. Upstairs, you'll find four additional bedrooms, including two connected by a Jack-and-Jill bathroom, along with a spacious loft that serves as an ideal second living area, media room, game room, or entertainment space. A convenient laundry room with washer and dryer enhances the home's functional layout. Outside, enjoy a private driveway with off-street parking and access to Arbor-Lyn's community amenities, including a clubhouse and swimming pool just a short walk away. Ideally located less than a mile from shopping, restaurants, and Tanger Outlets, and approximately four miles from the Rehoboth Beach boardwalk and Atlantic Ocean, this property offers outstanding convenience and strong appeal. With its spacious layout, newer construction, and prime coastal location, it presents an excellent opportunity as a lucrative vacation rental or long-term investment, subject to applicable local regulations and community guidelines. Please note this listing is currently be rented and will have limited showing windows July 21st through August 15th. Currently can be shown July 30th at 9am until August 1st at 1pm. Time blocks are restricted in ShowingTime. Please schedule accordingly.

19342 Loblolly Cir, Rehoboth Beach

Listing courtesy of Keller Williams Realty. Contact: (302) 856-1458

$2,950,000

13 Beds ⋅ 15 Baths

A truly rare opportunity to transform the iconic Canalside Inn into an extraordinary private residence in one of Rehoboth Beach's most desirable locations. Situated along the picturesque Lewes-Rehoboth Canal and just a short walk to the beach, boardwalk, restaurants, and shopping, this expansive property offers endless possibilities for a buyer seeking a one-of-a-kind coastal estate. The existing structure provides an exceptional foundation for conversion into a luxurious water view residence featuring multiple living and entertaining spaces, numerous bedroom suites, private guest accommodations, home offices, fitness areas, and recreation rooms. Large gathering areas, outdoor patios, a swimming pool, and canal-front views create the perfect setting for a multigenerational family retreat or private coastal compound. Positioned on a generous Double parcel with ample parking and mature landscaping, the property offers the flexibility to reimagine the space while preserving its unique character and prime location. Enjoy boating, kayaking, paddleboarding, with access to the canal at your finger tips Whether envisioned as a grand primary residence, seasonal retreat, or legacy family property, this is a once-in-a-generation opportunity to create one of Rehoboth Beach's most distinctive private homes. Property is being offered as-is. Buyers should verify all zoning, land use, and permitting requirements related to any intended conversion or redevelopment plans.

34 6th St, Rehoboth Beach

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

$2,699,000

5 Beds ⋅ 5 Baths

Five bedrooms. A heated saltwater pool. A fifteen-minute walk to the Rehoboth Beach boardwalk. That combination is exceptionally rare. Most homes of this size in Coastal Delaware require a drive to the beach. This one doesn't. Set on nearly one-third of an acre surrounded by mature landscaping, this 4,829-square-foot custom residence offers exceptional privacy without sacrificing walkability to downtown Rehoboth Beach, the Atlantic Ocean, fine dining, and the Boardwalk. Inside, ten-foot ceilings define the main level before opening into a vaulted great room filled with natural light from the rear elevation. Custom oak millwork, rich architectural detailing, and thoughtfully scaled living spaces create a home equally suited for everyday living and effortless entertaining. The kitchen centers around a professional-grade range, quartz countertops, custom cabinetry, a walk-in pantry, and an oversized island with seating space. Designed for effortless entertaining, the kitchen is equipped with two dishwashers to easily accommodate large gatherings and extended family stays. Radiant heated floors beneath the kitchen and primary bath provide welcome comfort throughout the cooler coastal months. The primary suite offers generous proportions and privacy, while four additional bedrooms and multiple living areas provide flexibility for guests, a home office, recreation, or extended stays. A dedicated utility room features a sink, additional cabinetry, and a built-in custom china cabinet, while two washers and two dryers provide exceptional convenience for large households, vacation guests, or rental turnovers. A projector and surround sound system create an immersive setting for movie nights, sports, and entertaining. A whole-house-and-garden sound system plays individualized selections. Skillfully designed combination of open-plan living with discrete living/dining options–four seating areas for flexible entertaining, both formal and casual. Outdoor living is every bit as impressive. Natural stone creates distinct spaces for dining, relaxing, and entertaining, including a spacious terrace, flagstone surrounding the heated saltwater pool and attached spa, and a screened porch finished with a beadboard ceiling. Mature landscaping surrounds the property, creating remarkable privacy. From nearly every outdoor living space, the property line disappears behind established plantings. Residents of Canal Corkran enjoy walking paths and a community pool, with Gordon's Pond, the Junction & Breakwater Trail, and Cape Henlopen State Park all nearby. Whether you're walking into town for dinner, spending the afternoon by the heated saltwater pool, or gathering friends for a movie after the beach, this is a home designed to enjoy everything Rehoboth Beach has to offer—without ever giving up the space, privacy, and comfort of a custom residence.

29 Eleanor Lee Ln E, Rehoboth Beach

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

$499,500

3 Beds ⋅ 3 Baths

Located in the charming Maplewood community, this inviting Colonial-style home offers the perfect blend of comfort, functionality, and modern updates. Thoughtfully upgraded and designed in 2025 with everyday living in mind, this home features three bedrooms and well-appointed living spaces that create a warm and welcoming atmosphere. Inside, you'll find a combination of plush carpeting and luxury vinyl plank flooring that provides both style and durability. The spacious kitchen is equipped with upgraded countertops and stainless steel appliances, including a built-in microwave and electric range, making meal preparation both convenient and enjoyable. Natural light fills the home through energy-efficient double-hung windows, while recessed lighting and ceiling fans add comfort throughout. The home's bathrooms have been designed with convenience in mind and include a variety of features to accommodate everyday living. A cozy breakfast area provides the perfect place to enjoy your morning coffee or gather with family and friends. Step outside and discover one of this property's standout features—a spacious rear deck overlooking the backyard, creating an ideal setting for entertaining, summer barbecues, or simply relaxing and enjoying the peaceful surroundings. The generously sized yard is enhanced by mature trees and offers plenty of room for outdoor activities, gardening, or creating your own private retreat. Additional exterior highlights include attractive landscaping, outdoor lighting, a well-maintained gutter system, and an attached two-car garage with a concrete driveway for added convenience. The Maplewood community offers residents access to wonderful amenities, including a community pool and recreational facilities, providing opportunities to relax, socialize, and enjoy an active lifestyle. With major renovations and a desirable location close to everyday conveniences, this home offers the perfect combination of comfort, outdoor living, and community amenities. Don't miss your opportunity to make this beautiful Maplewood property your next home.

20 Colgate Dr, Rehoboth Beach

Listing courtesy of Coldwell Banker Premier - Lewes. Contact: 3026452881

$599,900

3 Beds ⋅ 2 Baths

A great value in a convenient location, this home offers a comfortable floor plan with plenty of potential to make it your own. A new roof and gutter guards were installed in 2023 for added peace of mind. The open living and dining area is filled with natural light, while the split-bedroom layout provides privacy for both owners and guests. Two generously sized guest bedrooms and a full bath are located on one side of the home, with the primary suite situated on the opposite side. The primary bedroom features a walk-in closet, and an en-suite bath with double vanities, a soaking tub, and a separate shower. The laundry and mudroom includes a full-size washer and dryer and offers direct access to the attached two-car garage. Stairs from the laundry room lead to the encapsulated crawl space. A three-season room and adjoining deck overlook a private backyard, offering a quiet spot to relax or enjoy the outdoors. The home is being sold furnished, making it easy to move in now and update at your own pace. HVAC new as of June, 2026 with a 12 yr. transferable warranty. The community features mature trees, wooded common areas, a community pool, and reasonable HOA dues. Monthly and annual rentals are permitted, although weekly and daily rentals are not. Located just minutes from downtown Rehoboth Beach, you'll enjoy easy access to shopping, dining, parks, trails, and the beach. Situated east of Route 1, the location also provides convenient access while helping you avoid much of the summer traffic.

101 Beaver Dam Reach, Rehoboth Beach

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact: 3022274800

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