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

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

$579,900

3 Beds ⋅ 4 Baths

Welcome to your ultimate beachside retreat in Woods Cove! This stunning, meticulously maintained 2,418-square-foot carriage house offers the perfect blend of coastal elegance and effortless, low-maintenance living. Whether you are searching for a premium second home near the ocean, planning a relocation, or looking to downsize without sacrificing luxury, this exceptional property is in excellent condition and ready for you to move right in. Designed for optimal privacy and convenience, the home boasts three spacious bedrooms, each featuring its own private en suite bathroom, plus an additional main-level half bath. The highly desirable first-floor bedroom configuration provides effortless accessibility and single-level living options for you or your guests. At the heart of the home is a bright, open-concept gourmet kitchen complete with sleek granite countertops, premium stainless steel appliances, a breakfast island, and a striking custom glass tile backsplash that opens beautifully to the main living area. Outdoor living is truly a highlight of this property, which features a spectacular three-tier patio setup perfect for enjoying Delaware's coastal climate. Relax bug-free in the screened patio, find shade on warm afternoons under the covered patio, or fire up the grill on the custom paver patio. Additional premium upgrades include a spacious two-car garage outfitted with a durable, professional epoxy-coated floor that offers an abundance of storage for vehicles and beach gear. Situated within the desirable Cape Henlopen School District and featuring access to a refreshing community pool, this pristine Rehoboth Beach gem is located just minutes away from local dining, shopping, and the boardwalk. Don't miss out on this incredible coastal opportunity—schedule your tour today!

34832 Picnic Basket Ct Unit #4404D, Rehoboth Beach

Listing courtesy of Keller Williams Realty Central-Delaware. Contact: 3026770020

$8,000,000

Located in the heart of Rehoboth Beach, Hotel Wave presents a rare opportunity to acquire a well-positioned coastal hospitality asset on ±2.15 acres in one of Delaware’s most desirable beach markets. Situated along Airport Road, the property offers convenient access to Rehoboth Beach’s tourism drivers, including the Boardwalk, Tanger Outlets, tax-free shopping, dining, and entertainment destinations. Its proximity to major transportation corridors supports both leisure and regional demand from the greater Delmarva Peninsula and Mid-Atlantic region. The property is currently operating as a 49-room hotel and has been owner-operated for more than 12 years, demonstrating stable performance and long-term operational consistency. With limited opportunities to acquire hospitality assets in the Rehoboth Beach market, this offering presents investors with the ability to continue the existing business model or reposition the asset to capture additional value. Financial information is available upon execution of a Non-Disclosure Agreement (NDA). Recent capital improvements include approximately $1MM in renovations completed in 2022, featuring new flooring throughout, updated furniture packages, guestroom modernization, new decorative lighting, 50” televisions, new bathroom vanities, exterior repainting, renovated common areas, and a new suite conversion.

36012 Airport Rd, Rehoboth Beach

Listing courtesy of DSM COMMERCIAL. Contact: (302) 227-0768

$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

$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

$1,100,000

5 Beds ⋅ 3 Baths

Welcome to The Glade, one of Rehoboth Beach's most sought-after communities, where peaceful surroundings meet exceptional convenience. This spacious 5-bedroom, 2.5-bath home is perfectly situated on a beautiful half-acre homesite overlooking a tranquil pond and backing to open land, creating a private setting that's difficult to find. Enjoy one of the area's most desirable locations with easy access to tax-free outlet shopping, award-winning restaurants, the Junction & Breakwater Bike Trail, and downtown Rehoboth Beach—all without the hassle of traveling on Route 1. Step inside and discover a home designed for both comfortable everyday living and effortless entertaining. Engineered wood flooring flows throughout the main living areas, while carpeting adds warmth and comfort to each bedroom. The inviting living room features a stunning floor-to-ceiling stone gas fireplace and a dramatic wall of windows that frame picturesque pond views, bringing the beauty of nature indoors. Start your mornings with coffee or unwind at sunset with a light dinner in the screened porch, where peaceful pond views create the perfect backdrop for outdoor living. The spacious family room offers an electric fireplace, making it an ideal gathering place for family and friends, while providing direct access to the impressive four-car garage with both front and rear entrances—perfect for vehicles, hobbies, workshop space, or additional storage. Convenience continues on the first floor with a laundry room and powder room. Upstairs, you'll find two generously sized bedrooms, a full bath, and a cozy sitting area complete with a refrigerator and coffee station—ideal for guests or extended family. Beyond the sitting area is an oversized flex room offering endless possibilities as a game room, media room, fitness area, home office, or playroom. The flex room also provides access to two additional bedrooms, creating a versatile private retreat. Residents of The Glade enjoy exceptional community amenities, including a beautiful clubhouse, outdoor swimming pool, tennis and pickleball courts, and a tot lot where the little ones can play and make lasting memories. Offering five spacious bedrooms, flexible living spaces, scenic pond views, outstanding community amenities, and an unbeatable location close to everything Rehoboth Beach has to offer, this remarkable home truly has it all. Spacious yet comfortable, private yet convenient—this is coastal Delaware living at its finest.

14 Black Duck Reach, Rehoboth Beach

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

$1,609,000

5 Beds ⋅ 4 Baths

Perfectly positioned in an exclusive five-home enclave just moments from the iconic Rehoboth Beach Boardwalk, this exceptional three-level residence offers the ideal blend of modern coastal elegance, convenience, and investment potential. Meticulously maintained, this corner lot home features five bedrooms, four full bathrooms, assigned parking, and thoughtfully designed living spaces that cater to both everyday comfort and effortless entertaining. The main level showcases an open-concept design filled with natural light, highlighted by luxury vinyl plank flooring, recessed lighting, and a striking shiplap-accented gas fireplace. The gourmet kitchen serves as the heart of the home, featuring quartz countertops, a spacious island with seating, gas cooking, pantry storage, and seamless access to the backyard. A formal dining area and first-floor bedroom with a full bath provide flexibility for guests or multigenerational living. Upstairs, the spacious primary suite offers a private retreat complete with dual walk-in closets and a beautifully appointed ensuite bath featuring a tiled shower and dual-sink vanity. Two additional bedrooms, a full hall bath, and convenient second-floor laundry complete the level. The fully finished basement expands the living space with an additional family room, fifth bedroom, and full bathroom—perfect for guests, recreation, or a private getaway. The location is truly unmatched. Situated 1.2 miles from the Rehoboth Beach Boardwalk and Atlantic Ocean, residents enjoy easy access to award-winning restaurants, boutique shopping, entertainment, and year-round events. Nearby attractions include Tanger Outlets, Junction & Breakwater Trail, Grove Park, Rehoboth Bay, and countless opportunities for boating, biking, dining, and coastal recreation. Whether you're seeking a sophisticated primary residence, a luxurious beach retreat, or an income-producing investment property, this turnkey home delivers the quintessential Rehoboth Beach lifestyle with the convenience of low-maintenance living and unparalleled access to Delaware's most sought-after coastal destination.

19907 Church St, Rehoboth Beach

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$4,750,000

4 Beds ⋅ 4 Baths

Experience the best of coastal Delaware living at this extraordinary waterfront estate, set on more than 4 private acres along the stunning Rehoboth Bay. This one-of-a-kind property offers unmatched privacy, breathtaking views, and endless possibilities for year-round living, a vacation retreat, or an investment opportunity. The main residence features 4 spacious bedrooms and 3.5 bathrooms, with light-filled living spaces designed to capture panoramic bay views from nearly every angle. Expansive windows invite the beauty of the outdoors in, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. Step outside and discover your own private waterfront sanctuary. Enjoy direct bay access from your private dock, soak in spectacular sunsets, and embrace the natural beauty that surrounds you. Watch bald eagles soar overhead while deer and other wildlife roam the grounds, all from the comfort of your patio or porch as refreshing bay breezes drift by. Adding even more value and versatility, the property includes a charming carriage house above the oversized 3-car garage—ideal for hosting guests, creating a private home office, multigenerational living, or generating rental income. Rarely does a property offer this combination of acreage, waterfront access, privacy, wildlife, and proximity to Rehoboth Beach. Whether you're seeking a luxury primary residence, a coastal getaway, or an income-producing retreat, this exceptional bay front property delivers a lifestyle few can match. Listing agent to provide 1 year Home Warranty to buyers. Listing agent will also have home professionally power washed and interior cleaning after closing.

21440 Bald Eagle Rd, Rehoboth Beach

Listing courtesy of Samson Properties of DE, LLC. Contact: 3024023046

$790,000

3 Beds ⋅ 2 Baths

**Photos shown are of furnished sales model with the same floor plan.**Unique and limited opportunity to own one level new construction East of Route 1 in Rehoboth Beach, Delaware. These elegant upscale condos feature Quartz countertops, stainless steel appliances, 42 inch kitchen cabinets, butler's pantry and dry bar, led downlighting, walk in closets, coastal luxury flooring, nine foot ceilings, tile showers with glass enclosure, custom interior molding and doors, full size stacked washer and dryers and private balconies. The community amenities include a beautiful fenced in pool, outside grill, gazebo and firepit, gated covered parking spots, and an enclosed dog run. Residents also have private access to co-working spaces, conference rooms, a beautiful lounge space, a fitness center, a coffee station, storage lockers and a bike storage room. The building has two convenient elevators and common spaces for mail delivery and trash pick up. Sales center on site daily 10:00 am - 4:00 pm. The community is located within a quick walk or bike ride to the outlet center and Breakwater bike trails as well as a quick car ride to the beautiful coastal beaches and State Parks of both Rehoboth and Lewes. Unit 327 is the Retreat Floor Plan. Limited time incentives - inquire for details.

19805 Coastal Hwy Unit #327, Rehoboth Beach

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000

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

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