Dewey Beach Real Estate

Dewey Beach is a lively town with plenty of restaurants, waterfront bars, great live music, uncrowded beaches, water sports, and delightful shops.

With the Atlantic Ocean just one block off coastal highway on the east side and Rehoboth Bay just steps away on the west, you are always within walking distance of the many Dewey Beach attractions along this one mile stretch of fun.

Unique to Dewey, this pet-friendly town allows dogs on the beach year-round with the exception of a few times in the summer.

A variety of properties ranging from large ocean block homes to bayfront condos are available in Dewey Beach.

Dewey Beach Real Estate - Newest Listings

$519,000

2 Beds ⋅ 1 Baths ⋅ DESU2116874 MLS ⋅ Sea Haven BLDG.

Waterfront living on Lake Comegys with spectacular views from this second floor flat. Sea Haven is only 1.5 blocks to the ocean on beautiful Chesapeake Street. Enjoy the peaceful setting with the water views and surrounding grounds. Conveniently located between Rehoboth Beach and Dewey Beach so a short walk in either direction. The building has an outdoor shower and off street parking. Property is being sold "as is"

121 Chesapeake St, Dewey Beach

$5,250,000

5 Beds ⋅ 6 Baths ⋅ DESU2116884 MLS

Coastal Luxury with Ocean Views & Breezes! Experience the perfect blend of luxury, comfort, and coastal charm in this stunning, professionally renovated beach retreat. Designed for effortless indoor-outdoor living, this exceptional home captures sweeping Atlantic Ocean views, refreshing sea breezes, and sophisticated designer finishes throughout. Ideally situated on a fee simple ocean block lot in the sought-after Rehoboth by the Sea community in Dewey Beach, this remarkable residence was completely reimagined in 2020 by renowned architect Tony Beto and custom home builder Dewson. The extensive renovation included a new roof, siding, HVAC systems, decks, and beautifully redesigned interior and exterior living spaces. The welcoming foyer opens to a spacious first level featuring four generously sized bedrooms, including three private ensuite bedrooms. This level also offers a large laundry room complete with a built-in dog washing station, a convenient powder room, elevator access, and two outdoor living areas designed for gathering, relaxing, and enjoying the coastal lifestyle. Upstairs, the open-concept living space is both elegant and inviting. The gourmet kitchen, complete with high-end appliances and an oversized walk-in pantry, flows seamlessly into the dining area and spacious great room. A cozy fireplace anchors the space, while sliding glass doors lead to a covered deck with a pergola and panoramic ocean views—creating the perfect setting for entertaining or simply unwinding by the sea. The luxurious owner's suite is a private sanctuary featuring its own deck, a double-sided fireplace, and a spa-inspired bath with a soaking tub, oversized tiled shower, dual vanities, and a private water closet. The ground level offers a spacious garage with coated floors, abundant storage, an outdoor shower, and a private fenced backyard—ideal for pets, outdoor enjoyment, or quiet relaxation after a day at the beach. Every detail of this home reflects exceptional craftsmanship and thoughtful design. Highlights include cathedral ceilings, hardwood flooring, custom millwork, shiplap accents, wainscoting, designer wallpaper, exquisite tilework, on-demand hot water, central vacuum, an elevator, and premium finishes throughout. Professionally furnished and offered move-in ready, this extraordinary coastal home is equally suited as a full-time residence, luxurious vacation retreat, or exceptional investment property with strong rental potential. Schedule your private showing or take the video tour to experience this extraordinary ocean-block retreat for yourself.

16 Chicago St, Dewey Beach

$1,899,000

5 Beds ⋅ 5 Baths ⋅ DESU2116440 MLS

Spend your summer at the beach in this stylish, spacious end-unit townhome with beautiful views of the Atlantic Ocean and Rehoboth Bay. Each beautifully designed residence offers 5 bedrooms and 4.5 bathrooms, providing plenty of room for family and guests. Enjoy a chef-inspired kitchen perfect for entertaining, along with two private balconies to take in the coastal breeze. Additional features include a convenient in-home elevator, a storage garage, and two dedicated parking spaces for added ease. Experience the perfect blend of comfort, space, and beachside living this summer. Unit 204 also available.

1601 Coastal Hwy Unit #201, Dewey Beach

$4,800,000

7 Beds ⋅ 7 Baths ⋅ DESU2116162 MLS

105 Chicago Street, Dewey Beach, DE Experience exceptional coastal living in this stunning 7-bedroom, 7-bathroom luxury home, ideally located just steps from the beach in the heart of Dewey Beach. Designed for comfort, entertaining, and multi-generational living, this remarkable property offers expansive indoor and outdoor spaces with high-end finishes throughout. The highlight of the home is the spacious rooftop deck, where you can entertain guests, soak up the sun, or simply unwind while enjoying beautiful panoramic beach views. Just minutes from both Dewey Beach and Rehoboth Beach, you'll have easy access to award-winning restaurants, boutique shopping, nightlife, and everything the Delaware beaches have to offer. Inside, you'll find a thoughtfully designed floor plan featuring a gourmet kitchen with premium stainless steel appliances, a second kitchen for added convenience, a butler's pantry, breakfast area, wine storage, wet bar, and generous dining and living spaces. The home also offers an elevator, entry-level bedroom, family room off the kitchen, walk-in closets, upgraded countertops, wood flooring, recessed lighting, intercom, whole-home sound system, and luxurious primary suites with spa-inspired baths, including jetted tubs and oversized stall showers. Three gas fireplaces with elegant glass doors create warm and inviting gathering spaces, while dual laundry areas on both the upper and lower levels provide everyday convenience. Additional premium features include: Energy-efficient appliances and tankless water heater Air filtration system Security system and smoke detectors 36-inch-plus wide hallways and an oversized 84-inch garage door for enhanced accessibility Insulated six-panel doors and energy-efficient double-pane, vinyl-clad windows with screens Ceiling fans, window treatments, and abundant storage throughout The exterior is equally impressive, showcasing extensive hardscaping, professional landscaping with underground irrigation, exterior lighting, floodlights, gutter system, chimney caps, and an outdoor shower—perfect after a day at the beach. Multiple balconies, screened porches, and the expansive rooftop deck provide exceptional outdoor living spaces to enjoy coastal breezes and scenic views. Property Highlights 7 Bedrooms 7 Bathrooms Spacious rooftop deck with beautiful beach views Gourmet kitchen plus second kitchen Elevator 3 Gas fireplaces Wine storage and wet bar Multiple balconies and screened porch Outdoor shower Extensive hardscaping and irrigation system No HOA pool to maintain Prime location near Dewey Beach, Rehoboth Beach, restaurants, shopping, and local attractions This extraordinary beach home combines luxury, functionality, and an unbeatable location, making it an exceptional primary residence, vacation retreat, or investment opportunity.

105 Chicago St, Dewey Beach

$1,675,000

3 Beds ⋅ 3 Baths ⋅ DESU2114460 MLS

Tucked away on a quiet dead-end street just moments from the energy of downtown Dewey Beach, this recently remodeled 3-bedroom, 3-bath coastal retreat offers the perfect blend of style, comfort, and convenience. Inside, hardwood floors flow throughout a thoughtfully designed floor plan where vaulted ceilings create an airy sense of space and dimension. Skylights bathe the home in natural light, highlighting the modern kitchen and beautifully updated baths, all finished in 2018 with timeless coastal-inspired details. Every room feels fresh, inviting, and effortlessly functional. Step outside and discover where this property truly shines. Designed for those who love outdoor living, the backyard oasis features an extended paver patio ideal for entertaining, a dedicated grilling station for effortless al fresco dining, and a cozy fireplace perfect for gathering on cooler evenings. Multiple porches offer peaceful spots to enjoy your morning coffee, unwind with a good book, or simply soak in the natural surroundings. And of course, no beach cottage would be complete without an outdoor shower after a day in the sand and surf. Best of all, you're just a short stroll from everything that makes Dewey Beach so special—restaurants, nightlife, boutique shopping, and the beach itself. Whether you're searching for a year-round residence, weekend getaway, or investment opportunity, this classy coastal cottage delivers the quintessential beach lifestyle. Stylish, sophisticated, and move-in ready—this one won't last long.

21170 1st St, Dewey Beach

Start Your Search