Dewey Beach DE Real Estate & Homes for Sale

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Beds:
4
Baths:
6.00
Sq.Ft.:
4,123
Status:
NEW LISTING
MLS#:
DESU2123522
Type:
Single Family-Detached
Subdivision:
REHOBOTH BY THE SEA
Lot size:
0.11 Acres
Year built:
2017
Courtesy: Jack Lingo - Rehoboth 302-227-3883
View additional info

ADDITIONAL INFORMATION

Stunning ocean views, beautifully appointed interiors, and inviting outdoor spaces define this exceptional custom home in Rehoboth by the Sea. Built in 2017 and located just steps from the ocean, this meticulously maintained residence blends detailed craftsmanship with the relaxed elegance of coastal living. A welcoming foyer introduces custom moldings, thoughtfully designed built-ins, and a soft coastal color palette carried throughout the home. The entry level features a casual recreation room, a guest bedroom with a private en-suite bath, and a laundry room complete with a dog-washing station. An elevator serves all three levels, adding everyday convenience and a spacious two-car garage—a distinctive offering at the beach—provides ample room for your beach vehicle, beach toys and essentials. The striking staircase framed by a wall of windows leads to the main living level, where hardwood floors, high ceilings, designer lighting, classic fireplace, and abundant natural light complement beautiful ocean views. The open living space flows effortlessly into a gourmet kitchen featuring Wolf and Sub-Zero appliances, extensive cabinetry, and an oversized island topped with elegant quartz countertops. An adjoining formal dining area provides a welcoming setting for gatherings, while a spacious library with a wall of built-in cabinetry offers a refined retreat or home office with relaxing ocean views and privacy. The third level includes two spacious guest bedrooms, each with a private en-suite bath, along with an additional laundry closet. The impressive primary suite features ocean views, vaulted ceilings, hardwood floors, a generous walk-in closet, and a spa-inspired bath with dual sinks and a distinctively tiled walk-in shower. A private sitting room is ideal when hosting a house full of guests, creating the perfect escape! This room also adds flexible space that can easily be transitioned to a 5th bedroom with ocean views. Outdoor living at 14 Chicago is equally compelling, with open-air sun decks, an airy covered front porch overlooking the ocean, and a spacious screened porch featuring vinyl window panels for extended seasonal enjoyment. A private rear yard adds another inviting setting for outdoor relaxation and gatherings. From morning coffee in the salt air to evenings spent gathering after a day at the beach, these spaces create a natural extension of the home’s interior. Never rented and beautifully cared for, this distinctive property offers an exceptional opportunity to enjoy ocean-block living in Rehoboth by the Sea.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,884
Status:
Active
MLS#:
DESU2123214
Type:
Flat
Subdivision:
NONE AVAILABLE
Year built:
1982
Courtesy: Jack Lingo - Lewes 302-645-2207
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ADDITIONAL INFORMATION

Rare oceanfront opportunity in Wilson Dunes! This 4-bedroom, 3-bath unit sits on the second floor of a pristinely maintained 12-unit boutique condo building. Situated on the southeast corner of the building, it offers breathtaking ocean views. Floor-to-ceiling sliders span the entire living space, making the ocean and sand your everyday backdrop. The sliders lead to an expansive wraparound porch with plenty of room to relax, entertain, and dine, with the ocean view right in front of you. The beautifully appointed kitchen includes a separate dining area and a large breakfast bar with custom leather stools. The unit also features a private laundry space with a new washer and dryer. Extensive updates include completely renovated primary bedroom with walk-in closet and luxury en-suite bathroom, newly added guest suite with private bath, new flooring throughout, custom living room cabinetry with wine fridge, a foyer drop zone, fresh paint, new recessed lights throughout, and a brand-new HVAC system. Beyond your front door, recent complex updates include an EV charging station along with brand-new composite stairs and walkways, offering direct access right to the water’s edge. With this unit, you’ll be just steps from the beach, bay, and Dewey Beach’s vibrant dining and entertainment scene, and just a short trolley ride, walk, or bike trip to downtown Rehoboth Beach, with more dining, shopping, and recreation options. This is low-maintenance front-row coastal living at its absolute finest. Are you ready to call it home? Schedule a private showing of this waterfront property today!

Beds:
1
Baths:
1.00
Sq.Ft.:
354
Status:
Active
MLS#:
DESU2122792
Type:
Flat
Subdivision:
NONE AVAILABLE
Year built:
1955
Courtesy: Monument Sotheby's International Realty 302-227-6767
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ADDITIONAL INFORMATION

UNMATCHED OPPORTUNITY! OCEANFRONT OWNERSHIP + RENTAL INCOME OPPORTUNITY! Imagine waking up to the sound of waves, stepping outside, and walking directly onto the sand. Enjoy morning strolls along the shoreline, afternoons soaking up the sun, and evening walks under glowing sunsets — all without having to drive anywhere or fight for parking. Welcome to The Surf Club, where OCEANFRONT LIVING MEETS FLEXIBILITY, INCOME POTENTIAL, AND HASSLE-FREE OWNERSHIP — and all without spending millions of dollars. This beautifully maintained 1-BEDROOM, 1-BATH CONDO comfortably SLEEPS FIVE thanks to a KING-SIZED BED, a QUEEN-SIZED SLEEPER SOFA, and a VERSATILE SLEEPING BENCH — making it perfect for families, guests, or maximizing rental potential. You'll enjoy 13 WEEKS OF DEEDED OWNERSHIP each year — this is NOT A TIMESHARE! FLEXIBLE RENTAL PROGRAM: At the beginning of each year, owners choose which weeks to USE and which to RENT. Any weeks placed into the SOV RENTAL POOL earn income based on the total rentals for your room category that week. If you’re the only owner renting, you keep 100% OF YOUR UNIT’S PROFITS. If multiple SOV units are rented, profits are divided equally among those owners. Nightly rental rates are market-driven, and on-site professional management — the same team that operates the HYATT at the Rusty Rudder — handles bookings, cleanings, maintenance, utilities, taxes, and insurance. You can also switch plans last minute: if you originally planned to use your week but can’t, you can make it available for rental. Likewise, if you planned to rent but decide you want to come, you can — as long as your unit or another available SOV is open. With SUMMER WEEKS TYPICALLY BOOKED, this property offers a RARE OPPORTUNITY to enjoy GUARANTEED VACATION TIME and PASSIVE INCOME — without the stress of managing a rental. Spend your mornings sipping coffee with a view, your afternoons on the sand, and your evenings strolling to Dewey’s best restaurants, live music, and nightlife — all just steps away. And when you want to explore, hop on the Jolly Trolley for a quick ride into Rehoboth. This isn’t just oceanfront ownership — it’s the ultimate Delaware beach lifestyle combined with a smart investment opportunity. With its prime SOV location, sleeping capacity for five, flexible rental income, and professional management, this condo delivers the best of both worlds. All of this can be yours for the price of a car!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,439
Status:
Active
MLS#:
DESU2122510
Type:
Flat
Subdivision:
NONE AVAILABLE
Year built:
2006
Courtesy: Jack Lingo - Rehoboth 302-227-3883
View additional info

ADDITIONAL INFORMATION

Bayfront views, unforgettable sunsets, and the best of Dewey Beach just outside your door! This rarely available 2-bedroom, 2-bath condo in the Marina View complex offers exceptionally spacious living areas and stunning bay views throughout. An expansive balcony provides a front-row seat to life on the water, with sunsets over Thompson Island creating a spectacular backdrop for evenings at home. Inside, comfortable gathering spaces, a full kitchen, and in-unit laundry make everyday living and beach getaways equally convenient. The secured-entry building features a rooftop pool, elevator access, and two assigned parking spaces. Just one block from Dewey’s sandy beaches and moments from restaurants, nightlife, and local attractions, this location brings together waterfront relaxation and coastal recreation. With a successful rental history and offered turnkey, this condo presents an exciting opportunity for a waterfront retreat or continued rental use. Schedule your showing and experience these remarkable views in person!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
DESU2122332
Type:
Flat
Subdivision:
NONE AVAILABLE
Year built:
2006
Courtesy: Jack Lingo - Rehoboth 302-227-3883
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ADDITIONAL INFORMATION

Enjoy a spectacular waterfront setting in this rarely available 2-bedroom, 2-bath bayfront condo in the heart of Dewey Beach. Exceptionally spacious living areas showcase Rehoboth Bay as an ever-changing backdrop, offering beautiful views throughout the day and showstopping sunsets over Thompson Island. Step onto the bayfront balconies for morning coffee, or an evening watching the colors settle over the water. Remodeled in 2020, the condo blends coastal comfort with thoughtful upgrades. The gourmet kitchen features stainless steel appliances, including a Viking range, Fisher & Paykel dishwasher, and a classy stainless-steel hood, complemented by a beautiful backsplash. Easy-maintenance luxury vinyl plank flooring, updated light fixtures, and in-unit laundry add style and convenience to the generous living spaces. The secured-entry building offers a rooftop pool, elevator access, and two assigned parking spaces. Located just one block from Dewey’s guarded ocean and bay beaches and moments from restaurants, nightlife, and local attractions, this property puts waterfront relaxation and beach-town entertainment within easy reach. Currently utilized as a full-time residence, this property would be an ideal, easy maintenance vacation home or investment property! The options are endless!

Beds:
10
Baths:
10.00
Sq.Ft.:
4,594
Status:
Active
MLS#:
DESU2122714
Type:
Single Family-Detached
Subdivision:
REHOBOTH BY THE SEA
Lot size:
0.11 Acres
Year built:
2022
Courtesy: Monument Sotheby's International Realty 302-227-6767
View additional info

ADDITIONAL INFORMATION

Welcome to 1432 Bayard Avenue, an extraordinary luxury coastal residence just two blocks from the Atlantic Ocean in Dewey Beach’s most coveted residential neighborhood, Rehoboth by the Sea – bordering Silver Lake and Lake Comegys. Rarely does a fee simple home of this stature become available in this location. Custom built in 2023, this remarkable property offers over 4,500 square feet of sophisticated living space, 10 generously sized bedrooms, 9 1/2 baths, exceptional craftsmanship, and resort-inspired amenities. A full basement offers abundant storage and other flexible options such as media room, inlaw suite, etc. Currently generating approximately $300,000 in annual rental income, this exceptional home presents a compelling opportunity for both luxury coastal living and investment. Built by a prominent local builder, the residence showcases architectural details rarely found in today's coastal construction, including 10-foot ceilings, solid oak hardwood floors throughout, wide staircases, custom millwork, coffered ceilings, shiplap accents, raised wood paneling, and plantation shutters. Every room reflects thoughtful design, quality materials, and extraordinary attention to detail. The expansive main level is designed for effortless entertaining, featuring a gracious living room with gas fireplace, a custom dining table accommodating up to 16 guests, and a spectacular chef's kitchen. Premium Viking appliances include a 48-inch refrigerator, 35-inch gas range, two dishwashers, freezer drawers, an undercounter ice maker, and microwave. A convenient first-floor king ensuite provides comfortable accommodations for guests seeking single-level living. Across three beautifully appointed levels, 10 spacious bedrooms and individually designed bathrooms offer privacy and comfort for extended family and guests. Second- and third-floor coffee bars feature beverage refrigerators and custom cabinetry. The exceptionally spacious second-floor primary suite also offers exciting possibilities for reconfiguration into an expansive private retreat with dual baths, a generous 12x12 walk-in closet, and optional office, as illustrated in available conceptual plans. Outdoor living rivals that of a private luxury resort. A magnificent 10-by-32-foot screened porch features a richly finished wood ceiling, gas fireplace, and overhead heater, creating an inviting three-season entertaining space. Beyond, a heated 12-by-24-foot saltwater pool with water feature anchors the beautifully landscaped grounds, surrounded by expansive paver patios, irrigation, and a seven-foot privacy fence. A front deck, outdoor shower, and off-street parking for six vehicles complete the setting. Additional highlights include whole house Sonos entertainment system, three-zone HVAC, upgraded spray-foam insulation, instant hot water, and a substantial 1,000-square-foot basement with eight-foot ceilings, laundry, half bath, three egress windows, and a private side entrance. The basement offers exceptional potential for future finished living space, subject to applicable approvals. Perhaps most compelling is the property's exceptional scale and rarity. With 10 bedrooms in a location where current zoning reportedly limits new construction to six bedrooms, this 2023 residence cannot be replicated in this neighborhood under current building and zoning codes. Just two blocks from the beach and steps to Dewey's Fifer’s farm market, acclaimed dining, entertainment, and neighboring Rehoboth Beach, the property combines a premier coastal lifestyle with an established luxury rental operation. With a negotiable turnkey furnished package, this professionally decorated, luxury residence is move in ready with no inconvenience or down time. 1432 Bayard Avenue is more than an exceptional beach home—it is a distinctive coastal estate offering luxury, grand scale living, and outstanding investment potential.

Beds:
7
Baths:
7.00
Sq.Ft.:
2,750
Status:
Active
MLS#:
DESU2122224
Type:
Single Family-Detached
Subdivision:
REHOBOTH BY THE SEA
Lot size:
0.1 Acres
Year built:
1958
Courtesy: Monument Sotheby's International Realty 302-227-6767
View additional info

ADDITIONAL INFORMATION

INVESTOR ALERT Extraordinary Coastal Retreat with Exceptional Rental Performance! Welcome to 14 Swedes Street, a seven-bedroom, six-bathroom coastal retreat just steps from the Atlantic Ocean in the heart of Dewey Beach. Combining luxurious coastal living, remarkable privacy, and an established, turnkey vacation rental business, this property presents the opportunity to acquire a proven income-producing destination with an established clientele and valuable pipeline of future reservations. Generating an impressive $280,000 in actual gross rental revenue in 2026, with $224,000 already booked for 2027 and the potential to exceed $300,000 annually, 14 Swedes stands apart as a compelling coastal investment. An established rental history, loyal repeat guests, and substantial advance bookings provide a prospective purchaser the opportunity to continue a successful vacation rental operation rather than build one from the ground up. Extensively expanded and thoughtfully renovated, this beautifully appointed residence was designed for exceptional beach living and effortless entertaining. A substantial 2022 expansion introduced a spacious first-floor great room and an entirely new second-floor addition featuring two king-bedroom suites with private baths, an additional living room, a full hallway bath, and an expansive 20-by-25-foot rooftop deck offering views of the Atlantic Ocean. This outdoor space provides the perfect setting for morning coffee, afternoon cocktails, and evening gatherings beneath the coastal sky. The home's three distinct living areas provide exceptional flexibility for extended families and larger groups, offering generous space to gather or retreat in privacy—a feature consistently appreciated by returning guests. The beautifully updated kitchen is a showpiece, featuring quartz and butcher block countertops, an expansive center island, new cabinetry, generous pantry storage, a beverage refrigerator, and a newly installed 48-inch built-in professional refrigerator. Updated flooring complements the home's inviting, thoughtfully furnished interiors, while multiple living and entertaining spaces comfortably accommodate extended families and vacationing guests. Meticulously maintained and beautifully appointed, this exceptional residence defies expectations of a vacation rental, showcasing impeccable interiors, sophisticated coastal décor, and more than $50,000 in enhancements completed in 2026. Perhaps the property's most extraordinary feature is its remarkably private outdoor oasis. The heated swimming pool and surrounding entertaining areas are bordered by single-story neighboring residences, creating an intimate, secluded setting rarely found this close to the ocean. Without towering neighboring homes overlooking the pool and patio, this exceptional outdoor retreat offers a level of privacy increasingly difficult to find in the densely developed beach communities of Rehoboth and Dewey. And with the beach just a one-minute stroll away, the Atlantic Ocean becomes an effortless extension of the property. Beyond its exceptional accommodations and coveted ocean-block location, 14 Swedes offers something increasingly valuable to investors: an established rental business with demonstrated financial performance, substantial forward reservations, repeat-guest relationships, and meaningful potential for continued revenue growth. Its seven-bedroom configuration, private heated pool, ocean views, and extensive amenities have helped establish the property as a sought-after luxury vacation destination. Offered as a beautifully furnished, turnkey coastal retreat, 14 Swedes presents an exceptional opportunity to enjoy the best of Dewey Beach while benefiting from an established income stream and an existing book of rental business, subject to the transfer of applicable reservations and operating arrangements. An extraordinary coastal retreat. A proven rental performer. An investment opportunity in a class of its own.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,208
Status:
Active
MLS#:
DESU2121778
Type:
Single Family-Detached
Subdivision:
KILLENS ADDITION
Lot size:
0.12 Acres
Year built:
1980
Courtesy: Monument Sotheby's International Realty 302-227-6767
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ADDITIONAL INFORMATION

LOT VALUE just a 2.5 block walk to the beach! An exceptional opportunity to build your dream beach home, ideally situated on a quiet, private dead-end street with only six homes. This property is all about location and possibility. Located outside the incorporated limits of the Town of Dewey Beach, the property is subject to Sussex County zoning and building requirements rather than Town of Dewey Beach regulations. Current county regulations allow for a building height of up to 42 feet, offering exciting potential to design a substantial new coastal residence and take advantage of this sought-after location. The existing one-story home is being sold for lot value and provides the opportunity to start fresh and create a home designed specifically for today’s beach lifestyle. Enjoy the privacy of a tucked-away residential street while remaining just a short 2.5-block walk from the sand and ocean, with Dewey Beach dining, entertainment and recreation nearby. A rare combination of privacy, proximity to the beach, and Sussex County building potential — bring your vision and create your dream home at the Delaware coast. Buyer to independently verify zoning, setbacks, building height, lot coverage and all redevelopment requirements with Sussex County.

Beds:
5
Baths:
3.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
DESU2121720
Type:
Single Family-Detached
Subdivision:
REHOBOTH BY THE SEA
Year built:
1970
Courtesy: Rehoboth Bay Realty, Co. 302-227-1232
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ADDITIONAL INFORMATION

Welcome to 25 New Orleans Street, a wonderful opportunity to enjoy everything that makes Dewey Beach so special. Just a short walk from the ocean, this charming fee-simple coastal home offers five bedrooms, two and a half bathrooms, an updated kitchen, and inviting living and dining spaces with plenty of room for family and friends. The spacious screened porch is the perfect spot to enjoy your morning coffee, unwind after a day at the beach, or gather for dinner on a warm summer evening. Outside, you’ll find a private patio, an outdoor shower to rinse off after a day in the sand, and a driveway with parking for four vehicles, a welcome convenience in Dewey Beach. The location truly captures the best of Dewey Beach. Spend your days on the sand, enjoy an afternoon on Rehoboth Bay, or take a short stroll to some of the area’s favorite restaurants, shops, and entertainment. Downtown Rehoboth Beach, with its boardwalk, restaurants, and tax-free shopping, is just a quick bike ride or Jolly Trolley trip away. Whether you’re looking for a summer getaway, an investment property, or a place to enjoy the coast throughout the year, 25 New Orleans Street has so much to offer. With its comfortable living spaces, private outdoor areas, generous parking, and wonderful location, it’s the kind of place where you can settle in, slow down, and make memories for years to come.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,668
Status:
Active
MLS#:
DESU2121262
Type:
Single Family-Detached
Subdivision:
REHOBOTH BY THE SEA
Lot size:
0.22 Acres
Year built:
2026
Courtesy: Compass 302-273-4998
View additional info

ADDITIONAL INFORMATION

Welcome to 120 Houston Street, a newly built luxury home by Evergreene Homes offering 5 bedrooms, 4.5 baths, and 3,668 square feet of thoughtfully designed living space in an exceptional Dewey Beach location. Designed for effortless coastal living and entertaining, the main level features an expansive open-concept layout connecting the generous dining area, impressive kitchen, and inviting great room. At the heart of the home, a massive prep island provides abundant workspace and gathering space, while the great room’s dry bar makes hosting family and friends easy. The spacious, connected design allows everyone to gather comfortably without sacrificing defined areas for dining, relaxing, and entertaining. Upstairs, the luxurious owner’s suite feels like a private retreat, complete with a private rear deck and palatial owner’s bath. Three additional bedrooms and two full baths complete the upper level, providing plenty of room for family and guests. The ground level adds exceptional flexibility with a two-car garage plus a private bedroom suite, separate living area, wet bar, and side entrance. Create an in-law or guest suite, an incredible bunk and game room for the kids, or take advantage of the layout’s potential as part of a beach rental investment. Best of all, 120 Houston Street puts the coastal lifestyle within easy reach. Walk to downtown Dewey Beach for dining, shopping, nightlife, and days spent on the sand, while enjoying the space, finishes, and craftsmanship of a luxury Evergreene home. Whether envisioned as a primary residence, beach retreat, or investment property, this home delivers the space and versatility to enjoy Rehoboth and Dewey Beach living to the fullest.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
DESU2120292
Type:
Single Family-Detached
Subdivision:
REHOBOTH BY THE SEA
Lot size:
0.11 Acres
Year built:
1963
Courtesy: Jack Lingo - Rehoboth 302-227-3883
View additional info

ADDITIONAL INFORMATION

BEACH-BLOCK. CORNER LOT. CLASSIC DEWEY COTTAGE. ???? Rarely does a property check this many coveted boxes! This charming 3-bedroom, 1.5-bath Rehoboth By The Sea cottage, offered fully furnished with proven rental income, sits on a corner lot on one of Dewey Beach’s most sought-after quiet streets—just steps from the ocean and perfectly positioned between the laid-back energy of Dewey and the timeless charm of Rehoboth Beach. Keep the classic coastal cottage and its nostalgic charm, or build new and create your dream beach house—either way, you’re buying an extraordinary location. Welcome to this charming 3-bedroom, 1.5-bath Rehoboth By The Sea coastal cottage, beautifully dressed in that unmistakable coastal blue that instantly says beach house. Offered fully furnished, this classic cottage is ready for you to enjoy from day one, whether you're looking for your own seaside escape, a proven rental investment, or the perfect place to create generations of beach memories. And the location? Absolutely exceptional. Tucked away on one of Dewey Beach’s most coveted and peaceful streets, this beach-block corner-lot property puts you remarkably close to everything that makes the coast so special. Walk to the beach, stroll to Dewey’s restaurants, shops and nightlife, then enjoy the incredible convenience of being just minutes from the charm, dining, shopping and boardwalk of Rehoboth Beach. It’s the best of both worlds—and truly hard to beat. Inside, the cottage delivers the character and nostalgia that make classic beach homes so irresistible. Think relaxed coastal days, sandy feet, bikes out front, morning coffee after a walk to the ocean, and evenings filled with salty breezes and unforgettable memories. Keep the nostalgia. Enjoy this beloved beach cottage exactly as it is and continue its rental success. Or dream bigger. With its exceptional corner-lot setting and highly desirable location, this property offers an incredible opportunity to build new and create the coastal retreat you've always envisioned. Either way, the location is the prize. Whether you're searching for a turn-key beach retreat, income-producing investment, or an exceptional site for your future dream home, this is a rare opportunity to own a piece of the quintessential Dewey Beach lifestyle. Come see why this special beach cottage—and its extraordinary location—are worth a closer look. Properties this close to the beach, on a street this desirable, simply don't come along often. Make your move and start making memories at the beach!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,850
Status:
Active
MLS#:
DESU2116836
Type:
Single Family-Detached
Subdivision:
REHOBOTH MARKETPLACE
Lot size:
0.23 Acres
Year built:
1964
Courtesy: Rehoboth Bay Realty, Co. 302-227-1232
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ADDITIONAL INFORMATION

Welcome to 117 Cullen Street in Rehoboth By the Sea, where coastal charm meets an unbeatable location. This bright and beautifully maintained 4-bedroom, 2-bath ranch-style beach cottage is just 1.5 blocks from the ocean, making it easy to enjoy the sand and surf any time of day. Ideally situated, you'll be within walking distance of Dewey Beach's popular restaurants, shops, and entertainment, while also just a short stroll from the iconic Rehoboth Beach Boardwalk. The home's inviting single-level layout offers comfortable living for family and guests, with light-filled spaces that create a warm and relaxing beach retreat. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this well-kept coastal cottage offers the perfect combination of location, comfort, and beach-town lifestyle. Don't miss your chance to own a slice of Delaware's most desirable shoreline.

Beds:
8
Baths:
7.00
Sq.Ft.:
7,136
Status:
Active
MLS#:
DESU2116162
Type:
Single Family-Detached
Subdivision:
REHOBOTH BY THE SEA
Lot size:
0.15 Acres
Year built:
2007
Courtesy: Mann & Sons, Inc. 302-227-9477
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ADDITIONAL INFORMATION

105 Chicago Street, Dewey Beach, DE Experience exceptional coastal living in this stunning 8-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 8 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.

Beds:
5
Baths:
5.00
Sq.Ft.:
2,816
Status:
Active
MLS#:
DESU2114170
Type:
Townhouse
Subdivision:
NONE AVAILABLE
Year built:
2026
Courtesy: RE/MAX Realty Group Rehoboth 302-227-4800
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ADDITIONAL INFORMATION

Spend your summer at the beach in these stylish, spacious townhomes ideally located between 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 201 also available.

Beds:
1
Baths:
1.00
Sq.Ft.:
480
Status:
Active
MLS#:
DESU2113848
Type:
Flat
Subdivision:
NONE AVAILABLE
Year built:
1955
Courtesy: Iron Valley Real Estate at The Beach 302-541-8787
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ADDITIONAL INFORMATION

OCEANFRONT AND ONE OF THE LARGEST UNITS AT THE SURF CLUB! Unit 110A offers 480 square feet of open, light-filled living with ocean views, noticeably more room than the smaller Surf Club efficiencies. With 1 week every month (13 weeks a year) of deeded, fee-simple quarter-share ownership, you'll enjoy the beach in every season. This is NOT a timeshare. Spend summer days on the beach and by the pool, then come back in the quieter months for long walks along an uncrowded shoreline, cool ocean breezes, easy parking and a relaxed pace around town. The open floor plan includes a sleeping area, living space and efficiency kitchen with cooktop, microwave, coffee maker with included coffee and refrigerator, plus luxury vinyl flooring, ceiling fans, recessed lighting and central A/C. Amenities include an outdoor pool, picnic area, common grounds, on-site laundry and a reserved parking space. The $435 monthly fee covers nearly everything: property taxes, insurance, electric, heat, A/C, water, trash, cable TV, high-speed internet, standard phone, pool, management, custodial services, exterior and grounds maintenance, snow removal and reserves. Turnkey and hands-off, with the option to place unused weeks in the on-site rental program for income. Walk to Dewey Beach dining, shops and nightlife. Your oceanfront getaway, all year long!

Beds:
5
Baths:
6.00
Sq.Ft.:
1,004
Status:
Active
MLS#:
DESU2111248
Type:
Other
Subdivision:
REHOBOTH BY THE SEA
Lot size:
0.11 Acres
Year built:
2025
Courtesy: Houwzer LLC-Haddonfield 267-765-2080
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ADDITIONAL INFORMATION

Rare North End Ocean-View Retreat 5BR Luxury Home with Pool, Elevator, Garage & Off Street Parking Welcome to one of the most exceptional offerings on the north end of Dewey Beach, where modern coastal luxury meets a truly rare combination of ocean views, iconic and one-of-a-kind sightlines down the Dewey strip, and the convenience of paved off-street parking spaces. This newly constructed, fully furnished 5-bedroom, 4 full bathroom (and 2 half bath), 4,155 square-foot residence is thoughtfully designed across three expansive levels, all easily accessed by a private elevator. From the moment you arrive, the home sets itself apart with its scale, craftsmanship, and turnkey convenience. The heart of the home is an open-concept living space designed to maximize natural light and capture sweeping views. Expansive windows and multiple outdoor decks create a seamless indoor-outdoor experience, while high-end finishes and curated furnishings elevate every detail. Step outside to your private pool and custom-built pool bar, complete with dedicated seating and service area, creating the ultimate setting for entertaining. Whether hosting summer gatherings or unwinding after a day at the beach, this outdoor space delivers a true resort-style experience rarely found in Dewey Beach. What truly distinguishes this property is its unique vantage point. Enjoy not only ocean views, but a rare, unobstructed perspective down the Dewey Beach strip, an irreplaceable feature that delivers both energy and exclusivity. Combined with the quiet appeal of the north end location, this home also offers easy access to the town. Additional highlights include: • Five spacious bedrooms ideal for hosting large groups • Private elevator servicing all three floors • Multiple decks capturing ocean breezes and panoramic views • Off-street parking spaces, an exceptional amenity in Dewey Beach • Private garage offering additional storage and convenience • Fully furnished and professionally designed for a true turnkey experience Whether you’re seeking a premier personal retreat or property to lease, this home offers outstanding leasing potential while delivering a luxury lifestyle that is simply unmatched in Dewey Beach. This is a rare opportunity to own a standout property in one of the East Coast’s great beach communities, where location, views, and livability converge.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,300
Status:
Active
MLS#:
DESU2110238
Type:
Condo
Subdivision:
None Available
Lot size:
0.5 Acres
Year built:
1985
Courtesy: Dave McCarthy & Associates, Inc. 302-426-2080
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ADDITIONAL INFORMATION

Welcome to the ocean block of the highly desired town of Dewey Beach! This 3 Bedroom, 2 Bath unit is a short walk to both the ocean and the bay, as well as all of the legendary shops and restaurants that Dewey Beach has to offer! As if that weren't enough, the rental income potential of this unit cannot be ignored! Don't miss out on your chance to own in Dewey Beach!

Beds:
1
Baths:
1.00
Sq.Ft.:
476
Status:
Active
MLS#:
DESU2108820
Type:
Flat
Subdivision:
NONE AVAILABLE
Year built:
1988
Courtesy: Coldwell Banker Realty 302-539-1777
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ADDITIONAL INFORMATION

Beach lovers welcome to The Surf Club and experience the Delaware Coast and all that Dewey Beach has to offer LARGE OCEAN-VIEW unit. Just steps from the sand, and a short walk to restaurants, local shops and the nightlife that Dewey is known for this beautifully maintained retreat offers the perfect blend of comfort, convenience, and value. Featuring durable LVP flooring, a well-equipped kitchenette, and a full bath, the unit provides everything you need for a relaxing beach escape. Natural light and ocean views create a bright, inviting atmosphere ideal for unwinding after a day on the shore. The Surf Club operates as a fractional ownership property, giving owners one week per month—13 weeks per year. Enjoy the flexibility to use your week in full, split it into partial stays, or place unused time into the rental pool to generate income. It’s a smart, low-maintenance way to enjoy Dewey Beach throughout the year. Owners have access to a wide range of amenities, including a community pool, multiple common areas for relaxing or socializing, on-site management, and direct beach access. With restaurants, nightlife, shopping, and all of Dewey’s attractions just a short walk away, you can park the car and enjoy a true coastal lifestyle. The condo fee covers virtually everything: taxes, insurance, electric, water, sewer, internet, cable, furniture, housewares, appliance repair or replacement, and more. Simply bring your suitcase and start enjoying the beach. Walk the shoreline, lounge by the pool, host a barbecue with friends, or explore everything Dewey Beach has to offer. A turn-key oceanfront opportunity—this is beach living made easy. The photos are from another unit that is similar to 113 which was rented and not accessible for photos.

Beds:
1
Baths:
1.00
Sq.Ft.:
354
Status:
Active
MLS#:
DESU2105582
Type:
Flat
Subdivision:
NONE AVAILABLE
Year built:
1955
Courtesy: Jack Lingo - Rehoboth 302-227-3883
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ADDITIONAL INFORMATION

Own your place at the beach — for a fraction of the cost! This ocean-view condominium at the Surf Club in Dewey Beach offers ¼ fractional ownership, deeded fee simple, allowing you to enjoy one week every four weeks throughout the year. It’s an ideal way to experience beach home ownership without the full-time responsibilities or expense. Located just steps from the Atlantic Ocean and only a short walk to Rehoboth Bay access and the heart of Dewey Beach, this property places you in the center of coastal living. Whether you choose to use your time personally, share it with family and friends, or utilize the on-site management rental program, the flexibility makes ownership both practical and enjoyable. The residence comes fully furnished and thoughtfully appointed, featuring a king-size bed, queen pull-out sofa, sunroom dining area, efficiency kitchen, and flat-screen TV — designed for comfort and easy beach living. The $435 monthly HOA fee is comprehensive and covers virtually everything: on-site management, property taxes, insurance, electric, water, sewer, heat, air conditioning, internet, cable, pool and sundeck maintenance, BBQ area, grounds care, parking, and even the maintenance and replacement of furnishings, housewares, and appliances. Simply arrive, unpack, and relax. The building is smoke-free, no pets are permitted, and the unit includes one designated parking space. Enjoy the best of Dewey Beach ownership — carefree, convenient, and cost-effective.

Beds:
3
Baths:
4.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
DESU2099138
Type:
Townhouse
Subdivision:
SEASTRAND
Lot size:
0.06 Acres
Year built:
1964
Courtesy: Jack Lingo - Lewes 302-645-2207
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ADDITIONAL INFORMATION

Welcome to 3 Sea Strand, Unit 24 – a gorgeous 3-bedroom, 3.5-bath townhome in the heart of Dewey Beach! With Silver Lake on one side and the Atlantic Ocean on the other, you’ll absolutely fall in love with the stunning nature views that surround this home. As you enter through the front of the home, you’re greeted by a spacious front porch, perfect for relaxing and enjoying the salt air. An outdoor shower is close by to wash off those sandy beach feet before entering your luxurious coastal escape! Come through the front door to be greeted by upgraded flooring, a welcome staircase, and a spacious entryway. Just next to the stairs, you’ll find a kitchen designed with functionality and style in mind, featuring a large center island with cooktop, upgraded cabinets and appliances, and granite countertops with a matching backsplash. Golden accents throughout the kitchen bring a touch of elegance to the coast! Next to the kitchen is a large living area, featuring a wall of floor-to-ceiling windows with double French doors that open to a screened-in porch with a ceiling fan and white-washed wooden walls that bring that coastal beach feeling inside! The screened-in porch leads to a deck with white railings and stairs leading to an additional outdoor area. A laundry space and upgraded half bath complete the first floor. On the second floor, you’ll find the primary suite, which is a true coastal retreat! A wall of windows provides a breathtaking view, along with double French doors leading to another screened-in outdoor space with a ceiling fan and views of Silver Lake. The primary bathroom features a tiled standing shower with a rain shower and built-in storage, an updated vanity, gorgeous tile flooring, and a deep, relaxing tub. An additional spacious bedroom with a bathroom is also situated on the second floor. On the third floor, you’ll find another generously-sized bedroom with a ceiling fan and access to another small deck with views of Silver Lake and Dewey Beach. A full bathroom and spacious loft area complete the third floor. Every detail of this home —from the bathroom finishes to the flooring —has been upgraded and thoughtfully designed with luxury and convenience in mind. It is tucked back in a peaceful neighborhood, yet still centrally located to everything Rehoboth and Dewey Beaches have to offer! Sea Strand is a tight-knit community with access to Silver Lake and a private beach, plus off-street parking. With strong rental potential, this home offers a lucrative investment opportunity or a family beach getaway. Homes in Sea Strand aren’t available often, so don’t wait! Schedule your private showing of 3 Sea Strand, Unit 24 today!

Beds:
2
Baths:
1.00
Sq.Ft.:
600
Status:
Active
MLS#:
DESU2097756
Type:
Flat
Subdivision:
NONE AVAILABLE
Year built:
1965
Courtesy: Jack Lingo - Rehoboth 302-227-3883
View additional info

ADDITIONAL INFORMATION

Dewey Beach a way of life!!!! Looking for coastal living just steps to the beach then this quaint 2 bedroom and 1 bathroom condo is for you. Private screen porch leads you into wonderful open living, dining and kitchen area. You are in the Ocean block with a short walk to the beach, bay or restaurants and bars. When you get here all you have to do is park and you can walk to everything you want to do at the beach and or bay activities. Dewey Beach offers a vibrant lifestyle and social scene for all to enjoy.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

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Dewey Beach Real Estate

Dewey Beach is located in Delaware. Dewey Beach, Delaware has a population of 347. Dewey Beach is less family-centric than the surrounding county with 6.72% of the households containing married families with children. The county average for households married with children is 20.2%.

The median household income in Dewey Beach, Delaware is $102,188. The median household income for the surrounding county is $68,886 compared to the national median of $69,021. The median age of people living in Dewey Beach is 60 years.

Dewey Beach Weather

The average high temperature in July is 86 degrees, with an average low temperature in January of 28.2 degrees. The average rainfall is approximately 44.4 inches per year, with 12.3 inches of snow per year.

Dewey Beach Map

Dewey Beach Real Estate Market Conditions

  • Median sales price

    $1,899,000
    17.3%
    change since last quarter
  • # Active listings

    22
    30-day change

Dewey Beach Schools and Demographics

Education near Dewey Beach, DE

City County
High School Graduates 95.19 89.64
College Degree - 2 year 12.5 9.41
College Degree - 4 year 56.73 30.4
Graduate Degree 19.55 9.72
Expenditures per Student 17,270 17,270
Students per Teacher 14.3 14.3

Elementary Schools near Dewey Beach, DE

Grades Students P/T Ratio ZIP
East Millsboro Elementary School PK - 05 770 15.7 19966
H. O. Brittingham Elementary School KG - 05 563 13.1 19968
Long Neck Elementary School PK - 05 763 15.9 19966
Lord Baltimore Elementary School PK - 05 662 15.4 19970
Milton Elementary School KG - 05 579 14.1 19968
Rehoboth Elementary School KG - 05 613 14.3 19971
Shields (Richard A.) Elementary School KG - 05 722 16.8 19958

Middle Schools near Dewey Beach, DE

Grades Students P/T Ratio ZIP
Beacon Middle School 06 - 08 563 14.1 19958
Mariner Middle School 06 - 08 552 14.2 19968
Millsboro Middle School 06 - 08 656 13.4 19966

High Schools near Dewey Beach, DE

Grades Students P/T Ratio ZIP
Cape Henlopen High School 08 - 12 1,352 14.7 19958

Ungraded Schools near Dewey Beach, DE

Grades Students P/T Ratio ZIP
Sussex Consortium PK - 12 131 2.6 19958

Demographics near Dewey Beach, DE

City County
Neighborhood Type
Population 347 234,045
Population Density 1,048 250
Median Age 60 50.7
People per Household 2 2.4
Median Household Income 102,188 68,886
Average Income per Capita 73,080 39,066

Real estate near Dewey Beach