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Exceptional ocean-block living in Rehoboth by the Sea. Just three homes from the Atlantic Ocean and approximately 150 feet from the dune crossing, this expansive coastal retreat offers nine bedrooms, nine full baths, one half bath, and approximately 4,800 square feet designed for unforgettable gatherings at the beach. Located on the coveted north side of Dewey Beach in Rehoboth by the Sea, the home combines remarkable space, luxury amenities, and an unbeatable location just moments from both the ocean and downtown Rehoboth Beach. Thoughtfully designed across three levels and serviced by a private elevator, the home features an open floor plan with hardwood flooring, a spacious living room anchored by a gas fireplace, and multiple gathering spaces ideal for entertaining family and guests. The gourmet kitchen is equipped to accommodate a crowd with an oversized island, two dishwashers, Miele refrigerator and freezer, electric range, separate cooktop, wall oven, two microwaves, an additional refrigerator, and ice maker. The adjoining dining area and sunroom with ping pong and pool table create the perfect setting for entertaining after a day on the beach. The flexible floor plan includes five bedrooms and five-and-a-half baths on the entry level, a spacious main living level with an additional bedroom and full bath, and a third floor offering three ensuite bedrooms and a comfortable den. Multiple outdoor living spaces—including a covered front porch and expansive open deck—capture beautiful ocean views and refreshing sea breezes. Outside, enjoy your own private resort featuring an in-ground heated swimming pool, generous patio for lounging and entertaining, and an outdoor shower for rinsing off after the beach. Whether you're seeking an extraordinary family retreat, a premier investment property, or both, 10 Chicago Street offers a rare opportunity to own a spacious ocean-block home in one of Delaware's most sought-after beach communities, just steps from the sand and a short stroll to the restaurants, shops, and nightlife of Dewey Beach and Rehoboth Beach.

9 Beds ⋅ 10 Baths

Exceptional ocean-block living in Rehoboth by the Sea. Just three homes from the Atlantic Ocean and approximately 150 feet from the dune crossing, this expansive coastal retreat offers nine bedrooms, nine full baths, one half bath, and approximately 4,800 square feet designed for unforgettable gatherings at the beach. Located on the coveted north side of Dewey Beach in Rehoboth by the Sea, the home combines remarkable space, luxury amenities, and an unbeatable location just moments from both the ocean and downtown Rehoboth Beach. Thoughtfully designed across three levels and serviced by a private elevator, the home features an open floor plan with hardwood flooring, a spacious living room anchored by a gas fireplace, and multiple gathering spaces ideal for entertaining family and guests. The gourmet kitchen is equipped to accommodate a crowd with an oversized island, two dishwashers, Miele refrigerator and freezer, electric range, separate cooktop, wall oven, two microwaves, an additional refrigerator, and ice maker. The adjoining dining area and sunroom with ping pong and pool table create the perfect setting for entertaining after a day on the beach. The flexible floor plan includes five bedrooms and five-and-a-half baths on the entry level, a spacious main living level with an additional bedroom and full bath, and a third floor offering three ensuite bedrooms and a comfortable den. Multiple outdoor living spaces—including a covered front porch and expansive open deck—capture beautiful ocean views and refreshing sea breezes. Outside, enjoy your own private resort featuring an in-ground heated swimming pool, generous patio for lounging and entertaining, and an outdoor shower for rinsing off after the beach. Whether you're seeking an extraordinary family retreat, a premier investment property, or both, 10 Chicago Street offers a rare opportunity to own a spacious ocean-block home in one of Delaware's most sought-after beach communities, just steps from the sand and a short stroll to the restaurants, shops, and nightlife of Dewey Beach and Rehoboth Beach.

10 Chicago St, Dewey Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

Selling Office: Jack Lingo - Rehoboth.

$1,950,000

This exceptional coastal townhome places you just one block from the ocean and in the center of everything that makes Dewey Beach one of the East Coast's most sought-after destinations. Leave the car behind and enjoy easy access to the beach, restaurants, nightlife, and local favorites—all just moments from your front door. Offering over 2,600 +/- square feet of beautifully designed living space, this 5-bedroom, 4.5-bath residence combines luxury, comfort, and convenience with remarkably low-maintenance coastal living. Meticulously maintained, tastefully decorated, and never rented, this home is being offered fully furnished and turnkey, allowing you to begin enjoying the beach lifestyle from day one. The exterior is equally impressive and full of features rarely found this close to the beach. Parking for 6+ vehicles is virtually unheard of in Dewey Beach, while covered parking, abundant storage, an engineered elevator shaft, and a fully fenced backyard provide exceptional functionality. The there is even room for a plunge pool if you desire to create your own private coastal oasis. Multiple levels of spacious porches invite you to enjoy morning coffee, afternoon sea breezes, and evenings spent entertaining family and friends. Whether you're searching for a year-round residence, a second home, or a legacy beach retreat, this remarkable property checks every box. From its unbeatable location and thoughtful amenities to its impeccable condition and turnkey convenience, this is a rare opportunity! Simply arrive, unpack, and start making memories at the beach.

5 Beds ⋅ 5 Baths

This exceptional coastal townhome places you just one block from the ocean and in the center of everything that makes Dewey Beach one of the East Coast's most sought-after destinations. Leave the car behind and enjoy easy access to the beach, restaurants, nightlife, and local favorites—all just moments from your front door. Offering over 2,600 +/- square feet of beautifully designed living space, this 5-bedroom, 4.5-bath residence combines luxury, comfort, and convenience with remarkably low-maintenance coastal living. Meticulously maintained, tastefully decorated, and never rented, this home is being offered fully furnished and turnkey, allowing you to begin enjoying the beach lifestyle from day one. The exterior is equally impressive and full of features rarely found this close to the beach. Parking for 6+ vehicles is virtually unheard of in Dewey Beach, while covered parking, abundant storage, an engineered elevator shaft, and a fully fenced backyard provide exceptional functionality. The there is even room for a plunge pool if you desire to create your own private coastal oasis. Multiple levels of spacious porches invite you to enjoy morning coffee, afternoon sea breezes, and evenings spent entertaining family and friends. Whether you're searching for a year-round residence, a second home, or a legacy beach retreat, this remarkable property checks every box. From its unbeatable location and thoughtful amenities to its impeccable condition and turnkey convenience, this is a rare opportunity! Simply arrive, unpack, and start making memories at the beach.

103 Swedes St Unit 1, Dewey Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

Selling Office: Jack Lingo - Rehoboth.

$525,000

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"

2 Beds ⋅ 1 Baths

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

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

Selling Office: RE/MAX Realty Group Rehoboth.

$4,935,000

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.

5 Beds ⋅ 6 Baths

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

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: Patterson-Schwartz-Rehoboth.

$1,773,000

Imagine stepping back into the golden era of beach living at 115 Jersey Street—a classic coastal retreat in much sought-after Rehoboth by the Sea, just over one block from the ocean. A quintessential North Dewey beach cottage, this charming 3-bedroom, 2-bath home blends nostalgic beach character with thoughtful updates designed for today’s coastal lifestyle. The property has undergone numerous renovations over the years, highlighted by a spacious updated kitchen that serves as the heart of the home—perfect for gathering after a day at the beach. Inside, the home offers an inviting and airy layout with comfortable gathering spaces ideal for relaxed entertaining. Outdoor living takes center stage with an expansive rear deck overlooking a generously sized backyard with ample room for a pool, creating exceptional potential for enhancing both lifestyle, rental revenue and long-term value. Lush landscaping and multiple outdoor entertainment areas provide the perfect backdrop for summer evenings, morning coffee, or casual gatherings with friends and family. Located within the desirable Rehoboth by the Sea, the property is situated on leased land with approximately 48 years remaining on the current land lease—offering an opportunity to enjoy beach living in one of coastal Delaware’s most coveted communities at a more approachable price point than nearby fee simple properties. The property has also proven itself as a strong income-producing investment, with over $68,000 in booked rental reservations for the 2026 season already on the calendar, highlighting both its desirability and exceptional rental potential. Ideally positioned just steps from the beach and Dewey Beach’s vibrant dining, nightlife, and coastal attractions, enjoy easy access to local favorites like The Starboard, Bottle & Cork, and Woody's Dewey Beach for their famous crab cakes. Downtown Rehoboth Beach, with its boutique shopping and acclaimed dining destinations including Back Porch Café, Fable, and Henlopen City Oyster House, is just a mile away. Park the car, hop on a bike, or catch the Jolly Trolley and enjoy the very best of coastal living. Whether enjoyed as a nostalgic personal getaway, rock solid rental investment, or long-term beach retreat, 115 Jersey Street offers a rare opportunity to own a piece of classic Dewey Beach charm in an exceptional location.

3 Beds ⋅ 2 Baths

Imagine stepping back into the golden era of beach living at 115 Jersey Street—a classic coastal retreat in much sought-after Rehoboth by the Sea, just over one block from the ocean. A quintessential North Dewey beach cottage, this charming 3-bedroom, 2-bath home blends nostalgic beach character with thoughtful updates designed for today’s coastal lifestyle. The property has undergone numerous renovations over the years, highlighted by a spacious updated kitchen that serves as the heart of the home—perfect for gathering after a day at the beach. Inside, the home offers an inviting and airy layout with comfortable gathering spaces ideal for relaxed entertaining. Outdoor living takes center stage with an expansive rear deck overlooking a generously sized backyard with ample room for a pool, creating exceptional potential for enhancing both lifestyle, rental revenue and long-term value. Lush landscaping and multiple outdoor entertainment areas provide the perfect backdrop for summer evenings, morning coffee, or casual gatherings with friends and family. Located within the desirable Rehoboth by the Sea, the property is situated on leased land with approximately 48 years remaining on the current land lease—offering an opportunity to enjoy beach living in one of coastal Delaware’s most coveted communities at a more approachable price point than nearby fee simple properties. The property has also proven itself as a strong income-producing investment, with over $68,000 in booked rental reservations for the 2026 season already on the calendar, highlighting both its desirability and exceptional rental potential. Ideally positioned just steps from the beach and Dewey Beach’s vibrant dining, nightlife, and coastal attractions, enjoy easy access to local favorites like The Starboard, Bottle & Cork, and Woody's Dewey Beach for their famous crab cakes. Downtown Rehoboth Beach, with its boutique shopping and acclaimed dining destinations including Back Porch Café, Fable, and Henlopen City Oyster House, is just a mile away. Park the car, hop on a bike, or catch the Jolly Trolley and enjoy the very best of coastal living. Whether enjoyed as a nostalgic personal getaway, rock solid rental investment, or long-term beach retreat, 115 Jersey Street offers a rare opportunity to own a piece of classic Dewey Beach charm in an exceptional location.

115 Jersey St, Dewey Beach

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$2,500,000

Imagine stepping back into the golden era of beach living at 124 Jersey Street—an exceptionally rare Fee Simple opportunity in Rehoboth by the Sea just two blocks from the ocean. Originally built as a quintessential North Dewey beach retreat, this classic 3-bedroom, 2-bath Windjammer cottage has been thoughtfully improved while preserving its authentic coastal character. In 2021, the property underwent significant structural enhancements, including lifting of the home by East Coast Structural to allow for the addition of a full foundation and insulated crawlspace. Major infrastructure improvements were completed at that time, including new plumbing, updated electrical systems, ductless mini-split HVAC, new siding and upgraded insulation—capital improvements that provide both peace of mind and long-term durability. The home is further complemented by its distinctive and durable red metal roof, adding both architectural charm and practical longevity to this timeless coastal property. Inside, the home features an inviting, airy layout designed for relaxed coastal living, with numerous gathering spaces ideal for entertaining after a day on the beach. The kitchen has been updated with new appliances and countertops, while outdoor spaces include spacious decking, dramatic lighting, lush landscaping, and multiple entertaining areas perfect for summer evenings, morning coffee, or casual gatherings with friends and family. In a community largely comprised of land lease properties, fee-simple opportunities within Rehoboth by the Sea are limited and rarely available, providing long-term security, flexibility, and freedom from annual ground rent. Ideally located just steps from the beach and Dewey Beach’s vibrant dining, nightlife, and coastal attractions. Take a walk to local favorites like the Starboard, Bottle & Cork, or Woody’s for their famous crabcakes. Downtown Rehoboth’s boutique shopping and award-winning restaurants—including Back Porch Café, Fable, and Henlopen Oyster House—are just a mile away. Park the car, hop on a bike, or catch the Jolly Trolley and enjoy the best of coastal living. Whether enjoyed as a nostalgic personal retreat, income-producing rental, or strategic long-term investment, the property offers compelling future potential in one of coastal Delaware’s most sought-after beach communities.

3 Beds ⋅ 2 Baths

Imagine stepping back into the golden era of beach living at 124 Jersey Street—an exceptionally rare Fee Simple opportunity in Rehoboth by the Sea just two blocks from the ocean. Originally built as a quintessential North Dewey beach retreat, this classic 3-bedroom, 2-bath Windjammer cottage has been thoughtfully improved while preserving its authentic coastal character. In 2021, the property underwent significant structural enhancements, including lifting of the home by East Coast Structural to allow for the addition of a full foundation and insulated crawlspace. Major infrastructure improvements were completed at that time, including new plumbing, updated electrical systems, ductless mini-split HVAC, new siding and upgraded insulation—capital improvements that provide both peace of mind and long-term durability. The home is further complemented by its distinctive and durable red metal roof, adding both architectural charm and practical longevity to this timeless coastal property. Inside, the home features an inviting, airy layout designed for relaxed coastal living, with numerous gathering spaces ideal for entertaining after a day on the beach. The kitchen has been updated with new appliances and countertops, while outdoor spaces include spacious decking, dramatic lighting, lush landscaping, and multiple entertaining areas perfect for summer evenings, morning coffee, or casual gatherings with friends and family. In a community largely comprised of land lease properties, fee-simple opportunities within Rehoboth by the Sea are limited and rarely available, providing long-term security, flexibility, and freedom from annual ground rent. Ideally located just steps from the beach and Dewey Beach’s vibrant dining, nightlife, and coastal attractions. Take a walk to local favorites like the Starboard, Bottle & Cork, or Woody’s for their famous crabcakes. Downtown Rehoboth’s boutique shopping and award-winning restaurants—including Back Porch Café, Fable, and Henlopen Oyster House—are just a mile away. Park the car, hop on a bike, or catch the Jolly Trolley and enjoy the best of coastal living. Whether enjoyed as a nostalgic personal retreat, income-producing rental, or strategic long-term investment, the property offers compelling future potential in one of coastal Delaware’s most sought-after beach communities.

124 Jersey St, Dewey Beach

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: Jack Lingo - Rehoboth.

$1,335,000

Just Two Blocks from the Beach on a Fee Simple Lot – Stylishly Updated 4-Bedroom Ranch Welcome to this beautifully maintained 4-bedroom, 2-bath ranch-style home, ideally situated just two blocks from the beach. Whether you're seeking a serene getaway or a full-time residence, this thoughtfully updated home delivers comfort, style, and coastal charm. Remodeled about 10 years ago, the home showcases quality finishes throughout, including rich hickory and walnut hardwood flooring, Carrara marble in the bathrooms, and solid interior doors. The custom-designed kitchen is a true standout, featuring striking concrete countertops and ample storage—perfect for entertaining or everyday living. Additional highlights include a versatile bonus room, ideal for a home office or guest space. The HVAC systems were updated approximately two years ago, and the architectural shingle roof offers lasting durability, installed about 15 years ago, all situated on a conditioned crawl space Don’t miss this opportunity to own a move-in-ready beachside retreat with timeless upgrades and a location that can’t be beat!

4 Beds ⋅ 2 Baths

Just Two Blocks from the Beach on a Fee Simple Lot – Stylishly Updated 4-Bedroom Ranch Welcome to this beautifully maintained 4-bedroom, 2-bath ranch-style home, ideally situated just two blocks from the beach. Whether you're seeking a serene getaway or a full-time residence, this thoughtfully updated home delivers comfort, style, and coastal charm. Remodeled about 10 years ago, the home showcases quality finishes throughout, including rich hickory and walnut hardwood flooring, Carrara marble in the bathrooms, and solid interior doors. The custom-designed kitchen is a true standout, featuring striking concrete countertops and ample storage—perfect for entertaining or everyday living. Additional highlights include a versatile bonus room, ideal for a home office or guest space. The HVAC systems were updated approximately two years ago, and the architectural shingle roof offers lasting durability, installed about 15 years ago, all situated on a conditioned crawl space Don’t miss this opportunity to own a move-in-ready beachside retreat with timeless upgrades and a location that can’t be beat!

1602 Bayard Ave, Dewey Beach

Listing courtesy of Investors Realty, Inc.. Contact:

Selling Office: Jack Lingo - Rehoboth.

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