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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.

4 Beds ⋅ 6 Baths

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.

14 Chicago St, Dewey Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

$65,000

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!

1 Beds ⋅ 1 Baths

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!

1 Read Ave Unit 116D, Dewey Beach

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

$1,595,000

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!

2 Beds ⋅ 2 Baths

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!

100 Collins St Unit 108, Dewey Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

$2,950,000

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.

7 Beds ⋅ 7 Baths

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.

14 Swedes St, Dewey Beach

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

$3,499,999

Experience the pinnacle of coastal luxury in this exceptional newly constructed residence, ideally situated in the heart of Dewey Beach. Perfectly positioned just a short stroll from both the Atlantic Ocean and Rehoboth Bay, this stunning home offers an unparalleled blend of sophisticated design, effortless entertaining, and exceptional investment potential. From the moment you arrive, you'll appreciate the thoughtful craftsmanship and attention to detail. The ground level provides generous storage for all your beach essentials, ensuring every day by the shore is as convenient as it is enjoyable. The first living level is designed for gathering and relaxation, featuring an impressive custom entertaining space complete with a built-in bar, beverage refrigerator, sink, and microwave. A spacious family room flows seamlessly to one of four expansive outdoor porches, while custom tile work, elegant wainscoting, and abundant recessed lighting create a warm, inviting atmosphere. Five beautifully appointed bedrooms and four luxurious full baths—including a convenient Jack-and-Jill suite—provide exceptional accommodations for family and guests, complemented by a dedicated laundry room. Throughout the home, a calming palette of coastal blues and sandy neutrals evokes the timeless beauty of the surrounding shoreline. The main living level is the heart of the home, where a chef-inspired gourmet kitchen showcases an oversized quartz island perfect for entertaining, meal preparation, and casual gatherings. The adjacent dining area comfortably seats ten, creating an ideal setting for memorable dinners if you decide not to explore Dewey Beach's renowned restaurants and nightlife. An additional living area offers the perfect space to unwind, while the private primary suite serves as a tranquil retreat featuring its own covered porch, spacious walk-in closet, and a spa-inspired ensuite bath with dual vanities and an oversized tiled shower. Crowning this extraordinary residence is an expansive rooftop deck accessed via a dramatic spiral staircase. Here, breathtaking bay views and spectacular sunsets create the ultimate backdrop for outdoor entertaining, sunset cocktails, or peaceful evenings under the stars. Whether you're seeking a luxurious year-round residence, an unforgettable beach retreat, or a premier investment opportunity, this exceptional property delivers on every level. With a proven rental history, impeccable finishes, multiple outdoor living spaces, and an unbeatable walkable location, this is coastal living at its finest. A rare offering in one of Delaware's most desirable beach communities-this is Dewey Beach luxury redefined. Owner is a licensed Realtor in the State of Delaware. Listing agents are related to seller.

6 Beds ⋅ 6 Baths

Experience the pinnacle of coastal luxury in this exceptional newly constructed residence, ideally situated in the heart of Dewey Beach. Perfectly positioned just a short stroll from both the Atlantic Ocean and Rehoboth Bay, this stunning home offers an unparalleled blend of sophisticated design, effortless entertaining, and exceptional investment potential. From the moment you arrive, you'll appreciate the thoughtful craftsmanship and attention to detail. The ground level provides generous storage for all your beach essentials, ensuring every day by the shore is as convenient as it is enjoyable. The first living level is designed for gathering and relaxation, featuring an impressive custom entertaining space complete with a built-in bar, beverage refrigerator, sink, and microwave. A spacious family room flows seamlessly to one of four expansive outdoor porches, while custom tile work, elegant wainscoting, and abundant recessed lighting create a warm, inviting atmosphere. Five beautifully appointed bedrooms and four luxurious full baths—including a convenient Jack-and-Jill suite—provide exceptional accommodations for family and guests, complemented by a dedicated laundry room. Throughout the home, a calming palette of coastal blues and sandy neutrals evokes the timeless beauty of the surrounding shoreline. The main living level is the heart of the home, where a chef-inspired gourmet kitchen showcases an oversized quartz island perfect for entertaining, meal preparation, and casual gatherings. The adjacent dining area comfortably seats ten, creating an ideal setting for memorable dinners if you decide not to explore Dewey Beach's renowned restaurants and nightlife. An additional living area offers the perfect space to unwind, while the private primary suite serves as a tranquil retreat featuring its own covered porch, spacious walk-in closet, and a spa-inspired ensuite bath with dual vanities and an oversized tiled shower. Crowning this extraordinary residence is an expansive rooftop deck accessed via a dramatic spiral staircase. Here, breathtaking bay views and spectacular sunsets create the ultimate backdrop for outdoor entertaining, sunset cocktails, or peaceful evenings under the stars. Whether you're seeking a luxurious year-round residence, an unforgettable beach retreat, or a premier investment opportunity, this exceptional property delivers on every level. With a proven rental history, impeccable finishes, multiple outdoor living spaces, and an unbeatable walkable location, this is coastal living at its finest. A rare offering in one of Delaware's most desirable beach communities-this is Dewey Beach luxury redefined. Owner is a licensed Realtor in the State of Delaware. Listing agents are related to seller.

104 Buena Rd, Dewey Beach

Listing courtesy of Empower Real Estate, LLC. Contact:

$4,200,000

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.

8 Beds ⋅ 7 Baths

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

Listing courtesy of Mann & Sons, Inc.. Contact:

$75,900

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!

1 Beds ⋅ 1 Baths

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!

1 Read Ave Unit 110A, Dewey Beach

Listing courtesy of Iron Valley Real Estate at The Beach. Contact:

$4,700,000

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.

5 Beds ⋅ 6 Baths

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.

24 Houston St, Dewey Beach

Listing courtesy of Houwzer LLC-Haddonfield. Contact:

$73,000

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.

1 Beds ⋅ 1 Baths

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.

1 Read Ave Unit 113A, Dewey Beach

Listing courtesy of Coldwell Banker Realty. Contact:

$62,000

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.

1 Beds ⋅ 1 Baths

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.

1 Read St Unit 114B, Dewey Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

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