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2 Chicago St, Dewey Beach
$4,700,000
6 Beds ⋅ 6 Baths
Rare oceanfront opportunity in Rehoboth by the Sea. Discover unparalleled coastal living at 2 Chicago Street, an oceanfront retreat in the highly coveted community of Rehoboth by the Sea on the north end of Dewey Beach. This exceptional 6-bedroom, 5.5-bath home offers sweeping panoramic views from nearly every room, with a private dune crossover that leads directly to the wide, sandy beach. The first level welcomes you with a bright entry foyer, two bedrooms (including a flexible oceanfront space ideal for a den, exercise room, or guest suite), two full baths, and a convenient laundry room. Upstairs, the recently updated kitchen shines with quartz counters, stainless steel appliances, and custom cabinetry, seamlessly flowing into the dining and living areas—all framed by walls of windows showcasing endless ocean vistas. Step outside to the expansive oceanfront deck, perfect for sunrises, gatherings, and salty breezes. A private office with sweeping north-facing views completes this level. On the third floor, you’ll find four additional bedrooms and three full baths, including the oceanfront primary suite with its own balcony for uninterrupted sunrise views. The rooftop deck crowns the home, offering a bird’s-eye view of the coastline—an unforgettable setting for stargazing or enjoying fireworks on July 4th. Rehoboth by the Sea is one of the Delaware coast’s most sought-after neighborhoods, known for its wide beaches, relaxed atmosphere, and close proximity to both Rehoboth and Dewey Beach attractions. Currently, 2 Chicago Street stands as the only oceanfront property available in either community—making this a truly rare opportunity to own a piece of coastal paradise.

2 Chicago St, Dewey Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

Selling Office: Monument Sotheby's International Realty.

10 Chicago St, Dewey Beach
$4,510,000
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.

23 Jersey St, Dewey Beach
$2,900,000
4 Beds ⋅ 5 Baths
Ocean Block CALIFORNIA STYLE 4BR, 4BA BEACH HOUSE. Year Round light filled open floor plan home, inside & outside porches, pool & fire pit, outside shower, offered FURNISHED. STEPS TO RELAXING GOOD TIMES AT THE BEACH. Cool 1960's beach vibe is super fun, airy & renovated completely - the latest appliances, finishes & functional spaces. Dewey Beach is dog friendly, offers great food & drinks, evening bonfires & music. Not in a flood zone. Potential rental income of over $150,000 per year (Summer will rent for over $12,000 per week. Offered for $2,990,000 FEE SIMPLE, ie you own the land (0wner will hold a 10 year mortgage)....or Offered for $1,995,000 with a $29,000 per year land lease.

23 Jersey St, Dewey Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

Selling Office: Jack Lingo - Rehoboth.

122 Houston St, Dewey Beach
$2,200,000
6 Beds ⋅ 3 Baths
FEE SIMPLE double lot in the heart of Dewey Beach, offering exceptional potential with 3 charming cottages, perfectly situated on the Bay side. This prime location is just steps away from all that Dewey has to offer, including miles of pristine beach, boating opportunities, the beloved Funland amusement park, live music, and more – all just around the corner or a quick Jolly Trolley ride away. Located at the corner of Houston & Bayard, this property is ripe for redevelopment and presents endless possibilities to create your dream project. Whether you're looking to preserve the current cottages or build something new, the canvas is yours to design. Embrace the Dewey Beach lifestyle with this rare opportunity to own a slice of paradise in one of Delaware's most sought-after beach communities. The potential here is limitless!

122 Houston St, Dewey Beach

Listing courtesy of Compass. Contact:

Selling Office: Unrepresented Buyer Office.

114 Chesapeake St, Dewey Beach
$2,110,000
4 Beds ⋅ 3 Baths
Welcome to Seaside Rendezvous -- This spectacular Key-West style home is truly a seashore oasis located in the coveted north end of Dewey Beach know as Rehoboth by the Sea. This resort hideaway is a one-of-a-kind property featuring a spectacular 12 x 27 heated, in ground private pool with water fall feature surrounded by tropical landscaping with gorgeous palms, seasonal red geraniums and 6 ft privacy fence surrounding the entire property. A large patio with sun lounge chairs and al fresco dining area surround the pool. Relax here, or take a short three minute walk to sink your toes into the sand and the Atlantic Ocean. Many nights you can hear the waves crashing on the large, 12x24 screened porch overlooking the pool and lake just across the street. The home features an open concept great room with living/dining areas with beautiful vaulted wood ceilings, exquisite tongue and groove hardwood floors, updated kitchen and baths, central heat and air conditioning. A wall of floor to ceiling glass separates the porch and great room allowing natural light to flow freely throughout the main rooms. There are two primary suites w/full ensuite baths, one off the great room and one in the new addition (added in 2023). Two additional bedrooms (queen and queen with bunk beds) share a hall bath -- all have vaulted wood ceilings and hardwood floors. There is a small private deck off the rear primary suite. Excellect rental history / summer prime weeks at $15,000 per week. Two off street parking spaces. The home is beautifully designed and decorated - furnishings negotible. This is a Land Lease property with 32 years left on the land lease. Land rent approx. $11,000 annually with increases every five years (not every year). RENTAL INCOME 2024 was $189,000.00 Rent just two weeks and it pays your land lease and most expenses!

114 Chesapeake St, Dewey Beach

Listing courtesy of HomeZu by Simple Choice. Contact:

Selling Office: Coldwell Banker Realty.

107 Swedes St, Dewey Beach
$2,075,000
5 Beds ⋅ 4 Baths
Dewey Beach, single family (fee simple) dream home! Enjoy shimmering bay views and golden sunsets from your 48 X 50 rooftop deck overlooking the Dewey Beach skyline! Perfect investment opportunity! The rooftop deck and ample parking for eight creates an excellent Dewey rental investment. This charming 5 bedrooms and three and a half baths, 2,600 sq' home will surely wow you the moment you step in the door. Let's take a walk through this gem of a home! As you enter the first floor through the double French doors, you'll be instantly overwhelmed by the huge 21' X 32' bonus room with an additional set of doors leading you to the rear of the yard. There's no need to worry about sandy toes as the entire first floor features durable 12" ceramic tile. Bedroom #1 is a large 12' X 20' with recessed lighting, built-in shelving & custom paint color. French doors provide private entry/exit to the 10' X 50' concrete patio made private by the banana palm grove, pampas grasses & fencing surrounding half of it. A large bathroom with shower & another entrance leading to an outside shower stall & separate shed round out this floor along with two large closets & a mechanical room. With a grand first impression of the second floor, the 10' ceilings and open floor plan create a stately appearance. Step through the double sliding french doors in the main living space to a huge 10' X 50' covered front porch with wainscot ceiling, 2 ceiling fans & recessed lighting spanning the entire width of the home. This is a premier location for post-beach happy hours, rainy day activities, & people-watching. The living room has hardwood floors, custom colors, ceiling fans, recessed lighting, crown molding, & a propane gas fireplace for those chilly off-season nights! Also located on this floor is the kitchen which features 12" ceramic tile flooring, granite counters, peninsula bar with seating for 4, & 3 copper hanging+ light pendants. There is a gas stove/oven, custom cherry cabinetry, ceiling fan, crown molding & wine fridge under the bar. A guest powder room is on this level as well. The spacious owners' suite is 20' X 27' with hardwood floors, walk-in closet, lighted ceiling fan, custom colors, 9' paneled doors, & crown molding. French doors also provide private access to the front porch. The owners' suite full bath includes ceramic tile floors & a large walk-in shower with two heads & glass doors. There's a pedestal sink, a custom built-in cabinet, & a clawfoot soaking tub to melt your worries away! The third floor consists of bedrooms 3 (15 X 21), 4 (19' X 18'), & 5 (19' X 18'). All are spacious & carpeted with custom painting & ceiling fans with light kits. A full bath with linen closet & a separate laundry closet are also on this floor. The versatile 12' X 29' open space can be utilized for recreation, as an office or an additional sleeping area. This bonus area has built-in cabinetry, hardwood flooring, and a ceiling fan. A full-paned door grants access to the 6' X 22' deck & spiral staircase leading to the roof top deck and that's where the fun begins!. Sit back, relax with a cocktail, & enjoy the sunset behind the iconic Dewey Beach water tower. It's like being on top of the world! This home has never been a rental and is being offered tastefully furnished, turn key ready. Please call to schedule a private showing of this unique bay block home!

107 Swedes St, Dewey Beach

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: BAY COAST REALTY.

103 Carolina St, Dewey Beach
$2,075,000
4 Beds ⋅ 4 Baths
Experience the charm of a quintessential beach cottage ideally located just one block from the ocean in the heart of Dewey Beach. Perfectly positioned between downtown Rehoboth Beach and Dewey Beach, you’ll enjoy effortless access to award-winning restaurants, vibrant nightlife, boutique shopping, and local amenities. For added convenience, the Jolly Trolley stop is just steps away, making it easy to explore the area without ever moving your car. Inside, vaulted, beamed ceilings create a warm and inviting coastal atmosphere filled with natural light, character and charm. Rich hardwood floors flow throughout the home, enhancing its timeless appeal. The spacious kitchen serves as the heart of the cottage, anchored by a large central island that’s perfect for entertaining, gathering with friends, or simply relaxing after a day at the beach. The home features four spacious bedrooms, including two with ensuite baths, offering comfort and privacy for family and guests alike. A large sun deck is a true beach house must — perfect for sunning and enjoying the outdoors while listening to the sound of crashing waves in the distance. The fenced yard adds an extra sense of privacy and comfort, while the turf and surrounding pavers provide attractive, easy maintenance living. With 51 years remaining on this unique land lease property, this exceptional cottage is a must-see for Dewey Beach lovers seeking the perfect blend of coastal charm, convenience, and lifestyle.

103 Carolina St, Dewey Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

Selling Office: Monument Sotheby's International Realty.

16 Clayton St Unit A, Dewey Beach
$1,995,000
4 Beds ⋅ 4 Baths
Rarely offered, this spacious and beautifully maintained ocean-block townhome in the sought-after Seascape community delivers the ultimate Dewey Beach lifestyle. Featuring 4 bedrooms and 3.5 baths, the thoughtfully designed layout offers comfortable accommodations to suit a variety of lifestyles. Designed with a reversed floor plan to maximize ocean views and natural light, the second level serves as the true heart of the home. This inviting space features a cozy wood-burning fireplace, easy-maintenance tile flooring, and a wet bar with beverage refrigerator, all within an open-concept design that’s perfect for cooking, entertaining, and unwinding after a day at the beach. The open living and dining areas flow seamlessly to expansive sun decks, creating an effortless indoor-outdoor experience. Open the sliders to enjoy ocean breezes, salty air, and the soothing sound of waves just steps away. The crown jewel of this coastal retreat is the rooftop deck—an exceptional space designed for relaxation and gathering. Complete with a hot tub, swinging hammock, and ample seating, it’s the perfect place to soak in the sun by day or unwind under the stars by night—there’s truly no reason to ever leave. Ideally located in the heart of iconic Dewey Beach, this townhome places everything within easy reach, including the beach, bay activities, restaurants, nightlife, mini-golf, and more. With a strong rental history, the property offers excellent income potential while also serving as an exceptional second home for those who love the vibrant energy and coastal charm of Dewey Beach.

16 Clayton St Unit A, Dewey Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

Selling Office: Jack Lingo - Rehoboth.

15 Layton St Unit C, Dewey Beach
$1,800,000
4 Beds ⋅ 3 Baths
**Offers due Sunday 9/20 at 5 PM**OCEAN BLOCK. END-UNIT TOWNHOME. NO LAND LEASE! A rare opportunity in the highly coveted North end of Dewey Beach, this upscale, four-bedroom, two-and-a-half-bath coastal retreat offers ocean views from multiple decks and an unbeatable walk-everywhere location just steps from the beach. Extensively remodeled, the home features updated ceilings, walls, doors, hardwood and tile flooring, beautifully renovated bathrooms, and a chef-inspired kitchen with a spacious entertaining island, beverage refrigerator, and ice maker. Additional improvements include updated plumbing, electrical wiring, roof, siding, HVAC, and water heater, wet bar, and skylight. Tastefully decorated, partially furnished, and truly move-in ready, this exceptional end-unit townhome delivers the perfect combination of comfort, style, and convenience. Park the car and walk to the beach, bay, marina, dining, shopping, downtown Rehoboth, Silver Lake, and everything Dewey and Rehoboth Beach have to offer. This home has never been rented but could be a great investment opportunity.

15 Layton St Unit C, Dewey Beach

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

Selling Office: Patterson-Schwartz-Hockessin.

115 Jersey St, Dewey Beach
$1,773,000
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..

13 Clayton St Unit 5, Dewey Beach
$1,750,000
4 Beds ⋅ 4 Baths
Welcome to your quintessential Dewey Beach retreat—just steps from the sand and ideally positioned in an exclusive ocean block setting. This spacious 4-bedroom, 3.5-bath end-unit townhome offers approximately 2,000 square feet of coastal living in the heart of all that Dewey has to offer. Designed for both relaxation and entertaining, this four-level home features private outdoor space on every floor culminating in an expansive rooftop deck with brand new Duradek. This top-level retreat is truly a standout feature, complete with a wet bar and full-size refrigerator, creating the perfect setting for hosting, sunset cocktails, and enjoying ocean breezes after a day on the beach. Inside, the layout is thoughtfully designed to accommodate beach living at its best. The entry level includes a convenient bedroom and dedicated laundry area—ideal for managing sandy towels and post-beach cleanup—along with easy access to the outdoor shower. The main living level offers an open-concept kitchen, dining, and living space filled with natural light, while upper levels provide comfortable accommodations for family and guests, including a spacious primary suite. This home comes fully furnished right down to the plates and dishes—making it truly turnkey. Just bring your suitcase and start enjoying coastal life immediately. Additional highlights include three dedicated parking spaces (a highly valuable commodity in Dewey Beach), two sets of washers and dryers for added convenience, and numerous recent upgrades, including newer windows and a new sliding glass door. While never rented, this property offers exceptional rental potential given its unbeatable location—just steps to Dewey’s popular beaches, restaurants, and nightlife. Whether you're seeking a personal beach getaway or a high-performing investment opportunity, this is coastal living at its finest in one of Delaware’s most vibrant seaside communities.

13 Clayton St Unit 5, Dewey Beach

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact:

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

112 Swedes St, Dewey Beach
$1,575,000
4 Beds ⋅ 2 Baths
One of Dewey Beach’s finest single-family four-bedroom homes, featuring a first-floor primary suite with a full jack-n-jill bathroom, and fee simple ownership—no land lease. Ideally located just four homesites from the west side of Route 1, this property is within easy walking distance to the beach, bay, and popular restaurants. The living room showcases a dramatic two-story ceiling and a gas fireplace, perfect for cozy winter evenings. The dining area is open to both the living room and kitchen, creating a seamless entertaining space, with a snack bar connecting the dining room and kitchen. French doors off the dining room lead to a screened porch equipped with sliding vinyl panel windows, allowing for comfortable year-round use. A deck leads off the screened porch with an outdoor shower. Upstairs, you’ll find three additional bedrooms and a full jack-n-jill bathroom with a tub/shower combo. Whether used as a primary residence, vacation home, or rental investment, this home’s prime location offers effortless access to the ocean for morning walks and the convenience of enjoying breakfast at some of Dewey Beach’s best nearby restaurants.

112 Swedes St, Dewey Beach

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Keller Williams Realty.

111 Carolina St, Dewey Beach
$1,450,000
3 Beds ⋅ 2 Baths
Welcome to 111 Carolina St – A Coastal Gem in Rehoboth By The Sea! Nestled in the highly sought-after community of Rehoboth By The Sea, this stunning Crow’s Nest model was originally the builder’s showcase home, perfectly positioned on one of the highest lots in the neighborhood. Just 1.5 blocks from the beach, this 3-bedroom, 2-bathroom coastal cottage embodies the essence of beachside living with the perfect blend of comfort, character, and convenience. This pristine home has never been rented and has a renewed 50 year lease. Outdoor Oasis Step through the cheerful yellow gate into your private sanctuary, where lush, mature landscaping surrounds a fully fenced yard. Whether you're unwinding in the 6-person Saratoga Empire hot tub, enjoying a backyard BBQ, or relaxing on the Southern exposed front porch, this outdoor space is designed for both tranquility and entertaining. New hardscape pavers lead to a spacious outdoor shower with a changing area—a must-have after a day in the sand and surf. The exterior is crafted from solid Cypress board and batten, ensuring timeless durability and coastal charm. With a deep driveway and ample parking, you and your guests will always have space to park. Coastal Charm Meets Modern Comfort Inside, vaulted ceilings with exposed beams, a cozy fireplace, and thick, wide-plank cedar walls and flooring create a warm and inviting atmosphere. Sunlight pours in through upgraded Andersen windows, offering a bright, airy feel and refreshing coastal breezes. The updated kitchen is as stylish as it is functional, featuring soft-close drawers, lighted cabinets, quartz countertops, and modern appliances—perfect for preparing meals after a sun-soaked day at the beach. Unbeatable Location Positioned between Rehoboth and Dewey Beach, this home offers endless opportunities for adventure. Just two blocks north, you'll find the scenic Silver Lake, while a short walk south takes you to Dewey Beach’s vibrant restaurants and nightlife. Hop on the Jolly Trolley or take a leisurely 15-minute stroll to downtown Rehoboth, where boutique shopping, award-winning dining, and lively entertainment await. Prefer the outdoors? Enjoy a bike ride to Gordon’s Pond or the Lewes-Rehoboth Trail to explore Delaware’s breathtaking natural beauty. A Smart Investment Beyond its undeniable charm, 111 Carolina St presents a fantastic investment opportunity with strong rental potential. Whether you're looking for a peaceful beach retreat or a highly desirable income-generating property, this coastal escape checks all the boxes. Don’t miss your chance to own a slice of paradise! Schedule your private showing today.

111 Carolina St, Dewey Beach

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

Selling Office: Century 21 Emerald.

1602 Bayard Ave, Dewey Beach
$1,335,000
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.

111 Jersey St, Dewey Beach
$1,325,000
3 Beds ⋅ 2 Baths
Nestled in the charming community of Rehoboth by the Sea, this delightful coastal cottage offers a serene retreat just moments from the tranquil shore line of the Atlantic Ocean. With three cozy bedrooms and two full bathrooms, this home is designed for comfort and relaxation. The inviting living space features a warm fireplace, perfect for gathering with loved ones on cool evenings. The neighborhood is a true gem, boasting easy access to the all things Dewey Beach, where residents can enjoy leisurely strolls, live music, and a variety of water activities. The community spirit is palpable, with friendly neighbors and local events that foster a sense of belonging. Nearby parks provide ample green space for outdoor activities, while well-maintained walking paths invite exploration. Local amenities, including shops and dining options, are just a short drive away, making everyday errands a breeze. This home, built in 1965 +/- (estimate), combines classic charm with modern comforts, offering a unique opportunity to embrace a laid-back lifestyle in a vibrant community. Whether you're looking for a permanent residence or a seasonal getaway, this property is a perfect canvas for creating lasting memories. Experience the beauty of lakeside living and the warmth of a welcoming neighborhood-your new home awaits!

111 Jersey St, Dewey Beach

Listing courtesy of REHOBOTH BAY REALTY, CO.. Contact:

Selling Office: Jack Lingo - Rehoboth.

27 New Orleans St Unit B, Dewey Beach
$725,000
2 Beds ⋅ 2 Baths
Rare opportunity to own a getaway on the ocean side of Route 1 block in Dewey. Central to everything, you won't need your car when staying at this 2 bed/2 bath house (unit is right half of a duplex). Two levels and a spacious deck off the upstairs bedroom make it feel more spacious than a typical condo. Quick walk to the beach, two parking spaces, washer/dryer, no condo fee, and completely renovated in 2019. This is a true turnkey weekend home or rental investment property. Tenants are already booked up to Sep 18, 2026 which will transfer and remain in place with the house. It's been lovingly maintained and provided consistent rental income for many years. There are two beach sheds not pictured for beach and maintenance supplies. Everything in the house conveys except the resin coffee table. Act fast to have your own place at a dog-friendly Dewey beach.

27 New Orleans St Unit B, Dewey Beach

Listing courtesy of ListWithFreedom.com. Contact:

Selling Office: RE/MAX Associates - Newark.

8 Swedes St Unit 8A, Dewey Beach
$600,000
2 Beds ⋅ 1 Baths
UPDATE! OFFERS DUE BY NOON ON 02/18/2026. DUCIOA packet uploaded to MLS. Just a few houses from the beach, discover a serene coastal retreat in this charming 2-bedroom bungalow, nestled about 110 steps from the Atlantic Ocean in the highly coveted location of North Dewey. The inviting interior features exposed beams, a gas stove, and upgraded countertops, creating a warm ambiance in the combination kitchen and living area. Enjoy the convenience of stainless steel appliances and a stacked washer/dryer, all designed for modern living. Step outside to a beautifully landscaped lot with extensive hardscaping and exterior lighting, perfect for evening gatherings. Feel the ocean breeze on the screened porch, where you can savor the sound of the waves. The current owners have added: a tankless water heater, a new outdoor shower, a new shed, a new washer and dryer, and a Ring camera. With assigned parking for three cars and just steps away from all that Dewey has to offer, this property offers both comfort and convenience in a quiet location. Experience the exclusive lifestyle of oceanblock living, where the beach is just a stroll away. Approximately 50 years left on the land lease. There are a few rental reservations that must be honored. Strong rental history. Sold fully furnished with the exclusions of a few staging items (throw pillows and 2 blankets/throws in photos). Rental income: 2023-$59,301, 2024 = $60,960.08 ( July 16-26 prime weeks blocked for family use/no income), 2025 = $61,750.62

8 Swedes St Unit 8A, Dewey Beach

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

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

121 Chesapeake St Unit 2, Dewey Beach
$509,000
2 Beds ⋅ 1 Baths
Waterfront living on Lake Comegys in the heart of Dewey Beach! Welcome to Sea Haven—where you can relax and take in peaceful water views just 1.5 blocks to the ocean. This 2-bedroom, 1-bath condo offers the perfect beach retreat with a sunroom, screened porch, and direct lakefront setting, ideal for enjoying morning coffee or unwinding after a day at the beach. Unit #2 is uniquely positioned within the building—set further back from the road and offering more direct, unobstructed views of the lake, creating a quiet and secluded setting. The condo has been well maintained and is being sold furnished. Outdoor shower for the building and off street parking,. Whether you're looking for a personal beach getaway or an investment opportunity, this is a rare chance to a own lake front condo conveniently located between downtown Rehoboth and Dewey Beach and just over a block to the ocean.

121 Chesapeake St Unit 2, Dewey Beach

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

Selling Office: Unrepresented.

21 Houston St Unit 7, Dewey Beach
$460,000
1 Beds ⋅ 1 Baths
JUST LISTED! Located east of Route One, just over 400 feet from the beach, this beach-block 1-bedroom, 1-bathroom condo is currently Dewey Beach’s lowest-priced property with land ownership and is perfect for your beach getaway that you may have dreamed of. The unit offers tile floors, gally kitchen with granite counters, stainless steel appliances, breakfast bar, washer, dryer, bath with an updated tile shower, tankless water heater, and zoned heat pump with A/C. All of this is priced to sell, situated in North Dewey and located close to the beach, restaurants, nightlife, shops, and easy access to the Jolly Trolley that provides you with transportation to the boardwalk and everything downtown Rehoboth Beach has to offer. Call for an appointment today!

21 Houston St Unit 7, Dewey Beach

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Northrop Realty.

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