Dagsboro Real Estate

Dagsboro Real Estate

Welcome to Dagsboro, Delaware—a hidden gem nestled in the heart of Sussex County. This charming town, steeped in history and natural beauty, offers a unique blend of small-town warmth and modern conveniences, making it an ideal place to call home.

Dagsboro is known for its picturesque landscapes, featuring serene waterways and lush greenery that create a tranquil atmosphere. Residents and visitors alike can explore the nearby Indian River Bay, perfect for fishing, boating, and enjoying breathtaking sunsets. The town is also surrounded by stunning parks and nature reserves, providing ample opportunities for hiking, birdwatching, and outdoor recreation.

The community of Dagsboro is characterized by its friendly residents and a strong sense of belonging. With a variety of local shops, restaurants, and markets, you’ll find everything you need just a stone's throw away. The town hosts numerous community events throughout the year, fostering connections and creating lasting memories among neighbors.

Families will appreciate the quality of life in Dagsboro, with access to reputable schools and a safe environment for children to grow and thrive. Additionally, the proximity to larger towns like Bethany Beach and Ocean City means that residents can easily enjoy the vibrant coastal lifestyle, complete with sandy beaches and bustling boardwalks.

Whether you’re seeking a peaceful retreat or an active lifestyle, Dagsboro offers the best of both worlds. Discover your dream home in this charming town and experience the unparalleled beauty and community spirit that Dagsboro, Delaware, has to offer.

Newest Listings in Dagsboro

$595,000
5 Beds ⋅ 2 Baths
This private, coastal retreat combines the laid back comfort of small town living with all the amenities that the Delaware & Maryland beaches have to offer. This uniquely designed home sits on a .8 acre private lot surrounded by mature trees. creating an oasis for outside enjoyment. And, No HOA! Inside you are greeted by gorgeous, red oak hardwood floors that run throughout the home and Hunter composite plantation shutters that add a touch of country elegance to every room. The open floor plan on the main level features a living room with a custom wood burning fireplace, an expansive dining room off the gourmet kitchen that includes double ovens and an island cooktop. There is a guest room which could be used as a den or home office off the foyer. The primary bedroom and bath eliminate the need for steps and are just down the hall from a separate laundry room which doubles as a mud room with a new washer and dryer. The 26' x 26' bonus room is only limited by your imagination. Workshop, storage, recreation & game room; the possibilities are endless! It can also be converted to a rear entry garage! The upper level features a family room with access to a sun deck. There are three additional bedrooms and a hall bath. The largest bedroom was designed with a rough-in to include an ensuite bath if desired. Both bathrooms have heated tiled floors. There is geothermal HVAC with mini-splits in select rooms to provide incredible energy efficiency & comfort. The house sits upon a climate-controlled encapsulated crawl space with a French drain and includes a Rinnai tankless hot water heater and a whole-house Generac generator. Looking for a forever home? The expansive, private lot has plenty of room for a pool, detached garage and room to build a hardscape entertainment area. This home was artfully designed to accommodate wheel chair mobility both inside and out. The main level bathroom and kitchen both were designed with ample room to move around whether a wheel chair is needed or not. The ramps in the front and back are poured concrete with landscaping so that they don't look like wheel chair ramps. This home is perfect for someone who wants to age in place or has a family member with limited mobility, or just wants to avoid steps. Want to explore all this area has to offer? Take the straight shot to Bethany Beach in 20 minutes or take the back roads to Fenwick Island & Ocean City. and avoid the traffic. Your only minutes to Rt 113 which provides access to many beach communities in both MD & DE, as well as a plethora of shopping and restaurants. This meticulously landscaped 3,250 sf custom built home was featured on WBOC's Delmarva Home Show. Come see it for yourself! It's even better in person. You won't want to leave.

28880 Hudson Rd, Dagsboro

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$975,000
For the very first time, Dagsboro's most recognizable home has arrived on the public market. This quintessential 1920s American Foursquare with its signature porte-cochère is as storied, charming, and full of personality as the white-hot town it calls home. You've driven past it. Everyone has. Now it's your opportunity to call it home! Perfectly positioned in the heart of downtown Dagsboro — steps from Porto's beloved flavors, a short stroll to the legendary Clayton Theatre, and just minutes from coffee, Jaynes Reliable, the botanical gardens and the local gems that give this community its undeniable soul — this property sits at the crossroads of small-town charm and serious opportunity. And with Bethany Beach just a quick drive away - you are connected to small town and sea. Welcomed by the wraparound porch, made for slow summer evenings, sweet tea in hand, waving to neighbors who have always admired this home from the street. Step inside and be instantly transported — but with all the modern upgrades you'd expect. Warm, thoughtfully refinished red oak hardwood floors flow beneath crisp white walls in a living room that is grand in scale and spirit. A local craftsman's custom crown molding, bespoke radiator covers, and a beautifully trimmed fireplace pay reverent homage to the home's historic character. Twin symmetrical curved alcove shelves usher you into a bayed dining room appointed with a built-in corner hutch, a vintage chandelier dripping with charm, and glass pocket doors. You will also notice original glass doorknobs throughout the home and substantial wood millwork original to the home has been lovingly maintained. The large eat-in kitchen impresses with vaulted ceilings that flood the space with light and air, abundant cabinetry, a center island, dual sinks, and solid surface countertops. Just off the kitchen, an all-season sunroom offers serene views of the landscaped courtyard — your own private oasis. Before heading upstairs, discover a stunning library/study adorned with custom milled, illuminated built-ins — designed and carefully executed by a local carpenter. This home could easily be converted into a primary bedroom on this level. A spacious bathroom with a soaking tub is conveniently adjacent. The second floor delivers a generously proportioned primary suite, three additional bedrooms, and a full bath. A full staircase leads to the floored attic, ready to be finished into an additional bedroom and bath. Below, a full basement provides ample storage. Outside, the possibilities multiply: a charming tiny house with plumbing for a full bath, and a substantial barn featuring two garage doors and a large second-floor — perfectly suited for a two-bedroom apartment (with applicable zoning and local approvals). Set on around 2 acres zoned TC (Town Center), this nearly 2.13-acre landmark property is as versatile as it is beautiful — continue its legacy as a private residence, or reimagine it as a coffee shop, boutique, law office, wellness studio, bed & breakfast, or any number of commercial uses. The bones? Impeccable. The opportunity? Unmatched. Dagsboro is an ever growing downtown town with close proximity to the nearby cities of Georgetown, Berlin, Ocean City, Salisbury Maryland and the nearby coastal towns of Bethany Beach and Fenwick Island.

33140 Main St, Dagsboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767
$975,000
4 Beds ⋅ 2 Baths
For the very first time, Dagsboro's most recognizable home has arrived on the public market. This quintessential 1920s American Foursquare with its signature porte-cochère is as storied, charming, and full of personality as the white-hot town it calls home. You've driven past it. Everyone has. Now it's your opportunity to call it home! Perfectly positioned in the heart of downtown Dagsboro — steps from Porto's beloved flavors, a short stroll to the legendary Clayton Theatre, and just minutes from coffee, Jaynes Reliable, the botanical gardens and the local gems that give this community its undeniable soul — this property sits at the crossroads of small-town charm and serious opportunity. And with Bethany Beach just a quick drive away - you are connected to small town and sea. Welcomed by the wraparound porch, made for slow summer evenings, sweet tea in hand, waving to neighbors who have always admired this home from the street. Step inside and be instantly transported — but with all the modern upgrades you'd expect. Warm, thoughtfully refinished red oak hardwood floors flow beneath crisp white walls in a living room that is grand in scale and spirit. A local craftsman's custom crown molding, bespoke radiator covers, and a beautifully trimmed fireplace pay reverent homage to the home's historic character. Twin symmetrical curved alcove shelves usher you into a bayed dining room appointed with a built-in corner hutch, a vintage chandelier dripping with charm, and glass pocket doors. You will also notice original glass doorknobs throughout the home and substantial wood millwork original to the home has been lovingly maintained. The large eat-in kitchen impresses with vaulted ceilings that flood the space with light and air, abundant cabinetry, a center island, dual sinks, and solid surface countertops. Just off the kitchen, an all-season sunroom offers serene views of the landscaped courtyard — your own private oasis. Before heading upstairs, discover a stunning library/study adorned with custom milled, illuminated built-ins — designed and carefully executed by a local carpenter. This home could easily be converted into a primary bedroom on this level. A spacious bathroom with a soaking tub is conveniently adjacent. The second floor delivers a generously proportioned primary suite, three additional bedrooms, and a full bath. A full staircase leads to the floored attic, ready to be finished into an additional bedroom and bath. Below, a full basement provides ample storage. Outside, the possibilities multiply: a charming tiny house with plumbing for a full bath, and a substantial barn featuring two garage doors and a large second-floor — perfectly suited for a two-bedroom apartment (with applicable zoning and local approvals). Set on around 2 acres zoned TC (Town Center), this 2.13 -acre landmark property is as versatile as it is beautiful — continue its legacy as a private residence, or reimagine it as a coffee shop, boutique, law office, wellness studio, bed & breakfast, or any number of commercial uses. The bones? Impeccable. The opportunity? Unmatched. Dagsboro is an ever growing downtown town with close proximity to the nearby cities of Georgetown, Berlin, Ocean City, Salisbury Maryland and the nearby coastal towns of Bethany Beach and Fenwick Island.

33140 Main St, Dagsboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (302) 227-6767
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