Dagsboro Real Estate

Dagsboro Real Estate

Welcome to Dagsboro, Delaware – a hidden gem nestled in the heart of Sussex County. This charming small town, steeped in history and natural beauty, offers a delightful blend of coastal living and rural serenity. Just a stone's throw away from the picturesque Delaware beaches, Dagsboro is the perfect retreat for those seeking a peaceful lifestyle without sacrificing proximity to the vibrant coastal attractions.

Dagsboro is known for its friendly community and welcoming atmosphere. With a population that values connection and camaraderie, residents enjoy a slower pace of life while still having access to modern conveniences. The town boasts a variety of local shops, dining options, and recreational activities that cater to all ages. Whether you're exploring the scenic trails of the nearby parks or enjoying a leisurely day fishing on the Indian River, there's no shortage of outdoor adventures to embrace.

The real estate market in Dagsboro is diverse, featuring everything from charming single-family homes to spacious waterfront properties. This makes it an ideal location for families, retirees, and anyone in between. With its affordable housing options and a strong sense of community, Dagsboro is an attractive choice for homebuyers looking to settle in a welcoming environment.

Moreover, the town's strategic location allows easy access to major highways, making trips to nearby attractions like Rehoboth Beach and Ocean City a breeze. If you're seeking a place where nature meets community, look no further than Dagsboro, Delaware – where your dream home awaits!

Newest Listings in Dagsboro

33140 Main St, Dagsboro
$914,990
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:

33140 Main St, Dagsboro
$914,990
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:

Start Your Search

How much is your home worth?

Get instant property value now!