Save
Ask
Tour
Hide
Share
$975,000
1 Day On Site

33140 MAIN STREET
DAGSBORO, DE19939

For Sale|Single Family Residence|Coming Soon
4
Beds
2
Total Baths
2
Full Baths
1920
Built
Subdivision:
DAGSBORO
County:
SUSSEX
Listing courtesy of Monument Sotheby's International Realty
Call Now: 443.632.3000
Is this the listing for you? We can help make it yours.
443.632.3000
33140 MAIN STREET33140 MAIN STREET33140 MAIN STREET33140 MAIN STREET
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

$4,448
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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 1.75-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.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$975,000
Days On Site 
1 Day
Bedrooms 
4
Inside Area (SqFt) 
N/A
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
2.89 Acres
Year Built 
1920
MLS® Number 
DESU2107882
Status 
Coming Soon
Property Tax 
$1,266
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
yesterdayListing first seen on site
yesterdayListing updated with changes from the MLS®
General Features
Acres 
2.89
Carport 
1
Foundation 
Other
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
OversizedGarageDrivewayAttached CarportOtherAttachedDetached
Parking Spaces 
11
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
Special Circumstances 
Standard
Style 
Farmhouse/National FolkPrairieOther
Water Source 
Public
Zoning 
TN
Interior Features
Appliances 
Gas Water Heater
Basement 
Full
Cooling 
Central AirElectric
Heating 
PropaneForced AirRadiant
Save
Ask
Tour
Hide
Share
Exterior Features
Pool Features 
None
Community Features
MLS Area 
Dagsboro Hundred (31005)
School District 
INDIAN RIVER
Schools
School District
INDIAN RIVER
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Monument Sotheby's International Realty



The real estate listing information is provided by Bright MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Save
Ask
Tour
Hide
Share