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33140 Main St , Dagsboro, DE 19939
$914,990
Est. Payment: $5,003.91/mo
4 Bed
2 Bath
2.13 Acres
Status: active | Days on site: 183
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OAA204 - 3267535
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House Description

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.

Highlights

Listed by Justin Noble , 3028977499 Monument Sotheby's International Realty , 3022276767. Bright MLS

Property Type

Residential

Lot/Acreage
2.13

Year Built

1920

County

Sussex

Area

Dagsboro Hundred (31005)

Neighborhood

Dagsboro

School District

Indian River

Listing ID

DESU2107882

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:4
  • ▪ Bathrooms:2
  • ▪ Full Bathrooms:2
Air Cond:Central A/C
Fireplaces:
Basement:Full,Side Entrance
Water:Public

Exterior Features

Lot:Not New Construction,Horse Property: No
Lot Dimensions:0.00 x 0.00
Garage Capacity:11
Zoning:TN
Sewer:Public Sewer
Parking Features:Garage - Front Entry,Additional Storage Area,Oversized,Detached Garage,Driveway,Attached Carport,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces
Principal Interest
$5,004
Taxes
$106

Home Price

$914,990

Loan Details

30 yrs
7.271%

Down Payment

20%
$182,998
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$5,003.91

Principal

Taxes

Principal Taxes HOA Total
Monthly $5,003.91 $105.50 $0.00 $5,109.41
Yearly $60,046.88 $1,266.00 $0.00 $61,312.88
Total $1,801,406.28 $37,980.00 $0.00 $1,839,386.28
Lender profile image
Chico Gordy
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Market insight data is pulled from the same city as the listing being viewed (Dagsboro, DE).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Information provided by Bright MLS, and is deemed reliable but not guaranteed accurate.

IDX service by Blueroof 360

Data last updated: 2026-11-13T19:09:10.000Z

© 2026 Bright MLS