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33140 Main Street, Dagsboro, DE 19939

$975,000
  • 33140 Main Street, Dagsboro, DE 19939 Main Photo

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ACTIVE
MLS#DESU2108622
STATUSACTIVE PROPERTY TYPECommercial - SUBDIVISIONDAGSBORO SCHOOLINDIAN RIVER

Property 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 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.

33140 Main Street | MLS# DESU2108622

This commercial property located at 33140 Main Street, Dagsboro, DE 19939 is currently listed for sale with an asking price of $975,000. Main Street is located within the INDIAN RIVER school district. Search Dagsboro real estate on www.realtymark.net today.

Property Features

Property Type: Commercial -
Cooling: Central A/C
Fuel Type: Propane - Owned
Heating: Forced Air, Radiator
Lot Size: 2.89 Acres
Taxes: $1,266
Year Built: 1920

Feature Descriptions

Building Name: NONE AVAILABLE
Days on Site: 34
Exterior: Mixed
Lot Dimensions: 2.89 Acre(S)
Sewer: Public Sewer
Total Garage/Parking Spaces: 10
Water: Public

Local Schools

School District: INDIAN RIVER

Listed By / Shown By

Listed By

Agency Name: Monument Sotheby's International Realty
Agency Phone: 3022276767

Shown By

Agency Title: RealtyMark
Agency Phone: 888-260-0400

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All commissions are negotiable Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/06/2026. The listing information on this page last changed on 05/06/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 05/06/2026 12:01:16 AM EST) or Stellar MLS (last updated Tue 05/05/2026 11:44:08 PM EST) or GSMLS (last updated Tue 05/05/2026 11:54:04 PM EST) or Emerald Coast MLS (last updated Tue 05/05/2026 11:55:20 PM EST) or Central Panhandle Association of Realtors (last updated Tue 05/05/2026 11:57:41 PM EST) or Beaches MLS (last updated Tue 05/05/2026 11:56:23 PM EST) or Naples MLS (last updated Tue 05/05/2026 11:40:22 PM EST) or Bright MLS (last updated Tue 05/05/2026 11:57:43 PM EST) or OneKey MLS (last updated Tue 05/05/2026 11:53:14 PM EST). Real estate listings held by brokerage firms other than RealtyMark may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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