Rare Waterfront Opportunity! Escape to your waterfront farmhouse retreat. Nestled on 3.5 picturesque acres overlooking the tranquil waters of protected Moss Pond, this charming historic property offers big views of and direct access to the Chesapeake Bay. Originally part of a working thoroughbred racehorse farm, this home is surrounded by parkland and privacy while still close to the city. Imagine peaceful mornings, stunning sunsets, and the joys of waterfront living. Your dream of a serene coastal lifestyle awaits. Enjoy boating, fishing, birdwatching, and the peace and quiet of coastal living all just a short drive from all the history, charm and convenience Annapolis has to offer. A peaceful meandering drive leads you to this one of a kind property. Enjoy breathtaking water views from each of the 5 bedrooms or entertain family & friends in one of the many sitting rooms that have retained their original character and charm. Custom built ins, heart pine flooring and dual staircases to the upper level, this home is steeped in history. Ample waterside living with an enclosed porch with screens or glass offering year round use flowing perfectly to the patio overlooking your 287 feet of water frontage, the perfect place for summer cocktails and dinner parties! The property features three outbuildings, an enclosed barn that can accommodate 4 cars, a storage barn with horse stalls and a detached man cave that would make a perfect home office or studio! With a private pier, dock, boat and jetski lifts, you can enjoy all that the Chesapeake Bay has to offer. Whether you're looking for a peaceful retreat or a place to entertain family and friends, this farmhouse is the perfect place. Welcome Home!
For sale
$3,800,000
1741 Holly Beach Farm Rd, Annapolis, MD 21409
5beds
2,775sqft
Est.:
Single Family Residence
Built in 1940
3.51 Acres Lot
$3,561,600 Zestimate®
$1,369/sqft
$-- HOA
What's special
- 6 days
- on Zillow |
- 1,072 |
- 27 |
Zillow last checked: 7 hours ago
Listing updated: April 20, 2025 at 05:07pm
Listed by:
David Orso 443-691-0838,
Berkshire Hathaway HomeServices PenFed Realty 4433727171
Source: Bright MLS,MLS#: MDAA2112080

Travel times
Tour with a buyer’s agent
Tour with a buyer’s agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
- Main level bathrooms: 1
- Main level bedrooms: 2
Basement
- Area: 0
Heating
- Hot Water, Oil
Cooling
- Central Air, Electric
Appliances
- Included: Water Heater
Features
- Basement: Unfinished
- Number of fireplaces: 4
Interior area
- Total structure area: 2,775
- Total interior livable area: 2,775 sqft
- Finished area above ground: 2,775
- Finished area below ground: 0
Property
Parking
- Total spaces: 4
- Parking features: Other, Driveway, Detached
- Garage spaces: 4
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Patio & porch: Screened, Porch
- Pool features: None
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Bay
- Body of water: Chesapeake Bay
- Frontage length: Water Frontage Ft: 287
Lot
- Size: 3.51 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 020300024973800
- Zoning: RLD
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Mixed
- Foundation: Block
Condition
- New construction: No
- Year built: 1940
- Major remodel year: 1980
Utilities & green energy
- Sewer: Septic Exists
- Water: Well
Community & HOA
Community
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Annapolis
Financial & listing details
- Price per square foot: $1,369/sqft
- Tax assessed value: $1,989,867
- Annual tax amount: $21,805
- Date on market: 4/21/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
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