1741 Holly Beach Farm Road, Annapolis, MD 21409

$3,700,000
5
BD
3
BA
2,775
SqFt

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Sold Price
$3,700,000
List Price
$3,700,000
Closing Date
Jul 20, 2026
MLS#
MDAA2143312
Year Built
1890
Status
CLOSED
Type
Single Family Residential
Bedrooms
5
Baths All
3
Baths Full
3
Living Area
2,775
Total SqFt
2775
County
Anne Arundel
Subdivision
None Available

Property Description

A Rare Waterfront Legacy Property on the Chesapeake Bay: Along a quiet stretch of Annapolis shore, where the Chesapeake meets 232 acres of protected parkland, a singular offering emerges. Few properties in the region can claim its provenance, privacy, and position on the water. Set upon 3.5 acres overlooking Moss Pond, the farm commands 287 feet of private shoreline with sweeping, unobstructed vistas of the Bay beyond. Once part of a celebrated working thoroughbred operation, it carries forward a legacy deeply woven into Maryland's agricultural and maritime heritage. At the heart of the property stands a historic farmhouse of quiet distinction. Five well-appointed bedrooms each capture views of the water, and a series of gracious sitting rooms preserve the residence's original character. Heart pine floors, bespoke built-ins, and twin staircases speak to an era of craftsmanship rarely preserved so thoughtfully. A screened-and-glassed porch extends the season year-round, while a waterside patio invites summer dinners and sunset gatherings with the Bay as backdrop. Beyond the main house, a four-car carriage barn, a second barn with equestrian stalls, and a detached retreat suited to a study, studio, or guest quarters lend the property remarkable versatility. At the water's edge, a private pier offers immediate access to the boating and fishing traditions for which the Chesapeake is justly renowned. Bordered by parkland yet a short drive from Annapolis, the farm offers the increasingly uncommon pleasure of true seclusion without sacrifice, moments from the cultural and culinary life of Maryland's historic capital.

Additional Information

Elementary School
Windsor Farm
Middle School
Severn River
High School
Broadneck
Other Structures
Above Grade, Below Grade
Structure List
Above Grade, Below Grade
Garage Spaces
4
Style
Colonial
Basement
Yes
Fireplaces
4
Cooling Fuel
Electric
Cooling
Central A/C
Heating Fuel
Oil
Heating
Hot Water
Hot Water
S/W Changeover
Sewer Septic
Septic Exists
Water
Well
Tax Year
2026
Possession
31-60 Days CD
Days on Market
2
Acres
3.51
Ownership
Fee Simple

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Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .