MJ Home Sales

Better Service. Better Real Estate.

  • About Us
    • Contact Us
  • Selling
  • Buying
    • New Construction
  • Investing in Real Estate
    • Rental Property
    • Quick Cash Offers
    • Funding
  • Marketing
  • Get Pre-Qualified
  • 377 Old Winchester Rd. Boyce VA 22620

1741 Holly Beach Farm Road, ANNAPOLIS, MD 21409 (MLS # MDAA2143312)

Email Us
Call (703) 863-7357
Realtor Matthew Wahlstrom
Profile
Searches
Listings
Login
Save to Favorites
Print
Share
Share via
Share on Twitter Twitter
Share on Facebook Facebook
Share by Email Email
Email a Friend
View Virtual Tour
PRICE $3,599,000 dsIDX morgage calculator
BEDS 5
BATHS 3
HOME SIZE 2,775 sqft
LOT SIZE 3.51 ac
Request More Info Schedule a Showing

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.

DAYS ON MARKET 1 LAST UPDATED 4/23/2026
TRACT NONE AVAILABLE YEAR BUILT 1890
GARAGE SPACES 4.0 COUNTY ANNE ARUNDEL
STATUS Active PROPERTY TYPE(S) Single Family

SCHOOLS
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Elementary School WINDSOR FARM
Jr. High School SEVERN RIVER
High School BROADNECK


ADDITIONAL DETAILS
AIR Central Air, Electric
AIR CONDITIONING Yes
BARN/EQUESTRIAN Yes
BASEMENT Unfinished, Yes
FIREPLACE Yes
GARAGE Yes
HEAT Hot Water, Oil
LOT 3.51 acre(s)
LOT DESCRIPTION Waterfront
PARKING Garage, Driveway, Other, Detached
POOL DESCRIPTION None
SEWER Septic Tank
STORIES 3+
STYLE Colonial
SUBDIVISION NONE AVAILABLE
TAXES 22096
VIEW Yes
VIEW DESCRIPTION Water
WATER Well
WATER ACCESS CHESAPEAKE BAY
WATERFRONT Yes
WATERFRONT DESCRIPTION Waterfront
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

0
P
I
*Estimate only

SATELLITE VIEW



 
CONTACT US ABOUT 1741 HOLLY BEACH FARM ROAD
 / 
We respect your online privacy and will never spam you. By submitting this form with your telephone number you are consenting for Matthew Wahlstrom to contact you even if your name is on a Federal or State "Do not call List".

Listing provided by TTR Sotheby's International Realty
The multiple listing data appearing on this website, or contained in reports produced therefrom, comes in part from Metropolitan Regional Information Systems ("MRIS"). The information provided is for the viewer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. All real estate listings include detailed information about them that includes the name of the listing brokers and therefore may reference real estate listing(s) held by a brokerage other than the broker and/or agent who owns this web site.

All listing data, including, but not limited to, square footage and lot size is believed to be accurate, but the listing agent, listing broker and respective Multiple Listing Services and their affiliates do not warrant or guarantee such accuracy. Therefore, all data should be personally verified through personal inspection by and/or with the appropriate professionals. Listing data last updated 4/24/26 10:46 AM PDT.

The listing information on this web site is from various brokers who participate in IDX.

Copyright 2026 MRIS. All rights reserved.

This IDX solution is (c) Diverse Solutions 2026.

Save favorite listings, searches, and get the latest alerts

or
Sign in to, or create an account using your existing social account:

Forgot password?
Create an Account
Fill in your email, and we'll send you a message with instructions on how to reset your password. Please make sure to use the same email address you provided during registration.
close Back to Login
close

Save your favorite listings, searches, and receive the latest listing alerts

or
Sign in to, or create an account using your existing social account:

Already have an account? Login

QUICK SEARCH

FOLLOW US

FacebooktwitterpinterestlinkedinyoutubevimeotumblrinstagramFacebooktwitterpinterestlinkedinyoutubevimeotumblrinstagram

MJ HOME SALES – Better Service. Better Real Estate

Pearson Smith Realty  |  43777 Central Station Drive, #Suite 390, Ashburn, VA 20147
Mobile: 703-863-7357   |   Office: 703-967-1096 |   Fax: 571-386-1081   |   www.mjhomesalesva.com

  • About Us
  • Selling
  • Buying
  • Investing in Real Estate
  • Marketing
  • Get Pre-Qualified
  • 377 Old Winchester Rd. Boyce VA 22620
Copyright 2017-2030 MJ Home Sales Virginia