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1604 Winchester Rd, Annapolis, MD 21409
1604 Winchester Rd, Annapolis, MD 21409
Sold for $12,500,000
1604 Winchester Rd, Annapolis, MD 21409
Sold for $12,500,000

1604 Winchester Rd Annapolis, MD 21409

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$12,500,000

CLOSED
Beds
7
Baths
13
Sqft
35,435
Acres
22.52
Year
1924
Close Date
Dec 1, 2025
Property Type
Residential
Sub Type
Per Square Foot
$353
Date Listed
Jan 24, 2025

Description of 1604 Winchester Rd, Annapolis, MD 21409

Listing details for 1604 Winchester Rd, Annapolis, MD 21409 : THE FRIARY a Trophy property in a league of its own! Set on 23 private acres overlooking a gracious bend of the Severn River with 1,500ft of prime waterfrontage, just minutes from downtown Annapolis and less than an hour from the nation's capital, lies one of the most distinctive estates offered for sale on the East Coast. A true architectural masterpiece, this exquisite 35,000+ sqft residence, is the result of a mammoth and complex renovation that brought it back to its classic Georgian style yet with an acknowledgment of the owner's contemporary tastes and interests. Formerly a Capuchin monastery, this stately brick structure offers modern amenities for comfortable family living yet easily accommodates elegant grand scale entertainment and private events. The attention to detail and emphasis on proportions and craftsmanship are unparalleled. The exterior features spectacular 270 degree river views, nine car garage, roof garden, pool pavilion, 60 feet infinity edge pool, tennis court and direct access by funicular to a 6 slip private dock with 10' MLW and boat lift. Step into the main core of the home, where 18th-century elements, like original heart pine floors & foyer arch moldings, have been flawlessly preserved. A cleverly designed limestone rotunda containing a conservatory & atrium lead to either of the house’s wings: the impeccably appointed guest wing with spacious common room, or the chapel-turned-ballroom with sweeping limestone fireplace, herringbone teak floors, & arched double doors with a picturesque terrace beyond. The extraordinary estate contains a total of seven bedrooms, eight bathrooms and eighteen fireplaces, formal dining room and formal parlor, commercial size gourmet kitchen, over sized ballroom, conservatory, family room, library, music room, indoor spa, game room, wine cellar, catering kitchen, work shop, and a secret vault. Additional structures on the property include a three bedroom, two bath-guest/staff house, an Asian tea house and mechanical facilities. Only minutes from Washington D.C. and multiple international airports, this elegant and opulent property is worlds away from the hustle and bustle of everyday life yet offers an easy commute to several major metropolitan cities. Unmatched opulence and privacy awaits on the Severn River!
Listing Updated : 10-10-2026 at 6:58 PM EDT
Listing Provided By : Bradley R Kappel, 4102799476, [email protected], TTR Sotheby's International Realty

Properties displayed may be listed or sold by various participants in the MLS

Source :

Bright MLS, MLS#: MDAA2102408

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Property History

DateEventPrice
12/1/2025
Sold
$12,500,000
$353/sqft
Source:Bright MLS #MDAA2102408
1/24/2025
Listed for sale
—
Source:Bright MLS #MDAA2102408

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc.
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