1604 Winchester Rd, Annapolis, MD 21409 | Closed

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  • 7 Bedrooms
  • 13 Bathrooms
  • 35,435 Sq Ft
  • 980,971 Sq Ft
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Description

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!

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Amenities

Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt

Income

Rental Units


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Expenses

Property Details

List Price $19,995,000
Property Type Single Family Homes
Usable Sqft 35,435
Number of Stories 0 stories
Parking Spots 9 spots
Year Built 1924
Last Sold November 30, 2025
Sold Price 12,500,000
APN # 020300090037919
MLS # MDAA2102408
Property ID 321215482
Lot Sqft 980,971
Zoning R1
Applicances Built-In Microwave,Cooktop,Dishwasher,Oven - Double,Range Hood,Water Heater,Washer,Refrigerator,Dryer%
Date Updated December 02, 2025
Date Created January 23, 2025

Listing Provided By

Bradley R Kappel an agent of TTR Sotheby's International Realty. Lic #0639620


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Data last updated: December 17, 2025.
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