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1604 WINCHESTER ROAD , Annapolis, MD 21409


Sold For: 12500000

Sold on: Dec 1st, 2025
$ Per Square Foot: $352.76
Beds: 7
Baths: 8 full 5 partial

Comments for 1604 WINCHESTER ROAD , 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!

Accessibility: Above Grade, Below Grade Location Description: River
Appliances: Built-In Microwave, Cooktop, Dishwasher, Oven - Double, Range Hood, Water Heater, Washer, Refrigerator, Dryer Lot Description: Premium, Private, Partly Wooded, Rip-Rapped, SideYard(s)
Basement: Fully Finished Lot Dimensions: 22.52 Acre(S)
Basement: Yes Lot Features: Premium, Private, Partly Wooded, Rip-Rapped, SideYard(s)
Cooling: Central A/C, Zoned Lot Size: 22.52 Acres
Days on Market: 311 Parking Notes: Private
Exterior: BBQ Grill, Boat Storage, Extensive Hardscape, Exterior Lighting, Outbuilding(s), Water Fountains Roof Type: Slate
Exterior: Brick, Stone Sewer: Private Septic Tank, On Site Septic
Fireplace: Gas/Propane, Marble, Wood Special View Info: River, Scenic Vista, Trees/Woods, Garden/Lawn
Fireplaces: 13 Swimming Pool: In Ground, Heated, Indoor
Flooring: Solid Hardwood, Stone, Marble Taxes: $111,173
Fuel Type: Natural Gas Water: Public
Garage: 9 Water Access: Canoe/Kayak, Fishing Allowed, Boat - Powered, Private Access, Personal Watercraft (PWC), Sail
Heating: Heat Pump(s) Waterfront: Private Dock Site, Rip-Rap
Interior: 2nd Kitchen, Bar, Built-Ins, Combination Kitchen/Living, Crown Moldings, Double/Dual Staircase, Exposed Beams, Kitchen - Gourmet, Wainscotting, Walk-in Closet(s), Wood Floors, Wine Storage, Window Treatments Wooded: Yes
Lake Name: Severn River Year Built: 1924
High School: BROADNECK
Middle School: SEVERN RIVER
Elementary School: ARNOLD
School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Listed By

Agency Name: TTR Sotheby's International Realty
Agency Phone: 4102805600

Shown By

Agent Name: The Katie Hall and Amanda Stevens Team
Agent Phone: (717) 855-7194
Agency Title: Berkshire Hathaway HomeServices Homesale Realty

Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/01/2026. The listing information on this page last changed on 04/01/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 04/01/2026 12:00:31 AM EST) or Bright MLS (last updated Tue 03/31/2026 11:49:52 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Licensed in Pennsylvania
The Katie Hall and Amanda Stevens Team
Katie Hall, Amanda Stevens, Jennifer McDowell, Kyle Stively, Diane Boyd, Jason Williams 

309 West Fourth Street, Quarryville, PA 17566
717-786-1300

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