1604 Winchester Rd, ANNAPOLIS, MD 21409
Local realty services provided by:ERA Martin Associates



1604 Winchester Rd,ANNAPOLIS, MD 21409
$19,995,000
- 7 Beds
- 13 Baths
- 35,435 sq. ft.
- Single family
- Active
Listed by:bradley r kappel
Office:ttr sotheby's international realty
MLS#:MDAA2102408
Source:BRIGHTMLS
Price summary
- Price:$19,995,000
- Price per sq. ft.:$564.27
About this home
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!
Contact an agent
Home facts
- Year built:1924
- Listing Id #:MDAA2102408
- Added:744 day(s) ago
- Updated:August 16, 2025 at 01:49 PM
Rooms and interior
- Bedrooms:7
- Total bathrooms:13
- Full bathrooms:8
- Half bathrooms:5
- Living area:35,435 sq. ft.
Heating and cooling
- Cooling:Central A/C, Zoned
- Heating:Heat Pump(s), Natural Gas
Structure and exterior
- Roof:Slate
- Year built:1924
- Building area:35,435 sq. ft.
- Lot area:22.52 Acres
Schools
- High school:BROADNECK
- Middle school:SEVERN RIVER
- Elementary school:ARNOLD
Utilities
- Water:Public
- Sewer:On Site Septic, Private Septic Tank
Finances and disclosures
- Price:$19,995,000
- Price per sq. ft.:$564.27
- Tax amount:$111,173 (2025)
New listings near 1604 Winchester Rd
- Open Sat, 12 to 2pmNew$1,250,000Active6 beds 6 baths7,633 sq. ft.
522 Epping Forest Rd, ANNAPOLIS, MD 21401
MLS# MDAA2123596Listed by: SAMSON PROPERTIES - Coming Soon$625,000Coming Soon2 beds 2 baths
5 Park Pl #107, ANNAPOLIS, MD 21401
MLS# MDAA2123662Listed by: REDFIN CORP - Coming Soon$536,000Coming Soon3 beds 4 baths
642 Baystone Ct, ANNAPOLIS, MD 21409
MLS# MDAA2123616Listed by: GARCEAU REALTY - Open Sat, 12 to 2pmNew$545,000Active4 beds 3 baths1,956 sq. ft.
1008 Harbor Dr, ANNAPOLIS, MD 21403
MLS# MDAA2121000Listed by: COLDWELL BANKER REALTY - New$1,995,000Active23.33 Acres
1016 E College Pkwy, ANNAPOLIS, MD 21409
MLS# MDAA2123584Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY - New$350,000Active2 beds 2 baths1,330 sq. ft.
615 Admiral Dr #307, ANNAPOLIS, MD 21401
MLS# MDAA2123468Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - New$399,999Active4 beds 3 baths2,022 sq. ft.
93 Clay St, ANNAPOLIS, MD 21401
MLS# MDAA2117410Listed by: COMPASS - Coming SoonOpen Sat, 11am to 1pm$795,000Coming Soon3 beds 3 baths
253 Cape Saint John Rd, ANNAPOLIS, MD 21401
MLS# MDAA2123540Listed by: REAL BROKER, LLC - Coming Soon$495,000Coming Soon2 beds 2 baths
930 Astern Way #412, ANNAPOLIS, MD 21401
MLS# MDAA2122346Listed by: LONG & FOSTER REAL ESTATE, INC. - Open Sat, 11am to 1pmNew$959,000Active4 beds 3 baths3,404 sq. ft.
966 Coachway, ANNAPOLIS, MD 21401
MLS# MDAA2123074Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY