Menu Close

1604 WINCHESTER RD, ANNAPOLIS, MD 21409

7 Beds

13 Baths

35,435SqFt

Pending

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!

Property Details
Price$19,995,000
Bedrooms7
Full Baths8
Half Baths5
Total Baths13
Property StyleGeorgian
Lot Size Area UnitsSquare Feet
Acres22.52
Property TypeResidential
Sub typeSingleFamilyResidence
MLS Sub typeDetached
Stories4
Features2nd 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
Exterior FeaturesBBQ Grill,Boat Storage,Extensive Hardscape,Exterior Lighting,Outbuilding(s),Water Fountains
Year Built1924
Fireplaces13
SubdivisionWINCHESTER ESTATES
ViewRiver,Scenic Vista,Trees/Woods,Garden/Lawn
RoofSlate
WaterfrontSevern River
HeatingHeat Pump(s)
FoundationOther
AccessibilityOther
Lot DescriptionPremium,Private,Partly Wooded,Rip-Rapped,SideYard(s)
Pool featuresIn Ground,Heated,Indoor
Parking DescriptionPrivate
Garage spaces9
Geographic Data
DirectionsGPS
CountyANNE ARUNDEL
Latitude39.01452
Longitude-76.50713
Address Information
Address1604 WINCHESTER RD, ANNAPOLIS, MD 21409
Postal Code21409
CityANNAPOLIS
StateMD
CountryUnited States
Listing Information
Listing OfficeTTR Sotheby's International Realty
Listing AgentBradley Kappel
Special listing conditionsStandard
OwnershipFee Simple
TermsCash,Conventional
Virtual Tour URLhttps://youtu.be/TpWQ5oMdBts
School Information
DistrictANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Elementary SchoolARNOLD
Middle SchoolSEVERN RIVER
High SchoolBROADNECK
MLS Information
Days on market246
MLS StatusPending
Listing DateJan 24, 2025
Listing Last ModifiedSep 29, 2025
Tax ID020300090037919
Tax Year2025
Tax Annual Amount111173
MLS #MDAA2102408

Map View


Contact us about this listing

Your Name (required)

Your Email (required)

Subject (required)

Your Message (required)


Last updated: 2025-11-29T07:30:27.096844Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.

Notice: ob_end_flush(): failed to send buffer of zlib output compression (0) in /home/realtyuniversalm/public_html/wp-includes/functions.php on line 5471

Notice: ob_end_flush(): failed to send buffer of zlib output compression (0) in /home/realtyuniversalm/public_html/wp-content/plugins/really-simple-ssl/class-mixed-content-fixer.php on line 107