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1604 Winchester Road

ANNAPOLIS, MD 21409
  • $12,500,000
  • STATUS: Closed
  • ON SITE: 319 Days
  • ID#: MDAA2102408
Sold - 12/01/2025
$12,500,000
SOLD - 12/01/2025
  • 7
    BEDS
  • 22.52
    ACRES
  • 8
    BATHS
  • 5
    1/2 BATHS
  • 35,435
    SQFT
  • $353
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1924
County:

School Information

Elementary School:
Middle School:
High School:

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 houses 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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©2025 Bright MLS, All Rights Reserved. IDX information is provided exclusively 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. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or SURE Group | Berkshire Hathaway Home Services Homesale Realty. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2025-12-09T23:58:06.533.
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1604 Winchester Road ANNAPOLIS, MD 21409

  • Price: $19,995,000
  • Status: Closed
  • On Site: 319 Days
  • Updated: 201 min ago
  • ID#: MDAA2102408
7
Beds
8
Baths
5
½ Baths
22.52
Acres
35,435
SQFT
$353
$/SQFT
1924
Built
Neighborhood:
Winchester Estates
County:
Anne Arundel
Elementary School:
Arnold
Middle School:
Severn River
High School:
Broadneck
School District:
Anne Arundel County Public Schools
Property 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 houses 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!
Exterior Features

Architectural Style Georgian Construction Materials BrickStone Docks 1 Exterior Features BBQ GrillBoat StorageExtensive HardscapeExterior LightingOutbuilding(s)Water Fountains Garage Spaces 9.00 Garage Type Garage - Side EntryOversized Garage YN Yes Location Type River Lot Features PremiumPrivatePartly WoodedRip-RappedSideYard(s) Other Structures Cabana/Pool HouseGuest HouseUtility Building Parking Features Private Parking Types Attached Garage Patio And Porch Features Balconies- MultiplePatio(s)Porch(es)Terrace Pool Yes - Personal Pool Features In GroundHeatedIndoor Property Condition Excellent Roof Slate Slips 3 View RiverScenic VistaTrees/WoodsGarden/Lawn Water Access Features Canoe/KayakFishing AllowedBoat - PoweredPrivate AccessPersonal Watercraft (PWC)Sail Water Access YN Yes Water Body Name Severn River Water Body Type River Water View YN Yes Waterfront Features Private Dock SiteRip-Rap Waterfront YN Yes

Interior Features

Above Grade Fin SQFT 30552 Appliances Built-In MicrowaveCooktopDishwasherOven - DoubleRange HoodWater HeaterWasherRefrigeratorDryer Basement Fully Finished Basement YN Yes Below Grade Finished Area 4883 Below Grade Unfinished Area 2249 Cooling Central A/CZoned Fireplace Features Gas/PropaneMarbleWood Fireplace YN Yes Fireplaces Total 13 Flooring Solid HardwoodStoneMarble Furnished Yes Heating Heat Pump(s) Heating YN Yes Inclusions see documents for inclusions/exclusions Interior Features 2nd KitchenBarBuilt-InsCombination Kitchen/LivingCrown MoldingsDouble/Dual StaircaseExposed BeamsKitchen - GourmetWainscottingWalk-in Closet(s)Wood FloorsWine StorageWindow Treatments Levels 4 Main Level Bedrooms 0 Security Features Security GateSecurity SystemSurveillance SysMonitored Upper Level1 Bedrooms 3 Walls Ceilings 9'+ CeilingsBeamed CeilingsCathedral CeilingsPlaster WallsVaulted CeilingsWood CeilingsWood Walls

Property Features

Acceptable Financing CashConventional Accessibility Features Other Association YN No Builder Model THE FRIARY Buyer Financing Cash Central Air YN Yes Close Sale Terms Standard Sale Condo YN No Cooling Fuel Electric Foundation Details Other Heating Fuel Natural Gas Hot Water Natural Gas Lease Considered YN No Navigable Water YN Y New Construction YN No Original MLSNumber 803590975272 Ownership Interest Fee Simple Sale Type Standard Senior Community YN No Sewer Private Septic TankOn Site Septic Structure Design Type Detached Tax Annual Amount 111173.00 Vacation Rental YN No Water Source Public Year Built Effective 2008 Zoning R1

Listing courtesy of TTR Sotheby's International Realty: .


©2025 Bright MLS, All Rights Reserved. IDX information is provided exclusively 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. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or SURE Group | Berkshire Hathaway Home Services Homesale Realty. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2025-12-09T23:58:06.533.
 
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