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!
For sale
$19,995,000
1604 Winchester Rd, Annapolis, MD 21409
7beds
35,435sqft
Est.:
Single Family Residence
Built in 1924
22.52 Acres Lot
$-- Zestimate®
$564/sqft
$-- HOA
What's special
Pool pavilionLimestone rotundaSecret vaultArched double doorsGame roomFormal parlorNine car garage
- 192 days
- on Zillow |
- 9,301 |
- 493 |
Zillow last checked: 7 hours ago
Listing updated: March 14, 2025 at 06:36pm
Listed by:
Brad Kappel 410-279-9476,
TTR Sotheby's International Realty (410) 280-5600
Source: Bright MLS,MLS#: MDAA2102408

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 13
- Full bathrooms: 8
- 1/2 bathrooms: 5
- Main level bathrooms: 1
Basement
- Area: 7132
Heating
- Heat Pump, Natural Gas
Cooling
- Central Air, Zoned, Electric
Appliances
- Included: Microwave, Cooktop, Dishwasher, Double Oven, Range Hood, Water Heater, Washer, Refrigerator, Dryer, Gas Water Heater
Features
- 2nd Kitchen, Bar, Built-in Features, Combination Kitchen/Living, Crown Molding, Double/Dual Staircase, Exposed Beams, Kitchen - Gourmet, Wainscotting, Walk-In Closet(s), Wine Storage, 9'+ Ceilings, Beamed Ceilings, Cathedral Ceiling(s), Plaster Walls, Vaulted Ceiling(s), Wood Ceilings, Wood Walls
- Flooring: Hardwood, Stone, Marble, Wood
- Windows: Window Treatments
- Basement: Finished
- Number of fireplaces: 13
- Fireplace features: Gas/Propane, Marble, Wood Burning
Interior area
- Total structure area: 37,684
- Total interior livable area: 35,435 sqft
- Finished area above ground: 30,552
- Finished area below ground: 4,883
Video & virtual tour
Property
Parking
- Total spaces: 9
- Parking features: Garage Faces Side, Oversized, Private, Attached
- Attached garage spaces: 9
Accessibility
- Accessibility features: Other
Features
- Levels: Four
- Stories: 4
- Patio & porch: Patio, Porch, Terrace
- Exterior features: Barbecue, Boat Storage, Extensive Hardscape, Lighting, Water Fountains, Balcony
- Has private pool: Yes
- Pool features: In Ground, Heated, Indoor, Private
- Has view: Yes
- View description: River, Scenic Vista, Trees/Woods, Garden
- Has water view: Yes
- Water view: River
- Waterfront features: Private Dock Site, Rip-Rap, River, Canoe/Kayak, Fishing Allowed, Boat - Powered, Private Access, Personal Watercraft (PWC), Sail
- Body of water: Severn River
- Frontage length: Water Frontage Ft: 1500
Lot
- Size: 22.52 Acres
- Features: Premium, Private, Wooded, Rip-Rapped, SideYard(s)
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 020300090037919
- Zoning: R1
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Georgian
- Property subtype: Single Family Residence
Materials
- Brick, Stone
- Foundation: Other
- Roof: Slate
Condition
- Excellent
- New construction: No
- Year built: 1924
- Major remodel year: 2008
Details
- Builder model: THE FRIARY
- Builder name: ILEX Construction
Utilities & green energy
- Sewer: Private Septic Tank, On Site Septic
- Water: Public
- Utilities for property: Fiber Optic
Community & HOA
Community
- Security: Security Gate, Security System, Monitored
- Subdivision: Winchester Estates
HOA
- Has HOA: No
Location
- Region: Annapolis
Financial & listing details
- Price per square foot: $564/sqft
- Tax assessed value: $10,957,000
- Annual tax amount: $111,173
- Date on market: 1/24/2025
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Inclusions: See Documents For Inclusions / Exclusions
- Ownership: Fee Simple
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