1604 Winchester Rd

Annapolis, MD 21409
  • $19,995,000

    Price
  • 7

    Bed
  • 10.5

    Bath
  • 35,435

    SqFt

About the Listing TTRS9 - 3022116

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!

Listing Highlights for 1604 Winchester Rd

Status Active
Days on Site 229
Property Type Residential
MLS ® MDAA2102408
Year Built 1924
Total Square Footage 35,435
Lot/Acreage 22.52
County Anne Arundel
Elementary School Arnold
Middle School Severn River
High School Broadneck

Interior Details

  • Bedrooms: 7
  • Bathrooms: 8 Full / 5 Half
  • Appliances: Built-In Microwave, Cooktop, Dishwasher, Oven - Double, Range Hood, Water Heater, Washer, Refrigerator, Dryer
  • Air Cond: Central A/C,Zoned
  • Heating: Heat Pump(s)
  • Fireplaces: 13, Gas/Propane,Marble,Wood,13 Fireplaces
  • Floor: Solid Hardwood,Stone,Marble
  • Above Ground Sq Ft: 30552
  • Below Ground Sq Ft: 4883
  • Basement: Fully Finished
  • Other: 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
  • Water: Public

Exterior Details

  • Lot Description: Premium,Private,Partly Wooded,Rip-Rapped,SideYard(s),Not New Construction,Horse Property: No,Waterfront
  • Garage Capacity: 9 car
  • Parking Spaces: 9
  • Zoning: R1
  • Roof: Slate
  • Others: BBQ Grill,Boat Storage,Extensive Hardscape,Exterior Lighting,Outbuilding(s),Water Fountains,Excellent
  • Sewer: Private Septic Tank,On Site Septic
  • Parking Features: Private,Garage - Side Entry,Oversized,Attached Garage,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces

Financial Details

  • Tax Amount: $111,173
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2025

Payment Calculator

Monthly Payment

  • in Principal and Interest
  • in Taxes
Years
% Down Payment
% Mortgage Rate

Listing Location

Questions About..

1604 Winchester Rd Annapolis, MD 21409

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Never Miss A New Property

Get notified any time there's a new home on the market in this neighborhood!

Don't worry! We'll never spam you or sell your details. You can unsubscribe whenever you'd like.

Originating MLS: BRIGHT_MAIN

home

Are you buying or selling a home?

Buying
Selling
Both
home

When are you planning on buying a new home?

1-3 Mo
3-6 Mo
6+ Mo
home

Are you pre-approved for a mortgage?

Yes
No
Using Cash
home

Would you like to schedule a consultation now?

Yes
No

When would you like us to call?

Thanks! We’ll give you a call as soon as possible.

home

When are you planning on selling your home?

1-3 Mo
3-6 Mo
6+ Mo

Would you like to schedule a consultation or see your home value?

Schedule Consultation
My Home Value

or another way