Movoto Real Estate
Sold on 12/01/2025
  • Map Image
  • Map Image
  • Map Image

1604 Winchester Rd, Annapolis, MD 21409

$12,500,000

Last sold 12/01/2025 after 311 Days

  • 7

    bed

  • 13

    bath

  • 35,435

    Sqft ($353/Sqft)

House not for sale

About 1604 Winchester Rd

Property type House
Neighborhood
Year built 1924
HOA fee $0/month
Lot size 22.52 Acre
Parking 9 garage spaces
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 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!
Listed by
Listing Agent - Bradley R Kappel
Listing Office - TTR Sotheby's International Realty
Source: Bright MLS mls logo
MLS#MDAA2102408 • last updated 11 months ago
Movoto checked Bright MLS for data 2 minutes ago
Overview
Cooling/AC Central A/C, Zoned, Electric
Heating Natural Gas
Levels/Style Georgian
Type Residential
Virtual Tour N/A
Status Closed
SqFt 37684
Lot Size (SqFt) 980971
Lot Size (Acres) 22.52
County Tax 110793, Annually
Tax: Assessed Value 10957000
Annual Property Tax 111173
Year Built 1924
Condition Excellent
New Construction (Y/N) N
Foreclosure (Y/N) N
Interior
Total # of Bathrooms 13
# Full Baths 8
# Half Baths 5
Total # of Bedrooms 7
Basement Fully Finished
Appliances Built-In Microwave, Cooktop, Dishwasher, Oven - Double, Range Hood, Water Heater, Washer, Refrigerator, Dryer
Walls/ Ceilings 9'+ Ceilings, Beamed Ceilings, Cathedral Ceilings, Plaster Walls, Vaulted Ceilings, Wood Ceilings, Wood Walls
Interior Features 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
Accessibility Features Other
Exterior
Roof Slate
Foundation Other
Garage Desc Garage - Side Entry, Oversized
Parking Desc Private, Attached Garage
# Garage Spaces 9
# Parking Spaces 9
# Attached Garage Spaces 9
Exterior Features BBQ Grill, Boat Storage, Extensive Hardscape, Exterior Lighting, Outbuilding(s), Water Fountains
Existing Structures Above Grade, Below Grade, Cabana/Pool House, Guest House, Utility Building
Amenities / Utilities
Pool Yes - Personal
Inclusions See Documents For Inclusions/exclusions
Location
Body of Water Severn River, River
Subdivision WINCHESTER ESTATES
Water Source Public
Senior Community (Y/N) N
High School BROADNECK
Elementary School ARNOLD
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Middle School SEVERN RIVER
Location River
Directions GPS
Zoning R1
Dock / Slip Conveyance Deeded
Dock Type Private, Hoist/Lift Electric
We are not permitted to show value estimates for this property.
  • Dec 2025
    mls logo MLS # MDAA2102408
  • Dec 1, 2025 Sold
    $12,500,000 (-37.5%)
  • Sep 29, 2025 Pending
    —
  • Sep 26, 2025 Active
    —
  • Jan 24, 2025 Listed
    $19,995,000
  • Aug 2023
    mls logo MLS # MDAA2066176
  • Aug 2, 2023 Listed
    $19,995,000
  • Aug 2021
    mls logo MLS # MDAA443902
  • Aug 3, 2021 Price Change
    $19,995,000 (-19.7%)
  • Aug 20, 2020 Listed
    $24,900,000
  • Year Property taxes Tax assessment
  • 2025
    $120,272 +13.3%
    $10,957,000 +8.29%
  • 2023
    $106,190 +8.9%
    $10,118,100 +8.44%
  • 2022
    $97,505 +3.0%
    $9,330,633 -0.08%
  • 2018
    $94,687 +0.1%
    $9,338,000 +0.63%
  • 2017
    $94,587
    $9,279,633
  • 1604 Winchester Rd
    $12.5M
  • Winchester Estates
    —
  • 21409
    $699K +8% y/y
  • Annapolis
    $686K -1% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
1618 Winchester Rd, Annapolis, MD 21409 $734,700 3/1 1,506 0.02
1613 Winchester Rd, Annapolis, MD 21409 $769,000 —/2 2,526 0.03
1620 Winchester Rd, Annapolis, MD 21409 $1,015,300 —/4 3,239 0.06
1616 Winchester Rd, Annapolis, MD 21409 $1,358,600 5/3 4,058 0.07
1601 Father Urban Ln, Annapolis, MD 21409 $1,027,900 —/2 3,560 0.09
1617 Winchester Rd, Annapolis, MD 21409 $782,100 —/3 1,614 0.09
1602 Father Urban Ln, Annapolis, MD 21409 $1,799,500 —/2 6,180 0.11
1605 Winchester Rd, Annapolis, MD 21409 $1,642,100 —/3 4,358 0.12

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

Thinking of selling? Get a Cash Offer.

  • A smooth, fast sale
  • Skip staging and repairs
  • No strings attached
8/10
8/10
8/10
Source: GreatSchools.org © 2026. All rights reserved.

Around Winchester Estates

Explore everything this neighborhood has to offer.
By entering my info and clicking Ask a Question below, I am providing my e-signature and express written consent to receive marketing emails, calls, and texts (including via automatic telephone dialing systems, AI generative, artificial or pre-recorded voice technology) relating to my inquiry from Movoto (and parties calling/messaging on their behalf) even if my number appears on the company, state, or national Do Not Call Registry. You also agree to ourTerms and Conditions and Privacy Policy. Consent not required to receive services (call 1-844-420-1270 to be connected without providing consent).

Nearby recently sold homes in Annapolis, MD

Nearby homes for sale in Annapolis, MD

Newest listings in 21409

  • Real Estate
  • MD
  • Anne Arundel County
  • Annapolis
  • 21409
  • 1604 Winchester Rd
Meet with a real estate agent today (844) 430-0869
The multiple listing information is provided by BRIGHT MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Buyer to verify all information. The information provided is 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. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
Movoto Real Estate is committed to ensuring accessibility for individuals with disabilities. We are continuously working to improve the accessibility of our web experience for everyone. We welcome feedback and accommodation requests, please submit them here.
© 2026 BRIGHT, All Rights Reserved
Information Deemed Reliable But Not Guaranteed
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Movoto participates, and is provided by BRIGHT through a licensing agreement.The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: 11/3/2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closedor are no longer being offered for sale. 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. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHTMLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually solddue to reporting errors.
Requests for information regarding mortgage products will be directed to Movoto.com affiliate, Lower, LLC - a licensed Mortgage Lender (NMLS #1124061), or, based on your location, may be redirected to a participating mortgage marketing partner that may pay Lower, LLC for any consumer contact information provided through this site.