1604 Winchester Road

Closed 12/1/25Virtual Tour
Closed 12/1/25Virtual Tour
Welcome to "The Friary" 1604 Winchester Road
Last Sold Price
$12,500,000
7 beds35,435 sqft$353/sqft
1604 Winchester Rd, Annapolis, MD 21409

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...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 CLOSED: 12/01/2025 12:00 AM

  1. Listed by Bradley R Kappel • TTR Sotheby's International Realty
    P: (410) 279-9476 brad.kappel@sothebysrealty.com
  2. Listed by David DeSantis • TTR Sotheby's International Realty
    P: (202) 438-1542 david.desantis@sothebysrealty.com

Property Details for 1604 Winchester Road

Status
Closed
MLS #
MDAA2102408
Days on Market
246
Taxes
$111,173 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Fee Simple
Year Built
1924
Lot Size
22.52 AC / 980,971 SF
County
Anne Arundel County
Tax ID Number
020300090037919
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Georgian
Levels/Stories
4
Furnished
Yes
Waterfront
Yes
Waterfront Features
Private Dock Site, Rip-Rap
Views
River, Scenic Vista, Trees/Woods, Garden/Lawn
Garage
Yes
Subdivision
WINCHESTER ESTATES
Subdivision
WINCHESTER ESTATES (ANNE ARUNDEL MD)
Total Parking Spaces
9
Central Air
Yes
Basement
Yes
Above Grade Finished SQFT
30,552.00
Above Grade Fin SQFT Source
Estimated
Below Grade Finished SQFT
4,883.00
Below Grade Fin SQFT Source
Estimated
Below Grade Unfinished SQFT
2,249.00
Below Grade Unfin SQFT Source
Assessor
Total Below Grade SQFT
7,132.00
Total Below Grade SQFT Source
Estimated
New Construction
No
Property Condition
Excellent

Recent comparable sales

Median sold price

$3,250,000

Avg days on market

73

Sale-to-list ratio

93.0%

Annapolis, MD

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Location

Listing Courtesy of TTR Sotheby's International Realty

Sold By Unrepresented Buyer Office

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Building Information for 1604 Winchester Road

Stories4Year Built1924Building Size-Lot Size22.52 AC / 980,971 SF

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$72,800 per month

30 year fixed, 6.55% Interest

Principal and Interest

$63,536

Property Taxes

$9,264

HOA Dues

$0

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Property Information for 1604 Winchester Road

Location
Location
  • In City Limits: No
  • School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • School District County ID: 121140671932
  • SchoolDistrictSource: Listing Agent
  • Elementary School: ARNOLD (ANNE ARUNDEL MD)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: SEVERN RIVER (ANNE ARUNDEL MD)
  • MiddleSchoolSource: Listing Agent
  • High School: BROADNECK (ANNE ARUNDEL MD)
  • County: ANNE ARUNDEL
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Canoe/Kayak, Fishing Allowed, Boat - Powered, Private Access, Personal Watercraft (PWC), Sail
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: Yes
  • Water Body Name: Severn River
  • Water Body Type: River
  • Water Frontage In Feet: 1500.0
  • Riparian Rights Y/N: Yes
  • Docks Count: 1
  • Dock Type and Features: Private, Hoist/Lift Electric
  • Dock/Slip Conveys Y/N: true
  • Dock/Slip Conveyance: Deeded
  • Slips Count: 3
  • Mean Low Water Feet: 10.00
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $10,957,000
  • Year Assessed: 2025
  • County Tax: $110,793
  • Improvement Assessed Value: $7,254,100
  • Land Assessed Value: $5,380,700
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: R1
  • Automatically Update Tax Values Y/N: Yes
  • TaxDataUpdatedYN: No
Rooms
Main
  • # Bedrooms Count Main Level: 0
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 4
  • # Bathrooms Count All Upper Levels: 4
  • # Bathrooms Full All Upper Levels: 3
  • # Bathrooms Half All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 4
  • # Bathrooms Full Upper Level: 3
  • # Bathrooms Half Upper Level: 1
Upper Level 2
  • # Bedrooms Count Upper Level: 1
All Lower Levels
  • # Bedrooms All Lower Levels: 3
  • # Bathrooms All Lower Levels: 8
  • # Bathrooms Full All Lower Levels: 4
  • # Bathrooms Half All Lower Levels: 4
Lower Level 1
  • # Bedrooms Lower Level: 3
  • # Bathrooms Lower Level: 8
  • # Bathrooms Full Lower Level: 4
  • # Bathrooms Half Lower Level: 4
Rooms
  • Stories: Lower 1, Main, Upper 1, Upper 2
Building Info
Building Info
  • Builder Name: ILEX Construction
  • Year Major Reno Remodel: 2008
  • Total Finished SQFT: 35,435.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 28,607.00
  • Total SQFT: 37,684.00
  • Total SQFT Source: Estimated
  • Construction Materials: Brick, Stone
  • Roof: Slate
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/3042/5435/7454/304254357454_512_384_WM_1aa55Rh5m4ZbwjdV.jpg
  • Wall and Ceiling Types: 9'+ Ceilings, Beamed Ceilings, Cathedral Ceilings, Plaster Walls, Vaulted Ceilings, Wood Ceilings, Wood Walls
  • Flooring Type: Solid Hardwood, Stone, Marble
  • Basement Type: Fully Finished
  • Foundation Details: Other
  • Room and Floor: Bathrooms Full-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bedrooms-Lower Level 1-1, Bedrooms-Lower Level 1-2, Bedrooms-Lower Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bathrooms Full-Upper Level 1-3, Bathrooms Full-Lower Level 1-1, Bathrooms Full-Lower Level 1-2, Bathrooms Full-Lower Level 1-3, Bathrooms Full-Lower Level 1-4, Bathrooms Half-Upper Level 1-1, Bathrooms Half-Lower Level 1-1, Bathrooms Half-Lower Level 1-2, Bathrooms Half-Lower Level 1-3, Bathrooms Half-Lower Level 1-4, Bedrooms-Upper Level 2-1
  • # Bathrooms Full: 8
  • # Bathrooms Half: 5
  • Other Structure: Cabana/Pool House, Guest House, Utility Building
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Premium, Private, Partly Wooded, Rip-Rapped, SideYard(s)
  • Location Type: River
  • Parcel ID: 15201386
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Attached Garage
  • Num of Attached Garage Spaces: 9
  • Total Garage Spaces: 9
  • Parking Features: Private
  • Garage Features: Garage - Side Entry, Oversized
Interior Features
Interior Features
  • 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
  • Fireplace: Yes
  • Fireplaces Count: 13
  • Fireplace Features: Gas/Propane, Marble, Wood
  • Appliances: Built-In Microwave, Cooktop, Dishwasher, Oven - Double, Range Hood, Water Heater, Washer, Refrigerator, Dryer
  • Accessibility Features: Other
  • Security Features: Security Gate, Security System, Surveillance Sys, Monitored
  • Virtual Tour URL Unbranded: https://youtu.be/TpWQ5oMdBts
Exterior Features
Exterior Features
  • Exterior Features: BBQ Grill, Boat Storage, Extensive Hardscape, Exterior Lighting, Outbuilding(s), Water Fountains
  • Outdoor Living Structures: Balconies- Multiple, Patio(s), Porch(es), Terrace
  • Pool: Yes - Personal
  • Personal Pool Features: In Ground, Heated, Indoor
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C, Zoned
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Natural Gas
  • Hot Water: Natural Gas
  • Water Source: Public
  • Sewer Septic: Private Septic Tank, On Site Septic
  • Internet Services: Fiber Optic
Confidential Data
Listing Office
  • List Agent AOR: Anne Arundel County Association of REALTORS
  • List Agent URL: www.bradkappel.com

Property History for 1604 Winchester Road

DateEvent & SourcePriceAppreciation
Dec 1, 2025

Closed (Public Record)

Public Record #1923619803

$12,500,000

+7.0% / yr

Dec 1, 2025

Closed

BRIGHT #MDAA2102408

$12,500,000—
Sep 26, 2025

Pending

BRIGHT #MDAA2102408

—
DateEvent & SourcePrice
12/01/2025

Closed (Public Record)

Public Record #1923619803

$12,500,000

+7.0% / yr

12/01/2025

Closed

BRIGHT #MDAA2102408

$12,500,000
09/26/2025

Pending

BRIGHT #MDAA2102408

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 1604 Winchester Road

Taxable ValueLand-Additions-Total-
Tax Record2025$120,272 ($10,023 / month)
Home Facts
Beds0Baths17.5Total Finished SqFt27,707 SqFtAbove Grade Finished SqFt18,711 SqFtFinished Basement SqFt8,996 SqFtStories3Lot Size980,971 SqFtStyleSingle Family ResidenceYear Built1924ZoningR1CountyANNE ARUNDELAPN03-000-90037919Fireplace TypeHas Fireplace

Schools near 1604 Winchester Road

This home is within Anne Arundel County Public Schools.
Rating
School
Type
Grades
Distance
Arnold Elementary School
Public - K to 5
Severn River Middle School
Public - 6 to 8
Broadneck High School
Public - 9 to 12
Phoenix Academy
Public - 6 to 12
Rating
School
Distance
Arnold Elementary School
PublicK to 5

Severn River Middle School
Public6 to 8

Broadneck High School
Public9 to 12

Phoenix Academy
Public6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 1604 Winchester Road, Annapolis, MD 21409
$12,500,000
7
35,435
980,971
1618 Winchester Road, Annapolis, MD 21409
$466,950
3
1,620
43,560
1613 Winchester Road, Arnold, MD 21012
$550,000
–
2,526
348,480
1616 Winchester Road, Annapolis, MD 21409
$1,380,000
5
–
227,383
1601 Father Urban Lane, Annapolis, MD 21409
–
–
3,560
69,260
1617 Winchester Road, Arnold, MD 21012
–
–
3
1,614
58,370

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of TTR Sotheby's International Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 12/02/2025 11:09 AM