$19,995,000

1604 Winchester Rd Annapolis, MD 21409

7 beds
8 full, 5 partial
35,435 sqft
22.5 acres
$564 / sqft
House

Property details

About 1604 Winchester Rd

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!

Highlights

Home typeSingle Family Residence
HeatingHeat Pump
StatusActive
(ACTIVE)
CoolingCentral Air, Zoned
Size35,435 sqft
BasementYes
Lot size22.52 Acres
Year built1924
ParkingGarage - Side Entry,Oversized, Private, Attached Garage
MLS #MDAA2102408
Garage9 spaces
WaterfrontRocky Shoreline
FireplaceGas/Propane, Marble, Wood
ViewRiver, Panoramic, Trees/Woods, Garden

Virtual tour

Summary

  • MLS Number: MDAA2102408
  • MLS Name: BRIGHT
  • Office Name: TTR Sotheby's International Realty
  • Office Phone: (410) 280-5600
  • Listing Agent: Bradley R Kappel
  • Agent Phone: (410) 279-9476
  • Agent Email: brad.kappel@sothebysrealty.com

IDX 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 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. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or 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.

BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. ©2025 BrightMLS. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 4/16/2025, 2:21:04 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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$19,995,000

1604 Winchester Rd

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Price information

Property sales

DateEventPrice
Apr 10, 2002
Home Sold
$2,500,000

Tax history

YearAssessmentProperty Tax
2024$10,118,100$106,190
2023$9,724,367$106,190
2022$9,330,633$97,505
2021$8,936,900$94,687
2020$8,936,900$94,165

History based on county public records data.

Nearby schools

8

Arnold Elementary School

Public District KG-5

1.4 mi

95 Joyce Ln E

9

West Annapolis Elementary School

Public District KG-5

1.6 mi

505 Melvin Ave

4

Germantown Elementary School

Public District PK-5

2.3 mi

200 Windell Ave

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $130,962. Typical income of Annapolis, MD residents is between $35k-100k annually. Residents typically live in married, no kids family. Residents of this area typically have post secondary degree education.

How much money do the neighbors make?

5%
<35k
33%
35k-100k
31%
100k-200k
31%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

26%
Single, No Kids
5%
Single, with Kids
41%
Married, No Kids
28%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

13%
<11 yrs old
10%
12-17 yrs old
9%
18-34 yrs old
49%
35-64 yrs old
19%
65+ yrs old

What do the neighbors do for fun?

  • Men's TennisMen's Tennis
  • Skiing/snowboardingSkiing/snowboarding
  • TennisTennis

Where do the neighbors shop?

  • BloomingdalesBloomingdales
  • NordstromNordstrom
  • Brooks BrothersBrooks Brothers

Where do the neighbors go to eat?

  • Bonefish GrillBonefish Grill
  • California Pizza KitchenCalifornia Pizza Kitchen
  • QdobaQdoba

What do the neighbors drive?

  • LexusLexus
  • BMWBMW
  • AcuraAcura

What do the neighbors listen to?

  • NewsNews
  • Talk/PersonalityTalk/Personality
  • SportsSports
All data provided by Home Junction and Claritas

Frequently asked questions

About 1604 Winchester Rd

This home is located at 1604 Winchester Rd in Annapolis, MD and zip code 21409 in the Arnold neighborhood. This 35,435 square foot home, which was built in 1924, sits on a 22.52 acre lot. Features: 7 bedrooms, 13 bathrooms. It has been listed on Rocket Homes since January 24, 2025 and is currently priced at $19,995,000.

In March 2025, from all listings sold in Annapolis, MD there were more than 24 sold above asking price, over 22 sold below and more than 10 were sold right at the asked price. The number of homes for sale in Annapolis, MD increased by 58.8% between February and March 2025. While the average time on the market in March 2025 was 21 days, the median list price was $623,687.

From Rocket Homes Real Estate and based on county public records data.

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