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$19,995,000

Beds
7
Baths
10.5
sq ft
35,435

1604 Winchester Rd, Annapolis, MD 21409

1604 Winchester Rd

ANNAPOLIS, MD 21409

  • 38 days on market
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!

Details

Property type

Single Family Residence

Est. home value

$19,748,486

Lot size

22.52 acres

Price per sq ft

$565

Year built

1924

Annual property taxes

$111,173

HOA

No

Price History

01/24/2025
Bright

Bright #MDAA2102408

Listed
$19,995,000
03/20/2024
BrightMLS

BrightMLS #MDAA2066176

Removed
$19,995,000
08/21/2023
BrightMLS

BrightMLS #MDAA2066176

Listed
$19,995,000

Schools & Community

Elementary school: 

ARNOLD

Middle school: 

SEVERN RIVER

High school: 

BROADNECK

School district: 

ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Seller’s Loan History

Before you make an offer, understand who you are negotiating with so you can tailor your negotiation strategy to their situation.

Lender

Truist Bank

Loan start date

January 2023

Original loan amount

$4,000,000

Est. remaining balance

$3,631,949

Interest rate

5.9%

Loan type

New Conventional, 15 year

Seller

Stephen B Phillips

Lender

1St Mariner Bank

Loan start date

February 2008

Original loan amount

$11,500,000

Est. remaining balance

Not provided

Interest rate

7%

Loan type

Building or Construction Loan, 30 year

Seller

Stephen B Phillips

Source: Public records data

If you're the owner, you can request to remove loan details. Email listingsupport@tomo.com

How insights can help you

Interest rate

If the seller has a low interest rate, they may be tempted to rent the property out if they can't get the price they have in mind.

Motivation

If the seller already got a job in a different city, they may feel pressure to sell quickly to free up cash for a new home.

Equity

If the seller stands to receive a large amount of cash when they sell the property, they might be willing to negotiate on the offer price.

Interested in learning more?

Status: Active

Tomo last checked: 03/03/2025 at 11:50 PM

Listing updated: 03/02/2025 at 12:49 PM

Listed by: Brad R Kappel, TTR Sotheby's International Realty Phone #: (410) 280-5600

MLS: Bright #MDAA2102408

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