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1635 Winchester Road, Annapolis, MD 21409

Beds
5
Baths
4
Sqft
3,660
Garage
Yes

View property features, location on map, relevant school information and overview from seller's agent.

Listed byEquity Property Investments
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Overview

A Rare Exceptional Retreat in Winchester Estates — Annapolis, MD
Welcome to an extraordinary custom-built residence where timeless elegance meets unparalleled serenity. Set on a magnificently landscaped, park-like acre, this 5-bedroom, 4-bath estate offers a level of privacy and tranquility seldom found so close to the heart of downtown Annapolis.

Nestled within the prestigious Winchester Estates, this property grants private water-access creating a lifestyle that blends luxury living with the best Annapolis has to offer.
Inside, unique design and exceptional craftsmanship define every space. The chef’s kitchen, outfitted for the culinary enthusiast, anchors the main level and opens seamlessly to a grand, light-filled living area—an ideal setting for refined entertaining or intimate gatherings. Expansive windows invite the lush landscape indoors, enhancing the home’s natural harmony and sense of calm.

The elegant lower level offers a rare level of versatility, featuring a full private suite with its own bedroom, bathroom, kitchen, dining room, and living room—perfect for multigenerational living, distinguished guest accommodations, or an au pair residence.

Outside, the estate’s grounds unfold like a private sanctuary. Mature trees, newly developing gardens, and verdant open spaces create an atmosphere of effortless peace—a truly restorative environment just minutes from world-class dining, boutique shopping, and the historic charm of Annapolis.
Highlights Include:
* Custom-built architecture on a serene 1+ acre park-like lot
* Extensive cutting-edge electronic pet fence system
* Exclusive neighborhood water-access privileges
* Right next door to the beautiful Baltimore Annapolis Trail Park
* Gourmet chef’s kitchen with Blue Star 8 Burner Stove and expansive entertaining areas
* Full private lower-level suite with separate living quarters
* A Total of Five spacious bedrooms and four well-appointed bathrooms
* Two upper level bedrooms have self-contained climate control
* Exceptional privacy in one of Annapolis’ most coveted communities
* Full Premium Warranty Offered
This is more than a home—it is a private retreat offering refined luxury, natural beauty, and an unmatched Annapolis lifestyle.

Location

Full feature list

Basic info

Property type
House
Number of bedrooms
5
Number of bathrooms
4
Square feet
3,660
Lot size (acres)
1.06
Year built
1959

Interior features

Basement
Yes, Finished
Fireplaces
2

Garage and parking

Garage parking spaces
2

Utilities

Heating
Exhaust fan, Central, Natural gas, Forced air, Zoned
Cooling
Central air, Ductless, Gas
Sewer
Septic tank
Water
Public

Taxes

Tax Annual Amount (2025)
$6,942

Public schools

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Disclaimer: Certain information displayed on this listing has been derived from parties other than Final Offer, LLC. Information provided and their sources have been deemed reliable, but accuracy of information is not guaranteed and therefore should be independently verified.

Sourced from: Bright MLS MLS®#: MDAA2130382 Last checked:

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