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.
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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
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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