1635 Winchester Road, Annapolis, MD 21409
- $1,139,400
- 5
- BD
- 4
- BA
- 2,441
- SqFt
- Sold Price
- $1,139,400
- List Price
- $1,139,400
- Closing Date
- Mar 26, 2026
- MLS#
- MDAA2130382
- Year Built
- 1959
- Status
- CLOSED
- Type
- Single Family Residential
- Bedrooms
- 5
- Baths All
- 4
- Baths Full
- 4
- Living Area
- 2,441
- Total SqFt
- 3660
- County
- Anne Arundel
- Subdivision
- Winchester Estates
Property Description
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.
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Additional Information
- Elementary School
- Arnold
- Middle School
- Severn River
- High School
- Broadneck
- Other Structures
- Above Grade, Below Grade
- Structure List
- Above Grade, Below Grade
- Garage Spaces
- 2
- Style
- Traditional
- Interior Features
- Attic, 2nd Kitchen, Kitchen - Efficiency, Family Room Off Kitchen, Breakfast Area, Dining Area, Built-Ins, Chair Railings, Crown Moldings, Primary Bath(s), Wood Floors, Floor Plan - Traditional
- Basement
- Yes
- Fireplaces
- 2
- Cooling Fuel
- Natural Gas
- Cooling
- Central A/C, Ductless/Mini-Split
- Heating Fuel
- Central, Natural Gas
- Heating
- Forced Air, Humidifier, Zoned
- Hot Water
- Natural Gas
- Sewer Septic
- On Site Septic
- Water
- Public
- Tax Year
- 2025
- Possession
- Settlement, Immediate, Negotiable
- Days on Market
- 48
- Acres
- 1.06
- Ownership
- Fee Simple