1635 Winchester Rd, Annapolis, MD 21409

$1,139,400
5
BD
4
BA
3,660
SqFt

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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
3,660
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.

Additional Information

Elementary School
Arnold
Middle School
Severn River
High School
Broadneck
Other Structures
Above Grade, Below Grade
Garage Spaces
2
Style
Traditional
Interior Features
Attic, Second Kitchen, Efficient Kitchen, Family Room Off Kitchen, Breakfast Area, Separate Dining Room, Chair Railings, Crown Molding, Bath in Primary Bedroom, Wood Floors, Traditional Floorplan
Basement
Finished, Walkout, Other, Space For Rooms, Exterior Entry, Exterior Entry, Interior Entry, Improved, Heated, Garage Access, Full, Daylight, Full, Connecting Stairway
Fireplaces
2
Cooling
Central Air, Ductless Mini-Split
Heating
Forced Air, Humidity Control, Zoned
Water
Public
Possession
Settlement, Immediate, Negotiable
Days on Market
48
Acres
1.06
Ownership
Fee Simple

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Listing courtesy of Equity Property Investments. Contact:

Selling Office: CENTURY 21 New Millennium.