1635 Winchester Road, ANNAPOLIS, MD 21409 (MLS # MDAA2130382)

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PRICE $1,247,900 dsIDX morgage calculator
BEDS 5
BATHS 4
HOME SIZE 3,660 sqft
LOT SIZE 1.06 ac

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 exclusive private water-access privileges, 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 * 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 This is more than a home"”it is a private retreat offering refined luxury, natural beauty, and an unmatched Annapolis lifestyle. (Additional pictures coming soon).

DAYS ON MARKET 0 LAST UPDATED 11/2/2025
TRACT WINCHESTER ESTATES YEAR BUILT 1959
GARAGE SPACES 2.0 COUNTY ANNE ARUNDEL
STATUS Active PROPERTY TYPE(S) Single Family

SCHOOLS
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Elementary School ARNOLD
Jr. High School SEVERN RIVER
High School BROADNECK


ADDITIONAL DETAILS
AIR Central Air, Ductless, Gas
AIR CONDITIONING Yes
APPLIANCES Disposal, Dryer, Electric Oven, Electric Range, Exhaust Fan, Gas Water Heater, Humidifier, Microwave, Oven, Washer, Washer/Dryer Stacked
BASEMENT Daylight, Exterior Entry, Finished, Full, Interior Entry, Other, Walk-Out Access, Yes
CONSTRUCTION Brick, Fiber Cement, Other, Shake Siding, Wood Siding
EXTERIOR Rain Gutters, Storage
FIREPLACE Yes
GARAGE Yes
HEAT Central, Exhaust Fan, Forced Air, Natural Gas, Zoned
INTERIOR Built-in Features, Crown Molding
LOT 1.06 acre(s)
LOT DESCRIPTION Back Yard, Private, Wooded
PARKING Off Street, Garage, Attached
POOL DESCRIPTION None
SEWER Septic Tank
STORIES 3+
STYLE Traditional
SUBDIVISION WINCHESTER ESTATES
TAXES 6942
UTILITIES Cable Available, Natural Gas Available, Phone Available, Water Available, Electricity Available
VIEW Yes
VIEW DESCRIPTION Trees/Woods, Park/Greenbelt, Garden
WATER Public
WATER ACCESS COOL SPRING COVE
MORTGAGE CALCULATOR
   

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