1635 Winchester Road, ANNAPOLIS, MD 21409 (MLS # MDAA2130382)
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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 |
| 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
TOTAL MONTHLY PAYMENT
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