About 1635 Winchester Rd
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).
Features of 1635 Winchester Rd
| MLS® # | MDAA2130382 | 
|---|---|
| Price | $1,247,900 | 
| Bedrooms | 5 | 
| Bathrooms | 4.00 | 
| Full Baths | 4 | 
| Square Footage | 3,660 | 
| Acres | 1.06 | 
| Year Built | 1959 | 
| Type | Residential | 
| Sub-Type | Detached | 
| Style | Traditional | 
| Status | Coming Soon | 
Community Information
| Address | 1635 Winchester Rd | 
|---|---|
| Subdivision | WINCHESTER ESTATES | 
| City | ANNAPOLIS | 
| County | ANNE ARUNDEL-MD | 
| State | MD | 
| Zip Code | 21409 | 
Amenities
| Amenities | Attic, Built-Ins, Chair Railing, Crown Molding, Master Bath(s), Wood Floors, Washer/Dryer Hookup | 
|---|---|
| Utilities | Cable TV Available, Electric Available, Natural Gas Available, Phone Available, Water Available | 
| # of Garages | 2 | 
| Garages | Garage - Side Entry | 
| View | Garden/Lawn, Trees/Woods, Park/Greenbelt | 
| Is Waterfront | No | 
Interior
| Interior Features | Floor Plan-Traditional | 
|---|---|
| Appliances | Disposal, Dryer, Exhaust Fan, Extra Refrg/Frz, Humidifier, Microwave, Oven-Self Cleaning, Oven/Range-Electric, Washer/Dryer Stacked | 
| Heating | Forced Air, Zoned, Humidifier | 
| Cooling | Central A/C, Ductless/Mini-Split | 
| Has Basement | Yes | 
| Basement | Fully Finished, Walkout Level, Other, Space For Rooms, Side Entrance, Outside Entrance, Interior Access, Improved, Heated, Garage Access, Full, Daylight, Full, Connecting Stairway | 
| Fireplace | Yes | 
| # of Fireplaces | 2 | 
| Fireplaces | Fireplace - Glass Doors, Mantel(s), Screen | 
| # of Stories | 3 | 
| Stories | 3 | 
Exterior
| Exterior | Brick and Siding, Combination, Fiber Cement Siding, Shake, Wood | 
|---|---|
| Exterior Features | Sidewalks, Gutter System, Secure Storage, Street Lights, Patio, Porch-screened | 
| Lot Description | Backs to Trees, Landscaping, Private, Rear Yard, Trees/Wooded, Bcks-Prklnd, Adjoins - Public Land | 
| Windows | Bay/Bow, Screens, Storm, Wood Frame | 
| Roof | Asphalt | 
| Foundation | Block | 
| Garages | 2 | 
School Information
| District | ANNE ARUNDEL COUNTY PUBLIC SCHOOLS | 
|---|---|
| Elementary | ARNOLD | 
| Middle | SEVERN RIVER | 
| High | BROADNECK | 
Additional Information
| Date Listed | November 2nd, 2025 | 
|---|---|
| Zoning | R1 | 
| Foreclosure | No | 
| Short Sale | No | 
| RE / Bank Owned | No | 
Listing Details
| Office | Equity Property Investments | 
|---|---|
| Contact Info | 9193600430 | 
