1635 Winchester Rd, Annapolis, MD 21409
Local realty services provided by:Better Homes and Gardens Real Estate Cassidon Realty
1635 Winchester Rd,Annapolis, MD 21409
$1,139,400
- 5 Beds
- 4 Baths
- 3,660 sq. ft.
- Single family
- Active
Listed by: ana l lopez
Office: equity property investments
MLS#:MDAA2130382
Source:BRIGHTMLS
Price summary
- Price:$1,139,400
- Price per sq. ft.:$311.31
About this home
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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Home facts
- Year built:1959
- Listing ID #:MDAA2130382
- Added:45 day(s) ago
- Updated:December 18, 2025 at 02:45 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:4
- Living area:3,660 sq. ft.
Heating and cooling
- Cooling:Central A/C, Ductless/Mini-Split
- Heating:Central, Forced Air, Humidifier, Natural Gas, Zoned
Structure and exterior
- Roof:Asphalt
- Year built:1959
- Building area:3,660 sq. ft.
- Lot area:1.06 Acres
Schools
- High school:BROADNECK
- Middle school:SEVERN RIVER
- Elementary school:ARNOLD
Utilities
- Water:Public
- Sewer:On Site Septic
Finances and disclosures
- Price:$1,139,400
- Price per sq. ft.:$311.31
- Tax amount:$6,942 (2025)
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