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$1,139,400
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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.
Full Property Details
Full Property Details for 1635 Winchester Rd
General
- Sold For: $1,139,400
- Taxes: $6,942 (2025)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDAA2130382
- Added to Site: 147 day(s) ago
Interior
- Interior Features: Attic, 2nd Kitchen, Kitchen - Efficiency, Family Room Off Kitchen, Breakfast Area, Dining Area, Built-Ins, Chair Railings, Crown Moldings, Primary Bath(s), Wood Floors, Floor Plan - Traditional
- Fireplace: Yes
- Number of Fireplaces: 2
- Fireplace(s): Fireplace - Glass Doors, Mantel(s), Screen
- Appliances: Washer/Dryer Hookups Only, Disposal, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Humidifier, Microwave, Oven - Self Cleaning, Oven/Range - Electric, Washer/Dryer Stacked
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
- Upper Floor Baths: 1
- Upper - Full Baths: 1
- Main Floor Baths: 2
- Main - Full Baths: 2
- Lower Floor Baths: 1
- Lower - Full Baths: 1
Bedrooms
- Total Bedrooms: 5
- Bedrooms Upper: 2
- Bedrooms Lower: 1
- Bedrooms Main & Up: 2
Other Rooms
- Laundry: Dryer In Unit, Has Laundry, Lower Floor, Washer In Unit
Additional Information
- Security/Safety: Fire Detection System, Main Entrance Lock, Security System
Exterior
- Exterior Features: Sidewalks, Gutter System, Secure Storage, Street Lights
- Porch/Patio/Deck: Patio(s), Screened
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Type: Off Street, Attached Garage
- Garage Description: Garage - Side Entry
Location
- County: ANNE ARUNDEL
- Subdivision: WINCHESTER ESTATES
- Driving Directions: Highway 50 Eastbound, cross Severn River Bridge, Take Exit #27 onto 450 South heading towards Naval Academy, Turn Right on Boulter’s Way, Turn Right on Winchester Road, House is on the right with brick mail box house.
School Information
- School District: Anne Arundel County Public Schools
- Elementary School: Arnold
- Middle School: Severn River
- High School: Broadneck
Community
- Pets Allowed: Yes
- Pets: No Pet Restrictions
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C, Ductless/Mini-Split
- Cooling Fuel: Natural Gas
- Heating Type: Forced Air, Humidifier, Zoned
- Heating Fuel: Central, Natural Gas
- Water Heater: Natural Gas
Utilities
- Sewer: On Site Septic
- Water: Public
- Utility Description: Cable TV Available, Electric Available, Natural Gas Available, Phone Available, Water Available
Structural Information
- Architectural Style: Traditional
- Structure Type: Detached
- Construction: Brick, Combination, Fiber Cement, Masonry, Shake Siding, Wood Siding, Other, Stick Built
- Basement: Yes
- Basement Entrance: Yes
- Basement Desc.: Fully Finished, Walkout Level, Other, Space For Rooms, Side Entrance, Outside Entrance, Interior Access, Improved, Heated, Garage Access, Full, Daylight, Full, Connecting Stairway
- Foundation: Block
- Roof: Asphalt
- Walls/Ceilings: Dry Wall, Masonry, Plaster Walls
- Windows: Bay/Bow, Screens, Storm, Wood Frame
- Doors: Six Panel, Sliding Glass, Storm
- Stories Description: Lower 1, Lower 2, Main, Upper 1, Upper 2
- Square Feet: 3,660
- Sq. Ft. Source: Estimated
- Living Area: 3,660 Sq. Ft.
- Finished Above Grnd: 2,441 Sq. Ft.
- Finished Below Grnd: 1,219 Sq. Ft.
- Year Built: 1959
- Year Built Source: Assessor
- Property Condition: Very Good
Unit Information
Unit 1
- Bathrooms-Lower: 1
- Bedrooms-Lower: 1
Additional Structures
- Other Structures: Garage(s), Shed
Lot Features
- Property View: Garden/Lawn, Trees/Woods, Park/Greenbelt
- Lot Size (Acres): 1.06
- Lot Size (Sq. Ft.): 46,174
- Lot Size Source: Assessor
- Street/Road Desc.: Black Top
- Zoning: R1
- Lot Description: Backs to Trees, Landscaping, Adjoins - Public Land, Backs - Parkland, Private, Rear Yard, Trees/Wooded
Water Features
- Navigable Water: Yes
- Water Access: Yes
- Water Access Desc: Private Access
- Water Front Type: Cove
- Water Front Name: COOL SPRING COVE
Financial Considerations
- Price Per Sq. Ft.: $466.78
- Assessment Year: 2025
- Tax w/Assessment: $631,100
- Tax Amount: $6,942
- Tax Year: 2025
- Terms: Standard Sale
Disclosures and Reports
- Ownership: Fee Simple
Listed by Equity Property Investments, Ana L Lopez
Sold by CENTURY 21 New Millennium, Linda Padgett
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Schools
Schools serving 1635 Winchester Rd
School District:Anne Arundel County Public Schools
| Name | Grades | Distance |
|---|---|---|
Arnold Elementary School 95 Joyce Lane, Arnold, MD 21012 | K-5 | 1.3 mi |
Severn River Middle School 241 Peninsula Farm Road, Arnold, MD 21012 | 6-8 | 3 mi |
Broadneck High School 1265 Green Holly Drive, Annapolis, MD 21409 | 9-12 | 2.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1635 Winchester Rd
Date
Details
Price
Change
Source
3/26/2026
Sold
$1,139,400
—
MLS
12/01/2025
Price Reduced
$1,139,400
-8.69%
MLS
11/08/2025
Listed
$1,247,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1635 Winchester Road, Annapolis, MD 21409 (MLS# MDAA2130382) is a Single Family property that was sold at $1,139,400 on March 26, 2026. Want to learn more about 1635 Winchester Road? Do you have questions about finding other Single Family real estate for sale in Annapolis? You can browse all Annapolis real estate or contact a Coldwell Banker agent to request more information.

