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Sold for $2,900,000 on 07/24/25
  • $2,900,000

    53 Windsor Rd, Wellesley, MA 02481

    4beds
    3,272sqft
    Single Family Residence
    Built in 1926
    0.54 Acres Lot
    $2,900,900 Zestimate®
    $886/sqft
    $8,295 Estimated rent

    What's special

    Settled in the heart of Wellesley’s coveted Country Club neighborhood, 53 Windsor Road is an enchanting, thoughtfully updated Cape-style home that blends classic charm with modern comfort. The open floor plan features spacious sunlit rooms, including a welcoming living room with beamed ceiling and oversized fireplace that flows seamlessly into a formal dining room adorned with large picture windows. The kitchen with quartz counter tops and high end appliances boasts a central island, hardwood floors and a generous eat-in area with access to a deck - perfect for outdoor living. A bright family room with gas fireplace overlooks the beautifully landscaped level grounds. Upstairs find a lovely primary suite and 2 additional bedrooms with 2 baths. A finished lower level adds versatility with a guest suite with full bath and a playroom or exercise room. Ideally located close to town, the train, and shops, this home is a rare opportunity in one of Wellesley’s most desirable locations!

    Zillow last checked: 7 hours ago

    Listing updated: July 26, 2025 at 08:06am

    Listed by:

    Debi Benoit,

    William Raveis R.E. & Home Services

    Bought with:

    Fleet Homes Group

    Keller Williams Realty

    Source: MLS PIN,MLS#: 73381532

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Bathroom - Full, Closet - Linen, Closet, Flooring - Wall to Wall Carpet
    • Level: Second
    • Area: 288
    • Dimensions: 16 x 18
    Bedroom 2
    • Features: Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood
    • Level: Second
    • Area: 168
    • Dimensions: 14 x 12
    Bedroom 3
    • Features: Bathroom - Full, Closet, Flooring - Hardwood
    • Level: Second
    • Area: 120
    • Dimensions: 12 x 10
    Primary bathroom
    • Features: Yes
    Bathroom 1
    • Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
    • Level: First
    Bathroom 2
    • Features: Bathroom - Full, Flooring - Stone/Ceramic Tile
    • Level: Basement
    Dining room
    • Features: Coffered Ceiling(s), Flooring - Hardwood, Window(s) - Picture, Open Floorplan
    • Level: Main,First
    • Area: 176
    • Dimensions: 16 x 11
    Family room
    • Features: Skylight, Flooring - Wall to Wall Carpet, Exterior Access, Open Floorplan, Recessed Lighting
    • Level: Main,First
    • Area: 225
    • Dimensions: 15 x 15
    Kitchen
    • Features: Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Deck - Exterior, Open Floorplan, Recessed Lighting
    • Level: Main,First
    • Area: 156
    • Dimensions: 12 x 13
    Living room
    • Features: Beamed Ceilings, Flooring - Hardwood, Window(s) - Picture, French Doors, Open Floorplan, Recessed Lighting
    • Level: Main,First
    • Area: 286
    • Dimensions: 22 x 13
    Office
    • Features: Closet, Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet, Exterior Access
    • Level: First
    • Area: 144
    • Dimensions: 16 x 9
    Heating
    • Baseboard, Natural Gas
    Cooling
    • Central Air, Ductless
    Appliances
    • Laundry: Closet/Cabinets - Custom Built, First Floor, Washer Hookup
    Features
    • Closet, Closet/Cabinets - Custom Built, Cable Hookup, Recessed Lighting, Home Office, Exercise Room, Play Room
    • Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet
    • Doors: French Doors
    • Basement: Full,Finished,Bulkhead
    • Number of fireplaces: 2
    • Fireplace features: Living Room
    Interior area
    • Total structure area: 3,272
    • Total interior livable area: 3,272 sqft
    • Finished area above ground: 3,272

    Property

    Parking
    • Total spaces: 4
    • Parking features: Detached, Paved Drive, Off Street, Paved
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Deck
    • Exterior features: Deck, Professional Landscaping
    Lot
    • Size: 0.54 Acres
    • Features: Level
    Details
    • Parcel number: M:047 R:017 S:,258301
    • Zoning: SR20

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape
    • Property subtype: Single Family Residence
    Materials
    • Frame
    • Foundation: Concrete Perimeter
    • Roof: Shingle
    Condition
    • Year built: 1926

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: for Gas Range, for Gas Oven, Washer Hookup

    Community & neighborhood

    Community
    • Community features: Public Transportation, Shopping, Walk/Jog Trails, Golf, Bike Path, Conservation Area, T-Station
    Location
    • Region: Wellesley
    • Subdivision: Country Club
    Services availability
    Get a cash offer in 3 minutes

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    Estimated market value

    $2,900,900

    Get a cash offer in 3 minutes

    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.

    Estimated market value

    $2,900,900