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Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

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53 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 0248153 Windsor Road Wellesley MA 02481
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  • 4Bedrooms
  • 5Bathrooms
  • 3,272Square Feet
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!
Listed by Debi Benoit of William Raveis R.E. & Home Services

Listing Sold by Keller Williams Realty

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More Info

Basic Information

  • Bedrooms4
  • Mls StatusSold
  • Bathroom5
  • BuyerOfficeNameKeller Williams Realty
  • Lot Features Level
  • Parcel Number M:047 R:017 S:,258301

Basic Information

  • GO-List Price$2,850,000
  • MLS Number73381532
  • Modification Date07/26/2025
  • Property SubTypeSingle Family Residence
  • PurchaseContractDate06/01/2025
  • Sale Date07/24/2025
  • Sale Price$2,900,000

Building

  • BasementFull, Finished, Bulkhead
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features French Doors
  • FireplaceYes
  • Fireplace Features Living Room
  • Fireplaces Total 2
  • FoundationConcrete Perimeter
  • GO-Property StyleCape
  • Garage Spaces2
  • Patio And Porch Features Deck
  • Rooms9
  • Utilities For Gas Range, For Gas Oven, Washer Hookup
  • Year Built1926
  • Year Built Details Actual
  • Year Built Source Public Records

Tax Information

  • Tax Assessed Value $2,440,000
  • Tax Year 2025
  • Taxes$25,083

Parking

  • Parking Spaces4
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Detached, Paved Drive, Off Street, Paved

Location

  • SubdivisionCountry Club
  • Address53 Windsor Road
  • Building Number53
  • CountyNorfolk
  • StateMA
  • StreetWindsor Road
  • TownWellesley
  • Zip02481

Property

  • Acreage0.54

Exterior

  • Exterior Features Deck, Professional Landscaping
  • RoofShingle

Utilities

  • Cooling Central Air, Ductless
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Baseboard, Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Golf
    • Public Transportation
    • Shopping
    • T-Station
    • Walk/Jog Trails
  • Appliances IncludedRange, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer

School Information

  • High School Wellesley
  • Elementary SchoolWellesley
  • High SchoolWellesley
  • Junior HighWellesley

Rooms

  • Bathroom 1 First
  • Bathroom 2 Basement
  • Bathrooms Total Decimal 4.5
  • Bedroom 2 Second,14 x 12
  • Bedroom 3 Second,12 x 10
  • Dining Room Main, First,16 x 11
  • Family Room Main, First,15 x 15
  • Full Bath4
  • Half Baths1
  • Kitchen Main, First,12 x 13
  • Living Room Main, First,22 x 13
  • Master Bedroom Second,16
  • Office First,16 x 9

Interior

  • Flooring Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet
  • Interior Features
    • Cable Hookup
    • Closet
    • Closet/Cabinets - Custom Built
    • Exercise Room
    • Home Office
    • Play Room
    • Recessed Lighting

Property Information

  • Square Feet3,272
  • Building Area Source Public Records
  • Living Area 3,272
  • Lot Size Square Feet 23,694
  • Lot Size Units Acres

Other

  • Buyer Agency Compensation2.5
  • Date Listed05/28/2025
  • Farm Land Area Units Square Feet

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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