$2,850,000
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53 Windsor RD, Wellesley, MA 02481

4 Beds
5 Baths
3,272 Sq Ft

Settled in the heart of Wellesleys 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 Wellesleys most desirable locations!

  • MLS# 73381532
  • Date Listed05/28/2025
  • Bedrooms 4
  • Bathrooms 4 Full baths, 1 Half baths
  • Lot Size 0.54 acres (23,694 sq. ft)
  • Sewer Public Sewer
  • Subdivision Country Club
  • Property Type Single Family
  • County Norfolk
  • Year Built 1926
  • Water Public
  • Square Feet 3,272 sq. ft
  • Price Per Sq. Ft $871.03

Interior Features

  • Appliances Range, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
  • Flooring Tile, Carpet, Hardwood
  • Cooling Central Air, Ductless
  • Heating Natural Gas, Baseboard

Exterior / Lot Features

  • Roof Shingle
  • Lot Size Acres 0.54
  • Lot Size SQFT 23,694.00
  • Lot Features Level, Landscaped

Financial Considerations

  • Tax Amount $25,083
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in MA / 02481

Source: Walkscore

21/100

Car-Dependent

Walk Score ®

22/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 28/100, Transit Score: 12/100, Bike Score: 31/100.

Property Change History

Property description updated with new details
Agent added 1 new photo to the listing
4142 photos

Points of Interest near 53 Windsor Rd, Wellesley, MA 02481

Frequently Asked Questions for 53 Windsor Rd

Source: Realty.com

53 Windsor Rd, Wellesley, MA 02481 is a Single Family 3,272 sq. ft. home listed for sale. Realty.com has 42 photos available of this 4 bed, 5 bath house, listed at $2,850,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 42 photos of 53 Windsor Rd.

Our records indicate that 53 Windsor Rd was built in 1926.

The full address for this home is 53 Windsor Rd, Wellesley, MA 02481.

53 Windsor Rd has been listed on Realty.com since Wed May 28, 2025

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 28/100, Transit Score: 12/100, Bike Score: 31/100.

There are 3 schools assigned to this home. Check out the schools near 53 Windsor Rd. Preschool At Wellesley Schools (Grades: PK - PK), Wellesley Middle School (Grades: 6 - 8), Wellesley Senior High School (Grades: 9 - 12)

Listing provided courtesy of: William Raveis R.e. & Home Services (tel: 781-235-5000)
Listing agent: Debi Benoit (tel: 617-962-9292) (#BB980372)

This content last refreshed on 2026-02-03 14:47:14. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 53 Windsor Rd, Wellesley, MA 02481 : MLS# 73381532