SoldJul 24, 2025

Listed by Debi Benoit

Source: MLS Property Information Network Inc #73381532

53 Windsor Rd, Wellesley, MA, 02481

$2,900,000

4
5
4
3272 sq. ft.
23694 sq. ft.

SingleFam

3 days on the market

Sold: Jul 24, 2025

What's around 53 Windsor Rd

About this property

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!

Looking for more information on 53 Windsor Rd?

Explore comparables, sales history and growth for this property.
Learn more

Similar properties sold nearby

SoldMay 29, 2026
$2,600,000
345 Linden Street
Wellesley MA 02481
4
4
4
Single-Family
Listing courtesy of Coldwell Banker Realty - Wellesley and William Raveis R.E. & Home Services
SoldMay 29, 2026
$2,280,000
21 Cunningham Road
Wellesley MA 02481
4
3
4
Single-Family
Listing courtesy of MGS Group Real Estate LTD - Wellesley
SoldMay 28, 2026
$1,350,000
11 Springdale Avenue
Wellesley MA 02481
4
2
3
Single-Family
Listing courtesy of Northeast Development & Investment, Inc.

Other properties sold by William Raveis R.E. & Home Services

SoldJun 1, 2026
$4,300,000
34 Morton Street
Newton MA 02459
6
6
6
Single-Family
Listing courtesy of Sumner Realty LLC and William Raveis R.E. & Home Services
SoldJun 1, 2026
$1,745,000
13/881 East 2nd Street
Boston MA 02127
2
3
4
Condo
Listing courtesy of William Raveis R.E. & Home Services
SoldJun 1, 2026
$920,000
27 January Hills Road
Amherst MA 01002
4
5
12
Single-Family
Listing courtesy of William Raveis R.E. & Home Services

Browse properties sold in nearby areas

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Email
© 2026 RateMyAgent