Sold
Last Sold Price
4 beds3,272 sqft$886/sqft
53 Windsor Rd, Wellesley, MA 02481
Single FamilyProperty Type
0.54 acresLot Size
1926Year Built
$886/sq ftPrice per sq ft
4 carsParking Spaces

Description

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...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 • William Raveis R.E. & Home Services
  • Listed by: Katherine Miner • William Raveis R.E. & Home Services
  • Listed by: Laurin Shields • William Raveis R.E. & Home Services
Listing closed: 07/24/2025 12:00 AM • Source: MLS PIN, MLS#: 73381532

Recent comparable sales

Median sold price

$2,500,000

Avg days on market

44

Sale-to-list ratio

97.1%

Wellesley, MA

9 comparable properties found

$2,295,000 | 6 Dunedin Road, Wellesley, MA 02481
1/34
1

$2,295,000

Sold 09/17/25

4
Bedrooms
3,560
Square Feet
0.18
Acres
$2,560,000 | 2 Summit Road, Wellesley, MA 02482
1/35
2

$2,560,000

Sold 10/14/25

4
Bedrooms
3,693
Square Feet
0.18
Acres
a front view of house and yard with green space
1/30
3

$2,251,000

Sold 01/08/25

4
Bedrooms
3,546
Square Feet
0.47
Acres
$2,600,000 | 10 Fife Road, Wellesley, MA 02481
1/3
4

$2,600,000

Sold 03/30/26

4
Bedrooms
3,282
Square Feet
0.16
Acres
a front view of a house with a yard table and chairs
1/25
5

$2,500,000

Sold 08/14/25

4
Bedrooms
3,097
Square Feet
0.49
Acres
$2,364,500 | 8 Hampden Street, Wellesley, MA 02482
1/37
6

$2,364,500

Sold 05/30/25

4
Bedrooms
3,401
Square Feet
0.21
Acres
$1,880,000 | 25 Geraldine Drive, Wellesley, MA 02481
1/25
7

$1,880,000

Sold 03/27/25

4
Bedrooms
3,021
Square Feet
0.24
Acres
a view of a house with brick walls and a yard with plants
1/43
8

$2,625,000

Sold 04/30/26

4
Bedrooms
3,433
Square Feet
0.31
Acres
a front view of a house with a yard
1/43
9

$3,300,000

Sold 08/01/25

4
Bedrooms
4,200
Square Feet
0.34
Acres

Location

Listing Courtesy of William Raveis R.E. & Home Services, Debi Benoit; William Raveis R.E. & Home Services, Katherine Miner; William Raveis R.E. & Home Services, Laurin Shields

Sold By Keller Williams Realty, Fleet Homes Group

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$16,831 per month

30 year fixed, 6.55% Interest

Principal and Interest

$14,740

Property Taxes

$2,090

HOA Dues

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Property Information for 53 Windsor Road

Property Details
  • Taxes: $25,083 / year
  • MLS Type: Single Family / Detached
  • Town: Wellesley
  • Area: MA-Wellesley
  • Architectural Style: Cape
  • Style: Cape
  • Garage Spaces: 2
  • Open Parking Spaces: 4.00
  • Parking Spaces Total: 4
Building Information
  • Year Built: 1926
  • Lot Size: 0.54 AC / 23,694 SF
General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Walk/Jog Trails, Golf Course, Bike Path, Conservation Area, T-Station
  • Current Financing: Other
  • Living Area: 3272.0
  • Color: Grey
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Wellesley
  • High School: Wellesley
  • Middle School: Wellesley
  • Neighborhood: Country Club
Features
Interior Features
  • Appliances: Range, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
  • Basement Features: Full, Finished, Bulkhead
  • Num of Baths: 5.0
  • Num of Full Baths: 4
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 4.50
  • Bathrooms Total Integer: 5
  • DoorFeatures: French Doors
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet
  • Interior Features: Closet, Closet/Cabinets - Custom Built, Cable Hookup, Recessed Lighting, Home Office, Exercise Room, Play Room
  • Interior Features: French Doors
  • Laundry Features: Closet/Cabinets - Custom Built, First Floor, Washer Hookup
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Deck, Professional Landscaping
  • Exterior Features: Professional Landscaping, Deck
  • Lot Description: Level
  • Patio And Porch Features: Deck
  • Roof Material: Shingle
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Detached, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Detached, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air, Ductless Mini-Split System
  • Cooling: Yes
  • Heating: Baseboard, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Gas Oven, Washer Hookup
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 288.0
  • Room Primary Bedroom Features: Bathroom - Full,Closet - Linen,Closet,Flooring - Wall to Wall Carpet
  • Room Primary Bedroom Length: 16.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 18.0
Bedroom 2
  • Bedroom2 Area: 168.0
  • Bedroom2 Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood
  • Bedroom2 Length: 14.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 12.0
Bedroom 3
  • Bedroom3 Area: 120.0
  • Bedroom3 Features: Bathroom - Full,Closet,Flooring - Hardwood
  • Bedroom3 Length: 12.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 10.0
Bathroom 1
  • Bathroom1 Features: Bathroom - Half,Flooring - Stone/Ceramic Tile
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Flooring - Stone/Ceramic Tile
  • Bathroom2 Level: Basement
Dining Room
  • Dining Room Area: 176.0
  • Dining Room Features: Coffered Ceiling(s),Flooring - Hardwood,Window(s) - Picture,Open Floorplan
  • Dining Room Length: 16.0
  • Dining Room Level: Main,First
  • Dining Room Width: 11.0
Family Room
  • Family Room Area: 225.0
  • Family Room Features: Skylight,Flooring - Wall to Wall Carpet,Exterior Access,Open Floorplan,Recessed Lighting
  • Family Room Length: 15.0
  • Family Room Level: Main,First
  • Family Room Width: 15.0
Kitchen
  • Kitchen Area: 156.0
  • Kitchen Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Deck - Exterior,Open Floorplan,Recessed Lighting
  • Kitchen Length: 12.0
  • Kitchen Level: Main,First
  • Kitchen Width: 13.0
Living Room
  • Room Living Room Area: 286.0
  • Room Living Room Features: Beamed Ceilings,Flooring - Hardwood,Window(s) - Picture,French Doors,Open Floorplan,Recessed Lighting
  • Room Living Room Length: 22.0
  • Room Living Room Level: Main,First
  • Room Living Room Width: 13.0
Other Room 1
  • Room Office Area: 144.0
  • Room Office Features: Closet,Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,Exterior Access
  • Room Office Length: 16.0
  • Room Office Level: First
  • Room Office Width: 9.0
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
Tax Information
  • Tax ID: M:047 R:017 S:,258301
  • Assessments: $2,440,000
  • Book: 39331
  • Tax Year: 2025
  • Zoning: SR20
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 1
  • Heat Zones: 7
Complex & Association Information
  • Adult Community: No
Market and Agent Information
Sale Info
  • Buyer Broker Comp: 2.5

Property History for 53 Windsor Road

DateEvent & SourcePriceAppreciation
Jul 24, 2025

Sold

MLS PIN #73381532

$2,900,000
Jun 1, 2025

Under Agreement

MLS PIN #73381532

Jun 1, 2025

Contingent

MLS PIN #73381532

DateEvent & SourcePrice
07/24/2025

Sold

MLS PIN #73381532

$2,900,000
06/01/2025

Under Agreement

MLS PIN #73381532

06/01/2025

Contingent

MLS PIN #73381532

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 53 Windsor Road

Taxable ValueLand$1,471,000Additions$969,000Total$2,440,000
Tax Record2025$25,083 ($2,090 / month)
Home Facts
Beds3Baths4.5Total Finished SqFt3,272 SqFtAbove Grade Finished SqFt3,272 SqFtUnfinished Basement SqFt220 SqFtStories2Lot Size23,694 SqFtStyleSingle Family ResidenceYear Built1926Year Renovated2018ZoningSR20CountyNORFOLKAPNWELL M:047 R:017 S:

Schools near 53 Windsor Road

This home is within Wellesley School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Joseph E. Fiske Elementary School
PublicK to 5

Wellesley Middle School
Public6 to 8

Wellesley High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 53 Windsor Road, Wellesley, MA 02481
$2,900,000
4
3,272
23,694
$2,515,000
5
4,500
12,974
$1
3
2
1,824
12,000
$1
3
3,541
36,500
$2,930,000
6
6,581
22,882
15,437

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of William Raveis R.E. & Home Services, Debi Benoit; William Raveis R.E. & Home Services, Katherine Miner; William Raveis R.E. & Home Services, Laurin Shields

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.