
53 Windsor Rd Wellesley Hills, MA 02481
Highlights
- Golf Course Community
- Open Floorplan
- Cape Cod Architecture
- Joseph E. Fiske Elementary School Rated A
- Custom Closet System
- Landscaped Professionally
About This Home
As of July 2025Settled 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!
Last Agent to Sell the Property
William Raveis R.E. & Home Services Listed on: 05/28/2025

Co-Listed By
Laurin Shields
William Raveis R.E. & Home Services
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $25,083
Year Built
- Built in 1926
Lot Details
- 0.54 Acre Lot
- Near Conservation Area
- Landscaped Professionally
- Level Lot
- Property is zoned SR20
Parking
- 2 Car Detached Garage
- Driveway
- Open Parking
- Off-Street Parking
Home Design
- Cape Cod Architecture
- Frame Construction
- Shingle Roof
- Concrete Perimeter Foundation
Interior Spaces
- 3,272 Sq Ft Home
- Open Floorplan
- Beamed Ceilings
- Coffered Ceiling
- Skylights
- Recessed Lighting
- Picture Window
- French Doors
- Living Room with Fireplace
- 2 Fireplaces
- Dining Area
- Home Office
- Play Room
- Home Gym
- Finished Basement
- Basement Fills Entire Space Under The House
Kitchen
- Range
- Microwave
- Freezer
- Kitchen Island
- Solid Surface Countertops
- Disposal
Flooring
- Wood
- Wall to Wall Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary bedroom located on second floor
- Custom Closet System
- Linen Closet
- Walk-In Closet
Laundry
- Laundry on main level
- Dryer
- Washer
Outdoor Features
- Bulkhead
- Deck
Location
- Property is near public transit
Schools
- Wellesley Elementary And Middle School
- Wellesley High School
Utilities
- Ductless Heating Or Cooling System
- Central Air
- 1 Cooling Zone
- 7 Heating Zones
- Heating System Uses Natural Gas
- Baseboard Heating
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number M:047 R:017 S:,258301
Community Details
Overview
- No Home Owners Association
- Country Club Subdivision
Amenities
- Shops
Recreation
- Golf Course Community
- Jogging Path
- Bike Trail
Ownership History
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Purchase Details
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Purchase Details
Purchase Details
Similar Homes in Wellesley Hills, MA
Home Values in the Area
Average Home Value in this Area
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Deed | $2,900,000 | -- | |
Not Resolvable | $2,290,000 | None Available | |
Not Resolvable | $1,125,000 | -- | |
Deed | -- | -- | |
Deed | -- | -- | |
Deed | -- | -- | |
Deed | -- | -- | |
Quit Claim Deed | -- | -- | |
Quit Claim Deed | -- | -- | |
Not Resolvable | $1,191,000 | -- | |
Deed | $1,035,000 | -- | |
Deed | $1,035,000 | -- | |
Deed | $555,000 | -- | |
Deed | $510,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $2,250,000 | New Conventional | |
Previous Owner | $500,000 | Purchase Money Mortgage | |
Previous Owner | $750,000 | Stand Alone Refi Refinance Of Original Loan | |
Previous Owner | $150,000 | Closed End Mortgage | |
Previous Owner | $675,000 | Unknown | |
Previous Owner | $499,000 | No Value Available |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
07/24/2025 07/24/25 | Sold | $2,900,000 | +1.8% | $886 / Sq Ft |
06/01/2025 06/01/25 | Pending | -- | -- | -- |
05/28/2025 05/28/25 | For Sale | $2,850,000 | +139.3% | $871 / Sq Ft |
07/29/2013 07/29/13 | Sold | $1,191,000 | -2.4% | $457 / Sq Ft |
06/10/2013 06/10/13 | Pending | -- | -- | -- |
06/07/2013 06/07/13 | Price Changed | $1,220,000 | -2.0% | $468 / Sq Ft |
05/04/2013 05/04/13 | Price Changed | $1,245,000 | -2.4% | $478 / Sq Ft |
04/15/2013 04/15/13 | For Sale | $1,275,000 | -- | $489 / Sq Ft |
Tax History Compared to Growth
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2025 | $25,083 | $2,440,000 | $1,471,000 | $969,000 |
2024 | $24,994 | $2,401,000 | $1,471,000 | $930,000 |
2023 | $24,583 | $2,147,000 | $1,313,000 | $834,000 |
2022 | $21,888 | $1,874,000 | $1,176,000 | $698,000 |
2021 | $18,835 | $1,603,000 | $1,095,000 | $508,000 |
2020 | $18,531 | $1,603,000 | $1,095,000 | $508,000 |
2019 | $16,418 | $1,419,000 | $1,137,000 | $282,000 |
2018 | $13,850 | $1,159,000 | $894,000 | $265,000 |
2017 | $13,653 | $1,158,000 | $893,000 | $265,000 |
2016 | $13,415 | $1,134,000 | $878,000 | $256,000 |
2015 | $13,109 | $1,134,000 | $879,000 | $255,000 |
Agents Affiliated with this Home
-
Seller's Agent in 2025
Debi Benoit
William Raveis R.E. & Home Services
(617) 962-9292
124 Total Sales
-
L
Seller Co-Listing Agent in 2025
Laurin Shields
William Raveis R.E. & Home Services
-
F
Buyer's Agent in 2025
Fleet Homes Group
Keller Williams Realty
(508) 439-3099
175 Total Sales
-
Buyer's Agent in 2013
Joan Barrett
Coldwell Banker Realty - Newton
(617) 851-1793
19 Total Sales
Map
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73381532

APN: WELL-000047-000017
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