Built in 1913, this stately stucco colonial is located in the sought-after Country Club neighborhood and offers classic charm with modern day conveniences. 12 gracious rooms, 6 bedrooms, 3 full baths, and 2 half baths sit on more than a half-acre of land. The elegant first floor with high ceilings & exposed beams includes a renovated kitchen, large formal dining room, expansive front-to-back family room, and cozy sunroom. The second floor can be accessed via the front or back staircase and enjoys 4 bedrooms & 2 full baths. The fully finished third floor has an additional bedroom & full bath, plus a huge bonus room/6th bedroom. There’s ample storage in the basement as well as a private office. With close proximity to the middle school & high school, the Wellesley Hills train stop, and the Mass Pike & Rte 95, this timeless treasure is ideally located for today's urban/suburban lifestyle!
Sold for $2,335,000
$2,335,000
21 Windsor Rd, Wellesley, MA 02481
6beds
4,954sqft
Single Family Residence
Built in 1913
0.54 Acres Lot
$2,915,500 Zestimate®
$471/sqft
$7,987 Estimated rent
Home value
$2,915,500
$2.65M - $3.24M
$7,987/mo
Zestimate® history
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List your homeWhat's special
High ceilingsClassic charmHigh schoolExposed beamsRenovated kitchenCozy sunroomExpansive front-to-back family room
Zillow last checked:
Listing updated:
Listed by:
The Madden David Real Estate Group 617-610-5057,
Coldwell Banker Realty - Wellesley 781-237-9090
Bought with:
The Lara & Chelsea Collaborative
Gibson Sotheby's International Realty
Source: MLS PIN,MLS#: 73146566
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Primary bedroom
- Features: Bathroom - Full
- Level: Second
- Area: 324
- Dimensions: 18 x 18
Bedroom 2
- Features: Flooring - Hardwood
- Level: Second
- Area: 180
- Dimensions: 15 x 12
Bedroom 3
- Features: Flooring - Hardwood
- Level: Second
- Area: 180
- Dimensions: 15 x 12
Bedroom 4
- Features: Flooring - Hardwood
- Level: Second
- Area: 110
- Dimensions: 11 x 10
Bedroom 5
- Features: Flooring - Hardwood
- Level: Third
- Area: 230
- Dimensions: 23 x 10
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - With Shower Stall
- Level: Second
Bathroom 2
- Features: Bathroom - Tiled With Tub & Shower
- Level: Second
Bathroom 3
- Features: Bathroom - With Tub & Shower
- Level: Third
Dining room
- Features: Flooring - Hardwood
- Level: First
- Area: 306
- Dimensions: 18 x 17
Family room
- Features: Flooring - Hardwood
- Level: First
- Area: 242
- Dimensions: 22 x 11
Kitchen
- Features: Countertops - Stone/Granite/Solid
- Level: First
- Area: 304
- Dimensions: 19 x 16
Living room
- Features: Flooring - Hardwood
- Level: First
- Area: 432
- Dimensions: 24 x 18
Heating
- Baseboard, Natural Gas, Fireplace(s)
Cooling
- Window Unit(s)
Appliances
- Included: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Range Hood
- Laundry: In Basement, Electric Dryer Hookup, Washer Hookup
Features
- Bathroom - Half, Bedroom, Bathroom
- Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood
- Basement: Full,Partially Finished,Walk-Out Access,Sump Pump
- Number of fireplaces: 4
- Fireplace features: Family Room, Living Room, Bedroom
Interior area
- Total structure area: 4,954
- Total interior livable area: 4,954 sqft
Property
Parking
- Total spaces: 7
- Parking features: Detached, Paved Drive, Off Street
- Garage spaces: 1
- Uncovered spaces: 6
Features
- Patio & porch: Patio
- Exterior features: Patio, Professional Landscaping, Sprinkler System, Garden, Stone Wall
Lot
- Size: 0.54 Acres
Details
- Parcel number: M:056 R:036 S:,258720
- Zoning: SR20
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Slate
Condition
- Year built: 1913
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Electric Dryer, Washer Hookup
Community & HOA
Community
- Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Conservation Area, Highway Access, Private School, Public School, T-Station, University
- Subdivision: Country Club
HOA
- Has HOA: No
Location
- Region: Wellesley
Financial & listing details
- Price per square foot: $471/sqft
- Tax assessed value: $1,874,000
- Annual tax amount: $21,457
- Date on market: 1/6/2026
- Exclusions: Excludes Sunroom Chandelier, Mounted Tvs, Washers, Dryer & Refrigerator In Basement.
Price history
| Date | Event | Price |
|---|---|---|
| 11/3/2023 | Sold | $2,335,000-9%$471/sqft |
Source: MLS PIN #73146566 Report a problem | ||
| 8/15/2023 | Contingent | $2,565,000$518/sqft |
Source: MLS PIN #73146566 Report a problem | ||
| 8/9/2023 | Listed for sale | $2,565,000+36.8%$518/sqft |
Source: MLS PIN #73146566 Report a problem | ||
| 6/7/2019 | Sold | $1,875,000-6%$378/sqft |
Source: Public Record Report a problem | ||
| 3/30/2019 | Pending sale | $1,995,000$403/sqft |
Source: BERKSHIRE HATHAWAY HOMESERVICES TOWN AND COUNTRY REAL ESTATE #72450251 Report a problem | ||
| 2/6/2019 | Listed for sale | $1,995,000$403/sqft |
Source: Berkshire Hathaway HomeServices Town and Country Real Estate #72450251 Report a problem | ||
| 12/4/2018 | Listing removed | $1,995,000$403/sqft |
Source: BERKSHIRE HATHAWAY HOMESERVICES TOWN AND COUNTRY REAL ESTATE #72389089 Report a problem | ||
| 9/5/2018 | Listed for sale | $1,995,000$403/sqft |
Source: Berkshire Hathaway HomeServices Town and Country Real Estate #72389089 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $24,405 +8% | $2,374,000 +9.4% |
| 2024 | $22,600 +5.3% | $2,171,000 +15.8% |
| 2023 | $21,457 -1.7% | $1,874,000 +0.3% |
| 2022 | $21,818 +3.9% | $1,868,000 +4.5% |
| 2021 | $20,997 +1.6% | $1,787,000 |
| 2020 | $20,658 -1.9% | $1,787,000 -1.8% |
| 2019 | $21,057 +7.4% | $1,820,000 +10.9% |
| 2018 | $19,610 +1.4% | $1,641,000 |
| 2017 | $19,347 +0.6% | $1,641,000 +1% |
| 2016 | $19,224 +2.1% | $1,625,000 -0.2% |
| 2015 | $18,831 -3.4% | $1,629,000 -3.6% |
| 2014 | $19,491 +18.6% | $1,689,000 +18% |
| 2012 | $16,428 +1.4% | $1,431,000 +1% |
| 2011 | $16,196 +5.4% | $1,417,000 -3.3% |
| 2010 | $15,364 +1.6% | $1,466,000 -8.2% |
| 2009 | $15,124 +1.3% | $1,597,000 -1.8% |
| 2008 | $14,927 +3.5% | $1,626,000 |
| 2007 | $14,423 +6.6% | $1,626,000 |
| 2006 | $13,528 +1.6% | $1,626,000 +2.6% |
| 2005 | $13,314 -1.7% | $1,585,000 +0.1% |
| 2004 | $13,550 +5.4% | $1,583,000 |
| 2003 | $12,854 +9.7% | $1,583,000 +9.4% |
| 2002 | $11,721 +36.6% | $1,447,000 +64.4% |
| 1999 | $8,578 | $880,000 |
Find assessor info on the county website
Neighborhood: 02481
Nearby homes
- $2,648,8005 bd2 ba3.1k sqft8 Inverness Rd, Wellesley, MA 02481Off Market
- $2,825,6006 bd3 ba2.9k sqft27 Windsor Rd, Wellesley, MA 02481Off Market
- $2,713,7005 bd3 ba3.6k sqft24 Windsor Rd, Wellesley, MA 02481Off Market
- $3,213,4005 bd4 ba4k sqft5 Inverness Rd, Wellesley, MA 02481Off Market
- $4,941,2006 bd7 ba5.2k sqft28 Windsor Rd, Wellesley, MA 02481Off Market
- $2,990,8005 bd4 ba3.5k sqft15 Windsor Rd, Wellesley, MA 02481Off Market
- $3,204,9006 bd5 ba5.3k sqft20 Windsor Rd, Wellesley, MA 02481Off Market
- $3,235,4005 bd4 ba3.9k sqft11 Inverness Rd, Wellesley, MA 02481Off Market
Nearby schools
GreatSchools rating
- 10/10Joseph E. Fiske Elementary SchoolGrades: K-5Distance: 1.1 mi
- 8/10Wellesley Middle SchoolGrades: 6-8Distance: 1.2 mi
- 10/10Wellesley High SchoolGrades: 9-12Distance: 0.7 mi
Schools provided by the listing agent
- Elementary: Wps
- Middle: Wms
- High: Whs
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$2,915,500
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$2,915,500
- Massachusetts
- Norfolk County
- Wellesley
- 02481
- 21 Windsor Rd
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