Map location of 21 Windsor Rd, Wellesley, MA 02481
$2,565,000
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21 Windsor RD, Wellesley, MA 02481

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6 Beds
5 Baths
4,954 Sq Ft

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. Theres 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!

Listing By: mamlspin Realty.com
  • MLS# 73146566
  • Date Listed08/09/2023
  • Bedrooms 6
  • Bathrooms 3 Full baths, 2 Half baths
  • Lot Size 0.54 acres (23,717 sq. ft)
  • Sewer Public Sewer
  • Subdivision Country Club
  • Property Type Single Family
  • County Norfolk
  • Year Built 1913
  • Water Public
  • Square Feet 4,954 sq. ft
  • Price Per Sq. Ft $517.76

Interior Features

  • Appliances Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Range Hood
  • Flooring Tile, Carpet, Hardwood
  • Cooling Window Unit(s)
  • Heating Natural Gas, Baseboard, Fireplace(s)

Exterior / Lot Features

  • Exterior Garden
  • Roof Slate
  • Lot Size Acres 0.54
  • Lot Size SQFT 23,717.00
  • Lot Features -

Directions

Abbott Road to Windsor Road

Financial Considerations

  • Tax Amount $21,457
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Preschool At Wellesley Schools

Public • PK - PK • Serves this home

1.32 mi

Distance

Newman Elementary School

Public • PK - 5

2.73 mi

Distance

Country Elementary School

Public • PK - 3

5.83 mi

Distance

Woodland Elementary School

Public • PK - 3

6.1 mi

Distance

William F. Stanley Elementary School

Public • PK - 5

6.67 mi

Distance

Newton Early Childhood Center

Public • PK - PK

6.95 mi

Distance

Riverdale Elementary School

Public • 1 - 5

7.26 mi

Distance

Early Childhood Center

Public • PK - KG

7.34 mi

Distance

The Childrens Way

Public • PK - PK

8.9 mi

Distance

Hosmer Elementary School

Public • PK - 5

9.68 mi

Distance

Wellesley Middle School

Public • 6 - 8 • Serves this home

1.82 mi

Distance

Pollard Middle School

Public • 7 - 8

3.63 mi

Distance

High Rock School

Public • 6 - 6

3.96 mi

Distance

Weston Middle School

Public • 6 - 8

4.82 mi

Distance

Oak Hill Middle School

Public • 6 - 8

5.67 mi

Distance

Charles E Brown Middle School

Public • 6 - 8

5.67 mi

Distance

Field Elementary School

Public • 4 - 5

6.1 mi

Distance

F A Day Middle School

Public • 6 - 8

6.95 mi

Distance

Wilson Middle School

Public • 5 - 8

6.97 mi

Distance

Wayland Middle School

Public • 6 - 8

7.41 mi

Distance

Wellesley Senior High School

Public • 9 - 12 • Serves this home

1.12 mi

Distance

Needham High School

Public • 9 - 12

3.05 mi

Distance

Weston High School

Public • 9 - 12

4.82 mi

Distance

Newton South High School

Public • 9 - 12

5.67 mi

Distance

Newton North High School

Public • 9 - 12

6.17 mi

Distance

Natick High School

Public • 9 - 12

7.37 mi

Distance

West Roxbury Academy

Public • 9 - 12

7.54 mi

Distance

Watertown High School

Public • 9 - 12

9.15 mi

Distance

Charles River Center

Private • UG - UG

1.52 mi

Distance

Dana Hall School

Private • 05 - 12

2.29 mi

Distance

Riverside Life Skills School

Private • 08 - 11

3.45 mi

Distance

North American Hockey Academy

Private • 08 - 12

4.01 mi

Distance

The Rivers School

Private • 06 - 12

4.28 mi

Distance

Learning Prep School

Private • UG - UG

5.29 mi

Distance

Saint Sebastian School

Private • 07 - 12

5.41 mi

Distance

Brandon School & Residental Treatment

Private • 02 - 12

5.69 mi

Distance

Bais Yaakov Of Boston High School

Private • 09 - 12

6.06 mi

Distance

Walnut Hill School For The Arts

Private • 09 - 12

6.38 mi

Distance

Sales & Tax History

Source: Public Records

Date Event Price
11/03/2023 Sold $2,335,000.00 8.97%
08/29/2023 Pending $2,565,000.00
08/15/2023 Contingent $2,565,000.00
08/09/2023 Active $2,565,000.00
Street Address Beds Baths Sold Date List Price Valuation Date Valuation Price
95 Clarke Road | Listing 4 4 Oct 25, 2025 $1,399,000 Jun 25, 2024 $2,115,360
51 Radcliffe Road | Listing 6 9 Nov 24, 2025 $5,199,000 Mar 21, 2024 $1,795,680
36 Oakridge Rd 6 7 Dec 06, 2025 $4,999,000 Dec 15, 2025 -
30 Hobart Rd 7 8 Nov 19, 2025 $4,695,000 Dec 15, 2025 -
1473 Great Plain Ave 6 5 Nov 11, 2025 $2,195,000 Dec 15, 2025 -
263 Hunnewell Street 6 5 Nov 14, 2025 $1,899,000 Dec 15, 2025 -
70 Booth St 3 2 Nov 01, 2025 $1,050,000 Dec 15, 2025 -
22 Priscilla Cir 6 6 Oct 23, 2025 $3,695,000 Dec 15, 2025 -
14 Sunset 3 3 Oct 24, 2025 $1,600,000 Dec 15, 2025 -
59 Henderson Street 6 6 Nov 01, 2025 $2,999,000 Dec 15, 2025 -

Population & Environment

Source: Sperling's Best Places

Walkability in MA / 02481

Source: Walkscore

37/100

Car-Dependent

Walk Score ®

26/100

Bikable

Bike Score ®

Overview

Most 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: 25/100, Transit Score: 10/100, Bike Score: 29/100.

Points of Interest near 21 Windsor Rd, Wellesley, MA 02481

Frequently Asked Questions for 21 Windsor Rd

Source: Realty.com

21 Windsor Rd, Wellesley, MA 02481 is a Single Family 4,954 sq. ft. home listed for sale. Realty.com has 28 photos available of this 6 bed, 5 bath house, listed at $2,565,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 28 photos of 21 Windsor Rd.

Our records indicate that 21 Windsor Rd was built in 1913.

The full address for this home is 21 Windsor Rd, Wellesley, MA 02481.

21 Windsor Rd has been listed on Realty.com since Wed August 09, 2023

Most 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: 25/100, Transit Score: 10/100, Bike Score: 29/100.

There are 3 schools assigned to this home. Check out the schools near 21 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: Coldwell Banker Realty - Wellesley (tel: 781-237-9090)
Listing agent: The Madden David Real Estate Group (tel: 617-610-5057) (#TM332002)

This content last refreshed on 2025-12-15 17:22:25. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 21 Windsor Rd, Wellesley, MA 02481 : MLS# 73146566

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