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21 Cunningham Road, Wellesley MA 02481

Wellesley, MA 02481
$2,095,000
Est. $12,168/month
4
Beds
2.5
Baths
3,533
Sq Ft
$593
Price/Sq Ft
0.23
Acres
1930
Year Built
8 hours 12 minutes
Time on Market
Active Open House Listed Mar 30, 2026 • MLS# 73493643 Copied!

About this home

Charm blends effortlessly with modern style at this classic gem. Rich wood trim, light floors, and thoughtful custom details define the quality here. The dramatic family room—with its soaring ceilings, elegant built-ins, and expansive windows—serve as an impressive gathering place. There is also a stunning dining/breakfast room that offers flexible space. Stone counters and stainless appliances lend to the beauty of the eat-in kitchen. The formal living room is anchored by a fireplace and the at-home-office is the perfect spot to work from home. Upstairs, the primary suite is a true retreat: a private sitting room, walk-in closet, and a spa-inspired bath. Three additional bedrooms and a well-appointed bath accommodate family or guests with ease. A magazine worthy playroom in the lower level. Outdoor entertaining is easy with the expansive blue stone patio and sitting area. The property is set on a cul-de-sac with walking trails. Fabulous commuting location and near shops and the train.

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1930
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
3,533 sq ft
Total Rooms
11

Open House Schedule

31
Mar
Tuesday, March 31
11:00 AM - 12:30 PM EDT
04
Apr
Saturday, April 4
11:00 AM - 12:30 PM EDT
03
Apr
Friday, April 3
4:00 PM - 5:30 PM EDT

Facts & Features

1 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1930
Living Area 3,533 sq ft
Lot Size 0.23 acres
Bedrooms 4
Full Baths 2
Half Baths 1
Total Rooms 11

Interior

Heating Steam, Radiant, Natural Gas
Cooling Central Air, Ductless
Flooring Wood, Tile, Flooring - Wall To Wall Carpet
Appliances Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
Fireplace Living Room
Fireplaces 1
Basement None
Laundry Flooring - Vinyl, Recessed Lighting, Sink, In Basement
Features Lighting - Overhead, Closet, Recessed Lighting, Office, Play Room

Exterior

Construction Frame
Architecture Colonial, Craftsman
Roof Shingle
Features Patio, Decorative Lighting, Invisible Fence, Stone Wall
Pool None
Spa None
Fencing Invisible
Patio/Porch Patio

Parking

Garage Spaces 1
Has Garage Yes
Features Attached, Paved Drive, Off Street, Paved
Total Spaces 4

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $16,496
Assessed Value $1,622,000

Interior Features

Flooring: Wood, Tile, Flooring - Wall to Wall Carpet
Appliances: Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
Interior Features: Lighting - Overhead, Closet, Recessed Lighting, Office, Play Room
Windows: Skylight(s)
Basement:
Laundry: Flooring - Vinyl, Recessed Lighting, Sink, In Basement
Security:

Construction & Materials

Style: Colonial, Craftsman
Year Built: 1930
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Steam, Radiant, Natural Gas
Cooling: Central Air, Ductless
Cooling Zones: 1
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Patio, Decorative Lighting, Invisible Fence, Stone Wall
Patio & Porch: Patio
Fencing: Invisible
Other Structures:
Lot Features: Cul-De-Sac, Wooded
Road Surface:

Parking & Garage

Garage Spaces: 1
Garage Type: Attached
Total Parking Spaces: 4
Parking Features: Attached, Paved Drive, Off Street, Paved

Special Features

Fireplaces: 1
Fireplace Type: Living Room
Community Amenities: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, University

Location

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Neighborhood

21 Cunningham Road, Wellesley MA 02481

Wellesley, MA 02481

Walkability

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Nearby Schools

School District
Wellesley School District local
A+
🎓 Where Graduates Go Class of 2021
81% attend college
78% 4-Year 3% 2-Year 56% Out of State 2% Working
School Safety 2024-25
0.3% Low
0.3% Suspensions 0.5% In-School
5.2% below state avg
E

Elementary Schools

10 schools
St. John the Evangelist School
0.9 mi
Grades PK-06
Star Academy Boston (Wellesley Campus)
1.4 mi
Grades PK-12
Tenacre Country Day School
1.9 mi
Grades PK-06
A
Schofield School
0.9 mi | #141 of 824 | Score: 57.4
Dropped 77 spots from last year
-0.9 below state avg
291 students Diverse
Strong Attendance
Grades K-05
Preschool at Wellesley Schools
1.0 mi
87 students Diverse
Diverse Student Body
Grades PK
A+
Joseph E Fiske School
1.0 mi | #32 of 824 | Score: 63.6
Improved 28 spots from last year
+5.4 above state avg
278 students Diverse
Rising School Diverse Student Body Strong Attendance
Grades K-05
A
Sprague Elementary School
1.6 mi | #165 of 824 | Score: 56.3
Dropped 129 spots from last year
-1.9 below state avg
289 students Diverse
Diverse Student Body
Grades K-05
A
Hunnewell School
1.6 mi | #162 of 824 | Score: 56.6
Dropped 73 spots from last year
-1.6 below state avg
294 students Moderate
Strong Attendance
Grades K-05
A
Katharine Lee Bates School
2.0 mi | #119 of 824 | Score: 58.1
Dropped 114 spots from last year
-0.2 below state avg
286 students Moderate
Strong Attendance
Grades K-05
A+
John D Hardy School
2.2 mi | #51 of 824 | Score: 62.2
Dropped 23 spots from last year
+4 above state avg
280 students Diverse
Diverse Student Body Strong Attendance
Grades K-05
M

Middle Schools

1 school
A+
Wellesley Middle School
1.3 mi | #7 of 352 | Score: 64.5
Same rank as last year
+6.3 above state avg
919 students Diverse
Strong Attendance
Grades 06-08
H

High Schools

3 schools
Dana Hall School
1.8 mi
Grades 06-12
A+
Wellesley Sr High School
0.9 mi | #28 of 346 | Score: 71.3
Improved 63 spots from last year
+13.1 above state avg
1,262 students Diverse
20 sports • 2,762 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 09-12
North American Hockey Academy
2.6 mi
Grades 09-12
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Monthly Payment Calculator

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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,375
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Mar 30, 2026
$2,095,000
Original listing
Agent: Teri Adler Office: MGS Group Real Estate LTD - Wellesley

Price & Status History

Date Event Price Change
Mar 30, 2026 New Listing Added $2,095,000

Market Statistics

Time on Market
8 hours 12 minutes
Price per Sq Ft
$593

Tax History

Year Taxes Assessment
2026 $16,496 $1,622,000

Financial Details

Annual Property Tax
$16,496
Tax Year 2026
Assessed Value
$1,622,000

Listing Information

Listing Agent Teri Adler
Listing Office MGS Group Real Estate LTD - Wellesley
Agent MLS ID BB808060
Office MLS ID AN7329
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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