21 Cunningham Road, Wellesley, MA 02481 - Photo 1

1/1

$2,280,000

Sold
Closed
Single Family
4 Beds
2 Full Baths
1 Partial Bath
3,533 Sq. Ft.
0.23 Acres
1 Car Garage
Updated 2 days ago

1/1

Property Description

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.

Full Property Details

Full Property Details for 21 Cunningham Rd

General

Sold For: $2,280,000
Taxes: $16,495 (2026)
Status: Closed
Type: Single Family
MLS ID: 73493643
Added to Site: 64 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 2
Half Bathrooms: 1
Bathroom 1: Second
Bathroom 2: Second
Bathroom 3: First

Bedrooms

Total Bedrooms: 4
Primary Bedroom: Second
Bedroom 2: Second
Bedroom 3: Second
Bedroom 4: Second

Other Rooms

Living Room: First
Family Room: First
Kitchen: First
Dining Room: First
Office: First

Parking

Garage: Yes
Garage Spaces: 1
Parking Features: Attached, Paved Drive, Off Street, Paved

Location

County: Norfolk

Structural Information

Architectural Style: Colonial, Craftsman
Square Feet: 3,533
Year Built: 1930

Lot Features

Lot Size (Acres): 0.23

Financial Considerations

Tax Amount: $16,495.74
Tax Year: 2026

Disclosures and Reports

Disclosures/Rstr.: Central Air on second level. Mini-splits on the first floor. Solar Panels owned, sellers pay $221/month for financing.
Property ID: M:054 R:027 S:, 258620

Listed by MGS Group Real Estate LTD - Wellesley, Teri Adler
Sold by Compass, Elke Cardella

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Listing agent

— 21 Cunningham Rd —

Teri Adler

MGS Group Real Estate LTD - Wellesley

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Schools

Schools serving 21 Cunningham Rd

School District:Wellesley School District

Name	Grades	Distance
Joseph E. Fiske Elementary School 45 Hastings Street, Wellesley, MA 02481	K-5	1 mi
Wellesley Middle School 50 Kingsbury Street, Wellesley, MA 02481	6-8	1.3 mi
Wellesley High School 50 Rice Street, Wellesley, MA 02481	9-12	1 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21 Cunningham Rd

Date

Details

Price

Change

Source

5/29/2026

Sold

$2,280,000

8.83%

MLS

3/30/2026

Listed

$2,095,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Just Listed

$725,000

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Land Residential
Active
Updated 2 days ago

0.36
Acres

Listed by Marsha Marks (508) 361-3444

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Just Listed

$1,475,000

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Single Family
Active
Updated 2 days ago

4
Beds
3
Total Baths
3,206
Sq. Ft.

Listed by Marcy Blocker (508) 740-2328

Just Listed

$725,000

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Single Family
Active
Updated 2 days ago

4
Beds
2
Total Baths
1,800
Sq. Ft.

Listed by Marsha Marks (508) 361-3444

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Just Listed

$1,049,000

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Townhouse
Active
Updated 2 days ago

3
Beds
3
Total Baths
2,214
Sq. Ft.

Listed by Mona and Shari Wiener (617) 731-4644

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Price Reduced

-$51,000 (-4.43%)

$1,099,000

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Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
1,607
Sq. Ft.

Listed by DelRose-McShane Team (617) 515-7715

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Price Reduced

-$190,000 (-6.13%)

$2,910,000

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Single Family
Active
Updated 2 days ago

3
Beds
4
Total Baths
5,149
Sq. Ft.

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Price Reduced

-$100,000 (-3.33%)

$2,900,000

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Single Family
Active
Updated 2 days ago

5
Beds
6
Total Baths
6,450
Sq. Ft.

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Price Reduced

-$20,000 (-2.44%)

$799,000

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Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
1,087
Sq. Ft.

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Sold

$2,500,000

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Single Family
Closed

5
Beds
5
Total Baths
5,261
Sq. Ft.

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Sold

$2,500,000

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Single Family
Closed

4
Beds
4
Total Baths
4,870
Sq. Ft.

25 Washburn Ave, Wellesley, MA 02481 - Photo 1

Sold

$2,500,000

25 Washburn Ave Wellesley, MA 02481

Single Family
Closed

6
Beds
4
Total Baths
3,694
Sq. Ft.

28 Clovelly, Wellesley, MA 02481 - Photo 1

Sold

$2,354,000

28 Clovelly Wellesley, MA 02481

Single Family
Closed

4
Beds
5
Total Baths
4,211
Sq. Ft.

21 Cunningham Road, Wellesley, MA 02481 (MLS# 73493643) is a Single Family property that was sold at $2,280,000 on May 29, 2026. Want to learn more about 21 Cunningham Road? Do you have questions about finding other Single Family real estate for sale in Wellesley? You can browse all Wellesley real estate or contact a Coldwell Banker agent to request more information.

21 Cunningham Rd Wellesley, MA 02481