21 Cunningham Road Wellesley, MA $ 2,095,000
21 Cunningham Road
$ 2,095,000
Recently Listed
Open House 4/3 4pm - 5:30pm
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21 Cunningham Road

Wellesley, MA, 02481
$ 2,095,000
Bedrooms4 Baths2.1 Sq 3,533

Monthly Estimate*

$ 12,899

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Single Family Home for sale in Wellesley, MA

for $2,095,000 with 4 bedrooms and 2 full baths, 1 half bath. This 3,533 square foot home was built in 1930 on a lot size of 0.23.

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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Open House

4/3/2026 4:00 PM - 5:30 PM
4/4/2026 11:00 AM - 12:30 PM
21 Cunningham Road Wellesley, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 2,095,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 16,495

Style

Colonial,Craftsman

Lot Size

0.23

Year Built

1930

Town/City

Wellesley

County/Region

Norfolk

MLS | Web ID

73493643

List By
Teri Adler

Listing Agent

Mgs Group Real Estate Ltd - Wellesley

Broker

Affordability Calculator

$14,274
Per Month
90%
10%
0%
Monthly Principal & Interest
$12,899
Monthly Property Taxes
$1,375
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Pricing History
DatePricePrice ChangeDescription
3/30/2026$2,095,000 Listed Price

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21 Cunningham Road, Wellesley, MA, 02481 is a Single Family Home for sale at $2,095,000 with 3,533 sqft and a lot size of 0.23. 21 Cunningham Road has 4 bedrooms, 2.1 baths, and was built in 1930. The property's zip code is 02481 which is in Wellesley, MA