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$2,095,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 3,533 Sq. Ft.
  • 0.23 Acres
  • 1 Car Garage
  • Updated 1 day ago

Next open house:

Open House: 4:00 PM - 5:30 PM

Friday 4/3 4:00 PM - 5:30 PM

21 Cunningham Road,Wellesley, MA 02481

21 Cunningham RoadWellesleyMA02481

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Join us at 21 Cunningham Road on:

  • Open House: 11:00 AM - 12:30 PM

    Saturday 4/4 11:00 AM - 12:30 PM

    21 Cunningham Road,Wellesley, MA 02481
    21 Cunningham RoadWellesleyMA02481
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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 for 21 Cunningham Rd

General

  • Price: $2,095,000
  • Taxes: $16,495 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73493643
  • Updated: 3/30/2026
  • Added to Site: 1 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

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Listing agent

— 21 Cunningham Rd —

  • Teri Adler

    MGS Group Real Estate LTD - Wellesley

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 21 Cunningham Rd

School District:Wellesley School District
NameGradesDistance
Joseph E. Fiske Elementary School
45 Hastings Street, Wellesley, MA 02481
K-51 mi
Wellesley Middle School
50 Kingsbury Street, Wellesley, MA 02481
6-81.3 mi
Wellesley High School
50 Rice Street, Wellesley, MA 02481
9-121 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 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/30/2026
Listed
$2,095,000
43.3%
MLS
7/30/2021
Sold
$1,462,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 21 Cunningham Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$15,831
3%
$1,540,000
4%
2024
$15,386
2%
$1,478,000
12%
2023
$15,137
23%
$1,322,000
26%
2022
$12,287
10%
$1,052,000
11%
2021
$11,151
2%
$949,000
—
2020
$10,970
3%
$949,000
3%
2019
$10,633
-6%
$919,000
-3%
2018
$11,281
1%
$944,000
—
2017
$11,118
4%
$943,000
2%
2015
$10,658
4%
$922,000
4%
2014
$10,236
—
$887,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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with our affiliated lender
NMLS#: 1598647

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Listed by MGS Group Real Estate LTD - Wellesley, Teri Adler

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21 Cunningham Road, Wellesley, MA 02481 (MLS# 73493643) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 21 Cunningham Road is currently listed for $2,095,000 and was received on March 30, 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.

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