21 Cunningham Rd

3,533 Sq. Ft.
$645 / Sq. Ft.
3,533
Sq. Ft.
$645
per Sq. Ft.

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...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.
  1. Listed by Teri Adler • MGS Group Real Estate LTD - Wellesley

Property Details for 21 Cunningham Road

Town
Wellesley
Area
MA-Wellesley
Architectural Style
Colonial, Craftsman
Style
Colonial, Craftsman
Garage Spaces
1
Open Parking Spaces
3.00
Parking Spaces Total
4
LISTING UPDATED: 05/30/2026 02:30 PM

Property Details for 21 Cunningham Road

StatusSold
MLS #73493643
Days on Market2
Taxes$16,496 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1930
CountyNorfolk County

Location

Listing Courtesy of MGS Group Real Estate LTD - Wellesley, Teri Adler

Sold By Compass, Elke Cardella

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Building Information for 21 Cunningham Road

Stories-Year Built1930Building Size-Lot Size0.23 AC / 9,810 SF

Payment Calculator

$12,736 per month

30 year fixed, 6.36% Interest

Principal and Interest

$11,361

Property Taxes

$1,375

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 21 Cunningham Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Golf Course, Medical Facility, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, University
  • Current Financing: Conv. Fixed
  • Living Area: 3533.0
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual,Renovated Since
  • Year Built Source: Public Records
Location/School
  • Grade School: Fiske
  • High School: Wellesley
  • Middle School: Wellesley
Features
Interior Features
  • Appliances: Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
  • Num of Baths: 3.0
  • Num of Full Baths: 2
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 2.50
  • Bathrooms Total Integer: 3
  • DoorFeatures: French Doors
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Wood, Tile, Flooring - Wall to Wall Carpet
  • Interior Features: Lighting - Overhead, Closet, Recessed Lighting, Office, Play Room
  • Interior Features: French Doors
  • Laundry Features: Flooring - Vinyl, Recessed Lighting, Sink, In Basement
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Skylight(s)
Exterior Features
  • Construction: Frame
  • Exterior Features: Patio, Decorative Lighting, Invisible Fence, Stone Wall
  • Exterior Features: Invisible Fence, Decorative Lighting, Stone Wall, Patio
  • Fencing: Invisible
  • Lot Description: Cul-De-Sac, Wooded
  • Patio And Porch Features: Patio
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Attached, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air, Ductless Mini-Split System
  • Cooling: Yes
  • Heating: Steam, Radiant, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Water: Public
  • Power Production Type: A
  • Power Production Annual: 15.7
  • Power Production Annual Status: B
  • Power Production Size: 0
  • Power Production Year Install: 2023
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Ceiling Fan(s),Vaulted Ceiling(s),Walk-In Closet(s),Closet,Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,Lighting - Overhead
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Features: Ceiling Fan(s),Beamed Ceilings,Closet,Flooring - Wood,Lighting - Overhead
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Closet,Flooring - Wood,Lighting - Overhead,Crown Molding
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Closet,Flooring - Wood,Lighting - Overhead,Crown Molding
  • Bedroom4 Level: Second
Bathroom 1
  • Bathroom1 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Countertops - Upgraded,Crown Molding
  • Bathroom1 Level: Second
Bathroom 2
  • Bathroom2 Features: Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Recessed Lighting,Steam / Sauna,Lighting - Sconce
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - Half,Flooring - Wood,Recessed Lighting
  • Bathroom3 Level: First
Dining Room
  • Dining Room Features: Flooring - Wood,Lighting - Overhead,Crown Molding,Decorative Molding
  • Dining Room Level: First
Family Room
  • Family Room Features: Closet/Cabinets - Custom Built,Flooring - Wood,Exterior Access,Recessed Lighting,Crown Molding,Decorative Molding
  • Family Room Level: First
Kitchen
  • Kitchen Features: Flooring - Wood,Dining Area,Wet Bar,Exterior Access,Open Floorplan,Recessed Lighting,Remodeled,Gas Stove
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Beamed Ceilings,Flooring - Wood,Recessed Lighting,Crown Molding
  • Room Living Room Level: First
Other Room 1
  • Room Office Features: Skylight,Flooring - Wall to Wall Carpet,Lighting - Overhead
  • Room Office Level: First
Property Information
Property Info
  • UFFI: Unknown
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Central Air on second level. Mini-splits on the first floor. Solar Panels owned,sellers pay $221/month for financing.
Tax Information
  • Tax ID: M:054 R:027 S:,258620
  • Assessments: $1,622,000
  • Book: 39688
  • Tax Year: 2026
  • Zoning: SR10
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 1
Complex & Association Information
  • Adult Community: No

Property History for 21 Cunningham Road

DateEvent & SourcePriceAppreciation
May 29, 2026

Sold

MLS PIN #73493643

$2,280,000
Apr 1, 2026

Under Agreement

MLS PIN #73493643

Apr 1, 2026

Contingent

MLS PIN #73493643

DateEvent & SourcePrice
05/29/2026

Sold

MLS PIN #73493643

$2,280,000
04/01/2026

Under Agreement

MLS PIN #73493643

04/01/2026

Contingent

MLS PIN #73493643

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 21 Cunningham Road

Taxable ValueLand$941,000Additions$599,000Total$1,540,000
Tax Record2025$15,831 ($1,319 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,933 SqFtAbove Grade Finished SqFt2,933 SqFtStories2Lot Size9,810 SqFtStyleSingle Family ResidenceYear Built1930ZoningSR10CountyNORFOLKAPNWELL M:054 R:027 S:Fireplace TypeHas Fireplace

Schools near 21 Cunningham Road

This home is within Wellesley School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Private - PK to 6
Rating
School
Distance
Joseph E. Fiske Elementary School
PublicK to 5

Wellesley Middle School
Public6 to 8

Wellesley High School
Public9 to 12

St John The Evangelist School
PrivatePK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of MGS Group Real Estate LTD - Wellesley, Teri Adler

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.