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21 Cunningham Rd, Wellesley, MA 02481

$2,280,000

Last sold 04/01/2026 after 48 Hours

4
bed
3
bath
3,533
Sqft ($645/Sqft)

House not for sale

About 21 Cunningham Rd

Property type House

Neighborhood

Year built 1930

HOA fee $0/month

Lot size 9,810 Sqft

Movoto estimate

Parking 1 garage spaces

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.

Listed by

Listing Agent - Teri Adler

Listing Office - MGS Group Real Estate LTD - Wellesley

Source: MLS Property Information Network, Inc.

MLS#73493643 • last updated 4 months ago

Movoto checked MLS Property Information Network, Inc. for data 4 minutes ago

Overview
Cooling/AC	Central Air, Ductless
Heating	Steam, Radiant, Natural Gas
Levels/Style	Colonial, Craftsman
MLS #	73493643
Type	Residential
Status	Closed
SubType	Single Family Residence
SqFt	3533
Lot Size (SqFt)	9810
Lot Size (Acres)	0.23
Annual Property Tax	16495.74
Year Built	1930

Interior
Bathroom 2	Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Recessed Lighting, Steam / Sauna, Lighting - Sconce
Bathroom 3	Bathroom - Half, Flooring - Wood, Recessed Lighting
Primary Bathroom	Yes
Total # of Bathrooms	3
Bathroom 1	Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Crown Molding
# Full Baths	2
# Half Baths	1
Total # of Bedrooms	4
Bedroom 3	Closet, Flooring - Wood, Lighting - Overhead, Crown Molding
Bedroom 4	Closet, Flooring - Wood, Lighting - Overhead, Crown Molding
Bedroom 2	Ceiling Fan(s), Beamed Ceilings, Closet, Flooring - Wood, Lighting - Overhead
Office	Skylight, Flooring - Wall To Wall Carpet, Lighting - Overhead
Family Room	Closet/Cabinets - Custom Built, Flooring - Wood, Exterior Access, Recessed Lighting, Crown Molding, Decorative Molding
Living Room	Beamed Ceilings, Flooring - Wood, Recessed Lighting, Crown Molding
Dining Room	First, Flooring - Wood, Lighting - Overhead, Crown Molding, Decorative Molding
Total # of Rooms	11
Laundry	Flooring - Vinyl, Recessed Lighting, Sink, In Basement
Kitchen	Flooring - Wood, Dining Area, Wet Bar, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Gas Stove
Flooring	Wood, Tile, Flooring - Wall To Wall Carpet
Appliances	Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
# Fireplaces	1
Interior Features	Lighting - Overhead, Closet, Recessed Lighting, Office, Play Room
Fireplace	Living Room
Door Features	French Doors
Window Features	Skylight(s)

Exterior
Foundation	Concrete Perimeter
Roof	Shingle
Construction	Frame
# Covered Spaces	1
Parking Desc	Attached, Paved Drive, Off Street, Paved
# Parking Spaces	4
# Garage Spaces	1
Exterior Features	Patio, Decorative Lighting, Invisible Fence, Stone Wall
Patio/ Porch	Patio
Fencing	Invisible
Lot Desc	Cul-De-Sac, Wooded

Amenities / Utilities
Sewer	Public Sewer
Water Source	Public

Location
County	Norfolk
Community Features	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
Elementary School	Fiske
Middle School	Wellesley
High School	Wellesley
Zoning	SR10
APN	M:054 R:027 S:, 258620
Directions	Oakland Street To Grantland Road To Cunningham Road

Lot/ Land Details
Road Frontage	Public

$2.17M

Range: $1.99M-$2.34M

Last 30 days

Lower your payment with the loan terms that fit you.

May 2026
MLS # 73493643
May 30, 2026 Sold
$2,280,000 (+8.8%)
Mar 30, 2026 Listed
$2,095,000 (+43.3%)
Jul 2021
MLS # 72855080
Jul 30, 2021 Sold
$1,462,000 (+8.4%)
Jun 23, 2021 Listed
$1,349,000

Year Property taxes Tax assessment
2025
$15,831 +2.9%

$1,540,000 +4.19%
2024
$15,386 +0.7%

$1,478,000 +11.8%
2023
$15,277 +24.3%

$1,322,000 +25.67%
2022
$12,287 +10.2%

$1,052,000 +10.85%
2021
$11,151 +1.6%

$949,000
2020
$10,970 +3.2%

$949,000 +3.26%
2019
$10,633 -5.7%

$919,000 -2.65%
2018
$11,281 +1.5%

$944,000 +0.11%
2017
$11,118 +2.0%

$943,000
2016
$10,895

—

21 Cunningham Rd
$2.28M
Wellesley Hills
$2.01M -40% y/y
02481
$3.29M +6% y/y
Wellesley
$2.49M -1% y/y

No chart available

Statistics calculated by Movoto

	Est. value	Bed/bath	Sqft	mi
19 Cunningham Rd, Wellesley, MA 02481	$1,576,000	3/2	2,324	0.01
25 Cunningham Rd, Wellesley, MA 02481	$1,316,000	3/1	1,461	0.02
29 Cunningham Rd, Wellesley, MA 02481	$1,433,000	2/1	1,548	0.03
22 Cunningham Rd, Wellesley, MA 02481	$1,167,000	2/1	1,226	0.03
18 Cunningham Rd, Wellesley, MA 02481	$1,635,000	4/2	2,265	0.03
24 Cunningham Rd, Wellesley, MA 02481	$1,415,000	3/2	1,718	0.03
14 Cunningham Rd, Wellesley, MA 02481	$1,441,000	4/1	2,002	0.04
28 Cunningham Rd, Wellesley, MA 02481	$1,423,000	3/2	2,118	0.04

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.