21 Cunningham Rd
Wellesley, MA 02481
- 4 Beds
- 2.5 Baths
- 3,533 sqft
$2,280,000
Last Sold: May 29, 2026
9% over list $2.1M
$645/sqft
Est. Refi. Payment $13,244/mo*
$2,280,000
Last Sold: May 29, 2026
9% over list $2.1M
$645/sqft
Est. Refi. Payment $13,244/mo*
4 Beds
2.5 Baths
3,533 sqft
Local Information
-- mins to
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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 30, 2026
Home Highlights
Parking
1 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$645/sqft
Listed
32 days ago
Home Details for 21 Cunningham Rd
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Interior Details Number of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, Office |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 3533 Square Feet |
Appliances & Utilities Appliances: Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, DryerDishwasherDryerLaundry: Flooring - Vinyl,Recessed Lighting,Sink,In BasementMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Steam,Radiant,Natural GasHas CoolingAir Conditioning: Central Air,DuctlessHas HeatingHeating Fuel: Steam |
Fireplace & Spa Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa |
Windows, Doors, Floors & Walls Window: Skylight(s)Door: French DoorsFlooring: Wood, Tile, Flooring - Wall to Wall Carpet |
Levels, Entrance, & Accessibility Floors: Wood, Tile, Flooring Wall To Wall Carpet |
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Exterior Home Features Roof: ShinglePatio / Porch: PatioFencing: InvisibleExterior: Patio, Decorative Lighting, Invisible Fence, Stone WallFoundation: Concrete Perimeter |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Paved Drive,Off Street,Paved |
Frontage Road Frontage: PublicNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 2933Finished Area (below surface): 600 |
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Year Built Year Built: 1930 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Craftsman |
Building Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty |
Property Information Parcel Number: M:054 R:027 S:, 258620 |
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Price List Price: $2,095,000Price Per Sqft: $645/sqft |
Status Change & Dates Off Market Date: Wed Apr 01 2026 |
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MLS Status: Sold |
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Direction & Address City: Wellesley |
School Information Elementary School: FiskeJr High / Middle School: WellesleyHigh School: Wellesley |
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Building Area Building Area: 3533 Square Feet |
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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, UniversityNot Senior Community |
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No HOA |
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Lot Area: 9810 sqft |
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Mls Number: 73493643Power Production Type Annual: 15.7Power Production Type Annual Status: EstimatedPower Production Type Year Install: 2023Above Grade Unfinished Area: 2933 |
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Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsGolfMedical FacilityBike PathHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-StationUniversity |
Last check for updates: about 15 hours ago
Listed by Teri Adler, (617) 306-3642
MGS Group Real Estate LTD - Wellesley, (617) 714-4544
Teri Adler, (617) 306-3642
Bought with: Elke Cardella, (443) 610-6233, Compass, (781) 365-9954
Source: MLS PIN, MLS#73493643
Price History for 21 Cunningham Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 05/29/2026 | $2,280,000 | Sold | MLS PIN #73493643 |
| 03/30/2026 | $2,095,000 | Listed For Sale | MLS PIN #73493643 |
| 07/30/2021 | $1,462,000 | Sold | MLS PIN #72855080 |
| 02/09/1990 | $147,000 | Sold | N/A |
Market trends in Wellesley
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
111
3MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $15,831 |
| Assessment | $1,540,000 |
Home facts updated by county records
Comparable Sales for 21 Cunningham Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.25 | Single-Family Home | $2,380,000 | 07/22/25 | 5 | 3 | 3,317 | |
0.04 | Single-Family Home | $1,420,000 | 09/03/25 | 3 | 2.5 | 2,118 | |
0.35 | Single-Family Home | $1,850,000 | 07/10/25 | 3 | 3 | 2,585 | |
0.14 | Single-Family Home | $1,360,000 | 07/14/25 | 3 | 2 | 2,896 | |
0.38 | Single-Family Home | $2,270,000 | 07/01/25 | 4 | 3.5 | 4,695 | |
0.28 | Single-Family Home | $1,330,000 | 04/24/26 | 3 | 2 | 2,231 | |
0.42 | Single-Family Home | $2,350,000 | 06/09/26 | 5 | 5.5 | 4,550 | |
0.40 | Single-Family Home | $1,690,762 | 10/23/25 | 4 | 2.5 | 3,040 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 21 Cunningham Rd.
What Locals Say about Wellesley
At least 124 Trulia users voted on each feature.
92 % Say it's dog friendly
87 % Say parking is easy
85 % Say people would walk alone at night
84 % Say yards are well-kept
80 % Say car is needed
79 % Say there are sidewalks
76 % Say kids play outside
75 % Say there's holiday spirit
74 % Say streets are well-lit
73 % Say there's wildlife
72 % Say it's quiet
70 % Say they plan to stay for at least 5 years
67 % Say it's walkable to restaurants
66 % Say neighbors are friendly
65 % Say there are community events
63 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
Homes for sale near 21 Cunningham Rd
Off Market Homes Near 21 Cunningham Rd
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
21 Cunningham Rd, Wellesley, MA 02481 is a 4 bedroom, 3 bathroom, 3,533 sqft single-family home built in 1930. This property is not currently available for sale. 21 Cunningham Rd was last sold on May 29, 2026 for $2,280,000 (9% higher than the asking price of $2,095,000). The current Trulia Estimate for 21 Cunningham Rd is $2,280,000.

