21 Sterling Rd, Wellesley, MA 02482
OFF MARKET

21 Sterling Rd
Wellesley, MA 02482

  • 4 Beds
  • 3.5 Baths
  • 3,352 sqft (on 0.44 acres)

$3,411,300

Trulia Estimate
as of Jun 20, 2026

$3,411,300

Trulia Estimate
as of Jun 20, 2026
4 Beds
3.5 Baths
3,352 sqft
(on 0.44 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Land, location and layout come together in this Dana Hall colonial with everything on your "must-have" list, including a great yard with beautiful pool! Gorgeous new kitchen with waterfall center island, top-end appliances, pantry and built in breakfast nook. Kitchen and expansive family room with fireplace and custom built-ins have a wall of windows and French doors open toprofessionally designed private patio and yard. Amazing bar leads you to chic living room and dining room. The second floor features 3 perfectly proportioned family bedrooms and an amazing primary suite with two walk in closets and a sunny office. The lower level does not disappoint with a playroom and 5th bedroom suite. Updated systems. A short distance to Hunnewell School, Town Center and train. Don't miss your opportunity to live in this perfect home in everyone's favorite Dana Hall location.
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 July 29, 2024

Home Highlights

Parking
2 Car Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
148 days ago

Home Details for 21 Sterling Rd

Interior Features

Interior Details
Basement: FullNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living RoomWet Bar
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3352 Square Feet
Appliances & Utilities
Utilities: for Gas RangeAppliances: Range, Dishwasher, Disposal, Microwave, Indoor Grill, Refrigerator, Freezer, Washer, Dryer, Second Dishwasher, Stainless Steel Appliance(s), Wine CoolerDishwasherDisposalDryerLaundry: In BasementMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Living RoomSpa: PrivateHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood, Flooring Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PatioFencing: Fenced/EnclosedExterior: Patio, Pool - Inground, Rain Gutters, Hot Tub/Spa, Professional Landscaping, Sprinkler SystemFoundation: Concrete PerimeterHas a Private PoolSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 8Parking: Attached,Under,Paved Drive,Off Street
Pool
Pool: In GroundPool
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1954
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Garrison
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:100 R:002 S:, 260699

Price & Status

Price
List Price: $2,995,000
Status Change & Dates
Off Market Date: Sun Jun 30 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Wellesley
School Information
Elementary School: HunnewellJr High / Middle School: WmsHigh School: Whs

Building

Building Area
Building Area: 3352 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.44 acres

Miscellaneous

BasementMls Number: 73258072

Additional Information

Public TransportationShoppingParkWalk/Jog TrailsStable(s)GolfMedical FacilityConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic SchoolUniversity
Last check for updates: about 18 hours ago
Listed by Christine Lawrence, (781) 820-1336
Rutledge Properties, (781) 235-4663
Bought with: Eleanor Bright, (617) 930-8479, Berkshire Hathaway HomeServices Commonwealth Real Estate, (781) 237-8000
Source: MLS PIN, MLS#73258072

Price History for 21 Sterling Rd

DatePriceEventSource
07/29/2024$3,100,000Sold
MLS PIN #73258072
06/27/2024$2,995,000Listed For SaleMLS PIN #73258072
12/04/2009$1,570,000Sold
N/A
07/19/2009$1,595,000PriceChange
Agent Provided
06/05/2009$1,669,000PriceChange
Agent Provided
05/16/2009$1,729,000Listed For SaleAgent Provided
04/13/2000$760,000Sold
N/A

Market trends in Wellesley

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
111
3MoM
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Property Tax and Assessment

Year2025
Tax$24,251
Assessment$2,359,000
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,838/mo
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Homes for rent near 21 Sterling Rd

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Comparable Sales for 21 Sterling Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2 Woodway Rd, Wellesley, MA
0.10
Single-Family Home
$2,560,000
08/14/25
5
3.5
3,557
30 Southgate Rd, Wellesley, MA
0.19
Single-Family Home
$2,405,000
11/03/25
4
2.5
3,144
19 Marvin Rd, Wellesley, MA
0.27
Single-Family Home
$2,525,000
11/18/25
4
3
3,606
170 Benvenue St, Wellesley, MA
0.21
Single-Family Home
$2,040,000
06/02/26
5
3
2,465
10 Cartwright Rd, Wellesley, MA
0.37
Single-Family Home
$2,535,000
10/31/25
4
4
4,282
131 Brook St, Wellesley, MA
0.31
Single-Family Home
$2,210,000
07/17/25
4
2.5
3,511
173 Benvenue St, Wellesley, MA
0.25
Single-Family Home
$2,750,000
10/28/25
5
5
4,216
20 Arden Rd, Wellesley, MA
0.49
Single-Family Home
$3,000,000
04/28/26
5
3.5
2,875
4 Hampden St, Wellesley, MA
0.22
Single-Family Home
$1,951,000
07/21/25
4
2.5
2,860
194 Grove St, Wellesley, MA
0.53
Single-Family Home
$2,600,000
08/21/25
4
2.5
3,620

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Sterling Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
    Flag
  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
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  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
    Flag
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
    Flag
  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
    Flag
  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
    Flag
  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
    Flag
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
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  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
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  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
    Flag
  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
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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.
21 Sterling Rd, Wellesley, MA 02482 is a 4 bedroom, 4 bathroom, 3,352 sqft single-family home built in 1954. This property is not currently available for sale. 21 Sterling Rd was last sold on Jul 29, 2024 for $3,100,000 (4% higher than the asking price of $2,995,000). The current Trulia Estimate for 21 Sterling Rd is $3,411,300.