20 Cliff Rd, Wellesley, MA 02481
OFF MARKET

20 Cliff Rd
Wellesley, MA 02481

  • 3 Beds
  • 2 Baths
  • 2,532 sqft (on 0.46 acres)

$1,690,400

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $10,042/mo*
Refinance Your Home

$1,690,400

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $10,042/mo*
Refinance Your Home
3 Beds
2 Baths
2,532 sqft
(on 0.46 acres)

Local Information

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

Description

Location, Location, Location. Sited on .46 acres in the heart of Wellesley Hills, this gracious 7 room home is a stone's throw from the Wellesley Hills commuter rail station, Café Nero and bakeries, restaurants, the Brook Path, and town parks. 5 minutes to the Mass Pike. Open and airy with a vaulted, granite and stainless kitchen flowing seamlessly to a large eating area, glass doors to a brick patio, and family room that overlooks secluded property from a private mahogany deck. Three well-proportioned bedrooms and two updated bathrooms, including Master, make for easy one floor living. Lower level is finished for playroom, teen suite, and/or home office. Home has a permit for second curb cut for easy one level access. 20 Cliff is an elegant home in an irreplaceable 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.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 20 Cliff Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 7Types of Rooms: Dining Room, Family Room, Master Bath, Recreation Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodLawnPatioSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1955Year Updated: 1975
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.46 acres

Price History for 20 Cliff Rd

DatePriceEventSource
10/20/2020$1,180,000Sold
N/A
07/21/2020$1,220,000ListingRemovedAgent Provided
07/08/2020$1,220,000Listed For SaleAgent Provided
06/21/2007$840,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$12,901
Assessment$1,255,000
Home facts updated by county records

Comparable Sales for 20 Cliff Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
23 Wareland Rd, Wellesley, MA
0.40
Single-Family Home
$1,360,000
07/14/25
3
2
2,896
26 Kimlo Rd, Wellesley, MA
0.18
Single-Family Home
$1,065,800
12/02/25
3
2
1,505
500 Worcester St, Wellesley, MA
0.16
Single-Family Home
$1,340,000
08/28/25
4
2.5
3,257
3 Rockland St, Wellesley, MA
0.29
Single-Family Home
$1,155,000
08/01/25
3
2
2,304
22 Kimlo Rd, Wellesley, MA
0.22
Single-Family Home
$830,000
10/01/25
3
2
1,466
4 Southwick Cir, Wellesley, MA
0.33
Single-Family Home
$1,690,000
11/20/25
3
1.5
2,014
10 Paine St, Wellesley, MA
0.51
Single-Family Home
$1,515,000
06/23/25
3
2
1,826
3 Garden Rd, Wellesley, MA
0.04
Single-Family Home
$2,500,000
03/05/26
4
3.5
4,870
15 Clifton Rd, Wellesley, MA
0.32
Single-Family Home
$1,635,650
04/16/26
4
2.5
2,112
7 Garden Rd, Wellesley, MA
0.09
Single-Family Home
$2,059,981
09/25/25
5
3.5
4,643

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Cliff 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 123 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

  • 76 % 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

  • 62 % 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
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  • 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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20 Cliff Rd, Wellesley, MA 02481 is a 3 bedroom, 2 bathroom, 2,532 sqft single-family home built in 1955. This property is not currently available for sale. 20 Cliff Rd was last sold on Oct 20, 2020 for $1,180,000. The current Trulia Estimate for 20 Cliff Rd is $1,690,400.