139 Cliff Rd, Wellesley, MA 02481
OFF MARKET

$2,181,800

Trulia Estimate
  • 6 Beds
  • 4 Baths
  • 2,899 sqft (on 0.55 acres)

139 Cliff Rd, Wellesley, MA 02481

Est. Refi. Payment $13,566/mo*
Refinance Your Home

Home Value

Trulia Estimate
$2.18M
Since last month
Decreased$68K (-3.1%)
Since last year
Decreased$36K (-1.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +42% in the last 10 years
MonthEstimated value
2026
September 2026$2.17M
August 2026$2.2M
July 2026$2.24M
June 2026$2.23M
May 2026$2.27M
April 2026$2.24M
March 2026$2.25M
February 2026$2.13M
January 2026$2.17M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
33 Hundreds Cir, Wellesley, MA
0.15
Single-Family Home
$3,900,000
08/14/26
5
3.5
5,074
101 Edmunds Rd, Wellesley, MA
0.28
Single-Family Home
$3,200,000
07/07/26
5
4.5
4,010
10 Lanark Rd, Wellesley, MA
0.29
Single-Family Home
$4,400,000
06/29/26
6
3.5
7,404
40 Chestnut St, Wellesley, MA
0.34
Single-Family Home
$2,450,000
05/06/26
5
3.5
3,369
56 Ledgeways, Wellesley, MA
0.13
Single-Family Home
$4,400,000
12/01/25
6
8
7,000
70 Old Farm Rd, Wellesley, MA
0.21
Single-Family Home
$2,842,000
10/15/25
2
2
3,736
35 Arnold Rd, Wellesley, MA
0.52
Single-Family Home
$2,525,000
06/26/26
4
3.5
3,497
26 Edmunds Rd, Wellesley, MA
0.55
Single-Family Home
$3,115,000
01/09/26
4
3.5
4,294
14 Bristol Rd, Wellesley, MA
0.36
Single-Family Home
$5,250,000
08/28/26
5
6
5,230
7 Cliff Rd, Wellesley, MA
0.59
Single-Family Home
$1,865,000
04/02/26
5
3.5
3,774

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
73 Ledgeways, Wellesley, MA 02481
0.03
$3,631,100
6
5.5
5,154
Off Market
165 Cliff Rd, Wellesley, MA 02481
0.13
$5,905,600
6
6.5
11,041
Off Market
56 Ledgeways, Wellesley, MA 02481
0.13
$4,400,000
6
8
7,000
Recently Sold
33 Hundreds Cir, Wellesley, MA 02481
0.15
$3,900,000
5
3.5
5,074
Recently Sold
29 Woodcliff Rd, Wellesley, MA 02481
0.18
$4,016,900
4
4.5
4,665
Off Market
21 Rockridge Rd, Wellesley, MA 02481
0.19
$2,920,200
5
3.5
3,423
Off Market
35 Albion Rd, Wellesley, MA 02481
0.21
$2,800,000
-
-
-
Recently Sold
70 Old Farm Rd, Wellesley, MA 02481
0.21
$2,943,900
2
2
3,736
Off Market
15 Rockridge Rd, Wellesley, MA 02481
0.22
$3,328,700
4
3.5
4,100
Off Market
11 Cypress Rd, Wellesley, MA 02481
0.21
$3,292,800
6
5
4,665
Off Market
184 Cliff Rd, Wellesley, MA 02481
0.23
$15,282,600
6
7
14,663
Off Market
14 Rockridge Rd, Wellesley, MA 02481
0.22
$4,466,500
6
5.5
5,030
Off Market

Local Information

  • Map ViewExplore the area around 139 Cliff Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1955
0.55 acre lot
2,899 sqft
$753/sqft

About this House

This single-family home is located at 139 Cliff Rd, Wellesley, MA. 139 Cliff Rd is in Wellesley, MA and in ZIP code 02481. This property has 6 bedrooms, 4 bathrooms and approximately 2,899 sqft of floor space. This property has a lot size of 0.55 acres and was built in 1955.
139 Cliff Rd, Wellesley, MA 02481 is a 6 bedroom, 4 bathroom, 2,899 sqft single-family home built in 1955. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,181,800, with a rent estimate of $7,895/month.

Home Details for 139 Cliff Rd

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 11Types of Rooms: Recreation Room
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 0.55 acres

Price and Tax history

YearProperty taxTax assessment
2025
$18,154
$1,766,000
Home facts updated by county records

Market trends in Wellesley

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.18M
$33.75KMoM
Sale-to-List Price
100.7%
0.1%MoM
Price per sq ft
$685
$19MoM
Available listings
71
16MoM

Around this home

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
    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
    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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 139 Cliff Rd

  • What is 139 Cliff Rd estimated to be worth?
    Trulia's estimated value for 139 Cliff Rd in Wellesley, MA is $2,181,800.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.18M. That is up $33.75K from the prior month.
  • What do residents say about Wellesley?
    Residents describe Wellesley, MA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Wellesley, MA.
  • How big is the lot at 139 Cliff Rd?
    The lot at 139 Cliff Rd in Wellesley, MA is about 0.55 acres (23,958 sq ft).

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