59 Cliff Rd, Wellesley, MA 02481
OFF MARKET

$3,450,200

Trulia Estimate
  • 5 Beds
  • 4.5 Baths
  • 5,112 sqft (on 0.55 acres)

59 Cliff Rd, Wellesley, MA 02481

Est. Refi. Payment $21,837/mo*
Refinance Your Home
Currently Off Market - Sold Aug 31, 2021 for $2,475,000

Home Value

Trulia Estimate
$3.45M
Since last month
Decreased$64K (-1.8%)
Since last year
Decreased$12K (-0.3%)
Since last sale
Increased$968K (+39.1%)
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 +52% in the last 10 years
MonthEstimated value
2026
October 2026$3.44M
October 2026$3.44M
September 2026$3.51M
August 2026$3.52M
July 2026$3.56M
June 2026$3.58M
May 2026$3.59M
April 2026$3.53M
March 2026$3.55M
February 2026$3.4M
January 2026$3.39M
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
0.22
Single-Family Home
$3,900,000
08/14/26
5
3.5
5,074
40 Chestnut St, Wellesley, MA
0.09
Single-Family Home
$2,450,000
05/06/26
5
3.5
3,369
3 Garden Rd, Wellesley, MA
0.30
Single-Family Home
$2,500,000
03/05/26
4
3.5
4,870
101 Edmunds Rd, Wellesley, MA
0.31
Single-Family Home
$3,200,000
07/07/26
5
4.5
4,010
10 Lanark Rd, Wellesley, MA
0.11
Single-Family Home
$4,400,000
06/29/26
6
3.5
7,404
44 Bradford Rd, Wellesley, MA
0.23
Single-Family Home
$3,100,000
06/02/26
5
5.5
4,785
54 Edmunds Rd, Wellesley, MA
0.35
Single-Family Home
$2,545,000
10/23/26
4
4
3,746
1 Clock Tower Dr, Wellesley, MA
0.53
Single-Family Home
$2,500,000
04/13/26
5
4.5
5,261
26 Edmunds Rd, Wellesley, MA
0.40
Single-Family Home
$3,115,000
01/09/26
4
3.5
4,294
7 Cliff Rd, Wellesley, MA
0.35
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
63 Cliff Rd, Wellesley, MA 02481
0.02
$3,589,900
5
6
4,820
Off Market
55 Cliff Rd, Wellesley, MA 02481
0.02
$3,899,400
4
4
5,628
Off Market
58 Cliff Rd, Wellesley, MA 02481
0.04
$2,495,300
5
4
3,331
Off Market
71 Cliff Rd, Wellesley, MA 02481
0.04
$2,587,800
5
5
3,629
Off Market
45 Chestnut St, Wellesley, MA 02481
0.05
$4,274,500
5
5
6,015
Off Market
14 Rockridge Rd, Wellesley, MA 02481
0.05
$4,460,900
6
5.5
5,030
Off Market
10 Rockridge Rd, Wellesley, MA 02481
0.05
$3,089,200
6
3.5
5,180
Off Market
88 Cliff Rd, Wellesley, MA 02481
0.05
$2,139,300
4
4
2,539
Off Market
54 Cliff Rd, Wellesley, MA 02481
0.05
$3,071,000
5
4
4,418
Off Market
2 Cypress Rd, Wellesley, MA 02481
0.06
$4,509,100
6
7
5,972
Off Market
28 Rockridge Rd, Wellesley, MA 02481
0.06
$2,897,300
5
4
3,227
Off Market
46 Chestnut St, Wellesley, MA 02481
0.06
$2,806,300
5
5
4,014
Off Market
49 Cliff Rd, Wellesley, MA 02481
0.06
$1,846,700
5
3
2,337
Off Market
19 Hawthorne Rd, Wellesley, MA 02481
0.07
$3,926,300
4
5
4,425
Off Market
15 Rockridge Rd, Wellesley, MA 02481
0.08
$3,303,600
4
3.5
4,100
Off Market
21 Rockridge Rd, Wellesley, MA 02481
0.08
$2,901,100
5
3.5
3,423
Off Market
77 Cliff Rd, Wellesley, MA 02481
0.08
$4,382,400
5
6
7,200
Off Market
11 Hawthorne Rd, Wellesley, MA 02481
0.08
$5,903,000
7
8
11,800
Off Market
11 Rockridge Rd, Wellesley, MA 02481
0.08
$3,580,100
5
5
4,423
Off Market
42 Chestnut St, Wellesley, MA 02481
0.08
$3,199,300
5
4.5
5,112
Off Market

Local Information

  • Map ViewExplore the area around 59 Cliff Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1930
0.55 acre lot
5,112 sqft
$675/sqft
Garage

About this House

This single-family home is located at 59 Cliff Rd, Wellesley, MA. 59 Cliff Rd is in Wellesley, MA and in ZIP code 02481. This property has 5 bedrooms, 5 bathrooms and approximately 5,112 sqft of floor space. This property has a lot size of 0.55 acres and was built in 1930.
59 Cliff Rd, Wellesley, MA 02481 is a 5 bedroom, 5 bathroom, 5,112 sqft single-family home built in 1930. It last sold for $2,475,000 on Aug 31, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,450,200.

Home Details for 59 Cliff Rd

Interior Features

Interior Details
BasementNumber of Rooms: 12Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Workshop, Sun Room
Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable Ready
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: SlateExterior: BrickGardenLawnSprinkler System
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1930Year Updated: 2013
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.55 acres

Price and Tax history

DateEventPrice
Aug 31, 2021
Source: N/A
Sold
$2,475,000
Jul 3, 2021
Source: MLS PIN #72838344
Pending
$2,595,000
Jun 26, 2021
Source: MLS PIN #72838344
Contingent
$2,595,000
Jun 20, 2021
Source: MLS PIN #72838344
PendingToActive
$2,595,000
Jun 15, 2021
Source: MLS PIN #72838344
Contingent
$2,595,000

Market trends in Wellesley

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
92
21MoM
Sourced by Trulia Market Trends

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
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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
    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
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LGBTQ Local Legal Protections

Frequently asked questions about 59 Cliff Rd

  • What is 59 Cliff Rd estimated to be worth?
    Trulia's estimated value for 59 Cliff Rd in Wellesley, MA is $3,450,200.
  • What is the price history for 59 Cliff Rd?
    59 Cliff Rd in Wellesley, MA last sold for $2,475,000 in August 2021.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a seller's market, based on recent for-sale activity.
  • 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.
  • Does 59 Cliff Rd have air conditioning?
    Yes, 59 Cliff Rd in Wellesley, MA has air conditioning.
  • Does 59 Cliff Rd have laundry facilities?
    Yes, 59 Cliff Rd in Wellesley, MA has laundry facilities.

Explore by feature - Pet Friendly

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Off Market Homes Near 59 Cliff Rd

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