100 Cliff Rd, Wellesley, MA 02481
OFF MARKET

$5,124,700

Trulia Estimate
  • 9 Beds
  • 9 Baths
  • 8,655 sqft (on 0.52 acres)

100 Cliff Rd, Wellesley, MA 02481

Est. Refi. Payment $30,506/mo*
Refinance Your Home
Currently Off Market - Sold Jun 30, 2015 for $2,820,720

Home Value

Trulia Estimate
$5.13M
Since last month
Increased$38K (+0.7%)
Since last year
Increased$102K (+2%)
Since last sale
Increased$2M (+82%)
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 +73% in the last 10 years
MonthEstimated value
2026
August 2026$5.13M
August 2026$5.12M
July 2026$5.1M
June 2026$5.04M
May 2026$5.04M
April 2026$5.03M
March 2026$5.1M
February 2026$4.9M
January 2026$4.92M
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
56 Ledgeways, Wellesley, MA
0.30
Single-Family Home
$4,400,000
12/01/25
6
8
7,000
65 Woodcliff Rd, Wellesley, MA
0.38
Single-Family Home
$4,593,250
08/10/26
7
6.5
8,840
10 Lanark Rd, Wellesley, MA
0.19
Single-Family Home
$4,400,000
06/29/26
6
3.5
7,404
99 Old Colony Rd, Wellesley, MA
0.39
Single-Family Home
$5,097,250
05/15/26
6
6
8,100
3 Ravine Rd, Wellesley, MA
0.39
Single-Family Home
$4,750,000
05/11/26
5
7
7,720
101 Edmunds Rd, Wellesley, MA
0.23
Single-Family Home
$3,200,000
07/07/26
5
4.5
4,010
22 Valley Rd, Wellesley, MA
0.41
Single-Family Home
$5,250,000
06/15/26
5
7
7,285
43 Bristol Rd, Wellesley, MA
0.49
Single-Family Home
$5,000,000
05/18/26
7
9
9,116
44 Bradford Rd, Wellesley, MA
0.23
Single-Family Home
$3,100,000
06/02/26
5
5.5
4,785
8 Valley Rd, Wellesley, MA
0.50
Single-Family Home
$4,000,000
08/31/26
6
6.5
6,975

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
11 Cypress Rd, Wellesley, MA 02481
0.04
$3,326,200
6
5
4,665
Off Market
12 Cypress Rd, Wellesley, MA 02481
0.05
$2,701,100
5
3.5
3,390
Off Market
21 Rockridge Rd, Wellesley, MA 02481
0.11
$2,933,800
5
3.5
3,423
Off Market
14 Rockridge Rd, Wellesley, MA 02481
0.10
$4,494,000
6
5.5
5,030
Off Market
15 Rockridge Rd, Wellesley, MA 02481
0.13
$3,346,500
4
3.5
4,100
Off Market
37 Cypress Rd, Wellesley, MA 02481
0.13
$6,027,200
6
7.5
7,932
Off Market
39 Cypress Rd, Wellesley, MA 02481
0.14
$5,762,200
6
7.5
8,522
Off Market
21 Cushing Rd, Wellesley, MA 02481
0.14
$3,834,900
5
5
4,558
Off Market
73 Ledgeways, Wellesley, MA 02481
0.21
$3,631,100
6
5.5
5,154
Off Market
10 Lanark Rd, Wellesley, MA 02481
0.19
$4,400,000
6
3.5
7,404
Recently Sold
40 Chestnut St, Wellesley, MA 02481
0.18
$2,450,000
5
3.5
3,369
Recently Sold
33 Hundreds Cir, Wellesley, MA 02481
0.22
$3,900,000
5
3.5
5,074
Recently Sold

Local Information

  • Map ViewExplore the area around 100 Cliff Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2001
Lot Size
0.52 acres
Living Area
8,655 sqft
Price/Sqft
$592
Parking
Garage

About this House

This single-family home is located at 100 Cliff Rd, Wellesley, MA. 100 Cliff Rd is in Wellesley, MA and in ZIP code 02481. This property has 9 bedrooms, 10 bathrooms and approximately 8,655 sqft of floor space. This property has a lot size of 0.52 acres and was built in 2001.
100 Cliff Rd, Wellesley, MA 02481 is a 9 bedroom, 10 bathroom, 8,655 sqft single-family home built in 2001. It last sold for $2,820,720 on Jun 30, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,124,700, with a rent estimate of $7,250/month.

Home Details for 100 Cliff Rd

Interior Features

Interior Details
BasementAtticIn-law unitNumber of Rooms: 16Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation Room, Solarium Atrium, Sun RoomWet Bar
Heating & Cooling
Heating: Forced Air, Heat Pump, Radiant, Electric, GasAir ConditioningCooling System: Refrigerator, CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 4Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: WoodLawnPatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2001Year Updated: 2017
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.52 acres

Additional Information

Intercom

Price and Tax history

DateEventPrice
Jun 30, 2015
Source: N/A
Sold
$2,820,720
Apr 24, 2015
Source: Agent Provided
Pending
$2,995,000
Sep 23, 2014
Source: Agent Provided
PriceChange
$2,995,000
Price decreased by 8%
Jul 11, 2014
Source: Agent Provided
PriceChange
$3,250,000
Price decreased by 7%
May 27, 2014
Source: Agent Provided
PriceChange
$3,495,000
Price decreased by 3%

Market trends in Wellesley

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.15M
$161KMoM
Sale-to-List Price
100.6%
0.4%MoM
Price per sq ft
$666
$18MoM
Available listings
87
25MoM

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 100 Cliff Rd

  • What is 100 Cliff Rd estimated to be worth?
    Trulia's estimated value for 100 Cliff Rd in Wellesley, MA is $5,124,700.
  • What is the price history for 100 Cliff Rd?
    100 Cliff Rd in Wellesley, MA last sold for $2,820,720 in June 2015.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.15M. That is up $161K from the prior month.
  • Does 100 Cliff Rd have air conditioning?
    Yes, 100 Cliff Rd in Wellesley, MA has air conditioning.
  • Does 100 Cliff Rd have a pool?
    Yes, 100 Cliff Rd in Wellesley, MA has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

7 rentals with an outdoor space in Wellesley, MA

Apartments for Rent

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Off Market Homes Near 100 Cliff Rd

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