66 Boulder Rd, Wellesley, MA 02481
Property image
Property image
OFF MARKET

66 Boulder Rd
Wellesley, MA 02481

  • 4 Beds
  • 3 Baths
  • 3,032 sqft (on 0.36 acres)

$2,250,100

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $13,378/mo*
Refinance Your Home

$2,250,100

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $13,378/mo*
Refinance Your Home
4 Beds
3 Baths
3,032 sqft
(on 0.36 acres)

Home Value

Trulia Estimate
$2.25M
Since last month
Decreased$25K (-1.1%)
Since last year
Increased$52K (+2.4%)
Since last sale
Increased$1M (+87.9%)
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 +77% in the last 10 years
MonthEstimated value
2026
August 2026$2.26M
July 2026$2.28M
June 2026$2.32M
May 2026$2.34M
April 2026$2.31M
March 2026$2.29M
February 2026$2.19M
January 2026$2.14M
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
25 Riverdale Rd, Wellesley, MA
0.24
Single-Family Home
$1,895,000
08/19/26
4
3
2,695
8 Old Town Rd, Wellesley, MA
0.12
Single-Family Home
$1,975,000
01/06/26
5
4
2,614
11 Springdale Ave, Wellesley, MA
0.40
Single-Family Home
$1,350,000
05/28/26
4
2
2,079
92 Woodlawn Ave, Wellesley, MA
0.51
Single-Family Home
$1,953,000
06/03/26
4
2.5
2,627
16 Intervale Rd, Wellesley, MA
0.33
Single-Family Home
$1,415,000
05/15/26
3
2.5
2,127
54 Colburn Rd, Wellesley, MA
0.58
Single-Family Home
$1,655,000
01/30/26
4
2.5
2,204
11 Grayson Ln, Newton, MA
0.50
Single-Family Home
$1,400,000
11/26/25
4
2.5
2,685
25 Columbia St, Wellesley, MA
0.49
Single-Family Home
$1,290,000
12/11/25
6
3
2,667
7 Crescent St, Wellesley, MA
0.60
Single-Family Home
$1,975,000
12/10/25
4
2.5
2,533
80 Washington St, Wellesley, MA
0.60
Single-Family Home
$1,665,000
07/17/26
5
4
3,096

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
37 Boulder Rd, Wellesley, MA 02481
0.03
$2,904,900
4
3
3,990
Off Market
33 Boulder Rd, Wellesley, MA 02481
0.03
$1,695,000
-
-
-
For Sale
50 Crestwood Dr, Wellesley, MA 02481
0.07
$2,883,400
5
5.5
4,361
Off Market
8 Old Town Rd, Wellesley, MA 02481
0.12
$1,975,000
5
4
2,614
Recently Sold
121 Glen Rd, Wellesley, MA 02481
0.15
$4,780,600
5
5.5
4,586
Off Market
135 Glen Rd, Wellesley, MA 02481
0.17
$3,576,200
5
4
5,093
Off Market
19 River Glen Rd, Wellesley, MA 02481
0.19
$2,457,300
4
2.5
3,253
Off Market
116 Glen Rd, Wellesley, MA 02481
0.20
$2,122,400
4
5
4,442
Off Market
6 Crestwood Dr, Wellesley, MA 02481
0.21
$2,182,900
4
2.5
2,510
Off Market
40 Chiltern Rd, Weston, MA 02493
0.27
$3,379,300
5
6
5,680
Off Market
38 Riverdale Rd, Wellesley, MA 02481
0.23
$1,498,300
4
1.5
2,050
Off Market
45 Chiltern Rd, Weston, MA 02493
0.29
$1,985,400
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 66 Boulder Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1940
Lot Size
0.36 acres
Living Area
3,032 sqft
Price/Sqft
$742

About this House

This bright, spacious Wellesley Farms contemporized Colonial feels like new! It has been completely renovated and offers a much desired open floor plan. The fabulous kitchen was thoughtfully designed and opens to a family room with a fireplace and views to the grounds. Four generous bedrooms on the second level ALL with walk in closets. Newly finished walk-out lower level with a sunfilled playroom and ample storage. Stay warm this winter as you drive into your oversized two car garage. Terrific backyard is private, with lots of room for play, gardening or entertaining. One of the best commuting locations in town. Not to be missed!
66 Boulder Rd, Wellesley, MA 02481 is a 4 bedroom, 3 bathroom, 3,032 sqft single-family home built in 1940. It last sold for $1,200,000 on May 14, 2015. It is currently off market. The Trulia Estimate is $2,250,100, with a rent estimate of $7,312/month.

Home Details for 66 Boulder Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1940Year Updated: 2005
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: 0.36 acres

Price and Tax history

DateEventPrice
May 14, 2015
Source: N/A
Sold
$1,200,000
Mar 19, 2015
Source: Agent Provided
Pending
$1,225,000
Mar 11, 2015
Source: Agent Provided
Listed For Sale
$1,225,000
Nov 1, 2014
Source: Agent Provided
ListingRemoved
$1,225,000
Sep 18, 2014
Source: Agent Provided
Listed For Sale
$1,225,000

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 66 Boulder Rd

  • What is 66 Boulder Rd estimated to be worth?
    Trulia's estimated value for 66 Boulder Rd in Wellesley, MA is $2,250,100.
  • What is the price history for 66 Boulder Rd?
    66 Boulder Rd in Wellesley, MA last sold for $1,200,000 in May 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.
  • How big is the lot at 66 Boulder Rd?
    The lot at 66 Boulder Rd in Wellesley, MA is about 0.36 acres (15,681 sq ft).

Explore by feature - Pet Friendly

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