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

$1,896,100

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,313 sqft (on 0.29 acres)

66 Pilgrim Rd, Wellesley, MA 02481

Est. Refi. Payment $11,335/mo*
Refinance Your Home
Currently Off Market - Sold Apr 29, 2022 for $1,550,000

Home Value

Trulia Estimate
$1.9M
Since last month
Decreased$37K (-1.9%)
Since last year
Increased$23K (+1.2%)
Since last sale
Increased$346K (+22.3%)
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 +71% in the last 10 years
MonthEstimated value
2026
August 2026$1.9M
August 2026$1.89M
July 2026$1.93M
June 2026$1.96M
May 2026$1.96M
April 2026$1.94M
March 2026$1.93M
February 2026$1.87M
January 2026$1.86M
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
30 Pine Plain Rd, Wellesley, MA
0.26
Single-Family Home
$1,450,000
06/15/26
3
2
2,149
339 Weston Rd, Wellesley, MA
0.33
Single-Family Home
$1,150,000
04/30/26
3
2
2,023
31 Martin Rd, Wellesley, MA
0.18
Single-Family Home
$1,740,000
04/17/26
4
2.5
2,214
25 Mansfield Rd, Wellesley, MA
0.26
Single-Family Home
$1,665,000
04/06/26
4
2
3,091
35 Cleveland Rd, Wellesley, MA
0.24
Single-Family Home
$1,300,000
08/19/26
3
1.5
1,841
6 Wilde Rd, Wellesley, MA
0.23
Single-Family Home
$1,733,000
01/06/26
3
2.5
2,668
56 Pine Plain Rd, Wellesley, MA
0.23
Single-Family Home
$1,530,000
10/30/25
4
3
2,265
90 Elmwood Rd, Wellesley, MA
0.11
Single-Family Home
$1,902,500
04/30/26
4
3.5
3,428
29 Pinewood Rd, Wellesley, MA
0.41
Single-Family Home
$1,220,000
05/04/26
3
2.5
2,292
2 Cavanagh Rd, Wellesley Hills, MA
0.29
Single-Family Home
$2,175,000
04/21/26
3
2.5
3,448

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
53 Elmwood Rd, Wellesley, MA 02481
0.08
$1,950,000
-
-
-
For Sale
7 Massasoit Rd, Wellesley, MA 02481
0.09
$3,195,000
5
4.5
4,936
For Sale
90 Elmwood Rd, Wellesley, MA 02481
0.11
$1,902,500
4
3.5
3,428
Recently Sold
46 Pilgrim Rd, Wellesley, MA 02481
0.10
$3,070,500
5
4.5
4,591
Off Market
97 Elmwood Rd, Wellesley, MA 02481
0.14
$1,985,400
5
3
3,133
Off Market
96 Elmwood Rd, Wellesley, MA 02481
0.15
$2,164,600
4
2.5
2,809
Off Market
105 Elmwood Rd, Wellesley, MA 02481
0.18
$3,459,500
4
4.5
5,471
Off Market
59 Cleveland Rd, Wellesley, MA 02481
0.18
$2,825,000
5
4.5
5,055
Recently Sold
31 Martin Rd, Wellesley, MA 02481
0.18
$1,740,000
4
2.5
2,214
Recently Sold
109 Elmwood Rd, Wellesley, MA 02481
0.20
$1,604,100
3
3
2,081
Off Market
7 Ingersoll Rd, Wellesley, MA 02481
0.18
$3,628,500
5
5.5
6,536
Off Market
14 Haven Rd, Wellesley, MA 02481
0.20
$2,732,900
5
5.5
4,229
Off Market

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1951
Lot Size
0.29 acres
Living Area
2,313 sqft
Price/Sqft
$820
Parking
Garage

About this House

Welcome to 66 Pilgrim Road! This traditional Centre Chimney Cape has provided countless & remarkable memories to the family that has resided in it for over 50 years. With classic New England woodwork, this home offers a comfortable floor-plan for both family living and entertaining. First floor features a spacious living room w/ large wood-burning fireplace & built-ins, formal dining room, light-filled bedroom, full bath, den, large eat-in-kitchen w/ sliders to deck and steps down to an expansive family room w/ high ceilings, gas fireplace & direct entrance to the attached 2-car garage. 2nd Flr. has 2 bedrooms (King & Queen sizes) & full bath. Basement offers a finished room & plenty of space for you to expand....work-out room, wine cellar, art studio or all of the above! Nestled in the popular Wellesley Fells, this home is located w/in an 8 minute walk to the sought-after Katherine Bates Elementary School. Here is your opportunity to create your own life-long family memories.
66 Pilgrim Rd, Wellesley, MA 02481 is a 3 bedroom, 2 bathroom, 2,313 sqft single-family home built in 1951. It last sold for $1,550,000 on Apr 29, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,896,100, with a rent estimate of $5,141/month.

Home Details for 66 Pilgrim Rd

Interior Features

Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1951
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached, Off Street

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Price and Tax history

DateEventPrice
Apr 29, 2022
Source: MLS PIN #72945987
Sold
$1,550,000
Mar 2, 2022
Source: William Raveis Real Estate, Mortgage & Insurance #72945987
Pending
$1,200,000
Feb 24, 2022
Source: MLS PIN #72945987
Listed For Sale
$1,200,000

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

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 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
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LGBTQ Local Legal Protections

Frequently asked questions about 66 Pilgrim Rd

  • What is 66 Pilgrim Rd estimated to be worth?
    Trulia's estimated value for 66 Pilgrim Rd in Wellesley, MA is $1,896,100.
  • What is the price history for 66 Pilgrim Rd?
    66 Pilgrim Rd in Wellesley, MA last sold for $1,550,000 in April 2022.
  • 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 66 Pilgrim Rd have air conditioning?
    Yes, 66 Pilgrim Rd in Wellesley, MA has air conditioning.
  • Does 66 Pilgrim Rd have laundry facilities?
    Yes, 66 Pilgrim Rd in Wellesley, MA has in-unit laundry.

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Off Market Homes Near 66 Pilgrim Rd

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