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

55 Pilgrim Rd
Wellesley, MA 02481

  • 4 Beds
  • 4.5 Baths
  • 4,800 sqft

$3,125,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $18,472/mo*
Refinance Your Home

$3,125,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $18,472/mo*
Refinance Your Home
4 Beds
4.5 Baths
4,800 sqft

Home Value

Trulia Estimate
$3.13M
Since last month
Decreased$110K (-3.4%)
Since last year
Increased$100K (+3.3%)
Since last sale
Increased$445K (+16.5%)
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 +159% in the last 10 years
MonthEstimated value
2026
August 2026$3.14M
July 2026$3.25M
June 2026$3.3M
May 2026$3.29M
April 2026$3.18M
March 2026$3.29M
February 2026$3.14M
January 2026$3.15M
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
23 Pilgrim Rd, Wellesley, MA
0.16
Single-Family Home
$2,628,000
05/12/26
4
3.5
4,102
59 Cleveland Rd, Wellesley, MA
0.14
Single-Family Home
$2,825,000
08/20/26
5
4.5
5,055
51 Boulder Brook Rd, Wellesley, MA
0.34
Single-Family Home
$3,270,000
12/09/25
5
4.5
4,947
90 Elmwood Rd, Wellesley, MA
0.19
Single-Family Home
$1,902,500
04/30/26
4
3.5
3,428
13 Cavanaugh Rd, Wellesley, MA
0.24
Single-Family Home
$2,250,000
12/02/25
4
2.5
2,965
31 Martin Rd, Wellesley, MA
0.11
Single-Family Home
$1,740,000
04/17/26
4
2.5
2,214
5 Wilde Rd, Wellesley, MA
0.19
Single-Family Home
$2,000,000
04/15/26
4
2.5
3,000
20 Parker Rd, Wellesley, MA
0.44
Single-Family Home
$2,825,000
04/14/26
6
3.5
4,393
27 Garrison Rd, Wellesley, MA
0.41
Single-Family Home
$3,100,000
06/01/26
5
5.5
5,926
53 Chesterton Rd, Wellesley, MA
0.43
Single-Family Home
$3,225,000
06/01/26
5
5.5
5,779

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
7 Massasoit Rd, Wellesley, MA 02481
0.02
$3,195,000
5
4.5
4,936
For Sale
46 Pilgrim Rd, Wellesley, MA 02481
0.05
$3,074,200
5
4.5
4,591
Off Market
53 Elmwood Rd, Wellesley, MA 02481
0.07
$1,950,000
-
-
-
For Sale
31 Martin Rd, Wellesley, MA 02481
0.11
$1,740,000
4
2.5
2,214
Recently Sold
1 Brookfield Cir, Wellesley, MA 02481
0.12
$1,893,400
4
2.5
2,148
Off Market
59 Cleveland Rd, Wellesley, MA 02481
0.14
$2,825,000
5
4.5
5,055
Recently Sold
6 Wilde Rd, Wellesley, MA 02481
0.16
$1,733,000
3
2.5
2,668
Recently Sold
10 Wilde Rd, Wellesley, MA 02481
0.16
$1,399,000
3
1.5
1,320
For Sale
23 Pilgrim Rd, Wellesley, MA 02481
0.16
$2,628,000
4
3.5
4,102
Recently Sold
7 Ingersoll Rd, Wellesley, MA 02481
0.17
$3,630,100
5
5.5
6,536
Off Market
14 Haven Rd, Wellesley, MA 02481
0.16
$2,733,600
5
5.5
4,229
Off Market
35 Cleveland Rd, Wellesley, MA 02481
0.17
$1,300,000
3
1.5
1,841
Recently Sold

Local Information

  • Map ViewExplore the area around 55 Pilgrim Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2018
Living Area
4,800 sqft
Price/Sqft
$651

About this House

Situated on a well landscaped corner lot in the Bates district, this 4,800 sqft, 4 bedrooms, 4.5 bath colonial is sure to impress. Walk through the elegant 2 story entrance and witness the perfect marriage of traditional and modern in this new era colonial. Detailed woodwork and attention to complimentary accents bring the project full circle. Carefully sought out finishes add individuality to the classic and timeless home.
55 Pilgrim Rd, Wellesley, MA 02481 is a 4 bedroom, 5 bathroom, 4,800 sqft single-family home built in 2018. It last sold for $2,700,000 on Sep 15, 2022. It is currently off market. The Trulia Estimate is $3,125,700, with a rent estimate of $11,486/month.

Home Details for 55 Pilgrim Rd

Interior Features

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

Property Information

Year Built
Year Built: 2018
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: 10018 sqft

Price and Tax history

DateEventPrice
Sep 15, 2022
Source: MLS PIN #73008147
Sold
$2,700,000
Jul 11, 2022
Source: MLS PIN #73008147
Contingent
$2,795,000
Jul 6, 2022
Source: MLS PIN #73008147
Listed For Sale
$2,795,000
Jul 12, 2019
Source: N/A
Sold
$2,100,000
Jun 8, 2019
Source: Agent Provided
Pending
$2,095,000

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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 55 Pilgrim Rd

  • What is 55 Pilgrim Rd estimated to be worth?
    Trulia's estimated value for 55 Pilgrim Rd in Wellesley, MA is $3,125,700.
  • What is the price history for 55 Pilgrim Rd?
    55 Pilgrim Rd in Wellesley, MA last sold for $2,700,000 in September 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.
  • How big is the lot at 55 Pilgrim Rd?
    The lot at 55 Pilgrim Rd in Wellesley, MA is about 0.23 acres (10,010 sq ft).

Explore by feature - Pet Friendly

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