14 Pilgrim Rd, Wellesley, MA 02481
OFF MARKET

14 Pilgrim Rd
Wellesley, MA 02481

  • 4 Beds
  • 2.5 Baths
  • 3,165 sqft

$2,217,400

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $13,126/mo*
Refinance Your Home

$2,217,400

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $13,126/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,165 sqft

Home Value

Trulia Estimate
$2.22M
Since last month
Decreased$44K (-1.9%)
Since last year
Increased$118K (+5.6%)
Since last sale
Increased$870K (+64.5%)
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 +83% in the last 10 years
MonthEstimated value
2026
August 2026$2.22M
July 2026$2.26M
June 2026$2.29M
May 2026$2.29M
April 2026$2.26M
March 2026$2.24M
February 2026$2.16M
January 2026$2.13M
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
5 Wilde Rd, Wellesley, MA
0.05
Single-Family Home
$2,000,000
04/15/26
4
2.5
3,000
13 Cavanaugh Rd, Wellesley, MA
0.11
Single-Family Home
$2,250,000
12/02/25
4
2.5
2,965
6 Wilde Rd, Wellesley, MA
0.07
Single-Family Home
$1,733,000
01/06/26
3
2.5
2,668
3 Berkeley Rd, Wellesley, MA
0.26
Single-Family Home
$1,500,000
08/03/26
4
3
2,901
31 Martin Rd, Wellesley, MA
0.20
Single-Family Home
$1,740,000
04/17/26
4
2.5
2,214
31 Shirley Rd, Wellesley, MA
0.20
Single-Family Home
$2,562,000
08/13/26
4
3
3,099
23 Pilgrim Rd, Wellesley, MA
0.06
Single-Family Home
$2,628,000
05/12/26
4
3.5
4,102
2 Cavanagh Rd, Wellesley Hills, MA
0.07
Single-Family Home
$2,175,000
04/21/26
3
2.5
3,448
22 Lafayette Cir, Wellesley, MA
0.33
Single-Family Home
$1,805,000
07/09/26
4
2.5
2,644
365 Weston Rd, Wellesley, MA
0.05
Single-Family Home
$1,010,000
12/03/25
4
2
1,743

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
6 Pilgrim Rd, Wellesley, MA 02481
0.04
$1,925,300
4
2.5
2,794
Off Market
5 Wilde Rd, Wellesley, MA 02481
0.05
$2,000,000
4
2.5
3,000
Recently Sold
365 Weston Rd, Wellesley, MA 02482
0.05
$1,010,000
4
2
1,743
Recently Sold
23 Pilgrim Rd, Wellesley, MA 02481
0.06
$2,628,000
4
3.5
4,102
Recently Sold
6 Wilde Rd, Wellesley, MA 02481
0.07
$1,733,000
3
2.5
2,668
Recently Sold
11 Wilde Rd, Wellesley, MA 02481
0.08
$1,746,400
4
2.5
2,122
Off Market
10 Wilde Rd, Wellesley, MA 02481
0.08
$1,399,000
3
1.5
1,320
For Sale
2 Shirley Rd, Wellesley, MA 02482
0.09
$1,596,000
3
2
1,985
Off Market
2 Cavanagh Rd, Wellesley Hills, MA 02481
0.07
$2,175,000
3
2.5
3,448
Recently Sold
339 Weston Rd, Wellesley, MA 02482
0.12
$1,150,000
3
2
2,023
Recently Sold
374 Weston Rd, Wellesley, MA 02482
0.08
$1,620,700
4
1.5
1,926
Off Market
3 Garrison Rd, Wellesley, MA 02482
0.11
$2,001,200
4
3.5
2,545
Off Market

Local Information

  • Map ViewExplore the area around 14 Pilgrim Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1931
Living Area
3,165 sqft
Price/Sqft
$701
Parking
Garage

About this House

Restored, renovated, expanded. This classic Wellesley colonial now features a stunning and open kitchen, an entertainment size family room with fireplace and upstairs, and large master suite. 1930s character has been preserved and enhanced with classic mouldings and high ceilings throughout. The cook's kitchen features Thermador six-burner stove, 36" Sub-zero and custom Rutt cabinetry. Family room features gas fireplace feature wall with custom millwork. Master suite features include cathedral ceiling and a private hideaway office with custom built-ins. Additional home office or library on main floor. Great mudroom, butlers pantry. Playroom downstairs. Two-car garage. The layout every family wants with so many updates and enhancements. Close to Fells Shopping and popular Bates School.
14 Pilgrim Rd, Wellesley, MA 02481 is a 4 bedroom, 3 bathroom, 3,165 sqft single-family home built in 1931. It last sold for $1,350,000 on Jun 15, 2018. It is currently off market. The Trulia Estimate is $2,217,400, with a rent estimate of $7,198/month.

Home Details for 14 Pilgrim Rd

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 10Types of Rooms: Dining Room, Family Room, Laundry Room, Office, PantryStorage
Heating & Cooling
Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherDryerRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Shingle, WoodPatioSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1931Year Updated: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Jun 15, 2018
Source: N/A
Sold
$1,350,000
Mar 22, 2018
Source: Agent Provided
PriceChange
$1,395,000
Price decreased by 2%
Mar 15, 2018
Source: Agent Provided
Listed For Sale
$1,425,000
Sep 14, 1990
Source: N/A
Sold
$285,000

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 14 Pilgrim Rd

  • What is 14 Pilgrim Rd estimated to be worth?
    Trulia's estimated value for 14 Pilgrim Rd in Wellesley, MA is $2,217,400.
  • What is the price history for 14 Pilgrim Rd?
    14 Pilgrim Rd in Wellesley, MA last sold for $1,350,000 in June 2018.
  • 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 14 Pilgrim Rd have air conditioning?
    Yes, 14 Pilgrim Rd in Wellesley, MA has air conditioning.
  • Does 14 Pilgrim Rd have laundry facilities?
    Yes, 14 Pilgrim Rd in Wellesley, MA has laundry facilities.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Off Market Homes Near 14 Pilgrim Rd

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