18 Massasoit Rd, Wellesley, MA 02481
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Property image
OFF MARKET

18 Massasoit Rd
Wellesley, MA 02481

  • 4 Beds
  • 3.5 Baths
  • 2,330 sqft (on 0.33 acres)

$1,793,900

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $10,756/mo*
Refinance Your Home

$1,793,900

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $10,756/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,330 sqft
(on 0.33 acres)

Home Value

Trulia Estimate
$1.79M
Since last month
Decreased$36K (-2%)
Since last year
Increased$90K (+5.3%)
Since last sale
Increased$893K (+99.8%)
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 +98% in the last 10 years
MonthEstimated value
2026
August 2026$1.79M
July 2026$1.79M
June 2026$1.82M
May 2026$1.84M
April 2026$1.82M
March 2026$1.82M
February 2026$1.75M
January 2026$1.71M
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
31 Martin Rd, Wellesley, MA
0.10
Single-Family Home
$1,740,000
04/17/26
4
2.5
2,214
109 Elmwood Rd, Wellesley, MA
0.28
Single-Family Home
$1,385,000
08/15/25
3
3
2,081
90 Elmwood Rd, Wellesley, MA
0.22
Single-Family Home
$1,902,500
04/30/26
4
3.5
3,428
40 Pinewood Rd, Wellesley, MA
0.36
Single-Family Home
$1,800,000
04/09/26
4
2.5
2,334
851 Worcester St, Wellesley, MA
0.23
Single-Family Home
$830,000
06/22/26
4
1.5
1,932
29 Pinewood Rd, Wellesley, MA
0.32
Single-Family Home
$1,220,000
05/04/26
3
2.5
2,292
25 Mansfield Rd, Wellesley, MA
0.18
Single-Family Home
$1,665,000
04/06/26
4
2
3,091
339 Weston Rd, Wellesley, MA
0.28
Single-Family Home
$1,150,000
04/30/26
3
2
2,023
365 Weston Rd, Wellesley, MA
0.32
Single-Family Home
$1,010,000
12/03/25
4
2
1,743
5 Wilde Rd, Wellesley, MA
0.23
Single-Family Home
$2,000,000
04/15/26
4
2.5
3,000

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
0.05
$3,195,000
5
4.5
4,936
For Sale
31 Martin Rd, Wellesley, MA 02481
0.10
$1,740,000
4
2.5
2,214
Recently Sold
14 Haven Rd, Wellesley, MA 02481
0.09
$2,760,000
5
5.5
4,229
Off Market
1 Brookfield Cir, Wellesley, MA 02481
0.13
$1,908,400
4
2.5
2,148
Off Market
46 Pilgrim Rd, Wellesley, MA 02481
0.12
$3,110,800
5
4.5
4,591
Off Market
6 Earle Rd, Wellesley, MA 02481
0.15
$1,512,700
4
2.5
2,384
Off Market
4 Earle Rd, Wellesley, MA 02481
0.16
$1,410,500
3
2
1,708
Off Market
28 Mansfield Rd, Wellesley, MA 02481
0.15
$2,148,200
5
4.5
3,238
Off Market
21 Mansfield Rd, Wellesley, MA 02481
0.16
$3,129,800
6
4.5
4,740
Off Market
25 Mansfield Rd, Wellesley, MA 02481
0.18
$1,665,000
4
2
3,091
Recently Sold
29 Brookfield Rd, Wellesley, MA 02481
0.20
$1,980,700
4
3
2,306
Off Market
847 Worcester St, Wellesley, MA 02481
0.21
$835,000
3
2
1,555
Recently Sold

Local Information

  • Map ViewExplore the area around 18 Massasoit Rd.
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Home Highlights

Property Type
Single-Family Home
Year Built
1950
Lot Size
0.33 acres
Living Area
2,330 sqft
Price/Sqft
$770

About this House

Seller is motivated and has reduced the price! Get a jump on the spring market with a fabulous deal on this amazing location and space. New high efficiency boiler and roof! Large dining & family room that's great for entertaining or family gatherings.Gorgeous, brand new eat in kitchen w/granite counters, island & gas cooking. This kitchen space is generous & offers plenty of room for both a table & homework nook/work space! 4 bedrooms, two of which have en-suite baths, & an additional 1.5 baths on the main floor & lower level. Fantastic master suite or large playroom. Finished basement & lot's of natural light! Summer nights will be cool and enjoyable thanks to the central air. All this in one convenient location close to major routes and shops. A great value for those looking for space and location. With just a few little touches this home will shine like new.
18 Massasoit Rd, Wellesley, MA 02481 is a 4 bedroom, 4 bathroom, 2,330 sqft single-family home built in 1950. It last sold for $895,000 on May 17, 2016. More recently, it was listed as a rental in August 2015 with an asking price of $4,800 per month. That rental listing was removed on October 27, 2015. It is currently off market. The Trulia Estimate is $1,793,900, with a rent estimate of $6,161/month.

Home Details for 18 Massasoit Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 8
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Exterior Features

Exterior Home Features
Exterior: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price and Tax history

DateEventPrice
May 17, 2016
Source: N/A
Sold
$895,000
Mar 31, 2016
Source: Agent Provided
Pending
$929,900
Mar 9, 2016
Source: Agent Provided
PriceChange
$929,900
Price decreased by 2%
Feb 29, 2016
Source: Agent Provided
Pending
$949,900
Jan 22, 2016
Source: Agent Provided
PriceChange
$949,900
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
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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
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  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
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  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

14 pet-friendly rentals in Wellesley, MA

Explore by feature - Garage

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Explore by feature - Air Conditioning

24 rentals with air conditioning in Wellesley, MA

Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

6 rentals with an outdoor space in Wellesley, MA

Homes for sale near 18 Massasoit Rd

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Off Market Homes Near 18 Massasoit Rd

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Frequently asked questions about 18 Massasoit Rd

  • What is 18 Massasoit Rd estimated to be worth?
    Trulia's estimated value for 18 Massasoit Rd in Wellesley, MA is $1,793,900.
  • What is the price history for 18 Massasoit Rd?
    18 Massasoit Rd in Wellesley, MA last sold for $895,000 in May 2016.
  • 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 18 Massasoit Rd have air conditioning?
    Yes, 18 Massasoit Rd in Wellesley, MA has air conditioning.
  • How big is the lot at 18 Massasoit Rd?
    The lot at 18 Massasoit Rd in Wellesley, MA is about 0.33 acres (14,374 sq ft).