16 Simpson Rd, Wellesley, MA 02482
Property image
Property image
OFF MARKET

16 Simpson Rd
Wellesley, MA 02482

  • 5 Beds
  • 3 Baths
  • 3,274 sqft (on 0.25 acres)

$2,124,700

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $12,714/mo*
Refinance Your Home

$2,124,700

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $12,714/mo*
Refinance Your Home
5 Beds
3 Baths
3,274 sqft
(on 0.25 acres)

Home Value

Trulia Estimate
$2.13M
Since last month
Increased$3K (+0.1%)
Since last year
Increased$106K (+5.2%)
Since last sale
Increased$989K (+86.3%)
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 +77% in the last 10 years
MonthEstimated value
2026
August 2026$2.13M
July 2026$2.13M
June 2026$2.18M
May 2026$2.19M
April 2026$2.13M
March 2026$2.11M
February 2026$2.03M
January 2026$1.99M
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
48 Patton Rd, Wellesley, MA
0.04
Single-Family Home
$2,450,000
06/02/26
5
3.5
3,351
18 Fisher Ave, Wellesley, MA
0.22
Single-Family Home
$1,930,000
07/17/26
4
2.5
2,696
22 Lafayette Cir, Wellesley, MA
0.32
Single-Family Home
$1,805,000
07/09/26
4
2.5
2,644
207 Weston Rd, Wellesley, MA
0.42
Single-Family Home
$1,325,000
06/30/26
5
3.5
2,694
36 Patton Rd, Wellesley, MA
0.07
Single-Family Home
$3,050,000
05/04/26
5
5.5
4,449
21 Howe St, Wellesley, MA
0.55
Single-Family Home
$1,630,000
06/12/26
4
3
2,527
11 Fisher Ave, Wellesley, MA
0.21
Single-Family Home
$3,000,000
06/29/26
5
4.5
5,384
21 Hickory Rd, Wellesley, MA
0.48
Single-Family Home
$1,800,000
08/26/25
4
2
2,654
29 Pinewood Rd, Wellesley, MA
0.59
Single-Family Home
$1,220,000
05/04/26
3
2.5
2,292
925 Worcester St, Wellesley, MA
0.58
Single-Family Home
$762,000
05/21/26
5
3
1,768

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
45 Marshall Rd, Wellesley, MA 02482
0.06
$2,883,500
4
4.5
4,500
Off Market
35 Halsey Ave, Wellesley, MA 02482
0.02
$2,897,400
4
4.5
4,920
Off Market
48 Patton Rd, Wellesley, MA 02482
0.04
$2,450,000
5
3.5
3,351
Recently Sold
48 Marshall Rd, Wellesley, MA 02482
0.09
$5,497,000
5
6
6,377
For Sale
36 Patton Rd, Wellesley, MA 02482
0.07
$3,050,000
5
5.5
4,449
Recently Sold
35 Marshall Rd, Wellesley, MA 02482
0.10
$3,150,000
4
4.5
5,200
For Sale
6 Halsey Ave, Wellesley, MA 02482
0.11
$3,134,400
4
4.5
4,400
Off Market
18 Patton Rd, Wellesley, MA 02482
0.15
$2,600,000
6
6.5
5,985
Recently Sold
60 Halsey Ave, Wellesley, MA 02482
0.12
$3,331,700
5
4.5
5,182
Off Market
43 Macarthur Rd, Wellesley, MA 02482
0.13
$3,298,500
4
4.5
4,916
Off Market
9 Patton Rd, Wellesley, MA 02482
0.19
$3,158,600
4
4.5
4,323
Off Market
19 Turner Rd, Wellesley, MA 02482
0.23
$2,812,200
4
4.5
4,600
Off Market

Local Information

  • Map ViewExplore the area around 16 Simpson Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1950
Lot Size
0.25 acres
Living Area
3,274 sqft
Price/Sqft
$649

About this House

Newly priced and polished! 5 bedroom, 2 1/2 bath Colonial with 2 car attached garage in one of Wellesley's favorite neighborhoods. Updated eat-in kitchen with granite counters and new appliances opens to family room with attached light-filled sunroom for extra gathering and entertainment space. French doors lead to private bluestone patio with stone sitting walls perfect for outdoor entertaining. First floor office and basement playroom. All just a short distance to the town pond and trails in one of Wellesley's favorite neighborhoods!
16 Simpson Rd, Wellesley, MA 02482 is a 5 bedroom, 3 bathroom, 3,274 sqft single-family home built in 1950. It last sold for $1,145,000 on Jun 17, 2015. It is currently off market. The Trulia Estimate is $2,124,700, with a rent estimate of $7,061/month.

Home Details for 16 Simpson Rd

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1950Year Updated: 1994
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Other

Community

Units in Building: 1

Lot Information

Lot Area: 10890 sqft

Price and Tax history

DateEventPrice
Jun 17, 2015
Source: N/A
Sold
$1,145,000
Nov 10, 2014
Source: Agent Provided
ListingRemoved
$1,145,000
Oct 14, 2014
Source: Agent Provided
PriceChange
$1,145,000
Price decreased by 4%
Sep 24, 2014
Source: Agent Provided
Listed For Sale
$1,195,000
Aug 3, 2014
Source: Agent Provided
ListingRemoved
$1,249,000

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 16 Simpson Rd

  • What is 16 Simpson Rd estimated to be worth?
    Trulia's estimated value for 16 Simpson Rd in Wellesley, MA is $2,124,700.
  • What is the price history for 16 Simpson Rd?
    16 Simpson Rd in Wellesley, MA last sold for $1,145,000 in June 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 16 Simpson Rd?
    The lot at 16 Simpson Rd in Wellesley, MA is about 0.25 acres (10,890 sq ft).

Explore by feature - Pet Friendly

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