90 Overbrook Dr, Wellesley, MA 02482
Property image
Property image
OFF MARKET

90 Overbrook Dr
Wellesley, MA 02482

  • 5 Beds
  • 4.5 Baths
  • 4,169 sqft

$2,259,100

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $13,525/mo*
Refinance Your Home

$2,259,100

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $13,525/mo*
Refinance Your Home
5 Beds
4.5 Baths
4,169 sqft

Home Value

Trulia Estimate
$2.26M
Since last month
Decreased$57K (-2.4%)
Since last year
Decreased$21K (-0.9%)
Since last sale
Increased$604K (+36.5%)
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 +193% in the last 10 years
MonthEstimated value
2026
August 2026$2.26M
July 2026$2.28M
June 2026$2.32M
May 2026$2.32M
April 2026$2.29M
March 2026$2.3M
February 2026$2.23M
January 2026$2.22M
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
1 Sunnyside Ave, Wellesley, MA
0.22
Single-Family Home
$1,865,000
03/27/26
4
4.5
3,119
10 Whittier Rd, Natick, MA
0.38
Single-Family Home
$1,480,000
03/02/26
5
3.5
4,050
30 Colby Rd, Wellesley, MA
0.16
Single-Family Home
$1,600,000
12/11/25
4
2.5
2,520
99 Parker Rd, Wellesley, MA
0.19
Single-Family Home
$2,315,000
08/04/26
4
3
4,799
32 S Woodside Ave, Wellesley, MA
0.30
Single-Family Home
$3,295,000
10/08/25
5
4.5
4,612
50 Upson Rd, Wellesley, MA
0.34
Single-Family Home
$2,280,000
12/03/25
4
3.5
3,524
7 Oakdale Ave, Wellesley, MA
0.25
Single-Family Home
$1,820,000
05/29/26
4
2.5
2,807
8 Oakdale Ave, Wellesley, MA
0.26
Single-Family Home
$3,070,000
07/22/26
5
5
5,073
25 Bryn Mawr Rd, Wellesley, MA
0.45
Single-Family Home
$2,325,000
08/18/25
5
3.5
4,072
107 Overbrook Dr, Wellesley, MA
0.10
Single-Family Home
$1,400,000
08/03/26
3
2.5
2,274

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
56 Edgemoor Ave, Wellesley, MA 02482
0.08
$1,917,000
7
4.5
4,048
Off Market
90 Edgemoor Ave, Wellesley, MA 02482
0.09
$1,655,900
4
2.5
2,659
Off Market
112 Woodside Ave, Wellesley, MA 02482
0.08
$2,021,100
4
2.5
2,856
Off Market
67 Overbrook Dr, Wellesley, MA 02482
0.09
$2,378,900
5
4.5
4,270
Off Market
58 Upland Rd, Natick, MA 01760
0.10
$875,000
4
2.5
2,050
For Sale
107 Overbrook Dr, Wellesley, MA 02482
0.10
$1,400,000
3
2.5
2,274
Recently Sold
15 Peterson Rd, Natick, MA 01760
0.11
$1,899,400
5
3.5
4,500
Off Market
55 High Ledge Ave, Wellesley, MA 02482
0.10
$2,144,700
4
3.5
4,090
Off Market
16 Peterson Rd, Natick, MA 01760
0.13
$713,000
3
1.5
1,358
Recently Sold
4 High Ledge Ave, Wellesley, MA 02482
0.13
$1,615,000
3
1.5
2,096
Off Market
1 Peterson Rd, Natick, MA 01760
0.14
$1,140,300
3
2.5
2,000
Off Market
3 Colby Rd, Wellesley, MA 02482
0.14
$2,468,400
4
4.5
3,161
Off Market

Local Information

  • Map ViewExplore the area around 90 Overbrook Dr.
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Commute Destination

Home Highlights

Property Type
Single-Family Home
Living Area
4,169 sqft
Price/Sqft
$542

About this House

This stunning contemporary colonial is less than 5 years old! This home was designed with an open floor plan on the first floor, perfect for a busy family or guests visiting from near or far! The kitchen has it all and the island is perfect for cooking, entertaining or studying! Beautiful dinning room, fireplaced family room and study/office complete this space. The study/office has French doors opening to the beautiful yard and patio. A foyer and mud room lead to the garage. The second floor Master Suite has a luxurious bath & two walk in closets. Three additional bedrooms, one with an ensuite bath and two bedrooms sharing a bath and laundry room. The lower level has a spacious playroom, guest bedroom, exercise room & full bath. Wonderful neighborhood and all that Wellesley has to offer is waiting for you! Pet requests will be reviewed case by case.
90 Overbrook Dr, Wellesley, MA 02482 is a 5 bedroom, 5 bathroom, 4,169 sqft single-family home. It last sold for $1,655,000 on Sep 22, 2020 (12,631% above the $13,000 asking price). More recently, it was listed as a rental in August 2025 with an asking price of $13,000 per month. That rental listing was removed on August 27, 2025. It is currently off market. The Trulia Estimate is $2,259,100, with a rent estimate of $8,062/month.

Home Details for 90 Overbrook Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Interior Features

Appliances & Utilities
DryerWasher

Price and Tax history

DateEventPrice
Aug 27, 2025
Source: Zillow Rentals
ListingRemoved
$13,000
Aug 11, 2025
Source: Zillow Rentals
Listed For Rent
$13,000
Jul 29, 2025
Source: Zillow Rentals
ListingRemoved
$13,000
Jul 18, 2025
Source: Zillow Rentals
PriceChange
$13,000
Price decreased by 7%
May 28, 2025
Source: Zillow Rentals
Listed For Rent
$14,000

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
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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. "
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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
    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
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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
    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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Apartments for Rent

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Explore by feature - Pet Friendly

14 pet-friendly rentals in Wellesley, MA

Explore by feature - Garage

14 rentals with a garage in Wellesley, MA

Explore by feature - Air Conditioning

24 rentals with air conditioning in Wellesley, MA

Explore by feature - Washer/dryer

29 rentals with a washer/dryer in Wellesley, MA

Explore by feature - Outdoor Space

6 rentals with an outdoor space in Wellesley, MA

Homes for sale near 90 Overbrook Dr

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Off Market Homes Near 90 Overbrook Dr

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Frequently asked questions about 90 Overbrook Dr

  • What is 90 Overbrook Dr estimated to be worth?
    Trulia's estimated value for 90 Overbrook Dr in Wellesley, MA is $2,259,100.
  • What is the price history for 90 Overbrook Dr?
    90 Overbrook Dr in Wellesley, MA last sold for $1,655,000 in September 2020.
  • 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 90 Overbrook Dr have laundry facilities?
    Yes, 90 Overbrook Dr in Wellesley, MA has in-unit laundry.