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

$2,278,600

Trulia Estimate
as of Oct 12, 2026
  • 5 Beds
  • 4.5 Baths
  • 4,169 sqft

90 Overbrook Dr, Wellesley, MA 02482

Home Highlights

Single-Family Home
4,169 sqft
$547/sqft

Local Information

  • Map ViewExplore the area around 90 Overbrook Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Fireplaced family roomLaundry roomDinning roomExercise roomMaster suiteLuxurious bath
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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,278,600, with a rent estimate of $8,359/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

Comparable Sales for 90 Overbrook Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
17 Upland Rd, Natick, MA
0.07
Single-Family Home
$1,825,000
09/09/26
4
3.5
3,136 sqft
1 Sunnyside Ave, Wellesley, MA
0.22
Single-Family Home
$1,865,000
03/27/26
4
4.5
3,119 sqft
10 Whittier Rd, Natick, MA
0.38
Single-Family Home
$1,480,000
03/02/26
5
3.5
4,050 sqft
30 Colby Rd, Wellesley, MA
0.16
Single-Family Home
$1,600,000
12/11/25
4
2.5
2,520 sqft
99 Parker Rd, Wellesley, MA
0.19
Single-Family Home
$2,315,000
08/04/26
4
3
4,799 sqft
12 Beverly Rd, Natick, MA
0.40
Single-Family Home
$1,994,900
09/24/26
4
4.5
4,133 sqft
50 Upson Rd, Wellesley, MA
0.34
Single-Family Home
$2,280,000
12/03/25
4
3.5
3,524 sqft
7 Oakdale Ave, Wellesley, MA
0.25
Single-Family Home
$1,820,000
05/29/26
4
2.5
2,807 sqft
8 Oakdale Ave, Wellesley, MA
0.26
Single-Family Home
$3,070,000
07/22/26
5
5
5,073 sqft
107 Overbrook Dr, Wellesley, MA
0.10
Single-Family Home
$1,400,000
08/03/26
3
2.5
2,274 sqft

Nearby homes

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Around this home

What Locals Say about Wellesley

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 79% say there are sidewalks
  • 75% say there's holiday spirit
  • 66% say neighbors are friendly
Trulia Trick or TreatStart Ghost Hunt
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

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

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 $2,278,600.
  • 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 seller's market, based on recent for-sale activity.
  • What do residents say about Wellesley?
    Residents describe Wellesley, MA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Wellesley, MA.
  • Does 90 Overbrook Dr have laundry facilities?
    Yes, 90 Overbrook Dr in Wellesley, MA has in-unit laundry.

Homes for rent near 90 Overbrook Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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