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

140 Overbrook Dr
Wellesley, MA 02482

  • 2 Beds
  • 1 Bath
  • 900 sqft

$1,027,500

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $6,192/mo*
Refinance Your Home

$1,027,500

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $6,192/mo*
Refinance Your Home
2 Beds
1 Bath
900 sqft

Home Value

Trulia Estimate
$1.03M
Since last month
Decreased$5K (-0.5%)
Since last year
Increased$38K (+3.8%)
Since last sale
Increased$877K (+555.1%)
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 +54% in the last 10 years
MonthEstimated value
2026
August 2026$1.04M
July 2026$1.03M
June 2026$1.04M
May 2026$1.04M
April 2026$1.04M
March 2026$1.05M
February 2026$1.03M
January 2026$1.03M
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
11 Ingleside Rd, Natick, MA
0.06
Single-Family Home
$850,000
07/02/26
3
1.5
1,770
16 Peterson Rd, Natick, MA
0.21
Single-Family Home
$713,000
01/27/26
3
1.5
1,358
19 Wellesley Rd, Natick, MA
0.53
Single-Family Home
$685,000
09/25/25
3
1
1,287
16 Sunnyside Ave, Wellesley, MA
0.16
Single-Family Home
$1,180,000
08/11/26
3
1.5
1,743
3 Sunnyside Ave, Wellesley, MA
0.10
Single-Family Home
$1,120,000
03/06/26
3
2.5
2,388
107 Overbrook Dr, Wellesley, MA
0.09
Single-Family Home
$1,400,000
08/03/26
3
2.5
2,274
7 Westwood Rd, Natick, MA
0.40
Single-Family Home
$690,000
06/01/26
3
2
1,760
17 Overbrook Ter, Natick, MA
0.49
Single-Family Home
$700,000
11/14/25
3
2
1,615
45 Mayo Rd, Wellesley, MA
0.42
Single-Family Home
$1,270,000
01/08/26
3
2
1,581
30 Colby Rd, Wellesley, MA
0.10
Single-Family Home
$1,600,000
12/11/25
4
2.5
2,520

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
106 Edgemoor Ave, Wellesley, MA 02482
0.04
$1,453,100
3
2.5
2,936
Off Market
125 Manor Ave, Wellesley, MA 02482
0.05
$2,363,400
4
3.5
3,885
Off Market
11 Ingleside Rd, Natick, MA 01760
0.06
$850,000
3
1.5
1,770
Recently Sold
8 Fox Hill Dr, Natick, MA 01760
0.10
$1,082,000
4
2
2,200
Off Market
1 Sunnyside Ave, Wellesley, MA 02482
0.09
$1,865,000
4
4.5
3,119
Recently Sold
3 Sunnyside Ave, Wellesley, MA 02482
0.10
$1,120,000
3
2.5
2,388
Recently Sold
107 Overbrook Dr, Wellesley, MA 02482
0.09
$1,400,000
3
2.5
2,274
Recently Sold
7 Whitney Cir, Natick, MA 01760
0.15
$1,480,000
4
3
2,818
Recently Sold
30 Colby Rd, Wellesley, MA 02482
0.10
$1,600,000
4
2.5
2,520
Recently Sold
90 Edgemoor Ave, Wellesley, MA 02482
0.11
$1,655,900
4
2.5
2,659
Off Market
55 High Ledge Ave, Wellesley, MA 02482
0.12
$2,144,700
4
3.5
4,090
Off Market
22 Fox Hill Dr, Natick, MA 01760
0.17
$1,450,000
3
3
2,888
Recently Sold

Local Information

  • Map ViewExplore the area around 140 Overbrook Dr.
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Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1950
Living Area
900 sqft
Price/Sqft
$1,142

About this House

Cozy, charming, light single family house in great Wellesley location! Easy access to Boston and major roads and surrounding towns like Weston, Natick, Newton, Needham, Framingham, etc.
Hardwood floors, nice kitchen with dishwasher, living room with fireplace, dining room, two bedrooms, one very nice updated bathroom. Enclosed Porch. Large basement with laundry and storage. Nice yard space. Driveway parking. Central A/C!
House is about 850-900 sq feet.
Great place!

Tenant pays own utilities.
Up front costs are first and last month and 1/2 month security deposit.
140 Overbrook Dr, Wellesley, MA 02482 is a 2 bedroom, 1 bathroom, 900 sqft single-family home built in 1950. It last sold for $158,000 on Apr 28, 1994 (4,997% above the $3,100 asking price). More recently, it was listed as a rental in September 2025 with an asking price of $3,200 per month. That rental listing was removed on October 30, 2025. It is currently off market. The Trulia Estimate is $1,027,500, with a rent estimate of $3,752/month.

Home Details for 140 Overbrook Dr

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Lawn
Parking & Garage
Parking: Off Street Parking, On Site

Price and Tax history

DateEventPrice
Oct 30, 2025
Source: Zillow Rentals
ListingRemoved
$3,100
Oct 19, 2025
Source: Zillow Rentals
PriceChange
$3,100
Price decreased by 3%
Sep 29, 2025
Source: Zillow Rentals
Listed For Rent
$3,200
Jul 7, 2022
Source: Zillow Rental Manager
ListingRemoved
Jun 13, 2022
Source: Zillow Rental Manager
Listed For Rent
$3,200

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. "
    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
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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 140 Overbrook Dr

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Off Market Homes Near 140 Overbrook Dr

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Frequently asked questions about 140 Overbrook Dr

  • What is 140 Overbrook Dr estimated to be worth?
    Trulia's estimated value for 140 Overbrook Dr in Wellesley, MA is $1,027,500.
  • What is the price history for 140 Overbrook Dr?
    140 Overbrook Dr in Wellesley, MA last sold for $158,000 in April 1994.
  • 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 140 Overbrook Dr have air conditioning?
    Yes, 140 Overbrook Dr in Wellesley, MA has air conditioning.
  • Does 140 Overbrook Dr have laundry facilities?
    Yes, 140 Overbrook Dr in Wellesley, MA has in-unit laundry.