23 Overbrook Dr, Wellesley, MA 02482
OFF MARKET

23 Overbrook Dr
Wellesley, MA 02482

  • 4 Beds
  • 3 Baths
  • 2,450 sqft (on 0.33 acres)

$1,776,600

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $10,578/mo*
Refinance Your Home

$1,776,600

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $10,578/mo*
Refinance Your Home
4 Beds
3 Baths
2,450 sqft
(on 0.33 acres)

Home Value

Trulia Estimate
$1.78M
Since last month
Decreased$13K (-0.7%)
Since last year
Increased$90K (+5.3%)
Since last sale
Increased$443K (+32.8%)
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 +54% in the last 10 years
MonthEstimated value
2026
August 2026$1.79M
July 2026$1.81M
June 2026$1.83M
May 2026$1.84M
April 2026$1.8M
March 2026$1.8M
February 2026$1.73M
January 2026$1.73M
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
3 Berkeley Rd, Wellesley, MA
0.36
Single-Family Home
$1,500,000
08/03/26
4
3
2,901
50 Parker Rd, Wellesley, MA
0.42
Single-Family Home
$1,600,000
11/14/25
4
2.5
2,147
5 Bass Ter, Natick, MA
0.29
Single-Family Home
$925,000
05/13/26
4
3
1,694
115 Parker Rd, Wellesley, MA
0.19
Single-Family Home
$1,320,000
11/21/25
4
1.5
1,694
30 Colby Rd, Wellesley, MA
0.45
Single-Family Home
$1,600,000
12/11/25
4
2.5
2,520
26 Buena Vista Rd, Wellesley, MA
0.32
Single-Family Home
$1,370,000
06/02/26
4
2.5
2,160
3 Beverly Rd, Natick, MA
0.40
Single-Family Home
$1,605,000
08/03/26
4
2.5
3,206
107 Overbrook Dr, Wellesley, MA
0.42
Single-Family Home
$1,400,000
08/03/26
3
2.5
2,274
3 Sunnyside Ave, Wellesley, MA
0.50
Single-Family Home
$1,120,000
03/06/26
3
2.5
2,388
925 Worcester St, Wellesley, MA
0.31
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
8 Edgemoor Cir, Wellesley, MA 02482
0.03
$1,009,800
3
2.5
1,738
Off Market
16 Edgemoor Cir, Wellesley, MA 02482
0.02
$1,066,000
3
2.5
2,032
Off Market
10 Edgemoor Cir, Wellesley, MA 02482
0.06
$1,088,200
3
2.5
1,738
Off Market
30 Overbrook Dr, Wellesley, MA 02482
0.09
$1,841,500
5
2.5
3,022
Off Market
17 Overbrook Ter, Natick, MA 01760
0.09
$700,000
3
2
1,615
Recently Sold
21 Overbrook Ter, Natick, MA 01760
0.10
$672,700
3
1
1,098
Off Market
26 S Woodside Ave, Wellesley, MA 02482
0.08
$2,437,800
4
3.5
4,143
Off Market
4 Stevens Rd, Wellesley, MA 02482
0.09
$2,072,900
3
2.5
2,521
Off Market
14 Overbrook Ter, Natick, MA 01760
0.11
$780,700
4
2
1,304
Off Market
32 S Woodside Ave, Wellesley, MA 02482
0.10
$3,412,100
5
4.5
4,612
Off Market
19 Edgemoor Ave, Wellesley, MA 02482
0.15
$1,581,400
4
3
1,584
Off Market
22-24 Edgemoor Ave, Wellesley, MA 02482
0.15
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 23 Overbrook Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1957
Lot Size
0.33 acres
Living Area
2,450 sqft
Price/Sqft
$725

About this House

This single-family home is located at 23 Overbrook Dr, Wellesley, MA. 23 Overbrook Dr is in Wellesley, MA and in ZIP code 02482. This property has 4 bedrooms, 3 bathrooms and approximately 2,450 sqft of floor space. This property has a lot size of 0.33 acres and was built in 1957.
23 Overbrook Dr, Wellesley, MA 02482 is a 4 bedroom, 3 bathroom, 2,450 sqft single-family home built in 1957. It last sold for $1,350,000 on Sep 3, 2021. More recently, it was listed as a rental in January 2019 with an asking price of $5,750 per month. That rental listing was removed on March 6, 2019. It is currently off market. The Trulia Estimate is $1,776,600, with a rent estimate of $5,910/month.

Home Details for 23 Overbrook Dr

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9Types of Rooms: Recreation Room
Appliances & Utilities
DisposalDryerMicrowaveWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1957Year Updated: 2010
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: Wood
Parking & Garage
Parking Spaces: 4

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price and Tax history

DateEventPrice
Sep 3, 2021
Source: MLS PIN #72847195
Sold
$1,350,000
Jul 1, 2021
Source: MLS PIN #72847195
Pending
$1,350,000
Jun 25, 2021
Source: MLS PIN #72847195
PriceChange
$1,350,000
Price decreased by 3%
Jun 10, 2021
Source: MLS PIN #72847195
Listed For Sale
$1,395,000
Jun 5, 2019
Source: Agent Provided
ListingRemoved
$1,200,000

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 23 Overbrook Dr

  • What is 23 Overbrook Dr estimated to be worth?
    Trulia's estimated value for 23 Overbrook Dr in Wellesley, MA is $1,776,600.
  • What is the price history for 23 Overbrook Dr?
    23 Overbrook Dr in Wellesley, MA last sold for $1,350,000 in September 2021.
  • 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 23 Overbrook Dr have air conditioning?
    Yes, 23 Overbrook Dr in Wellesley, MA has air conditioning.
  • Does 23 Overbrook Dr have laundry facilities?
    Yes, 23 Overbrook Dr in Wellesley, MA has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

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