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

114 Overbrook Dr
Wellesley, MA 02482

  • 2 Beds
  • 1 Bath
  • 1,325 sqft

$1,050,800

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $6,326/mo*
Refinance Your Home

$1,050,800

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $6,326/mo*
Refinance Your Home
2 Beds
1 Bath
1,325 sqft

Home Value

Trulia Estimate
$1.05M
Since last month
$300 (0%)
Since last year
Increased$60K (+6.1%)
Since last sale
Increased$601K (+136.6%)
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 +62% in the last 10 years
MonthEstimated value
2026
August 2026$1.04M
July 2026$1.04M
June 2026$1.06M
May 2026$1.06M
April 2026$1.04M
March 2026$1.04M
February 2026$1.01M
January 2026$1.01M
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
16 Peterson Rd, Natick, MA
0.15
Single-Family Home
$713,000
01/27/26
3
1.5
1,358
19 Wellesley Rd, Natick, MA
0.46
Single-Family Home
$685,000
09/25/25
3
1
1,287
16 Sunnyside Ave, Wellesley, MA
0.17
Single-Family Home
$1,180,000
08/11/26
3
1.5
1,743
11 Ingleside Rd, Natick, MA
0.10
Single-Family Home
$850,000
07/02/26
3
1.5
1,770
107 Overbrook Dr, Wellesley, MA
0.02
Single-Family Home
$1,400,000
08/03/26
3
2.5
2,274
17 Overbrook Ter, Natick, MA
0.41
Single-Family Home
$700,000
11/14/25
3
2
1,615
115 Parker Rd, Wellesley, MA
0.32
Single-Family Home
$1,320,000
11/21/25
4
1.5
1,694
45 Mayo Rd, Wellesley, MA
0.42
Single-Family Home
$1,270,000
01/08/26
3
2
1,581
2 Beverly Rd, Natick, MA
0.54
Single-Family Home
$843,000
09/02/25
3
2
1,778
3 Sunnyside Ave, Wellesley, MA
0.12
Single-Family Home
$1,120,000
03/06/26
3
2.5
2,388

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
107 Overbrook Dr, Wellesley, MA 02482
0.02
$1,400,000
3
2.5
2,274
Recently Sold
90 Edgemoor Ave, Wellesley, MA 02482
0.04
$1,648,700
4
2.5
2,659
Off Market
55 High Ledge Ave, Wellesley, MA 02482
0.06
$2,137,300
4
3.5
4,090
Off Market
112 Woodside Ave, Wellesley, MA 02482
0.11
$2,011,800
4
2.5
2,856
Off Market
58 Upland Rd, Natick, MA 01760
0.08
$875,000
4
2.5
2,050
For Sale
30 Colby Rd, Wellesley, MA 02482
0.09
$1,600,000
4
2.5
2,520
Recently Sold
15 Peterson Rd, Natick, MA 01760
0.12
$1,910,400
5
3.5
4,500
Off Market
106 Edgemoor Ave, Wellesley, MA 02482
0.09
$1,445,800
3
2.5
2,936
Off Market
11 Ingleside Rd, Natick, MA 01760
0.10
$850,000
3
1.5
1,770
Recently Sold
3 Sunnyside Ave, Wellesley, MA 02482
0.12
$1,120,000
3
2.5
2,388
Recently Sold
16 Peterson Rd, Natick, MA 01760
0.15
$713,000
3
1.5
1,358
Recently Sold
3 Colby Rd, Wellesley, MA 02482
0.17
$2,460,400
4
4.5
3,161
Off Market

Local Information

  • Map ViewExplore the area around 114 Overbrook Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1920
Living Area
1,325 sqft
Price/Sqft
$793
Parking
Garage

About this House

Recently updated Craftsman Bungalow home with bright, sunny rooms. Cozy, remodeled kitchen has custom cabinets & new stainless steel Energy-Star appliances. Wood floors on main level. Fireplace in living room with interior liner to accommodate a future pellet stove. Enjoy a warm, inviting and energy-saving home even on the coldest winter nights! There are plenty of architectural details like crown molding, detailed fireplace surround with mirrored mantle and large arched entry between living room and dining room. Newly installed river rock floor in basement foyer and complete bathroom renovation in 2012 which includes classic white ceramic subway tile. Recently remodeled basement is completely finished and can now be used as an additional 3rd bedroom, office space or family room. Harvey Classic Tilt-in replacement windows were added throughout home and have proven to be another great energy savings! Generously landscaped yard with mature perennials, trees and shrubs, and large paver patio located off back of house to enjoy it all from!

Neighborhood Description

Friendly, clean and very quiet.

Close to Route 9 entrance... both east and west. Nearby commuter rail access and shopping. Excellent restaurants nearby.
114 Overbrook Dr, Wellesley, MA 02482 is a 2 bedroom, 1 bathroom, 1,325 sqft single-family home built in 1920. It last sold for $440,000 on Nov 1, 2002. It is currently off market. The Trulia Estimate is $1,050,800, with a rent estimate of $3,755/month.

Home Details for 114 Overbrook Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 7Types of Rooms: Dining Room, Family Room, Laundry Room, Mud Room, Office, Pantry, WorkshopCeiling Fan
Heating & Cooling
Heating: Other, Oil, Wood PelletHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Other, Hardwood, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: ShingleGardenLawnPatioPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: Single Family HomeArchitecture: Bungalow

Community

Units in Building: 1

Lot Information

Lot Area: 9583 sqft

Price and Tax history

DateEventPrice
Nov 1, 2002
Source: N/A
Sold
$440,000
Aug 25, 2000
Source: N/A
Sold
$327,175
Mar 5, 1993
Source: N/A
Sold
$138,000

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. "
    0
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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

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Homes for sale near 114 Overbrook Dr

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Off Market Homes Near 114 Overbrook Dr

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Frequently asked questions about 114 Overbrook Dr

  • What is 114 Overbrook Dr estimated to be worth?
    Trulia's estimated value for 114 Overbrook Dr in Wellesley, MA is $1,050,800.
  • What is the price history for 114 Overbrook Dr?
    114 Overbrook Dr in Wellesley, MA last sold for $440,000 in November 2002.
  • 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 114 Overbrook Dr have laundry facilities?
    Yes, 114 Overbrook Dr in Wellesley, MA has in-unit laundry.
  • How big is the lot at 114 Overbrook Dr?
    The lot at 114 Overbrook Dr in Wellesley, MA is about 0.22 acres (9,583 sq ft).