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

$1,044,500

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 1,325 sqft

114 Overbrook Dr, Wellesley, MA 02482

Est. Refi. Payment $6,522/mo*
Refinance Your Home
Currently Off Market - Sold Nov 1, 2002 for $440,000

Home Value

Trulia Estimate
$1.04M
Since last month
Increased$18K (+1.8%)
Since last year
Increased$59K (+6%)
Since last sale
Increased$605K (+137.4%)
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 +60% in the last 10 years
MonthEstimated value
2026
November 2026$1.04M
October 2026$1.04M
September 2026$1.03M
August 2026$1.03M
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
149 Oak St, Natick, MA
0.28
Single-Family Home
$722,000
07/02/26
3
2
1,182
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
15 Fenmere Ave, Wellesley, MA
0.36
Single-Family Home
$1,310,000
09/02/26
2
2
1,521
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
5 Oakdale Ave, Wellesley, MA
0.20
Single-Family Home
$1,260,000
10/16/26
2
2.5
1,648
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

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
83 Edgemoor Ave, Wellesley, MA 02482
0.02
$913,600
2
2
1,500
Off Market
79 Edgemoor Ave, Wellesley, MA 02482
0.02
$1,451,400
3
3
2,320
Off Market
112 Overbrook Dr, Wellesley, MA 02482
0.02
$1,065,500
3
3
1,060
Off Market
107 Overbrook Dr, Wellesley, MA 02482
0.02
$1,400,000
3
2.5
2,274
Recently Sold
85 Edgemoor Ave, Wellesley, MA 02482
0.03
$860,000
2
1
496
Off Market
111 Overbrook Dr, Wellesley, MA 02482
0.03
$1,808,600
4
3
2,405
Off Market
92 Edgemoor Ave, Wellesley, MA 02482
0.03
$1,167,400
3
2
1,721
Off Market
122 Overbrook Dr, Wellesley, MA 02482
0.03
$1,271,600
3
2
1,391
Off Market
73 Edgemoor Ave, Wellesley, MA 02482
0.04
$2,066,800
4
3.5
3,572
Off Market
105 Overbrook Dr, Wellesley, MA 02482
0.04
$1,545,600
4
2.5
2,176
Off Market
56 High Ledge Ave, Wellesley, MA 02482
0.04
$1,621,700
3
2.5
2,400
Off Market
90 Edgemoor Ave, Wellesley, MA 02482
0.04
$1,677,100
4
2.5
2,659
Off Market
106 Overbrook Dr, Wellesley, MA 02482
0.04
$1,597,000
4
2.5
2,016
Off Market
62 High Ledge Ave, Wellesley, MA 02482
0.04
$1,648,900
4
3
2,288
Off Market
123 Overbrook Dr, Wellesley, MA 02482
0.05
$1,568,500
4
2
2,132
Off Market
94 Edgemoor Ave, Wellesley, MA 02482
0.05
$1,475,500
4
2.5
2,200
Off Market
47 Upland Rd, Natick, MA 01760
0.05
$944,500
3
2
2,015
Off Market
50 High Ledge Ave, Wellesley, MA 02482
0.05
-
-
-
-
Off Market
117 Woodside Ave, Wellesley, MA 02482
0.05
$1,351,700
3
2
1,504
Off Market
45 Upland Rd, Natick, MA 01760
0.05
$856,100
4
1.5
1,654
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

Single-Family Home
Built in 1920
1,325 sqft
$788/sqft
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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,044,500, with a rent estimate of $3,462/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: Oil, Wood PelletHeating Fuel: Oil
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 September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
92
21MoM
Sourced by Trulia Market Trends

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 114 Overbrook Dr

  • What is 114 Overbrook Dr estimated to be worth?
    Trulia's estimated value for 114 Overbrook Dr in Wellesley, MA is $1,044,500.
  • 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 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 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).

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Off Market Homes Near 114 Overbrook Dr

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