74 Overbrook Dr, Wellesley, MA 02482
OFF MARKET

74 Overbrook Dr
Wellesley, MA 02482

  • 3 Beds
  • 2 Baths
  • 1,380 sqft (on 0.47 acres)

$1,291,700

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $7,759/mo*
Refinance Your Home

$1,291,700

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $7,759/mo*
Refinance Your Home
3 Beds
2 Baths
1,380 sqft
(on 0.47 acres)

Home Value

Trulia Estimate
$1.29M
Since last month
Decreased$7K (-0.6%)
Since last year
Increased$77K (+6.4%)
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 +56% in the last 10 years
MonthEstimated value
2026
August 2026$1.28M
July 2026$1.29M
June 2026$1.3M
May 2026$1.31M
April 2026$1.3M
March 2026$1.32M
February 2026$1.28M
January 2026$1.27M
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
11 Ingleside Rd, Natick, MA
0.25
Single-Family Home
$850,000
07/02/26
3
1.5
1,770
7 Westwood Rd, Natick, MA
0.20
Single-Family Home
$690,000
06/01/26
3
2
1,760
115 Parker Rd, Wellesley, MA
0.20
Single-Family Home
$1,320,000
11/21/25
4
1.5
1,694
16 Sunnyside Ave, Wellesley, MA
0.28
Single-Family Home
$1,180,000
08/11/26
3
1.5
1,743
17 Overbrook Ter, Natick, MA
0.24
Single-Family Home
$700,000
11/14/25
3
2
1,615
3 Sunnyside Ave, Wellesley, MA
0.26
Single-Family Home
$1,120,000
03/06/26
3
2.5
2,388
107 Overbrook Dr, Wellesley, MA
0.16
Single-Family Home
$1,400,000
08/03/26
3
2.5
2,274
45 Mayo Rd, Wellesley, MA
0.46
Single-Family Home
$1,270,000
01/08/26
3
2
1,581
2 Beverly Rd, Natick, MA
0.44
Single-Family Home
$843,000
09/02/25
3
2
1,778

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
56 Edgemoor Ave, Wellesley, MA 02482
0.03
$1,910,900
7
4.5
4,048
Off Market
67 Overbrook Dr, Wellesley, MA 02482
0.04
$2,370,400
5
4.5
4,270
Off Market
1 Peterson Rd, Natick, MA 01760
0.10
$1,140,300
3
2.5
2,000
Off Market
4 High Ledge Ave, Wellesley, MA 02482
0.07
$1,615,000
3
1.5
2,096
Off Market
51 Overbrook Dr, Wellesley, MA 02482
0.09
$2,189,400
4
3.5
3,699
Off Market
46 Overbrook Dr, Wellesley, MA 02482
0.10
$2,107,600
4
3.5
3,726
Off Market
7 Upland Rd, Natick, MA 01760
0.12
$835,100
2
1
884
Off Market
24 Edgemoor Ave, Wellesley, MA 02482
0.12
-
2
1
1,317
Off Market
22-24 Edgemoor Ave, Wellesley, MA 02482
0.12
-
-
-
-
Off Market
19 Edgemoor Ave, Wellesley, MA 02482
0.12
$1,581,400
4
3
1,584
Off Market
15 Peterson Rd, Natick, MA 01760
0.14
$1,910,400
5
3.5
4,500
Off Market
112 Woodside Ave, Wellesley, MA 02482
0.11
$2,011,800
4
2.5
2,856
Off Market

Local Information

  • Map ViewExplore the area around 74 Overbrook Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1964
Lot Size
0.47 acres
Living Area
1,380 sqft
Price/Sqft
$936

About this House

This single-family home is located at 74 Overbrook Dr, Wellesley, MA. 74 Overbrook Dr is in Wellesley, MA and in ZIP code 02482. This property has 3 bedrooms, 2 bathrooms and approximately 1,380 sqft of floor space. This property has a lot size of 0.47 acres and was built in 1964.
74 Overbrook Dr, Wellesley, MA 02482 is a 3 bedroom, 2 bathroom, 1,380 sqft single-family home built in 1964. It is currently off market. The Trulia Estimate is $1,291,700, with a rent estimate of $4,898/month.

Home Details for 74 Overbrook Dr

Interior Features

Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 6
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 0.47 acres

Price and Tax history

YearProperty taxTax assessment
2025
$13,097
$1,274,000
Home facts updated by county records

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
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  • 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
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  • 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
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  • 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
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  • 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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Homes for sale near 74 Overbrook Dr

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Off Market Homes Near 74 Overbrook Dr

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Frequently asked questions about 74 Overbrook Dr

  • What is 74 Overbrook Dr estimated to be worth?
    Trulia's estimated value for 74 Overbrook Dr in Wellesley, MA is $1,291,700.
  • 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.
  • 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.
  • How big is the lot at 74 Overbrook Dr?
    The lot at 74 Overbrook Dr in Wellesley, MA is about 0.47 acres (20,473 sq ft).