25 Chesham Rd, Brookline, MA 02445
OFF MARKET

25 Chesham Rd
Brookline, MA 02445

Fisher Hill
  • 5 Beds
  • 5 Baths
  • 2,200 sqft

$2,703,400

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $15,986/mo*
Refinance Your Home

$2,703,400

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $15,986/mo*
Refinance Your Home
5 Beds
5 Baths
2,200 sqft

Home Value

Trulia Estimate
$2.7M
Since last month
Decreased$42K (-1.5%)
Since last year
Increased$115K (+4.5%)
Since last sale
Increased$3M (+2,692,000%)
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 +44% in the last 10 years
MonthEstimated value
2026
August 2026$2.69M
July 2026$2.73M
June 2026$2.77M
May 2026$2.72M
April 2026$2.7M
March 2026$2.7M
February 2026$2.59M
January 2026$2.49M
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
323 Clark Rd, Brookline, MA
0.11
Single-Family Home
$2,995,000
03/04/26
5
4.5
3,370
333 Clark Rd, Brookline, MA
0.12
Single-Family Home
$2,487,000
12/11/25
5
3.5
3,100
34 Hyslop Rd, Brookline, MA
0.12
Single-Family Home
$4,125,000
05/28/26
5
4.5
4,001
43 Druce St, Brookline, MA
0.12
Single-Family Home
$3,285,000
05/14/26
5
4.5
3,658
189 Clinton Rd, Brookline, MA
0.08
Single-Family Home
$3,318,000
04/23/26
6
4
4,633
282 Buckminster Rd, Brookline, MA
0.11
Single-Family Home
$4,100,000
04/27/26
6
4.5
5,058
185 Tappan St, Brookline, MA
0.36
Single-Family Home
$4,350,000
09/08/25
5
5.5
3,593
22 Windsor Rd, Brookline, MA
0.40
Single-Family Home
$2,050,000
03/31/26
5
3.5
2,845
401 Clinton Rd, Brookline, MA
0.49
Single-Family Home
$2,200,000
06/15/26
5
3.5
3,463
278 Clinton Rd, Brookline, MA
0.22
Single-Family Home
$6,700,000
06/24/26
5
6.5
6,658

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
189 Clinton Rd, Brookline, MA 02445
0.08
$3,318,000
6
4
4,633
Recently Sold
92 Dean Rd, Brookline, MA 02445
0.11
$2,406,400
6
3.5
3,161
Off Market
342 Clark Rd, Brookline, MA 02445
0.11
$2,781,000
4
4.5
3,116
Off Market
96 Dean Rd, Brookline, MA 02445
0.12
$4,117,700
6
4.5
5,106
Off Market
47 Cotswold Rd, Brookline, MA 02445
0.08
$3,322,300
5
3.5
3,342
Off Market
43 Druce St, Brookline, MA 02445
0.12
$3,285,000
5
4.5
3,658
Recently Sold
282 Buckminster Rd, Brookline, MA 02445
0.11
$4,100,000
6
4.5
5,058
Recently Sold
323 Clark Rd, Brookline, MA 02445
0.11
$2,995,000
5
4.5
3,370
Recently Sold
333 Clark Rd, Brookline, MA 02445
0.12
$2,487,000
5
3.5
3,100
Recently Sold
46 Hyslop Rd, Brookline, MA 02445
0.11
$4,265,200
6
5.5
4,861
Off Market
311 Clark Rd, Brookline, MA 02445
0.11
$2,617,500
6
2.5
3,356
Off Market
34 Hyslop Rd, Brookline, MA 02445
0.12
$4,125,000
5
4.5
4,001
Recently Sold

Local Information

  • Map ViewExplore the area around 25 Chesham Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1955
Living Area
2,200 sqft
Price/Sqft
$1,229
Parking
Garage

About this House

This single-family home is located at 25 Chesham Rd, Brookline, MA. 25 Chesham Rd is in the Fisher Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 5 bedrooms, 5 bathrooms and approximately 2,200 sqft of floor space. This property has a lot size of 10018 sqft and was built in 1955.
25 Chesham Rd, Brookline, MA 02445 is a 5 bedroom, 5 bathroom, 2,200 sqft single-family home in Fisher Hill, built in 1955. It last sold for $100 on Nov 9, 2000. It is currently off market. The Trulia Estimate is $2,703,400, with a rent estimate of $7,906/month.

Home Details for 25 Chesham Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 10
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1955Year Updated: 1961
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Nov 9, 2000
Source: N/A
Sold
$100

Market trends in Brookline

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Fisher Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Fisher Hill

At least 3 Trulia users voted on each feature.

  • 100 % Say people would walk alone at night

  • 100 % Say parking is easy

  • 88 % Say streets are well-lit

  • 80 % Say there are sidewalks

  • 75 % Say there's wildlife

  • 71 % Say it's walkable to grocery stores

  • 71 % Say yards are well-kept

  • 60 % Say it's dog friendly

  • 60 % Say it's walkable to restaurants

  • 60 % Say kids play outside

  • 56 % Say car is needed

  • 52 % Say neighbors are friendly

  • 50 % Say there's holiday spirit

  • 50 % Say they plan to stay for at least 5 years

  • 44 % Say it's quiet

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "The neighborhood is great environment to raise a family. It’s peaceful, clean and quiet. We would love to be here to raise our kids here. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 25 Chesham Rd

  • What is 25 Chesham Rd estimated to be worth?
    Trulia's estimated value for 25 Chesham Rd in Brookline, MA is $2,703,400.
  • What is the price history for 25 Chesham Rd?
    25 Chesham Rd in Brookline, MA last sold for $100 in November 2000.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.22M. That is down $182K from the prior month.
  • How big is the lot at 25 Chesham Rd?
    The lot at 25 Chesham Rd in Brookline, MA is about 0.23 acres (10,018 sq ft).
  • Does 25 Chesham Rd have a garage?
    Yes, 25 Chesham Rd in Brookline, MA has a garage.

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Apartments for Rent

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Off Market Homes Near 25 Chesham Rd

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