233 Middlesex Rd, Brookline, MA 02467
OFF MARKET

233 Middlesex Rd
Brookline, MA 02467

Chestnut Hill
  • 5 Beds
  • 4 Baths
  • 3,574 sqft (on 0.28 acres)

$2,937,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $17,525/mo*
Refinance Your Home

$2,937,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $17,525/mo*
Refinance Your Home
5 Beds
4 Baths
3,574 sqft
(on 0.28 acres)

Home Value

Trulia Estimate
$2.94M
Since last month
Decreased$55K (-1.8%)
Since last year
Decreased$51K (-1.7%)
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 +42% in the last 10 years
MonthEstimated value
2026
August 2026$2.93M
July 2026$2.98M
June 2026$3.07M
May 2026$3.14M
April 2026$3.02M
March 2026$2.98M
February 2026$2.83M
January 2026$2.81M
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
98 Spooner Rd, Brookline, MA
0.02
Single-Family Home
$3,300,000
06/15/26
4
4.5
3,628
167 Willard Rd, Brookline, MA
0.30
Single-Family Home
$3,400,000
09/23/25
4
3.5
3,298
401 Clinton Rd, Brookline, MA
0.42
Single-Family Home
$2,200,000
06/15/26
5
3.5
3,463
35 Jefferson Rd, Brookline, MA
0.44
Single-Family Home
$2,245,000
09/08/25
5
3.5
3,634
46 Malia Ter, Newton, MA
0.12
Single-Family Home
$3,036,350
10/06/25
5
4.5
3,909
25 Chestnut Hill Rd, Newton, MA
0.39
Single-Family Home
$2,200,000
07/29/26
4
3.5
2,800
3 Cleveland Rd, Brookline, MA
0.29
Single-Family Home
$4,600,000
05/04/26
5
6.5
4,300
59 Randolph Rd, Brookline, MA
0.48
Single-Family Home
$2,950,000
06/26/26
4
3.5
3,230
8 Penniman Rd, Brookline, MA
0.44
Single-Family Home
$3,085,000
04/29/26
6
5.5
3,907
124 Chestnut Hill Rd, Newton, MA
0.17
Single-Family Home
$5,750,000
08/04/26
5
7.5
7,359

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
98 Spooner Rd, Brookline, MA 02467
0.02
$3,300,000
4
4.5
3,628
Recently Sold
535 Clinton Rd, Brookline, MA 02467
0.10
$4,689,200
3
2.5
2,265
Off Market
195 Middlesex Rd, Brookline, MA 02467
0.09
$5,195,400
6
5
5,822
Off Market
530 Clinton Rd, Brookline, MA 02467
0.13
$3,349,400
6
3.5
4,033
Off Market
46 Malia Ter, Newton, MA 02467
0.12
$3,109,400
5
4.5
3,909
Off Market
96 Crafts Rd, Brookline, MA 02467
0.14
$5,600,600
6
4.5
6,313
Off Market
174 Middlesex Rd, Newton, MA 02467
0.14
$1,311,000
2
2
1,855
Recently Sold
20 Beacon St, Newton, MA 02467
0.16
$4,369,200
6
4.5
4,450
Off Market
2430 Beacon St #201, Chestnut Hill, MA 02467
0.17
$1,269,500
2
2.5
1,334
Off Market
2430 Beacon St #103, Chestnut Hill, MA 02467
0.17
$841,200
1
1
905
Off Market
2430 Beacon St #105, Chestnut Hill, MA 02467
0.17
$725,000
1
1
706
For Sale
2430 Beacon St #202, Chestnut Hill, MA 02467
0.17
$1,342,500
2
2.5
1,348
Off Market

Local Information

  • Map ViewExplore the area around 233 Middlesex 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
1930
Lot Size
0.28 acres
Living Area
3,574 sqft
Price/Sqft
$822

About this House

This single-family home is located at 233 Middlesex Rd, Brookline, MA. 233 Middlesex Rd is in the Chestnut Hill neighborhood in Brookline, MA and in ZIP code 02467. This property has 5 bedrooms, 4 bathrooms and approximately 3,574 sqft of floor space. This property has a lot size of 0.28 acres and was built in 1930.
233 Middlesex Rd, Brookline, MA 02467 is a 5 bedroom, 4 bathroom, 3,574 sqft single-family home in Chestnut Hill, built in 1930. It is currently off market. The Trulia Estimate is $2,937,600, with a rent estimate of $7,973/month.

Home Details for 233 Middlesex Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Brick

Property Information

Year Built
Year Built: 1930Year Updated: 1969
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price and Tax history

YearProperty taxTax assessment
2025
$29,191
$2,957,500
Home facts updated by county records

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

Neighborhood Overview

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

What Locals Say about Chestnut Hill

At least 41 Trulia users voted on each feature.

  • 91 % Say there are sidewalks

  • 86 % Say it's dog friendly

  • 81 % Say car is needed

  • 73 % Say they plan to stay for at least 5 years

  • 71 % Say yards are well-kept

  • 71 % Say streets are well-lit

  • 70 % Say there's holiday spirit

  • 66 % Say parking is easy

  • 66 % Say people would walk alone at night

  • 63 % Say it's walkable to restaurants

  • 63 % Say kids play outside

  • 62 % Say it's quiet

  • 57 % Say there's wildlife

  • 55 % Say there are community events

  • 53 % Say it's walkable to grocery stores

  • 44 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
    Flag
  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
    Flag
  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
    Flag
  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
    Flag
  • Fish r.
    "Lovely neighborhood that's close to anything and everything -- shopping, restaurants, movies, doctors, gyms, public transportation, Soule recreation center & golf course, etc. Very safe, with lots of places to go for peaceful walks. I have lived here for nearly two decades and love it."
    5
    Flag
  • Jacquizieff
    "It an a upscale and snobby neighborhood where people don’t talk to each other. We never see kids and kids make no friends in the neighborhood. Clean safe closet To Boston. Nothing around. No walking distance to anything. Supermarket and gas is over priced. "
    0
    Flag
  • Robert B.
    "Wooded neighborhood surrounded by open space on 3 sides - farm stand and parks nearby. Safe, easy commute, great schools."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 233 Middlesex Rd

  • What is 233 Middlesex Rd estimated to be worth?
    Trulia's estimated value for 233 Middlesex Rd in Brookline, MA is $2,937,600.
  • 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.
  • What do residents say about the Chestnut Hill neighborhood?
    Residents describe the Chestnut Hill neighborhood in Brookline, MA as pedestrian-friendly, dog-friendly, and established. See recently sold homes in Chestnut Hill, Brookline.
  • How big is the lot at 233 Middlesex Rd?
    The lot at 233 Middlesex Rd in Brookline, MA is about 0.28 acres (12,196 sq ft).

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Off Market Homes Near 233 Middlesex Rd

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