206 Middlesex Rd, Brookline, MA 02467
Property image
Property image
OFF MARKET

$2,328,000

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,740 sqft

206 Middlesex Rd, Brookline, MA 02467

Chestnut Hill
Est. Refi. Payment $14,992/mo*
Refinance Your Home

Home Value

Trulia Estimate
$2.33M
Since last month
Increased$49K (+2.1%)
Since last year
Increased$63K (+2.8%)
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 +51% in the last 10 years
MonthEstimated value
2026
September 2026$2.33M
September 2026$2.32M
August 2026$2.28M
July 2026$2.34M
June 2026$2.4M
May 2026$2.46M
April 2026$2.35M
March 2026$2.31M
February 2026$2.2M
January 2026$2.23M
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
0.08
Single-Family Home
$3,300,000
06/15/26
4
4.5
3,628
174 Middlesex Rd, Newton, MA
0.07
Single-Family Home
$1,311,000
12/03/25
2
2
1,855
520 Clinton Rd, Brookline, MA
0.22
Single-Family Home
$2,394,900
08/21/26
4
3.5
2,996
76 Norfolk Rd, Brookline, MA
0.33
Single-Family Home
$2,325,000
12/04/25
3
3
2,486
37 Chestnut Hill Ter, Newton, MA
0.44
Single-Family Home
$1,850,000
08/04/26
3
3
2,744
25 Chestnut Hill Rd, Newton, MA
0.35
Single-Family Home
$2,200,000
07/29/26
4
3.5
2,800
47 Nancy Rd, Newton, MA
0.44
Single-Family Home
$2,250,000
10/30/25
3
2.5
2,844
59 Randolph Rd, Brookline, MA
0.46
Single-Family Home
$2,950,000
06/26/26
4
3.5
3,230
46 Malia Ter, Newton, MA
0.06
Single-Family Home
$3,036,350
10/06/25
5
4.5
3,909
401 Clinton Rd, Brookline, MA
0.48
Single-Family Home
$2,200,000
06/15/26
5
3.5
3,463

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
206 Middlesex Rd #U-1, Chestnut Hill, MA 02467
0.00
-
3
3
2,700
Off Market
206 Middlesex Rd #206, Chestnut Hill, MA 02467
0.00
-
4
3
2,740
Off Market
210 Middlesex Rd, Brookline, MA 02467
0.01
$2,612,200
5
4
3,254
Off Market
201 Middlesex Rd #1, Chestnut Hill, MA 02467
0.02
-
2
3
2,700
Off Market
209-215 Middlesex Rd, Brookline, MA 02467
0.03
$3,308,200
Studio
-
-
Off Market
190 Middlesex Rd, Newton, MA 02467
0.03
$1,426,400
4
5
3,637
Off Market
190 Middlesex Rd, Brookline, MA 02467
0.03
$2,266,700
6
5
3,899
Off Market
218 Middlesex Rd, Brookline, MA 02467
0.03
$3,432,900
5
4
3,422
Off Market
195 Middlesex Rd, Brookline, MA 02467
0.04
$5,193,400
8
5
5,235
Off Market
72 Spooner Rd, Brookline, MA 02467
0.05
$3,644,000
6
5
4,336
Off Market
84 Spooner Rd, Brookline, MA 02467
0.05
$2,872,800
5
5
3,716
Off Market
64 Spooner Rd, Brookline, MA 02467
0.05
$3,261,100
5
5
3,984
Off Market
20 Malia Ter, Chestnut Hill, MA 02467
0.05
$4,248,400
8
6
7,066
Off Market
230 Middlesex Rd, Brookline, MA 02467
0.05
$2,248,300
5
4
2,674
Off Market
180 Middlesex Rd, Newton, MA 02467
0.06
$793,300
3
2
1,316
Off Market
180 Middlesex Rd, Brookline, MA 02467
0.06
$1,557,400
4
3.5
2,989
Off Market
56 Spooner Rd, Brookline, MA 02467
0.06
$3,055,300
5
4
2,965
Off Market
92 Spooner Rd, Brookline, MA 02467
0.06
$3,621,300
7
4
6,000
Off Market
46 Malia Ter, Newton, MA 02467
0.06
$3,105,500
5
4.5
3,909
Off Market
183 Middlesex Rd, Brookline, MA 02467
0.06
$4,348,900
5
5
4,067
Off Market

Local Information

  • Map ViewExplore the area around 206 Middlesex Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1900
2,740 sqft
$850/sqft
Garage

About this House

What's unique:Detached garageFull securitySpacious homeNice size roomsPlenty of driveway parkingChestnut hill
This single-family home is located at 206 Middlesex Rd, Brookline, MA. 206 Middlesex Rd is in the Chestnut Hill neighborhood in Brookline, MA and in ZIP code 02467. This property has 3 bedrooms, 3 bathrooms and approximately 2,740 sqft of floor space. This property has a lot size of 6969 sqft and was built in 1900.
206 Middlesex Rd, Brookline, MA 02467 is a 3 bedroom, 3 bathroom, 2,740 sqft single-family home in Chestnut Hill, built in 1900. More recently, it was listed as a rental in May 2023 with an asking price of $6,600 per month. That rental listing was removed on September 29, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,328,000, with a rent estimate of $6,088/month.

Home Details for 206 Middlesex Rd

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 8
Appliances & Utilities
Dishwasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stucco, Brick
Parking & Garage
GarageParking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1900Year Updated: 1979
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 6969 sqft

Price and Tax history

DateEventPrice
Sep 29, 2023
Source: Zillow Rentals
ListingRemoved
May 30, 2023
Source: Zillow Rentals
Listed For Rent
$6,600

Market trends in Brookline

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.24M
$23.33KMoM
Sale-to-List Price
99.3%
0.4%MoM
Price per sq ft
$811
$6MoM
Available listings
186
30MoM

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 206 Middlesex Rd

  • What is 206 Middlesex Rd estimated to be worth?
    Trulia's estimated value for 206 Middlesex Rd in Brookline, MA is $2,328,000.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.24M. That is up $23.33K 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 206 Middlesex Rd?
    The lot at 206 Middlesex Rd in Brookline, MA is about 0.16 acres (6,969 sq ft).
  • Does 206 Middlesex Rd have a garage?
    Yes, 206 Middlesex Rd in Brookline, MA has a garage.

Explore by feature - Pet Friendly

225 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

59 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

426 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

52 rentals with a pool in Brookline, MA

Explore by feature - Washer/dryer

717 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

18 rentals with an outdoor space in Brookline, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 206 Middlesex Rd

Skip to last item
Skip to first item

Homes for sale near 206 Middlesex Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item