55 Cherry Brook Rd, Weston, MA 02493
OFF MARKET

55 Cherry Brook Rd
Weston, MA 02493

  • 4 Beds
  • 3 Baths
  • 2,731 sqft (on 1.39 acres)

$2,010,600

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $11,997/mo*
Refinance Your Home

$2,010,600

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $11,997/mo*
Refinance Your Home
4 Beds
3 Baths
2,731 sqft
(on 1.39 acres)

Home Value

Trulia Estimate
$2.01M
Since last month
Decreased$40K (-1.9%)
Since last year
Decreased$8K (-0.4%)
Since last sale
Increased$1M (+232.4%)
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 +37% in the last 10 years
MonthEstimated value
2026
August 2026$2.03M
July 2026$1.99M
June 2026$2.07M
May 2026$2.07M
April 2026$2.05M
March 2026$2.04M
February 2026$1.98M
January 2026$1.97M
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
75 Westland Rd, Weston, MA
0.31
Single-Family Home
$1,700,000
12/12/25
4
3
2,800
14 Westland Rd, Weston, MA
0.20
Single-Family Home
$1,225,000
05/13/26
3
2
2,190
121 Cherry Brook Rd, Weston, MA
0.23
Single-Family Home
$2,100,000
02/12/26
4
3.5
3,495
54 Silver Hill Rd, Weston, MA
0.46
Single-Family Home
$1,000,000
06/16/26
4
2
2,659
64 Bakers Hill Rd, Weston, MA
0.50
Single-Family Home
$1,800,000
11/18/25
4
2.5
3,650
2 Fox Chase Ln, Weston, MA
0.46
Single-Family Home
$1,500,000
11/13/25
5
2.5
2,225
1 Aberdeen Rd, Weston, MA
0.38
Single-Family Home
$1,400,000
01/23/26
4
4
2,250
19 Bakers Hill Rd, Weston, MA
0.43
Single-Family Home
$1,691,500
10/31/25
5
3
3,265
40 Bakers Hill Rd, Weston, MA
0.46
Single-Family Home
$1,620,000
07/01/26
3
3
4,100
20 Stonehedge Rd, Lincoln, MA
0.80
Single-Family Home
$1,425,000
08/03/26
4
2.5
2,770

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
110 Cherry Brook Rd Road, Weston, MA 02493
0.18
$3,291,200
5
2.5
4,615
Off Market
31 Circle Dr, Weston, MA 02493
0.20
$2,922,700
4
2.5
3,162
Off Market
16 Buttonwood Ln, Weston, MA 02493
0.20
$3,031,300
6
4.5
5,079
Off Market
14 Westland Rd, Weston, MA 02493
0.20
$1,225,000
3
2
2,190
Recently Sold
140 Cherry Brook Rd, Weston, MA 02493
0.21
$3,329,100
6
5.5
6,326
Off Market
121 Cherry Brook Rd, Weston, MA 02493
0.23
$2,100,000
4
3.5
3,495
Recently Sold
64 Westland Rd, Weston, MA 02493
0.27
$2,603,800
6
4.5
3,586
Off Market
185 Merriam St, Weston, MA 02493
0.27
$2,088,900
3
4
3,123
Off Market
156 Cherry Brook Rd, Weston, MA 02493
0.29
$2,565,000
4
4.5
4,379
Recently Sold
75 Westland Rd, Weston, MA 02493
0.31
$1,700,000
4
3
2,800
Recently Sold
10 Bakers Hill Rd, Weston, MA 02493
0.32
$1,650,000
4
3
3,200
For Sale
26 Arrowhead Rd, Weston, MA 02493
0.33
$1,495,000
4
3
2,625
For Sale

Local Information

  • Map ViewExplore the area around 55 Cherry Brook Rd.
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Home Highlights

Property Type
Single-Family Home
Year Built
1960
Lot Size
1.39 acres
Living Area
2,731 sqft
Price/Sqft
$736

About this House

This single-family home is located at 55 Cherry Brook Rd, Weston, MA. 55 Cherry Brook Rd is in Weston, MA and in ZIP code 02493. This property has 4 bedrooms, 3 bathrooms and approximately 2,731 sqft of floor space. This property has a lot size of 1.39 acres and was built in 1960.
55 Cherry Brook Rd, Weston, MA 02493 is a 4 bedroom, 3 bathroom, 2,731 sqft single-family home built in 1960. It last sold for $610,000 on Jul 16, 1993. It is currently off market. The Trulia Estimate is $2,010,600, with a rent estimate of $6,164/month.

Home Details for 55 Cherry Brook Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 1.39 acres

Price and Tax history

DateEventPrice
Jul 16, 1993
Source: N/A
Sold
$610,000
Jun 22, 1989
Source: N/A
Sold
$634,000

Market trends in Weston

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
57
5MoM
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Around this home

What Locals Say about Weston

At least 28 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 85 % Say it's dog friendly

  • 82 % Say it's quiet

  • 80 % Say parking is easy

  • 77 % Say people would walk alone at night

  • 76 % Say there's holiday spirit

  • 74 % Say they plan to stay for at least 5 years

  • 73 % Say yards are well-kept

  • 71 % Say there's wildlife

  • 52 % Say kids play outside

  • 50 % Say neighbors are friendly

  • 44 % Say there are community events

  • 38 % Say there are sidewalks

  • 33 % Say it's walkable to grocery stores

  • 29 % Say streets are well-lit

  • 26 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Woman
    "It’s a Commuter’s dream. 3 minutes to the Pike or 128, Rt. 30, 20, or 9. 2 acres tucked in. Very convenient & private. "
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  • marc
    "I like in particular the BBQ in the June/July timeframe. Many events are also organized with different themes such as the old,car’,contest."
    3
    Flag
  • Marc
    "Some nice trails to take your dog along with easy access. Plenty of space in the center of town too where you can do long walks. Many people have them which is a plus. "
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  • Marc d. g.
    "Commute is rather easy since I work in waltham. Best time is to go to work either at 7am or after 9am. The return to home is usually a bit crowded in the 4-6 window but alternative roads exist."
    1
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  • suez
    "Weston is perfect for families. Excellent schools and this area is a true neighborhood of the old style. Houses are spaced far apart but connected by trials in the abundant conservation land. The neighbors are connected by a love of privacy and nature. They have specifically sought out an area close to Boston that still feels like you are in rural Massachusetts. A mix of historic homes and new modern works well , and the community is united by a love of this very unique environment. We are close to all the amenities of a city yet a world away. You will have to drive to restaurants and shopping and there is no public transportation but you will not have to pack up and vacation in NH or VT, you will live that life everyday and still be 25 minutes from downtown Boston."
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  • frkmus
    "Open land, a community playground for all homeowners on Kendal Common Rd. and Ellis Rd., allows children to play free of traffic in their virtually private domain. With 20 homes on 40 acres, all constructed in the 1950's, all designed by three architects, this area is unique for many reasons, not the least of which the total absence of fences has for over sixty years firmly implanted a communal spirit among all participating homeowners. The entire land mass is away from main thoroughfares on two virtually private roads; a special haven for young and old alike. Here is where we live and brought up our children."
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Apartments for Rent

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Explore by feature - Pet Friendly

8 pet-friendly rentals in Weston, MA

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7 rentals with air conditioning in Weston, MA

Explore by feature - Washer/dryer

11 rentals with a washer/dryer in Weston, MA

Explore by feature - Outdoor Space

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Homes for sale near 55 Cherry Brook Rd

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Off Market Homes Near 55 Cherry Brook Rd

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Frequently asked questions about 55 Cherry Brook Rd

  • What is 55 Cherry Brook Rd estimated to be worth?
    Trulia's estimated value for 55 Cherry Brook Rd in Weston, MA is $2,010,600.
  • What is the price history for 55 Cherry Brook Rd?
    55 Cherry Brook Rd in Weston, MA last sold for $610,000 in July 1993.
  • Is Weston a buyer's or seller's market?
    Weston is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Weston?
    Residents describe Weston, MA as dog-friendly, quiet, and easy to park in. Most residents say you need a car. See recently sold homes in Weston, MA.
  • How big is the lot at 55 Cherry Brook Rd?
    The lot at 55 Cherry Brook Rd in Weston, MA is about 1.4 acres.