36 Chickering Rd, Dedham, MA 02026
Property image
Property image
OFF MARKET

36 Chickering Rd
Dedham, MA 02026

Dexter
  • 3 Beds
  • 1.5 Baths
  • 1,750 sqft

$796,000

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $4,760/mo*
Refinance Your Home

$796,000

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $4,760/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,750 sqft

Home Value

Trulia Estimate
$796K
Since last month
Decreased$14K (-1.7%)
Since last year
Increased$16K (+2%)
Since last sale
Increased$209K (+35.6%)
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 +78% in the last 10 years
MonthEstimated value
2026
August 2026$797K
July 2026$811K
June 2026$821K
May 2026$824K
April 2026$806K
March 2026$802K
February 2026$772K
January 2026$758K
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
24 Pond Farm Rd, Dedham, MA
0.10
Single-Family Home
$700,000
11/25/25
3
1.5
1,610
24 Fair Oak Rd, Dedham, MA
0.14
Single-Family Home
$620,000
09/30/25
3
1.5
1,540
24 Fay Rd, Dedham, MA
0.25
Single-Family Home
$716,400
07/07/26
3
1.5
1,560
133 Pacella Dr, Dedham, MA
0.31
Single-Family Home
$855,000
06/12/26
3
2
1,434
8 Hillview Ter, Westwood, MA
0.34
Single-Family Home
$701,000
03/30/26
3
1
1,210
109 Washington St, Westwood, MA
0.32
Single-Family Home
$950,000
08/25/25
3
2
1,771
14 Eldridge Pl, Westwood, MA
0.36
Single-Family Home
$935,000
05/12/26
3
2
2,048
115 Cobleigh St, Westwood, MA
0.43
Single-Family Home
$790,000
05/15/26
3
2
1,532
70 Cobleigh St, Westwood, MA
0.36
Single-Family Home
$1,010,000
06/15/26
3
1.5
2,264
55 Loring St, Westwood, MA
0.29
Single-Family Home
$875,000
06/25/26
4
2.5
1,935

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
18 Pond Farm Rd, Dedham, MA 02026
0.09
$862,200
3
2
2,138
Off Market
24 Pond Farm Rd, Dedham, MA 02026
0.10
$700,000
3
1.5
1,610
Recently Sold
85 Chickering Rd, Dedham, MA 02026
0.11
$820,200
3
1.5
1,504
Off Market
88 Chickering Rd, Dedham, MA 02026
0.12
$819,600
3
1
1,284
Off Market
886 Gay St, Westwood, MA 02090
0.09
$1,000,000
4
2.5
2,284
Recently Sold
24 Fair Oak Rd, Dedham, MA 02026
0.14
$643,600
3
1.5
1,540
Off Market
Address Not Disclosed, Dedham, MA 02026
0.12
$589,000
1
1
915
For Sale
1000 Washington St #301, Dedham, MA 02026
0.12
-
1
1
905
Off Market
1000 Washington St #214, Dedham, MA 02026
0.12
-
1
1
714
Off Market
1000 Washington St #303, Dedham, MA 02026
0.12
-
1
1
751
Off Market
1000 Washington St #305, Dedham, MA 02026
0.12
-
1
1
915
Off Market
1000 Washington St #312, Dedham, MA 02026
0.12
-
1
1
706
Off Market

Local Information

  • Map ViewExplore the area around 36 Chickering Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1956
Living Area
1,750 sqft
Price/Sqft
$455
Parking
Garage

About this House

NEW PRICE ADJUSTMENT......This fabulous home has so much to offer and its located right on the Dedham/Westwood line. Enjoy this spacious home with GLEEMING hardwood. Living Room with brick fireplace and large picture window. The eat-in-kitchen boasts a dining area, a peninsula breakfast nook and walkout access to a beautiful 3 season glass enclosed porch overlooking your backyard. The upper level features 3 sun-filled bedrooms all with hardwood floors. A full tiled bathroom with linen closet completes the upper level. There are 2 additional lower levels.....the first level could be used as a den/office with access to the garage and has washer/dryer with laundry sink and half bath. The 2nd lower level would be used as a wonderful family room with a fireplace and built in bar area. BRAND new gas furnace. New windows, roof, a/c, hardwood floors, electrical and so much more. Sellers will entertain any reasonable offers between $585,000-$610,000
36 Chickering Rd, Dedham, MA 02026 is a 3 bedroom, 2 bathroom, 1,750 sqft single-family home in Dexter, built in 1956. It last sold for $588,000 on May 12, 2020. It is currently off market. The Trulia Estimate is $796,000, with a rent estimate of $4,537/month.

Home Details for 36 Chickering Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8Types of Rooms: Breakfast Nook, Dining Room, Family Room, Laundry Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Shingle Not Wood, BrickPatio
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 8276 sqft

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
May 12, 2020
Source: N/A
Sold
$588,000
Feb 4, 2020
Source: Agent Provided
Pending
$585,000
Dec 31, 2019
Source: Agent Provided
PriceChange
$585,000
Price decreased by 2%
Oct 11, 2019
Source: Agent Provided
PriceChange
$599,999
Price decreased by 5%
Sep 17, 2019
Source: Agent Provided
Listed For Sale
$634,900

Market trends in Dedham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$770K
Sale-to-List Price
102.6%
Price per sq ft
$475
Available listings
80
1MoM

Around this home

Neighborhood Overview

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

What Locals Say about Dexter

At least 9 Trulia users voted on each feature.

  • 92 % Say parking is easy

  • 92 % Say it's dog friendly

  • 90 % Say yards are well-kept

  • 88 % Say it's quiet

  • 82 % Say car is needed

  • 71 % Say people would walk alone at night

  • 71 % Say there's wildlife

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 62 % Say there's holiday spirit

  • 55 % Say there are sidewalks

  • 44 % Say there are community events

  • 38 % Say kids play outside

  • 31 % Say neighbors are friendly

  • 30 % Say streets are well-lit

  • 27 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Farmers market. Kayaking on Charles river. Churches. Historic buildings. People know each other. Fun in Dedham square. Shopping, movie theater and restaurants "
    0
    Flag
  • scirokid
    "Positives: Extremely safe neighborhood, super convenient to I95, surrounded by amazing houses in Precinct 1, close-knit community, all houses built by the same developer in the 1950's, alot of kids around. Negatives: Houses all very similar (little architectural diversity), neighborhood is cut off from surrounding neighborhoods (big loop - need car to get places), streets need repairs (but that's all of Dedham)"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 36 Chickering Rd

  • What is 36 Chickering Rd estimated to be worth?
    Trulia's estimated value for 36 Chickering Rd in Dedham, MA is $796,000.
  • What is the price history for 36 Chickering Rd?
    36 Chickering Rd in Dedham, MA last sold for $588,000 in May 2020.
  • Is Dedham a buyer's or seller's market?
    Dedham is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Dedham?
    The median sale price in Dedham is $770K.
  • Does 36 Chickering Rd have air conditioning?
    Yes, 36 Chickering Rd in Dedham, MA has air conditioning.
  • Does 36 Chickering Rd have laundry facilities?
    Yes, 36 Chickering Rd in Dedham, MA has in-unit laundry.

Explore by feature - Pet Friendly

16 pet-friendly rentals in Dedham, MA

Explore by feature - Air Conditioning

25 rentals with air conditioning in Dedham, MA

Explore by feature - Washer/dryer

32 rentals with a washer/dryer in Dedham, MA

Apartments for Rent

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Off Market Homes Near 36 Chickering Rd

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