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

$964,800

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 2,338 sqft (on 0.27 acres)

39 Chickering Rd, Dedham, MA 02026

Dexter
Est. Refi. Payment $5,937/mo*
Refinance Your Home
Currently Off Market - Sold May 19, 2017 for $625,000

Home Value

Trulia Estimate
$965K
Since last month
Decreased$20K (-2%)
Since last year
Decreased$18K (-1.8%)
Since last sale
Increased$338K (+54.1%)
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 +77% in the last 10 years
MonthEstimated value
2026
November 2026$963K
October 2026$968K
September 2026$983K
August 2026$997K
July 2026$1.02M
June 2026$1.03M
May 2026$1.04M
April 2026$1.02M
March 2026$1.01M
February 2026$968K
January 2026$942K
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
0.07
Single-Family Home
$700,000
11/25/25
3
1.5
1,610
24 Fay Rd, Dedham, MA
0.21
Single-Family Home
$716,400
07/07/26
3
1.5
1,560
45 Anthony Ln, Dedham, MA
0.29
Single-Family Home
$1,000,000
07/10/26
4
3
2,279
886 Gay St, Westwood, MA
0.12
Single-Family Home
$1,000,000
11/20/25
4
2.5
2,284
15 Gay Street Ext, Westwood, MA
0.20
Single-Family Home
$1,079,000
06/17/26
4
3
3,229
849 Washington St, Dedham, MA
0.29
Single-Family Home
$620,000
11/10/26
3
2
1,040
829 Gay St, Westwood, MA
0.26
Single-Family Home
$1,150,000
05/29/26
4
2
2,360
14 Eldridge Pl, Westwood, MA
0.38
Single-Family Home
$935,000
05/12/26
3
2
2,048
130 Cobleigh St, Westwood, MA
0.48
Single-Family Home
$1,095,500
12/15/25
3
2.5
1,920
55 Loring St, Westwood, MA
0.31
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
45 Chickering Rd, Dedham, MA 02026
0.01
$621,500
3
1
1,160
Off Market
33 Chickering Rd, Dedham, MA 02026
0.02
$662,500
3
2
1,052
Off Market
27 Chickering Rd, Dedham, MA 02026
0.03
$763,700
3
1.5
1,227
Off Market
51 Chickering Rd, Dedham, MA 02026
0.03
$915,300
4
2.5
1,590
Off Market
2 Carmichael Cir, Dedham, MA 02026
0.03
$869,600
3
3
2,000
Off Market
42 Chickering Rd, Dedham, MA 02026
0.03
$801,400
3
1.5
1,907
Off Market
36 Chickering Rd, Dedham, MA 02026
0.03
$770,600
3
1.5
1,750
Off Market
29 Pond Farm Rd, Dedham, MA 02026
0.04
$702,200
3
2
1,466
Off Market
50 Chickering Rd, Dedham, MA 02026
0.04
$725,500
3
3
1,590
Off Market
4 Carmichael Cir, Dedham, MA 02026
0.04
$853,100
4
4
1,852
Off Market
21 Chickering Rd, Dedham, MA 02026
0.04
$883,800
3
3
2,047
Off Market
30 Chickering Rd, Dedham, MA 02026
0.04
$807,400
3
1.5
1,552
Off Market
23 Pond Farm Rd, Dedham, MA 02026
0.04
$712,800
3
2
1,408
Off Market
35 Pond Farm Rd, Dedham, MA 02026
0.04
$779,300
3
2
1,390
Off Market
54 Chickering Rd, Dedham, MA 02026
0.05
$711,700
3
2
1,624
Off Market
59 Chickering Rd, Dedham, MA 02026
0.05
$844,200
3
2
1,608
Off Market
26 Chickering Rd, Dedham, MA 02026
0.05
$631,900
3
2
1,054
Off Market
15 Chickering Rd, Dedham, MA 02026
0.05
$899,900
3
3
2,240
Off Market
15 Pond Farm Rd, Dedham, MA 02026
0.05
$735,200
3
2
1,176
Off Market
62 Chickering Rd, Dedham, MA 02026
0.06
$816,900
3
2
1,319
Off Market

Local Information

  • Map ViewExplore the area around 39 Chickering Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1953
0.27 acre lot
2,338 sqft
$413/sqft
Garage

About this House

Immaculate Dream Home for sale. A New second level was added to this entirely and exquisitely remodeled home. Situated in desirable Upper Dedham's Precinct One, this home has all of the bells and whistles you're looking for. Gleaming Hardwood floors throughout, 3 Bathrooms and a 1/2 bath in the partially finished basement, Central Air and Heat, A uniquely designed Open Concept kitchen with Granite counters, Breakfast Bar and Stainless Steel Appliances. A gorgeous family room that leads to a large deck for entertaining guests, a Whirlpool tub in the Master Bath inside of your Very Large Master bedroom. New Siding, Roof, Electrical and a Garage. This is a one of a kind home that MUST be seen; close to major highway and Legacy Place Mall for fun activities. Please see firm remarks regarding buyer credit.
39 Chickering Rd, Dedham, MA 02026 is a 3 bedroom, 4 bathroom, 2,338 sqft single-family home in Dexter, built in 1953. It last sold for $625,000 on May 19, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $964,800, with a rent estimate of $5,408/month.

Home Details for 39 Chickering Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1953
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.27 acres

Price and Tax history

DateEventPrice
May 19, 2017
Source: N/A
Sold
$625,000
Apr 8, 2017
Source: Agent Provided
Pending
$629,900
Mar 24, 2017
Source: Agent Provided
Listed For Sale
$629,900
Aug 31, 2016
Source: N/A
Sold
$300,000
Jun 28, 2016
Source: Agent Provided
Pending
$275,000

Market trends in Dedham

Last updated October 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$743K
$16.33KMoM
Sale-to-List Price
—
Price per sq ft
$462
$7MoM
Available listings
80
1MoM
Sourced by Trulia Market Trends

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 39 Chickering Rd

  • What is 39 Chickering Rd estimated to be worth?
    Trulia's estimated value for 39 Chickering Rd in Dedham, MA is $964,800.
  • What is the price history for 39 Chickering Rd?
    39 Chickering Rd in Dedham, MA last sold for $625,000 in May 2017.
  • Is Dedham a buyer's or seller's market?
    Dedham is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Dedham?
    The median sale price in Dedham is $743K. That is up $16.33K from the prior month.
  • How big is the lot at 39 Chickering Rd?
    The lot at 39 Chickering Rd in Dedham, MA is about 0.27 acres (11,761 sq ft).
  • Does 39 Chickering Rd have a garage?
    Yes, 39 Chickering Rd in Dedham, MA has a garage.

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Off Market Homes Near 39 Chickering Rd

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