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

$1,103,600

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,296 sqft (on 0.50 acres)

159 Chickering Rd, Dedham, MA 02026

Dexter
Est. Refi. Payment $7,162/mo*
Refinance Your Home
Currently Off Market - Sold Aug 17, 2017 for $615,000

Home Value

Trulia Estimate
$1.1M
Since last month
Decreased$8K (-0.7%)
Since last year
Increased$2K (+0.2%)
Since last sale
Increased$489K (+79.5%)
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 +61% in the last 10 years
MonthEstimated value
2026
October 2026$1.1M
September 2026$1.1M
August 2026$1.11M
July 2026$1.14M
June 2026$1.15M
May 2026$1.15M
April 2026$1.13M
March 2026$1.13M
February 2026$1.09M
January 2026$1.06M
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
886 Gay St, Westwood, MA
0.39
Single-Family Home
$1,000,000
11/20/25
4
2.5
2,284
8 Karen Pines St, Dedham, MA
0.32
Single-Family Home
$1,149,000
12/18/25
4
2.5
2,540
45 Anthony Ln, Dedham, MA
0.38
Single-Family Home
$1,000,000
07/10/26
4
3
2,279
3 Cardinal Dr, Westwood, MA
0.13
Single-Family Home
$1,630,000
08/28/26
4
3.5
3,442
122 Sandy Valley Rd, Dedham, MA
0.40
Single-Family Home
$745,000
07/24/26
5
3.5
2,460
829 Gay St, Westwood, MA
0.43
Single-Family Home
$1,150,000
05/29/26
4
2
2,360
24 Pond Farm Rd, Dedham, MA
0.26
Single-Family Home
$700,000
11/25/25
3
1.5
1,610
24 Fay Rd, Dedham, MA
0.35
Single-Family Home
$716,400
07/07/26
3
1.5
1,560
133 Pacella Dr, Dedham, MA
0.26
Single-Family Home
$855,000
06/12/26
3
2
1,434
306 Highland St, Dedham, MA
0.54
Single-Family Home
$875,000
12/18/25
3
2
1,860

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
157 Chickering Rd, Dedham, MA 02026
0.02
$890,900
5
3
2,051
Off Market
28 Cedar Hill Dr, Westwood, MA 02090
0.03
$1,597,000
4
2.5
3,982
Off Market
151 Chickering Rd, Dedham, MA 02026
0.05
$755,900
3
2
1,126
Off Market
22 Cedar Hill Dr, Westwood, MA 02090
0.06
$1,341,200
4
4
2,765
Off Market
24 Cedar Hill Dr, Westwood, MA 02090
0.06
$419,300
4
2
2,464
Off Market
143 Chickering Rd, Dedham, MA 02026
0.07
$865,500
4
3.5
1,700
Off Market
140 Chickering Rd, Dedham, MA 02026
0.07
$735,400
3
3
1,800
Off Market
26 Cedar Hill Dr, Westwood, MA 02090
0.07
$1,617,800
4
3.5
3,539
Off Market
20 Cedar Hill Dr, Westwood, MA 02090
0.08
$1,377,800
4
3
3,026
Off Market
137 Chickering Rd, Dedham, MA 02026
0.09
$735,000
4
2
1,453
Off Market
130 Chickering Rd, Dedham, MA 02026
0.09
$715,200
3
1.5
1,172
Off Market
15 Whippoorwill Dr, Westwood, MA 02090
0.10
$1,781,500
4
4
3,672
Off Market
18 Cedar Hill Dr, Westwood, MA 02090
0.10
$558,300
6
3
2,400
Off Market
122 Chickering Rd, Dedham, MA 02026
0.11
$845,100
3
2
2,005
Off Market
11 Whippoorwill Dr, Westwood, MA 02090
0.12
$1,679,400
4
2.5
3,140
Off Market
9 Whippoorwill Dr, Westwood, MA 02090
0.12
$1,725,100
4
2.5
3,378
Off Market
121 Chickering Rd, Dedham, MA 02026
0.13
$782,000
4
3
1,478
Off Market
114 Chickering Rd, Dedham, MA 02026
0.13
$705,400
3
2
1,150
Off Market
3 Cardinal Dr, Westwood, MA 02090
0.13
$1,630,000
4
3.5
3,442
Recently Sold
5 Cardinal Dr, Westwood, MA 02090
0.13
$1,829,900
4
3
2,646
Off Market

Local Information

  • Map ViewExplore the area around 159 Chickering Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2003
0.5 acre lot
2,296 sqft
$481/sqft
Garage

About this House

This single-family home is located at 159 Chickering Rd, Dedham, MA. 159 Chickering Rd is in the Dexter neighborhood in Dedham, MA and in ZIP code 02026. This property has 4 bedrooms, 4 bathrooms and approximately 2,296 sqft of floor space. This property has a lot size of 0.50 acres and was built in 2003.
159 Chickering Rd, Dedham, MA 02026 is a 4 bedroom, 4 bathroom, 2,296 sqft single-family home in Dexter, built in 2003. It last sold for $615,000 on Aug 17, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,103,600, with a rent estimate of $5,329/month.

Home Details for 159 Chickering Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherDisposalMicrowave

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.50 acres

Price and Tax history

DateEventPrice
Aug 17, 2017
Source: N/A
Sold
$615,000
Jun 28, 2017
Source: Agent Provided
Pending
$659,000
Jun 23, 2017
Source: Agent Provided
PriceChange
$659,000
Price decreased by 4%
Jun 7, 2017
Source: Agent Provided
PriceChange
$690,000
Price decreased by 3%
May 26, 2017
Source: Agent Provided
Listed For Sale
$715,000

Market trends in Dedham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$750K
$20KMoM
Sale-to-List Price
101.4%
1.2%MoM
Price per sq ft
$474
$2MoM
Available listings
66
14MoM

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 159 Chickering Rd

  • What is 159 Chickering Rd estimated to be worth?
    Trulia's estimated value for 159 Chickering Rd in Dedham, MA is $1,103,600.
  • What is the price history for 159 Chickering Rd?
    159 Chickering Rd in Dedham, MA last sold for $615,000 in August 2017.
  • 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 $750K. That is down $20K from the prior month.
  • Does 159 Chickering Rd have air conditioning?
    Yes, 159 Chickering Rd in Dedham, MA has air conditioning.
  • How big is the lot at 159 Chickering Rd?
    The lot at 159 Chickering Rd in Dedham, MA is about 0.50 acres (21,780 sq ft).

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