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

159 Chickering Rd
Dedham, MA 02026

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

$1,134,500

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $6,847/mo*
Refinance Your Home

$1,134,500

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $6,847/mo*
Refinance Your Home
4 Beds
3 Baths
2,296 sqft
(on 0.50 acres)

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

Property Type
Single-Family Home
Year Built
2003
Lot Size
0.5 acres
Living Area
2,296 sqft
Price/Sqft
$494
Parking
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. It is currently off market. The Trulia Estimate is $1,134,500, with a rent estimate of $5,447/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 History for 159 Chickering Rd

DatePriceEventSource
08/17/2017$615,000Sold
N/A
06/28/2017$659,000PendingAgent Provided
06/23/2017$659,000PriceChange
Agent Provided
06/07/2017$690,000PriceChange
Agent Provided
05/26/2017$715,000Listed For SaleAgent Provided
12/12/2016$699,000ListingRemovedAgent Provided
08/31/2016$699,000PriceChange
Agent Provided
07/18/2016$749,000PriceChange
Agent Provided
07/07/2016$775,000Listed For SaleAgent Provided
06/03/2016$799,900ListingRemovedAgent Provided
03/04/2016$849,999PriceChange
Agent Provided
03/02/2016$849,000PriceChange
Agent Provided
01/07/2016$849,999Listed For SaleAgent Provided
03/07/2005$605,000Sold
N/A

Market trends in Dedham

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
81
5MoM
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Property Tax and Assessment

Year2025
Tax$12,515
Assessment$991,700
Home facts updated by county records

Comparable Sales for 159 Chickering Rd

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
24 Fair Oak Rd, Dedham, MA
0.20
Single-Family Home
$620,000
09/30/25
3
1.5
1,540
45 Anthony Ln, Dedham, MA
0.38
Single-Family Home
$1,000,000
07/10/26
4
3
2,279
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 homes

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Assigned Schools

These are the assigned schools for 159 Chickering Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Apartments for Rent

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Explore by feature - Pet Friendly

19 pet-friendly rentals in Dedham, MA

Explore by feature - Garage

6 rentals with a garage in Dedham, MA

Explore by feature - Air Conditioning

31 rentals with air conditioning in Dedham, MA

Explore by feature - Washer/dryer

34 rentals with a washer/dryer in Dedham, MA

Explore by feature - Outdoor Space

7 rentals with an outdoor space in Dedham, MA

Homes for sale near 159 Chickering Rd

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Off Market Homes Near 159 Chickering Rd

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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 $1,134,500.
  • 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 do residents say about the Dexter neighborhood?
    Residents describe the Dexter neighborhood in Dedham, MA as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Dexter, Dedham.
  • 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).