159 Chickering Rd, Dedham, MA 02026
OFF MARKET

159 Chickering Rd
Dedham, MA 02026

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

$1,144,000

Trulia Estimate
as of May 14, 2026
Est. Refi. Payment $6,676/mo*
Refinance Your Home

$1,144,000

Trulia Estimate
as of May 14, 2026
Est. Refi. Payment $6,676/mo*
Refinance Your Home
4 Beds
3 Baths
2,296 sqft
(on 0.50 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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
Skip to last item
  • Results are loading
Skip to first item

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
393 Highland St, Dedham, MA
0.46
Single-Family Home
$897,000
07/30/25
3
2
2,318
24 Pond Farm Rd, Dedham, MA
0.26
Single-Family Home
$700,000
11/25/25
3
1.5
1,610
78 Croft Regis Rd, Westwood, MA
0.50
Single-Family Home
$1,275,000
06/27/25
5
2
1,941
306 Highland St, Dedham, MA
0.54
Single-Family Home
$875,000
12/18/25
3
2
1,860
88 Chickering Rd, Dedham, MA
0.19
Single-Family Home
$775,000
08/15/25
3
1
1,284
1 Laura Ln, Westwood, MA
0.31
Single-Family Home
$1,300,000
12/22/25
2
2
2,448
130 Cobleigh St, Westwood, MA
0.64
Single-Family Home
$1,095,500
12/15/25
3
2.5
1,920

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

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

Skip to last item
Skip to first item

Homes for sale near 159 Chickering Rd

Skip to last item
Skip to first item

Homes for rent near 159 Chickering Rd

Skip to last item
Skip to first item

Off Market Homes Near 159 Chickering Rd

Skip to last item
Skip to first item

Explore by feature

159 Chickering Rd, Dedham, MA 02026 is a 4 bedroom, 4 bathroom, 2,296 sqft single-family home built in 2003. 159 Chickering Rd is located in Dexter, Dedham. This property is not currently available for sale. 159 Chickering Rd was last sold on Aug 17, 2017 for $615,000. The current Trulia Estimate for 159 Chickering Rd is $1,144,000.