42 Chickering Rd, Dedham, MA 02026
OFF MARKET

42 Chickering Rd
Dedham, MA 02026

Dexter
  • 3 Beds
  • 1.5 Baths
  • 1,907 sqft

$869,100

Trulia Estimate
as of Jun 13, 2026
Est. Refi. Payment $5,250/mo*
Refinance Your Home

$869,100

Trulia Estimate
as of Jun 13, 2026
Est. Refi. Payment $5,250/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,907 sqft

Local Information

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

Description

Spacious tri-level with never ending design opportunities on a beautifully, meticulous landscaped lot in desirable Precinct One. Each floor has so many open concept possibilities and in addition sunlight shines throughout this warm and inviting space. This home features a lovely Sunroom with incredible windows which leads out to a deck and serene back yard. Additional features include generous storage, two fire places, newer kitchen appliances, spacious laundry room, and additional space which can be used in so many ways - left up to the imagination. Drive into your garage and walk into this gem of a home! This sought after neighborhood is located on the Westwood line and has easy access to the 128/95, commuter rail, shopping and so much more!
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
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 42 Chickering Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl, BrickPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Price History for 42 Chickering Rd

DatePriceEventSource
09/06/2019$580,000Sold
N/A
07/24/2019$575,000PendingAgent Provided
07/19/2019$575,000Listed For SaleAgent Provided
02/27/1997$188,000Sold
N/A

Market trends in Dedham

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
86
10MoM
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Property Tax and Assessment

Year2025
Tax$8,598
Assessment$681,300
Home facts updated by county records

Homeowner tools

Estimated monthly rent$4,778/mo
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Homes for rent near 42 Chickering Rd

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Comparable Sales for 42 Chickering Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
24 Pond Farm Rd, Dedham, MA
0.09
Single-Family Home
$700,000
11/25/25
3
1.5
1,610
24 Fair Oak Rd, Dedham, MA
0.13
Single-Family Home
$620,000
09/30/25
3
1.5
1,540
88 Chickering Rd, Dedham, MA
0.11
Single-Family Home
$775,000
08/15/25
3
1
1,284
109 Washington St, Westwood, MA
0.33
Single-Family Home
$950,000
08/25/25
3
2
1,771
8 Hillview Ter, Westwood, MA
0.35
Single-Family Home
$701,000
03/30/26
3
1
1,210
14 Eldridge Pl, Westwood, MA
0.37
Single-Family Home
$935,000
05/12/26
3
2
2,048
115 Cobleigh St, Westwood, MA
0.44
Single-Family Home
$790,000
05/15/26
3
2
1,532
829 Gay St, Westwood, MA
0.23
Single-Family Home
$1,150,000
05/29/26
4
2
2,360
40 Hooper St, Westwood, MA
0.37
Single-Family Home
$1,250,000
07/25/25
4
1.5
2,725
26 Grafton Ave, Westwood, MA
0.57
Single-Family Home
$900,000
06/30/25
3
2
1,470

Nearby homes

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Assigned Schools

These are the assigned schools for 42 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)"
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    Flag

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Apartments for Rent

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Homes for sale near 42 Chickering Rd

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Off Market Homes Near 42 Chickering Rd

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42 Chickering Rd, Dedham, MA 02026 is a 3 bedroom, 2 bathroom, 1,907 sqft single-family home built in 1952. 42 Chickering Rd is located in Dexter, Dedham. This property is not currently available for sale. 42 Chickering Rd was last sold on Sep 6, 2019 for $580,000. The current Trulia Estimate for 42 Chickering Rd is $869,100.