21 Chickering Rd, Dedham, MA 02026
OFF MARKET

21 Chickering Rd
Dedham, MA 02026

Dexter
  • 3 Beds
  • 3 Baths
  • 2,047 sqft

$941,700

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $5,657/mo*
Refinance Your Home

$941,700

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $5,657/mo*
Refinance Your Home
3 Beds
3 Baths
2,047 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 21 Chickering Rd, Dedham, MA. 21 Chickering Rd is in the Dexter neighborhood in Dedham, MA and in ZIP code 02026. This property has 3 bedrooms, 3 bathrooms and approximately 2,047 sqft of floor space. This property has a lot size of 10018 sqft and was built in 1952.
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
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 21 Chickering Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

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

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price History for 21 Chickering Rd

DatePriceEventSource
08/27/2015$490,000Sold
N/A
06/26/1998$197,500Sold
N/A
12/31/1991$161,500Sold
N/A
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Property Tax and Assessment

Year2025
Tax$10,700
Assessment$847,900
Home facts updated by county records

Comparable Sales for 21 Chickering Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
24 Fair Oak Rd, Dedham, MA
0.16
Single-Family Home
$620,000
09/30/25
3
1.5
1,540
24 Pond Farm Rd, Dedham, MA
0.10
Single-Family Home
$700,000
11/25/25
3
1.5
1,610
886 Gay St, Westwood, MA
0.11
Single-Family Home
$1,000,000
11/20/25
4
2.5
2,284
14 Eldridge Pl, Westwood, MA
0.35
Single-Family Home
$935,000
05/12/26
3
2
2,048
88 Chickering Rd, Dedham, MA
0.16
Single-Family Home
$775,000
08/15/25
3
1
1,284
130 Cobleigh St, Westwood, MA
0.47
Single-Family Home
$1,095,500
12/15/25
3
2.5
1,920
115 Cobleigh St, Westwood, MA
0.46
Single-Family Home
$790,000
05/15/26
3
2
1,532
109 Washington St, Westwood, MA
0.32
Single-Family Home
$950,000
08/25/25
3
2
1,771
393 Highland St, Dedham, MA
0.42
Single-Family Home
$897,000
07/30/25
3
2
2,318
8 Hillview Ter, Westwood, MA
0.32
Single-Family Home
$701,000
03/30/26
3
1
1,210

Assigned Schools

These are the assigned schools for 21 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
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  • 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

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Homes for sale near 21 Chickering Rd

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Off Market Homes Near 21 Chickering Rd

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21 Chickering Rd, Dedham, MA 02026 is a 3 bedroom, 3 bathroom, 2,047 sqft single-family home built in 1952. 21 Chickering Rd is located in Dexter, Dedham. This property is not currently available for sale. 21 Chickering Rd was last sold on Aug 27, 2015 for $490,000. The current Trulia Estimate for 21 Chickering Rd is $941,700.