Is parking easy in Dexter, Dedham, MA?

As of early 2026, 92% of users say parking is easy

Is Dexter, Dedham, MA dog-friendly?

As of early 2026, 92% of users say it's dog friendly

Are yards well-kept in Dexter, Dedham, MA?

As of early 2026, 90% of users say yards are well-kept

Is Dexter, Dedham, MA quiet?

As of early 2026, 88% of users say it's quiet

Is a car needed in Dexter, Dedham, MA?

As of early 2026, 82% of users say car is needed

Would people walk alone at night in Dexter, Dedham, MA?

As of early 2026, 71% of users say people would walk alone at night

Is there wildlife in Dexter, Dedham, MA?

As of early 2026, 71% of users say there's wildlife

Do residents of Dexter, Dedham, MA plan to stay at least 5 years?

As of early 2026, 70% of users say they plan to stay for at least 5 years

Is Dexter, Dedham, MA walkable to restaurants?

As of early 2026, 67% of users say it's walkable to restaurants

Does Dexter, Dedham, MA show holiday spirit?

As of early 2026, 62% of users say there's holiday spirit

Does Dexter, Dedham, MA have sidewalks?

As of early 2026, 55% of users say there are sidewalks

Are there community events in Dexter, Dedham, MA?

As of early 2026, 44% of users say there are community events

Do kids play outside in Dexter, Dedham, MA?

As of early 2026, 38% of users say kids play outside

Are neighbors friendly in Dexter, Dedham, MA?

As of early 2026, 31% of users say neighbors are friendly

Are the streets well-lit in Dexter, Dedham, MA?

As of early 2026, 30% of users say streets are well-lit

Is Dexter, Dedham, MA walkable to grocery stores?

As of early 2026, 27% of users say it's walkable to grocery stores

OFF MARKET

36 Chickering Rd
Dedham, MA 02026

Dexter

3 Beds
1.5 Baths
1,750 sqft

$819,700

Trulia Estimate

as of May 26, 2026

Est. Refi. Payment $4,870/mo*

Refinance Your Home

$819,700

Trulia Estimate

as of May 26, 2026

Est. Refi. Payment $4,870/mo*

Refinance Your Home

3 Beds

1.5 Baths

1,750 sqft

Local Information

-- mins to

Commute Destination

Description

NEW PRICE ADJUSTMENT......This fabulous home has so much to offer and its located right on the Dedham/Westwood line. Enjoy this spacious home with GLEEMING hardwood. Living Room with brick fireplace and large picture window. The eat-in-kitchen boasts a dining area, a peninsula breakfast nook and walkout access to a beautiful 3 season glass enclosed porch overlooking your backyard. The upper level features 3 sun-filled bedrooms all with hardwood floors. A full tiled bathroom with linen closet completes the upper level. There are 2 additional lower levels.....the first level could be used as a den/office with access to the garage and has washer/dryer with laundry sink and half bath. The 2nd lower level would be used as a wonderful family room with a fireplace and built in bar area. BRAND new gas furnace. New windows, roof, a/c, hardwood floors, electrical and so much more. Sellers will entertain any reasonable offers between $585,000-$610,000

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

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 36 Chickering Rd

Interior Features
Interior Details BasementNumber of Rooms: 8Types of Rooms: Breakfast Nook, Dining Room, Family Room, Laundry Room
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet, Hardwood
Appliances & Utilities Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Shingle Not Wood, BrickPatio
Parking & Garage GarageParking Space: 1Parking: Garage Attached

Property Information
Year Built Year Built: 1956
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Community
Units in Building: 1

Lot Information
Lot Area: 8276 sqft

Building
Fitness & Sports Tennis Court

Price History for 36 Chickering Rd

Date	Price	Event	Source
05/12/2020	$588,000	Sold	N/A
Recording Date 05/12/2020 Contract Date 05/05/2020 County Transfer Tax N/A Total Transfer Tax N/A
02/04/2020	$585,000	Pending	Agent Provided

12/31/2019	$585,000	PriceChange	Agent Provided
Price Change $14,999 (-2%)
10/11/2019	$599,999	PriceChange	Agent Provided
Price Change $34,901 (-5%)
09/17/2019	$634,900	Listed For Sale	Agent Provided

02/26/2019	$634,900	ListingRemoved	Agent Provided

02/01/2019	$634,900	Listed For Sale	Agent Provided

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2025
Tax	$8,351
Assessment	$661,700

Home facts updated by county records

Comparable Sales for 36 Chickering Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
24 Pond Farm Rd, Dedham, MA	0.10	Single-Family Home	$700,000	11/25/25	3	1.5	1,610
24 Fair Oak Rd, Dedham, MA	0.14	Single-Family Home	$620,000	09/30/25	3	1.5	1,540
88 Chickering Rd, Dedham, MA	0.12	Single-Family Home	$775,000	08/15/25	3	1	1,284
8 Hillview Ter, Westwood, MA	0.34	Single-Family Home	$701,000	03/30/26	3	1	1,210
109 Washington St, Westwood, MA	0.32	Single-Family Home	$950,000	08/25/25	3	2	1,771
14 Eldridge Pl, Westwood, MA	0.36	Single-Family Home	$935,000	05/12/26	3	2	2,048
115 Cobleigh St, Westwood, MA	0.43	Single-Family Home	$790,000	05/15/26	3	2	1,532
40 Hooper St, Westwood, MA	0.36	Single-Family Home	$1,250,000	07/25/25	4	1.5	2,725
886 Gay St, Westwood, MA	0.09	Single-Family Home	$1,000,000	11/20/25	4	2.5	2,284
26 Grafton Ave, Westwood, MA	0.56	Single-Family Home	$900,000	06/30/25	3	2	1,470

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

FOR SALE
$720,000
5 bd
2 ba
1,936 sqft
1139 East St,
Dedham, MA 02026
Steven Callahan, Steve Callahan Realty LLC
FOR SALE
$549,000
2 bd
1 ba
788 sqft
59 Beacon St #59,
Westwood, MA 02090
Tom Aaron, Coldwell Banker Realty - Wellesley
SOLD
MAY 20, 2026
$735,000
4 bd
2.5 ba
2,256 sqft
77 Booth Rd,
Dedham, MA 02026
Watson Homes Team, RE/MAX Real Estate Center
FOR SALE
OPEN SUN, 12-2PM
$709,000
3 bd
1.5 ba
1,560 sqft
24 Fay Rd,
Dedham, MA 02026
Jason Saphire, www.HomeZu.com
FOR SALE
0.34 ACRES
$1,625,000
6 bd
3.5 ba
3,658 sqft
17 Highland St,
Dedham, MA 02026
Linda Dwinell Logan, Compass
FOR SALE
0.96 ACRES
$850,000
5 bd
2 ba
2,000 sqft
12 Westwood Ter,
Westwood, MA 02090
Roberta Hershon, LAER Realty Partners
FOR SALE
$1,095,000
4 bd
3 ba
3,229 sqft
15 Gay Street Ext,
Westwood, MA 02090
Elena Price, Coldwell Banker Realty - Westwood
FOR SALE
$589,000
1 bd
1 ba
915 sqft
1000 Washington St #205,
Dedham, MA 02026
The Sarkis Team, Douglas Elliman Real Estate - The Sarkis Team
FOR SALE
$589,000
1 bd
1 ba
915 sqft
Address Not Disclosed,
Dedham, MA 02026
FOR SALE
1.01 ACRES
$2,199,000
4 bd
2.5 ba
3,584 sqft
65 Deerpath Rd,
Dedham, MA 02026
Matthew Horan, Prestige Properties, LLC
SOLD
MAY 15, 2026
$790,000
3 bd
2 ba
1,532 sqft
115 Cobleigh St,
Westwood, MA 02090
Tom Aaron, Coldwell Banker Realty - Wellesley
FOR SALE
$879,000
4 bd
3.5 ba
1,804 sqft
387 Washington St,
Westwood, MA 02090
Thuy Vo, Kava Realty Group, Inc.

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 36 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

17 Homes For You
Buy: $709k - $5.28m

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
Resident
4y ago
"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
14y ago
"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

PET FRIENDLY
$2,441 - $5,600/mo
Total price
Studio-3 bd
1-2 ba
The Proof | 40 Sprague St #1-205,
Hyde Park, MA 02136
PET FRIENDLY
$2,275 - $3,980/mo
Fees may apply
1-3 bd
1-2 ba
Norwest Woods Apartment | 1 Norwest Dr #514,
Norwood, MA 02062
PET FRIENDLY
$2,476 - $5,420/mo
Total price
1-2 bd
1-2 ba
Gables University Station | 85 University Ave #2110,
Westwood, MA 02090
PET FRIENDLY
$1,810 - $2,745/mo
Fees may apply
Studio-2 bd
1 ba
Ridgecrest Village | 5120 Washington St #5110-02,
West Roxbury, MA 02132
PET FRIENDLY
$2,963 - $3,669/mo
Total price
1-2 bd
1-2 ba
Jefferson at Dedham Station | 1000 Presidents Way #1239,
Dedham, MA 02026
PET FRIENDLY
$2,672 - $4,036/mo
Total price
1-3 bd
1-2 ba
One Upland | 8 Upland Woods Cir #311,
Norwood, MA 02062
PET FRIENDLY
$3,098 - $4,127/mo
Total price
1-2 bd
1-2 ba
The Avens at Dedham Station | 250 Station Cir #4306,
Dedham, MA 02026
PET FRIENDLY
$2,550 - $4,589/mo
Total price
Studio-2 bd
1-2 ba
Parkway Apartments | 1555 Vfw Pkwy #A-306,
West Roxbury, MA 02132
SENIOR HOUSING
PET FRIENDLY
$2,311 - $2,782/mo
Total price
1-2 bd
1 ba
Westwood Glen Commons | 21 Westwood Glen Rd #129,
Westwood, MA 02090
PET FRIENDLY
$2,650 - $3,050/mo
Total price
1-2 bd
1-2 ba
Nahatan Terrace Realty, LLC. | 1 Centennial Dr #25-12,
Norwood, MA 02062
PET FRIENDLY
$2,700 - $4,100/mo
Total price
1-3 bd
1-2 ba
The Block at 22 Everett St | 22 Everett St #414,
Westwood, MA 02090
PET FRIENDLY
$2,660 - $4,600/mo
Total price
1-2 bd
1-3 ba
Avalon Norwood | 155 Lenox St #1B-1Ba-698Sqft,
Norwood, MA 02062
APPLY INSTANTLY
PET FRIENDLY
$3,450/mo
Total price
2 bd
1 ba
31 Pine St #R,
Dedham, MA 02026
APPLY INSTANTLY
$2,769/mo
Total price
2 bd
1 ba
1859 River St #1R,
Hyde Park, MA 02136
APPLY INSTANTLY
$2,300/mo
Total price
2 bd
1 ba
5050 Washington St #224,
West Roxbury, MA 02132
See more homes for rent in
Dedham
Take a look

Skip to first item

Explore by feature

SPECIAL OFFER
PET FRIENDLY
$2,963 - $3,669/mo
Total price
1-2 bd
1-2 ba
Jefferson at Dedham Station | 1000 Presidents Way #1239,
Dedham, MA 02026
SPECIAL OFFER
PET FRIENDLY
$3,098 - $4,127/mo
Total price
1-2 bd
1-2 ba
The Avens at Dedham Station | 250 Station Cir #4306,
Dedham, MA 02026
APPLY INSTANTLY
PET FRIENDLY
$3,450/mo
Total price
2 bd
1 ba
1,000 sqft
31 Pine St #R,
Dedham, MA 02026
PET FRIENDLY
$5,200/mo
Total price
4 bd
3 ba
2,712 sqft
100 Kimball Rd,
Dedham, MA 02026
PET FRIENDLY
$1,950/mo
Fees may apply
1 bd
1 ba
362-364 East St #301,
Dedham, MA 02026
APPLY INSTANTLY
PET FRIENDLY
$3,350/mo
Total price
2 bd
2 ba
805 sqft
7-9 Chauncey St #9B,
Dedham, MA 02026
APPLY INSTANTLY
PET FRIENDLY
$4,600/mo
Total price
4 bd
2 ba
2,336 sqft
3 Oak Tree Rd,
Dedham, MA 02026
PET FRIENDLY
$2,450/mo
Total price
1 bd
1 ba
800 sqft
329 East St #405,
Dedham, MA 02026
PET FRIENDLY
$3,150/mo
Total price
2 bd
2 ba
1,200 sqft
329 East St #203,
Dedham, MA 02026
PET FRIENDLY
$2,150/mo
Total price
1 bd
1 ba
362 East St #3,
Dedham, MA 02026
10 pet-friendly rentals in Dedham, MA

Homes for sale near 36 Chickering Rd

Skip to last item

OPEN SUN, 12-2PM
$709,000
3 bd
1.5 ba
1,560 sqft
24 Fay Rd,
Dedham, MA 02026
Jason Saphire, www.HomeZu.com
OFF MARKET
Est. $1,043,000
3 bd
2 ba
1,735 sqft
70 Cobleigh St,
Westwood, MA 02090
OFF MARKET
Est. $1,154,700
3 bd
2 ba
1,916 sqft
829 Gay St,
Westwood, MA 02090
$1,095,000
4 bd
3 ba
3,229 sqft
15 Gay Street Ext,
Westwood, MA 02090
Elena Price, Coldwell Banker Realty - Westwood
OFF MARKET
Est. $1,526,500
4 bd
2.5 ba
2,631 sqft
16 Forest Rd,
Westwood, MA 02090
OFF MARKET
Est. $845,300
3 bd
2 ba
1,231 sqft
26 Cherry St,
Westwood, MA 02090
OFF MARKET
Est. $825,300
3 bd
2 ba
1,591 sqft
80 Willard St,
Dedham, MA 02026
0.29 ACRES
$899,999
4 bd
2 ba
1,548 sqft
223 Robert Rd,
Dedham, MA 02026
James Rinaldi, eXp Realty
$879,000
4 bd
3.5 ba
1,804 sqft
387 Washington St,
Westwood, MA 02090
Thuy Vo, Kava Realty Group, Inc.
OFF MARKET
Est. $884,000
3 bd
1.5 ba
2,190 sqft
137 Robert Rd,
Dedham, MA 02026
See more homes for sale in
Dedham
Take a look

Skip to first item

Off Market Homes Near 36 Chickering Rd

Skip to last item

SOLD
MAY 22, 2026
$675,000
2 bd
1 ba
1,211 sqft
46 Lancaster Ln,
Norwood, MA 02062
Jennifer Conley, Coldwell Banker Realty - Westwood
SOLD
MAY 22, 2026
$910,000
4 bd
3 ba
2,367 sqft
632 Neponset St,
Norwood, MA 02062
Aranson Maguire Group, Compass
SOLD
MAY 22, 2026
$1,050,000
3 bd
2.5 ba
1,461 sqft
60 Warwick Dr,
Westwood, MA 02090
Zhonghui Zhu, Keller Williams Realty
SOLD
MAY 22, 2026
$1,200,000
3 bd
2 ba
1,536 sqft
17 June St,
Westwood, MA 02090
Stacey Eliades, Start Realty, LLC
SOLD
MAY 22, 2026
$792,500
5 bd
2 ba
2,094 sqft
306 Fairmount Ave,
Hyde Park, MA 02136
Kirsten McEleney, KM Real Estate Group
SOLD
MAY 22, 2026
$940,000
3 bd
3.5 ba
2,710 sqft
17 June St #2,
Roslindale, MA 02131
Kris MacDonald, Insight Realty Group, Inc.
SOLD
MAY 21, 2026
$870,000
5 bd
1.5 ba
1,931 sqft
155 Bond St,
Norwood, MA 02062
Steven Callahan, Steve Callahan Realty LLC
SOLD
MAY 21, 2026
$505,000
4 bd
2 ba
2,156 sqft
107 West St,
Hyde Park, MA 02136
Steven DeFrancesco, Silverstone Realty Group
SOLD
MAY 21, 2026
$620,000
3 bd
1 ba
1,158 sqft
31 Badger Rd,
Hyde Park, MA 02136
David O Shea, Northeast Property Network
SOLD
MAY 21, 2026
$690,000
2 bd
2.5 ba
1,025 sqft
18 Joyce Kilmer Rd #2,
Boston, MA 02132
Julie Lombard, William Raveis R.E. & Home Services
See more homes for sale in
Dedham
Take a look

Skip to first item

Homes for rent near 36 Chickering Rd

Skip to last item

APPLY INSTANTLY
PET FRIENDLY
$3,950/mo
Total price
4 bd
1.5 ba
1,484 sqft
90 Edgemere Rd,
Boston, MA 02132
APPLY INSTANTLY
$2,900/mo
Total price
2 bd
1 ba
1,000 sqft
19 Mount Hope St,
Dedham, MA 02026
PET FRIENDLY
$2,795/mo
Fees may apply
2 bd
1 ba
1,200 sqft
19 Central St #B,
Norwood, MA 02062
$3,450/mo
Fees may apply
2 bd
1 ba
1,000 sqft
31 Pine St,
Dedham, MA 02026
PET FRIENDLY
$5,200/mo
Total price
4 bd
3 ba
2,712 sqft
100 Kimball Rd,
Dedham, MA 02026
PET FRIENDLY
$3,700/mo
Total price
3 bd
1 ba
1,386 sqft
36 Bonad Rd,
West Roxbury, MA 02132
PET FRIENDLY
$4,100/mo
Total price
4 bd
2 ba
1,726 sqft
14 Cedarcrest Rd,
West Roxbury, MA 02132
NEW - 1 DAY AGO
APPLY INSTANTLY
$2,100/mo
Total price
1 bd
1 ba
678 sqft
Address Not Disclosed,
Dedham, MA 02026
APPLY INSTANTLY
PET FRIENDLY
$7,500/mo
Total price
3 bd
4 ba
3,980 sqft
24 Elm St,
Dedham, MA 02026
APPLY INSTANTLY
PET FRIENDLY
$6,000/mo
Total price
5 bd
2 ba
2,232 sqft
250 Nichols St,
Norwood, MA 02062
See more homes for rent in
Dedham
Take a look

Skip to first item

36 Chickering Rd, Dedham, MA 02026 is a 3 bedroom, 2 bathroom, 1,750 sqft single-family home built in 1956. 36 Chickering Rd is located in Dexter, Dedham. This property is not currently available for sale. 36 Chickering Rd was last sold on May 12, 2020 for $588,000. The current Trulia Estimate for 36 Chickering Rd is $819,700.

36 Chickering Rd
Dedham, MA 02026

$819,700

$819,700

Local Information