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

50 Chickering Rd
Dedham, MA 02026

Dexter

3 Beds
3 Baths
1,590 sqft

$776,300

Trulia Estimate

as of Jul 13, 2026

Est. Refi. Payment $4,599/mo*

Refinance Your Home

$776,300

Trulia Estimate

as of Jul 13, 2026

Est. Refi. Payment $4,599/mo*

Refinance Your Home

3 Beds

3 Baths

1,590 sqft

Local Information

Map ViewExplore the area around 50 Chickering Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 50 Chickering Rd, Dedham, MA. 50 Chickering Rd is in the Dexter neighborhood in Dedham, MA and in ZIP code 02026. This property has 3 bedrooms, 3 bathrooms and approximately 1,590 sqft of floor space. This property has a lot size of 7405 sqft and was built in 1954.

50 Chickering Rd, Dedham, MA 02026 is a 3 bedroom, 3 bathroom, 1,590 sqft single-family home in Dexter, built in 1954. It last sold for $148,500 on Jan 17, 1986. It is currently off market. The Trulia Estimate is $776,300, with a rent estimate of $4,385/month.

Home Highlights

Parking

Garage

Outdoor

Patio, Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 50 Chickering Rd

Interior Features
Interior Details BasementNumber of Rooms: 7
Heating & Cooling Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

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

Property Information
Year Built Year Built: 1954
Property Type / Style Property Type: Single Family HomeArchitecture: split level

Community
Units in Building: 1

Lot Information
Lot Area: 7405 sqft

Price History for 50 Chickering Rd

Date	Price	Event	Source
01/17/1986	$148,500	Sold	N/A
Recording Date 01/17/1986 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Dedham

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

5MoM

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Property Tax and Assessment

Year	2025
Tax	$8,772
Assessment	$695,100

Home facts updated by county records

Comparable Sales for 50 Chickering Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
24 Pond Farm Rd, Dedham, MA	0.08	Single-Family Home	$700,000	11/25/25	3	1.5	1,610
24 Fair Oak Rd, Dedham, MA	0.12	Single-Family Home	$620,000	09/30/25	3	1.5	1,540
24 Fay Rd, Dedham, MA	0.24	Single-Family Home	$716,400	07/07/26	3	1.5	1,560
133 Pacella Dr, Dedham, MA	0.29	Single-Family Home	$855,000	06/12/26	3	2	1,434
55 Loring St, Westwood, MA	0.32	Single-Family Home	$875,000	06/25/26	4	2.5	1,935
88 Chickering Rd, Dedham, MA	0.09	Single-Family Home	$775,000	08/15/25	3	1	1,284
109 Washington St, Westwood, MA	0.34	Single-Family Home	$950,000	08/25/25	3	2	1,771
15 Gay Street Ext, Westwood, MA	0.22	Single-Family Home	$1,079,000	06/17/26	4	3	3,229
115 Cobleigh St, Westwood, MA	0.44	Single-Family Home	$790,000	05/15/26	3	2	1,532
886 Gay St, Westwood, MA	0.12	Single-Family Home	$1,000,000	11/20/25	4	2.5	2,284

Nearby homes

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

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OFF MARKET
Est. $882,300
3 bd
2 ba
2,138 sqft
18 Pond Farm Rd,
Dedham, MA 02026
The Shulkin Wilk Group, Compass
SOLD
NOV 25, 2025
$700,000
3 bd
1.5 ba
1,610 sqft
24 Pond Farm Rd,
Dedham, MA 02026
Elaine Patterson, Coldwell Banker Realty - Westwood
OFF MARKET
Est. $808,300
3 bd
1.5 ba
1,504 sqft
85 Chickering Rd,
Dedham, MA 02026
The Results Team, REMAX Executive Realty
OFF MARKET
Est. $801,700
3 bd
1 ba
1,284 sqft
88 Chickering Rd,
Dedham, MA 02026
Hope McDermott, Hope McDermott Real Estate
SOLD
NOV 20, 2025
$1,000,000
4 bd
2.5 ba
2,284 sqft
886 Gay St,
Westwood, MA 02090
Theresa M. David, Gibson Sotheby's International Realty
SOLD
SEP 30, 2025
$620,000
3 bd
1.5 ba
1,540 sqft
24 Fair Oak Rd,
Dedham, MA 02026
Rei Kule, Biancuzzo Realty
FOR SALE
$589,000
1 bd
1 ba
915 sqft
Address Not Disclosed,
Dedham, MA 02026
OFF MARKET
1 bd
1 ba
905 sqft
1000 Washington St #301,
Dedham, MA 02026
Insight Realty Group, Insight Realty Group, Inc.
OFF MARKET
1 bd
1 ba
714 sqft
1000 Washington St #214,
Dedham, MA 02026
Insight Realty Group, Insight Realty Group, Inc.
OFF MARKET
1 bd
1 ba
751 sqft
1000 Washington St #303,
Dedham, MA 02026
Insight Realty Group, Insight Realty Group, Inc.
OFF MARKET
1 bd
1 ba
915 sqft
1000 Washington St #305,
Dedham, MA 02026
Insight Realty Group, Insight Realty Group, Inc.
OFF MARKET
1 bd
1 ba
706 sqft
1000 Washington St #312,
Dedham, MA 02026
Insight Realty Group, Insight Realty Group, Inc.

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Additional Cost

Assigned Schools

These are the assigned schools for 50 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

6 Homes For You
Buy: $2m - $2.67m

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
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LGBTQ Local Legal Protections

Apartments for Rent

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$2,500 - $5,600/mo
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1-3 bd
1-2 ba
The Proof | Sprague St,
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PET FRIENDLY
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Fees may apply
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Norwest Woods Apartment | Norwest Dr,
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$1,810 - $3,115/mo
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Studio-2 bd
1-2 ba
Ridgecrest Village | Washington St,
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PET FRIENDLY
$2,788 - $4,415/mo
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1-2 bd
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Gables University Station | University Ave,
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PET FRIENDLY
$2,938 - $3,836/mo
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1-2 bd
1-2 ba
Jefferson at Dedham Station | Presidents Way,
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PET FRIENDLY
$2,653 - $4,569/mo
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1-2 bd
1-2 ba
Parkway Apartments | Vfw Pkwy,
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PET FRIENDLY
$2,650 - $3,050/mo
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1-2 bd
1-2 ba
Nahatan Terrace Realty, LLC. | Centennial Dr,
Norwood, MA 02062
NEW - 1 DAY AGO
PET FRIENDLY
$2,742 - $3,932/mo
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1-3 bd
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One Upland | Upland Woods Cir,
Norwood, MA 02062
PET FRIENDLY
$2,585 - $2,715/mo
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1-2 bd
1 ba
Rockingham Glen | Rockingham Ave,
West Roxbury, MA 02132
PET FRIENDLY
$3,102 - $3,910/mo
Total price
1-2 bd
1-2 ba
The Avens at Dedham Station | Station Cir,
Dedham, MA 02026
SENIOR HOUSING
PET FRIENDLY
$2,136 - $2,757/mo
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1-2 bd
1 ba
Westwood Glen Commons | Westwood Glen Rd,
Westwood, MA 02090
PET FRIENDLY
$2,550 - $4,500/mo
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1-3 bd
1-2 ba
The Block at 22 Everett St | Everett St,
Westwood, MA 02090
PET FRIENDLY
$2,555 - $5,075/mo
Total price
1-3 bd
1-3 ba
Avalon Norwood | Lenox St,
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$4,100/mo
Fees may apply
3 bd
2 ba
40 Glenellen Rd #1,
West Roxbury, MA 02132
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Dedham
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Explore by feature - Pet Friendly

9 pet-friendly rentals in Dedham, MA

SPECIAL OFFER
PET FRIENDLY
$3,102 - $3,910/mo
Total price
1-2 bd
1-2 ba
The Avens at Dedham Station | Station Cir,
Dedham, MA 02026
SPECIAL OFFER
PET FRIENDLY
$2,938 - $3,836/mo
Total price
1-2 bd
1-2 ba
Jefferson at Dedham Station | Presidents Way,
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
$3,450/mo
Total price
2 bd
1 ba
1,000 sqft
Address Not Disclosed,
Dedham, MA 02026
APPLY INSTANTLY
PET FRIENDLY
$5,600/mo
Total price
3 bd
2 ba
1,441 sqft
20 Lower East St,
Dedham, MA 02026
PET FRIENDLY
$3,500/mo
Total price
2 bd
1 ba
1,434 sqft
243 Bussey St #404,
Dedham, MA 02026
PET FRIENDLY
$3,305/mo
Total price
2 bd
1 ba
1,271 sqft
243 Bussey St #303,
Dedham, MA 02026
PET FRIENDLY
$3,250/mo
Total price
2 bd
2 ba
1,075 sqft
329 East St #304,
Dedham, MA 02026
PET FRIENDLY
$3,000/mo
Fees may apply
2 bd
1 ba
1,650 sqft
5 Waldo St #1,
Dedham, MA 02026

Explore by feature - Garage

SPECIAL OFFER
PET FRIENDLY
$3,102 - $3,910/mo
Total price
1-2 bd
1-2 ba
The Avens at Dedham Station | Station Cir,
Dedham, MA 02026
$2,600/mo
Total price
1 bd
1 ba
1,016 sqft
32 Harris St #221,
Dedham, MA 02026
$2,400/mo
Total price
1 bd
1 ba
902 sqft
32 Harris St #315,
Dedham, MA 02026
$2,400/mo
Total price
1 bd
1 ba
800 sqft
412 Washington St #308,
Dedham, MA 02026
$2,400/mo
Total price
1 bd
1 ba
800 sqft
412 Washington St #210,
Dedham, MA 02026

Explore by feature - Air Conditioning

24 rentals with air conditioning in Dedham, MA

APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$8,500/mo
Total price
4 bd
3.5 ba
2,159 sqft
8 Bates Ct,
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
APPLY INSTANTLY
PET FRIENDLY
$3,900/mo
Total price
4 bd
1 ba
1,769 sqft
17 Linden Pl #2,
Dedham, MA 02026
APPLY INSTANTLY
ROOM FOR RENT
$1,700/mo
Total price
1 ba
Room for rent
Address Not Disclosed,
Dedham, MA 02026
APPLY INSTANTLY
ROOM FOR RENT
$1,000/mo
Total price
1 bd
1 ba
Room for rent
Address Not Disclosed,
Dedham, MA 02026
APPLY INSTANTLY
$2,700/mo
Total price
2 bd
1 ba
1,100 sqft
24 Stafford St #2,
Dedham, MA 02026
APPLY INSTANTLY
$2,700/mo
Total price
1 bd
1 ba
1,200 sqft
110 Maple Pl #8,
Dedham, MA 02026
APPLY INSTANTLY
PET FRIENDLY
$5,600/mo
Total price
3 bd
2 ba
1,441 sqft
20 Lower East St,
Dedham, MA 02026
NEW - 10 HRS AGO
$2,250/mo
Total price
1 bd
1 ba
852 sqft
18 Needham St #105,
Dedham, MA 02026
$2,600/mo
Total price
1 bd
1 ba
1,016 sqft
32 Harris St #221,
Dedham, MA 02026

Explore by feature - Washer/dryer

30 rentals with a washer/dryer in Dedham, MA

SPECIAL OFFER
PET FRIENDLY
$2,938 - $3,836/mo
Total price
1-2 bd
1-2 ba
Jefferson at Dedham Station | Presidents Way,
Dedham, MA 02026
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$8,500/mo
Total price
4 bd
3.5 ba
2,159 sqft
8 Bates Ct,
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
APPLY INSTANTLY
PET FRIENDLY
$3,900/mo
Total price
4 bd
1 ba
1,769 sqft
17 Linden Pl #2,
Dedham, MA 02026
PET FRIENDLY
$3,450/mo
Total price
2 bd
1 ba
1,000 sqft
Address Not Disclosed,
Dedham, MA 02026
FURNISHED
$34,893/mo
Total price
8 bd
5 ba
8,212 sqft
427 Westfield St #3-ID1262021P,
Dedham, MA 02026
APPLY INSTANTLY
ROOM FOR RENT
$1,700/mo
Total price
1 ba
Room for rent
Address Not Disclosed,
Dedham, MA 02026
APPLY INSTANTLY
$2,700/mo
Total price
2 bd
1 ba
1,100 sqft
24 Stafford St #2,
Dedham, MA 02026
APPLY INSTANTLY
$2,700/mo
Total price
1 bd
1 ba
1,200 sqft
110 Maple Pl #8,
Dedham, MA 02026
APPLY INSTANTLY
$4,500/mo
Total price
4 bd
1.5 ba
1,500 sqft
16 Eleanor St,
Dedham, MA 02026

Homes for sale near 50 Chickering Rd

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0.5 ACRES
$1,298,000
5 bd
2.5 ba
2,950 sqft
76 Washington St,
Westwood, MA 02090
Linda Lerner, William Raveis R.E. & Home Services
NEW
OPEN THU, 5-6PM
$749,900
3 bd
1 ba
1,143 sqft
12 Dean Ave,
Westwood, MA 02090
The Ultan and Caitlyn Team, Insight Realty Group, Inc.
0.92 ACRES
$2,349,000
4 bd
3.5 ba
4,155 sqft
213 Sandy Valley Rd,
Dedham, MA 02026
Marcella Musto, Discover Properties
0.5 ACRES
$849,900
5 bd
1.5 ba
1,419 sqft
290 East St,
Westwood, MA 02090
DeWolfe Group, Gibson Sotheby's International Realty
See more homes for sale in
Dedham
Take a look

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Off Market Homes Near 50 Chickering Rd

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SOLD
JUL 10, 2026
$715,000
4 bd
2 ba
1,773 sqft
374 Whiting Ave,
Dedham, MA 02026
Jennifer Barsamian, Compass
SOLD
JUL 10, 2026
$1,000,000
4 bd
3 ba
2,279 sqft
45 Anthony Ln,
Dedham, MA 02026
Virginia Sullivan, Coldwell Banker Realty - Westwood
SOLD
JUL 10, 2026
$806,000
3 bd
2 ba
1,513 sqft
152 Sprague St,
Dedham, MA 02026
The Semple & Hettrich Team, Coldwell Banker Realty - Sudbury
SOLD
JUL 10, 2026
$890,000
4 bd
1.5 ba
1,910 sqft
130 Gainsville Rd,
Dedham, MA 02026
Mary Ellen McDonough, Donahue Real Estate Co.
SOLD
JUL 10, 2026
$1,100,000
4 bd
3.5 ba
2,236 sqft
14 Church St,
Westwood, MA 02090
Peter Rooney, Compass
SOLD
JUL 10, 2026
$661,000
3 bd
1 ba
1,168 sqft
17 Myopia Rd,
Hyde Park, MA 02136
Common Ground Collective Team, Compass
SOLD
JUL 10, 2026
$640,000
3 bd
1 ba
1,422 sqft
39 Badger Rd,
Hyde Park, MA 02136
CJ Lee, Redfin Corp.
SOLD
JUL 10, 2026
$974,000
4 bd
1.5 ba
2,375 sqft
1 Deroma Rd,
West Roxbury, MA 02132
Julie Gross, Coldwell Banker Realty - Westwood
SOLD
JUL 10, 2026
$842,000
4 bd
2 ba
1,486 sqft
5 Baker St,
West Roxbury, MA 02132
The Movement Group, Compass
SOLD
JUL 10, 2026
$760,000
4 bd
1.5 ba
1,716 sqft
27 New Haven St,
Boston, MA 02132
The Muncey Group, Compass
See more homes for sale in
Dedham
Take a look

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50 Chickering Rd
Dedham, MA 02026

$776,300

$776,300

Local Information