OPEN SAT, 12PM TO 2PM

For sale

$939,000

Est. $6,140/mo —

•

2,735

sq ft

39 Chickering Rd, Dedham, MA 02026

About this home

This updated and expanded Colonial sits in a lovely tree-lined neighborhood with easy access to several town centers and major highways. The bright, open-concept first floor flows seamlessly between living, dining, and kitchen. The kitchen is a standout, with white cabinetry, granite counters, stainless-steel appliances, and direct access to both the garage and deck. Enjoy casual meals at the peninsula or the built-in banquette. At the back of the house, a generous family room with a dedicated office area opens through sliders to the deck. The second floor has a spacious primary en-suite bedroom with walk-in closet and two additional bedrooms and bath. The lower level offers many options for playroom or gym, with lots of storage space and laundry. The yard is level and has a shed. Also nearby are Wilson Mountain Reservation with 200+ acres of trails, canoe/kayak launches on the Charles River, mall shopping at Legacy Place and University Station, major routes, and commuter rail to Boston, Providence, and NYC. Discover all that Dedham has to offer!

Single-familyProperty Type

1953Year Built

0.27 acresLot Size

$343Price/Sq.Ft.

1 garage spacesParking

Listed by Hope McDermott • Hope McDermott Real Estate

Listed by • Hope McDermott Real Estate

Listing updated: Nov 13, 2026 at 03:33am

Redfin checked: a few seconds ago

•Source:MLS PIN #73601801

Payment calculator

$6,140 per month

Principal and interest$5,125

Property taxes

$867

HOA dues

Home insurance

$149

Utilities

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5 minutes to get started. No credit impact.

Affordability tools

See this home in person

Open houses

Saturday, Nov 14

12:00pm - 2:00pm

Sunday, Nov 15

12:00pm - 2:00pm

Nearby open houses (10)

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$1,588 HOA • Garage • Community pool
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$1,999,999
11 beds3 baths4,053 sq ft
110 Murdock St, Brighton, MA 02135
3,976 sq ft lot • 3 parking spots • Built 1910
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$1,199,000
3 beds2.5 baths1,789 sq ft
41 Farragut #1, South Boston, MA 02127
$300 HOA • Built 1920 • Listed 65 days
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$799,000
2 beds2 baths955 sq ft
214 Market St #205, Brighton, MA 02135
$642 HOA • Garage • Built 2019
REDFIN OPEN SAT, 12PM TO 2PM3D & VIDEO TOUR
$1,039,880
4 beds2.5 baths2,454 sq ft
15 Condor Rd, Sharon, MA 02067
0.47 acre lot • 2 garage spots • Built 1978
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$1,665,000
3 beds3.5 baths3,000 sq ft
437 Mount Auburn St, Watertown, MA 02472
4,620 sq ft lot • 2 parking spots • Built 1926
REDFIN OPEN SAT, 2PM TO 3:30PM3D WALKTHROUGH
$625,000
4 beds2 baths1,851 sq ft
193 Exchange St, Millis, MA 02054
0.32 acre lot • Garage • Built 1890
REDFIN OPEN SAT, 2:30PM TO 4:30PM3D & VIDEO TOUR
$999,000
5 beds2.5 baths2,744 sq ft
8 Dennison Ct, Stoughton, MA 02072
0.63 acre lot • 2 garage spots • Built 1997
REDFIN OPEN SUN, 12PM TO 2PM3D WALKTHROUGH
$799,000
2 beds1.5 baths1,042 sq ft
118 I St #1, South Boston, MA 02127
$60 HOA • Built 1883 • Listed 6 days
REDFIN OPEN SUN, 12PM TO 2PM3D WALKTHROUGH
$759,000
2 beds2 baths1,124 sq ft
65 Sassamon Ave, Milton, MA 02186
5,502 sq ft lot • Garage • Built 1952

Around this home

Schools

K - 12
Preschool & daycare

Early Childhood Center

Public PreK-K • Assigned • 1.1mi

Dedham Middle School

Public 6-8 • Assigned • 1.5mi

7/10

Dedham High School

Public 9-12 • Assigned • 1.7mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

39 Chickering Rd · $939,000

DAYS ON MARKET

The average home goes pending in 22 days.

SALE-TO-LIST

Most homes are selling 0% above list price.

LIST PRICE

Median sale price in this area is $758,025. (19% lower than this home)

PRICE DROP

23% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Playroom
Insulated windows
Full basement with finished and partially finished areas and walk-out access

Bedrooms
3 bedrooms on the second floor

Bathrooms
3 full bathrooms

Kitchen
Range, dishwasher, disposal, microwave, refrigerator

Laundry & utility
Washer and dryer
Basement laundry with gas dryer hookup

Flooring
Tile, hardwood

Heating & cooling
Forced-air natural gas heating
Central air conditioning

Sale and tax history for 39 Chickering Rd

Sale History
Tax History

Date

Event

Price

MLS PIN #73601801

Nov 12, 2026

Listed

$939,000

$343/sq ft

MLS PIN #72135233

May 19, 2017

Sold

$625,000

$229/sq ft

Apr 8, 2017

Pending

—

Mar 23, 2017

Listed

$629,900

$230/sq ft

+13

Immaculate Dream Home for sale. A New second level was added to this entirely and exquisitely remodeled home. Situated in desirable Upper Dedham's Precinct One, this home has all of the bells and whistles you're looking for. Gleaming Hardwood floors throughout, 3 Bathrooms and a 1/2 bath in the partially finished basement, Central Air and Heat, A uniquely designed Open Concept kitchen with Granite counters, Breakfast Bar and Stainless Steel Appliances. A gorgeous family room that leads to a large deck for entertaining guests, a Whirlpool tub in the Master Bath inside of your Very Large Master bedroom. New Siding, Roof, Electrical and a Garage. This is a one of a kind home that MUST be seen; close to major highway and Legacy Place Mall for fun activities. Please see firm remarks regarding buyer credit.

MLS PIN #72020533

Aug 31, 2016

Sold

$300,000

$110/sq ft

Jun 28, 2016

Pending

—

Jun 9, 2016

Listed

$275,000

$101/sq ft

+25

CONTRACTORS SPECIAL in desirable Precinct One - wonderful location - This property is CORPORATE OWNED, and therefore caution should be exercised by brokers and their clients during any entry and inspection of the premises.".All this within minutes of Legacy Place, Dedham Sq & route 95/128 REASONABLE OFFERS CONSIDERED !!!- BROKERS WELCOME!!! SHOW & SELL TODAY Please See attachment for PAS requirements and WFHM offer submittal information in MLS document section All offers are contingent upon receipt of a fully executed and mutually acceptable P & S agreement & all sellers’ addendums. MAJOR TERMITE DAMAGE/FREEZE DAMAGE/ROOF LEAK/ WATER IN BASEMENT CONTRACTORS SPECIAL No offers will be considered for the first 7 calendar days a home is listed.

MLS PIN #30434444

Nov 21, 2000

Sold

$248,000

$91/sq ft

Sep 20, 2000

Listing Removed

—

Aug 4, 2000

Listed

$259,900

$95/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$9,214 (+8.0%)

$320,700 + $396,900

$717,600

2022

$8,529 (+4.0%)

$293,300 + $345,600

$638,900

2021

$8,199 (+2.1%)

$293,300 + $306,500

$599,800

2020

$8,034 (+5.3%)

$281,000 + $304,600

$585,600

2019

$7,631 (+1.9%)

$255,100 + $284,200

$539,300

2018

$7,487 (+49.8%)

$230,400 + $284,200

$514,600

2017

$4,998 (+2.2%)

$221,000 + $117,600

$338,600

2016

$4,892 (−2.1%)

$196,400 + $119,400

$315,800

2014

$4,996 (+4.1%)

$192,500 + $118,200

$310,700

2013

$4,797 (−2.0%)

$185,100 + $118,700

$303,800

2012

$4,897 (+4.3%)

$181,300 + $136,100

$317,400

2011

$4,693

$181,300 + $145,300

$326,600

2010

$4,697 (+5.0%)

$191,200 + $154,900

$346,100

2009

$4,473

$188,600 + $165,800

$354,400

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.27 Acres

Year renovated

—

Finished Sq. Ft.

1,984

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,984

Year built

1953

Style

Single Family Residential

County

Norfolk County

APN

73193

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

6/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

59% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Dedham, MA • 02026

Average low and high temperatures (°F)

35°

20°

37°

21°

51°

32°

60°

41°

69°

51°

81°

61°

85°

66°

80°

60°

75°

56°

63°

46°

53°

36°

39°

25°

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

90/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Dedham. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.3 hrs

5.2 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 39 Chickering Rd

$945,506

$6,506 over list price of $939K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $545K to $1.1M.

SOLD OCT 7, 2026
$1,050,000 Last sold price
3 beds1.5 baths2,196 sq ft
55 Fairview St, Westwood, MA 02090
$135/sq ft
smaller lot
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SOLD JUL 30, 2026
$995,000 Last sold price
5 beds3.5 baths3,255 sq ft
34 Preston St, Dedham, MA 02026
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16 years older
SOLD JUN 25, 2026
$875,000 Last sold price
4 beds2.5 baths1,935 sq ft
55 Loring St, Westwood, MA 02090
$109/sq ft
smaller lot
63 years older
BOUGHT WITH REDFIN AUG 3, 2026
$545,000 Last sold price
3 beds2 baths2,454 sq ft
277 Court St, Dedham, MA 02026
$121/sq ft
larger lot
53 years older
SOLD JUN 12, 2026
$855,000 Last sold price
3 beds2 baths1,434 sq ft
133 Pacella Dr, Dedham, MA 02026
$253/sq ft
smaller lot
8 years newer
SOLD JUN 15, 2026
$1,010,000 Last sold price
3 beds1.5 baths2,264 sq ft
70 Cobleigh St, Westwood, MA 02090
$103/sq ft
smaller lot

Rental earnings

Est. $4,461 per month, based on comparable rentals

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39 Chickering Rd, Dedham, MA 02026

White cabinetry • Granite counters • 0.27 acre lot

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Details provided by MLS PIN and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Lifestyle

Market insights

Property details

Sale and tax history for 39 Chickering Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 39 Chickering Rd

Early Access listings

Nearby similar homes

New listings for sale in 02026

More real estate resources