Off Market Jun 2009 for $576K

$1,314,026

Est. refi paymentEst. refi $3,363/mo

•

1,706

sq ft

21 Chesterfield Rd, Milton, MA 02186

About this home

Single-familyProperty Type

1939Year Built

6,969 sq ftLot Size

$770Est. Price/Sq.Ft.

3 spacesParking

Listed by Daniel Flynn • Daniel J. Flynn Residential Sa

Bought with Barbara Taracevicz • Coldwell Banker Residential Brokerage - Milton - Adams St.

Redfin checked: a few seconds ago

•Source:MLS PIN #70911676

Redfin Estimate

$1,314,026

$738K since sold in June 2009$5,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 30.8% higher than the average sale price ($1.00M) of 6 comparable homes.

SOLD MAY 15, 2026
$1,195,000
A
3 beds2.5 baths2,073 sq ft
52 Hurlcroft Rd, Milton, MA 02186
SOLD JUN 22, 2026
$880,000
B
3 beds2 baths1,780 sq ft
41 Wallace Rd, Quincy, MA 02169
SOLD JUN 23, 2026
$1,020,000
C
3 beds1.5 baths1,818 sq ft
12 Vinewood Rd, Milton, MA 02186
SOLD AUG 29, 2025
$955,000
D
3 beds2.5 baths1,757 sq ft
67 Howe St, Milton, MA 02186
SOLD FEB 10, 2026
$1,030,000
E
3 beds1.5 baths1,722 sq ft
71 Governors Rd, Milton, MA 02186
SOLD JUL 16, 2026
$949,900
F
3 beds1.5 baths1,469 sq ft
94 Grafton Ave, Milton, MA 02186

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Sell

$984,903

Est. take-home

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Est. cash available

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Rent

$4,243/mo

Redfin rental estimate

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Market trends in 02186, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.6%

0.5% MoM

Median sale price

$1.0M

$40K MoM

Avg. days on market

20d

0 days MoM

Recently sold homes

17 MoM

New listings for sale

NEW 9 HRS AGO
$11,900,000
5 beds6 baths10,000 sq ft
540 Harland St, Milton, MA 02186
$1,050,000
3 beds2.5 baths1,946 sq ft
61 Elm St, Milton, MA 02186
HOT HOME
$1,100,000
3 beds2.5 baths2,000 sq ft
785 Brook Rd, Milton, MA 02186
$950,000
4 beds2 baths1,641 sq ft
45 Adanac Rd, Milton, MA 02186
$699,000
3 beds1.5 baths1,350 sq ft
66 Ferncroft Rd, Milton, MA 02186
$1,225,000
3 beds3 baths3,182 sq ft
355 Brush Hill Rd, Milton, MA 02186
See all

Provided by Redfin

Sale history for 21 Chesterfield Rd

Date

Event

Price

Public Records

Jun 12, 2009

Sold

$576,000

$338/sq ft

MLS PIN #70911676

Jun 15, 2009

Listing Removed

—

Jun 12, 2009

Sold

$576,000

$338/sq ft

May 4, 2009

Contingent

—

May 1, 2009

Listed

$599,000

$351/sq ft

MLS PIN #70049953

Nov 30, 2004

Sold

$600,000

$352/sq ft

Jul 11, 2004

Listing Removed

—

Jun 15, 2004

Listed

$589,900

$346/sq ft

MLS PIN #30277350

Mar 26, 1999

Sold

$275,000

$161/sq ft

Jan 22, 1999

Listing Removed

—

Nov 21, 1998

Listed

$279,900

$164/sq ft

Public Records

Jun 19, 1987

Sold

$260,000

$152/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$10,486 (+2.8%)

$462,800 + $457,000

$919,800

2022

$10,204 (+4.4%)

$462,800 + $355,500

$818,300

2021

$9,775 (+11.7%)

$405,900 + $338,600

$744,500

2020

$8,755 (+2.5%)

$318,600 + $348,700

$667,300

2019

$8,539 (−5.0%)

$309,300 + $338,600

$647,900

2018

$8,992 (+6.9%)

$312,000 + $339,100

$651,100

2017

$8,414 (+3.8%)

$297,100 + $323,400

$620,500

2016

$8,107 (+1.4%)

$283,600 + $316,900

$600,500

2015

$7,992 (+10.7%)

$263,400 + $309,900

$573,300

2014

$7,218 (+2.0%)

$216,100 + $265,400

$481,500

2013

$7,078 (+2.4%)

$216,100 + $265,400

$481,500

2012

$6,910 (+1.8%)

$216,100 + $265,400

$481,500

2011

$6,785 (+5.4%)

$226,900 + $255,300

$482,200

2010

$6,437 (+13.7%)

$226,900 + $255,300

$482,200

2009

$5,661

$226,900 + $255,300

$482,200

Tax history for 21 Chesterfield Rd

Year

Property tax

Land + Additions

Assessment*

2023

$10,486 (+2.8%)

$462,800 + $457,000

$919,800

2022

$10,204 (+4.4%)

$462,800 + $355,500

$818,300

2021

$9,775 (+11.7%)

$405,900 + $338,600

$744,500

2020

$8,755 (+2.5%)

$318,600 + $348,700

$667,300

2019

$8,539 (−5.0%)

$309,300 + $338,600

$647,900

2018

$8,992 (+6.9%)

$312,000 + $339,100

$651,100

2017

$8,414 (+3.8%)

$297,100 + $323,400

$620,500

2016

$8,107 (+1.4%)

$283,600 + $316,900

$600,500

2015

$7,992 (+10.7%)

$263,400 + $309,900

$573,300

2014

$7,218 (+2.0%)

$216,100 + $265,400

$481,500

2013

$7,078 (+2.4%)

$216,100 + $265,400

$481,500

2012

$6,910 (+1.8%)

$216,100 + $265,400

$481,500

2011

$6,785 (+5.4%)

$226,900 + $255,300

$482,200

2010

$6,437 (+13.7%)

$226,900 + $255,300

$482,200

2009

$5,661

$226,900 + $255,300

$482,200

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

6,970 Sq. Ft.

Year renovated

—

Sq. Ft.

1,994

Year built

1939

Style

Single Family Residential

County

Norfolk County

APN

132515

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Property details

Parking

Parking Information
Has Open Parking
Parking Spaces: 3
Parking Features: Paved Drive, Off Street

Interior

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2

Interior Features
# of Rooms (Total): 7
Door Features: Storm Door(s)
Window Features: Insulated Windows, Storm Window(s)
Flooring: Wood
Interior Features: Walk-Up Attic

Exterior

Building Information
Building Area (Total): 1,706
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Deck
Exterior Features: Porch, Deck

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.15
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $5,661
Tax Year: 2009

Utilities

Utility Information
Water Source: Public, City/Town Water
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Hot Water
Cooling: Wall Unit(s)

Location

Location Information
Directions: Off of Brook Road and Pleasant Street
UnparsedAddress: 21 Chesterfield Road, Milton MA 02186

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,994
Stories: 2.0
Lot Size: 6,970 square feet
Style: Single Family Residential
Year Built: 1939
Year Renovated: —
County: Norfolk County
APN: 132515

Home facts updated by county records on Jul 21, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
StandardStatus: Closed

Around this home

Schools

Cunningham School

Public PreK-5 • Assigned • 0.4mi

9/10

Charles S Pierce Middle School

Public 6-8 • Assigned • 1.6mi

8/10

Milton High School

Public 9-12 • Assigned • 1.9mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

7/10 Flood Factor

Estimated 80%+ chance 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 95° expected this year, 15 days in 30 years

6/10 Wind Factor

64% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Milton, MA • 02186

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.25M – $1.51M

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Nearby similar homes

HOT HOME

$1,100,000

3 beds2.5 baths2,000 sq ft

785 Brook Rd, Milton, MA 02186

3D WALKTHROUGH

$1,895,000

8 beds4.5 baths4,500 sq ft

147 Canton Ave, Milton, MA 02186

$1,699,900

6 beds4.5 baths5,077 sq ft

52 Ridgewood Rd, Milton, MA 02186

$799,900

4 beds2 baths1,559 sq ft

178 Farrington St, Quincy, MA 02170

$649,999

3 beds1 bath1,526 sq ft

616 Adams St, Quincy, MA 02169

$759,900

3 beds2 baths1,235 sq ft

166 Harvard St, Quincy, MA 02170

New listings for sale in 02186

NEW 9 HRS AGO

$11,900,000

5 beds6 baths10,000 sq ft

540 Harland St, Milton, MA 02186

$1,050,000

3 beds2.5 baths1,946 sq ft

61 Elm St, Milton, MA 02186

HOT HOME

$1,100,000

3 beds2.5 baths2,000 sq ft

785 Brook Rd, Milton, MA 02186

$950,000

4 beds2 baths1,641 sq ft

45 Adanac Rd, Milton, MA 02186

$699,000

3 beds1.5 baths1,350 sq ft

66 Ferncroft Rd, Milton, MA 02186

$1,225,000

3 beds3 baths3,182 sq ft

355 Brush Hill Rd, Milton, MA 02186

Home values near 21 Chesterfield Rd

Data from public records.

Address	Redfin Estimate
4 Chesterfield Road, Milton, MA 3 Beds \| 1.5 Baths \| 1783 Sq. Ft.	$1,082,103
18 Chesterfield Road, Milton, MA 4 Beds \| 2 Baths \| 1791 Sq. Ft.	$1,337,721

Address	Redfin Estimate
10 Chesterfield Road, Milton, MA 3 Beds \| 1.5 Baths \| 1737 Sq. Ft.	$1,117,576
24 Chesterfield Road, Milton, MA 3 Beds \| 2.5 Baths \| 2020 Sq. Ft.	$1,376,909

Address	Redfin Estimate
12 Chesterfield Road, Milton, MA 3 Beds \| 2.5 Baths \| 1555 Sq. Ft.	$1,002,265
32 Chesterfield Road, Milton, MA 3 Beds \| 1.5 Baths \| 1671 Sq. Ft.	$1,078,995

Property information provided by MLS PIN when last listed in 2009. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02186, MA

Sale history for 21 Chesterfield Rd

Tax history for 21 Chesterfield Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02186

Home values near 21 Chesterfield Rd

More real estate resources