Off market aug 1999 for $350K

$1,372,295

Est. refi paymentEst. refi $2,562/mo

•

3,728

sq ft

21 Chestnut St, Wakefield, MA 01880

About this home

Single-familyProperty Type

1850Year Built

10,020 sq ftLot Size

$368Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Patricia DeWolfe • Carlson GMAC Real Estate

Bought with Patricia DeWolfe • Carlson GMAC Real Estate

Redfin checked: a few seconds ago

•Source:MLS PIN #30315908

Redfin Estimate

$1,372,295

$1.0M since sold in August 1999$14K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 40.2% higher than the average sale price ($979K) of 6 comparable homes.

SOLD AUG 26, 2026
$825,000
A
4 beds2.5 baths2,200 sq ft
18 Bartley St, Wakefield, MA 01880
SOLD AUG 21, 2026
$1,014,588
B
4 beds2.5 baths1,561 sq ft
33 Bryant St, Wakefield, MA 01880
SOLD JAN 16, 2026
$660,000
C
4 beds2 baths2,385 sq ft
13 Highland St, Wakefield, MA 01880
SOLD OCT 1, 2026
$1,150,000
D
4 beds3 baths2,034 sq ft
71 Converse St, Wakefield, MA 01880
SOLD NOV 14, 2025
$1,155,000
E
4 beds2.5 baths2,814 sq ft
138 Prospect St, Wakefield, MA 01880
SOLD MAY 13, 2026
$1,070,000
F
5 beds2 baths2,433 sq ft
57 Wave Ave, Wakefield, MA 01880

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Sell

$1,261,284

Est. take-home

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Est. cash available

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Market trends in 01880, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

102.1%

1.2% MoM

Median sale price

$795K

$7K MoM

Avg. days on market

22d

1 days MoM

Recently sold homes

5 MoM

New listings for sale

NEW 50 MINS AGO
$359,900
1 bed1 bath725 sq ft
56 Chestnut St #3, Wakefield, MA 01880
OPEN THU, 10:30AM TO 12PM
$749,000
4 beds2 baths1,693 sq ft
7 Grafton St, Wakefield, MA 01880
$699,900
3 beds1 bath2,028 sq ft
16 Pine St, Wakefield, MA 01880
$649,900
3 beds1.5 baths1,344 sq ft
51 Old Nahant Rd, Wakefield, MA 01880
$869,900
4 beds1.5 baths2,076 sq ft
28 Plymouth Rd, Wakefield, MA 01880
HOT HOME
$689,900
3 beds1.5 baths1,530 sq ft
20 Elmcrest Rd, Wakefield, MA 01880
3D WALKTHROUGH
$1,100,000
4 beds3.5 baths2,580 sq ft
172 Montrose Ave, Wakefield, MA 01880
$599,000
4 beds1.5 baths2,017 sq ft
19 W Water St, Wakefield, MA 01880
$2,575,000
5 beds3.5 baths6,765 sq ft
28 Wiley St, Wakefield, MA 01880
$1,250,000
7 beds3 baths3,716 sq ft
14 Otis St, Wakefield, MA 01880
See all

Provided by Redfin

Sale history for 21 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2026

$17,788 (+9.6%)

$410,100 + $1,105,100

$1,515,200

2025

$16,223 (+1.5%)

$386,800 + $1,042,500

$1,429,300

2024

$15,986 (+5.1%)

$384,500 + $1,036,500

$1,421,000

2023

$15,206 (+4.5%)

$350,700 + $945,600

$1,296,300

2022

$14,550 (+7.3%)

$319,400 + $861,600

$1,181,000

2021

$13,556 (+6.6%)

$297,700 + $767,200

$1,064,900

2020

$12,713 (+4.7%)

$278,300 + $717,200

$995,500

2019

$12,144 (+7.4%)

$264,600 + $681,900

$946,500

2018

$11,311 (+6.3%)

$244,100 + $629,300

$873,400

2017

$10,636 (+6.8%)

$228,100 + $588,200

$816,300

2016

$9,960 (+7.1%)

$215,800 + $522,500

$738,300

2015

$9,304 (+9.7%)

$201,700 + $488,500

$690,200

2014

$8,482 (+4.0%)

$193,900 + $469,800

$663,700

2013

$8,157 (+1.0%)

$193,900 + $469,800

$663,700

2012

$8,080 (+3.8%)

$193,900 + $485,100

$679,000

2011

$7,781 (+2.6%)

$193,900 + $485,100

$679,000

2010

$7,581 (+0.8%)

$204,600 + $492,200

$696,800

2009

$7,524

$204,600 + $516,800

$721,400

Tax history for 21 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2026

$17,788 (+9.6%)

$410,100 + $1,105,100

$1,515,200

2025

$16,223 (+1.5%)

$386,800 + $1,042,500

$1,429,300

2024

$15,986 (+5.1%)

$384,500 + $1,036,500

$1,421,000

2023

$15,206 (+4.5%)

$350,700 + $945,600

$1,296,300

2022

$14,550 (+7.3%)

$319,400 + $861,600

$1,181,000

2021

$13,556 (+6.6%)

$297,700 + $767,200

$1,064,900

2020

$12,713 (+4.7%)

$278,300 + $717,200

$995,500

2019

$12,144 (+7.4%)

$264,600 + $681,900

$946,500

2018

$11,311 (+6.3%)

$244,100 + $629,300

$873,400

2017

$10,636 (+6.8%)

$228,100 + $588,200

$816,300

2016

$9,960 (+7.1%)

$215,800 + $522,500

$738,300

2015

$9,304 (+9.7%)

$201,700 + $488,500

$690,200

2014

$8,482 (+4.0%)

$193,900 + $469,800

$663,700

2013

$8,157 (+1.0%)

$193,900 + $469,800

$663,700

2012

$8,080 (+3.8%)

$193,900 + $485,100

$679,000

2011

$7,781 (+2.6%)

$193,900 + $485,100

$679,000

2010

$7,581 (+0.8%)

$204,600 + $492,200

$696,800

2009

$7,524

$204,600 + $516,800

$721,400

*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

5.5

Stories

Lot width

—

Lot depth

—

Lot size

10,019 Sq. Ft.

Year renovated

1952

Sq. Ft.

4,618

Year built

1850

Style

Multi-Family (2-4 Unit)

County

Middlesex County

APN

2071608S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 29, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 6
Parking Features: Detached, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 196
Length: 14
Width: 14
Level: Second
Features: Cedar Closet(s),Flooring - Wall to Wall Carpet

Bedroom #2 Information
Area: 132
Length: 12
Width: 11
Level: Second
Features: Cedar Closet(s),Flooring - Wall to Wall Carpet

Bedroom #3 Information
Area: 165
Length: 11
Width: 15
Level: Second
Features: Cedar Closet(s),Flooring - Wall to Wall Carpet

Bedroom #4 Information
Area: 99
Length: 9
Width: 11
Level: Second
Features: Cedar Closet(s),Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 1
# of Bathrooms (Half): 1

Bathroom #1 Information
Area: 100
Length: 10
Width: 10
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: Second
Features: Bathroom - Full

Living Room Information
Area: 180
Length: 15
Width: 12
Level: First

Family Room Information
Area: 442
Length: 17
Width: 26
Level: First
Features: Flooring - Hardwood

Dining Room Information
Area: 225
Length: 15
Width: 15
Level: First

Kitchen Information
Area: 240
Length: 15
Width: 16
Level: First
Features: Pantry

Basement Information
Basement: Full

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Family Room

Interior Features
# of Rooms (Total): 11
Flooring: Wood, Tile, Carpet, Flooring - Hardwood
Interior Features: Den

Exterior

Building Information
Building Area (Total): 3,728
Foundation Area: 1,292
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: GRAY

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch
Exterior Features: Porch, Rain Gutters

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.23
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $3,386.96

Utilities

Utility Information
Water Source: Public, City/Town Water
Electric: 100 Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Fireplace
Cooling: Central Air

Location

Location Information
UnparsedAddress: 21 Chestnut St., Wakefield MA 01880

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails

Public facts

Beds: 6
Baths: 5.5
Sq. Ft.: 4,618
Stories: 2.0
Lot Size: 10,019 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1850
Year Renovated: 1952
County: Middlesex County
APN: 2071608S

Home facts updated by county records on Sep 29, 2026

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

Around this home

Schools

Galvin Middle School

Public 5-8 • Assigned • 0.3mi

7/10

Wakefield Memorial High School

Public 9-12 • Assigned • 1.3mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 97° expected this year, 16 days in 30 years

6/10 Wind Factor

62% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

Wakefield, MA • 01880

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 9.1 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.1 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.31M – $1.59M

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Home values near 21 Chestnut St

Data from public records.

Address	Redfin Estimate
22 Chestnut St, Wakefield, MA 4 Beds \| 1.5 Baths \| 2904 Sq. Ft.	$903,164
23 Chestnut St, Wakefield, MA 4 Beds \| 2 Baths \| 3320 Sq. Ft.	$984,756

Address	Redfin Estimate
24 Chestnut St, Wakefield, MA 4 Beds \| 2 Baths \| 1558 Sq. Ft.	$749,575
17 Chestnut St, Wakefield, MA 4 Beds \| 2 Baths \| 2718 Sq. Ft.	$894,337

Address	Redfin Estimate
25 Chestnut St, Wakefield, MA 8 Beds \| 4 Baths \| 4089 Sq. Ft.	—
20 Chestnut St, Wakefield, MA 4 Beds \| 3 Baths \| - Sq. Ft.	$1,004,496

Property information provided by MLS PIN when last listed in 1999. This data may not match . Learn more.

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