OFF MARKET

Off Market Nov 2024 for $350K

$342,533

Est. refi paymentEst. refi $1,001/mo

•

2,100

sq ft

21 Middlefield Rd, Chester, MA 01011

About this home

Gem of the Valley Restored Colonial near the Berkshires and 5 Colleges area of Northampton!Graciously restored 1910 center hall colonial in the Gateway of the Hilltowns. The Haley house is located in the charming village of Chester very close to local shopping, restaurants and entertainment with the Chester Theatre Company right next door! The home has deep heritage in town with ties to Hamilton Emery Mill being built for its GM at the time, Thomas Haley. Recent improvements include a new kitchen, bathroom, heating system, whole house insulation, new windows and EV Charging Station for starters. Whether inside near the gas stove or outside on one of the covered porches, the country calm and fresh air will sooth your soul. You might just hear the West Branch of the Westfield River too which is within sight from your back yard. Work from home? High Speed Internet available.

Single-familyProperty Type

1910Year Built

0.38 acresLot Size

$163Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Altaluxre Group • William Pitt Sotheby's International Realty

Bought with Linda Webster • Coldwell Banker Community REALTORS®

Redfin checked: 2 minutes ago

•Source:MLS PIN #73300654

Redfin Estimate

$342,533

$7,467 since sold in November 2024$5,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 38.7% higher than the average sale price ($247K) of 6 comparable homes.

SOLD JUN 26, 2026
$230,000
A
3 beds2 baths1,945 sq ft
84 Middlefield Rd, Chester, MA 01011
SOLD JUN 16, 2026
$250,000
B
4 beds2 baths2,058 sq ft
10 Crescent St, Huntington, MA 01050
SOLD DEC 1, 2025
$291,000
C
3 beds2 baths1,912 sq ft
7 William St, Chester, MA 01011
SOLD FEB 12, 2026
$27,500
D
5 beds1.5 baths2,322 sq ft
171 Prospect, Chester, MA 01011
SOLD AUG 4, 2026
$483,000
E
3 beds2 baths1,600 sq ft
162 Ymca Rd, Becket, MA 01223
SOLD JUN 4, 2026
$200,000
F
2 beds1.5 baths2,180 sq ft
120 Prospect St, Chester, MA 01011

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,851/mo

Redfin rental estimate

List your home for rent

Market trends in 01011, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.5%

14.2% MoM

Median sale price

$280K

$25K MoM

Avg. days on market

23d

5 days MoM

Recently sold homes

0 MoM

New listings for sale

$269,900
2 beds1 bath734 sq ft
28 Hampden St, Chester, MA 01011
See all

Provided by Redfin

Sale history for 21 Middlefield Rd

Date

Event

Price

MLS PIN #73300654

Nov 26, 2024

Sold

$350,000

$167/sq ft

Oct 24, 2024

Contingent

—

Oct 12, 2024

Listed

$325,000

$155/sq ft

BCMLS #244731

Nov 26, 2024

Sold

$350,000

$167/sq ft

Oct 12, 2024

Listed

$325,000

$155/sq ft

Oct 9, 2024

Coming Soon

$325,000

$155/sq ft

+18

Public Remarks

Graciously restored 1910 center hall colonial in the Gateway of the Hilltowns. The Haley house is located in the charming village of Chester very close to local shopping, restaurants and entertainment with the Chester Theatre Company right next door! The home has deep heritage in town with ties to Hamilton Emery Mill being built for its GM at the time, Thomas Haley. Recent improvements include a new kitchen, bathroom, heating system, whole house insulation, new windows and EV Charging Station for starters. Whether inside near the gas stove or outside on one of the covered porches, the country calm and fresh air will sooth your soul. You might just hear the West Branch of the Westfield River too which is within sight from your back yard. Work from home? High Speed Internet available.

MLS PIN #71959531

May 27, 2016

Sold

$165,000

$79/sq ft

Feb 16, 2016

Listed

$169,000

$80/sq ft

+21

How long does it take you to get to work in white knuckle traffic? 30 minutes to Springfield/Northampton on a country road for this New England Center Hall Colonial in wonderful condition. Perfect amount of space for your whole family. Great entertaining house! The mixture of character, fine construction and sunlight make for a wonderful home in the quintessential New England Village of Chester. If you want a laid back country lifestyle all while being within 30 minutes to Metro areas this is it! Fishing, hiking, country stores and smiles are the way here. Imagine the splendor of a well crafted home with all the fine amenities. You can make your dream a reality!

MLS PIN #30348534

Jan 31, 2000

Sold

$107,000

$51/sq ft

Aug 23, 1999

Listed

$110,000

$52/sq ft

Public Records

Jan 7, 1999

Sold

$78,000

$37/sq ft

Public Records

Sep 12, 1996

Sold

$80,000

$38/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$3,880 (+6.7%)

$17,000 + $200,600

$217,600

2022

$3,635 (+5.3%)

$17,000 + $172,500

$189,500

2020

$3,453 (−0.7%)

$14,000 + $152,800

$166,800

2019

$3,476 (+4.5%)

$13,100 + $152,400

$165,500

2018

$3,327 (+2.9%)

$13,100 + $158,400

$171,500

2017

$3,233 (+6.5%)

$13,100 + $146,000

$159,100

2016

$3,036 (+3.5%)

$13,100 + $137,500

$150,600

2015

$2,932 (−7.6%)

$14,600 + $137,300

$151,900

2014

$3,172 (+3.0%)

$14,600 + $137,300

$151,900

2013

$3,081 (+2.6%)

$14,600 + $137,300

$151,900

2012

$3,003 (+1.7%)

$15,100 + $143,300

$158,400

2011

$2,953

$15,100 + $143,300

$158,400

Tax history for 21 Middlefield Rd

Year

Property tax

Land + Additions

Assessment*

2023

$3,880 (+6.7%)

$17,000 + $200,600

$217,600

2022

$3,635 (+5.3%)

$17,000 + $172,500

$189,500

2020

$3,453 (−0.7%)

$14,000 + $152,800

$166,800

2019

$3,476 (+4.5%)

$13,100 + $152,400

$165,500

2018

$3,327 (+2.9%)

$13,100 + $158,400

$171,500

2017

$3,233 (+6.5%)

$13,100 + $146,000

$159,100

2016

$3,036 (+3.5%)

$13,100 + $137,500

$150,600

2015

$2,932 (−7.6%)

$14,600 + $137,300

$151,900

2014

$3,172 (+3.0%)

$14,600 + $137,300

$151,900

2013

$3,081 (+2.6%)

$14,600 + $137,300

$151,900

2012

$3,003 (+1.7%)

$15,100 + $143,300

$158,400

2011

$2,953

$15,100 + $143,300

$158,400

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.38 Acres

Year renovated

—

Sq. Ft.

2,100

Year built

1900

Style

Single Family Residential

County

Hampden County

APN

3971714

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 2
Parking Features: Detached, Off Street

Interior

Master Bedroom Information
Level: Second
Features: Flooring - Hardwood

Bedroom #2 Information
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Level: Second
Features: Flooring - Hardwood,Attic Access

Bathroom Information
# of Bathrooms (Full): 2

Bathroom #1 Information
Level: First
Features: Bathroom - 3/4,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: Second

Living Room Information
Level: First
Features: Flooring - Hardwood

Family Room Information
Level: Second
Features: Flooring - Hardwood,Balcony - Exterior

Dining Room Information
Level: First
Features: Flooring - Hardwood

Kitchen Information
Level: First
Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Exterior Access,Remodeled,Gas Stove,Vestibule

Basement Information
Basement: Full, Walk-Out Access, Interior Entry, Concrete, Unfinished

Laundry Information
Laundry Features: In Basement

Interior Features
# of Rooms (Total): 9
Window Features: Insulated Windows
Flooring: Wood, Tile
Interior Features: Sitting Room, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 2,100
Foundation Details: Brick/Mortar
Construction Materials: Conventional (2x4-2x6)
Year Built Source: Owner
Year Built Details: Approximate,Renovated Since
Color: Gray

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

Property Information
PropertySubType: Single Family Residence
Has Waterview
River

Lot Information
Lot Size (Acres): 0.38
Lot Features: Easements
Frontage Length: 99
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $4,001
Tax Year: 2024

Utilities

Utility Information
Sewer: Inspection Required for Sale
Water Source: Public
Electric: 100 Amp Service

Heating & Cooling
Has Heating
Heating: Baseboard, Oil, Propane, Other

Location

Location Information
Directions: Route 20 to Middlefield Rd. GPS works well. Located next to Town Hall.
UnparsedAddress: 21 Middlefield Rd, Chester MA 01011

Community Information
Senior CommunityYN: No
Community Features: Shopping, Walk/Jog Trails, House of Worship, Public School

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,100
Stories: 2.0
Lot Size: 0.38 acres
Style: Single Family Residential
Year Built: 1900
Year Renovated: —
County: Hampden County
APN: 3971714

Home facts updated by county records on Jul 19, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools
Places
Transit

Chester Elementary School

Public PreK-5 • Assigned • 1.2mi

5/10

Gateway Regional Junior High School

Public 6-8 • Assigned • 6.1mi

Gateway Regional High School

Public 6-12 • Assigned • 6.1mi

4/10

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

3/10 Heat Factor

8 days above 92° expected this year, 20 days in 30 years

4/10 Wind Factor

17% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Chester, MA • 01011

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 8.7 hours in June and 4 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$326,000 – $394,000

Sell confidently with a local market expert in Chester. 3 minutes to get started.

Nearby similar homes

$825,000

3 beds3 baths2,829 sq ft

140 Leland Rd, Becket, MA 01223

NEW CONSTRUCTION

$829,000

3 beds2.5 baths1,798 sq ft

Lot1 Marcy Rd, Otis, MA 01253

NEW CONSTRUCTION

$829,000

3 beds2.5 baths1,798 sq ft

Lot 1 Marcy Rd, Otis, MA 01253

$420,000

2 beds1 bath1,364 sq ft

345 Harvey Rd, Worthington, MA 01098

$185,000

4 beds2 baths2,151 sq ft

1 Crane Rd, Chester, MA 01011

$475,000

3 beds2 baths2,184 sq ft

177 Fred Snow Rd, Becket, MA 01223

New listings for sale in 01011

$269,900

2 beds1 bath734 sq ft

28 Hampden St, Chester, MA 01011

Home values near 21 Middlefield Rd

Data from public records.

Address	Redfin Estimate
28 Middlefield Rd, Chester, MA 3 Beds \| 1 Baths \| 1760 Sq. Ft.	$303,591
29 Middlefield Rd, Chester, MA 2 Beds \| 1 Baths \| 2332 Sq. Ft.	$246,680

Address	Redfin Estimate
9 Middlefield Rd, Chester, MA 4 Beds \| 2 Baths \| 2440 Sq. Ft.	$299,933
37 Middlefield Rd, Chester, MA 4 Beds \| 1 Baths \| 1536 Sq. Ft.	$231,363

Address	Redfin Estimate
25 Middlefield Rd, Chester, MA 3 Beds \| 1 Baths \| 1000 Sq. Ft.	$278,091
45 Middlefield Rd, Chester, MA 7 Beds \| 2 Baths \| 3058 Sq. Ft.	—

Property information provided by MLS PIN when last listed in 2024. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Hartland homes for sale
Granby homes for sale
Canaan homes for sale
Suffield homes for sale
North Canaan homes for sale

Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Chester Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings
Agents near me	Quincy, MA homes for sale	Chester Housing Market

Chicopee homes for sale
Pittsfield homes for sale
Northampton homes for sale

01050 homes for sale
01223 homes for sale
01011 homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 01011, MA

Sale history for 21 Middlefield Rd

Tax history for 21 Middlefield Rd

Public record

Property details

Around this home

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01011

Home values near 21 Middlefield Rd

More real estate resources