Is there wildlife in Middlefield, MA?

As of early 2026, 100% of users say there's wildlife

Is Middlefield, MA dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Do residents of Middlefield, MA plan to stay at least 5 years?

As of early 2026, 100% of users say they plan to stay for at least 5 years

Are neighbors friendly in Middlefield, MA?

As of early 2026, 50% of users say neighbors are friendly

Are there community events in Middlefield, MA?

As of early 2026, 50% of users say there are community events

What is 32 Chester Rd estimated to be worth?

Trulia's estimated value for 32 Chester Rd in Middlefield, MA is $253,200 .

What is the price history for 32 Chester Rd?

32 Chester Rd in Middlefield, MA last sold for $180,000 in January 2023.

Is Middlefield a buyer's or seller's market?

Middlefield is currently a balanced market, based on recent for-sale activity.

What are the closest schools to 32 Chester Rd?

The closest schools to 32 Chester Rd in Middlefield, MA are Chester Elementary School (Pre-K, rated 5/10), Gateway Regional High School (Middle, rated 4/10), Gateway Regional Junior High School .

How big is the lot at 32 Chester Rd?

The lot at 32 Chester Rd in Middlefield, MA is about 1 acre .

Does 32 Chester Rd have a garage?

Yes, 32 Chester Rd in Middlefield, MA has a garage.

OFF MARKET

$253,200

Trulia Estimate

3 Beds
1 Bath
1,671 sqft (on 1.04 acres)

32 Chester Rd, Middlefield, MA 01243

Est. Refi. Payment $1,689/mo*

Refinance Your Home

Currently Off Market - Sold Jan 23, 2023 for $180,000

Home Value

Trulia Estimate

$253K

Since last month

$3K (-1.3%)

Since last year

$6K (+2.3%)

Since last sale

$73K (+40.6%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +88% in the last 10 years

Month	Estimated value
2026
August 2026	$253K
August 2026	$253K
July 2026	$257K
June 2026	$258K
May 2026	$258K
April 2026	$247K
March 2026	$249K
February 2026	$235K
January 2026	$242K
2025
December 2025	$241K
November 2025	$240K
October 2025	$245K
September 2025	$250K
August 2025	$247K
July 2025	$256K
June 2025	$255K
May 2025	$249K
April 2025	$255K
March 2025	$246K
February 2025	$239K
January 2025	$239K
2024
December 2024	$239K
November 2024	$248K
October 2024	$262K
September 2024	$255K
August 2024	$236K
July 2024	$210K
June 2024	$204K
May 2024	$203K
April 2024	$202K
March 2024	$198K
February 2024	$197K
January 2024	$197K
2023
December 2023	$194K
November 2023	$193K
October 2023	$186K
September 2023	$186K
August 2023	$183K
July 2023	$186K
June 2023	$183K
May 2023	$184K
April 2023	$184K
March 2023	$183K
February 2023	$182K
January 2023	$229K
2022
December 2022	$232K
November 2022	$234K
October 2022	$235K
September 2022	$236K
August 2022	$241K
July 2022	$243K
June 2022	$242K
May 2022	$238K
April 2022	$238K
March 2022	$212K
February 2022	$188K
January 2022	$176K
2021
December 2021	$171K
November 2021	$168K
October 2021	$169K
September 2021	$167K
August 2021	$163K
July 2021	$163K
June 2021	$161K
May 2021	$159K
April 2021	$157K
March 2021	$156K
February 2021	$155K
January 2021	$156K
2020
December 2020	$155K
November 2020	$154K
October 2020	$153K
September 2020	$152K
August 2020	$151K
July 2020	$170K
June 2020	$168K
May 2020	$167K
April 2020	$159K
March 2020	$155K
February 2020	$148K
January 2020	$149K
2019
December 2019	$152K
November 2019	$153K
October 2019	$155K
September 2019	$153K
August 2019	$157K
July 2019	$155K
June 2019	$152K
May 2019	$156K
April 2019	$156K
March 2019	$158K
February 2019	$161K
January 2019	$157K
2018
December 2018	$158K
November 2018	$157K
October 2018	$161K
September 2018	$165K
August 2018	$162K
July 2018	$165K
June 2018	$165K
May 2018	$169K
April 2018	$170K
March 2018	$155K
February 2018	$156K
January 2018	$158K
2017
December 2017	$152K
November 2017	$147K
October 2017	$146K
September 2017	$140K
August 2017	$142K
July 2017	$130K
June 2017	$135K
May 2017	$141K
April 2017	$136K
March 2017	$141K
February 2017	$133K
January 2017	$156K
2016
December 2016	$139K
November 2016	$135K
October 2016	$131K
September 2016	$135K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
9 Alderman Rd, Middlefield, MA	0.31	Single-Family Home	$435,000	07/24/26	3	1	1,025
70 Town Hill Rd, Chester, MA	1.67	Single-Family Home	$280,000	05/01/26	3	1.5	1,100
70 Town Hill Rd, Hinsdale, MA	1.70	Single-Family Home	$280,000	05/01/26	3	1.5	966
689 Skyline Trl, Chester, MA	1.70	Single-Family Home	$340,000	12/30/25	2	1	1,360
11 Campbell Rd, Chester, MA	1.98	Single-Family Home	$365,000	02/20/26	3	1.5	1,792
654 Skyline Trl, Chester, MA	1.98	Single-Family Home	$380,000	03/19/26	3	2.5	1,768
302 Middlefield Rd, Chester, MA	2.44	Single-Family Home	$335,000	06/30/26	3	1.5	1,320
95 W Hill Rd, Middlefield, MA	2.05	Single-Family Home	$360,000	02/02/26	3	2.5	1,106
120 E River Rd, Chester, MA	2.72	Single-Family Home	$339,000	10/14/25	2	1	1,080
1196 Bancroft Rd, Becket, MA	2.76	Single-Family Home	$558,000	11/10/25	3	1.5	2,496

Nearby home prices

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

Address	Distance	Price	Bed	Bath	Sqft	Status
14 Arthur Pease Road Ext, Chester, MA 01011	0.08	$273,900	3	1	1,200	Off Market
Arthur Pease Rd, Middlefield, MA 01243	0.13	-	-	-	-	Off Market
9 Alderman Rd, Middlefield, MA 01243	0.31	$435,000	3	1	1,025	Recently Sold
16 Chester Rd, Middlefield, MA 01243	0.42	-	-	-	-	Off Market
406-31.9 Arthur Pease Rd, Middlefield, MA 01243	0.48	-	-	-	-	Off Market
1-3 Skyline Trl, Middlefield, MA 01243	0.50	-	-	-	-	Off Market
Johnny Cake Hill Rd, Middlefield, MA 01243	0.59	$649,900	-	-	-	For Sale
Skyline Trl #24, Middlefield, MA 01243	0.98	$32,900	-	-	-	Recently Sold
139 Arthur Pease Rd, Chester, MA 01011	1.01	$538,300	3	3	3,178	Off Market
157 Chipman Rd, Chester, MA 01011	1.12	$574,400	3	2	1,900	Off Market
Skyline Trl, Middlefield, MA 01243	1.16	-	-	-	-	Off Market
171 Arthur Pease Rd, Middlefield, MA 01243	1.16	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 32 Chester Rd.
Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1930

1.04 acre lot

1,671 sqft

$152/sqft

Garage

About this House

Beautiful Country Setting, quiet and peaceful, sun filled Colonial on an acre. Exposed beams, french doors, hardwood and pine floors, replacement windows throughout, zero clearance fireplace with stainless steel chimney, second fireplace set up for a wood stove. Sit on the lovely back deck and watch the horses in the field , listen to the sounds of the birds and enjoy your glass of wine after work. Lots of updates, easy to show, don't wait.

32 Chester Rd, Middlefield, MA 01243 is a 3 bedroom, 1 bathroom, 1,671 sqft single-family home built in 1930. It last sold for $180,000 on Jan 23, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $253,200, with a rent estimate of $2,413/month.

Home Details for 32 Chester Rd

Interior Features
Heating & Cooling Heating: Electric, GasHeating Fuel: Electric
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 6
Appliances & Utilities Refrigerator
Fireplace & Spa Fireplace

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

Property Information
Year Built Year Built: 1930
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial

Lot Information
Lot Area: 1.04 acres

Price and Tax history

Date	Event	Price
Jan 23, 2023 Source: N/A	Sold	$180,000
Jul 31, 2020 Source: N/A	Sold	$150,000
Jun 12, 2020 Source: Agent Provided	PendingToActive	$170,000
Jun 5, 2020 Source: Agent Provided	Pending	$170,000
May 22, 2020 Source: Agent Provided	Listed For Sale	$170,000
Jan 22, 2015 Source: N/A	Sold	$41,475
Oct 22, 2013 Source: N/A	Sold	$100,000

Year	Property tax	Tax assessment
2025	$3,079	$168,800

Additional Cost

Market trends in Middlefield

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Around this home

Chester Elementary School
PK-5
Public
122 Students
Gateway School District
5/10
GreatSchools Rating
Parent Rating Average
No reviews available for this school.

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.

What Locals Say about Middlefield

At least 1 Trulia users voted on each feature.

100 % Say there's wildlife
100 % Say it's dog friendly
100 % Say they plan to stay for at least 5 years
50 % Say neighbors are friendly
50 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 32 Chester Rd

What is 32 Chester Rd estimated to be worth?
Trulia's estimated value for 32 Chester Rd in Middlefield, MA is $253,200.
What is the price history for 32 Chester Rd?
32 Chester Rd in Middlefield, MA last sold for $180,000 in January 2023.
Is Middlefield a buyer's or seller's market?
Middlefield is currently a balanced market, based on recent for-sale activity.
What are the closest schools to 32 Chester Rd?
The closest schools to 32 Chester Rd in Middlefield, MA are Chester Elementary School (Pre-K, rated 5/10), Gateway Regional High School (Middle, rated 4/10), Gateway Regional Junior High School.
How big is the lot at 32 Chester Rd?
The lot at 32 Chester Rd in Middlefield, MA is about 1 acre.
Does 32 Chester Rd have a garage?
Yes, 32 Chester Rd in Middlefield, MA has a garage.

Apartments for Rent

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PET FRIENDLY
$3,800/mo
Fees may apply
3 bd
1.5 ba
83 Boulevard Ter #1,
Middlefield, MA 01243
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Middlefield
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Off Market Homes Near 32 Chester Rd

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SOLD
AUG 31, 2026
$135,000
2 Leland Rd,
Becket, MA 01223
Jared Kelly, WILLIAM PITT SOTHEBY'S - GT BARRINGTON
SOLD
AUG 12, 2026
$204,000
2 bd
1 ba
860 sqft
187 Route 20,
Chester, MA 01011
Timothy Coughlen, Park Square Realty
SOLD
JUL 31, 2026
$225,000
2 bd
1 ba
1,076 sqft
11 Taft Rd,
Chester, MA 01011
Victoria Minella-Sena, Berkshire Hathaway HomeServices Realty Professionals
SOLD
JUL 14, 2026
$200,000
3 bd
1 ba
1,263 sqft
471 Benton Hill Rd,
Becket, MA 01223
Kate Lascar, COMPASS MASSACHUSETTS , LLC GB
SOLD
JUL 14, 2026
$200,000
3 bd
1 ba
1,263 sqft
471 Benton Hill Rd,
Becket, MA 01223
SOLD
JUN 30, 2026
$335,000
3 bd
1.5 ba
1,320 sqft
302 Middlefield Rd,
Chester, MA 01011
Kempf-Vanderburgh Realty Consultants, Kempf-Vanderburgh Realty Consultants, Inc.
SOLD
JUN 26, 2026
$230,000
3 bd
2 ba
1,945 sqft
84 Middlefield Rd,
Chester, MA 01011
Danielle Lafond, Berkshire Hathaway HomeServices Realty Professionals
SOLD
JUN 18, 2026
$160,000
W Hill Rd,
Middlefield, MA 01243
Evamarie Best, Wolcott Realty
SOLD
JUN 4, 2026
$200,000
2 bd
1.5 ba
2,180 sqft
120 Prospect St,
Chester, MA 01011
Julianne M. Krutka, Park Square Realty
SOLD
MAY 12, 2026
$329,000
2 bd
1 ba
1,450 sqft
12 Riverfront St,
Chester, MA 01011
Stephen Daoust, STONE HOUSE PROPERTIES, LLC
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Middlefield
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Homes for sale near 32 Chester Rd

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OFF MARKET
4 Bryan Rd,
Chester, MA 01011
0.62 ACRES
$264,900
2 bd
2 ba
1,758 sqft
162 Skyline Trl,
Middlefield, MA 01243
The Aimee Kelly Crew, eXp Realty LLC
OFF MARKET
100 Town Hill Rd,
Chester, MA 01011
OFF MARKET
113 Skyline Trl,
Chester, MA 01011
9.8 ACRES
$389,900
3 bd
3 ba
1,403 sqft
143 River Rd,
Chester, MA 01011
Danielle Lafond, Berkshire Hathaway HomeServices Realty Professionals
0.48 ACRES
$360,000
3 bd
1 ba
1,056 sqft
50 Beach Rd,
Becket, MA 01223
Cory Evangelisto, NOCHER REALTY
0.25 ACRES
$100,000
2 bd
1.5 ba
1,328 sqft
166 Route 20,
Chester, MA 01011
Thomas Despard, Nexthome Elite Realty
0.36 ACRES
$244,900
3 bd
1.5 ba
1,968 sqft
254 Route 20,
Chester, MA 01011
Dennis LeClair, RE/MAX Compass
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$253,200

32 Chester Rd, Middlefield, MA 01243

Home Value

Trulia Estimate

Comparable sales

Nearby home prices

Local Information

Home Highlights

About this House

Home Details for 32 Chester Rd

Interior Features

Exterior Features

Property Information

Lot Information

Price and Tax history

Additional Cost

Market trends in Middlefield

Around this home

What Locals Say about Middlefield

LGBTQ Local Legal Protections

Housing

Employment

Public accommodations

Frequently asked questions about 32 Chester Rd

Apartments for Rent

Off Market Homes Near 32 Chester Rd

Homes for sale near 32 Chester Rd

Nearby Real Estate

Nearby Zip Codes

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01243 Property Types

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