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

OFF MARKET

Chester Rd
Middlefield, MA 01243

Studio

Studio

Local Information

Map ViewExplore the area around Chester Rd.
Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
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Description

Chester Rd is in Middlefield, MA and in ZIP code 01243.

Chester Rd, Middlefield, MA 01243 is a studio property. It is currently off market.

Market trends in Middlefield

Last updated May 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

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Comparable Sales for Chester Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
70 Town Hill Rd, Chester, MA	1.27	Single-Family Home	$280,000	05/01/26	3	1.5	1,100
70 Town Hill Rd, Hinsdale, MA	1.29	Single-Family Home	$280,000	05/01/26	3	1.5	966
277 Skyline Trl, Chester, MA	1.37	Single-Family Home	$550,000	09/09/25	2	2	1,788
116 Skyline Trl, Middlefield, MA	1.60	Single-Family Home	$395,000	08/28/25	3	2	1,562
95 W Hill Rd, Middlefield, MA	1.65	Single-Family Home	$360,000	02/02/26	3	2.5	1,106
689 Skyline Trl, Chester, MA	2.15	Single-Family Home	$340,000	12/30/25	2	1	1,360
654 Skyline Trl, Chester, MA	2.46	Single-Family Home	$380,000	03/19/26	3	2.5	1,768
11 Campbell Rd, Chester, MA	2.52	Single-Family Home	$365,000	02/20/26	3	1.5	1,792
120 E River Rd, Chester, MA	2.60	Single-Family Home	$339,000	10/14/25	2	1	1,080
613 Skyline Trl, Chester, MA	2.87	Single-Family Home	$489,500	09/05/25	3	2	2,012

Nearby homes

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

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OFF MARKET
16 Chester Rd,
Middlefield, MA 01243
Kim Bergland, RED HORSE REAL ESTATE, LLC
OFF MARKET
Est. $101,800
1-3 Skyline Trl,
Middlefield, MA 01243
Kim Bergland, RED HORSE REAL ESTATE, LLC
OFF MARKET
Lot 13 Skyline Trl,
Middlefield, MA 01243
Kim Bergland, Red Horse Real Estate
OFF MARKET
406-31.9 Arthur Pease Rd,
Middlefield, MA 01243
Ginger Conner, RED HORSE REAL ESTATE, LLC
OFF MARKET
Est. $284,600
3 bd
1 ba
1,200 sqft
14 Arthur Pease Road Ext,
Chester, MA 01011
Sherry Street, REALTY STREET, LLC
OFF MARKET
Arthur Pease Rd,
Middlefield, MA 01243
The Denise DeSellier Team, Berkshire Hathaway HomeServices Realty Professionals
OFF MARKET
Skyline Trl,
Middlefield, MA 01243
Ginger Conner, RED HORSE REAL ESTATE, LLC
OFF MARKET
Est. $448,200
4 bd
3 ba
3,104 sqft
172 Skyline Trl,
Middlefield, MA 01243
Maria Liccardi, LAMACCHIA REALTY, INC
OFF MARKET
Est. $540,100
3 bd
3 ba
3,178 sqft
139 Arthur Pease Rd,
Chester, MA 01011
Barbara Osborne, ASHMERE REALTY, INC.
FOR SALE
8.2 ACRES
$60,000
411-51 & 52 Skyline Trl,
Middlefield, MA 01243
Ginger Conner, RED HORSE REAL ESTATE, LLC
OFF MARKET
Est. $294,900
2 bd
2 ba
1,758 sqft
162 Skyline Trl,
Middlefield, MA 01243
Deborah Lincourt, BERKSHIRE DREAM HOME, INC.
SOLD
OCT 16, 2025
$558,350
61 Skyline Trl,
Chester, MA 01011
James Adams, Hilltown Real Estate by Adams Realty

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Additional Cost

Assigned Schools

These are the assigned schools for Chester Rd.

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

Apartments for Rent

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$5,400/mo
Fees may apply
6 bd
2 ba
10 Hakell St #1,
Middlefield, MA 01243
PET FRIENDLY
$3,800/mo
Fees may apply
3 bd
1.5 ba
83 Boulevard Ter #1,
Middlefield, MA 01243
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Homes for sale near Chester Rd

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OFF MARKET
4 Bryan Rd,
Chester, MA 01011
OFF MARKET
100 Town Hill Rd,
Chester, MA 01011
OPEN SAT, 11-12:30PM
2.9 ACRES
$450,000
3 bd
2.5 ba
2,068 sqft
147 Chipman Rd,
Chester, MA 01011
Taylor Hildack, Keller Williams Realty
OPEN SAT, 11-12:30PM
2.9 ACRES
$450,000
3 bd
2.5 ba
2,068 sqft
147 Chipman Rd,
Chester, MA 01011
Taylor Hildack, KELLER WILLIAMS REALTY
16 ACRES
$440,000
4 bd
1.5 ba
1,608 sqft
95 Town Hill Rd,
Chester, MA 01011
Dana Fuchs, WILLIAM RAVEIS - BERKSHIRE
OFF MARKET
113 Skyline Trl,
Chester, MA 01011
2.46 ACRES
$69,000
1 bd
1 ba
850 sqft
43-43 River Rd #A,
Huntington, MA 01050
James A. Molyneux, Molyneux Realty
9.18 ACRES
$499,000
2 bd
2 ba
2,084 sqft
283 Benton Hill Rd,
Becket, MA 01223
Kim Bergland, Red Horse Real Estate
3.3 ACRES
$175,000
2 bd
1 ba
864 sqft
30 River Rd,
Huntington, MA 01050
James A. Molyneux, Molyneux Realty
9.16 ACRES
$759,000
4 bd
2.5 ba
3,199 sqft
707 Benton Hill Rd,
Becket, MA 01223
Cristian Sanchez, COHEN & WHITE ASSOCIATES
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Off Market Homes Near Chester Rd

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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 12, 2026
$90,000
3 bd
1 ba
1,008 sqft
31 William St,
Chester, MA 01011
SOLD
JUN 9, 2026
$450,000
4 bd
3 ba
2,410 sqft
674 Benton Hill Rd,
Becket, MA 01223
Melinda Boos, KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
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
SOLD
MAY 8, 2026
$470,000
3 bd
2 ba
2,300 sqft
40 Ryan Rd,
Washington, MA 01223
Henry A Hagenah, OCTOBER MOUNTAIN REAL ESTATE
SOLD
MAY 1, 2026
$280,000
3 bd
1.5 ba
966 sqft
70 Town Hill Rd,
Hinsdale, MA 01235
Kempf-Vanderburgh Realty Consultants, Kempf-Vanderburgh Realty Consultants, Inc.
SOLD
MAY 1, 2026
$280,000
3 bd
1.5 ba
1,100 sqft
70 Town Hill Rd,
Chester, MA 01011
Alice Kempf, KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
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