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 83 Chester Rd estimated to be worth?

Trulia's estimated value for 83 Chester Rd in Middlefield, MA is $599,600 .

What is the price history for 83 Chester Rd?

83 Chester Rd in Middlefield, MA last sold for $350,000 in February 2017.

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 83 Chester Rd?

The closest schools to 83 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 83 Chester Rd?

The lot at 83 Chester Rd in Middlefield, MA is about 56 acres .

Does 83 Chester Rd have parking?

Yes, 83 Chester Rd in Middlefield, MA has on-site parking.

OFF MARKET

$599,600

Trulia Estimate

3 Beds
1.5 Baths
2,102 sqft (on 56 acres)

83 Chester Rd, Middlefield, MA 01243

Est. Refi. Payment $3,796/mo*

Refinance Your Home

Currently Off Market - Sold Feb 24, 2017 for $350,000

Home Value

Trulia Estimate

$600K

Since last month

$8K (-1.3%)

Since last year

$19K (+3.3%)

Since last sale

$251K (+71.7%)

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 +109% in the last 10 years

Month	Estimated value
2026
August 2026	$601K
August 2026	$600K
July 2026	$609K
June 2026	$602K
May 2026	$603K
April 2026	$585K
March 2026	$586K
February 2026	$558K
January 2026	$561K
2025
December 2025	$570K
November 2025	$572K
October 2025	$574K
September 2025	$573K
August 2025	$582K
July 2025	$589K
June 2025	$589K
May 2025	$590K
April 2025	$585K
March 2025	$567K
February 2025	$553K
January 2025	$553K
2024
December 2024	$555K
November 2024	$567K
October 2024	$551K
September 2024	$563K
August 2024	$562K
July 2024	$575K
June 2024	$565K
May 2024	$551K
April 2024	$543K
March 2024	$531K
February 2024	$516K
January 2024	$511K
2023
December 2023	$512K
November 2023	$527K
October 2023	$528K
September 2023	$524K
August 2023	$526K
July 2023	$523K
June 2023	$524K
May 2023	$504K
April 2023	$497K
March 2023	$496K
February 2023	$492K
January 2023	$494K
2022
December 2022	$504K
November 2022	$507K
October 2022	$506K
September 2022	$512K
August 2022	$522K
July 2022	$523K
June 2022	$524K
May 2022	$517K
April 2022	$511K
March 2022	$500K
February 2022	$485K
January 2022	$480K
2021
December 2021	$480K
November 2021	$481K
October 2021	$482K
September 2021	$477K
August 2021	$477K
July 2021	$487K
June 2021	$427K
May 2021	$333K
April 2021	$331K
March 2021	$331K
February 2021	$333K
January 2021	$333K
2020
December 2020	$333K
November 2020	$334K
October 2020	$333K
September 2020	$311K
August 2020	$320K
July 2020	$311K
June 2020	$292K
May 2020	$287K
April 2020	$300K
March 2020	$331K
February 2020	$375K
January 2020	$375K
2019
December 2019	$374K
November 2019	$370K
October 2019	$371K
September 2019	$375K
August 2019	$375K
July 2019	$375K
June 2019	$378K
May 2019	$380K
April 2019	$375K
March 2019	$377K
February 2019	$380K
January 2019	$373K
2018
December 2018	$377K
November 2018	$376K
October 2018	$380K
September 2018	$373K
August 2018	$369K
July 2018	$367K
June 2018	$364K
May 2018	$366K
April 2018	$362K
March 2018	$361K
February 2018	$361K
January 2018	$369K
2017
December 2017	$365K
November 2017	$360K
October 2017	$357K
September 2017	$356K
August 2017	$357K
July 2017	$355K
June 2017	$353K
May 2017	$352K
April 2017	$351K
March 2017	$351K
February 2017	$350K
January 2017	$277K
2016
December 2016	$283K
November 2016	$285K
October 2016	$284K
September 2016	$287K

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
277 Skyline Trl, Chester, MA	0.86	Single-Family Home	$550,000	09/09/25	2	2	1,788
11 Campbell Rd, Chester, MA	1.24	Single-Family Home	$365,000	02/20/26	3	1.5	1,792
9 Alderman Rd, Middlefield, MA	1.26	Single-Family Home	$435,000	07/24/26	3	1	1,025
302 Middlefield Rd, Chester, MA	1.37	Single-Family Home	$335,000	06/30/26	3	1.5	1,320
689 Skyline Trl, Chester, MA	1.47	Single-Family Home	$340,000	12/30/25	2	1	1,360
654 Skyline Trl, Chester, MA	1.56	Single-Family Home	$380,000	03/19/26	3	2.5	1,768
73 Ingell Rd, Chester, MA	2.13	Single-Family Home	$340,000	01/23/26	2	1	1,350
1178 Bancroft Rd, Becket, MA	2.39	Single-Family Home	$388,000	02/26/26	3	1.5	1,239
10 William St, Chester, MA	2.57	Single-Family Home	$197,500	03/10/26	4	2	2,394
21 Sylvester Hamilton Rd, Chester, MA	2.43	Single-Family Home	$380,000	12/03/25	2	1	1,113

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
Skyline Trl #24, Middlefield, MA 01243	0.96	$32,900	-	-	-	Recently Sold
Arthur Pease Rd, Middlefield, MA 01243	1.10	-	-	-	-	Off Market
14 Arthur Pease Road Ext, Chester, MA 01011	1.10	$273,900	3	1	1,200	Off Market
Johnny Cake Hill Rd, Middlefield, MA 01243	1.15	$649,900	-	-	-	For Sale
95 Lynes Rd, Chester, MA 01011	1.19	$50,000	-	-	-	For Sale
91 Lynes Rd, Chester, MA 01011	1.21	$50,000	-	-	-	For Sale
11 Campbell Rd, Chester, MA 01011	1.24	$365,000	3	1.5	1,792	Recently Sold
Lynes Rd, Chester, MA 01011	1.25	-	-	-	-	Off Market
Campbell Rd, Chester, MA 01011	1.24	-	-	-	-	Off Market
9 Alderman Rd, Middlefield, MA 01243	1.26	$435,000	3	1	1,025	Recently Sold
302 Middlefield Rd, Chester, MA 01011	1.37	$335,000	3	1.5	1,320	Recently Sold
25 Lynes Rd, Chester, MA 01011	1.41	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 83 Chester Rd.
Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1993

56 acre lot

2,102 sqft

$285/sqft

About this House

This single-family home is located at 83 Chester Rd, Middlefield, MA. 83 Chester Rd is in Middlefield, MA and in ZIP code 01243. This property has 3 bedrooms, 2 bathrooms and approximately 2,102 sqft of floor space. This property has a lot size of 56.00 acres and was built in 1993.

83 Chester Rd, Middlefield, MA 01243 is a 3 bedroom, 2 bathroom, 2,102 sqft single-family home built in 1993. It last sold for $350,000 on Feb 24, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $599,600, with a rent estimate of $3,057/month.

Home Details for 83 Chester Rd

Interior Features
Interior Details BasementAdditional StorageAtticNumber of Rooms: 7Types of Rooms: Dining Room, Family Room, Library, Mud Room, PantryStorage
Heating & Cooling Heating: Oil, Wood PelletHeating Fuel: Oil
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Hardwood, Linoleum Vinyl
Appliances & Utilities Cable ReadyRefrigeratorWasher
Fireplace & Spa Fireplace
Windows, Doors, Floors & Walls Double Paned Windows
Security Security System

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Shingle, WoodGardenLawnPatioPorch
Parking & Garage Parking: Off Street

Property Information
Year Built Year Built: 1993
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information
Lot Area: 56.00 acres

Price and Tax history

Date	Event	Price
Mar 24, 2021 Source: N/A	ListingRemoved
Feb 24, 2017 Source: N/A	Sold	$350,000
Feb 1, 2017 Source: N/A	PriceChange	$350,000 Price decreased by 12%
Jan 21, 2017 Source: N/A	Pending	$397,000
Jul 31, 2016 Source: N/A	Listed For Sale	$427,000

Year	Property tax	Tax assessment
2025	$6,116	$335,300

Additional Cost

Market trends in Middlefield

Last updated July 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 83 Chester Rd

What is 83 Chester Rd estimated to be worth?
Trulia's estimated value for 83 Chester Rd in Middlefield, MA is $599,600.
What is the price history for 83 Chester Rd?
83 Chester Rd in Middlefield, MA last sold for $350,000 in February 2017.
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 83 Chester Rd?
The closest schools to 83 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 83 Chester Rd?
The lot at 83 Chester Rd in Middlefield, MA is about 56 acres.
Does 83 Chester Rd have parking?
Yes, 83 Chester Rd in Middlefield, MA has on-site parking.

Apartments for Rent

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Off Market Homes Near 83 Chester Rd

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SOLD
AUG 17, 2026
$415,000
2 bd
2 ba
2,450 sqft
90 Patterson Rd,
Worthington, MA 01098
Linda Webster, Coldwell Banker Community REALTORS®
SOLD
AUG 3, 2026
$580,000
4 bd
2 ba
2,244 sqft
506 Skyline Trl,
Chester, MA 01011
Oleg Abramchuk, First NationWide Realty Inc.
SOLD
JUL 24, 2026
$435,000
3 bd
1 ba
1,025 sqft
9 Alderman Rd,
Middlefield, MA 01243
James Adams, Hilltown Real Estate by Adams Realty
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 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
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
APR 21, 2026
$826,000
3 bd
2.5 ba
2,700 sqft
55 Mallard Dr,
Becket, MA 01223
Cortney K Dupont, COHEN & WHITE ASSOCIATES
SOLD
MAR 25, 2026
$305,000
2 bd
1.5 ba
1,896 sqft
67 Middlefield Rd,
Chester, MA 01011
Alexander King, Lock and Key Realty Inc.
SOLD
MAR 19, 2026
$380,000
3 bd
2.5 ba
1,768 sqft
654 Skyline Trl,
Chester, MA 01011
Paul Tourville, Canon Real Estate, Inc.
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Homes for sale near 83 Chester Rd

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16 ACRES
$450,000
4 bd
1.5 ba
1,608 sqft
95 Town Hill Rd,
Chester, MA 01011
Dana Fuchs, WILLIAM RAVEIS - BERKSHIRE
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
OPEN SUN, 11-12:30PM
0.36 ACRES
$249,900
3 bd
1.5 ba
1,968 sqft
254 Route 20,
Chester, MA 01011
Dennis LeClair, RE/MAX Compass
0.25 ACRES
$100,000
2 bd
1.5 ba
1,328 sqft
166 Route 20,
Chester, MA 01011
Thomas Despard, Nexthome Elite Realty
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
$250,000
2 bd
1 ba
734 sqft
28 Hampden St,
Chester, MA 01011
Victoria Minella-Sena, Berkshire Hathaway HomeServices Realty Professionals
2.35 ACRES
$675,000
3 bd
3.5 ba
3,230 sqft
91 William Holmes Rd,
Becket, MA 01223
Thom Garvey, WILLIAM PITT SOTHEBY'S - LENOX
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