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 101 Chipman Rd estimated to be worth?

Trulia's estimated value for 101 Chipman Rd in Middlefield, MA is $252,400 .

What is the price history for 101 Chipman Rd?

101 Chipman Rd in Middlefield, MA last sold for $105,200 in September 1991.

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 101 Chipman Rd?

The closest schools to 101 Chipman 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 .

Does 101 Chipman Rd have a pool?

Yes, 101 Chipman Rd in Middlefield, MA has a pool.

How big is the lot at 101 Chipman Rd?

The lot at 101 Chipman Rd in Middlefield, MA is about 3.3 acres .

OFF MARKET

101 Chipman Rd
Middlefield, MA 01243

3 Beds
2 Baths
1,230 sqft (on 3.30 acres)

$252,400

Trulia Estimate

as of Aug 21, 2026

Est. Refi. Payment $1,639/mo*

Refinance Your Home

$252,400

Trulia Estimate

as of Aug 21, 2026

Est. Refi. Payment $1,639/mo*

Refinance Your Home

3 Beds

2 Baths

1,230 sqft

(on 3.30 acres)

Home Value

Trulia Estimate

$252K

Since last month

$4K (-1.7%)

Since last year

$12K (+5%)

Since last sale

$154K (+146%)

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 +58% in the last 10 years

Month	Estimated value
2026
August 2026	$259K
July 2026	$263K
June 2026	$261K
May 2026	$256K
April 2026	$228K
March 2026	$248K
February 2026	$227K
January 2026	$229K
2025
December 2025	$243K
November 2025	$250K
October 2025	$246K
September 2025	$241K
August 2025	$246K
July 2025	$262K
June 2025	$246K
May 2025	$243K
April 2025	$234K
March 2025	$219K
February 2025	$220K
January 2025	$220K
2024
December 2024	$235K
November 2024	$249K
October 2024	$271K
September 2024	$278K
August 2024	$279K
July 2024	$290K
June 2024	$285K
May 2024	$272K
April 2024	$265K
March 2024	$256K
February 2024	$244K
January 2024	$244K
2023
December 2023	$244K
November 2023	$268K
October 2023	$265K
September 2023	$264K
August 2023	$272K
July 2023	$275K
June 2023	$274K
2022
July 2022	$270K
June 2022	$268K
May 2022	$259K
April 2022	$247K
March 2022	$223K
February 2022	$194K
January 2022	$205K
2021
December 2021	$199K
November 2021	$206K
October 2021	$209K
September 2021	$206K
August 2021	$207K
July 2021	$214K
June 2021	$214K
May 2021	$217K
April 2021	$211K
March 2021	$208K
February 2021	$213K
January 2021	$211K
2020
December 2020	$207K
November 2020	$201K
October 2020	$202K
September 2020	$200K
August 2020	$205K
July 2020	$198K
June 2020	$197K
May 2020	$197K
April 2020	$200K
March 2020	$197K
February 2020	$198K
January 2020	$195K
2019
December 2019	$196K
November 2019	$199K
October 2019	$192K
September 2019	$192K
August 2019	$185K
July 2019	$180K
June 2019	$181K
May 2019	$188K
April 2019	$186K
March 2019	$183K
February 2019	$192K
January 2019	$195K
2018
December 2018	$205K
November 2018	$202K
October 2018	$195K
September 2018	$193K
August 2018	$193K
July 2018	$194K
June 2018	$194K
May 2018	$196K
April 2018	$183K
March 2018	$179K
February 2018	$171K
January 2018	$180K
2017
December 2017	$171K
November 2017	$185K
October 2017	$192K
September 2017	$196K
August 2017	$183K
July 2017	$187K
June 2017	$175K
May 2017	$173K
April 2017	$178K
March 2017	$183K
February 2017	$200K
January 2017	$181K
2016
December 2016	$184K
November 2016	$169K
October 2016	$169K
September 2016	$165K
August 2016	$164K

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
120 E River Rd, Chester, MA	1.34	Single-Family Home	$339,000	10/14/25	2	1	1,080
116 Skyline Trl, Middlefield, MA	1.58	Single-Family Home	$395,000	08/28/25	3	2	1,562
70 Town Hill Rd, Chester, MA	2.39	Single-Family Home	$280,000	05/01/26	3	1.5	1,100
9 Alderman Rd, Middlefield, MA	2.00	Single-Family Home	$435,000	07/24/26	3	1	1,025
70 Town Hill Rd, Hinsdale, MA	2.40	Single-Family Home	$280,000	05/01/26	3	1.5	966
169 West St, Worthington, MA	2.99	Single-Family Home	$410,000	09/30/25	3	1.5	1,308
277 Skyline Trl, Chester, MA	2.29	Single-Family Home	$550,000	09/09/25	2	2	1,788
689 Skyline Trl, Chester, MA	2.66	Single-Family Home	$340,000	12/30/25	2	1	1,360
95 W Hill Rd, Middlefield, MA	2.69	Single-Family Home	$360,000	02/02/26	3	2.5	1,106
211 West St, Worthington, MA	2.92	Single-Family Home	$120,000	08/21/26	2	1	1,010

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
108 Chipman Rd, Middlefield, MA 01243	0.11	$386,800	3	2	3,000	Off Market
113 Chipman Rd, Middlefield, MA 01243	0.22	$412,900	3	2	1,756	Off Market
147 Chipman Rd, Chester, MA 01011	0.84	$424,900	3	2.5	2,068	For Sale
171 Arthur Pease Rd, Middlefield, MA 01243	0.84	-	-	-	-	Off Market
147 Chipman Rd, Chester, MA 01011	0.87	$424,900	3	2.5	2,068	For Sale
139 Arthur Pease Rd, Chester, MA 01011	0.98	$540,700	3	3	3,178	Off Market
157 Chipman Rd, Chester, MA 01011	1.06	$581,200	3	2	1,900	Off Market
153 Skyline Trl, Middlefield, MA 01243	1.27	$332,900	2	1	945	Off Market
120 E River Rd, Chester, MA 01011	1.34	-	2	1	1,080	Off Market
36 E River Rd, Middlefield, MA 01243	1.40	$403,800	-	-	-	Off Market
172 Skyline Trl, Middlefield, MA 01243	1.33	$449,400	4	3	3,104	Off Market
162 Skyline Trl, Middlefield, MA 01243	1.36	$264,900	2	2	1,758	For Sale

Local Information

Map ViewExplore the area around 101 Chipman Rd.
Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1958

Lot Size

3.3 acres

Living Area

1,230 sqft

Price/Sqft

$205

Parking

Garage

About this House

This single-family home is located at 101 Chipman Rd, Middlefield, MA. 101 Chipman Rd is in Middlefield, MA and in ZIP code 01243. This property has 3 bedrooms, 2 bathrooms and approximately 1,230 sqft of floor space. This property has a lot size of 3.30 acres and was built in 1958.

101 Chipman Rd, Middlefield, MA 01243 is a 3 bedroom, 2 bathroom, 1,230 sqft single-family home built in 1958. It last sold for $105,200 on Sep 5, 1991. It is currently off market. The Trulia Estimate is $252,400, with a rent estimate of $2,720/month.

Home Details for 101 Chipman Rd

Interior Features
Heating & Cooling Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1
Interior Details Number of Rooms: 6
Fireplace & Spa Fireplace

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

Property Information
Year Built Year Built: 1958
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information
Lot Area: 3.30 acres

Price and Tax history

Date	Event	Price
Sep 5, 1991 Source: N/A	Sold	$105,200

Year	Property tax	Tax assessment
2025	$3,628	$198,900

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 101 Chipman Rd

What is 101 Chipman Rd estimated to be worth?
Trulia's estimated value for 101 Chipman Rd in Middlefield, MA is $252,400.
What is the price history for 101 Chipman Rd?
101 Chipman Rd in Middlefield, MA last sold for $105,200 in September 1991.
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 101 Chipman Rd?
The closest schools to 101 Chipman 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.
Does 101 Chipman Rd have a pool?
Yes, 101 Chipman Rd in Middlefield, MA has a pool.
How big is the lot at 101 Chipman Rd?
The lot at 101 Chipman Rd in Middlefield, MA is about 3.3 acres.

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 101 Chipman 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 18, 2026
$160,000
W Hill Rd,
Middlefield, MA 01243
Evamarie Best, Wolcott Realty
SOLD
MAY 29, 2026
$360,000
1 bd
1 ba
2,292 sqft
118 Starkweather Hill Rd,
Worthington, MA 01098
James Adams, Hilltown Real Estate by Adams Realty
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.
SOLD
FEB 20, 2026
$365,000
3 bd
1.5 ba
1,792 sqft
11 Campbell Rd,
Chester, MA 01011
Jessica Sperry, Maverick Realty
SOLD
FEB 2, 2026
$360,000
3 bd
2.5 ba
1,106 sqft
95 W Hill Rd,
Middlefield, MA 01243
Authier LaDuke Team, Coldwell Banker Realty - Western MA
SOLD
JAN 29, 2026
$150,000
1 bd
1 ba
528 sqft
155 River Rd,
Middlefield, MA 01098
SOLD
JAN 29, 2026
$150,000
1 bd
0.5 ba
528 sqft
155 E River Rd,
Worthington, MA 01098
James A. Molyneux, Molyneux Realty
SOLD
DEC 30, 2025
$340,000
2 bd
1 ba
1,360 sqft
689 Skyline Trl,
Chester, MA 01011
Kelley & Katzer Team, Kelley & Katzer Real Estate, LLC
See more homes for sale in
Middlefield
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Homes for sale near 101 Chipman Rd

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2.9 ACRES
$424,900
3 bd
2.5 ba
2,068 sqft
147 Chipman Rd,
Chester, MA 01011
Taylor Hildack, KELLER WILLIAMS REALTY
2.9 ACRES
$424,900
3 bd
2.5 ba
2,068 sqft
147 Chipman Rd,
Chester, MA 01011
Taylor Hildack, Keller Williams Realty
9.8 ACRES
$405,000
3 bd
3 ba
1,403 sqft
143 River Rd,
Chester, MA 01011
Danielle Lafond, Berkshire Hathaway HomeServices Realty Professionals
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
4 Bryan Rd,
Chester, MA 01011
OFF MARKET
113 Skyline Trl,
Chester, MA 01011
OFF MARKET
100 Town Hill Rd,
Chester, MA 01011
16 ACRES
$450,000
4 bd
1.5 ba
1,608 sqft
95 Town Hill Rd,
Chester, MA 01011
Dana Fuchs, WILLIAM RAVEIS - BERKSHIRE
4.77 ACRES
$339,900
3 bd
2 ba
1,095 sqft
125 Middlefield Rd,
Peru, MA 01235
Jessie Downer, Lamacchia Realty, Inc. - Dalton
OPEN SUN, 1-3PM
4.17 ACRES
$449,000
2 bd
2 ba
1,442 sqft
35 S Road Ext,
Peru, MA 01235
Paul Zingarelli, Berkshire Hathaway HomeServices Realty Professionals
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101 Chipman Rd
Middlefield, MA 01243

$252,400

$252,400