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 the price history for Ryan Rd?

Ryan Rd in Middlefield, MA last sold for $19,000 in October 2014.

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 Ryan Rd?

The closest schools to Ryan 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 Ryan Rd?

The lot at Ryan Rd in Middlefield, MA is about 34 acres .

OFF MARKET

Ryan Rd
Middlefield, MA 01243

Studio

Studio

(on 34 acres)

Home Value

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

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	0.37	Single-Family Home	$435,000	07/24/26	3	1	1,025
277 Skyline Trl, Chester, MA	1.11	Single-Family Home	$550,000	09/09/25	2	2	1,788
70 Town Hill Rd, Chester, MA	1.51	Single-Family Home	$280,000	05/01/26	3	1.5	1,100
70 Town Hill Rd, Hinsdale, MA	1.53	Single-Family Home	$280,000	05/01/26	3	1.5	966
116 Skyline Trl, Middlefield, MA	1.83	Single-Family Home	$395,000	08/28/25	3	2	1,562
95 W Hill Rd, Middlefield, MA	1.90	Single-Family Home	$360,000	02/02/26	3	2.5	1,106
689 Skyline Trl, Chester, MA	1.89	Single-Family Home	$340,000	12/30/25	2	1	1,360
654 Skyline Trl, Chester, MA	2.20	Single-Family Home	$380,000	03/19/26	3	2.5	1,768
11 Campbell Rd, Chester, MA	2.28	Single-Family Home	$365,000	02/20/26	3	1.5	1,792
613 Skyline Trl, Chester, MA	2.61	Single-Family Home	$489,500	09/05/25	3	2	2,012

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
16 Chester Rd, Middlefield, MA 01243	0.13	-	-	-	-	Off Market
Lot 13 Skyline Trl, Middlefield, MA 01243	0.10	-	-	-	-	Off Market
1-3 Skyline Trl, Middlefield, MA 01243	0.13	-	-	-	-	Off Market
406-31.9 Arthur Pease Rd, Middlefield, MA 01243	0.24	-	-	-	-	Off Market
14 Arthur Pease Road Ext, Chester, MA 01011	0.36	$279,100	3	1	1,200	Off Market
Arthur Pease Rd, Middlefield, MA 01243	0.36	-	-	-	-	Off Market
9 Alderman Rd, Middlefield, MA 01243	0.37	$435,000	3	1	1,025	Recently Sold
139 Arthur Pease Rd, Chester, MA 01011	0.67	$540,700	3	3	3,178	Off Market
Johnny Cake Hill Rd, Middlefield, MA 01243	0.77	$649,900	-	-	-	For Sale
Skyline Trl, Middlefield, MA 01243	0.82	-	-	-	-	Off Market
171 Arthur Pease Rd, Middlefield, MA 01243	0.81	-	-	-	-	Off Market
172 Skyline Trl, Middlefield, MA 01243	0.86	$449,400	4	3	3,104	Off Market

Local Information

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

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

34 acres

About this House

This single-family home is located at Ryan Rd, Middlefield, MA. Ryan Rd is in Middlefield, MA and in ZIP code 01243. This property has a lot size of 34.00 acres.

Ryan Rd, Middlefield, MA 01243 is a studio single-family home. It last sold for $19,000 on Oct 30, 2014. It is currently off market. The Trulia Estimate rent is $2,544/month.

Home Details for Ryan Rd

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 34.00 acres

Price and Tax history

Date	Event	Price
Oct 30, 2014 Source: N/A	Sold	$19,000

Year	Property tax	Tax assessment
2025	$866	$47,500

Market trends in Middlefield

Last updated July 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

2MoM

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Additional Cost

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

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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Homes for sale near Ryan Rd

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OFF MARKET
4 Bryan Rd,
Chester, MA 01011
OFF MARKET
100 Town Hill Rd,
Chester, MA 01011
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
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
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
113 Skyline Trl,
Chester, MA 01011
9.8 ACRES
$415,000
3 bd
3 ba
1,403 sqft
143 River Rd,
Chester, MA 01011
Danielle Lafond, Berkshire Hathaway HomeServices Realty Professionals
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
9.16 ACRES
$739,000
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 Ryan Rd

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SOLD
AUG 13, 2026
$390,000
2 bd
1 ba
1,056 sqft
392 West St,
Worthington, MA 01098
James Adams, Hilltown Real Estate by Adams Realty
SOLD
AUG 12, 2026
$204,000
2 bd
1 ba
860 sqft
187 Route 20,
Chester, MA 01011
Timothy Coughlen, Park Square Realty
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 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 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
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
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Frequently asked questions about Ryan Rd

What is the price history for Ryan Rd?
Ryan Rd in Middlefield, MA last sold for $19,000 in October 2014.
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 Ryan Rd?
The closest schools to Ryan 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 Ryan Rd?
The lot at Ryan Rd in Middlefield, MA is about 34 acres.

Ryan Rd
Middlefield, MA 01243