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

Skyline Trl
Middlefield, MA 01243

4 Beds
2 Baths
1,995 sqft (on 10.28 acres)

$435,800

Trulia Estimate

as of Jul 8, 2026

$435,800

Trulia Estimate

as of Jul 8, 2026

4 Beds

2 Baths

1,995 sqft

(on 10.28 acres)

Local Information

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

-- mins to

Commute Destination

Description

This single-family home is located at Skyline Trl, Middlefield, MA. Skyline Trl is in Middlefield, MA and in ZIP code 01243. This property has 4 bedrooms, 2 bathrooms and approximately 1,995 sqft of floor space. This property has a lot size of 10.28 acres and was built in 2024.

Skyline Trl, Middlefield, MA 01243 is a 4 bedroom, 2 bathroom, 1,995 sqft single-family home built in 2024. It last sold for $45,001 on Jul 14, 2023. It is currently off market. The Trulia Estimate is $435,800, with a rent estimate of $3,842/month.

Home Highlights

Parking

No Info

Outdoor

No Info

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for Skyline Trl

Interior Features
Heating & Cooling Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 9

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Wood

Property Information
Year Built Year Built: 2024
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial

Lot Information
Lot Area: 10.28 acres

Price History for Skyline Trl

Date	Price	Event	Source
07/14/2023	$45,001	Sold	N/A
Recording Date 07/14/2023 County Transfer Tax N/A Total Transfer Tax N/A
07/29/2005	$38,000	Sold	N/A
Recording Date 07/29/2005 County Transfer Tax N/A Total Transfer Tax N/A
10/13/2004	$180,000	Sold	BCMLS #156765
Recording Date 10/13/2004 County Transfer Tax N/A Total Transfer Tax N/A
10/14/1999	$28,500	Sold	BCMLS #147395
Recording Date 10/14/1999 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Middlefield

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

—

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2025
Tax	$4,020
Assessment	$220,400

Home facts updated by county records

Comparable Sales for Skyline Trl

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
116 Skyline Trl, Middlefield, MA	0.86	Single-Family Home	$395,000	08/28/25	3	2	1,562
70 Town Hill Rd, Chester, MA	1.04	Single-Family Home	$280,000	05/01/26	3	1.5	1,100
70 Town Hill Rd, Hinsdale, MA	1.05	Single-Family Home	$280,000	05/01/26	3	1.5	966
95 W Hill Rd, Middlefield, MA	1.36	Single-Family Home	$360,000	02/02/26	3	2.5	1,106
277 Skyline Trl, Chester, MA	2.06	Single-Family Home	$550,000	09/09/25	2	2	1,788
40 Ryan Rd, Washington, MA	2.80	Single-Family Home	$470,000	05/08/26	3	2	2,300
60 Middlefield Rd, Washington, MA	3.16	Single-Family Home	$502,000	02/06/26	4	3	2,464
689 Skyline Trl, Chester, MA	2.78	Single-Family Home	$340,000	12/30/25	2	1	1,360
1178 Bancroft Rd, Becket, MA	3.34	Single-Family Home	$388,000	02/26/26	3	1.5	1,239
654 Skyline Trl, Chester, MA	3.12	Single-Family Home	$380,000	03/19/26	3	2.5	1,768

Nearby homes

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

Skip to last item

FOR SALE
NEW
OPEN SAT, 2-3:30PM
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
FOR SALE
8.2 ACRES
$60,000
411-51 & 52 Skyline Trl,
Middlefield, MA 01243
Ginger Conner, RED HORSE REAL ESTATE, LLC
SOLD
OCT 16, 2025
$558,350
61 Skyline Trl,
Chester, MA 01011
James Adams, Hilltown Real Estate by Adams Realty
OFF MARKET
Est. $453,700
3 bd
2 ba
2,044 sqft
159 Skyline Trl,
Middlefield, MA 01243
The Aimee Kelly Crew, eXp Realty
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. $336,600
2 bd
1 ba
945 sqft
153 Skyline Trl,
Middlefield, MA 01243
Tanya LeRose, THE KINDERHOOK GROUP
OFF MARKET
Skyline Trl,
Middlefield, MA 01243
Ginger Conner, RED HORSE REAL ESTATE, LLC
OFF MARKET
Est. $585,700
4 bd
2.5 ba
2,416 sqft
147 Skyline Trl,
Chester, MA 01011
Dagmar Kubes, BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
OFF MARKET
Lot 97 Town Hill Rd #97,
Middlefield, MA 01243
Kim Bergland, Red Horse Real Estate
OFF MARKET
171 Arthur Pease Rd,
Middlefield, MA 01243
Claire Kenna, Coldwell Banker Realty - Western MA
OFF MARKET
Est. $540,100
3 bd
3 ba
3,178 sqft
139 Arthur Pease Rd,
Chester, MA 01011
Barbara Osborne, ASHMERE REALTY, INC.
OFF MARKET
Est. $101,800
1-3 Skyline Trl,
Middlefield, MA 01243
Kim Bergland, RED HORSE REAL ESTATE, LLC

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for Skyline Trl.

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

Skip to last item

$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
See more homes for rent in
Middlefield
Take a look

Skip to first item

Homes for sale near Skyline Trl

Skip to last item

NEW
OPEN SAT, 2-3:30PM
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
113 Skyline Trl,
Chester, MA 01011
OFF MARKET
100 Town Hill Rd,
Chester, MA 01011
OFF MARKET
4 Bryan 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
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
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
$759,000
4 bd
2.5 ba
3,199 sqft
707 Benton Hill Rd,
Becket, MA 01223
Cristian Sanchez, COHEN & WHITE ASSOCIATES
2.46 ACRES
$69,000
1 bd
1 ba
850 sqft
43-43 River Rd #A,
Huntington, MA 01050
James A. Molyneux, Molyneux Realty
See more homes for sale in
Middlefield
Take a look

Skip to first item

Off Market Homes Near Skyline Trl

Skip to last item

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 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.
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.
SOLD
FEB 26, 2026
$388,000
3 bd
1.5 ba
1,239 sqft
1178 Bancroft Rd,
Becket, MA 01223
Jeff Wilkinson, STONE HOUSE PROPERTIES, LLC
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 17, 2026
$450,000
4 bd
2 ba
2,171 sqft
500 E River Rd,
Chester, MA 01011
Alexis Noyes, Brick & Mortar Northampton
SOLD
FEB 6, 2026
$502,000
4 bd
3 ba
2,464 sqft
60 Middlefield Rd,
Washington, MA 01223
Chris LaPatin, LAMACCHIA REALTY, INC
See more homes for sale in
Middlefield
Take a look

Skip to first item

Skyline Trl
Middlefield, MA 01243

$435,800

$435,800

Local Information