158 Skyline Trl, Middlefield MA 01243
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$269,900

158 Skyline Trl, Middlefield MA 01243
Middlefield, MA 01243
Listed by Dennis LeClair
Bedrooms
3
Bathrooms
3
Living area
3,576 sqft
Year built
1837

About this home

Attention investors, cash buyers, and those ready to bring their vision to life, this charming 1837 Colonial-style farmhouse offers a unique opportunity in the heart of beautiful Middlefield. With approximately 3,576 square feet of bright, sun-filled living space, the home features generously sized rooms, a flexible floor plan, up to 5+ possible bedrooms, and 3 full bathrooms. The attached red carriage barn/workshop adds valuable versatility, providing ample space for hobbies, storage, a workshop, or creative pursuits. Set on a full acre, the property features mature landscaping, pear trees, blueberry bushes, and a spacious lawn that creates a peaceful country retreat.Enjoy the best of small-town living with the Middlefield Fairgrounds just a short walk away, plus easy access to area trails for hiking, snow sports, and exploring the outdoors. For those seeking recreational or investment potential, this Berkshire location is ideally situated near Jacob’s Pillow Dance Festival, Otis Reservoir, Otis Ridge Ski Area, Butternut, Stockbridge, Northampton, Pittsfield, Lee, Lenox, and many other popular cultural and recreational destinations.With its character, generous living space, acreage, carriage barn, and desirable Berkshire location, this property offers exciting possibilities as a primary residence, vacation getaway, or investment property, including potential Airbnb/vacation rental use. Property is being sold as-is. Buyers are responsible for their own due diligence. Shared well serves 6 homes and has a semi-annual water system maintenance fee of $168.

Property details

MLS #
73567550
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
1
On market date
August 24, 2026
Stories
N/A
Garage spaces
N/A
Lot size
1 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Becket Washington School
3.66 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
104
Student:teacher ratio
11.6:1
District
Central Berkshire
Middle
None found nearby
High
None found nearby

Mortgage calculator

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Est. monthly payment
$1,775/mo
$53,980 down
$215,920 loan
Principal & interest$1,400
Property tax (est.)$225
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 14 hr ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.