158 Skyline Trl, Middlefield, MA 01243

bedrooms 3
bathrooms 3
|House
AUD $387,887
USD $269,900
Published on: 25 Aug 2026
Last updated on: 17 Sep 2026
158 Skyline Trl, Middlefield, MA 01243
158 Skyline Trl, Middlefield, MA 01243
158 Skyline Trl, Middlefield, MA 01243
+40
158 Skyline Trl, Middlefield, MA 01243
  • 40
Property ID: 110109918854
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Residential, Middlefield, MA

158 Skyline Trl, Middlefield, MA 01243
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

Basic Info

Property Type
House
Listing Status
Pending
Land Size
4,046.86 m2
Building Size
332.22 m2
Year Built
1837
Rooms
3 bedroom(s), 3 bathroom(s)
Architecture Style
Colonial
County
Hampshire
Parcel ID
M:406.0 B:0013 L:0000.0,4082131
Provider
MLS Property Information Network Inc
Brokerage Office Name
RE/MAX COMPASS
Brokerage Office Phone
(413) 568-0040
Address
158 Skyline Trl, Middlefield, MA 01243

Nearby Schools

TypeSchool nameDistrict name
HighGateway Regional SchoolNot available
ElementaryChester Elementary/LittlevilleNot available
MiddleGateway Regional SchoolNot available
JuniorhighGateway Regional SchoolNot available

Tax History

YearTax amount
2025USD $5326AUD $7,654*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.com.au nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.com.au recommends that you independently verify any information before relying on it.

Contact Agent
William Miner
RE/MAX Compass
108 Elm Street , Westfield, MA 01085
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William Miner
108 Elm Street , Westfield, MA 01085
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      Property ID: 110109918854

      Original Property ID: 3yd-MLSPIN-73567550
      Data provided by MLS Property Information Network Inc, MLS #: 73567550
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      Copyright © 2026 MLS Property Information Network Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.