• $269,900List Price
  • 3Bedrooms
  • 3Bathrooms
  • 1Acreage
  • 1837Year Built
  • 3,576Square Feet

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.

More Info

Basic Information

  • Bedrooms3
  • Mls StatusNew
  • Bathroom3
  • Lot Features Level
  • Parcel Number M:406.0 B:0013 L:0000.0,4082131

Basic Information

  • List Price$269,900
  • MLS Number73567550
  • Modification Date08/25/2026
  • Property SubTypeSingle Family Residence

Building

  • BasementFull, Crawl Space, Sump Pump, Dirt Floor, Concrete
  • Building Area Units Square Feet
  • Construction Materials Frame, Brick, Stone
  • FoundationStone, Brick/Mortar
  • Patio And Porch Features Porch
  • Property StyleColonial, Farmhouse
  • Rooms8
  • Utilities Washer Hookup
  • Year Built1837
  • Year Built Details Actual
  • Year Built Source Public Records

Tax Information

  • Tax Assessed Value $292,000
  • Tax Year 2025
  • Taxes$5,326

Parking

  • Parking Spaces4
  • Garage YN Yes
  • Parking Features Storage, Workshop in Garage, Barn, Off Street

Location

  • Address158 Skyline Trail
  • Building Number158
  • CountyHampshire
  • StateMA
  • StreetSkyline Trail
  • TownMiddlefield
  • Zip01243

Property

  • Acreage1
  • Other Structures Barn/Stable

Utilities

  • Electric Circuit Breakers
  • Heat SystemYes
  • Heating Forced Air, Electric Baseboard, Oil, Electric, Wood
  • Sewer Private Sewer
  • Water Source Shared Well

Amenities

  • AmenitiesWalk/Jog Trails, Bike Path, Public School
  • Appliances IncludedElectric Water Heater, Refrigerator, Washer

School Information

  • High School Gateway Regional School
  • Elementary SchoolChester Elementary/Littleville
  • Junior HighGateway Regional School

Rooms

  • Bathroom 1 First
  • Bathroom 2 Second
  • Bathroom 3 Second
  • Bathrooms Total Decimal 3
  • Bedroom 2 Second
  • Bedroom 3 Second
  • Bedroom 4 Second
  • Bedroom 5 Second
  • Full Bath3
  • Master Bedroom Second

Exterior

  • Exterior Features Porch, Rain Gutters, Barn/Stable
  • Fencing Fenced/Enclosed
  • RoofShingle

Property Information

  • Square Feet3,576
  • Building Area Source Public Records
  • Living Area 3,576
  • Lot Size Square Feet 43,560
  • Lot Size Units Acres

Other

  • Date Listed08/24/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Dennis LeClair of RE/MAX Compass

Middlefield, MA Demographics

There is no data available

Middlefield, MA Real Estate Market Data

There is no data available

Middlefield, MA Schools

School NameDistanceTypeGrades

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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