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158 Skyline Trl

Middlefield, MA 01243
  • $269,900
  • STATUS: Contingent
  • MLS #: 73567550
Under Contract
UPDATED: 22 min ago
$269,900
  • 3
    BEDS
  • 1
    ACRES
  • 3
    BATHS
  • 0
    1/2 BATHS
  • 3,576
    SQFT
  • $75
    $/SQFT
Type:
Single-Family Home
Built:
1837
County:

School Information

Elementary School:
Middle School:
Listing courtesy of Dennis Leclair of RE/MAX Compass.

Description

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.

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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. Data last updated 2026-09-05T22:04:39.483.
www.southcoastrealtors.com/homes/180497373
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158 Skyline Trl Middlefield, MA 01243

  • Price: $269,900
  • Status: Contingent
  • On Site: Days
  • Updated: 22 min ago
  • MLS #: 73567550
3
Beds
3
Baths
0
½ Baths
1
Acres
3,576
SQFT
$75
$/SQFT
1837
Built
County:
Hampshire
Elementary School:
Chester Elementary/Littleville
Middle School:
Gateway Regional School
High School:
Gateway Regional School
Property Description
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.
Exterior Features

Architectural Style ColonialFarmhouse Attached Garage YN No Carport YN No Color White Construction Materials FrameBrickStone Covered Spaces 0 Exterior Features PorchRain GuttersBarn/Stable Fencing Fenced/Enclosed Garage YN Yes Lot Features Level Other Structures Barn/Stable Parking Features StorageWorkshop in GarageBarnOff Street Parking Total 4 Patio And Porch Features Porch Property Attached YN No Road Frontage Type Public Roof Shingle Spa YN No Waterfront YN No

Interior Features

Appliances Electric Water HeaterRefrigeratorWasher Basement FullCrawl SpaceSump PumpDirt FloorConcrete Bedroom2 Level Second Bedroom3 Level Second Bedroom4 Level Second Bedroom5 Level Second Building Area Total 3576 Cooling None Cooling YN No Cooling Zones 0 Fireplace YN No Fireplaces Total 0 Foundation Details StoneBrick/Mortar Heating Forced AirElectric BaseboardOilElectricWood Heating YN Yes Laundry Features In BasementWasher Hookup Lead Paint Unknown Master Bedroom Level Second Rooms Total 8

Property Features

Association YN No Community Features Walk/Jog TrailsBike PathPublic School Contingency Inspection Disclosures Shared well-6 houses $168 semiannually for system maintenance2nd floor electric Baseboard heat & upstairs 3rd bathrooms are not functional. Kitchen does not have a stove. Electric Circuit Breakers Home Warranty YN No Property Sub Type Single Family Residence Senior Community YN No Sewer Private Sewer Tax Annual Amount 5326 Tax Year 2025 Utilities Washer Hookup Water Source Shared Well Year Built Details Actual Zoning R1

Listing information © 2026 MLS Property Information Network. All information is deemed reliable but should be independently verified.
Listing provided courtesy of Dennis Leclair of RE/MAX Compass: 413-568-0040.


The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. Data last updated 2026-09-05T22:04:39.483.
 
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RE/MAX Vantage
77 State Rd
Dartmouth MA, 02747
Listing courtesy of Dennis Leclair of RE/MAX Compass.