Pending
Sale Pending at 158 Skyline Trl, Middlefield, MA 01243 | MLS# 73567550 | Listing updated on 2026-09-16
Photo 1 of Sale Pending at 158 Skyline Trl, Middlefield, MA 01243 | MLS# 73567550 | Listing updated on 2026-09-16
Photo 2 of Sale Pending at 158 Skyline Trl, Middlefield, MA 01243 | MLS# 73567550 | Listing updated on 2026-09-16
Photo 3 of Sale Pending at 158 Skyline Trl, Middlefield, MA 01243 | MLS# 73567550 | Listing updated on 2026-09-16
Photo 4 of Sale Pending at 158 Skyline Trl, Middlefield, MA 01243 | MLS# 73567550 | Listing updated on 2026-09-16
36+
Beds Icon

Street View

$269,900

Monthly Est:$1,343

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,576sqft

158 Skyline Trl, Middlefield, MA 01243

$1,343/moEst:

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  • Single Family Residence

  • Built in 1837

  • $-- HOA

  • 1 acre lot

  • $75/sq.ft

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.

  • Houzeo last checked: 8 minutes ago
  • Listing updated: September 16, 2026 at 7:06 am
  • Listing Provided by: Dennis LeClair (413) 841-1863 | RE/MAX Compass (413) 568-0040
  • Source: MLS Property Information Network-MA | MLS#: 73567550 MLS Property Information Network-MA

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Hampshire County

  • City

    Middlefield

  • Neighborhood

    --

  • Year Built

    1837

  • HOA Fees

    -

  • Finished Area

    3,576 sqft

  • Lot Size

    1 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73567550

  • MLS Status

    Under Agreement

  • Days on Market

    53

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

Interior

  • Cooling

    None

  • Appliances

    Electric Water Heater, Refrigerator, Washer

  • Sewer

    Private Sewer

  • Exterior Features

    Porch, Rain Gutters, Barn/stable

  • Heating

    Forced Air, Electric Baseboard, Oil, Electric, Wood

Construction

  • Year Built

    Year Built: 1837

  • Home type

    Single Family Residence

  • Construction Materials

    Frame, Brick, Stone

  • Architectural Style

    Colonial, Farmhouse

  • Foundation Details

    Stone, Brick/mortar

  • Roof

    Shingle

Utilities & Energy

  • Parking Features

    Storage, Workshop In Garage, Barn, Off Street

  • Water Source

    Shared Well

  • Laundry Features

    In Basement, Washer Hookup

  • Utilities

    Washer Hookup

  • Electric

    Circuit Breakers

  • Basement

    Full, Crawl Space, Sump Pump, Dirt Floor, Concrete

Other Features

  • Lot Features

    Level

  • Community Features

    Walk/jog Trails, Bike Path, Public School

  • Disclosures

    Shared Well 6 Houses $168 Semiannually For System Maintenance, 2nd Floor Electric Baseboard Heat & Upstairs 3rd Bathrooms Are Not Functional. Kitchen Does Not Have A Stove.

  • Patio And Porch Features

    Porch

Price History

DateEventPrice

09/16/2026

Source: mls_logoMLS Property Information Network-MA #73567550

Pending

$269,900

$75/sqft

09/02/2026

Source: mls_logoMLS Property Information Network-MA #73567550

Contingent (Active Under Contract)

$269,900

$75/sqft

08/24/2026

Source: mls_logoMLS Property Information Network-MA #73567550

Listed for Sale

$269,900

$75/sqft

Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Oct 17, 2026, 03:15AM. The property listing data and information, or the Images, 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, 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. 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, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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