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- Description
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Street View
$269,900
Monthly Est:$1,343
3 Beds
- 3 Baths
3 full baths
3,576sqft
158 Skyline Trl, Middlefield, MA 01243
$269,900
$1,343/moEst:
Get Pre-Approved
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

Property Details
Status
Pending
Type
Single Family Residence
No. of Stories
-
County
City
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
| Date | Event | Price |
|---|---|---|
09/16/2026 Source: | Pending | $269,900 $75/sqft |
09/02/2026 Source: | Contingent (Active Under Contract) | $269,900 $75/sqft |
08/24/2026 Source: | Listed for Sale | $269,900 $75/sqft |
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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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