158 Skyline Trl, Middlefield, MA 01243
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
158 Skyline Trl,Middlefield, MA 01243
$269,900
- 3 Beds
- 3 Baths
- 3,576 sq. ft.
- Single family
- Active
Listed by: dennis leclair
Office: re/max compass
MLS#:73567550
Source:MLSPIN
Price summary
- Price:$269,900
- Price per sq. ft.:$75.48
About this home
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....
Contact an agent
Home facts
- Year built:1837
- Listing ID #:73567550
- Updated:September 02, 2026 at 01:40 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Full bathrooms:3
- Rooms Total:8
- Kitchen Description:Refrigerator
- Basement Description:Concrete, Crawl Space, Dirt Floor, Full, Sump Pump
- Living area:3,576 sq. ft.
Heating and cooling
- Heating:Electric, Electric Baseboard, Forced Air, Oil, Wood
Structure and exterior
- Roof:Shingle
- Year built:1837
- Building area:3,576 sq. ft.
- Lot area:1 Acres
- Lot Features:Level
- Architectural Style:Colonial, Farmhouse
- Construction Materials:Brick, Frame, Stone
- Exterior Features:Porch, Rain Gutters
- Foundation Description:Brick/Mortar, Stone
Schools
- High school:Gateway Regional School
- Middle school:Gateway Regional School
- Elementary school:Chester Elementary/Littleville
Utilities
- Water:Shared Well
- Sewer:Private Sewer
Finances and disclosures
- Price:$269,900
- Price per sq. ft.:$75.48
- Tax amount:$5,326 (2025)
Features and amenities
- Appliances:Refrigerator, Washer
- Laundry features:In Basement, Washer, Washer Hookup
Parking
- Total parking spaces:4
- Parking description:Off Street, Storage, Workshop in Garage
- Garage:Yes
New listings near 158 Skyline Trl
$389,900Active3 beds 3 baths1,403 sq. ft.143 River Rd, Middlefield, MA 01050
MLS# 73548849Listed by: Berkshire Hathaway HomeServices Realty Professionals
$96,600Active12.88 AcresLot 19 Becket Rd, Middlefield, MA 01243
MLS# 73548367Listed by: Wolcott Realty
$96,600Active12.88 AcresLot 21 Becket Rd, Middlefield, MA 01243
MLS# 73548374Listed by: Wolcott Realty
$264,900Active2 beds 2 baths1,758 sq. ft.162 Skyline Trail, Middlefield, MA 01243
MLS# 73545087Listed by: eXp Realty LLC
$45,000Active3.81 Acreslot 1.1 Skyline Trail, Middlefield, MA 01243
MLS# 73544010Listed by: Hilltown Real Estate by Adams Realty