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.
Listing last checked: Listing updated:
Listed by Dennis Leclair · RE/MAX Compass · MLS #73567550
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Details at a glance
Interior4 property facts
- Rooms
- 8
- Heating
- Forced Air, Electric Baseboard, Oil, Electric, Wood
- Cooling
- None
- Basement
- Yes · Full, Crawl Space, Sump Pump, Dirt Floor, Concrete
Building5 property facts
- Style
- Single Family Residence
- Year built
- 1837
- Parking
- 4
- Foundation
- Stone, Brick/Mortar
- Roof
- Shingle
Land & utilities5 property facts
- Lot size
- 1 acres
- Water
- Shared Well
- Sewer
- Private Sewer
- Pool
- Not reported
- Zoning
- R1
Financial2 property facts
- Annual taxes
- $5,326
- Assessment year
- 2025
Location
Estimated monthly cost
Explore costs at the $269,900 asking price. Adjust the assumptions to your situation.
Known monthly costs$1,809 / monthAdjust
- Principal & interest
- $1,365
- Property tax
- $444
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $5,326. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
More property insights
Automated value estimate $281,227
Estimated range $256,524–$305,930.
Automated estimates are not appraisals or guarantees of market value.
Request a professional market analysisPhoto-based condition insights
Overall presentation: average
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About 158 Skyline Trl
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