
158 Skyline Trl Middlefield — Photo 1 of 40
$269,900
Middlefield, MA 01243
Beds
3
Baths
3
SqFt
3,576
Style
Single Family
Built
1837
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.
Limited sample — based on 3 comparable properties.
* Analysis is based on 3 actively listed and recently sold comparable properties strictly within Middlefield, MA.
Electric Water Heater • Refrigerator • Washer
Walk/Jog Trails • Bike Path • Public School
173
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$91K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
2.6%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
384 housing units permitted in the last 12 months (+45% vs the prior 12 months) — 272 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,576 sq ft principal dwelling). Lot size: 43,560 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Dennis Leclair
Listing Office: RE/MAX Compass
MLS® Number: 73567550
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