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Middlefield, MA Homes for Sale

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  • /12

    $649,900

    • Land
    • 155 Acres
    • $4,193 per Acre

    0 Johnnycake Hill Rd Unit 73378321, Middlefield, MA 01243

    This approximately 155-acre Berkshire nature preserve has enough frontage on Johnnycake Hill Road to accommodate four building lots. Nestled in the beautiful corner of the world where the Pioneer Valley meets the Berkshire Hills, the property is ideal for a myriad of outdoor uses including horseback riding and cross-country skiing. The land contains well over a mile of logging trails and old

    Doug Collins Lamacchia Realty, Inc.

    0 Johnnycake Hill Rd Unit 73378321, Middlefield, MA 01243
  • /12

    $649,900

    • Land
    • 155 Acres
    • $4,193 per Acre

    0 Johnny Cake Hill Rd Unit 246420, Middlefield, MA 01243

    This approximately 155-acre Berkshire nature preserve has enough frontage on Johnnycake Hill Road to accommodate four building lots. Nestled in the beautiful corner of the world where the Pioneer Valley meets the Berkshire Hills, the property is ideal for a myriad of outdoor uses including horseback riding and cross-country skiing. The land contains well over a mile of logging trails and old

    Doug Collins LAMACCHIA REALTY, INC

    0 Johnny Cake Hill Rd Unit 246420, Middlefield, MA 01243
  • /37

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft

    116 Skyline Trail, Middlefield, MA 01243

    ***BERKSHIRE AREA Rustic Log Cabin nestled in the woods of Middlefield, MA. offering plenty of privacy and room to roam. 13.74 +/- acres with many trails for hiking, snow sports of all sorts, or just enjoying nature at its best. INVESTERS TAKE NOTE:: AIR BNB potential. Close to many cultural amenities, Jacobs Pillow Dance, Otis Reservoir, Otis Ridge Ski, Butternut, Stockbridge, Northampton,

    Evamarie Best Wolcott Realty

    116 Skyline Trail, Middlefield, MA 01243
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    $45,000

    • Land
    • 10 Acres
    • $4,429 per Acre

    0 Skyline Trail Lot 24, Middlefield, MA 01243

    Over 10 acres of country land available for a private homestead, farming operation, or future development. Here is your unique opportunity to own a piece of New England's scenic beauty nestled in the Berkshires. Whether you're looking for a private retreat, a farm, or investment property, the region provides a mix of rolling hills, forests, and open meadows. Bring your vision for this land!

    Phim Mar Byrnes Real Estate Group LLC

    0 Skyline Trail Lot 24, Middlefield, MA 01243

Why Live in Middlefield

Middlefield, MA, is a small town of nearly 400 residents in the northern hardwood forests of the Appalachian Mountains, about 40 miles from Springfield in Hampshire County. Known for its remote and rural setting, the town is surrounded by rivers, brooks, and hiking trails. Skyline Drive, the main road, hosts the local library, church, and fire station. Middlefield, incorporated in 1783, was once a hub for the woolen industry, but the forests have since reclaimed much of the land. The town's fringes feature state forests and wildlife management areas, popular among hunters and anglers. Glendale Falls, a scenic waterfall along Glendale Brook, is a notable attraction. Middlefield State Forest and Peru State Forest offer hiking trails through rolling hills and dense hardwood canopies. Housing in Middlefield includes historic Colonials from the 1700s, log cabins from the 1980s, and custom-built homes on large lots. The real estate market is limited, with few properties listed at any given time. Community life centers around the Middlefield Senior Center and the Blossom Center, which host events like book clubs, meditation classes, bingo nights, and potlucks. The annual Middlefield Fair, held every August, features traditional country entertainment. While local amenities are sparse, Chester, 5 miles south, offers a small grocery store and a restaurant. For more extensive shopping, residents travel to Lee, 15 miles away, which has a major grocery store and the Lee Premium Outlets. The closest emergency room is 18 miles away in Pittsfield, and Bradley International Airport is just over 40 miles from the town.

Frequently Asked Questions

What are the most popular zip codes in Middlefield, MA?
The most popular zip codes in Middlefield, MA include 01243, 01235, 01050, 01223 and 01011.
How are the schools in Middlefield, MA?
Middlefield, MA has highly rated public and private schools. Some of the best schools in Middlefield based on Niche Grades are Wahconah Regional High School and Gateway Regional High School. Browse all the schools in Middlefield, MA to learn more.
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