Middlefield Real Estate

Welcome to Middlefield, Massachusetts – a hidden gem nestled in the heart of Hampshire County. This charming town, with its picturesque landscapes and rich history, offers a unique blend of rural serenity and community spirit that captivates both residents and visitors alike.

With a population of just over 1,000, Middlefield is a tight-knit community where neighbors become friends. The town is surrounded by lush forests and rolling hills, making it an ideal location for outdoor enthusiasts. Whether you enjoy hiking, biking, or simply taking in the breathtaking views, Middlefield’s natural beauty provides endless opportunities for exploration and adventure.

History buffs will appreciate Middlefield's roots, dating back to the early 18th century. The town boasts several historic sites, including the charming Middlefield Village Center, where you can find quaint shops and local eateries that reflect the town's character. The annual community events, such as the Middlefield Fair, bring residents together to celebrate their shared heritage and foster a sense of belonging.

Education is a priority in Middlefield, with access to quality schools that emphasize community involvement and personal growth. Families will find a welcoming environment that nurtures the next generation while preserving the town's tranquil lifestyle.

For those seeking a peaceful retreat away from the hustle and bustle of city life, Middlefield is the perfect choice. With its stunning scenery, rich history, and strong sense of community, this enchanting town invites you to discover the warmth and charm that awaits. Come experience Middlefield – where your dream home awaits amidst the beauty of the Berkshires!

Newest Listings in Middlefield

$49,997

73572081 MLS

ESCAPE TO 5 WOODED ACRES IN THE MASSACHUSETTS HILLTOWNS! Located on W Hill Rd in Middlefield, this wooded lot sits directly across the road from Middlefield State Forest, giving you incredible access to thousands of acres of trails, woods and outdoor recreation right outside your door. The property offers level to gently sloping terrain, mature native tree cover and an elevation of approximately 1,660 feet for the peaceful, tucked-away character the Hilltowns are known for.R1 residential zoning allows a single-family home, and tiny homes are allowed with required foundation, water and sewer. Camping and RV use are permitted for limited periods. No HOA, no minimum home size requirement. The property is not in a flood zone Electric lines are available at the road, with connection required. A private well and septic system will be needed. Buyer to verify all due diligence. Enjoy the privacy of a rural wooded setting without being completely removed from area conveniences: Middlefield is about 5 minutes away, Becket about 8 minutes, Hinsdale about 20 minutes and Pittsfield about 30 minutes. For hikers, hunters and outdoor enthusiasts, the location is hard to beat. Middlefield State Forest is literally across the street and connects with the surrounding Western Massachusetts forest and recreation corridor. The Berkshires, lakes, skiing, hiking and countless year-round outdoor destinations are all within easy reach. Whether you envision a full-time residence, cozy woodland cabin, tiny home or private New England retreat, these 5 acres offer room, privacy and an exceptional location in the Massachusetts Hilltowns. Flexible carry options available. Reach out today!

Lot 13 W Hill Road, Middlefield

Listing courtesy of Listing Agent: Derek Greene from Listing Office: The Greene Realty Group.

$389,900

3 Beds ⋅ 3 Baths ⋅ 73548849 MLS

Welcome to this contemporary home that features 3 bedrooms, 3 bathrooms, and sits on a sprawling 9.8-acre lot. The property offers stunning Westfield River and mountain views, a wrap-around deck, an above-ground pool, and a mostly finished walkout basement- this space offers an in-law apartment, use your imagination to personalize to your needs. This could be your own private retreat at the base of the Berkshires, it's the perfect blend of natural beauty and modern comfort. Cozy, versatile, and peaceful vibes- come see for yourself!

143 River Rd, Middlefield

Listing courtesy of Listing Agent: Danielle Lafond from Listing Office: Berkshire Hathaway HomeServices Realty Professionals.

$96,600

73548374 MLS

12.88+/- Acre Lot in its natural state, Perk has been done.Ready for the Buyer that is looking for rural, quite privacy. Few homes on this stretch of Becket Rd. much Conservation Properties on the road.Buyers to do their Due Diligence to verify their thoughts for the property align with the Town of Middlefield.

Lot 21 Becket Rd, Middlefield

Listing courtesy of Listing Agent: Evamarie Best from Listing Office: Wolcott Realty.

$96,600

73548367 MLS

12.88+/- Acre lot in its natural state, Perk has been done. Land is relatively flat with some contour. Much of the properties in the area are conservation, so if quiet privacy is what you are looking for with plenty of room to roam, this is for you.Prospective buyer to do their due diligence to be sure their thoughts align with the Town of Middlefield.

Lot 19 Becket Rd, Middlefield

Listing courtesy of Listing Agent: Evamarie Best from Listing Office: Wolcott Realty.

$264,900

2 Beds ⋅ 2 Baths ⋅ 73545087 MLS

Step back in time without sacrificing modern comfort in this charming antique home, originally built in 1783. Thoughtfully updated to preserve its historic character, this home features exposed timber frame construction, wide-open living spaces, and timeless architectural details throughout. The inviting eat-in kitchen offers a farmhouse sink, vaulted ceiling, gas fireplace, open shelving, abundant natural light, and a cozy sitting area. The living room showcases exposed hand-hewn beams, built-in bookshelves, and a classic wood-burning fireplace. Major improvements include drywall throughout following the removal of plaster and lath, all-new modern electrical wiring replacing knob-and-tube, a 5-bedroom septic system (2005), and an updated roof. First-floor laundry. Bedrooms w high ceilings/ oversized closets. Deck overlooking backyard w new storage shed, stone walls, and garden area. Own a piece of local history with the peace of mind that comes from substantial modern upgrades.

162 Skyline Trail, Middlefield

Listing courtesy of Listing Agent: The Aimee Kelly Crew from Listing Office: eXp Realty LLC.

$45,000

73544010 MLS

3.81 acre building lot on the Chester line. Wooded parcel. South border is the Chester line Go direct

lot 1.1 Skyline Trail, Middlefield

Listing courtesy of Listing Agent: James Adams from Listing Office: Hilltown Real Estate by Adams Realty.

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