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$165,000
73531202 MLS
Discover the possibilities with this 32-acre property in the scenic Hilltown of Tolland, Massachusetts. The land has already been divided into two approved building lots of approximately 16 and 15 acres, creating flexibility for development, investment, or a private retreat. Portions of the property have been cleared, with a curved driveway plan already cut in and marked trees outlining potential building areas. Surrounded by woods and abundant wildlife, this setting offers exceptional privacy while still providing convenient access to major routes. Tolland is known for its rolling landscapes, hiking trails, and light traffic, making it an ideal location for those seeking a more relaxed pace. Outdoor recreation is close at hand, with Otis Reservoir close by and offering boating, kayaking, fishing, and swimming. Despite its secluded feel, the property remains accessible, located roughly 12 miles from I-91, about 30 miles from the Massachusetts Turnpike, & near Route 57 for easy travel.

1282 Burt Hill Rd, Tolland

Listing courtesy of Listing Agent: Mary O'Connell from Listing Office: Wolcott Realty.

$49,900
73516385 MLS
Discover the perfect blend of privacy, natural beauty, and ready-to-build convenience at this exceptional nearly half-acre parcel at 23 South Village in the desirable Wildwood Association of Tolland, Massachusetts. Set within 740+ acres of Berkshire woodland, this homesite offers access to Cranberry and Otter Ponds and is surrounded by association land for added seclusion. Extensive groundwork is complete, including perc and pit testing, a well installation, plus an approved septic plan and building permit—making it ready for your dream build. Whether you're planning a weekend retreat or year-round home, this property offers a peaceful escape with essential infrastructure already in place.

23 South Village, Tolland

Listing courtesy of Listing Agent: Amy Rio from Listing Office: Executive Real Estate, Inc..

$449,500
3 Beds 3 Baths 73512157 MLS
Beautifully appointed 4-season home with stunning views from large great room and deck in the private lake community of Wildwood (WW). This .84 acre property is adjacent to Meadow Beach (1 of 5 WW member beaches) and a lush blueberry patch.The great room is bathed in natural light by a vaulted ceiling, sky lights, & 2 8ft sliders. It features a large granite island and countertops, lots of storage, a pantry & stainless steel appliances.The attached garage makes winter visiting (and living) feel even cozier. WW offers an active and varied social calendar for the whole family and amenities such as a club house, pickle ball & tennis courts, hiking trails and more... The Berkshires offer historic & world class venues such as Tanglewood, Jacob's Pillow, Norman Rockwell museum, and summer stock & traditional theater performances abound. Tolland also offers summer fun like the annual Fireman's Steak Roast, live music, a rural, rustic charm & low taxes.

23 Chipmunk Crossing, Tolland

Listing courtesy of Listing Agent: Joan Maxson from Listing Office: Park Square Realty.

$410,000
3 Beds 2 Baths 73506939 MLS
Contemporary, well maintained 4-season home in private lake resort community of Wildwood (WW), sits surrounded by vibrant perennial gardens. Just steps to 1 of 5 member beaches, this move-in-ready home features gleaming hard wood floors, quartz countertops & ceramic tile backsplash in kitchen. It boasts of many new, major improvements such as: state-of-the-art septic system (2025), roof & skylights (2021), 4-zoned mini-splits (2022), new electrical service (2020), new hot water heater, and it’s been maximally insulated throughout. Nothing to do except relax and bask in the peaceful sights and sounds of nature. Besides the 5 beaches on protected spring-fed ponds, WW offers a club house, tennis & pickle ball courts, hiking, fishing, private campgrounds, social activities and more.The nearby Berkshires are steeped in a rich culture, history and charm. Enjoy visiting some of its world-class venues such as Tanglewood and Jacob's Pillow. Low property taxes. Some photos are AI generated.

32 Woodchuck Hollow, Tolland

Listing courtesy of Listing Agent: Joan Maxson from Listing Office: Park Square Realty.

$305,000
3 Beds 1 Baths 73471862 MLS
Spend peaceful mornings surrounded by nature in a private setting that backs to protected conservation land at the foothills of the Berkshires. Set on a rare triple lot, this home offers the perfect balance of privacy, tranquility, and everyday comfort. The bright, open-concept layout is filled with natural light and opens to an expansive deck, where deer, birds, and other wildlife regularly visit the property. A first-floor bedroom adds flexibility, while a newer roof and updated septic system provide peace of mind. Enjoy nearby lake access, hiking trails, boating, kayaking, fishing, and skiing at Otis Ridge. Convenient to Hartford/BDL Airport, Springfield, Boston, and New York, it's an ideal year-round home or weekend escape.

200 Fox Den Rd, Tolland

Listing courtesy of Listing Agent: Team ROVI from Listing Office: Real Broker MA, LLC.

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