Tolland Real Estate

Welcome to Tolland, Massachusetts – a hidden gem nestled in the picturesque Hampden County. This charming town, with its serene landscapes and rich history, offers a unique blend of rural tranquility and community spirit that is hard to find elsewhere.

Tolland is characterized by its lush woodlands, rolling hills, and pristine lakes, making it a haven for outdoor enthusiasts. Whether you enjoy hiking, fishing, or simply soaking in the beauty of nature, the town's scenic parks and trails provide ample opportunities to explore the great outdoors. The nearby Otis Reservoir is perfect for boating and swimming during the warm summer months, while winter brings opportunities for snowshoeing and cross-country skiing.

The town’s sense of community is palpable, with friendly neighbors and local events that bring residents together throughout the year. From farmers’ markets to seasonal festivals, Tolland fosters a welcoming atmosphere that makes it easy to feel at home.

Tolland's real estate market presents a variety of options, from charming historic homes to modern constructions, catering to diverse lifestyles and budgets. With its low crime rates and excellent schools, families find Tolland to be an ideal place to raise children.

With easy access to major highways, Tolland is conveniently located for commuters, allowing residents to enjoy a peaceful rural lifestyle while being just a short drive away from the bustling cities of Western Massachusetts.

Discover the allure of Tolland – where nature meets community, and every day feels like a retreat. Come explore this enchanting town and find your perfect home in the heart of Hampden County.

Newest Listings in Tolland

$569,900

3 Beds ⋅ 3 Baths ⋅ 73563605 MLS

YOUR LAKE LIFE STARTS HERE!! Welcome to 136 East Otter Drive, where beautifully renovated post-and-beam character meets the relaxed lake lifestyle of Tolland’s sought-after Wildwood community. Surrounded by nature and offering direct access to Otter Pond, this stunning contemporary provides the perfect setting for year-round living, weekend escapes and making memories with family and friends. Step inside and immediately appreciate the warmth, character and attention to detail throughout. The open-concept main level is designed for both comfortable everyday living and effortless entertaining. A dramatic wall of sliders fills the home with natural light, brings the outdoors in and opens to an expansive wraparound deck—perfect for morning coffee, summer dinners or simply relaxing and taking in the peaceful surroundings. The beautifully updated kitchen features modern finishes, generous cabinetry and plenty of storage while flowing seamlessly into the dining and living areas. On cooler evenings, gather around the cozy wood stove and enjoy the inviting atmosphere. A first-floor bedroom and full bath with laundry add convenience and flexibility. Upstairs, the beautiful post-and-beam architecture continues with a charming loft overlooking the living area, along with another bedroom and full bath. The finished walkout lower level offers even more space for family and guests, featuring six custom-built bunks, a game room, additional living area and half bath. Sliders lead to a second deck and backyard, putting the Wildwood lifestyle right outside your door. And then there’s Wildwood! This private 740-acre gated private community offers two beautiful ponds, five private sandy beaches, swimming, fishing, boating, hiking, tennis, pickleball, basketball, volleyball, recreational fields, clubhouse and picnic areas. But Wildwood is about more than amenities—it’s a community. Members and their guests can enjoy a variety of social activities designed for families, couples and retirees, including open mic nights, family cookouts, s’mores on the beach, regular happy hours, bingo, boat regattas and other community gatherings and events throughout the year—all part of the Wildwood experience. Whether you’re looking for a full-time residence or a special getaway, 136 East Otter Drive offers the opportunity to enjoy nature, recreation and a wonderful sense of community. More than a home, this is a lifestyle—and one you’ll love coming home to!

136 E Otter Dr, Tolland

Listing courtesy of Listing Agent: Tammy Sandomierski from Listing Office: William Raveis R.E. & Home Services.

$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.

$30,000

73509314 MLS

Be part of a small community with your own ponds and beach for the hot summer months. Escape the crowded beaches to this oasis located in the Wildwood Association of Tolland, MA. On the edge of the Berkshires this rural community is still near CT and NY. This year round or seasonal location is near the happenings of the Berkshires - Tanglewood, museums, skiing. Access can be provided to the community amenities of 5 beaches, Clubhouse, tennis, basketball, pickleball, hiking, fishing, swimming, boating (sail, paddle or electric powered). Don't miss this opportunity.

Lot 43 South Village Rd, Tolland

Listing courtesy of Listing Agent: Susan Como from Listing Office: Buy Rite Home.

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Tolland Real Estate

Newest Listings in Tolland

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