Tolland Homes for Sale

Welcome to Tolland, Massachusetts – a hidden gem nestled in the heart of Hampden County. This charming town offers a unique blend of serene rural landscapes and a tight-knit community atmosphere, making it an ideal place for those seeking tranquility without sacrificing convenience. Tolland is known for its picturesque surroundings, with lush forests, sparkling lakes, and an abundance of outdoor recreational opportunities. Whether you enjoy hiking, fishing, or simply taking in the beauty of nature, Tolland has something for everyone.

The town is characterized by its historic charm, with quaint homes that reflect the rich heritage of the area. As you explore Tolland, you’ll find a variety of homes for sale that cater to diverse preferences and lifestyles. From charming cottages to spacious family residences, the real estate market here offers something for everyone. Many properties boast generous lots, providing ample space for gardens, outdoor entertaining, or simply enjoying the peace and quiet that comes with rural living.

Tolland is also conveniently located near major highways, allowing for easy access to nearby cities such as Springfield and Hartford. This makes it an excellent choice for commuters who want to enjoy the tranquility of small-town living while still being close to urban amenities.

If you’re considering a move to Tolland, now is the perfect time to explore the homes for sale in this delightful community. Experience the warmth of Tolland and discover your dream home in this idyllic setting. With its beautiful landscapes and welcoming community, Tolland is ready to welcome you home.

Newest Tolland Homes for Sale

$422,800

3 Beds ⋅ 3 Baths ⋅ 73544466 MLS

Home being sold fully furnished, Sauna is located in the basement,

154 Brook Ln, Tolland

Listing courtesy of Listing Agent: David P. Hall from Listing Office: Berkshire Hathaway Home Service New England Properties.

$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.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.