Refine Search
Map
Sort by
$595,000
3 Beds ⋅ 3 Baths ⋅ 73563605 MLS
Welcome to this fully renovated post/beam contemporary home in The Wildwood Community & prepare to be amazed by the attention to detail & quality finishes thru-out. The main living area features a wall of sliders to the wrap around deck,the kitchen boasts modern appliances, sleek countertops & plenty of storage space.The open flr plan flows seamlessly into the living & dining area,making it perfect for entertaining guests or simply relaxing in front of the cozy wood stove w/a good book.BR & BTH w/laundry round out the 1st flr. Ascend to the enchanting 2nd flr & uncover a tranquil reatreat featuring a cozy BR, BTH & captivating loft overlooking the living rm offering spectacular view of the outdoors.The finished basement adds even more versatility to the home, w/6 custom made bunks,1/2 BTH, game room & add'l living rm. Sliders from the basement lead out to a 2nd deck,making it easy to grab the kayak, paddle board, ice skates or skis & enjoy this slice of paradise. Welcome Home!!!

136 E Otter Dr, Tolland

Listing courtesy of Listing Agent: Tammy Sandomierski from Listing Office: William Raveis R.E. & Home Services.
$847,700
4 Beds ⋅ 3 Baths ⋅ 73561364 MLS
One of the Southern Berkshires’ best-kept secrets! This private, family-friendly, four-season community is located near the shores of pristine 175-acre Noyes Pond, a non-combustion-motor lake. This large log cabin sits on 2 wooded acres with no neighbors, offering exceptional privacy. Enjoy evenings on the outdoor patio around the fire pit, making s’mores and creating memories with family and friends. The cabin is being sold with the recently purchased furnishings—everything stays, making this a truly turnkey retreat. The home features 4 bedrooms, 3 full baths, a 4-car garage, and an inviting open floor plan with beautiful vaulted, beamed ceilings. The spacious primary suite includes a walk-in closet. A large recreation room with a convenient back staircase provides additional space for family and entertaining. Above the barn is a large office or additional bedroom with its own full bath, offering flexible space for guests, a home office, or private living quarters. Workshop space is also available in both buildings, perfect for the handyman or hobbyist. Founded in 1898 as a private, not-for-profit hunting and fishing club, this unique community blends rustic charm with exceptional amenities. Members enjoy access to a lakeside lodge with a personal chef, tennis courts, stocked fishing ponds, designated hunting grounds, and miles of peaceful woodland trails. Whether kayaking at sunrise, fishing at sunset, exploring the trails, or relaxing fireside in winter, this is a place where families can enjoy the outdoors and create lasting memories for generations. A truly special four-season property in an extraordinary private community.

1111 Clubhouse Rd, Tolland

Listing courtesy of Listing Agent: David P. Hall from Listing Office: Berkshire Hathaway Home Service New England Properties.
$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..
$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.
$58,999
73490718 MLS
Seller is willing to Finance if needed. At the beginning of the Berkshires this wooded acreage puts you near the CT and NY border. Enjoy the sunset with your western view, sit on the back deck of your new home and enjoy dinner at sunset. Not far from the center of town, use the town website to pick an area point of interest to visit or go to "Visit the Berkshires" website to see other local offerings. Buy now and plan for the future, building lots with the charm of this area are getting hard to find so don't miss your opportunity. You want small town New England then check out Tolland with a 2020 census population of 471.

Lot 15 Colebrook River Rd, Tolland

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

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.