$433,388Average Value$304Average Price per Sq Ft2Homes For Sale
Tolland is a rural getaway among the forests of Western Massachusetts
Just outside the Berkshires in Western Massachusetts sits the rural hideaway of Tolland, a tiny community of 500 that has been around since the 1750s. What this area lacks in modern conveniences, it makes up for with outdoor opportunities. The many lakes and forests in the area have made this a popular location for second homes.
Tolland is a largely undeveloped, rural town with only one main road cutting through it.
Tolland is a large forest town with many ponds and lakes for recreation.
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A variety of housing and HOAs present
The median home price is $200,000, less than state and national numbers. Homes in the area vary and include Colonials, saltbox, and craftsman styles. Plots of land are also available throughout Tolland. Homes near the center of the community offer plenty of land and direct access to the road that goes through town. “Tolland has several predominantly second-home HOA communities based around lakes,” says Kim Bergland, a broker with Red Horse Real Estate. “There are no real suburban-type neighborhoods.” The HOA and private communities in Tolland can be found on the lakes that dot the area. Association fees vary but can reach more than $200 a month.
A black colonial style clapboard sided home sits on a corner of two main roads in Tolland.
A saltbox style home in Tolland hides behind a large oak tree shading the front lawn.
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Southwick-Tolland-Granville School District
Tolland’s pupils attend the Southwick-Tolland-Granville School District, which is rated C-plus on Niche. The district has only a few schools and is concentrated in Southwick.
Powder Mill Middle School in Southwick serves students in grades 6-8.
Southwick Regional High School in Southwick serves students in grade 6-9.
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State forests and nearby attractions
The area is rich with forests. Nearby, the Tolland State Forest features a 1,000-acre reservoir for boating and fishing and offers plenty of opportunities for camping, hunting and biking. Granville State Forest has horseback riding, cross-country skiing, and hiking trails. Attractions outside of Tolland include Jacob’s Pillow, a performing arts center specializing in dance and has been in the Berkshires since the 1930s. In Windsor Locks, Connecticut, the New England Air and Aviation Museum has multiple historical aircraft and a rotating series of exhibits on display.
A porcupine wanders along the grass in Tolland State Forest plucking dandelions to munch on.
Otis Reservoir, near Tolland, is one of the best lakes in the region for recreational activities.
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Dining and Shopping outside of Tolland
Tolland has no restaurants, but dining options are available in New Boston or Otis. The New Boston Inn, open since 1737, serves lunch options, including sandwiches and burgers, along with chicken and pasta entrees for dinner. In Otis, The Grouse House is a casual seasonal dining spot. The Knox Trail Inn has salads, pizza, and seafood. Shopping is also available outside of Tolland. Granville has a small country store and some smaller boutique shops. However, the closest grocery stores, such as the Big Y, are in Westfield, 18 miles east. Big box stores can also found in Westfield. Baystate Medical Center is 30 miles east in Springfield.
The New Boston Inn, near Tolland, is a historic inn, restaurant, and tavern in Sandisfield.
Westfield is the closest urban area with streets lined with dining for residents of Tolland.
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Route 57 and Bradley International Airport
Route 57 runs through the center of Tolland and connects the community with Springfield to the east and the rest of the Berkshires to the west. The closest airport is Bradley International Airport in Windsor Locks, 24 miles southeast.
Crime in Tolland
According to data from the state of Massachusetts, crime in Tolland has dropped by over 30%, with only two crimes reported in the area in 2024.
Written By
Tyler Patchen
Photography Contributed By
Matt Barrett
Video By
Adam Barkley
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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
Tucked away in a peaceful corner of Tolland, this beautiful 1-acre wooded parcel offers the perfect setting to build your dream home or private getaway. Surrounded by mature trees and natural beauty, the property provides both privacy and a serene atmosphere while still being conveniently located.Enjoy close proximity to Twining Pond, ideal for relaxing days outdoors, whether you're kayaking,
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
Fully furnished home located at the end of a quiet dead-end street, just a short walk to Cranberry Pond and all that Wildwood has to offer. Enjoy fishing, swimming at private beaches, and non-motorized boating. This well-loved home features seasonal winter water views from the living room, deck, and screened-in porch. Explore Wildwood's 740 acres of recreation, including lakes and ponds, tennis
Dave HallBERKSHIRE HATHAWAY NEW ENGLAND PROPERTIES
43 acres of vacant land with approx 3700 feet of road frontage, mostly wooded, rolling grade, stone walls, small growth treesThe Tolland GIS map does not show any DEP wetlands. There are 6 other separate parcels available. See listings on Burt Hill, New Boston and Clark Roads.
Approximate 103 acre parcel of vacant land with approximately 3440 of road frontage. The parcel is level in some areas, rolling grade in some areas and grades up from the road in some areas. The parcel is mostly wooded with small growth trees along with some stone walls (per 2024 appraisal). There are 6 other separate parcels available. See listings on Burt Hill, New Boston and Clark Roads.
Approximate 53 acre parcel of vacant land with approximately 1467 feet of road frontage on New Boston Road and 1850 feet of road frontage on Burt Hill Road. The parcel is some level with some rolling grade. There are 6 other separate parcels available. See listings on Burt Hill, New Boston and Clark Roads.
olland, MA Land for Sale – Berkshire County Building Lot with Seller Financing AvailableSeller financing available! Discover the opportunity to own a beautiful wooded building lot in the charming town of Tolland, Massachusetts, located at the gateway to the Berkshires and within easy reach of both the Connecticut and New York borders.This scenic parcel offers the potential for western-facing
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
Approximate 32 acre parcel of vacant land with approximate 1115 feet of road frontage The parcel has some level areas and some rolling grade areas. mostly small growth trees, stone walls and some open fields. According to the Tolland GIS map,there are some minor wetlands at the back part of the lot on the east side. There are 6 other separate parcels available. See listings on Burt Hill, New
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