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Tolland, MA Homes for Sale

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  • 1282 Burt Hill Rd, Tolland, MA 01034
    1282 Burt Hill Rd, Tolland, MA 01034
    1282 Burt Hill Rd, Tolland, MA 01034
    /4

    $165,000

    • Land
    • 32.28 Acres
    • $5,112 per Acre

    1282 Burt Hill Rd, Tolland, MA 01034

    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

    Agent Photo

    Mary O'Connell

    Wolcott Realty

    (413) 899-7164

    1282 Burt Hill Rd, Tolland, MA 01034
  • 23 S Village Rd, Tolland, MA 01034
    23 S Village Rd, Tolland, MA 01034
    23 S Village Rd, Tolland, MA 01034
    /30

    $49,900

    $10K PRICE DROP
    • Land
    • 21,780 Sq Ft
    • $99,800 per Acre

    23 S Village Rd, Tolland, MA 01034

    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

    Agent Photo

    Amy Rio

    Executive Real Estate, Inc.

    (413) 899-7338

    23 S Village Rd, Tolland, MA 01034
  • 0 E Otis Rd Unit 249245, Granville, MA 01034
    0 E Otis Rd Unit 249245, Granville, MA 01034
    0 E Otis Rd Unit 249245, Granville, MA 01034
    /6

    $79,900

    • Land
    • 1 Acre
    • $79,900 per Acre

    0 E Otis Rd Unit 249245, Granville, MA 01034

    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,

    Agent Photo

    Kolleen Schmitt

    KELLER WILLIAMS REALTY

    (413) 288-5726

    0 E Otis Rd Unit 249245, Granville, MA 01034
  • 894 Colebrook River Rd, Granville, MA 01034
    894 Colebrook River Rd, Granville, MA 01034
    894 Colebrook River Rd, Granville, MA 01034
    /6

    $65,000

    $15K PRICE DROP
    • Land
    • 9.07 Acres
    • $7,166 per Acre

    894 Colebrook River Rd, Granville, MA 01034

    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,

    Sue Como Buy Rite Home

    894 Colebrook River Rd, Granville, MA 01034
  • 32 Woodchuck Hollow, Granville, MA 01034
    32 Woodchuck Hollow, Granville, MA 01034
    32 Woodchuck Hollow, Granville, MA 01034
    /41

    $420,000

    • 3 Beds
    • 2 Baths
    • 1,659 Sq Ft

    32 Woodchuck Hollow, Granville, MA 01034

    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 &

    Joan Maxson Park Square Realty

    32 Woodchuck Hollow, Granville, MA 01034
  • Lot 15 Colebrook River Rd, Tolland, MA 01034
    Lot 15 Colebrook River Rd, Tolland, MA 01034
    Lot 15 Colebrook River Rd, Tolland, MA 01034
    /11

    $65,000

    $15K PRICE DROP
    • Land
    • 9.07 Acres
    • $7,166 per Acre

    Lot 15 Colebrook River Rd, Tolland, MA 01034

    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,

    Sue Como Buy Rite Home

    Lot 15 Colebrook River Rd, Tolland, MA 01034
  • 23 Chipmunk Crossing, Granville, MA 01034
    23 Chipmunk Crossing, Granville, MA 01034
    23 Chipmunk Crossing, Granville, MA 01034
    /41

    $460,000

    • 3 Beds
    • 3 Baths
    • 2,366 Sq Ft

    23 Chipmunk Crossing, Granville, MA 01034

    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

    Joan Maxson Park Square Realty

    23 Chipmunk Crossing, Granville, MA 01034
  • 103 Otter Pond Trail, Tolland, MA 01034
    103 Otter Pond Trail, Tolland, MA 01034
    103 Otter Pond Trail, Tolland, MA 01034
    /27

    $639,900

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,174 Sq Ft

    103 Otter Pond Trail, Tolland, MA 01034

    An amazing "staycation" home situated on a very private .65 acre lot in the Wildwood Community of Tolland Massachusetts. Gorgeous cherry hardwood flooring, fieldstone fireplace, soaring ceilings with wood and beams, and an open concept floor plan with nearly all rooms having stunning views of the water. Enjoy gorgeous mornings overlooking the water, a swim or peaceful kayak from the beach. A

    Mary Malinski HB Real Estate, LLC

    103 Otter Pond Trail, Tolland, MA 01034
  • Lot 43 S Village Rd, Tolland, MA 01034
    Lot 43 S Village Rd, Tolland, MA 01034
    Lot 43 S Village Rd, Tolland, MA 01034
    /7

    $30,000

    • Land
    • 17,859 Sq Ft
    • $73,171 per Acre

    Lot 43 S Village Rd, Tolland, MA 01034

    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

    Sue Como Buy Rite Home

    Lot 43 S Village Rd, Tolland, MA 01034
  • 265 Fox Den Rd, Granville, MA 01034
    265 Fox Den Rd, Granville, MA 01034
    265 Fox Den Rd, Granville, MA 01034
    /38

    $399,500

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft

    265 Fox Den Rd, Granville, MA 01034

    Beautiful, well maintained, sunny, airy home in coveted private lake community of Wildwood, nestled in the foothills of the Berkshires. Updated, open floor plan, year-round living with gas furnace and fireplace, walk to 1 of 5 sandy beaches with bath houses. New 3 Bedr septic installed 2019. Large 1.13 acre lot provides lots of space for outdoor family fun and entertaining. Vaulted ceiling and

    Joan Maxson Park Square Realty

    265 Fox Den Rd, Granville, MA 01034
  • 200 Fox Den Rd, Granville, MA 01034
    200 Fox Den Rd, Granville, MA 01034
    200 Fox Den Rd, Granville, MA 01034
    /47

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    200 Fox Den Rd, Granville, MA 01034

    Set within a private lake community with beach access, this contemporary Cape sits on a rare triple lot at the foothills of the Berkshires, offering an ideal balance of lakeside living and everyday convenience. The bright open-concept layout is filled with natural light and opens to peaceful meadow views from the deck. Enjoy five sandy beaches and all the Wildwood community amenities. The second

    Leanne Sedlak REAL BROKER

    200 Fox Den Rd, Granville, MA 01034
Massachusetts Hampden County Tolland

Real Estate & Homes for Sale in Tolland, MA

Why Live in Tolland

Tolland, MA, is a rural community in Western Massachusetts, just outside the Berkshires. Established in the 1750s, this small town of 500 residents is known for its outdoor opportunities, with numerous lakes and forests making it a popular spot for second homes. Housing styles in Tolland include Colonials, saltbox, and craftsman homes, with plots of land available throughout the area. Many homes near the town center offer ample land and easy access to Route 57, which connects Tolland to Springfield and the Berkshires. The community features several HOA and private communities around the lakes, with association fees varying but sometimes exceeding $200 a month. Although Tolland lacks dining and shopping options, nearby towns like New Boston and Otis offer restaurants such as The New Boston Inn and The Grouse House. For shopping, residents travel to Granville for boutique stores or Westfield, 18 miles east, for grocery and big box stores. Outdoor enthusiasts can explore Tolland State Forest, which boasts a 1,000-acre reservoir for boating and fishing, and Granville State Forest, offering horseback riding, cross-country skiing, and hiking trails. Attractions outside Tolland include Jacob’s Pillow in the Berkshires and the New England Air and Aviation Museum in Windsor Locks, Connecticut. The closest airport is Bradley International Airport, 24 miles southeast. Crime in Tolland is lower than the national average, with a significant drop in recent years.

Learn more about living in Tolland

Frequently Asked Questions

What is the average home price in Tolland, MA?
Homes for sale in Tolland, MA have an average home price of $521,350.
How many homes have sold over the last 12 months in Tolland, MA?
9 homes have sold in Tolland, MA over the last 12 months.
What is the average household income in Tolland, MA?
The average household income in Tolland, MA is $110K.
What are the most popular zip codes in Tolland, MA?
The most popular zip codes in Tolland, MA include 01034, 01255, 01008, 01253 and 06021.
How much do you need to make to afford a house in Tolland?
The median home price in Tolland is $522,450. If you put a 20% down payment of $104,500 and had a 30-year fixed mortgage with an interest rate of 6.48%, your estimated principal and interest payment would be $2,640 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $113K a year to afford the median home price in Tolland. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Tolland is $110K.
How are the schools in Tolland, MA?
Tolland, MA has highly rated public and private schools. Some of the best schools in Tolland based on Niche Grades are Colebrook Consolidated School, Northwestern Regional High School and Woodland School. Browse all the schools in Tolland, MA to learn more.

Home Prices in Tolland, MA

The median home sale price in Tolland, MA is $377,500, up 16% year-over-year. Homes in Tolland sell in 107 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$377,500
Median Single Family Sale Price
$426,250
Median 2 Bedroom Sale Price
$318,000
Average Price Per Sq Ft
$272
Number of Homes for Sale
1
Last 12 months Home Sales
9
Months of Supply
1.30
Median List Price
$522,450
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
16%
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