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2 Photos
FAIRGROUND REAL ESTATE, INC

Wooded Rural building site minutes away from Otis center; close to Skiing, Resturants, and more. This 2 acre lot is a fresh slate to build a small Cabin or country getaway; Great area to catch nature all around you. Stone walls that boarder the property will ensure your boundry lines and privacy from neighboring lots. Maintained road with no assoication fee, enjoy all the peace and quiet the Berkshires has to offer!


2 Photos
FAIRGROUND REAL ESTATE, INC

Great LOCATION/TOWN WATER/SEWER Nice level building lot 1.51 acres 150' frontage with privacy and advantages of being close to Lake Mansfield and downtown Great Barrington. Great opportunity to won one of the few remaining building lots in town


13 Photos
FAIRGROUND REAL ESTATE, INC
$325,000
3 BD | 2 BA
Residential - Single Family

Step into a canvas of timeless character in this Historic Colonial, originally built and occupied by Nathaniel Austin,a surveyor who was instrumental in mapping and settling Berkshire County, situated in the town of Sheffield. This 5-bedroom, 2-bathroom residence offers a rare opportunity to restore a piece of Berkshire County history while imprinting your own vision on its enduring architecture. Location & Lifestyle** Tree-lined driveway, a short stroll to the village green , markets, dining, and outdoor recreation. Proximity to the Housatonic River, lakes, and scenic trails, inviting year-round strolling, hiking, and local exploration. Easy access to regional attractions, farms, and cultural events that define the area's heritage.


10 Photos
FAIRGROUND REAL ESTATE, INC

RARE OPPORTUNITY. Private parcel with open views potential, atarting from the idyllic cul-de-sac, on Mountain Rd. in Mt. Washington, MA. This exclusive, private land parcel has 8.69 level and gently rolling acres.: Septic Field has been partially installed, Well has been drilled , and rough driveway installed. Fiber Optic is available. The plans for 4BR+4BA house with an in-law suite have been approved in 2005 and may be shared with the buyer upon the signed agreement. Build your dream home in this exclusive neighborhood. Mt. Washington is a Berkshire town with one of the lowest property taxes in MA.


4 Photos
FAIRGROUND REAL ESTATE, INC

Over 4500 square foot commercial space set on over 3 acres in New Marlborough. 10 Minutes to Main Street Great Barrington. The possibilities are endless with this property.


56 Photos
FAIRGROUND REAL ESTATE, INC
$995,000
3 BD | 4 BA
Residential - Single Family

Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming gazebo and a generous deck, perfect for hosting gatherings or relaxing in your own outdoor oasis.The oversized garage provides ample storage and includes a versatile space above, ready for your expansion ideas. With rough plumbing and electrical already in place, customizing this area is effortless. Located 2 min from Monument Mountain Reservation and 6 min to Main Street.


43 Photos
FAIRGROUND REAL ESTATE, INC
$1,250,000
5 BD | 5 BA
Residential - Single Family

Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort. Property Highlights 5 Bedrooms | 4 Full Baths + 1 Half Bath** Complex rebuild from the ground up** - preserved nod to the town's heritage with a fresh, modern interior Chef's Kitchen** - high-end appliances, ample prep space, and thoughtful layout for entertaining Radiant Floor Heating** - in entry Dual Fuel Heat throughout High Velocity Central Air Conditioning** - efficient, quiet climate control Solid Heavy Doors with Emtek Hardware** - substantial, timeless feel with premium finishes 4-Season Porch**


50 Photos
FAIRGROUND REAL ESTATE, INC
$1,495,000
4 BD | 4 BA
Residential - Single Family

Nestled in the heart of Great Barrington, this spacious 4 bedroom, 4 bathroom residence offers the perfect blend of family-friendly comfort and private sophistication. The home greets you with gleaming wood floors and a stunning fieldstone fireplace that anchors the living spaces in warmth and character. Cook like a chef in the large open kitchen, where generous countertops, a welcoming island, and ample natural light inspire everyday gatherings. The first-floor primary suite provides convenience without sacrificing privacy, ideal for busy households seeking single-level living when desired. Step outside to your expansive outdoors: a grand deck that overlooks lush acreage, plus a screened-in porch and an oversized porch ideal for morning coffees, evening entertaining, and quiet


8 Photos
FAIRGROUND REAL ESTATE, INC

Prime retail development on a high-traffic stretch of Stockbridge Road in Great Barrington, MA - Established tenants in place providing immediate income - Excellent opportunity for value-add through lease restructures, unit-mix optimization, or signage/branding enhancements - Diversified income across four buildings and five rental spaces -Ample on-site parking - Proximity to dining, tourism, and regional services Accessibility & Local Market - Easy access to I-90 and regional routes - Located in Great Barrington, a growing Berkshire County hub for shopping and tourism - Complementary retail and service anchors nearby Inclusions