Set on 60+ acres, this extraordinary property—known locally as Glen Manor—offers unmatched privacy, luxury, and accessibility. The fully furnished estate features an impressive main residence (approx. 8,608 sq. ft.), a guest house (approx. 2,000 sq. ft.), a barn with horse corral, and a spectacular pool compound complete with a fountain, casita, pump house, outdoor kitchen, stone decking, and lush gardens. Outdoor amenities abound: a private pond and hillside stream, two tennis courts (a grass court currently repurposed for weddings, plus a clay court), a golf driving/pitching/putting practice area, lawn-game spaces, mature gardens accented with statuary and fountains, rolling fields framed by fieldstone walls, and an exceptional network of brick and cobblestone pathways and drives. Centrally located at the “Crossroads of New England”, the property is just five minutes from the Massachusetts Turnpike (I-90/I-84) with direct routes to Boston (60 miles), Worcester (27 miles), Springfield (28 miles), Hartford (40 miles), Providence (60 miles), and New York City (155 miles). Three international airports and more than 100 colleges and universities are within roughly an hour’s reach. Additional acreage includes a private system of drivable trails through pristine, park-quality woodland, with frontage on two roads—offering a rare investment or development opportunity. Recreational destinations are moments away: Lake Siog Park, Long Pond, the Quinebaug River Canoe Trail, and an extensive network of trunk trails. The town of Brimfield hosts the world-famous antique show, while neighboring Sturbridge—home to Old Sturbridge Village and the historic Publick House—is an emerging hub for gourmet dining.

In the picturesque countryside of Carlisle, Little Brook Farm is a rare & exceptional Equestrian property offering peace, privacy & timeless New England Charm. On over 12 acres of gently rolling pastures, this well-established farm is perfect for horse enthusiasts, farm lovers or anyone seeking a refined rural lifestyle just 40 minutes from Boston. At the heart of the property is an updated farmhouse featuring classic architectural details blended with modern comforts. Spacious living areas, a wood-burning fireplace, a sunlit gourmet kitchen with high-end appliances, 4 plus bedrooms with 3.5 baths. The equestrian facilities include a custom barn with 6 stalls, a tack room, hay storage and wash/groom areas. 8 fenced split rail paddocks with water, a riding ring, 4/10th oval track, equipment storage, & direct access to miles of conservation trails. A small orchard & raised vegetable garden to cultivate fresh produce steps from your kitchen. Live the quintessential New England Farm Lifestyle!

Discover this stunning brick executive ranch offering 3,283 sq. ft. of beautifully designed living space. The heart of the home is a gourmet kitchen crafted for the chef, complemented by a formal dining room and inviting living spaces. Two spacious primary suites with ensuite baths—one currently configured as a home theater—offer comfort and versatility, while a dedicated home office provides the perfect space for work or study. Hardwood floors flow throughout, and the updated HVAC system (just 2 years old) ensures year-round comfort and efficiency. Outside, enjoy the convenience of a 3-car garage and the serenity of 2.92 acres. Horse enthusiasts will love the 3-stall barn, complete with two paddocks and an arena—ready for you to bring your horses home. This property offers a rare combination of executive living and equestrian amenities, making it an exceptional opportunity.

Live your equestrian dream on this scenic 9+ acre horse farm complete with an18 stall stable, paddocks, room to build your dream home and more! also a nicely finished second floor, perfect for daily use. .Property is adjacent to the Essex County Trail Association's extensive trail system. Located in scenic Hamilton, this property offers the opportunity to build your custom equine home and/or possibly subdivide.for sale or lease owner financing a posibility . only shown by appointment only.No entering or walking property please.Drive by and take a look then call if interested thank you.

Enjoy exceptional privacy on this peaceful 3-acre horse lovers’ retreat. The property features a newer 5-stall barn with generous 11x11 run-in stalls, a hot-water wash rack, and a large loft for ample storage— offering a rare opportunity to bring your horses home. The home includes a flexible lower level ideal for a potential in-law or guest suite. The main kitchen offers quartz countertops, stainless steel appliances, a gas range, deep sink, and recessed lighting. The dining room opens to a deck through atrium doors, providing views of the surrounding land and local wildlife. A rare opportunity to lease a property that combines comfort, privacy, and equestrian amenities in one serene setting.

A dream horse property comes along almost never. Immaculate, updated, Tudor style home. Fresh interior paint, gleaming hardwood floors in every room, country views from every sparkling window. An oversized two car garage, beautiful Circle B barn, separate hay barn, two sheds, and two rings give multiple options for training space.. The secret gem of the property though is a perfectly delightful cabin taken from a motel on the Mohawk Trail in Western Mass. Moved to Bolton years ago by the previous owner, it's an artist's studio or perhaps a special guest space. Sellers' labor of love for this home and land is evident in every aspect of the property. With direct access to Vaughn Hills Conservation trails, connecting to Harvard Conservation Trails, you can ride or hike for hours.

A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes from Great Barrington, this delightful property offers long-range pasture views with the Green River just beyond. Thoughtful living spaces for every walk of life featuring a roomy primary suite on the first floor, an additional primary suite that occupies the entire third floor, and inviting spaces for guests and gatherings. Key features include top brands like Waterworks, Wolf, Schluter, Graff, Bertazzoni, and Kohler, along with Danby marble, Italian stone, and oak floors. Every window offers views of the expansive 13.5 acres with lush meadows, fully fenced, which offer endless possibilities for equestrians or gentleman farmers.

A Horse Lover’s Haven in the Gem of the Valley! Set on 2.5 private acres at the end of a quiet road, this charming Colonial offers the perfect blend of modern comfort and country living—with everything in place for your horses and homesteading dreams. Bonus Workshop Space: Heated, oversized two-car garage with separate electrical, office space, and a dedicated welding workshop—perfect for hobbyists or small business owners Interior photos coming soon!!!!

Timeless New England Equestrian Estate where history meets modern country living. Tucked back behind an expansive hunt field, this property offers a five-stall custom barn with a wash stall, sand arena, approximately 4 acres of pasture, and trails —perfect for bringing your horses home. The antique 4-bed, 3.5-bath residence blends character with modern updates, including a custom kitchen, home office, and sunlit spaces designed for today’s lifestyle. Entertain with ease: a gunite pool, outdoor kitchen, koi pond, and sweeping grounds create a resort-like retreat. A spacious workshop adds versatility for hobbies or creative pursuits. Here, weekends unfold between riding, poolside gatherings, and quiet evenings enjoying the outdoor spaces—a rare offering that balances equestrian excellence with the warmth of a true New England homestead.

Cavallo Equestrian Center is a well-established equine facility offering exceptional amenities for both horse and rider. The property includes 45 stalls, two 80’x200’ indoor arenas with premium GGT footing—one heated—and a 100’x200’ outdoor ring with sand and stone dust footing. All arenas are professionally serviced and leveled annually. The main barn features two tack rooms, two grain rooms, multiple wash stalls. Enjoy watching lessons in a large heated lounge/kitchen with adjoining office and bathroom—ideal for riders and guests. Sixteen turnout paddocks of various sizes, several with run-in sheds, provide flexible turnout options. Cavallo operates as a successful boarding and training facility, known for hosting clinics, IEA shows, and equestrian events for decades. A 3-bedroom, 3-bathroom Ranch-style home is included— suitable for an owner, trainer, or manager. Conveniently located near Routes 495 and 2, approximately 20 minutes to the NH border and 45 minutes to Boston.