Horse Farms For Sale in Windham, Southeastern Connecticut Planning Region CT

235 ACRE ESTATE: Truly Remarkable — a once-in-a-lifetime opportunity! This 235-acre farm in West Brookfield blends history, charm, and endless potential. Three abutting parcels—233 Ragged Hill Road, 234 Ragged Hill Road, and 11 Lyon Road—come together with sweeping views of Quabbin Reservoir and Mount Tom. Protected under the Agricultural Preservation Restriction, the land remains dedicated to farming while offering tax benefits and room for livestock. Already organic since the 80's, it’s perfect for all kinds of crops, dairy, horses, beekeeping—or even producing farm-fresh ice cream. Grants make ventures like a winery, brewery, or wedding venue possible, creating a dream for farmers, entrepreneurs, or anyone seeking a scenic retreat, although must be utilized for farming. At 233 Ragged Hill Road, a 92,000-square-foot unrestricted section offers unique flexibility for subdivision or development, opening the door to additional residential, commercial, or non-profit opportunities. A rare find—call today to explore this extraordinary property!

A lifestyle to enjoy your horses at home! Main house is 2723 sq. ft. Loft In-law Apt. is 700 sq. ft. Home offering a flexible floor plan for entertaining and relaxing. A fantastic screened porch to enjoy. Cozy In-law loft over the 2 car garage is perfect for multigeneration living while maintaining separate spaces for privacy. Optional 1st floor bedroom or home office. Full bath on the 1st floor is very handy. Equestrians will fall in love with the 4 /5 stall barn, tacking area, feed room & hay loft. Your Equine family will enjoy the 3 large loafing/run-in sheds for their comfort. Multiple paddocks and pastures for grazing. Riding arena and access to trails. With an expansive fenced rear yard for your chickens and fur babies to roam. Established gardens are in place for those wanting to homestead fruit trees, herb, vegetable and berry bushes. Easy access to Worcester Airport and City Amenities Restaurants, Theatre & Arts. SCHEDULE YOUR PRIVATE VIEWING TODAY! Agent incentives also speak to Sandra for details.

Welcome to Hardwick, Privacy awaits as you drive up the road to uncover this custom-built brick Ranch home set on 1.87 acres. The well designed 2000+ sq. ft. home offers 4 bedrooms and 2 baths. As you enter the vaulted front foyer you immediately get the sense of space. This continues through the open concept LR and kitchen. It's flooded with natural light from the 6' contemporary windows and skylights. Gather around the breakfast bar and enjoy your eat-in kitchen. The brick flooring throughout this space keeps it cool in summer and warm in winter. The master bath is equipped with a jetted tub to relax in after a long day. Walk through the pocket door into your master bedroom that includes a walk-in closet. The remaining 3 bedrooms complete the first level. can finish off the 1900+ sq. ft basement for extra living space.

Welcome to this beautifully updated 4 BR, 3000+ sq ft home in scenic Upton, MA. Perfect for entertaining with spacious foyer, formal dining room, den, plus an expansive family room off the remodeled gourmet kitchen with quartz countertops, SS appliances & double oven. Upstairs offers 4 large bedrooms & 2 full baths. Primary BR has a spa-like en suite with soaking jet tub. Partially finished lower level. New front porch and composite back deck overlook premier equestrian facilities ... 2 barns with 7 stalls, tack room, 4 fenced paddocks, 90'x110' riding ring & 50' round pen. Many energy efficient upgrades include Tesla solar panels (owned), new hot water tank, two new AC condensers & more. Surrounded by fruit trees & gardens, this rare horse property blends luxury living with top-notch amenities.

Peaceful private horse facility in a country setting, convenient to stores, restaurants & highways. The Equestrian features on this property are awesome & efficient, including the following: a large Indoor Riding Arena built 2019, Outdoor Arena 100x150, Grass Dressage area, Jump Field, Training Track 1/2 mile, 2 Barns with a total of 26 horse stall capacity-tack room & loft storage for hay in each barn, 14 Paddocks & pond. The property also offers a single family ranch style home to relax in at the end of the day, that has GREAT views of the horse farm! It features a fireplaced living room, kitchen with an inviting dining area, 3 bedrooms, 1.5 baths, Office, laundry rm, hardwood floors & ceiling fans in all the rooms. This easy to maintain home has vinyl siding, NEW-oil tank & hot water heater, roof 2018, generator transfer switch & an oversized detached 2+ garage. A brand new Septic System will be installed. Additional Features & Improvements-Regarding horse farm- Track 1/2 mile (1/3 owned by this property, 2/3 owned by neighbor), new electrical panel in barn 2019, drainage around farm- redone & regraded 2014, the stadium & cross country jumps will remain with the property. Field with cross country jumps and pond. Access to area trails.

Nestled amidst 32 breathtaking acres of serene beauty and privacy, this stunning property offers 2 two stall barns and abuts town forest for great trail rides. The grounds offer a beautiful patio, stone walls, fruit trees and bushes and lovely gardens. This exquisite custom shingle home built in 2006, epitomizes luxury living! Spanning over 5700 SF of living space, every element of this 5 bedroom | 4.5 bath masterpiece is designed w/the utmost attention to detail & quality craftsmanship. The first floor offers a luxurious primary suite w/an en-suite bathroom featuring a walk-in steam shower, walk in closet, office & access to private azek deck, gorgeous chef's kitchen w/11.5 ft island for cooking & entertaining, formal dining room, living/music room, warm & inviting family room w/stunning stone fireplace w/French doors leading to patio, spacious sun room, office, craft/laundry room & addtl full & half bath. There are 4 generous bedrooms & 2 full baths on 2nd floor. A 3 car garage w/stairs to storage & unfinished space above

Escape to your own private country estate on 24 picturesque acres. Perfect for the discerning buyer seeking space, privacy, and the pleasures of rural life, this exceptional property offers a well maintained 3,200 sq. ft. main residence thoughtfully designed for both comfort and entertaining. The home features three generously sized bedrooms, including a serene primary suite with a private bath. Rich hardwood floors and a spacious kitchen is ideal for those who enjoy cooking and hosting, with ample workspace and natural light. A finished lower level offers additional living space with a large family room and half bath. For guests or extended family, a separate three-bedroom guest house with its own garage provides the perfect balance of hospitality and independence. Outdoors spacious barn for equipment or hobbies, a chicken coop, and mature fruit trees scattered across the back yard. Whether you're envisioning a working gentleman’s farm, a peaceful family compound, or simply a refined retreat surrounded by nature, this extraordinary property offers endless potential in a setting that’s both private and peaceful.