Horse Farms For Sale in Windham Windham County, Windham County CT

Set upon a gentle hill, this incredible nearly 36-acre property offers a picturesque landscape with sweeping scenic views. The colonial-style home encompasses timeless elegance with beautiful pine wood flooring and beamed ceilings throughout. The grandeur of the living room is a showstopper, featuring an open floor plan and a warm fireplace. The large kitchen has custom cabinetry, an island and French doors that flood the space with natural light while seamlessly connecting to the outdoor patio. Each of the 4 bedrooms provides breathtaking views and a large 2nd floor bonus room offers endless possibilities for a home office, playroom or additional living space. Outside you are met with expansive ready-to-use farmland that comes equipped with fencing, a barn, 2 sheds, a woodshed and a chicken coop. With its ample farmland, charming colonial aesthetics, and sweeping views, this property offers an unparalleled opportunity to experience the quintessential New England lifestyle.

Exquisite in design, quality and craftsmanship, this RENOVATED LUXURY FARMHOUSE on 109+ ACRES will engage all your senses and exceed your equestrian expectations. The long private drive leads you to a 4770 sq ft custom masterpiece carefully designed with upscale country living in mind.    A sun filled first floor offers multiple access points to a covered porch with pastoral and distant views. Inside you'll marvel at the grand foyer, custom open kitchen with top of line appliances and leathered marble counters, great room with fireplace and spacious dining area combo with adjacent office.  The formal living & dining offers a separate retreat that overlooks your grazing horses. Full and half bath, expanded mud room and dual staircases takes you to 2nd floor with 3 large bedrooms, all with walk in closets, 2 full baths, & option for 2nd office (currently a dressing room).  A heated gallery connects you to an attached 3 STALL OWNER’S BARN with tack and grain rooms, grooming stall and loft - making those chilly days a delight. Additional amenities include an updated 1200 sq ft APARTMENT with bedroom, office, a large kitchen/dining/living room, full bath, laundry and deck sitting above the 9 STALL BARN with heated tack and grain rooms, ½ bath, and wash stall. INDOOR ARENA (72 X 184) with GGT footing and attached equipment bay, 3 OVERSIZED GARAGE BAYS with 10 foot doors and 2 ADDITIONAL STALLS (1 foaling) & OUTDOOR ARENA (90X 180), 15 PADDOCKS and 5 RUN-IN SHEDS allows shelter for 24+ HORSES. Groomed trails on site, extensive turn out and a mix of pasture and forest make this property a rare find you and your pampered horses or boarders will relish.  Great location abutting Upton State Forest and commuters will appreciate access to Routes 495, 140, 146 and the Mass Pike. Less than 1 hour to Boston or Providence both cities with international airports.

This beautiful estate that sits on over 8 acres features main house, 3 stall horse stable, barn and pool house/garage with studio and full bath above. Located in "C Residential" zone, the opportunities are endless. Currently being used as a horse farm, the main house features 3 bedrooms (all en-suite), living room, formal dining room, primary bedroom suite with office/sun room, large laundry room leading out to a service porch. Two bedrooms and large bonus room are located on the second floor. A full finished walk out lower level features a full bathroom, office, and large living area. Across the cedar grove sits the 2 car garage with additional laundry room, large loft area with full bath, kitchenette, balcony overlooking the expansive pool area and central heat and a/c. Located in the grove for maximum privacy is a large 18 x 44 foot gunite pool with fountain. Possibilities are endless for this wonderful property, whether it be a horse farm, yoga studio, professional office or the possibility to build an additional house or subdivide. The choice is yours. With a huge price reduction, this magnificent property is sure please.

Welcome to Uphill Acres! Privately secluded on 13 acres of tranquility, natural beauty and picturesque riding trails for horse enthusiasts. This custom built home has been meticulously maintained and cherished over the years. As you enter, you are greeted by a gracious foyer with vaulted ceiling & radiant heated floors. The main level offers maple floors, a well-appointed kitchen, dining rm w/cozy fireplace, lovely living rm & a study w/built-ins. The primary BD with en-suite & walk-in closet. Upstairs you'll find two add. bedrooms & bath. The property also boasts a 5-stall barn w/electricity, water & above loft. Large shed. Amazing yard w/fruit trees & berry bushes. Nice deck to entertain. A massive four-car garage is heated, 100-amp service w/room for storage or a lift. Owner owned solar panels,furnace is oil/wood, makes it cost efficient. Newer roof, septic. Uphill Acres is more than just a home; it's a lifestyle! Come and experience the peaceful beauty of this exceptional property.

The owners doubled the size of the original brick farmhouse with a two-story addition of a kitchen/great room, mudrm & 2nd flr primary bedrm suite. The blended kitchen/great rm features cherry cabinetry, bookcases, fireplace, an island with a stretch of breakfast bar for sous chefs, cozy seating for media watchers & access to a wrap-around deck overlooking a panorama of perennial beds, stone walls, a small pond, barns & meadow. An artful merger of old & new juxtaposes original pumpkin pine paneling, random-width board flooring & multiple fireplaces, with skylights, recessed lighting, radiant-heated floors & divided-light thermal windows throughout. The living rm & dining rm are both gracious and spacious, each with a fireplace & window vistas. All 4 bedrms are upstairs w/ 2 fbaths, a tucked-away office & laundry area. The Primary bedrm suite is designed as a separate wing w/dressing area, vaulted ceiling, skylights and fbath ensuite. A huge, floored walkup attic begs not to be overlooked. Two meadows flank the house & out buildings and in '97 a 6 box-stall barn was added with direct turnout, a tack room & hay loft, all adjoining a lighted indoor ring for all-weather groundwork. Behind the barn is an outdoor ring and north meadow. Safe from the whims of Mother Nature, the house is protected by a 2013 Tower self-maintaining, whole-house generator.

Long Island’s North Fork wine country. Minutes to ferry, area beaches, lighthouse. Peaceful and serene setting

A private, enchanting entry welcomes you over a charming bridge, where the serene melody of a waterfall sets the tranquil tone. This inviting home features 3 bedrooms and 3 baths, offering ample space for comfortable living. Multiple areas for entertaining ensure every gathering is memorable, from cozy family dinners to lively social events. For the discerning enthusiast, the property boasts multiple barns and garages. Currently configured as a 6-car garage, these versatile spaces can easily be converted back to a horse barn with an office, catering to equestrian pursuits or classic car collections alike. The reinforced hayloft, once a haven for antique tractors, promises convenient ground access and potential for additional storage or creative use. A short stroll from the main house reveals an impressive indoor riding ring, thoughtfully repurposed yet ready to reclaim its equestrian legacy with minimal effort. Ideal for a commercial riding operation, this expansive space accommodates various activities, with the option to add stalls for boarding or training horses. Ample cleared pasture surrounds the property, offering the opportunity to customize fencing and create your own idyllic paddocks. Whether envisioning a personal oasis or entrepreneurial venture, this expansive estate presents endless possibilities in a secluded yet accessible location.

Fox Knoll Farm is an exceptional equine compound offering 99 acres of lush landscape with stunning clearings, meandering paths, and clearings for riding and turnout. The 8-stall barn with runouts, feed room, wash stall, and second-floor storage, offers an attached indoor with fiber footing. The first of three dwellings on the property is integral to the indoor ring. It is a two-story, one-bedroom apartment with a living room, kitchen, laundry, and office. The apartment has enormous windows that overlook the indoor ring. The two additional homes on the property are immaculately updated with construction completed in 2022. Each of the homes is 2-bedrooms with ensuites and additional half baths, open floor plans, top-of-the-line mechanicals and finishes, on-demand hot water, central AC, and full basements. This compound is a one-of-a-kind opportunity for the horse enthusiast.