Luxury homes for sale & real estate in Windham County, CT

Luxury Home for sale in Windham County, CT:

Pinecrest Apartments is a meticulously maintained 14-unit residential community situated on 5.5 acres in Woodstock, CT, reflecting clear pride of ownership, durable construction, and sustained tenant demand. Built in 1989, the property is 100% occupied and offers a highly desirable mix of 13 townhome-style units and one ranch-style residence. The unit mix includes: (2) 1BR/1BA, (9) 2BR/1.5BA, (1) 2BR/2BA, and (2) 3BR/1.5BA. Twelve units have been thoughtfully renovated with updated kitchens and baths, new flooring and paint, finished basements, and in-unit laundry-positioning the asset at the top of its market. Exterior features include white vinyl siding, newer windows, and a park-like bac

Luxury Home for sale in Windham County, CT:

The escape begins the moment you turn onto the perfectly etched country drive , where a winding dirt road leads through the meadow revealing a distinctive 3 BR 2 Bath 2800 sqft + contemporary home remodeled to blend rustic charm & comfort. Steps away you will find a perfectly situated 4 bay car garage with office loft. The setting feels like a private retreat, with multiple decks, each season paints a new canvas of landscape Inside, the great room makes an unforgettable impression. Cathedral ceilings with dramatic exposed beams, a bold fireplace, expansive sliders and windows bring the outdoors in, flooding the space with natural light and framing tranquil views from every angle. Ever

Luxury Home for sale in Windham County, CT:

Stunning Equestrian Estate on 26.54 Acres - Woodstock, CT 4 Beds 3 Baths Potential In-Law Setup Solar Owned at Closing Beautiful one-owner post-and-beam home set on 26.54 private acres in desirable Woodstock. Crafted by a Master Carpenter and meticulously maintained, this property offers exceptional construction, flexible living space, and premier equestrian amenities. The home features 4 bedrooms and 3 full baths, with two first-floor bedrooms, each next to a full bath-ideal for one-level living or an in-law setup. Two additional bedrooms and a full bath are located on the second floor. Heating and cooling include a top-tier 6-head Mitsubishi Hyper Heat mini-split system plus wood and oil

Luxury Home for sale in Windham County, CT:

Tucked away on over 70 acres of pristine, secluded land, 254 Beaver Hill in Windham offers a rare blend of craftsmanship, privacy, and versatility. The custom-built 1,808 sq ft home features three bedrooms and two full baths, hardwood floors and trimed with timber harvested directly from the property-an homage to its natural surroundings. A walk-out basement, once a woodworking haven, invites creativity or can be transformed into a vibrant recreational space. For equestrians, the expansive 96 x 150, 14,400 sq ft barn/arena is a dream come true, with 11 box stalls flanking the arena under one roof, a wide aisle for grooming and tacking, and a spacious tack room with handcrafted lockers. The