Featured Listings
220 Painter Hill Road, Roxbury (Painter Hill), CT
$2,750,000
Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residence offers breathtaking, year-round Sunrise and Sunset views. Spanning over 4,500 sq ft, featuring 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & dedicated game/media room. The chef's kitchen is a showpiece, appointed with premium appliances, a walk-in pantry, oversized island, and stylish bar. It opens seamlessly to a spacious screened porch with inviting dining and lounge areas. Outdoor living is elevated by an expansive ipe deck that functions as a true open-air great room-ideal for al fresco gatherings. The dining room extends to a charming sunset porch adorned with a pergola and irrigated herb garden. The grounds are equally impressive, with professionally designed landscaping that includes an apple orchard, restored stone walls, and a picturesque pond with cascading waterfall. A striking custom pool features a lap lane, lounging platform, and firepit with integrated stone seating, creating a private resort-like setting. Addl highlights include a 3,000-bottle wine cellar, heated garage, pergola-covered carport, and a newly finished oil-and-stone driveway. Ideally located just minutes from the chic shops & fine dining of Washington and Woodbury. Nearby land trust trails offer plentiful hiking. This turnkey property offers easy access to the very best of Litchfield County! Agent Owner. Owner is Agent
44 Painter Ridge Road, Washington, CT
$2,750,000
Discover exceptional luxury living in this beautifully appointed 5-bedroom, 4-bath residence, thoughtfully designed with elegant living spaces, sophisticated finishes, and seamless indoor-outdoor living. At the heart of the home is a spectacular gourmet kitchen featuring a massive zinc-topped center island, top-of-the-line appliances, and a custom walk-in pantry. The kitchen flows effortlessly into the inviting family room, creating the perfect setting for everyday living and entertaining. The formal dining room opens directly onto expansive terraces and breathtaking gardens, allowing gatherings to extend naturally outdoors. The spacious main-level primary suite serves as a private retreat, offering direct access to the terraces, a luxurious dressing area, and two walk-in closets. Multiple sitting rooms, office spaces, and cozy reading nooks provide exceptional flexibility for today's lifestyle, whether working from home, relaxing, or hosting guests. A 1 bedroom in-law apartment above the 3 car garage offers comfortable accommodations for extended family, visitors, or an au pair. The finished lower level expands the living space with a game room, dedicated craft room, and a custom wine cellar designed for collectors and entertainers alike. Outside, the property is equally impressive. Beautifully landscaped and irrigated gardens surround expansive, level lawns, creating a private park-like setting ideal for recreation. A charming designer "she shed" serves as a stylish garden retreat, studio, or creative workspace and the vegetable garden with raised beds provides enjoyment for the casual gardener. Full-house generator for year-round peace of mind. This exceptional property offers a rare combination of comfort and timeless design in an idyllic setting. Just minutes to Washington Depot, organic markets, farm stands, chic shops and fine dining. Access to Lake Waramaug at the town beach. Please inquire for exclusions.
56 West Morris Road, Washington (Romford), CT
$5,195,000
West Winds is one of Washington's most extraordinary country estates, offering an unparalleled combination of privacy, natural beauty, recreation, and equestrian amenities. A long, winding drive meanders through expansive meadows and orchards, culminating at a remarkable 10,000+ square-foot barn-style residence. Meticulously crafted using reclaimed beams and siding from a 19th-century Dutch barn, the home blends authentic historic character with modern comfort and scale. Set on 62 acres across 4 separate parcels, the property enjoys over 1,000 feet of frontage along the Bantam River, with sweeping views across the water to the mountains beyond (including iconic Mt. Tom). Outdoor amenities are exceptional, highlighted by a spectacular infinity-edge pool surrounded by stone terraces and walls, a private pond for fishing and winter skating, and direct access to miles of protected land trust trails ideal for hiking, biking, horseback riding, and exploring the surrounding countryside. For equestrian enthusiasts, West Winds offers a rare opportunity to ride directly from the property onto adjacent trail networks that follow the scenic Bantam River. The horse facility includes 4 stalls, tack area, and paddocks creating a turnkey setup for both recreational and serious riders. The heart of the home is the renovated eat-in kitchen, ideally positioned between the dramatic vaulted great room and the expansive media/game room. Both gathering spaces feature fireplaces and open to wraparound terraces, creating seamless indoor-outdoor living and entertaining. A privately located office and a charming sunroom overlooking the pool complete the main level. Upstairs boasts 5 bedrooms and 4 baths including an impressive primary suite with a walk-in closet, luxurious bath with copper soaking tub, and a third-floor office. Above the 4 bay garage, a separate guest wing offers 3 additional bedrooms with a separate entrance, providing ideal accommodations for extended family, in laws, an au pair, or live-in staff. Walking distance to Rumsey Hall school with its prestigious K-9 program, sought after Summer camps, indoor tennis courts and hockey rink. Just minutes to the villages of Washington, New Preston, Bantam and Litchfield for fine dining, chic shops and farmer's markets. Whether fishing and kayaking on the Bantam River, riding through protected trails, or simply enjoying the breathtaking poolside views, West Winds represents a once-in-a-generation opportunity to own one of Washington's most distinctive estates.
