Set on 14 private and fully fenced acres, this truly spectacular property, once owned by Walter Matthau and his wife Carol Grace, is surrounded by the Matthau Land Trust. The newly built main house was conceived by Geoff Fairbairn, a well-known Litchfield builder, with the current owners adding more features and square footage to the compound, with an eye for detail and enchanting style. The two original cottages have been updated, keeping the historic touches, and are currently used as a guest house and an extensive gym and office area. Among the many things that make this property so special are an attached five-car garage, a pool with spa...

Stylish Private Modern with Infinity Edge Heated Pool. This Hip Modern Home Has an Open Floor-plan & Airy Feel. 3 Bedrooms, 3 Updated Baths. Inviting Eat-in Kitchen Speaks to Large Family Room with Fireplace & Vaulted Ceiling. Wonderful Formal Living Room with Modern Fireplace & Vaulted Ceiling. Generous Primary Bedroom Commands the Upper Level Features Dressing Room & Updated Bath. Main Level Bedroom & Bath + Separate Lower Level Bedroom & Bath. Screened-in Porch. Hot Tub. Separate Detached 2-Car Garage with Studio...

August-Labor Day 2024: $11,000. Utterly Charming In-Town Delight with New Heated Pool. 2 Bedroom, 2.5 Bath Main House + 1 Bedroom, 1 Bath Guest House with Separate Kitchen. Moments From Library, General Store & Town Tennis Courts. Inviting Eat-in Kitchen with Dining & Seating Area. Separate Formal Dining Room. Large Living Room with Fireplace. 2 En-Suite Bedrooms. Brand New Pool with Separate Pool House. Comfortably Furnished and Well Appointed. Ready for Summer...

Country Retreat with Fabulous Gunite Pool in the Heart of the Town of Roxbury on 4 +/- pastoral acres. Spend August 2024 at this 4 bedroom and 2 and 1/2 bath charming Colonial with Great Room with vaulted ceilings, Eat-in Country Kitchen, Formal Living Room with wood-burning fireplace, Formal Dining Room and a Wonderful Terrace overlooking the verdant open lawn replete with a picturesque pond, towering pines and mature trees, plantings and perennial gardens. Play tennis at the adjacent Roxbury Town courts, meander across the street for Ferris Acres Ice Cream and other delectables at the Roxbury Market or visit near-by local farm stands, Land...

Revolutionary war General, Ephraim Hinman, built this lovely house in 1784. Listed on the NR of Historic Places, this two-story home, 3,666 square foot home with 9-foot ceilings throughout, three bedrooms, two full baths and one-half bath. There is a library with built-ins, living and dining rooms, sitting area, sunroom, study (or 4th bedroom) and all contain original or restored (1930s) dentil & moldings. There are four working fireplaces, and the center hall is covered in early 20th century hand-painted chinoiserie wallpaper. The kitchen is vast, with a custom soapstone sink, Liebherr refrigerator, and a CornuFe stove, and includes a...

Located in beautiful Litchfield County in the picturesque town of Roxbury, this modern stylish 4 bedroom, 4.5 bathroom home is situated on 5 private, quiet acres, This property offers a fabulous great room with soaring beamed ceiling, an amazing floor to ceiling stone fireplace that is flanked w/2 story windows, walls that are completely lined with glass and French doors that lead to large outdoor entertaining area with wonderful outdoor stone fireplace and beautiful sunsets. Inviting living/dining area w/vaulted ceilings, large stone gas fireplace and opens to the modern high-end kitchen w/cathedral wood lined ceiling, large quartz center...

Charming barn-style home on 15.27 acres off quiet country road. Four bedrooms and two and one half baths. Open floor plan. Exposed timber. Double sided stone fireplace. French doors to rear patio. In ground pool and barrel sauna. The perfect summer retreat in the beautiful town of Roxbury. Available September to May for $7,500 per month. Just 90 minutes from NYC. Also available from June and July for $22,000 per month (MLS...

Mint / Move-in Condition! Pristine hilltop home with views on 3 +/- acres. Gorgeous, chic, mint renovation. Open floor plan kitchen/family room with wood-burning fireplace and french doors to a private flagstone patio. Bright and airy living room and dining room. Primary bedroom with vaulted ceilings, balcony and large ensuite renovated bath. Three more bedrooms, 1 full and 1 half bath. Only a short distance to Maple Bank Farm Stand, Toplands Farm, and historic Roxbury Center. Hot tub possible on rear...

In the late 18th century Phineas Smith built the house and office where he laid out plans for the Oxford Turnpike now Southbury Road. This finely preserved home has four working fireplaces and beautiful historic details. Barn has been sensitively converted into modern studio and is currently a successful Architecture office and Antique Shop. Super visibility combined with exquisite grounds and lovely pond. Live the genteel country life and stroll to your office, surrounded by nature. Enjoy the benefits of easy living, ideal location - an exquisite property at the crossroads- convenient to all points in the heart of Roxbury! Litchfield County...

Perched at one of Roxbury's highest elevations, with hypnotizing views, lies the Golden Harvest homestead of master builder Ed Cady. The compound sits on a 26 acre parcel personally selected for its privacy, elevation and direct adjacency to the Roxbury Land Trust's 450 acre preserve. Using antique timber barn frames from upstate New York, he constructed the buildings that stand today. The main house exudes casual comfort, with hand-hewn beams blending seamlessly with modern finishes. There are five fireplaces in the main home, antique wide-board floors, native Roxbury granite and endless bespoke details that are so distinctively Cady. The...

Featured in CTC & G January, 2024 Issue! Striking Modern Renovation of Artist's home in private, much sought after location in the rural Litchfield Hills. On a quiet country road, surrounded by woodlands, this 3-bedroom, 2 bath home rests on five acres with a gentle stream running through it. State of the art chef's kitchen with all new appliances including a wine cooler. Great Room with beams, soaring ceilings, hardwood floors and wood-burning fireplace. Outdoor deck for relaxing and listening to the quiet rush of the stream. Fully-fenced backyard, BBQ Grill, Fire Pit. Central Air. Ideally situated for hiking and birding in the...

Featured in CTC & G January, 2024 Issue! Striking Modern Renovation of Artist's home in private, much sought after location in the rural Litchfield Hills. On a quiet country road, surrounded by woodlands, this 1 bedroom/ 1 bath apartment, is located beneath the main house and may be rented with the Main House or completely closed off on its own with own laundry room. Ideally situated for hiking and birding in the thousands of acres of Roxbury Land Trust & Steep Rock Preserves. Lake activities and near by the Shepaug River, local farmstands, local fairs, antiquing, cultural venues as well as wonderful restaurants and shops. Golf and...