Commandingly sited above the Aspetuck River, this exceptional 9,600+ sq ft cut stone manor offers sweeping views of a 40 acre horse farm and an estate setting rarely available. A long, stately driveway sets a grand first impression, opening to a large courtyard framed by manicured boxwoods. As you enter the home, a grand hall and great room with a dramatic view of the outdoor waterfall establishes the scale and craftsmanship found throughout. The custom kitchen blends beauty and function with a SubZero armoire style refrigerator and freezer, double Viking gas range, and dual Fisher & Paykel dishwashers. A separate full caterer's kitchen-with additional refrigeration, dishwasher, and oven-supports effortless entertaining. Sun filled formal rooms, a richly detailed library, and a stunning river view sunroom showcase the home's craftsmanship. Wide plank cherry floors, solid cherry doors, and a custom wet bar with soapstone counters, built-in entertainment center, and tin ceiling add warmth and character. An elevator services all three levels. Six fireplaces, a walk-in wine room, and a media room with stadium seating elevate the lifestyle experience. A private caretaker/au pair apartment with its own entrance provides flexibility. With 6 garages, expansive lawns, and complete privacy-yet only 65 miles from NYC-this residence delivers an extraordinary blend of beauty and serenity.

This custom-built classic brick colonial sits in one of Middlebury's most desirable neighborhoods. A private drive leads to a circular driveway with Belgian block accents, welcoming you into a gracious foyer with a sweeping staircase, on the left a formal living room and on the right a beautiful dining room-both ideal for entertaining. The two-story great room with a fireplace opens to a spacious kitchen featuring custom wood cabinetry, a breakfast bar, and a dining area. Off the kitchen, an all-season sunporch offers the perfect spot for morning coffee or evening drinks. The main floor primary suite includes a bath with a stall shower, jetted tub, and ample cabinet space, along with a walk-in closet and exercise room. Upstairs, you'll find a charming library, a second fireplace, an additional office, a loft and three more bedrooms-one ensuite and two sharing a bath. Outside, enjoy a new raised patio with a hot tub, surrounded by vibrant perennial flowers and bushes. Walking distance to beautiful Lake Quassapaug, minutes to restaurants and shops. 90 min to NYC.

First time on the market! This gracious and well-maintained colonial offers timeless curb appeal paired with thoughtful updates throughout, including a new roof and new AC. The first floor features a handsome library with an adjacent full bath and closet, providing an ideal option for a first floor bedroom or guest suite. A beautiful sunroom showcases the park like back yard. The kitchen is appointed with rich custom cabinetry and opens to warm, inviting living spaces. Both the living room and family room feature fireplaces, creating a welcoming atmosphere for everyday living and entertaining. A generous laundry - mud room is conveniently located off the kitchen. Upstairs, the home offers four spacious bedrooms, including a large primary suite with flue for third FP, an ensuite bedroom, and an additional pair connected by a Jack and Jill bath-a highly functional layout. A bonus room is perfect for casual fun or serious study. Outdoor living shines with a beautiful, expansive deck, patio and firepit, perfect for gatherings, dining, and relaxation. The park like back yard is a rare find, private and level. Surrounded by mature landscaping and set within a highly desirable neighborhood, this home blends classic architecture with modern comfort. A truly distinguished property offering space, flexibility, and enduring style in a sought-after neighborhood. Enjoy all Newtown has to offer including hiking, golf, great restaurants, and bridle trails close by. 1.5 hours to NYC.

The home you have been waiting for is waiting for you at 90 Fenn Road, Middlebury. Need room for inlaws? teens? an office? You can have it right here, tucked on 1.67 acres in a desirable Middlebury location. As you enter the spacious tiled foyer and look around, a formal sunken living room greets you on one side and a formal dining room on the other. You will notice the oak flooring in both rooms. You can then make your wy to the oversized kitchen with separate dining area, featuring updated quartz counters and newer appliances. The kitchen is open to the family room and on cool nights you can enjoy the fireplace from both rooms. Upstairs the four bedrooms and two full baths create comfortable living quarters. In addition, an unfinished 21'x22 over the office is a fabulous opportunity for the new owner to add more space to this already spacious home. There is more than enough storage area provided by the walk up attic and the full basement that offers an overhead garage door for easy access. The current owner had converted the former 600 sq. ft garage as a dentist office after acquiring a certificate of zoning compliance.