5 Luxury Residences in Connecticut and Maine and Vermont Offering Exclusive Retreats

Set against the serene backdrop of Sunday River Resort, this exquisite waterfront home offers a harmonious blend of luxury and nature on the westerly side, just behind the 7th Green of Sunday River Country Club. Spanning over 4,800 square feet, the residence boasts breathtaking Mahoosuc Range views and effortless access to both the golf course and Jordan Bowl’s Boots On/Boots Off ski trail, a mere three-minute ride away. Inside, a finished basement reveals a wet bar with kegerator, game areas, and a walk-out to a grand hot tub beneath a gazebo. Outdoors, a meticulously landscaped yard features a patio with a fire pit and a deck for al fresco dining. The primary suite impresses with intricate tilework, a soaking tub, dual vanities, and an oversized walk-in shower. Above the heated two-bay garage, a charming in-law apartment accommodates four, complete with its own laundry. A whole-house generator ensures uninterrupted comfort in this idyllic retreat.

Set against the serene backdrop of rolling countryside, this meticulously updated rural estate offers a harmonious blend of classic charm and modern luxury. Spanning over 39 magnificent acres, the property features a spacious 4-bedroom, 4-bath home with timeless details like original wide-board oak floors and two inviting fireplaces. The chef’s delight kitchen inspires culinary creativity, while a large sunroom with brick flooring provides a tranquil space to soak in the surrounding views. Entertainment awaits in the dedicated media room, and outdoor living shines on the expansive 2,600-square-foot patio, perfect for gatherings. A three-car garage ensures ample storage, and a remarkable 72 x 28-foot commercial greenhouse offers endless possibilities for gardening enthusiasts. This estate promises a lifestyle of peace and privacy, where nature and refinement coexist in perfect balance.

Rising above the rugged beauty of Vermont’s landscape, Whetstone Lodge offers a 500-acre sanctuary for those seeking solitude

and nature’s splendor. With panoramic views of Lake Willoughby, the Green Mountain Range, and Jay Peak, this mountain retreat captivates from every angle. The lodge itself, designed for seamless entertaining, features an open-concept main level anchored by a striking wood-burning stone fireplace. Two bedrooms, a bathroom, and a utility room complete the first floor, while upstairs, a spacious game room, guest bath with laundry, and a luxurious primary suite await. The primary bath boasts a tile shower and a clawfoot tub with lake vistas, complemented by a private balcony. Outside, a detached garage provides ample storage, and the vast acreage—part open, part wooded—invites exploration via private trails for hiking, skiing, or ATV rides. Snowmobilers will relish direct VAST trail access, while wildlife and timber resources add to the estate’s allure.

Rising above the rugged beauty of Maine’s mountainous landscape, this private estate offers an unparalleled retreat on 3.65 acres with 400 feet of pristine shorefront. A quintessential seasonal cottage, paired with an adjoining guest camp, provides four bedrooms and two baths, ideal for family gatherings or quiet escapes. The expansive kitchen and dining area flow seamlessly into a screened porch and a generous deck, where exceptional mountain views unfold in every direction. Below, a sandy beach invites leisurely days by the water, complemented by a docking system and a floating raft for endless lakefront adventures. Surrounded by nature’s tranquility, this property embodies the essence of rural Maine living, offering a rare blend of seclusion and scenic splendor. Whether seeking solitude or shared moments with loved ones, this elevated haven promises a lifestyle of serenity and connection to the outdoors.

Rising above the serene shores of Great Diamond Island, this impeccably maintained coastal-style home in the Diamond Cove community offers a rare blend of rustic charm and modern comfort. Set on an elevated 2-acre lot overlooking Pleasant Cove Beach—known locally as Sea Glass Beach—the property boasts stunning vistas of Casco Bay and Cow Island. Built in 2000, the 4-bedroom, 3.5-bathroom residence spans three levels, featuring an open floor plan ideal for casual living and entertaining. A custom cherry kitchen with a large island frames ocean views, while two private studies with high-speed internet cater to remote work. Outside, a covered porch, stone patio, and outdoor fireplace invite relaxation, complemented by a hot tub under starry skies. With beautifully tended flowerbeds, a historic outbuilding, and access to community amenities like pools and trails, this Maine island retreat—just 30 minutes from Portland by ferry—embodies a tranquil, connected lifestyle.