5 Exquisite Residences Across Connecticut and Maine and New York and New Hampshire with Timeless …

Perched atop an elevated mountain setting, this rural estate offers breathtaking panoramic views of Newfound Lake, the surrounding peaks, and the slopes of Ragged Mountain from nearly every room. Inside, the vaulted living room with a cozy fireplace flows seamlessly into an open kitchen and dining area, while a three-season porch and expansive 600-square-foot deck provide idyllic spaces for relaxation. The main floor boasts single-level living with a spacious bedroom and bath, complemented by two additional bedroom suites across separate levels for privacy. Professionally decorated, the home exudes warmth and style. Residents enjoy exclusive association amenities, including nine tennis courts, pickleball and bocce courts, two pristine beaches with swim rafts, over 1,000 feet of waterfront, and 66 shared acres featuring a playground and apple orchard. Just 20 minutes from Plymouth and close to Meredith, Ragged Mountain, and major ski areas like Loon and Waterville Valley, this retreat promises a serene, carefree lifestyle.

Perched atop an elevated expanse in the coveted town of Washington, this superbly designed Nantucket shingle-style cape offers a serene mountain retreat on over five acres of private land. Reimagined by the award-winning West Mountain Builders, the home exudes light-filled, airy spaces. The inviting great room seamlessly blends a chef’s kitchen—complete with Bosch appliances and quartz countertops—with a cozy sitting area featuring a gas fireplace and a dining space. Skylights in vaulted ceilings and French doors to a Trex deck enhance the indoor-outdoor flow. The main-level primary suite indulges with heated bathroom floors, a soaking tub, and a private deck, while upstairs, two spacious bedrooms with beams and skylights share a generous bath. With seasonal hilltop views, rolling lawns, and proximity to Lake Waramaug and Steep Rock Preserve, this estate promises a tranquil, nature-embraced lifestyle.

Tucked away in the serene embrace of a Hudson Valley canyon, this historic 32-acre estate, once the Thaddeus Hait farm, whispers tales of a storied past. Transformed into a vineyard by local artist Jim Adair, the property—now home to Adair Winery—boasts a tasting room within a circa 1790 Dutch barn, proudly listed on the National Register of Historic Places. Remnants of its orchard and distillery heritage, including an old icehouse and outbuildings, dot the landscape, while a gentle stream, once vital to the winery, meanders through. With 10,000-gallon tanks and modern equipment, the estate offers a canvas for reinvention as a winery, brewery, or distillery. Vast open fields, deciduous forest, and minimal wetlands invite endless possibilities, complemented by outdoor seating, space for food trucks, and areas for farmers’ markets or events. Here, history and opportunity converge in a breathtaking rural retreat.

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Positioned on a convenient corner lot in Manchester, this established 15-unit rooming house spans three generations of thoughtful ownership. Impeccably maintained, the property boasts a new roof from 2018, updated natural gas heating within the last eight years, and fresh paint in the common hallways as of 2023. Modern touches include Thermopane windows installed within five years, a renovated kitchen with new flooring and subfloor from 2021, and updated appliances like a GE refrigerator and range. Residents enjoy a communal kitchen, four bathrooms, and first-floor laundry, fostering a sense of community in this sought-after congregate living space. With paved parking across two driveways, plus easy access to nearby shopping and public transportation, the location enhances daily convenience. This property serves a vital role in affordable housing, offering a welcoming environment for diverse residents.

Set against the serene backdrop of Loon Pond, 638 Eastshore Drive offers an idyllic waterfront escape on nearly an acre of pristine land. With 228 feet of captivating shoreline, this rural estate invites a lifestyle of tranquility and natural beauty. Inside, eight well-appointed rooms, including three bedrooms and three bathrooms, create a welcoming retreat. The open-concept living and kitchen space, flooded with light through expansive windows, showcases stunning lake views and soaring cathedral ceilings. A chef’s kitchen, complete with granite countertops and modern appliances, inspires culinary creativity. The first-floor primary bedroom serves as a private haven with a full bath and ample storage. Outside, a wraparound deck beckons for summer gatherings or quiet starry nights, while landscaped grounds with vibrant flower beds and an irrigation system enhance the charm. Swimming, kayaking, or simply unwinding by the water—every season brings new joys at this year-round residence.