5 New York Upstate Estates from Modern to Historic Charm

Within the exclusive enclave of 33 modern, sustainably designed residences, this four-bedroom, 3.5-bath home pairs forward-thinking systems with refined, European-inspired finishes. State-of-the-art geothermal heating and cooling set an efficient foundation, while radiant white oak flooring and oversized Anderson windows bring warmth and sweeping views throughout. The main level is anchored by a chef’s kitchen with premium appliances, custom cabinetry, and a walk-in pantry—equally suited to quiet mornings and lively dinners. In the primary suite, Versace tile, custom vanities, and a spa-like bath create a true retreat. Additional bedrooms, full baths, and a versatile walkout basement offer flexible living options. An expansive patio extends the living space outdoors for year-round enjoyment, enhanced by smart-home technology and custom millwork. Life in Warwick’s Pine Island community unfolds with farm-to-table culture, wineries, shops, and seasonal attractions.

Set on 111 acres of rolling countryside in Gilboa, this bright six-bedroom, three-bath farmhouse balances everyday comfort with true working-land potential. A large gourmet kitchen—complete with double ovens, a cooktop, and an oversized island—opens to a dining area made for long family meals. In the living area, rustic charm and a wood-burning fireplace create an easy place to unwind. The primary suite is notably expansive, with its own sitting area, a huge walk-in closet, a large en-suite, and one of two laundry rooms. A sunroom addition joins recent updates including a new roof, new windows, and expanded kitchen and primary suite. Outside, enjoy mixed pasture, open fields, wooded areas, two ponds, a massive barn with workshop and one-car garage, and an in-ground pool with patio for warm summer nights. Windham Mountain is about fifteen minutes away for winter days on the slopes.

Set on 37 acres and set back from the road, this lovingly restored 1800s Victorian farmhouse pairs true country living with a location just minutes from historic Cooperstown. Recent improvements touch nearly every surface: an architectural shingled roof and new gutters, a rebuilt original chimney from the roof up, replaced siding, and refreshed porches on the front, roadside, and back side. Inside, new appliances are complemented by a water softening and filtering system and a new furnace. A newly built two-car garage adds everyday ease, with a new foundation and concrete slab with drain, double insulation, metal interior finishes, and a metal roof with gutters. The rebuilt barn—foundation restored, windows replaced, doors repaired, and floor rebuilt—offers intriguing potential for conversion. Mostly wooded, the acreage invites exploration via cleared trails, new fencing, added driveways and gates with lighting, and 20 blue spruce trees along the road frontage.

A study in contemporary design with timeless touches, this seven-year-young residence in Hopewell Junction feels lightly lived in and meticulously maintained. An open-concept main level centers on a dramatic floor-to-ceiling stacked stone fireplace, while rich hardwood flooring and a wall of windows bring warmth and natural light throughout. The kitchen is thoughtfully designed with stylish cabinetry and sleek countertops, and a mudroom/laundry room combination adds everyday ease. Near the entry, a cozy den offers flexible space for a home office or guest suite, complemented by three generously sized bedrooms and a sun-drenched loft. Downstairs, a full unfinished basement with an egress window invites future expansion. Set within a desirable community with a low monthly HOA fee, residents enjoy a pool, clubhouse with fitness center, playground, tennis and basketball courts, and access to the Dutchess County Rail Trail—just minutes from town.

With heritage dating to 1835, this Canal Street landmark stands as a historic jewel of the Mohawk Valley and Erie Canal, carefully preserved and held by the same family for the last 100 years. Originally built as the Montgomery Hall Hotel for Canal builders, its story continues through former lives as the Farmers and Merchant bank, a post office, and a Masonic Temple. Inside, mahogany doors and woodwork set a rich tone, complemented by ornate bannisters, ceilings, and entryways that speak to a more formal era. A clock tower resides within, commissioned and still stewarded by the Town of Fort Plain. Practical updates include a rebuilt furnace/boiler and new electrical and meters (2013), along with thermal double-paned windows throughout. The offering includes two ground-level store fronts, five apartments above, and an adjacent 8-car parking lot—an enduring piece of the valley’s working fabric.