5 Remarkable New York Lakefront Estates from Big Moose to Canandaigua

Along the water’s edge on Big Moose Lake in Eagle Bay, ‘Tojenka’ unfolds as a rare estate where historic character meets carefully considered upgrades. Set on 3.4 acres, the home commands approximately 625 feet of shoreline from a small peninsula, pairing sweeping lake views with exceptional privacy and Adirondack seclusion. Inside, Victorian elegance is balanced by rustic warmth, with four functional fireplaces and newly lined chimneys lending an easy, lived-in glow. The main level includes a newly updated kitchen, a butler’s pantry plus additional pantry space, a welcoming entry, and a sleeping porch. Off the living room, two four-season sitting areas and a 24’ x 19’ screened porch extend daily life toward the lake for three-season dining and lounging. A seamlessly integrated 33’ x 25’ primary suite adds a service kitchen, laundry, and luxurious bath. Outdoors: a tennis court, new dock, expansive grounds, and a newly added heated, insulated four-car garage with 10’ doors—ready for boats, vehicles, and Adirondack gear.

Set on 10 serene, private acres in Old Chatham, this estate offers a rare sense of quiet and space in the Hudson Valley countryside. The main residence features six bedrooms and four-and-a-half baths, laid out for both everyday ease and effortless hosting across a generous footprint. A separate spa house adds a distinctive layer to the property—an inviting retreat for slower mornings, post-hike unwinding, or simply stepping away from the day without leaving home. With acreage that prioritizes privacy, the setting encourages an outdoor rhythm: long walks on your own land, unhurried afternoons, and evenings that feel comfortably removed from it all. It’s a place designed for restoration, where life can expand to match the landscape.

Along the water’s edge in Silver Bay on Lake George, this 5,000+ sq ft Craftsman retreat commands 323 feet of pristine shoreline and wide-ranging lake and mountain views from nearly every room. Set on 1.1 acres, it balances everyday ease with effortless entertaining through thoughtfully curated indoor-outdoor spaces—patios, pergolas, gardens, and a hot tub—anchored by a boathouse with three slips and a rooftop deck. Inside, a chef’s kitchen pairs premium appliances with a fireplace, while the living room layers warmth with a stone fireplace and wet bar. The primary suite offers a spa-like bath, complemented by a second-floor family room, a private guest suite over the garage, and a full finished basement. Custom woodwork, cathedral ceilings, and stained-glass details underscore exceptional craftsmanship, with the home offered mostly furnished for a seamless arrival.

Along the water’s edge on Canandaigua Lake, Main Top is a meticulously restored landmark estate offered for the first time in 23 years. Set on nearly 3 acres with 139 feet of prized south-facing waterfront, the residence spans over 5,000 square feet and celebrates original craftsmanship—from wood trim to a turned, spiral staircase—while integrating today’s amenities. Four spacious bedrooms include a lake-facing primary suite with radiant heated floors and a spa-worthy en suite bathroom. A chef’s kitchen pairs natural cherry cabinetry with a Wolf range and a generous walk-in pantry, tailored for gatherings that move easily to the screened porch for al fresco dining. Three fireplaces and panoramic lake views set an easy elegance. Outside, rolling lawns, cobblestone walls, illuminated Ipe hardwood decking, a full-length dock, and a boathouse with an outdoor kitchen and covered upper-level entertaining space define daily life on deep water.

With the lake as its backdrop, this one-of-a-kind Canandaigua Lake estate pairs 90 feet of lakefront with 82 hilltop acres of vineyards, fields, woods, and streams. A contemporary multilevel home is oriented to the view, with wide lake panoramas from every room, plus multiple decks and a balcony for long afternoons above the water. Inside, the layout supports both gathering and retreat: two living rooms, each with a fireplace and wood-burning insert, alongside two kitchens and a private-entrance guest apartment. An attached two-car garage includes workspace, while a private driveway preserves a sense of seclusion across the open landscape. At the shoreline, a permanent dock, expansive entertainment deck, and beach look out to Bare Hill and the southern Canandaigua Lake hills. Across the property, a large historic barn invites future possibilities.