5 New York Luxury Homes from Lakeside Retreats to Historic Estates

Along the water’s edge near Round Pond, this to-be-built modern design brings a sleek, single-level layout to roughly 4.5 wooded acres in Rhinebeck, marked by rock outcroppings and mossy terrain. Three wings shape the plan, creating an easy rhythm between open living spaces and the outdoors. At the center, a double-sided fireplace anchors the main gathering areas, while a luxe kitchen—complete with a dedicated scullery—keeps everyday prep and entertaining beautifully organized. The primary suite is paired with a spa bath, joined by guest rooms and flexible space for an office/gym. A 2-car garage and high-end finishes round out the essentials, with private well, septic, and utilities included. Shared dock access offers a simple, daily connection to the lake, just 10 minutes from the village and within reach of NYC.

Along the water’s edge on East River Road in Grand Island, this one-of-a-kind estate frames unobstructed, panoramic views of the upper Niagara River with over 200 feet of frontage across nearly three acres spanning three parcels. The impeccably maintained main residence offers more than 3,000 square feet, with two primary suites and expansive entertaining areas designed for seamless indoor-outdoor living. Thoughtful updates bring modern comfort to the waterfront setting, including a 2022 kitchen renovation, a 2022 first-floor primary suite addition, and 2022 HVAC upgrades with radiant heat, plus an updated office space in 2023. Across River Road, a separate garage structure adds flexibility with an attached one-car garage, an office or recreation room with a full bathroom, two additional parking spaces, and seasonal storage. Three private docks, a landscaped stone staircase, and a gated lower driveway complete a compound made for unhurried days on the river.

On a tree-lined street in Port Chester, 55 Hawley Avenue pairs 2018 construction with a fully turnkey, furnished setup that has also proven itself as a high-performing short-term rental. Real hardwood floors run across the main and upper levels, setting a warm backdrop for an open-plan chef’s kitchen with LG appliances, a gas range, and a wine fridge—flowing directly into the dining room and an entertainment-friendly living room. A dedicated billiards room plus an additional office or reading room add flexibility, while upstairs features four spacious bedrooms, including a king primary suite with an ensuite bath and walk-in closet. Outside, a private backyard centers on a resort-style heated saltwater pool and a large hot tub for six, complemented by a covered front porch, one-car garage, private driveway, and dedicated laundry. A semi-finished basement invites future gym or recreation use, and daily life stays easy with parks, dining, highways, and Metro-North close at hand.

On Mt Airy Road in Croton-on-Hudson, this thoughtfully curated contemporary retreat blends architectural character with modern comfort, set amid the natural beauty of Westchester County. A dramatic curved staircase introduces vaulted living spaces detailed with original hand-hewn beams, cherry floors, and a striking floor-to-ceiling fireplace. In the European-inspired kitchen, a 12-foot recycled quartz peninsula anchors the room, complemented by Moroccan plaster floors and a clean, sculptural aesthetic. Five bedrooms include three ensuite retreats, with a private primary wing offering its own fireplace, spa-like bath, and private terrace. Expansive windows, flexible living spaces, and seamless indoor-outdoor connections underscore a rare balance of warmth, privacy, and minimalist design. Featured in Westchester Magazine, the renovation’s Scandinavian-inspired simplicity and European craftsmanship create a sophisticated backdrop for daily life.

Set on five acres in Caledonia, Oak Knolls Manor offers a rare piece of Genesee Valley history, framed by hundreds of surrounding acres of tillable farmland and wooded land. At its heart is a 3,400-square-foot fully restored Federal Colonial farmhouse, paired with a celebrated, custom-built Wells Barn—raised in 1893 by J. T. Wells and Sons and counted among only about 40 surviving examples nationwide from the original 100. The setting is defined by open skies, working land, and valley views that feel both expansive and quietly secluded. Offered as a complete, turn-key package, the property includes a well-established business alongside meticulously maintained real estate, with Oak Knolls Manor operating as an elegant country event venue. Days here unfold with a sense of heritage, scale, and enduring craftsmanship.