Waterfront homes for sale & real estate in Chestertown, NY

Waterfront Home for sale in Chestertown, NY:

Escape to the Adirondacks with lake rights to 9-mile Schroon Lake on a natural, wooded 2-acre parcel tucked at the end of a quiet dead-end road. Total serenity with no neighbors in sight, yet you're only under 30 minutes to Gore Mountain for skiing and year-round recreation. This 3-bedroom, 2-bath Adirondack chalet offers the perfect four-season base camp, featuring a bright open floor plan, soaring chalet windows, and an expansive wrap-around deck overlooking the peaceful forest backdrop. Recent upgrades include a new roof, whole-new house generator, new LP furnace, updated flooring, and selective tree removal to open up the grounds. Enjoy the convenience and peace of mind of a home that h

Waterfront Home for sale in Chestertown, NY:

The historic Meadowbrook Farm is one of the oldest working farms in the southern Adirondacks. On 54 acres the property has 2 residences, a stunning recently restored hay barn with an architecturally unique roof system that resembles the inverted hull of a giant ship, cabins for staff housing and multiple barns and outbuildings that have supported the property's long agricultural use. The main residence is a converted tipped purlin barn with a country kitchen, 3 bedrooms, 2 baths and exposed post and beam work throughout. Attached to the main residence is what was formerly a cheese factory with a walk-in cooler, an aging area, sinks and surfaces for what could easily be converted back into a

Waterfront Home for sale in Chestertown, NY:

Beautiful lake rights property! Lake views! Deeded docking and a shared beach start the theme for this 3 bedroom, 2 full bath home! A breeze floats thru the huge screen porch on the front of the house. A few strides takes you across the road to your dock, just in time for brunch on the water. Just down the road, the shared beach boasts the best views of Brant Lake. The many windows of the dining room take in the evening light. Relax after dinner in front of the fireplace, or go up to the master and soak in the stunning, large tub. Gather friends in this amazing home. Stand on the deck off the master at the end of long day. 30 minutes to skiing and mountain biking at Gore Mountain with its

Waterfront Home for sale in Chestertown, NY:

Charming 2-bedroom, 2-bath log cabin with lake rights to Blue Sky Estates on Schroon Lake. Built in 1999, this 1,120 sq ft home offers lake and High Peaks views, plus direct access just across the street to a massive sandy beach and docking area with included docking certificate. Enjoy the 40' x 8' covered porch overlooking the water and mountains, perfect for relaxing year-round. Features include a Generac generator, partially finished basement with second bath, sleeping space (potential to double living space with secondary ingress/egress), and cozy Adirondack-style interiors. A true four-season retreat with an unbeatable location!

Waterfront Home for sale in Chestertown, NY:

Discover your Adirondack retreat at Blue Sky Estates on Schroon Lake! This classic lakefront chalet combines the best of both worlds—exclusive HOA amenities AND the privacy of your own shoreline. Enjoy the community's sandy beach and shared dock, while also claiming 103 feet of your own private beachfront with a personal dock and streamside sitting area. Inside, the open floor plan creates a warm gathering space, with three bedrooms and two full baths offering comfort for family and guests. Spend mornings sipping coffee on the deck, afternoons paddling from your dock, and evenings fireside, taking in the glorious sunsets behind the High Peaks. Just minutes to Gore Mountain for world-c

Waterfront Home for sale in Chestertown, NY:

Incredible year-round waterfront home on beautiful and peaceful Valentine Pond, with water views from nearly every room. This 3,267 sq ft. log home, featuring a Bavarian flair, boasts cathedral ceilings, a spacious great room, sleeping lofts, and a cozy family room with a fireplace. This home is just steps from the water, your dock, and the included pontoon boat. The huge barn-style garage, with storage above, provides room for storing your boat or the included riding lawnmower. Whether you're seeking summertime fun, such as swimming, boating, & fishing, or winter activities like ice skating & ice fishing, this exceptional property offers it all, while being just minutes away fro