Chestertown, NY Homes for Sale

Enjoy swimming, paddling, and fishing at the perfect Adirondack getaway with complete privacy, a cabin, a large deck, a shed, and 250’ of frontage on the Schroon River. The driveway meanders through the woods and arrives at a nice clearing, and the cabin is overlooking the river. The backdrop of mature white pine and hemlock trees provides beauty and privacy for the 1,080 sq. ft 3-bedroom,

Michael Fudzinski

Tucked away on a private 3.99 acre lot, this peaceful, well-maintained retreat places you just 20 minutes from Lake George, Gore Mountain, and some of the Adirondacks' most beloved lakes, plus direct access to snowmobile trails right on your street. Spend quiet mornings on the large front porch, coffee in hand. Inside, the spacious eat-in kitchen flows into a sunroom and living area that opens to

Ashley Nagy Davies-Davies & Assoc Real Est

Life is better at the Lake --- Friends Lake --- in Chestertown, NY. This year-round home has a new well and digital thermostats for remote control heat before arrival. A List of updates is available in documents. Features include an enclosed porch, three bedrooms, den/office, stone fireplace. a wrap-around deck, and outdoor firepit. As a member of the Woodcliff Acres Property Owners

Carol Asiello KW Platform

Step within this Adirondack 4-Season home in the highly desired Chester Shores Community on Loon Lake, with available dock slip at the West Beach as of now. Enjoy the ambiance with a recently updated kitchen and great room with knotty pine cathedral ceilings. Spiral staircase leads to loft with private bath or down to the finished basement with garage access. Easily entertain with screened in

Nicholas Khachadourian KW Platform

Experience rustic charm and modern comfort in this beautifully renovated farmhouse with 173 feet of direct lakefront and a private beach. Ideal as a year-round home, seasonal retreat, or income-generating rental, it features 5 spacious bedrooms and 2 full baths. The large backyard includes a versatile two-season outbuilding—great for parties or intimate weddings. Enjoy paddle boards, kayaks, a

Philomena Prinzo Howard Hanna Capital Inc

Discover this stunning Friends Lake retreat featuring its own private 100-foot shoreline. Just 20-minutes to Gore Mtn, this beautiful open-concept chalet boasts soaring vaulted ceilings and a sunken LR with a custom stone fireplace. Enjoy outdoor living on the wrap-around IPE deck, with the ideal spot for a hot tub to unwind after a day on the slopes. Inside, you'll find hardwood and tile

Mark Pawlows Bonafide Realty Group

No maintenance, carefree living! Beautiful 3 story townhouse in the Green Mansions community with deeded rights to Tripp Lake. Swim, kayak, golf, tennis, ski and abundant trails for hiking. Quiet & peaceful haven close to Lake George, Lake Placid & Gore Mountain. One owner home meticulously maintained & loved through the years. Modern kitchen with granite countertops. Fireplace is currently

Maureen Iglewski Howard Hanna Capital Inc

This magnificent Adirondack lakefront compound on private Friends Lake is your opportunity to own over 12,000 sq ft of resort-style luxury designed for unforgettable family memories. The main home offers 5 bed, 8 bath, while the in-law wing adds 4 bed, and 3 bath—plenty of room for everyone. Gather in the grand great room with soaring ceilings and a large stone fireplace, or retreat to one of

Ashley Nagy Davies-Davies & Assoc Real Est

Charming year-round family home in the hamlet of Chestertown. 2-bedrooms with 2-additional sleeping spaces. This bungalow boasts a large front porch with craftsman aesthetics. Main house has a newer exposed fastener metal roof and bay window has a copper roof. Rear screen porch, full-basement, oversized garage, and bonus shed behind garage. Many built-ins, formal hardwood staircase, and lots of

Walter Swartz Gallo Realty ADK Inc

Outstanding opportunity to own this spacious home on main street in the heart of Chestertown! This property is an absolute cash cow making an impressive amount year after year as a short term rental. (Inquire for rental projection.) With 6 bedrooms & 3 full baths this home sleeps up to 20 people! Loon Lake is a quick 2 minute drive, Lake George & Gore Mountain is a 20 minute drive. Features

James Nester Cork Nester's True North Prop

Welcome to this fully furnished, Adirondack-style end unit condo w/ 2-bedroom, 1.5-baths which offers a seamless blend of Adk/retro charm & modern updates. Newly updated throughout, it features a stylish kitchen w/ new appliances, a cozy wood-burning fireplace, & an open-concept living area. Step outside to an expansive wraparound deck bordered by vibrant perennial gardens, perfect for relaxing

Barbara Kearney Hunt ERA

Charming Friends Lake Retreat with Lake Rights & Docking! Tucked away on a quiet street, this 3-bedroom, 1-bath home offers 1,152 sq ft of cozy living space on .57 acres with deeded lake rights and docking access to beautiful Friends Lake. Enjoy evenings by the fireplace or unwind on the screened-in back porch surrounded by nature. Located just minutes from Main Street Chestertown and a short

Julia Pucciarelli Gallo Realty ADK Inc

This condominium has deck with partial lake view and is a member of the Green Mansions Tennis and Swim Club which includes use of Tennis, beach and boats for an annual membership fee of $389.76. Very nice furnishings included in sale. There is an outside storage unit on unit deck.

John Palermo John R. Palermo

This is a Multi-family 2-unit rental in the heart of Chestertown! Walking distance to everything in town- shops, restaurants, etc. Main level is a commercial space w/ half bath (currently not rented) 2nd level- 1 bed/1bath apartment. New metal roof- must have 24-48 hr notice for ALL showings!

Julia Pucciarelli Gallo Realty ADK Inc

Classic 3 season camp on the scenic Schroon River. This camp has been the seasonal get-a-way from the same family since1976. The camp lies within minutes to several lakes in the area. It's a mobile home w/ a full length addition, full foundation & attic. The camp offers a generous amount of space w/ a family room & a nice sized screened in porch, 3bd/1bath, eat-in kitchen & front room. It also

Angie Mead Gallo Realty ADK Inc