Chestertown, NY Homes for Sale with Parking

Nestled on 2.67 private acres in the Adirondacks, this fully renovated estate offers a rare blend of luxury, flexibility, and year-round recreation. Featuring 6 bedrooms and 5.5 bathrooms, the home showcases exceptional craftsmanship and character throughout, including a graceful winding staircase with solid wood handrails and classic turned balusters, multiple living and dining spaces, and

John LaRocca Davies-Davies & Assoc Real Est

Charming and fully renovated, this private retreat sits on 3.43 serene acres and features a 3-bedroom, 3-bath main home with a finished basement, alongside a 2-bedroom, 1-bath guest house complete with a 3-car garage and a screened-in porch. The combined living space is approximately 4,000 square feet. Enjoy the tranquility of a secluded setting that's still close to amenities, making it ideal as

Sara Hillis Schermerhorn Realty Group LLC

Opportunity to own an Adirondack Town Home in the private Green Mansions development. A resort style HOA that includes tennis courts, nature walking trails, golf course, private swimming and paddle board lake. Near Gore Mountain Ski Complex, Dynamite Hill Sledding, Lake George and all the Adirondack Mountains have to offer. Ideal investment property with past solid rental history and completely

John Gollhofer CapMark Realty LLC

Tucked away on 6.5+ wooded acres at the end of a quiet dead-end road, this brand new 3-bedroom, 2-bath home offers the perfect blend of privacy and simplicity. Just completed and never lived in, with a new well, septic, and freshly seeded lawn--everything is done for you. Move right in and start enjoying easy, low-maintenance living in Chestertown. A peaceful setting you'll fall in love with the

Angie Mead Gallo Realty ADK Inc

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

Set on a .45-acre lot in the heart of Chestertown, this spacious Colonial presents a standout opportunity in the Lake George region, equally suited as a full-time home, seasonal escape, or high income-producing property. Offering 2,916 square feet, the home features 6 bedrooms and 3 full bathrooms, with a layout designed to comfortably host large groups with ease. Its size and setup make it

Robert Saumell Jr. KW Platform

Nestled along 100' of direct frontage on beautiful Loon Lake, this well-maintained year-round home offers breathtaking 180-degree lake and mountain views with the perfect setup for summer fun. Enjoy a sandy-bottom shoreline, two levels of usable waterfront with natural stone retaining walls, pressure-treated stairs, and a 40' x 6' permanent dock ideal for boating, swimming, fishing, kayaking, and

Angie Mead Gallo Realty ADK Inc

Set on 2.5+ private acres off a quiet country road at the southern gateway to the Adirondack Park, this home offers easy access to year-round outdoor activities. Gore Mountain Ski Resort and Lake George are both just 30 minutes away, while shopping, fine dining, and health care are only minutes away in historic Warrensburg. This spacious three-bedroom, two-bath home features a cozy bar area and

Jennifer Sherry Sherwood Group, LLC

Built in 2023, custom-designed, gorgeous and meticulous home located on town maintained private dead-end road on 7.89 acres. Contemporary open-floor plan home with spacious rooms with quality construction from top to bottom. 3-4 bedrooms (including a large loft area). Kitchen quartz countertop. Huge master bedroom with walk-in closet and full bath.21/2 bathrooms, hardwood floors, gas

Carol Monroe Najer Realty

Tucked away on a private 1.13-acre wooded lot, this charming 4-season retreat offers 2 bedrooms, 1 bath, and 1,107 sq. ft. of cozy living. Sold furnished for a truly turn-key experience, it features two fireplaces, a screened porch, and a walk-out basement with added space and storage. Recent updates include a new roof, septic wastewater system, pro-coated chimney flue, refinished basement, and

Jonathan Minerick Homecoin.com

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

Welcome to this fully furnished 2-bedroom, 1.5-bath condo in the sought-after Green Mansions community. It features an open-concept living area with a gorgeous stone wood burning fireplace. Step outside to a private deck, perfect for relaxing or entertaining. A short walk along a wooded path leads to Tripp Lake, offering swimming, paddling, and fishing -or walk right out your door and play tennis

Barbara Kearney Hunt ERA

Beautiful setting with 3.45 cleared and mostly flat acres next to Crossroads store in Chestertown. Manufactured home (year-round) with added porches, 2-car garage, and several outbuildings. Drilled-well, septic system and 200-amp electric panel. 2-designated bedrooms with a 3rd flex room that could be a bedroom or overflow sleeping. less than a minute drive from exit 25 off I87 for easy access.

Walter Swartz Gallo Realty ADK Inc

Escape to your own Adirondack hideaway. Nestled on a private .46-acre lot, this charming 2-bed, 2-bath home offers the perfect balance of rustic character and modern comfort. Just steps from Loon Lake, the property features filtered lake views and deeded rights to the sandy beach, giving you effortless access to swimming, paddling, and the full lake lifestyle. Step inside to a warm,

Barbara Kearney Hunt ERA

Tucked into the heart of the Adirondacks, this inviting property at 50 Kingsley Lane in Chestertown, NY offers the perfect blend of privacy, comfort, and four-season lifestyle. Set on a peaceful lot surrounded by natural beauty, this home captures the essence of Adirondack living--whether you're seeking a full-time residence, a seasonal escape, or an investment opportunity. The home features a

Brooke Clark Four Seasons Sotheby's International Realty