37 properties for sale in Chestertown

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 warm and welcoming interior with abundant natural light, creating an atmosphere that is both comfortable and functional. Thoughtfully designed living spaces provide flexibility for everyday living and entertaining alike, while the surrounding landscape offers a serene backdrop of trees, wildlife, and fresh mountain air. See if you can find the hidden room! Enjoy the convenience of being able to walk to Loon Lake, including the public beach and boat launch-perfect for summer days on the water. Ideally located close to town, this property also offers easy access to local restaurants, shops, and ever

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Welcome to Top of the Rock, where privacy, nature, and lake living come together in one exceptional Adirondack retreat. Perched in a peaceful setting surrounded by towering trees, this beautifully maintained home offers the tranquility of a private mountain escape while providing coveted deeded access to the crystal-clear waters of Loon Lake. Enjoy the best of both worlds. Start your mornings with coffee on the patio listening to the birds, spend your afternoons swimming from the beautiful sandy beach, boating from your included dock slip, or fishing and paddling on one of the Adirondacks' most picturesque lakes. Return home each evening to the quiet solitude that makes this property feel worlds away from it all. Thoughtfully designed for both year-round living and seasonal enjoyment, this exquisite home offers multiple living spaces that blend comfort with Adirondack charm. Whether gathering with family after a day on the lake, hosting friends for a weekend getaway, or simply relaxing

Opportunity awaits in the Adirondacks! Nestled on 3.33 private, wooded acres, this 3-bedroom, 2-bath home offers the perfect blend of privacy, comfort, and convenience. Enjoy the warmth and efficiency of radiant floor heat throughout, along with a spacious great room featuring soaring cathedral ceilings-ideal for gathering with family and friends. The generous primary suite includes a private bath, while the large basement provides abundant storage and endless possibilities for a recreation room, workshop, craft room, or home gym. Many of the major components are already in place, giving you the opportunity to build instant equity by adding your own finishing touches and personal style. Ideally located just minutes from Loon Lake, area restaurants, scenic hiking trails, and year-round outdoor recreation-including skiing at Gore Mountain-this property is perfectly suited as a full-time residence, vacation retreat, or investment opportunity. Don't miss your chance to own a peaceful Adiro

This is a historic gem in the Friends Lake area. Not only does the home have deeded rights to Friends Lake, It is 20 minutes to Gore Mountain Ski area and 30 minutes to Lake George village. The home was owned by the school district very early in its existence and is said to have been a 1 room schoolhouse. The home was expanded to now have 5 bedrooms, an incredible front porch, a detached garage and a large workshop/barn in the back of the property. The home is presently used seasonally, but it does have heat and could be used year round. A little elbow grease could make this an incredible home for a family. Property being offered furnished (some items will be excluded. Exclusion list to be made available)

Adirondack Retreat Near Loon Lake. Well-loved ranch tucked away in the beautiful Adirondacks, just around the corner from Loon Lake. This inviting 3-bedroom, 1 1/2-bath home offers an open-concept layout and the perfect blend of comfort, relaxation, and year-round convenience. Step outside your back door and discover your own peaceful escape: a screened-in room on your deck with electricity, ready for morning coffee, afternoon reading, or simply unwinding while listening to the birds and feeling the gentle Adirondack breeze. Inside, hardwood floors add warmth and character, while the living room fireplace creates a cozy gathering spot on cool evenings. A new roof provides added peace of mind. Enjoy easy access to Loon Lake's public beach, public boat launch, deli, and ice cream shop, all just 4/10 of a mile away. Nearby Chestertown offers everything you need for year-round living or a relaxing vacation getaway, including restaurants, a bakery and coffee shop, pharmacy, medical care, ba

Enjoy Adirondack living in this beautiful Loon Lake home. This residence offers 3 bedrooms, 2 bathrooms with numerous upgrades and custom finishes including hardwood floors throughout, new windows and doors, granite countertops and brand new forced hot air heating system with dehumidifier and plumbing to add central air. The first floor offers the primary bedroom and bathroom, living room, open kitchen with ample storage and a family/game room. The second story offers 2 bedrooms with a Jack and Jill bathroom. A warm and inviting interior welcomes generous living space including a new wood stove and a soaring two. Story stone surround. Perfect for those cold winter nights. Settled in the woods, this home captures the essence of Adirondack living with elevated comfort and style. Enjoy year around enjoyment with all the Adirondacks have to offer! Immerse yourself in this private setting with perennial gardens, fire pit and a short walk to two deeded sandy beaches on Loon Lake where you ca

Chestertown Reduced Price, NEW Driveway, Loon Lake Area, Truly a Spectacular Constructed Nearly new and quality 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 fireplace, basement with a few rooms ready to be painted. High ceilings throughout. Landscaped with stone walls, full-house generator, central A/C, 2-car extra large attached garage. Wi-Fi, gas FP and heat connection to phone. Within 3 miles to Loon Lake Marina and Loon Lake, with public beach and boat launch. Within 15 miles to Gore Mountain Ski Area, hiking trails and many opportunities for outdoor recreation. Price Reduced, $740,000.00. Must SEE to believe!

Enjoy Adirondack living in this beautiful Loon Lake home. This residence offers 3 bedrooms, 2 bathrooms with numerous upgrades and custom finishes including hardwood floors throughout, new windows and doors, granite countertops and brand new forced hot air heating system with dehumidifier and plumbing to add central air. The first floor offers the primary bedroom and bathroom, living room, open kitchen with ample storage and a family/game room. The second story offers 2 bedrooms with a Jack and Jill bathroom. A warm and inviting interior welcomes generous living space including a new wood stove and a soaring two. Story stone surround. Perfect for those cold winter nights. Settled in the woods, this home captures the essence of Adirondack living with elevated comfort and style. Enjoy year around enjoyment with all the Adirondacks have to offer! Immerse yourself in this private setting with perennial gardens, fire pit and a short walk to two deeded sandy beaches on Loon Lake where you ca

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, cabin-inspired interior highlighted by a cozy fireplace and pellet stove, ideal for crisp Adirondack evenings. A screened-in porch and expansive wraparound deck provide peaceful spaces to relax, entertain, and take in the natural surroundings. Thoughtful updates-including a new roof and new propane furnace-make this home ready for year-round living or effortless weekend getaways. Whether you're dreaming of a peaceful primary home, a seasonal retreat, or a smart investment, this property offers the privacy you want and the easy lake access you'll love. Adirondack living at its best!

71 ft of lakefront with sandy swimming, beach, dock & rare lakeside cabana on loon lake! At the end of appropriately named Memory Lane, the lake has been the backdrop to generations of summer days-the kind filled with sandy feet, swims before breakfast, boat rides, and nights spent talking long after the sun disappears across the water. The seasonal cottage is charming and simple, exactly as a lake house should be. Inside, the kitchen and living area come together in an open great room where everyone can gather, with two bedrooms, a bath, and a loft offering extra sleeping space. But chances are, you won't spend much time inside. Step through the door to the screened porch overlooking the lake, and you'll understand why. Morning coffee tastes better here. Afternoons stretch into sunset. Late nights are spent playing cards, laughing, and telling stories-or, like the current owners' grandkids, arguing over who gets to claim the bed and sleep out there. Follow the lawn down to the water a

Where Adirondack privacy meets the Loon Lake lifestyle, this custom-built year-round home offers deeded docking and sandy beach access, all while being privately set on 5+ acres. Thoughtfully designed for comfort, character, and four-season living, this 3-bedroom, 2.5-bath home features an impressive great room with cathedral ceilings, a stone wood-burning fireplace, and a dramatic window wall that fills the space with natural light. The custom kitchen is beautifully finished with granite countertops, tile flooring, tile backsplash, and newer appliances. A private primary suite offers a peaceful retreat with a spacious bedroom, walk-in closet, and en-suite bath with shower, jetted tub, and bidet. The finished lower level provides excellent additional living space with radiant floors, warm wood paneling, a large family room, office area, two additional bedrooms, and a full bath. With central air conditioning, a workshop area, mechanical room, and rare access to docking and a sandy beach

Charming Year-Round Adirondack Cottage! Conveniently located between Chestertown and Warrensburg, this 1940s 3-bedroom, 1-bath home offers classic character, a comfortable year-round setup, and easy access to everything the Southern Adirondacks have to offer. And only 20 min to Gore Mt! Inside, you

Set along the pristine shores of private Friends Lake in the southeastern Adirondacks, this extraordinary year-round Camp is a rare legacy estate where timeless Adirondack architecture meets refined luxury. Thoughtfully designed and built by its current owners, the 10,000 plus square-foot residence showcases exceptional craftsmanship and authentic Adirondack character. Antique doors reclaimed from the historic Sagamore Hotel, hand-selected natural materials, and artisan finishes create a home rich in history and warmth. Offering seven bedrooms, eight full bathrooms, and three half baths, the camp is designed to welcome generations of family and friends. The lower walk out level offers an open great room with a wet bar, wine room, movie theatre and sauna. Two separate living wings, connected by a gracious hallway, provide the perfect balance of togetherness and privacy for hosting family and guests. Expansive gathering rooms, impressive stone fireplaces, and walls of windows frame spect

Experience the very best of Adirondack lakefront living in this private, completely renovated 4-bedroom, 2.5-bath Loon Lake retreat, complete with a RARE adjacent APA APPROVED buildable lakefront lot. Set along a sandy shoreline with a private dock, this beautifully maintained home offers spectacular lake views, classic Adirondack charm, and modern comfort. Expansive windows fill the home with natural light, while the spacious great room and open-concept kitchen and dining area create an inviting setting for family and friends. Two bedrooms, a full bath, half bath, and laundry are located on the main level, with two additional bedrooms and a private bath upstairs. Step outside and enjoy the quintessential Loon Lake lifestyle. Sip morning coffee on the expansive deck as the sun rises over the water, then spend summer days boating, swimming, fishing, and paddling from your own shoreline. Relax on the lakeside patio, gather around the fire pit, or enjoy winter activities including ice ska

Enjoy Adirondack living with this 3-bedroom, 1-bath ranch set on 6.71 acres of beautiful, cleared land in Chestertown. Ideally situated near the Hudson River and Loon Lake, this property offers a wonderful opportunity to create your own retreat, invest in land and a year-round home surrounded by the natural beauty and recreation of the Adirondacks. A brand-new roof, detached two-car garage, paved driveway, and additional outbuilding provide valuable features for storage, equipment, hobbies, and outdoor gear. The vaulted ceiling great room, screened porch, front porch and back deck all provide great ambiance. This home offers easy ranch living with first floor bedrooms, first floor laundry and spacious kitchen. Lower level offers rec room, with bar and pool table, 1/2 bath, work shop, wood stove and storage. Enjoy four-season recreation nearby, from boating, fishing, swimming, and hiking to skiing, snowmobiling, and exploring the region

This extensively updated, 1,990 sq. Ft. 4-bedroom home features a new roof, new furnace, new well pump, newly repainted exterior, updated flooring throughout, granite countertops, and a new 10' x 16' Amish-built storage shed. Set on 1.6 acres along the scenic Schroon River Road, the home offers multiple living spaces, a home office, wood stove, two decks, large yard, and two-car garage. Enjoy the privacy of an Adirondack setting with convenient access to Brant Lake, Schroon Lake, Loon Lake, Lake George and Gore Mountain, all within approx. 5-15 min, and Saratoga Springs (45 min) and the Lake Placid/Olympic Region (1 hr) also within easy driving distance. The flexible layout and abundant living space make the property well suited as a primary residence, second home, or Adirondack getaway!

Fall in the Adirondacks has arrived-and this is where you want to be. As the leaves begin to change and the mountains come alive with color, 190 Kingsley Lane Extension offers the perfect place to experience one of the Adirondacks' most spectacular seasons. Set on approximately two private acres, this gorgeous five-bedroom, three-bath retreat combines privacy, space, lake access and four-season adventure in one exceptional setting. Picture crisp mornings, brilliant foliage, evenings by the fireplace and weekends spent exploring the mountains. Then, as fall gives way to winter, Gore Mountain is within convenient reach for skiing, riding and snowy adventures. And when summer returns, Loon Lake is waiting-with deeded rights to the private Loon Lake Heights sandy beach and an assigned boat slip for effortless days of swimming, boating, fishing and paddling. Inside, approximately 2,482 square feet provides plenty of room to gather. Cathedral ceilings, hardwood floors and a fireplace bring c

Experience the charm of Loon Lake Adirondack lake living with this inviting year-round home set on 2.5 acres and offering deeded beach and docking access to beautiful Loon Lake. Featuring 4/5 bedrooms, 2.5 baths, and a spacious attached two-car garage, this property offers plenty of room for family and guests. Part of an intimate association of just 11 property owners, enjoy access to a private swimming beach, docking for your boat, and a shared lakeside pavilion. Spend summer days enjoying the water, entertain on the spacious deck, or relax in the screened in porch surrounded by the beauty of the Adirondacks. Thoughtful updates provide comfort and ease of ownership, including a new oil furnace and solar. The basement features high ceilings, offering exciting potential for future additional living space. Ideally located near local restaurants, Gore Mountain and area snowmobile trails, this property offers four-season enjoyment and the opportunity to make lasting Adirondack memories. Wh

This lovely 3 bedroom 2 1/2 bath townhouse is located in the beautiful Green Mansions community. Walk to jump in your kayak or down to the beach for a swim in non-motorized Tripp Lake! Tennis courts, pickleball, basketball, horse shoe court and bocci all located right up the street. Wonderful kitchen opens to living room with fireplace. Kitchen features Corian counters, newer cabinets and comes with all appliances and everything needed to start living at the lake! Association fee of $375/month includes lawn care, snow removal, exterior maintenance, septic u0026 well. Ceramic tiled bath and shower, gas fireplace and many Pella windows complete this enticing picture

Chestertown, Price Reduced: Down a Country Road (Town maintained) An Adirondack dream come true for anyone looking to own a beautiful home with 64+ acres of pasture land and a huge barn. Unbelievable 60x75' garage with 4 bays, 4-pole barns (one used for boat storage rental income). The 1950's farm-style home, completely remodeled and up-to-date with'top notch' construction. 3-4 bedrooms and 3 baths. Spacious primary bedroom suite and bath with jacuzzi and walk-in closet. High ceilings, stone fireplace, radiant-heated floors, on-demand heat and water, drilled well, 1,000 gallon septic, generator and central air upper level. All located on 64+ beautiful acres. Full of possibilities. Boat storage rental history too. Within 12 miles to Gore Mountain Ski Area, 6 miles to the village of Chestertown and close proximity to surrounding lakes, hiking trails, rivers (all the gifts that the Adirondacks offer). Make Offer! Reduced to $749,000.00

Looking for that peaceful easy living? This is the home for you! Located at the end of a dead-end road, tucked away at the base of panther mountain, yet still within walking distance to Main Street with many accessible features. Sit on the expansive deck and enjoy the nice weather or cozy up indoors in any of the sitting areas with the ambiance of an electric fireplace. The home includes several outbuildings for all your outdoor storage needs and is being sold mostly furnished!

A rare opportunity to create something special in the Lake George region. This 4.65-acre parcel offers an exceptional setting near Friends Lake, the Hudson River, skiing, hiking and other Adirondack recreation. Much of the groundwork is already in place, including excavation, an existing foundation footprint, beautiful original stonework and stone fireplace, and a newer foundation designed for underground utilities and to support a second story. Two wells are on the property, with one original dug stone-lined well and a second drilled well. Septic testing has been completed. The existing footprint could be finished as a guest cottage, workshop or studio, while the property offers room to build a larger home toward the rear. Cobblestone walls and mature trees add character to this unique homesite. Approximately 27 minutes to Bolton Landing and convenient to Lake George, this is an ideal opportunity for a builder, investor or buyer looking to create an Adirondack retreat with a head star

Seasonal Adirondack Cottage with DOCK u0026 BEACH on LOON LAKE! Beautiful 4-bedroom, 2-bath home on picturesque Loon Lake, located in the well-established Vista View Association with just eight other homeowners. This inviting Adirondack retreat features a spacious three-season porch with panoramic lake views-perfect for morning coffee, evening cocktails, or simply taking in the peaceful surroundings. Inside, you

71 ft of lakefront with sandy swimming, beach, dock u0026 rare lakeside cabana on loon lake! At the end of appropriately named Memory Lane, the lake has been the backdrop to generations of summer days-the kind filled with sandy feet, swims before breakfast, boat rides, and nights spent talking long after the sun disappears across the water. The seasonal cottage is charming and simple, exactly as a lake house should be. Inside, the kitchen and living area come together in an open great room where everyone can gather, with two bedrooms, a bath, and a loft offering extra sleeping space. But chances are, you won

Rich in Adirondack history and surrounded by nature, Calamity Cove is a one-of-a-kind year-round retreat offering over 3 acres across two separately deeded parcels with direct boating access to beautiful Loon Lake. Originally home to a campground and later a popular local gathering place, the property has evolved into the peaceful waterfront escape it is today while preserving pieces of its remarkable past. The heart of the home-the spacious great room-features reclaimed architectural elements from the historic Watch Rock Hotel in Schroon Lake, creating an atmosphere that simply can't be replicated. Hand-hewn beams, rustic wood accents, and Adirondack craftsmanship complement this inviting 3-bedroom, 1-bath home. Two wood stoves, open living and dining areas, and a screened porch provide the perfect setting for gathering with family and friends after a day on the lake. A picturesque horseshoe driveway framed by stone pillars welcomes you to the property, where mature pines and hardwood

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 especially attractive for short-term rental use, with strong potential for consistent income. Inside, you

Experience the very best of Adirondack lakefront living in this private, completely renovated 4-bedroom, 2.5-bath Loon Lake retreat, complete with a RARE adjacent APA APPROVED buildable lakefront lot. Set along a sandy shoreline with a private dock, this beautifully maintained home offers spectacular lake views, classic Adirondack charm, and modern comfort. Expansive windows fill the home with natural light, while the spacious great room and open-concept kitchen and dining area create an inviting setting for family and friends. Two bedrooms, a full bath, half bath, and laundry are located on the main level, with two additional bedrooms and a private bath upstairs. Step outside and enjoy the quintessential Loon Lake lifestyle. Sip morning coffee on the expansive deck as the sun rises over the water, then spend summer days boating, swimming, fishing, and paddling from your own shoreline. Relax on the lakeside patio, gather around the fire pit, or enjoy winter activities including ice ska

This charming 4 bedroom, 2 bath home is in a private setting, yet conveniently located to Loon Lake town, lakes, rivers and hiking/snowmobile trails. 2-car garage with storage and a separate car port. Workshop, laundry area, HUGE living room/great room, cozy bedrooms, all-season porch with electric heat facing the sunsets at night. Full house generator, drilled well, septic, lovely landscaped yard with an additional car port. Propane for generator and kitchen stove, oil hot water heat

Where Adirondack privacy meets the Loon Lake lifestyle, this custom-built year-round home offers deeded docking and sandy beach access, all while being privately set on 5+ acres. Thoughtfully designed for comfort, character, and four-season living, this 3-bedroom, 2.5-bath home features an impressive great room with cathedral ceilings, a stone wood-burning fireplace, and a dramatic window wall that fills the space with natural light. The custom kitchen is beautifully finished with granite countertops, tile flooring, tile backsplash, and newer appliances. A private primary suite offers a peaceful retreat with a spacious bedroom, walk-in closet, and en-suite bath with shower, jetted tub, and bidet. The finished lower level provides excellent additional living space with radiant floors, warm wood paneling, a large family room, office area, two additional bedrooms, and a full bath. With central air conditioning, a workshop area, mechanical room, and rare access to docking and a sandy beach