An exceptional opportunity awaits in the heart of Chestertown! Set on approximately 1.12 acres, this distinctive property has a rich history as both a cherished family residence and the longtime home of an established local funeral business. Offering approximately 3,854 square feet of versatile space, the property features a combination of comfortable residential living quarters and expansive gathering areas, providing endless possibilities for its next chapter. Highlights include a beautiful Adirondack stone fireplace, spacious rooms, warm wood accents, a functional kitchen, abundant natural light, and a standing seam metal roof. Outside, enjoy beautifully maintained grounds complete with an irrigation system, an expansive lawn, mature trees, generous paved parking, and an impressive three-bay garage offering exceptional storage and workspace. Whether you're envisioning a spacious private residence, a live/work opportunity, professional offices, or an entirely new venture, this unique property offers tremendous potential in a convenient hamlet location. Alternative uses are subject to municipal approvals. Rich in history, full of character, and ready for its next chapter!
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. Whether you're looking for a year-round residence or a private getaway, this fully furnished Loon Lake property is ready to welcome you!
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's charming local communities. Offered as part of an estate and sold AS-IS, with an appraisal on file. Opportunity to combine with the neighboring parcel at 232 Vanderwalker Road for additional land and possibilities. Bring your vision and unlock the potential of this year round property in North Warren Schools!
BELOW APPRAISED VALUE! ADIRONDACK LIVE-WORK RETREAT! Completely remodeled mixed-use property ideal as a primary residence, vacation getaway, investment, or live-work space. Nestled in a quiet neighborhood just off Route 9 in Chestertown, with convenient access to local shops, restaurants, and year-round Adirondack recreation. Approximately 15 minutes to Gore Mountain and Schroon Lake for downhill skiing and water skiing, and just five minutes to the Hudson River and Loon Lake for boating, fishing, and swimming, with hiking trails just around the corner! The upper level features a two-plus-bedroom apartment, while the main level offers additional living space, dedicated office space, and commercial potential, including possibilities for an upscale dining establishment or professional office space. Two kitchens, two bathrooms, abundant storage, and a spacious four-bay garage provide plenty of functionality. An expansive outdoor deck is perfect for entertaining, while fenced-in areas and doggie doors add convenience for pet owners. Potential for conversion to a two-unit residential property, subject to municipal approvals. Property classified as 480 Multi-Use. All uses, including restaurant and office use, subject to applicable zoning, permits, and approvals. Listing Agent is owner. Some photos are AI generated.
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).
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 and you'll find your own sandy beach, dock, and one of this property's most special features--a rare lakeside cabana that could not be built today, sitting just steps from the shore, offering another place to relax, play, or even fall asleep to the sounds of the lake.Days here are wonderfully uncomplicated. Sit with your feet in the sand. Swim from the shoreline. Jump from the dock. Paddle out in a kayak or take the boat out for the afternoon. Then wander back to the porch and do it all over again tomorrow. For generations, this little piece of Loon Lake has been loved, cared for, and filled with memories. Now it's ready for new stories, new traditions, and another lifetime of memories on Memory Lane!
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 skating, cross-country skiing, and ice fishing right outside your door. Gore Mountain is less than 20 minutes away. Fully furnished and turnkey, the property also includes a whole-house generator and boasts a 10+ VRBO rating and strong rental history, making it equally appealing as a year-round residence, seasonal getaway, family compound, or investment property. The adjacent buildable lakefront lot provides an extraordinary opportunity for future expansion, an additional residence, investment, or simply added privacy and valuable waterfront space--an increasingly rare offering on Loon Lake. With 226 feet of lakefront, four-season recreation, proven rental potential, and room to grow, this is a truly exceptional Adirondack lakefront property.
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. Inside, you'll find hardwood floors, plenty of natural light, and a super-efficient Jøtul woodstove that adds both warmth and cozy Adirondack ambiance. Oil-fired hot water heat provides an additional reliable heat source. The home includes all appliances and offers a functional layout with three bedrooms and inviting living spaces ready for your personal touches. Outside, enjoy the wooded setting, spacious deck, horseshoe driveway, and the added benefit of two parcels. Easy year-round access makes this a great option for a primary residence, Adirondack getaway, or investment property. Convenient to Chestertown, Warrensburg, area lakes, hiking, skiing, and all the recreation the Adirondacks are known for. Property is being sold as-is.
Welcome to East High Pines Terrace Green Mansions Cute as a button and ready for easy Adirondack living! Welcome to 1 East High Pines Terrace, a charming condo in the desirable Green Mansions community, where you can spend less time on maintenance and more time enjoying everything the Adirondacks have to offer. Whether you're looking for a year-round home, weekend escape, or easy-to-manage Adirondack getaway, this is the perfect place to settle in and start enjoying the lifestyle. Green Mansions offers fantastic recreational amenities, including tennis, swimming, and access to a beautiful private beach on Tripp Lake--perfect for summer days on the water. Golf enthusiasts will love the opportunity to hit the links nearby, while four-season Adirondack recreation is right outside your door- only mintues to Gore, and snowmobile trails galore! Imagine mornings with coffee surrounded by mountain scenery, afternoons at the beach or on the tennis courts, and evenings relaxing after a day of hiking, golfing, skiing, boating, or exploring nearby Adirondack towns. The best part? **Maintenance-free condo living** means you can arrive, unpack, and start enjoying your time in the mountains without the endless upkeep of a traditional second home. Affordable, adorable, and packed with lifestyle--1 East High Pines Terrace is your opportunity to own a little piece of the Adirondacks and actually have the time to enjoy it!
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.
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'll find hardwood floors, plenty of natural light, and a super-efficient Jøtul woodstove that adds both warmth and cozy Adirondack ambiance. Oil-fired hot water heat provides an additional reliable heat source. The home includes all appliances and offers a functional layout with three bedrooms and inviting living spaces ready for your personal touches. Outside, enjoy the wooded setting, spacious deck, horseshoe driveway, and the added benefit of two parcels. Easy year-round access makes this a great option for a primary residence, Adirondack getaway, or investment property. Convenient to Chestertown, Warrensburg, area lakes, hiking, skiing, and all the recreation the Adirondacks are known for. Property is being sold as-is.
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 can enjoy beautiful sunsets! Gore mountain ski resort, Lake George and hiking trails are just 20 minutes away!
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 hardwoods create a peaceful, private setting. Enjoy level access to your private Loon Lake frontage, making it easy to launch a kayak, hop on the boat, fish, or simply relax while taking in the sights and sounds of the Adirondacks. A large detached storage building offers plenty of room for boats, kayaks, snowmobiles, ATVs, tools, and all your outdoor gear. The second parcel provides exceptional flexibility--maintain it as a wooded privacy buffer or explore the opportunity to build a second home or guest cottage (subject to APA and municipal approvals). Whether you're searching for a year-round residence, a four-season getaway, or a property with future potential, Calamity Cove offers a rare combination of Adirondack history, privacy, recreation, and opportunity in one unforgettable setting.
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 hardwoods create a peaceful, private setting. Enjoy level access to your private Loon Lake frontage, making it easy to launch a kayak, hop on the boat, fish, or simply relax while taking in the sights and sounds of the Adirondacks. A large detached storage building offers plenty of room for boats, kayaks, snowmobiles, ATVs, tools, and all your outdoor gear. The second parcel provides exceptional flexibility--maintain it as a wooded privacy buffer or explore the opportunity to build a second home or guest cottage (subject to APA and municipal approvals). Whether you're searching for a year-round residence, a four-season getaway, or a property with future potential, Calamity Cove offers a rare combination of Adirondack history, privacy, recreation, and opportunity in one unforgettable setting
Spacious 5-bedroom, 1.5-bath home situated on approximately 0.74 acres on a quiet street in the heart of Chestertown. The main level features a welcoming living room with a gas fireplace, creating a warm and inviting gathering space. Generously sized bedrooms provide ample living space, with several offering built-in shelving for added character and storage. An attached heated one-car garage offers convenience for year-round use and additional workspace. Enjoy a level yard with room for outdoor activities while being just minutes from downtown Chestertown, local shops, restaurants, schools, and area lakes. Conveniently located with easy access to I-87, making travel throughout the Adirondacks simple. A wonderful opportunity for a year-round residence, vacation home, or investment property.
THE NATURE LOVER'S ADIRONDACK CHALET, WITH ROOM TO BUILD EQUITY! Nestled on 3.33 private, wooded acres, this 2010 custom chalet offers an exciting opportunity for handy buyers, investors, or anyone looking to create their own Adirondack retreat. With approximately 2,480 square feet of potential finished living space, this home offers considerably more than meets the eye! The main level features 3 bedrooms, 2 bathrooms, radiant floor heat throughout, and an inviting great room with soaring cathedral ceilings. The spacious primary suite offers a private bath. A metal roof adds lasting peace of mind. The walkout lower level shares the same footprint as the main floor and features a second living room with two windows and its own private entrance, plus bonus rooms ideal for an office, gym, or hobby space. With a private entrance, the lower level also offers potential for owner occupied seasonal rental income, subject to Town of Chester short term rental permitting. Step outside and the Adirondacks are your backyard. Cross country ski the trails at Palmer Pond, hike the local trails all around you, and head to Gore Mountain for a day on the slopes. Loon Lake and area restaurants are minutes away, and I-87 is just 7 minutes from your door, putting the rest of the region within easy reach. Whether you're looking for an investment property, a ski getaway, or a full time Adirondack residence, this property offers privacy, space, and the opportunity to build equity while creating something special. Bring your vision and unlock the potential!
**NEW PRICE!** As autumn gives way to winter, there's no better time to discover your Adirondack basecamp! Welcome to 190 Kingsley Lane Ext, a beautifully appointed 5-bedroom, 3-bath retreat set on approximately 2 private acres, where four-season adventure and the comforts of home come together. Winter in the Adirondacks is something special! Spend your days skiing or snowboarding at nearby Gore Mountain, exploring snowmobile trails, snowshoeing through snowy landscapes, or enjoying the charm of local restaurants, shops and mountain towns. After a day outdoors, return to soaring cathedral ceilings, warm hardwood floors, an inviting fireplace and plenty of room to gather with family and friends. The sunroom and game room offer even more space to relax, entertain and make memories. A spacious barn with an incredible upper-level recreation area, and ample parking (indoor and outdoor) provide room for all your Adirondack toys and gear. Whether you're looking for a weekend ski retreat, a holiday gathering place or a year-round escape, this property is ready for every season. And just when you think winter couldn't get any better, summer arrives! Enjoy deeded rights to the private sandy beach at Loon Lake Heights, complete with an assigned boat slip. Spend your days swimming, boating, paddling and soaking up everything Loon Lake has to offer, all WITHOUT the lakefront price tag or waterfront taxes! From colorful autumn weekends to snowy winter adventures and long summer days on the lake, this is Adirondack living at its best. With an incredible NEW PRICE, now is the time to make this four-season retreat your own. Come for winter, stay for summer, and enjoy the Adirondacks all year long!
Cute as a button, recently renovated, single level living and conveniently located in Chestertown! Originally a two-bedroom home, it's currently configured as a spacious one-bedroom, with the option to easily restore it back to a two-bedroom to fit your needs. Living room and bedroom are virtually staged with furniture. The home features a new kitchen, open concept and scenic views of Panther Mountain. One car garage. Nestled in the heart of the Adirondacks, you'll enjoy easy access to year-round recreation, including pristine lakes, hiking trails, snowmobiling, skiing, and countless outdoor adventures. Whether you're looking for a full-time residence, a weekend getaway, or an investment property, this charming home offers the perfect blend of comfort, convenience, and outdoor living.
Extraordinary Adirondack retreat situated on 10 private acres, ideally located between Forest Lake and Kelm Pond, offering the perfect blend of privacy, comfort, and versatility. Built in 2016, this unique property features a beautifully designed 3-bedroom, 2.5-bath main residence plus a separate 2-bedroom, 1-bath guest suite along with an oversized garage, making it ideal for extended family, guests, multi-generational living, or continued short-term rental opportunities. The main home offers an open and inviting layout highlighted by a spacious living room with a wood-burning stove, an eat-in kitchen with ample cabinetry and workspace, and a desirable first-floor primary suite complete with a private full bath. A convenient first-floor half bath with laundry adds everyday functionality, while the second level provides two additional bedrooms and a full bathroom. A standout feature of the property is the massive heated and insulated garage, providing exceptional space for vehicles, recreational equipment, workshop use, or storage. Behind the garage, you'll find an approximately 550-square-foot guest suite complete with 2 bedrooms, 1 full bathroom, and its own living space. The property has a proven history as a successful Airbnb and VRBO rental, offering excellent income potential for those looking to offset ownership costs or continue operating as a vacation rental. Outside, relax in one of two included hot tubs while enjoying the peaceful Adirondack surroundings and abundant privacy. Additional outbuildings provide even more storage and flexibility for hobbies, equipment, and outdoor recreation. Located just minutes from lakes, hiking trails, snowmobile routes, Gore Mountain, and endless year-round recreational opportunities, this one-of-a-kind property offers the perfect combination of privacy, flexibility, investment potential, and Adirondack lifestyle.
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Chestertown is located in New York. Chestertown, New York has a population of 587. Chestertown is more family-centric than the surrounding county with 25.9% of the households containing married families with children. The county average for households married with children is 24.15%.
The median household income in Chestertown, New York is $60,893. The median household income for the surrounding county is $68,765 compared to the national median of $69,021. The median age of people living in Chestertown is 48.3 years.
The average high temperature in July is 80.5 degrees, with an average low temperature in January of 7.4 degrees. The average rainfall is approximately 45 inches per year, with 74.1 inches of snow per year.
