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.
The perfect cottage for your Adirondack getaway or year-round living. Like new , move in condition. Features a cozy living room with electric fireplace, eat in kitchen w/ solid surface countertops & sliding doors opening to back deck, overlooking the large private backyard, Enjoy the evenings by the firepit. Radiant heated floors,. Full bath downstairs. Upstairs features a spacious primary bedroom w/ gas fireplace. another large bedroom and full bath. Most furnishings included. Home was freshly painted in 2025 & heating system was updated in the past few years. Located 15 minutes from Gore Mtn. close to lakes, hiking, snowmobile trails & all the Adirondacks has to offer. This just might be the one for you, schedule your showing. Open House Sunday Aug 23rd 1-3 pm
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. 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.
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!
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!
Seasonal Adirondack Cottage with DOCK & 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'll find two comfortable living areas, providing plenty of space to gather with family and friends. An attic offers excellent storage along with a bonus room for additional flexibility/storage. Each cottage includes 20 feet of lake frontage with dedicated dock space, making it easy to enjoy boating, swimming, fishing, and all that Loon Lake has to offer. A great sandy beach to enjoy as well! A wonderful opportunity to own a low-maintenance seasonal getaway in the heart of the Adirondacks.
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.
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 Adirondack escape with privacy, potential, and room to make it your own.
Loon Lake summers. Gore Mountain winters. Adirondack living year-round. Set on approximately two private acres, this furnished five-bedroom, three-bath retreat offers the rare combination of lake access, privacy, space and four-season recreation--all in one exceptional Adirondack property. Enjoy deeded rights to the private Loon Lake Heights sandy beach and an assigned boat slip, making summer days on the lake effortless. Swim, boat, fish, paddle or simply relax along the shoreline. When the seasons change, Gore Mountain is within convenient reach for skiing, riding and winter adventures, creating a home that is every bit as appealing in January as it is in July. Inside, approximately 2,482 square feet offers plenty of room to gather. Cathedral ceilings, hardwood floors and a fireplace bring classic Adirondack warmth, while five bedrooms, three full baths, a sunroom and game room provide flexibility for family and guests. Mountain and meadow views add to the sense of escape. Outside, the expansive setting delivers something increasingly difficult to find: privacy and room to breathe. Landscaped grounds are complemented by a detached two-car garage, barn, outdoor shower and ample parking for guests, boats and all the Adirondack toys. Best of all, the property is offered **furnished and turnkey**, allowing you to begin enjoying the Adirondacks from day one. Whether you're searching for a year-round residence, vacation retreat or a home base for four seasons of adventure, 190 Kingsley Lane Extension delivers the Adirondack lifestyle without compromise--**lake days, mountain days and everything in between.**
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.
Live where adventure begins. Set on 5+ wooded acres of total privacy, this Adirondack escape puts you minutes from lakes, hiking, skiing, snowmobiling, and every outdoor activity the region is known for. The main 3BR/2BA home captures big mountain views and features an updated kitchen, a sun filled dining/sunroom, a dramatic two story living room with wood stove, and a brand new deck and screened porch designed for hosting, relaxing, and enjoying the outdoors. Upstairs, the loft and primary suite offer soaring ceilings, exposed beams, and incredible natural light. The walkout lower level adds bonus living space and an additional bedroom. A heated two car garage, extra storage garage, paved driveway, new patio and under deck area, A/C, 3 zone heating, and a whole house generator make year round living easy. The two story guest house opens the door to income, multi generational living, or a dedicated recreation space, with a huge game room/workshop upstairs and a private 1BR suite below with its own driveway and new entry deck. Walk to Panther Mountain. Spend summer days on nearby lakes. Ski Gore in winter. Enjoy quiet mornings, star filled nights, and endless outdoor freedom. A rare offering--privacy, recreation, and versatility all in one.
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.
This quaint ADK get away is looking for some TLC to make this your own special place. 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 three wood-burning stoves, creating the perfect Adirondack retreat for family and friends. Enjoy the sun filled deck in the day and circle the fire pit at night. Looking for your own private get away?
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!
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-. Freshly painted, vacant, and easy to show!
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'll find hardwood and tile flooring, a cozy living room with craftsman detail, and newer windows that fill the home with natural light. The layout offers multiple spaces to gather, relax, or spread out, while the enclosed porch adds even more versatility for entertaining or quiet downtime. Out back, the heated in-ground pool creates a private setting to unwind and enjoy the warmer months, adding to the property's appeal for both personal use and guests. Positioned right on Main Street, the home is close proximity to local shops, restaurants, and year-round recreation. With Loon Lake just minutes away and Lake George and Gore Mountain a short drive, this location makes it easy to enjoy everything the Adirondacks have to offer in every season. With its combination of space, location, and flexibility, this property offers a rare chance to own something that works just as well for personal use as it does as a high-performing investment!
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!!
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.
 |
| © 2026 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended. Per New York legal requirement, click here for the Standard Operating Procedures. |
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.
