Custom Adirondack-style home currently under construction on 3.54 acres in Chestertown, with completion anticipated by October 2026 or sooner, including Certificate of Occupancy. This weather-tight home is well underway with the completed shell, log siding, drilled well, septic system, 200-amp electric service, and much of the mechanical work already in place. Designed with a warm ADK cabin feel, the home features attractive log siding, black window/trim accents, a covered entry porch, and a wooded Adirondack setting. Inside, the planned finishes include a mix of wood and drywall, radiant heat in the floors, a dramatic great room, gas fireplace with stone facade, and rustic details throughout. The foundation is constructed with insulated concrete forms, adding efficiency, durability, and comfort to the lower level. The floor plan offers approximately 2,016 sq. ft. of living area, including a first-floor primary bedroom suite, open kitchen/dining/living area, entry porch, laundry, and second-floor bedrooms with open-to-below loft-style volume. The basement includes flexible future-use space, utility area, and an egress scapewell, offering potential for a future bedroom, recreation space, or additional storage. The kitchen is planned with dark cabinetry, warm wood-tone countertops, and select appliances included. No furnishings are included. Ideally located in Chestertown, this property would make an excellent Adirondack getaway, year-round residence, or ski house, with convenient access to the region's outdoor recreation, lakes, hiking, snowmobiling, and nearby ski destinations. A great opportunity to secure a custom new-construction home before completion and enjoy a brand-new residence with rustic character, modern systems, and room to personalize final touches.
Older home in a completely private location - in the center of a Hamlet. Trees and bushes make the home invisible from the road. The back border is Town land with Public beach area on Trout Brook Good for canoeing. Covered porch is on two sides of the house. The interior has beautiful real wood floors. Main level is kitchen, dining room, living room, full bath and laundry area. Upstairs are 3 bedrooms, full bath and deck from main bedroom. Garage is currently used as workshop. Driving distance to Schroon Lake Boat Launch and swimming area is 5 minutes. Drive to Gore Mountain ski area is no more than 30 minutes. Being sold as-is.
Rustic seasonal lakefront camp with 439 feet of frontage including your own cove on private Friends Lake on the East Shore. Nestled among the pines on a rare 3.42 secluded acres with a dock, small boat house (for storage only), one car garage and lakeside patio. Owned by only one family for three generations. Step back to a simpler time at this charming retreat perched at the water's edge. Enjoy unequivocal sunsets, panoramic lake views, and the peaceful call of loons drifting across the water. A rare opportunity to own an Adirondack Escape offering 3.42 acres of privacy, tranquility, and the timeless charm of true lakeside living. All this listed below assessed value. Centralized among the Adirondacks' most sought-after lakes and year-round activities, this rustic retreat offers the perfect balance of seclusion and adventure. Enjoy boating, kayaking, canoeing, fishing, swimming, hiking, mountain biking, golfing, and exploring the charming nearby Adirondack towns, shops, and restaurants. Whether you're seeking peaceful lake days out your front door or exploring, Friends Lake places it all within easy reach.
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 making lasting Adirondack memories. Additional outdoor amenities include a shed, carport, and kayak/paddleboard rack. Thoughtfully updated with a new high-efficiency propane heating and cooling system (2025), the home offers 2 bedrooms and 1 full bath on the main level with an open-concept kitchen, dining, and living area designed to capture lake views. The finished lower level includes 2 additional bedrooms, a full bath, recreation space perfect for guests, game nights, and a home office or gym, along with a laundry/mechanical room. Additional highlights include a wood-burning fireplace and whole-house Generac propane generator. Added bonus: The property previously received Town of Chester approvals and architectural plans for a proposed custom 1,564 sq. ft. lakefront home with dramatic 13' ceilings, offering future owners a rare opportunity to expand or create a custom Adirondack retreat with valuable groundwork already completed. Your Adirondack lake lifestyle starts here!
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?
Spacious 3-bedroom, 3-bath 2,500 sq ft home on 24 acres! Some features include three fireplaces, multiple living areas, finished basement with wet bar, two offices, and attached 3-car garage . The primary suite offers radiant heated floors, walk-in closet, private fireplace with sitting area, and a large ensuite bath. Custom cabinets in the mud room for all the ski gear, coats & bags! Private Dining area right off the Kitchen. Additional sleeping space located upstairs. Living room area with a lot of natural light and fireplace to enjoy those chilly evenings. Enjoy outdoor living on the expansive back deck and a large screened in front porch. Attached three-car garage with work area and ample storage for vehicles and all the outdoor toys!. Conveniently located near local lakes and Gore Mountain for year-round recreation.
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!
Courtesy: Keller Williams Realty
845-928-8000
Welcome to the highly sought-after Creamery Estate, located in the award-winning Warwick school district!. This inviting waterfront Colonial-style home offers the perfect blend of comfort, charm, and scenic beauty, set on an acre of beautifully maintained grounds with peaceful views of Creamery Pond. This 3-bedroom, 3 full bath home features hardwood floors throughout and a spacious, easy-flow layout designed for everyday living. The updated kitchen, complete with brand new LG appliances, center island, and a stylish tiled backsplash, opens into a formal dining room—perfect for hosting friends. Enjoy multiple living spaces, including a sun-filled living room and a cozy family room with a fireplace, creating a warm and welcoming atmosphere. A dedicated home office offers the flexibility you need for remote work or a quiet study space. Upstairs, the primary suite is a true retreat, featuring a private full bath with double vanities, a whirlpool tub, and a private balcony overlooking Creamery Pond—the perfect place to start or end your day. Two additional generously sized bedrooms and a full hall bath complete the upper level. The finished basement (not included in square footage) provides even more room to spread out, offering ideal space for a playroom, home gym, or guest area, along with walkout access and egress windows for added convenience. Step outside to your expansive deck and enjoy your private, fenced-in waterfront backyard—perfect for summer barbecues, morning coffee, or simply taking in the peaceful surroundings. Spend your days fishing, kayaking, or relaxing by the water from your own private dock. Conveniently located near schools, the Village of Sugar Loaf, boutique shops, and dining, and just about an hour to NYC. Enjoy easy access to local orchards, wineries, ski areas, the Appalachian Trail, and the Heritage Bike Trail—making this home ideal for both relaxation and year-round recreation. A rare opportunity to own a true waterfront gem!
Courtesy: eXp Realty
888-276-0630
Tucked away on over 3 private acres, this recently renovated custom residence offers a rare blend of seclusion, craftsmanship, and elevated living. Surrounded by hundreds of acres of protected state land, the setting ensures unmatched privacy with direct access to nature, including trails that connect to the Appalachian Trail just beyond your backyard. A natural waterfall adds to the serene landscape, creating a truly one-of-a-kind backdrop. A dramatic entry introduces the home with soaring ceilings and heated marble floors, setting the tone for the refined interiors throughout. The layout flows effortlessly into expansive formal living and dining spaces, ideal for both everyday living and entertaining. At the heart of the home is a thoughtfully designed chef’s kitchen featuring premium appliances, custom stone and tile finishes, a gas range with griddle, double ovens, and an oversized two-tier island with prep sink. A walk-in pantry and elegant butler’s area provide both function and style. The family room is a standout space, offering scale, natural light, and architectural character, making it the perfect gathering area. Designed with entertaining in mind, the outdoor living experience is just as impressive, complete with a full stone kitchen and bar, a spacious stamped concrete patio, and a private hot tub retreat, all surrounded by custom masonry. Upstairs, the primary suite serves as a private sanctuary with its own balcony and spa-inspired bath featuring a soaking tub, custom shower setup with steam capability, and refined finishes throughout. Additional bedrooms are generously sized, offering comfort and flexibility for guests or extended living. The fully finished lower level expands the living space with a recreational area, full gym, and wet bar, perfect for hosting or unwinding. Throughout the home, hardwood flooring, an integrated sound system, and high-efficiency construction with spray foam insulation and multiple heating zones enhance both comfort and performance. Completing the property is a spacious three-car garage, a beautifully maintained yard with room to enjoy, and infrastructure already in place for a future gated entrance. A truly exceptional offering where design, privacy, and lifestyle come together seamlessly.
Courtesy: eXp Realty
888-276-0630
Beautiful Colonial set on just under an acre of meticulously landscaped property, offering breathtaking sunset views from a very private backyard. The taxes may be reduced by up to 20%; however, a tax appeal cannot be filed until 2027. Great spacious front porch! On a quiet cul-de-sac, this home features a stunning in-ground pool with a new heater, cover & pump. Pool filter, and liner are about 4 years young. The pools heating system runs on propane tank. Entire home was freshly painted just 3 years ago! Behind the house are expansive woods and protected wetlands that cannot be developed, offering exceptional natural privacy! The main level features 9 ft ceilings, a lavatory, a bright dining room, family and living rooms with a fireplace, and an eat-in kitchen with granite countertops, stainless steel appliances, and a center island. Upstairs includes 4 spacious bedrooms, including a primary suite with its own bathroom w/ a jacuzzi tub and separate shower, plus an additional full bathroom in the hallway. The home is thoughtfully updated with major improvements throughout, Including a central AC system upgraded just 2 years ago, along with a regularly maintained boiler with upgraded piping. Additional upgrades include a new driveway & new garage doors. Inside, you’ll find hardwood floors throughout the house and new sliding glass doors that open to a spacious deck. The front porch and back deck have both been freshly re-stained, enhancing the home’s curb appeal. The washer and dryer are included; the washer is approximately 4 years old, while the refrigerator, dishwasher, and oven are about 5 years old. The unfinished, waterproofed basement offers excellent potential for additional living space or storage. The basement foundation walls have been drylocked, and the basement is essentially waterproof.
Courtesy: Keller Williams Realty
845-928-8000
Set gracefully on 3.8 private acres within the highly coveted Warwick School District, this exceptional custom home offers a rare blend of architectural elegance and refined living. Surrounded by a collection of equally distinguished residences, the property provides an expansive, park-like sanctuary while remaining nestled in the heart of one of the region’s most sought-after communities. Spanning over 4,500 square feet of meticulously finished living space, with more than 6,800 total square feet including an expansive unfinished lower level, the residence showcases thoughtful design and elevated craftsmanship at every turn. A dramatic double-height great room anchored by a striking gas fireplace creates a grand yet inviting focal point, while graceful arched openings and upgraded black windows lend a timeless, sophisticated aesthetic. The main-level primary suite is thoughtfully positioned as a private retreat, complete with a spa-inspired bath and exclusive access to a deck overlooking the serene, park-like grounds. Designed with both everyday living and entertaining in mind, the home features a well-appointed butler’s pantry, media room, elegant lounge areas, a dedicated office nook, and an upper-level catwalk and loft that further enhance its architectural character. The unfinished lower level presents a blank canvas for customization—ideal for a private fitness studio, wine cellar, or full-scale entertainment space. Outdoors, a classic rocking-chair front porch welcomes you, while the surrounding acreage offers exceptional privacy without sacrificing accessibility. Natural gas availability adds both convenience and long-term value. Perfectly situated for commuters, the property is moments from major roadways and within walking distance to Tin Barn Brewing, while also enjoying close proximity to Warwick’s renowned wineries, farm markets, and dining destinations.
Courtesy: Ellis Sotheby's Intl Realty
845-353-4250
The Conklin House: A Masterpiece of History & Modern Luxury. Experience the perfect blend of early 20th-century charm and 21st-century comfort. The Conklin House, a classic 1908 Queen Anne Victorian, stands as a commanding presence at the edge of the historic Village of Sugar Loaf. The home has always been used residentially but zoning permits commercial usage as well. Originally ordered from the Sears & Roebuck catalogue and delivered by rail, this "pre-fab" pioneer was famously the first electrified home in the area. The current owner has meticulously performed a full-scale reconstruction, ensuring the home is entirely turn-key while honoring its heritage. The home features modern infrastructure with all-new mechanical systems, walls, and energy-efficient windows. Its preserved character is astounding. Every period molding, the original grand staircase, panel doors and authentic flooring have been salvaged and restored. The architectural heritage is monumental as it features its signature steeply pitched hipped roof and a dominant front-facing gable that defines its Victorian silhouette. Built for Howard Conklin—the local postmaster/general store owner—and later by his son, Dr. Roger Howard Conklin, this residence has been a cornerstone of the community for over a century. It represents a rare opportunity to own a piece of Hudson Valley history without the burden of historic maintenance. The lifestyle in Sugar Loaf and Chester, NY is refreshing, especially to New Yorkers getting away from the city. Nestled in a tight-knit arts and crafts hamlet, one is steps away from 18th-century buildings housing artisan studios, galleries, and boutique eateries. And there is rich Outdoor Adventure to take advantage of too! The area has direct access to the 18-mile Heritage Trail for biking and walking, plus proximity to Goosepond Mountain State Park and the Birnberg Nature Preserve. Its rural serenity offers a quiet, creative lifestyle surrounded by majestic mountains and rolling meadows, all while being part of a bustling weekend destination. Driving to and from the Conklin House to NYC is about 1 hour and 15 minutes and using mass transit a little longer. This is more than a house; it is a storied landmark reimagined for the modern connoisseur. Nothing compares to the character, lifestyle and wilderness that the Conklin House has to offer.
Courtesy: eXp Realty
888-276-0630
Welcome to Chester, NY, a resort-style luxury colonial set on a private 1.1-acre cul-de-sac lot in the Monroe-Woodbury area of Orange County. This custom residence delivers the space, craftsmanship, and lifestyle today's relocation and move-up buyers are searching for, with approximately 4,624 square feet, refined architectural detail, mountain views, and seamless indoor-outdoor living. From the bluestone entry and custom foyer to the arched windows, detailed millwork, and stone fireplace, every major room has been designed to make a statement. The chef's granite kitchen, expansive family room, and finished lower level with theater, gym, and additional recreation space create flexibility for entertaining, working from home, and everyday luxury. Outside, the backyard becomes the headline feature: saltwater in-ground pool, firepit, koi pond, extensive pavers, and a 3-season outdoor kitchen that gives this home true vacation-at-home appeal. For buyers looking for a luxury home in Chester NY, a Hudson Valley estate near NYC, or a Monroe-Woodbury area home with pool, privacy, and commuter convenience, This is the kind of property that sells both a residence and a lifestyle.
Courtesy: Keller Williams Realty
845-928-8000
This beautiful custom home is planned to be built in the highly sought-after Sugar Loaf area, offering the convenience of municipal water and sewer. The main level welcomes you with warm hardwood floors and a kitchen featuring a choice of elegant granite or quartz countertops, a stainless steel appliance package, a center island perfect for meal preparation, and a spacious dining area with a slider that opens to a spacious deck. The cozy family room, complete with a fireplace, creates an ideal spot for gatherings. Also on this level are three comfortable bedrooms, including a primary suite with a bathroom showcasing a double vanity, a relaxing soaking tub, and a tiled shower, along with a stylish main hall bath. The finished lower level offers additional space with an extra bedroom or home office, along with a large recreation or living room—perfect for relaxing or entertaining. Enjoy extra features and the chance to choose custom finishes that make your home uniquely yours. Located conveniently near shopping, charming boutique stores, restaurants, wineries, breweries, apple orchards, lakes, Appalachian trails, and major commuter routes, with just about an hour to reach NYC.
Contemporary 4-bedroom, 3-bath home set on over 17 acres, featuring 572 feet of direct frontage on the Schroon River. This property offers a spacious yard perfect for outdoor enjoyment, along with an attached one-car garage. Conveniently located less than 15 minutes from Chestertown, with easy access to all the outdoor activities the southern Adirondacks have to offer.
Discover the perfect Adirondack retreat at 50 Kingsley Lane, where space, comfort, and four-season recreation come together. This beautifully maintained home offers 2,552 sq ft of finished living space plus an additional 1,032 sq ft unfinished walk-out basement, providing endless possibilities for a game room, home theater, gym, additional bedrooms, or expanded entertaining space. The open-concept main living area is designed for gathering, filled with natural light and Adirondack charm. The spacious primary suite features an exceptional walk-in closet and bonus room complete with custom lighted shoe shelving, built-in storage, and a cozy window bench tucked beneath the dormer--creating the perfect dressing room, reading nook, or private retreat. A standout feature is the oversized bonus room, ideal as a bunk room, game room, media room, or guest suite, making this home equally suited for year-round living, vacation use, or rental potential. Outside, enjoy a unique Adirondack experience with a beautifully cleared area surrounded by nature--perfect for campfires, outdoor entertaining, and quiet evenings under the stars. Forested acreage behind the home offers opportunities for walking trails and outdoor adventure, including a zip line. Located just minutes from Loon Lake amenities, the beach, Gore Mountain, shopping, and more, this property places four-season recreation at your doorstep. Train enthusiasts will appreciate the impressive HO-scale model train that travels through the home and across its own bridge, which may transfer with the property. And don't forget to search for the home's hidden room--a fun and unexpected feature that adds character and charm rarely found today. Whether you're seeking a full-time residence, seasonal getaway, or investment opportunity, 50 Kingsley Lane offers the space, flexibility, and Adirondack lifestyle you've been searching for.
Courtesy: Keller Williams Realty
845-928-8000
3 bedroom 2 bath contemporary home tucked away on a quiet street. Modern renovation already started, put your finishing touches on it. Home sold as is. Open concept living, spacious kitchen, private primary suite on 2nd floor with 2 additional bedrooms on 1st floor. Peaceful setting and still close to all amenities. 1,000 sq ft 2 car detached garage.
Nestled among the towering pines on 33 private acres, this exceptional Adirondack retreat offers the perfect blend of space, privacy, and four-season living. The home features 5 bedrooms and 4.5 baths, thoughtfully designed to accommodate both everyday living and effortless entertaining. Expansive windows invite natural light and serene woodland views throughout the home. The spacious layout includes a finished basement, providing additional living and recreation space ideal for gatherings, media, or guest accommodations. A two-car garage adds convenience and functionality, while the surrounding acreage offers room to explore, relax, and enjoy the beauty of the Adirondack landscape. With 33 acres that are potentially subdividable, the property also presents a rare opportunity for future development, investment, or creating a multi-generational compound. Ideally located just minutes from Schroon Lake, Lake George, and Gore Mountain, this property provides easy access to boating, hiking, skiing, and year-round Adirondack recreation--making it equally suited as a primary residence, vacation retreat, or investment opportunity. A rare offering that captures the privacy, scale, and natural beauty that define Adirondack living.
Courtesy: Keller Williams Realty
845-928-8000
Beautiful custom new homes to be built in Golden Meadows Estates, offering the rare combination of municipal water and sewer, thoughtfully designed floor plans, and stunning lots in a highly desirable location in the Warwick school district. Homes will start at $780,000, with multiple design options available to suit a variety of lifestyles. Lots 1 and 2 will feature custom Bilonial designs with open-concept living spaces ideal for modern living. Lot 3 will showcase an approximately 3200 sq. ft. colonial offered at $879,900, and Lot 4 will feature a beautiful traditional colonial approx. 3000 sq ft., priced at $869,900. Buyers also have the opportunity to bring their own custom plans and collaborate with the builder to create a home tailored to their vision. Each residence will be crafted with quality finishes and attention to detail throughout. The heart of the home will be a beautifully designed custom kitchen featuring a selection of cabinetry styles, granite or quartz countertops, farmhouse sinks, and a generous $27,000 allowance toward kitchen and bathroom cabinetry and surfaces. These thoughtfully curated options allow buyers to personalize their space while maintaining a high standard of design. Hardwood floors will be installed throughout the home, creating warmth and continuity from room to room, while the bathrooms will feature beautifully selected tile finishes for both style and durability. The spacious family room will serve as a welcoming gathering space, complete with a stunning 36-inch fireplace. The open layout flows seamlessly into a large dining area perfect for hosting holidays and special occasions, along with a comfortable living room designed for everyday relaxation and entertaining. Upstairs, each home will offer four generously sized bedrooms. The primary suite is designed as a private retreat, complete with a spa-inspired bathroom featuring a soaking tub, double vanity, and separate shower—creating a serene space to unwind at the end of the day. Golden Meadows offers exceptional convenience, located just minutes from major highways, shopping centers, apple orchards, wineries, and a wide selection of restaurants. Residents will also enjoy close proximity to the charming boutiques and the Sugar Loaf Performing Arts Center, the scenic Heritage Trail for biking and walking, and the vibrant community atmosphere that makes this area so desirable. This is a rare opportunity to build a new custom home in a prime location while enjoying modern amenities, refined finishes, and the ability to personalize your dream home from the ground up.
Courtesy: Keller Williams Realty
845-928-8000
Beautiful custom new homes to be built in Golden Meadows Estates, offering the rare combination of municipal water and sewer, thoughtfully designed floor plans, and stunning lots in a highly desirable location in the Warwick school district. Homes will start at $780,000, with multiple design options available to suit a variety of lifestyles. Lots 1 and 2 will feature custom Bilonial designs with open-concept living spaces ideal for modern living. Lot 3 will showcase an approximately 3200 sq. ft. colonial offered at $879,900, and Lot 4 will feature a beautiful traditional colonial approx. 3000 sq ft., priced at $869,900. Buyers also have the opportunity to bring their own custom plans and collaborate with the builder to create a home tailored to their vision. Each residence will be crafted with quality finishes and attention to detail throughout. The heart of the home will be a beautifully designed custom kitchen featuring a selection of cabinetry styles, granite or quartz countertops, farmhouse sinks, and a generous $27,000 allowance toward kitchen and bathroom cabinetry and surfaces. These thoughtfully curated options allow buyers to personalize their space while maintaining a high standard of design. Hardwood floors will be installed throughout the home, creating warmth and continuity from room to room, while the bathrooms will feature beautifully selected tile finishes for both style and durability. The spacious family room will serve as a welcoming gathering space, complete with a stunning 36-inch fireplace. The open layout flows seamlessly into a large dining area perfect for hosting holidays and special occasions, along with a comfortable living room designed for everyday relaxation and entertaining. Upstairs, each home will offer four generously sized bedrooms. The primary suite is designed as a private retreat, complete with a spa-inspired bathroom featuring a soaking tub, double vanity, and separate shower—creating a serene space to unwind at the end of the day. Golden Meadows offers exceptional convenience, located just minutes from major highways, shopping centers, apple orchards, wineries, and a wide selection of restaurants. Residents will also enjoy close proximity to the charming boutiques and the Sugar Loaf Performing Arts Center, the scenic Heritage Trail for biking and walking, and the vibrant community atmosphere that makes this area so desirable. This is a rare opportunity to build a new custom home in a prime location while enjoying modern amenities, refined finishes, and the ability to personalize your dream home from the ground up.
Courtesy: HomeSmart Homes & Estates
845-547-0005
Great new price! Come take a look at this 2 bedroom charmer with additional room offers potential 3+ bedrooms. Larger than it looks - need to see. Discover the timeless charm and surprising spaciousness of this delightful carriage house, set on a property rich with character and possibility. Step inside to a generous living room where a wood burning fireplace, hardwood floors, and a large bay window create a bright, welcoming atmosphere. Wall sconces add a soft glow, and a wall A/C unit ensures comfort throughout the warmer months. The eat in kitchen blends practicality with charm, offering tile floors, a newer refrigerator, a handy island, abundant cabinetry, and a pantry for extra storage. Another bay window brings in natural light and enhances the home’s cozy appeal. A full bathroom with a classic pedestal sink and tub completes the main living space. The primary bedroom features hardwood floors, newer windows, two closets, and its own wall A/C unit. A second bedroom—equally charming—also offers hardwood floors and plenty of natural light. Throughout the home, you’ll find generous storage options, including ample closets and a pull down attic. The property is thoughtfully equipped with a natural gas generator, a paved driveway, and multiple outbuildings that expand its functionality. The main house includes an attached two car garage, while a separate two car detached garage showcases original carriage house doors that add a touch of historic character. A small shed provides additional storage, and an oversized outbuilding—with an 8' garage door, separate electric and gas meter, and gas boiler heat—offers exceptional versatility. Above it sits a caretaker’s apartment, ideal for guests, extended family, or workspace needs. All structures are being sold as is. An additional parcel with a storage barn is also available, offering even more room to grow, store, or create. This property blends charm, practicality, and potential in a way that’s increasingly rare—inviting you to imagine the many ways it can fit your lifestyle.
Courtesy: eRealty Advisors, Inc
914-712-6330
Beautifully spacious Colonial set on 1.8 private acres on Pine Hill Road, offering 3,120 square feet of rustic, updated charm behind a gated entry and surrounded by magnificent grounds. The main level welcomes you with a spacious eat-in kitchen that flows seamlessly into the dining area, creating an ideal setting for everyday living and effortless entertaining. The massively large living room serves as the heart of the home, offering abundant space, a warm fireplace, and a comfortable gathering atmosphere. Upstairs, the serene primary bedroom retreat features a private balcony overlooking the expansive backyard, providing a peaceful place to relax and take in the property’s beautiful surroundings. Additional highlights include a partially finished full basement, central air, alarm system, new generator, and expansive rear deck ideal for entertaining or relaxing. Conveniently located with easy access to Route 17 and shopping, this property offers the perfect blend of privacy, comfort, and convenience.
Courtesy: eXp Realty
888-276-0630
THE ULTIMATE HUDSON VALLEY LEGACY ESTATE 53 ACRES OF UNMATCHED POTENTIAL Rarely does a property emerge that perfectly balances refined luxury living with raw, untapped opportunity. Nestled in the heart of scenic Chester, New York, 20 Goshen Road offers an expansive 53-acre canvas designed for the visionary. Whether you envision a world-class equestrian facility, a high-potential residential development, or a private sustainable sanctuary, this estate delivers on every front. THE RESIDENCE Built in 2002, the custom-designed 3,348 sq. ft. home features 4 spacious bedrooms and 3 full baths. The layout is thoughtfully crafted to maximize natural light and views of the sprawling grounds. The infrastructure is built for the enthusiast, featuring an oversized 3-car garage with 10-foot doors—perfect for car collections, boats, or equipment. THE GROUNDS & EQUESTRIAN APPEAL Step outside into a nature lover’s paradise. The property is crisscrossed with miles of well-maintained horse trails, making it a premier choice for equestrian pursuits. The land is rich with resources, including an estimated $30,000 in marketable timber and a thriving, mature orchard boasting over 40 trees including pear, cherry, apple, and peach varieties. SUSTAINABILITY & UTILITY Embrace a self-sufficient lifestyle with an infrastructure designed for resilience. The property features a large-scale chicken coop with a capacity for up to 200 birds and an incredibly efficient heating system powered by an outdoor wood-burning furnace, significantly reducing utility costs while utilizing the property's natural resources. INVESTMENT & DEVELOPMENT Positioned in one of Orange County’s most investment-friendly regions, the 53.00-acre lot size offers significant subdivision possibilities. Investors and developers will recognize the rare value in the expansive road frontage and the desirable Chester location, just moments from local amenities yet completely secluded. Discover the endless possibilities of 20 Goshen Road—where your private retreat meets a high-yield investment.
Courtesy: Joseph Baratta Company Realty
800-628-3119
A Landmark Farmhouse with a Story to Tell. Standing proudly since 1872, this historic Colonial farmhouse is one of the very first homes built on Black Meadow Road and remains a meaningful piece of Chester’s agricultural past. Once surrounded by hundreds of acres of open farmland and dairy cows, the home still carries the soul of a working farm while offering the comforts of modern living. With over 4,000 square feet of living space, the home blends authenticity with thoughtful updates. Original architectural elements—including wide-plank floors, carefully refinished—add warmth and character throughout. Two staircases provide access to the second floor, reflecting the home’s natural evolution over time. The kitchen is rich in historic detail, highlighted by authentic hand-hewn wood support beams, original to the house and a true testament to 19th-century craftsmanship. Modern enhancements integrate seamlessly, including granite countertops, custom cabinetry, stainless steel appliances, and new high-performance HPL flooring designed for durability. The layout includes six bedrooms and four bathrooms, with twin primary suites located on opposite wings of the home, each offering walk-in closets and a sense of privacy. The welcoming foyer features new hardwood floors, while the spacious mudroom has been updated with new tile flooring and a full bathroom, ideal for everyday country living. A sunken family room with a fireplace creates a cozy gathering space, and the large formal dining room, featuring newly refinished hardwood floors, is perfectly suited for holidays and special occasions. At the rear of the home, a sun-filled sunroom offers a peaceful retreat—ideal for indoor plants, a reading nook, or a creative space that enjoys natural light throughout the day and connects the home to its surrounding landscape. The basement reflects the home’s practical history. While rustic, it once served as a working space where wine was produced beginning in the 1950s, complete with original shelving used for canning and seasonal storage. Outside, raised garden boxes invite you to plant vegetables, herbs, or flowers—continuing the tradition of working the land and enjoying the rewards of homegrown living. Additional features include a two-car garage with upper-level storage and a location that offers the peace of country life with convenience—just one hour from NYC. This is more than a residence—it is a historic home, lovingly maintained, ready to welcome its next chapter.
Courtesy: Karten Real Estate Svcs LLC
917-502-2635
Historic Colonial Era Home in the Heart of Sugar Loaf, NY Located just 60 minutes from NYC Zoned Residential/Commercial Step into history with this one-of-a-kind 1,750 sq. ft. Colonial era home, where 18th-century charm meets 21st-century opportunity — right in the heart of the artisan hamlet of Sugar Loaf, NY. Original building was built in 1770, this unique property features: • One of a kind Colonial era home, featuring original exposed hand-hewn beams, barn siding walls, and a fireplace • Two spacious workshops/studios – ideal for artists, entrepreneurs, or makers – currently a woodcarvers workshop. • A must-see, living piece of history full of soul and story • Stunning view of Sugar Loaf Mountain right out your front door Zoned commercial/residential, this home offers the perfect blend of live-work potential — ideal for a workshop, gallery, studio, or cozy retreat. Just steps away: • 2 popular restaurants • A vibrant performing arts center • Local breweries with live music • Coffee shop/ Roaster & Brunch House • Year-round craft markets & community events Sugar Loaf is a renowned creative hub, and this home is at the very center of it all. Nestled in the heart of Sugar Loaf’s artisan community, this unique home and shop was long owned by cultural mainstay Jarvis Boone — a woodcarver, painter, entertainer, and local luminary whose influence helped shape Sugar Loaf’s identity as an artists’ village back in the mid 1960’s. Boone’s legacy lives on through his son Clay, who apprenticed with his father beginning at age 7. He has carried on the woodcarving tradition as Sugar Loaf’s resident woodcarver for the last 58 years. This property offers more than walls and beams. Full of character and creative potential, this property is perfect for artists, craftsmen, woodworkers or anyone drawn to a vibrant, storied community. It offers a living canvas for makers and dreamers to carry forward a tradition of creativity. Don't miss your chance to own a timeless treasure in one of the Hudson Valley’s most beloved villages.
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Chester is located in New York. Chester, New York has a population of 12,477. Chester is more family-centric than the surrounding county with 37.24% of the households containing married families with children. The county average for households married with children is 36.93%.
The median household income in Chester, New York is $120,288. The median household income for the surrounding county is $85,640 compared to the national median of $69,021. The median age of people living in Chester is 39.1 years.
The average high temperature in July is 83.4 degrees, with an average low temperature in January of 16.3 degrees. The average rainfall is approximately 47.1 inches per year, with 39.1 inches of snow per year.
