Reimagined from an original 1775 barn on Cooper Lake Road in Woodstock, this home is set back from the road and sited on 44.3 pristine acres with trails leading to 800+ ft of Cooper Lake frontage. Legal access to the water's edge provides picnicking, camping and stargazing opportunities overlooking the water and mountain views beyond. The house with its distinctive and rustic rough cut wood sided exterior is juxtaposed with sleek modern lines once inside. A bright and airy living room overlooks the pool to one side and the glorious greenery of the trees with a seasonal mountain view on the other through large picture windows that bathe the room in natural light. The well equipped kitchen is fit for entertaining for one or one hundred with an island and plenty of prep space and storage. It opens up to an inviting dining area with lots of windows for sunny morning coffee and a propane fireplace for cozy intimate dinners by the fire. A primary suite is tucked off to one side and shares the same view as the living room. Sliding glass doors lead to a generously sized deck, a great spot from which to read a book or watch the fireflies. From the living room toward the rear yard there is a flex room which could be used for a number of purposes - extra guest room, office, TV room, yoga or meditation room. Upstairs are two large bedrooms, one of which enjoys year round mountain views and a shared bath. The in-ground heated pool is saline with an outdoor kitchen area. Large enough for pool parties, private enough for skinny dipping. The land slopes up behind the house and there is a level area that had previously been prepped for a tennis court if one wishes, and above that are solar panels which cover half or more of the electric needs for the property. Last February's electric bill which included heat, hot water and lights was only 226.00. Newer mini splits are the primary source for heat and cooling. There is a partial basement offering plenty of easily accessible dry storage. The seller acquired an additional 40+ acres adjoining their original parcel over the years to ensure that the character of the area would be preserved and protected from overdevelopment. This rare large parcel provides undisturbed and pristine woodlands for privacy and enjoyment of nature only 5 minutes to town. Cooper Lake Road is one of the most beautiful spots in Ulster County and a coveted address in Woodstock. Only minutes from the Bearsville complex with music, food, drinks and theatre events, and Cub Market around the corner. Woodstock and the surrounding communities are home to a wonderful eclectic mix of shops, galleries, restaurants, theatre, flea markets , farm stands and weekly farmers' markets. Enjoy the Hudson Valley lifestyle offering the peaceful quality of life you crave within 2 hours of NYC

Welcome to The Ambrose House, a 60-acre property minutes from historic Rhinebeck and the upcoming SoHo House. This updated farmhouse, standing since the 1837 and continuously upgraded since, boasts a gourmet kitchen, modern appliances, wood-burning fireplaces, and upgraded comforts like new radiant floor heating and central AC. Set in an old-growth hardwood forest with 3 miles of trails, Fallsburg Creek, protected wetlands, perennials gardens and exceptional landscaping, the estate offers tranquility and natural beauty. With 370 feet road frontage, there's potential for building or subdivision. Minutes from amenities and culture, this property is ideal as either a full-time or weekend residence. Own a piece of history with The Ambrose House and join a legacy of care and appreciation.

Discover the perfect blend of historic charm and modern elegance in this stunning property, originally built in the late 1800's as the Tilden General Store. Nestled in the quaint hamlet of Port Ewen, this architectural gem has been thoughtfully renovated to offer an open and inviting living space with expansive and breathtaking Hudson River views. Step inside to an open floor plan featuring hickory floors, a wall of windows, and a cozy gas fireplace. The living area seamlessly flows to a large deck, perfect for entertaining or simply enjoying serene views of the lighthouse and the Hudson River. The beautifully designed kitchen is a chef's delight, boasting a leathered granite island and countertops, custom-made aluminum captain's chairs, two full convection ovens, a gas stove, and a spacious pantry. The primary bedroom, located on the main level, offers stunning river views, a luxurious bath with radiant heated floors, and a walk-in closet. A custom-made spiral staircase leads you to the tower and provides a charming sitting area to read a book, enjoy your morning meditation or simply watch the boats go by. The lower level features a private suite with a walk-in closet and full bath, as well as an additional bedroom currently used as an office with its own private bath. This area offers great flexible space for friends and family, allowing them to enjoy their own private quarters. Step outside to enjoy your private park-like grounds adorned with mature plantings and a bluestone patio complete with a firepit. The separate two car garage with electric would be perfect for a separate studio or office space. The unique blend of original brick with contemporary finishes create a warm and inviting atmosphere throughout this beauty. With its expansive views of the Hudson River and just across from Hidden Harbor Yacht Club, you will feel like you are on vacation every day. Bring your boat and set sail at your whim from your front yard! This home is located just minutes to the Kingston waterfront and its wonderful restaurants, shops and art galleries. Close to Rhinebeck and convenient to Metro North Train station, New Paltz, Uptown Kingston and all we love in the Hudson Valley.

IN CONTRACT 153 Tinker Street is nestled in the heart of Woodstock, NY, renowned for its artistic community, cultural vibrancy, and natural beauty. This exceptional property offers the best of both worlds - village living, with the feel and privacy of countryside. This is a unique opportunity to live in a stunning main house and enjoy added benefit of rental income from 3 apartments and a studio in detached 1850's building. This bright cedar-sided barn-style home, meticulously reconstructed from the original barn in 1992, boasts five BRs and three Baths. A bedroom-suite wing was added in 2008. Open-concept living, modern kitchen, floor-to-ceiling windows provide breathtaking views of nature. The main living space features a dramatic cathedral ceiling with hand-hewn beams, a wood stove and oak floors. Adjacent to the Comeau Land Preserve on two sides for a sense of nature at your doorstep. Pool, gardens, stone patios and walkways create a serene oasis to entertain and relax.

.Woodstock Residence with Detached Building Featuring Three Apartments Welcome to 153 Tinker Street, nestled in the heart of Woodstock, NY, renowned for its artistic community, cultural vibrancy, and natural beauty. This exceptional property offers the best of both worlds - village living but with the feel and privacy of the Woodstock countryside. This is a unique opportunity to live in a stunning main residence while enjoying the added benefit of rental income from a detached 1850's building boasting three spacious apartments. This bright cedar-sided barn-style home, meticulously reconstructed from the original barn on site, boasts five bedrooms and three bathrooms. Built in 1992, it received a bedroom-suite wing addition in 2008. Expansive open-concept living, updated modern kitchen, floor-to-ceiling windows that provide breathtaking views of nature and oak floors that grace the interior. The main living space features a dramatic cathedral ceiling adorned with hand-hewn beams and a cozy wood stove. Adjacent to the Comeau Land Preserve on two sides gives the house a sense of space, tranquility and nature right at your doorstep. Featuring three separate apartments, plus a studio, the detached building offers comfortable living spaces and private parking while providing excellent rental income potential. An Additional separate art gallery building, perfect for showcasing your creative endeavors or working from home. A pool, verdant gardens, stone patios and walkways surround the property, creating a serene oasis and ideal areas for entertaining and relaxation. Enjoy the convenience of walking to Woodstock's charming town center, with its eclectic mix of restaurants, bakeries, shops, and galleries.. Don't miss this rare opportunity to own a slice of Woodstock Your secret village oasis awaits with year round income and an artist's gallery and studio. Unique opportunity to own a wonderful in town property featuring a dramatic custom built contemporary open flow barn style main house with in ground pool, hidden from the road, along with a 3 unit 1850's rental property, and a gallery building. This very special property has been owned by renowned artists since the 1950's, and is the first time on the market. It currently houses the Lily Ente Gallery which was the workplace of the sculptor/print maker, and her daughter, sculptor and educator Paulette Esrig. The sun filled cedar sided barn style home (was completely rebuilt from the original barn on this site) features 5 bedrooms, 3 bathrooms, and was built in 1992, with a master bedroom wing added in 2008 that was designed by the current owners. As you enter, custom stained glass windows and a skylight warm the entryway as it leads to the open concept living/kitchen/dining area with wall sized windows that bring nature right into view. Oak floors throughout, dramatic cathedral ceiling with hand hewn beams in the main living area, and a wood stove. Also feature Anderson windows with screens throughout. Doors lead to the blue stone patio with artfully designed perennial gardens that have a drip and sprinkler system, a privately sited in ground 4 foot deep, 25' diameter round salt water pool, changing room, and the gallery. Borders the Town of Woodstock Comeau property. The 2008 addition is ground level, and privately located in the main house. The serene master bedroom has an en suite bath with radiant heated floors, skylight, with granite and travertine walls and floor. The bedroom has a cathedral ceiling with hand hewn beams, and leads to a private deck for quiet moments, meditation, and views of the gardens. The lovingly cared for main house has a whole house generator, 2 propane heating systems, 2 central AC systems, a fire and security system, and 2 storage sheds and an attic accessible by a pull down. The charming front house dates back to the 1850's and was rumored to be the original parsonage to the church across the street. It is a well maintained building that features 3 one bedroom units with kitchens, and 2 units are currently rented and have Anderson windows, propane heat. Separate entrance for upstairs apartment. The gallery building has wonderful interior lighting, oak floors, cathedral ceiling, abundance of storage shelving. There is a spacious alcove for additional work space and storage. Gallery is propane heated, has an alarm system, and window unit AC. Handicap access by ramp. For buyers looking for a creative and very special opportunity to live, work, and generate income, this property offers great possibilities in our desirable community of Woodstock, New York!

Exceptional views and a beautiful bluestone path make for a warm welcome to this impressive home. Thoughtful design allows you to see through the dwelling to the mountains as you approach the front door, with a wall of french doors and glass blurring the lines between indoors and out. Recently renovated, with tons of great outdoor space, a cedar hot tub, and a guest house, this mini-compound is the country oasis you have been searching for. Vaulted ceilings, warm maple accents, and cozy wood burning stove create a spacious and inviting atmosphere in the living room. Uninterrupted views of the surrounding mountains provide you with a front row seat as the snow falls and the seasons change.The open kitchen offers room to spread out with an expansive dining area, high-end appliances like a Blue Star, and plenty of storage and counter space. From here you are led out to a large screened-in porch that adds another living and dining space — and might just be the showstopper of this home. Perfect for entertaining or coffee in the morning! Peacefully tucked away on one side of the house the primary bedroom has ample storage, high ceilings, and a beautiful en suite bathroom. Oversized sliding glass doors allow for plenty of natural light and stunning views from bed. The deck outside the primary is the ideal spot for doing yoga or just relaxing in the sunshine. A laundry room, second bedroom and another full bathroom complete the first floor. The lower level of this home has beautiful polished concrete floors (with radiant heat!) and tons of storage. This space could easily be another primary suite with a comfy second living room, a queen-sized bedroom, and a full bath. Nicely separated from the main home is a charming mini cottage that’s perfect for guest overflow or a tranquil office-art-writing space. Set up with a kitchenette, full bathroom, and a screened porch, this bonus four season space has endless possibilities. It even has its own driveway off of Queens Hwy for privacy and ease of access. This special property allows for a complete immersion in nature without leaving the comforts of home. Open lawn, impressive stone walls, mature perennial landscaping, woods and native flower fields comprise the 4+ acre lot and the Shawangunk mountain range aka “the Gunks” are never out of sight. A sprawling deck, hot tub, and that dreamy screened-in porch create a picture perfect setting for relaxation at its finest. This home was fully reimagined and renovated with a beautiful addition and incredible deck. Marvin windows, hardwood floors, a new roof, mini splits, radiant heat are just a few of the new perks and updates! Conveniently situated in the popular hamlet of Accord, this lovely home is centrally located to all of the great things the area has to offer. Options abound with Westwind Orchard, Arrowood Farms, Harana Market, and SkateTime all 10 minutes away — plus the super stylish (but low key!) member club and resort INNESS where you’ll find excellent dining, golfing, tennis, a coming-soon spa, and more, most of it open to the public as well! If you are looking for outdoor adventures it’s 20 mins or less to Minnewaska State Park, Mohonk Preserve, Vernooy Kill State Forest + Falls, and the Ashokan Reservoir Promenade. Exploring other destination towns is a breeze with easy access to Stone Ridge, High Falls (Ollie’s is a team favorite!), New Paltz, Kingston, and Woodstock. All this and you’re only 90 miles to the GWB in NYC. Additional acreage is available - please reach out to the listing agent for more information!

Experience the perfect fusion of traditional charm, contemporary elegance, and mid-century modern allure in this graceful home. Step inside to discover an open floor plan tailored for seamless entertaining, where the family room's oversized hearth seamlessly flows into the gourmet kitchen, creating an inviting atmosphere for gatherings. Bask in the natural light pouring through oversized windows, illuminating every corner of the home. Ascend the circular staircase, a stunning centerpiece that gracefully leads to the second floor from the center entrance, enhancing the home's modern architectural lines. Relish in the tranquility of the elevated rear deck, offering views of your very own pond where an occasional mallard has been known to take up residence. Descend to the walkout finished lower level, a versatile space perfect for a game room, studio, or additional office space, catering to all your lifestyle needs. Unwind in the spacious living room, complete with another fireplace, providing the ideal setting for relaxation and intimate gatherings. Welcome to a home where timeless elegance meets modern needs for your utmost enjoyment and comfort.

Welcome to Chalet Woodstock. Embrace luxury living at this exquisite cedar-sided chalet on over 2 acres of pristine Catskills landscape. Meticulously renovated by an interior designer, the home is a testament to unparalleled craftsmanship and refinement. Step into a world where comfort meets sophistication. This home boasts three bedrooms, three bathrooms, and an additional one-bedroom/one-bathroom apartment over the garage, perfect for rental income, guests, a workspace, or a home gym. The chalet was updated with no expense spared and designed with the most discerning tastes in mind. Cle tiles grace the bathrooms and kitchen, while refinished and new wood floors underfoot evoke a sense of timeless elegance. Natural light cascades through new windows and slider doors, illuminating the meticulously curated interior spaces. Channel your inner chef in the gourmet kitchen, which features custom cabinetry and quartz countertops and is outfitted with a state-of-the-art Subzero panel fridge and an exquisite Ilve stove. Unwind in the embrace of luxury by the cozy glow of the propane fireplace in the expansive living room, or savor alfresco dining on the sprawling 586-square-foot deck. Retreat to the tranquility and enjoy the cool breeze of the large screened porch. Leisure and relaxation await in a nearby famed Big Deep swimming hole, a mere 2 minutes from your doorstep. And with the vibrant pulse of Woodstock town center just 5 minutes away, a world of shopping, dining, and cultural delights beckons at your convenience. This exceptional residence features a split system with air conditioning in the primary residence and apartment, ensuring year-round comfort. A 2-car garage and generator provide added convenience and peace of mind, while designer lighting from luminaries such as Erin Lauder, Rejuvenation, and Schoolhouse Electric adds a final touch of refinement. Located just two hours from New York City, the property is well suited for full- and part-time use. Experience the perfect blend of upstate living and modern convenience at Chalet Woodstock.