Set on more than nine private acres just minutes from the heart of Woodstock, this elegant sprawling ranch is a rare offering where the views take center stage. Thoughtfully designed in the spirit of 1960s contemporary architecture, the home was created to celebrate its extraordinary natural setting, with sweeping vistas enjoyed from nearly every room. A substantial spring-fed pond, serene pine forest, and dramatic 180-degree Catskill Mountains views create a setting that is both tranquil and unforgettable. The open floor plan enhances the home's effortless flow and inviting, inclusive style of living. A dramatic screened porch with cathedral ceilings, along with an expansive wood deck, offers exceptional spaces for outdoor dining, entertaining, or simply taking in the surrounding beauty. Inside, a bluestone fireplace anchors the living room, while a curved glass wall, dining area, eat-in kitchen with skylight, and breakfast bar all contribute to the home's warmth, comfort, and easy livability. The spacious primary en suite includes an adjoining room with generous closets -- an ideal space for a home office, fitness area, reading retreat, or nursery. Two additional well-proportioned bedrooms provide ample accommodations for guests or family. Both retro-inspired bathrooms are spacious and full of character, offering an opportunity for tasteful updating. The lower level presents an expansive unfinished area ready to be transformed to suit your vision, whether for additional living space, a studio, recreation room, or workshop. Peaceful, private, and exceptionally close to town, this special property combines natural beauty, architectural character, and endless potential. Recent improvements include a new roof and hot water heater. A true Hudson Valley retreat, this is the kind of property that captures the heart and offers a lasting sense of calm. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Longing for the vibrant artistic Woodstock community but yearning for serene and peaceful country living? This is it! This charming and quaint one level cottage in a bucolic setting with mountain views is sure to check all the boxes. The expansive landscaped lawn offers a multitude of flower bushes and fruit trees. A pond sits at the edge of the property while the babbling brook in the back is enchanting. The one level ranch is well appointed with 3 bedrooms (one of them being used as an office), 1 bath, living room with a woodstove, cozy family room and a kitchen loaded with cabinets. Hardwood floors throughout make upkeep a breeze. The 640 sqft deck is conducive to gazing at nature, entertaining with massive barbecues and parties or just lounging around with a glass of wine! Let's not forget a full basement (with washer and dryer and workbench) being a blank canvas for any kind of finishing your heart desires. Notice the streamside shed with electric is calling to be transformed into a writer's studio with the water sounds guiding your inspiration. With 2.2 acres to roam around, there's plenty of room to expand, build a pool, etc.. This property is worth the ride down a small winding country road. Washer and dryer upstairs do not convey.
Enchanting Woodstock Compound with a Craftsman Home, Cottage, and Historic Barn. Welcome to a truly rare offering in the heart of the Catskills, just minutes from the center of Woodstock, yet tucked away in a storybook setting of trees, meadows, and the soothing sounds of the Sawkill stream. This private 1.85-acre homestead compound blends rustic charm with modern versatility, featuring a Craftsman home, sun-drenched cottage, and historic barn. Each building has its own character, purpose, and potential. The Craftsman Home. Thoughtfully restored and offered fully furnished, this two-story residence boasts cozy elegance and charm. An inviting front porch sets the tone for relaxed country living, while the 3-season sunroom offers the perfect perch for morning coffee or quiet reading. Inside, original hardwood floors, wainscoted ceilings, and a bright, open layout offer space for entertainment and relaxation. Upstairs, two bedrooms and a stylish bath provide a peaceful retreat. The spacious basement offers extra storage or workshop potential. Currently operating as a short-term rental, this home is truly turn-key for those seeking an income-producing property or an effortless weekend escape. The Bearsville Cottage. A charming blend of vintage soul and creative flair, this one story, two-bedroom, one bath cottage is perfect as a guest house, rental unit, or home office. Exposed wood beams, oversized artist windows, and a cozy woodstove make the living space both inspiring and inviting. A private bedroom entrance offers added privacy for tenants or guests, while the open kitchen and living area seamlessly extends into the backyard for easy indoor-outdoor living. The Historic Barn. Once home to the Bearsville Woodworking Collective, where the famed Pete Seeger commissioned the building of the Hudson River Sloop, Woody Guthrie, this large barn holds a legacy of artistry and craftsmanship. Its soaring ceilings, open floor plan, and natural light make it ideal for a studio, gallery, or workshop. French doors open to a bluestone patio overlooking stone gardens and field, an inspiring space for creatives or gatherings. The upper attic provides additional space for storage or future expansion. The Land & Location. The Woodstock compound is fully fenced with fruit trees, open field, and garden beds; ideal for farming or simply enjoying quiet nights under the stars. A babbling creek runs year-round, adding to the property's natural serenity. Whether you're dreaming of a regenerative homestead, a live/work artist's retreat, a multi-generational family property, or an income-generating opportunity; this magical compound offers flexibility and soul in equal measure. Located just minutes from Woodstock's vibrant restaurants, music venues including the Bearsville Theater, and art galleries with easy access to hiking, swimming, and all the natural beauty of the Catskills. This is a truly one-of-a-kind offering where history, nature, and creative potential come together.
Four House Compound on 25 Acres. Welcome to this extraordinary property nestled in the heart of Woodstock, NY, which holds a rich history as it is believed to be the first farm in the Valley. Originally established as the Shultis sheep farm in 1753 this expansive 25-acre estate offers a unique blend of heritage and countryside lifestyle. With its charming farmhouse, magnificent converted barn, historic schoolhouse with two full residences, and a cozy mid-century house, this property presents a rare opportunity to own a piece of Woodstock's past.The farmhouse, steeped in history, exudes rustic charm and offers a warm and inviting atmosphere. With its classic design and timeless appeal, this residence features beautiful wood floors, beamed high ceilings and a cozy fireplace. The spacious layout provides ample room for comfortable living, while the surrounding natural beauty creates a sense of tranquility. Adjacent to the farmhouse, the converted barn stands as a testament to architectural excellence. This expansive space offers endless possibilities, whether you envision it as a studio, workshop, or a grand entertainment area. The barn's soaring ceilings, exposed wooden beams, incredible wide plank original floors and abundant natural light create an awe-inspiring ambiance that is sure to impress.Adding to the property's allure, the historic schoolhouse has been thoughtfully transformed into two separate residences. This unique feature presents an excellent opportunity for rental income or accommodating guests. Each offers its own distinct charm and character, providing a comfortable and private living space. The mid-century house, with its two bedrooms, offers a modern retreat amidst the natural beauty of Woodstock. This cozy dwelling provides a perfect blend of comfort and simplicity, allowing residents to unwind and enjoy the peaceful surroundings.Nature enthusiasts will appreciate the property's diverse landscape, including several open fields and a meandering stream. These features provide ample space for gardening, farming, or raising animals, allowing you to embrace a sustainable and self-sufficient lifestyle.Conveniently located just seven minutes away from the vibrant village of Woodstock, residents will enjoy easy access to a plethora of shops, restaurants, and cultural attractions. Whether you're seeking a leisurely stroll through the charming streets or indulging in the local culinary scene, the village offers a vibrant and eclectic experience.


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Bearsville is located in New York. Bearsville, New York has a population of 672. Bearsville is less family-centric than the surrounding county with 16.72% of the households containing married families with children. The county average for households married with children is 25.39%.
The median household income in Bearsville, New York is $101,724. The median household income for the surrounding county is $71,040 compared to the national median of $69,021. The median age of people living in Bearsville is 61.4 years.
The average high temperature in July is 82.5 degrees, with an average low temperature in January of 14.8 degrees. The average rainfall is approximately 49.6 inches per year, with 56.9 inches of snow per year.