Courtesy: Halter Associates Realty
845-679-2010
Woodstock Custom Compound - Create your own private family compound on 2.44 serene acres in the Woodstock Hamlet of Wittenberg—an exceptional to-be-built offering that brings together architectural vision, artisan materials, and the craftsmanship of noted builder James Nelson. This unique project includes a three-bedroom, three-and-a-half-bath main residence, a one-bedroom guest house, and a detached, oversized two-car garage with integrated workshop and storage, for a combined 3,440 square feet of thoughtfully designed living space. By working directly with James Nelson, you gain the rare chance to shape a compound tailored to your family's needs—whether as a full-time multi-generational retreat, a year-round home base, or a refined escape for gathering and entertaining. Nelson will construct your home using indigenous Eastern White Pine harvested, milled, and cured on-site, an approach that ensures material quality while creating a profound connection between architecture and the surrounding landscape. His own beautifully crafted main house, guest house, and garage—located adjacent to the property—serve as real-world models for the design, detailing, and atmosphere of your custom build, offering an invaluable reference point as you envision your finished compound. All structures will be completed in a modern, clean-lined style, featuring high ceilings with exposed 6'' × 12'' and 3'' × 12'' beams, striking rooflines on a 1 × 12 pitch, and polished concrete floors with radiant heat. Energy-efficient heat pump ductless mini-splits provide additional heating and cooling throughout, combining comfort with sustainability. Generous allowances enable you to select your preferred appliance package, kitchen cabinetry, bathroom vanities, and fireplace style, ensuring your new home reflects your personal aesthetic. Optional enhancements, including an in-ground swimming pool, solar power integration, and a fourth bedroom for the main house, further expand the potential of this one-of-a-kind property. Set in a tranquil neighborhood midway between Woodstock and Phoenicia, this location places you at the heart of the Hudson Valley-Catskill region discovered for its world-class natural beauty, outdoor recreational resources, farms, restaurants and vibrant live music & arts scene.
Courtesy: Amodio Real Estate & Prop
845-514-2669
Woodstock waterfront fixer opportunity! Tucked away at the end of a long private driveway, this 3 bedroom, 1.5 bath home offers 1,643 square feet of living space on a private 2.59 acre parcel along Yankeetown Pond. The main bedroom is conveniently located on the first floor, with 2 additional bedrooms upstairs. Featuring an in-ground pool, detached garage, and peaceful natural surroundings, this property is full of potential for the right buyer to bring it back to life. A rare chance to create your dream retreat in one of Woodstock's most tranquil settings.
Courtesy: Coldwell Banker Village Green
845-679-2255
A secluded mountain escape awaits you in one of Woodstock's preeminent neighborhoods. Tucked away on Cooper Lake Road—famous for its dramatic lake and mountain vistas—this home offers privacy while being just minutes from the town's legendary music venues, galleries, and fine dining. The welcoming front entry of this home unfolds to an airy and open layout accented by soaring beamed ceilings and walls of glass that frame amazing views of the mountains, meadow, forest and sky. Sunlight pours into the expansive living and dining areas, where rich hardwood floors and clean architectural lines create a warm yet sophisticated atmosphere. A wall of floor-to-ceiling built-in shelving in the living room invites you to display cherished books, art, music, and memories—a space that sparks creativity and conversation. A well-appointed chef's kitchen, ideal for both intimate meals and grand entertaining, has splendid views of the garden and in-ground pool and flows seamlessly into the main living spaces. The primary suite offers peaceful, bucolic views, a spa-like bath and large walk-in closet. Two additional bedrooms, one currently used as an office, and a renovated full bath complete this main level. In addition to the ease and comfort of single level living, this home has the added benefit of a versatile lower level that opens to the outdoors, has its own bedroom and full bath, perfect for visitors, a media lounge, gym, work space or creative studio. The grounds are a mix of level lawn, gently sloping meadows leading the eye toward the mountain, with woods surrounding the property lines for privacy, A wonderful in-ground pool area is just steps from the house and adjacent to the fenced in vegetable and perennial flower garden. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: William Pitt Sotheby's Interna
845-677-9822
Enchanting Woodstock Compound with three separate buildings—Craftsman Home, Historic Barn & Cottage. 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 three distinct buildings, including a licensed short-term rental ready Craftsman home, a historic converted barn, and a sun-drenched cottage—each with 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 dry, spacious basement offers extra storage or workshop potential. Currently a 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 Converted 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 Bearsville Cottage. A charming blend of vintage soul and creative flair, this one-bedroom 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 Land & Location. The Woodstock compound is fully fenced with fruit trees, open fields, and garden beds—ideal for farming, raising chickens, 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. Note: Short-term rental income available upon request.
Courtesy: Coldwell Banker Village Green
845-679-2255
Picture yourself in this charming 1940 cottage with a roaring fire in its fieldstone double-height fireplace. If that doesn't capture your heart, the open living and dining areas with birch beamed ceilings will. Large expanses of windows flood the space with light, adding more charm essential to modern living. A wonderfully convenient full bath with claw-foot tub adds to the easy living. The bright country kitchen, located off the dining area, is awaiting your culinary endeavors. A spacious mudroom and laundry area with lots of storage leads you out to the secluded lawn area. Outside is a one-car garage with electric, awaiting your creative touch, along with a heated and cooled office studio nestled at the edge of the woods beyond. When it's time to retire for the evening, upstairs are two generously sized bedrooms separated by another claw-footed tub bathroom with ample closet space. Outside the bedrooms is a large closet with loft overlooking the living room and fireplace. So many aspects of this picturesque cottage - the birch beams overhead, the wide pine floors below, and the Dutch door - all add up to a not-to-be-missed opportunity. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Bearsville is located in New York. Bearsville, New York 12409has a population of 672. Bearsville 12409 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 12409 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 12409 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.
