Courtesy: Compass Greater NY, LLC
845-677-5311
Situated at the end of a private road on three serene acres, 53 Blueberry Hill offers the opportunity to own a secluded sanctuary just three miles from Woodstock’s village center. Recently remodeled, this three-bedroom home, complete with a one-bedroom, one-bathroom detached studio, is an idyllic Catskills residence with ample space for everyone. Constructed from timbers logged on Blueberry Hill, the interior of the home features an open floor plan with a newly remodeled eat-in kitchen, a dining area sized for large groups, and an ample living room with a wood-burning stove. A newly renovated bathroom on the first floor features a tub/shower combination as well as a washer/dryer. The first floor also boasts generous outdoor space, with an oversized (and partially screened) deck spanning from the kitchen to the living room. Upstairs, there are three bedrooms, all with sleek built-in storage and skylights. The largest of the three bedrooms can accommodate a king bed and has both a walk-in closet and a sweet private balcony overlooking the forest and stone walls. The second floor features another renovated bathroom with a soaking tub and a wall of built-in closets connecting the two ends of the second story. Just moments from the front door of the main house is the studio, complete with a kitchenette and full bathroom. Currently in use as additional sleeping quarters, this space could also function beautifully as an art studio, home office, or gym. Just off the back of the studio is the newly installed outdoor sauna, making this an ideal wellness space. As the last house at the end of a private road, the acreage surrounding the home offers an atmosphere of stillness. The flat topography of the parcel is perfect for spending time outside among the mature trees and idyllic stone walls. A partially fenced-in area adds convenience, while the rest of the acreage is great for hiking and exploring. Conveniently located just outside the Village limits, the home is also only one mile from the Trailways bus to NYC. You are also moments away from the newly renovated Bearsville Complex, featuring two restaurants and the Bearsville Theater, as well as all of the dining, art galleries, and live music that Woodstock offers. Shown by appointment, this private sanctuary offering solitude and proximity truly captures the best of both worlds.
Courtesy: Halter Associates Realty
845-679-2010
The essence of Woodstock; the artists, the poets, the musicians and the creatives who have gravitated to the beautiful, iconic Catskill Mountain town, no-one embodies the original spirit of Woodstock more than local artist and environmentalist Calvin Grimm. Every home tells a story. This hand built 1 Bd/ 2 Ba with additional flex room and art studio tucked away on 2 private acres on a dead end private lane in the hamlet of Shady speaks volumes. This labor of love Calvin created over 5 decades, reflects his artistry, his ingenuity and simply his dear love for this place. Calvin's maternal grandparents would summer in Woodstock and eventually Calvin would as well, beginning when Calvin was just a few weeks old. In the 1960's before the infamous concert put Woodstock on the global map, Calvin was in his early twenties with just enough to purchase his own parcel of land. When he came upon this special spot full of rock outcroppings, mountain laurel and maple tucked on the side of the mountain overlooking Mt.Guardian he knew he was home. And there Calvin's own story with this land began. Calvin was from a. lineage of fine furniture makers and believed ''form follows function'' and as he hand built each part of his home he would go back to that philosophy. There was a 250 year old barn in Wilson State Park available for repurposing and there began the footprint of this unique, singular home. As Calvin did not have a sawmill he used an old time method of cutting the wood with a tool called an adz. And when we use the term hand built we mean it in the truest sense. He repurposed the wood and hand hewn beams from the barn as well as the Vosburg Turning Mill at the foot of Hutchin Hill, which are the framework of this light filled, warm home. Calvin used Chestnut hardwood floors throughout. He sourced plexiglass panels for the skylights from the Kingston Ford Dealership that they had used to build a dome to showcase their cars as he wanted to bathe the stairs in light. A friend told Calvin of an original cast iron sink that was available in Long Island and he drove down to get it. It is the centerpiece of his country kitchen with updated appliances but still the authentic feel in tact. Each frame, each corner, each board was carefully sourced over time. As Calvin described building the stairs he described it as an evolution with each step, without a plan but rather going back to the old adage ''form follows function''. And as every artist needs, he built a wall of windows south facing overlooking views of Mt. Guardian. Simultaneously he designed and built his studio with the same locally sourced materials where he would spend the next 50 years producing his art that can be seen all over the world. A bluestone walkway with rock outcroppings and a native plant pond connects the two structures. He mixed classic amenities like the clawfoot tub with more modern updates like the efficient mini splits throughout but still utilized his wood burning stove that is equipped to keep the whole home warm. Walking among his artwork and other artists who he has showcased on his land over the years, one feels like you are experiencing time in Woodstock that isn't easily accessible anymore. Calvin not only was a prolific artist but also an ardent environmentalist. He was on the forefront of helping to preserve Overlook Mountain and cherished the natural beauty the Hudson Valley offers.His land and the world he created here is a testament to that adoration. This home is truly one of a kind and just to walk it's land and it's rooms one feels the love and the craftsmanship. Minutes to the center of Woodstock yet a world a way. This property is the quintessential upstate sanctuary.
Courtesy: Serhant LLC
646-480-7665
Set on one of Woodstock's most coveted country roads, this classic home offers the rare combination of timeless charm, privacy, and an exceptional location. Just moments from the heart of Woodstock, yet quietly removed, Cooper Lake Road is known for its scenic beauty, peaceful surroundings, and idyllic walks to nearby Cooper Lake. Originally built in 1940 and renovated over the years, this 3-bedroom, 2.5-bath Colonial retains its period character while offering the comfort and ease of modern living. Tucked back off of the road, a private drive leads to the home, set on a generous 3.27-acre corner parcel with frontage extending to Rose Lane--survey available. Inside, the home unfolds with warmth and versatility. A welcoming den with built-ins and a powder room creates the perfect space for a home office or tv room. The living room is in part of the original house and features vaulted, beamed ceilings, a striking stone fireplace, and walls of windows. The kitchen is conveniently set between the attached garage and breakfast room that opens out onto a stone patio. A formal dining room is also off the kitchen. Upstairs, two guest bedrooms share a full bath, while the grand and spacious primary suite enjoys its own private wing, complete with built-ins and an ensuite bathroom. This is a rare opportunity to own a truly special home in one of Woodstock's premier locations--where quiet country roads, natural beauty, and proximity to town come together seamlessly.
Courtesy: Halter Associates Realty
845-679-2010
Driving on this scenic road just minutes from Woodstock, you'll discover a long private driveway leading to a sunlit clearing and attractive raised ranch surrounded by lawns and breathtaking mountain views. After taking in the scenery, step up to the home's welcoming main level, where natural light pours in from all sides. The open living space includes sliders to a large deck perfect for alfresco dining or watching the sun set over the Catskills. Feel the breeze and watch hawks and eagles soar above. Below, a lawn slopes down the hill toward trees that could be selectively trimmed to expand the view. On the home's main level, you'll find two bedrooms, a full bath, and a large primary bedroom with en suite bathroom. The charming kitchen features a large island/breakfast bar. Take the stairs down to the lower level, and you'll find four distinct, light-filled rooms that could be utilized to suit your lifestyle and interests. This floor also has a full bathroom. The largest room could serve as an art/music studio or in-house business. An alternate use would be an entertainment oasis with enough space for multiple couches and a pool table or ping-pong table. This room, along with one other downstairs, contains sliders to the yard. The three additional rooms on this level could serve as home offices, guest quarters, or art-making spaces. A beautiful meadow near the road might make the ideal site for a stand-alone art studio or guest house. This inspiring retreat on 4+ acres is located near the famous Overlook Mountain Trailhead and protected Mount Guardian Preserve. For a change of pace, it's a short drive to the many shops, music venues, cafes, and galleries in colorful Woodstock and less than a half hour to Kingston, Saugerties, and the Thruway. The Trailways bus and Amtrak train station are easily accessible. The drive to NYC's George Washington Bridge is approximately two hours. Imagine living in this spacious mountain home year-round or visiting at your leisure to relax, hike, ski, create that masterpiece, or meet new friends while listening to live music or enjoying a fine meal in one of the Hudson Valley's historic and picturesque villages.
Courtesy: Halter Associates Realty
845-679-2010
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.
Courtesy: Coldwell Banker Village Green
845-679-2255
Designed with intention and sited with care, this stunning single-level home on Shultis Farm Road is one of Woodstock's most architecturally pleasing offerings. Commissioned from a noted architect and built for effortless and peaceful country living, the residence unfolds across three bedrooms and two and a half baths with an easy flow that opens naturally to the outdoors. Located in the Wittenberg area of Woodstock and toward the end of a dead-end street this home is totally private, has room to add a pool if one desires and is move-in ready. The interior is a serene experience with its polished concrete floors and expansive glass to take in the views. Warm wood ceilings bring a sense of intimacy and coziness to the distinctive clean lines of the home. A floor to ceiling natural stone wall with a double sided wood burning fireplace and built-ins is a central focal point of the inviting open plan living area. An expansive mahogany deck with its outdoor fireplace along with multiple bluestone patios are a true extension of the indoor living space - a gracious setting for al fresco dining, morning coffee, or quiet evenings listening to the woods and babbling stream on site. The grounds are beautifully landscaped, balancing cultivated garden with the wild beauty of the surrounding forest, offering both privacy and a deep connection to the natural landscape of the Catskills. What sets this property apart is the extraordinary pair of insulated and heated outbuildings that present a rare canvas of possibility. One at 1440 sq ft. the other at 1176 sq ft. Whether envisioned as a guest house, artist's studio, workshop, or home for a prized car collection, these versatile spaces elevate the property from exceptional home to complete compound. A short drive from the galleries, restaurants, and cultural energy of Woodstock village, this is a rare opportunity to own a piece of architecture that is as thoughtfully designed as the community it calls home. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Corcoran Country Living
845-876-6676
Tucked just beyond the heart of Woodstock, down a private road off a quiet dead-end street, this completely renovated home feels like a secret you're lucky to have discovered. Just 2.5 miles from town and moments from the Bearsville Theatre, the setting is both deeply private and wonderfully connected. While the exterior presents a discreet, understated presence, the interior unfolds into a surprisingly expansive, multi-level layout that lives far larger than it appears. Expansive mountain views enhance the home's calm, elevated retreat-like setting, yet you remain close to all the energy and culture Woodstock has to offer. Inside, the home opens easily into a bright main level with an open, flowing plan anchored by a beautifully designed cook's kitchen with a generous island, hardwood floors, and seamless connections to the living and dining spaces. Two steps down, the bluestone-clad dining room, wrapped in windows, opens directly to a multi-level bluestone patio, ideal for al fresco meals overlooking the pool and mountains beyond. Beamed ceilings and a fireplace bring warmth and presence to the living room, which opens to a deck offering another elevated view. An office, a large bedroom, and a full bath complete this level. Upstairs, two vaulted-ceiling bedrooms with oversized picture windows create peaceful, light-filled retreats. Generous room proportions and thoughtful separation of spaces throughout the home create a sense of volume and ease that allows it to live comfortably and flexibly. The garden level offers a spacious, highly adaptable layout with its own bedroom and private en suite bathroom, as well as a separate entrance, making it ideal for a relative, guest, or long-term visitor. This level also includes additional space for laundry, storage, or a home gym. With usable living space across three distinct levels, the home offers exceptional flexibility for a variety of needs. Outside, the property truly shines. A flat, landscaped yard leads to a heated saltwater pool set in bluestone and framed by wood fencing and mature trees for privacy. Nearby, a natural clearing among the trees offers an ideal setting for a future firepit, and a separate 24x24 insulated studio extends the property's usefulness for creative work, hobbies, or quiet focus. The renovation goes far beyond the surface, with major systems, mechanics, fixtures, and finishes extensively updated throughout, including a whole-house backup generator and new pool mechanics. Deceptively spacious and thoughtfully laid out, this is a home where every room has a view and every space feels purposeful. Whether enjoyed year-round or as a weekend escape, it is a rare blend of sanctuary, style, and location, quietly extraordinary from the moment you arrive.
Courtesy: William Pitt Sotheby's Interna
845-677-9822
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.
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.
