Courtesy: Halter Associates Realty
845-331-3110
Come and see this cute-as-a-button, circa 1950 brick cape on Elting Lane, one of Woodstock's most enchanting roads! This easy-to-manage home on just shy of an acre, boasts woodland surroundings plus seasonal meadow and mountain views and fruit trees. The main floor features a light flooded living room with fireplace, an efficient kitchen with adjacent dining area with double glass doors leading onto the ample patio. Two bedrooms and full bath complete this level with hardwood floors throughout. The second level has a loft space, ample dry storage area and bath perfect for office/studio and sleeping space. The large dry basement features laundry, mechanicals (including new boiler), and lot of storage but could be used in many ways including craft, shop, studio, play or workout area. Fenced in garden is ready for its next planting. Less than 10 minutes to the village of Woodstock, Cooper Lake and all things Catskills including hiking, skiing and walking rail trails. Uptown Kingston and the NYS Thruway is a mere 20 minutes away. Ample parking plus a one-car, detached garage with room for storage just steps from the main house. Don't miss this sweet 1500 square foot gem. The possibilities are absolutely endless!
Courtesy: Compass Greater New York, LLC
845-334-0227
Introducing Crescent House, an artful retreat tucked along one of Woodstock's most sought after roads, blending warmth, creativity, and a relaxed indoor-outdoor lifestyle. Moments from Cooper Lake, Mink Hollow, and some of the area's most scenic walking routes, the property feels peaceful and tucked away while remaining just minutes to Bearsville and the center of town. Behind a custom iron and wood gate crafted by a local artist, the property unfolds into a private setting with mature trees, established gardens, an apple tree, and thoughtfully designed outdoor spaces that feel both peaceful and deeply creative. Inside, soft curves repeat throughout the home, giving the interiors an organic, sculptural quality rarely found. Arched openings, rounded walls, custom ironwork, and a locally painted mural create a home that feels collected and personal rather than manufactured. The radiant heated sunroom with concrete floors and oversized glass doors is filled with natural light and opens beautifully to the surrounding landscape. Additional features include stainless steel appliances, a den or office, a large soaking tub in the main bath, mini splits, and a one-car garage with electric. With its soft curves, concrete floors, mature landscaping, and seamless connection to the outdoors, Crescent House carries an unmistakable California bungalow feel, reimagined through a distinctly Woodstock lens.
Courtesy: Coldwell Banker Village Green
845-679-2255
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.
Courtesy: Serhant LLC
646-480-7665
Guardian House is a private mountain retreat set into the wooded hills of Bearsville, designed by renowned Woodstock architect Barry Price and rebuilt in 2011 to live in harmony with its surroundings. Thoughtful, restrained, and deeply connected to the landscape, the home feels both grounded and elevated, a place meant for retreat, reflection, and gathering. Wrapped in forest and framed by long mountain views, the house unfolds across multiple levels, with light pouring in through expansive windows and doors that blur the line between indoors and out. Natural materials anchor the interiors, creating a sense of warmth and calm that feels equally suited to winter weekends by the fire or long summer days flowing onto the decks and screened porch. The main living spaces are open, intuitive, and deeply connected to the landscape, designed for both quiet mornings and effortless entertaining. Step outside and nearly every room opens to nature, with generous outdoor living spaces that invite coffee at sunrise, evening dinners under the trees, and long conversations that stretch late into the night. The grounds feel like a personal sanctuary. A serene pond sits just beyond the home, while the pool and pool house create a true resort-like experience tucked discreetly into the property. Whether hosting friends, spending time with family, or enjoying complete solitude, the setting offers rare privacy and a constant connection to the land. A separate guest house adds flexibility and independence, ideal for extended stays, visiting guests, or a private workspace removed from the main residence. Every element of the property has been considered with intention, balancing design, comfort, and livability without excess. Just minutes from Woodstock yet entirely its own world, Guardian House is a place to slow down, reset, and live fully within the landscape. A rare Catskills offering that prioritizes lifestyle, privacy, and a deep sense of place.
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 private, paved 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. You may want to keep the lovely apple trees that are vestiges of an old orchard. In spring, the blossom-filled branches are a sight to see. 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-home 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. Featuring a deep well, central air, and an automatic generator ensuring reliable power, this inspiring home 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 Phoenicia, Kingston, Saugerties, and the Thruway. The Trailways bus and Amtrak train station are easily accessible. The Trailways bus to and from NYC stops on Route 212 at Reynolds Lane. 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: 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.
