41 houses for sale in West Shokan

Move in condition' don't overlook this beauty! Motivated seller too. Bring an offer. Set in the quiet, storied hills of West Shokan, 269 Watson Hollow Road offers a rare blend of historic character and natural beauty Move right into this gorgeous Historic beauty. Originally constructed in the 1800s as a barn, this distinctive home was thoughtfully relocated across the stream approximately 40 years ago, where it now rests gracefully against the mountain backdrop. 16.5 acres extend to the top of the ridge behind the house. Beyond that is NYC property. Inside, the home showcases its heritage with stunning original chestnut beams-many of which remain structural and weight-bearing-bringing warmth, authenticity, and architectural significance to the living space. A striking chimney, masterfully crafted both inside and out by a local mason, serves as a centerpiece, anchoring the home with timeless craftsmanship. The setting is equally compelling. A pristine, swimmable spring-fed pond invites

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Nestled among the trees and tucked back from the road, this immaculate Olivebridge retreat offers the kind of peace and privacy people move upstate for. Quiet, serene, and thoughtfully updated throughout, the property feels effortlessly welcoming from the moment you arrive. Inside, the home feels bright, comfortable, and incredibly well cared for. Sun pours through the windows, the wood stove adds a cozy touch in colder months, and the entire space has an easy, relaxed flow. Recent upgrades include a whole house generator, new driveway, and numerous improvements throughout, making the home feel completely move in ready. A small private deck off the primary bedroom overlooks the beautiful backyard, the perfect spot for slow mornings, evening wine, or listening to the trees move in the breeze. The expansive yard offers endless potential for a pool, gardens, or outdoor entertaining while still feeling incredibly private. One of the standout features of the property is the impressive 1,600

On a private road and tucked away amidst towering pines sits 4 Tetta, a modern farmhouse that offers the kind of upstate escape that has become increasingly difficult to find: turnkey, secluded and surrounded by nine private acres with its own pond within easy access to various points of interest in the Rondout Valley. A bluestone entry leads to wide-plank pine floors and sun-filled living spaces, anchored by a substantial stone wood-burning fireplace. Inside, approximately 3,000 square feet unfold across multiple finished levels, with four bedrooms and four full baths providing plenty of space to gather, host, and retreat. The kitchen pairs custom cabinetry with a Bertazzoni range and built-in wine refrigerator, while thoughtfully finished bathrooms carry the same sense of craftsmanship throughout the home. Outside, nature beckons. Mornings begin on the screened porch where sunlight dapples the yard and forest. Afternoons drift between the woods, a private pond and a fire pit and an e

A particular kind of character comes only with time. Built, owned, and occupied by the same person for 55 years, Camp Norma is a soulful cedar-shake cabin filled with natural light, original character, and a creative spirit that is increasingly difficult to find. Set on 2.7 acres along Acorn Hill Road, one of Olivebridge's most special country roads, this distinctive property offers a world of its own, surrounded by the quiet beauty of the Catskills. Offering three levels and 1,765 square feet of usable living space, the home has a wonderfully unconventional layout, with distinct areas for gathering, retreating, working, and creating. An oversized two-car garage with drive-in access leads to an entry with walk-out sliders. On this level, a generously sized bedroom opens onto an attached deck and features its own en-suite bath, offering privacy and convenient outdoor access. The second level is the home's heart, with an oversized living room, high ceilings, wood floors, a wood-burning s

Welcome to this lovely 2-bedroom Mid-Century Modern home, with the classic clean lines and warmth that make you feel right at home. The spacious kitchen features a bay window looking out over the mountains and big sky, and the living room's picture window offers those same peaceful views. Original hardwood floors add a sense of solidity throughout, and two generously sized bedrooms with double closets create comfortable retreats. At the rear of the property you'll find a secluded wooded area filled with beautiful Spring ephemerals as well as numerous native flowering and fruiting plants; truly a delightful spot. The full basement is equipped with laundry facilities and a large, handy workbench. This home is equipped with a whole house generator for added peace of mind

There are homes that ask you to compromise, and then there are homes that ask you to dream. Set against a backdrop of sweeping mountain views, this is a rare opportunity to create something that's unmistakably yours. The hardest work has already been done. What's left is the part that reflects your style, your vision, and the way you want to live. Picture slow mornings with coffee overlooking the mountains, evenings spent watching the seasons change, and a home finished exactly the way you've always imagined-not someone else's choices, but your own. Whether your vision includes warm natural finishes, clean modern lines, or a timeless mountain retreat, this property is ready for the next chapter. In a market where finding the right location is nearly impossible, opportunities like this don't come along often. For generations, Bearsville and neighboring Woodstock have drawn musicians, painters, writers, makers, and free spirits seeking inspiration, community, and a different pace of life

Set well back from the road behind a handsome gated entry, this modern Catskills hideaway delivers the privacy everyone wants and the volume everyone hopes for. The approach is long and quiet; the house reveals itself slowly-wrapped by trees, with sky above and room to breathe on 4.04 acres. Inside, an airy great room rises with high ceilings and broad windows that pull in daylight and treetops. A wood-burning fireplace anchors the space and gives the room an easy, year-round center of gravity. The plan flows to dining and out to the covered front porch for rainy-day coffee and a sunny deck for afternoons-simple, usable spaces that invite you to linger. 3 bedrooms, 2 full baths, office used as an extra bedroom, across about 2,772 sq ft, giving you comfortable proportions without wasted space. Downstairs, a full basement with a finished recreation room offers the flexible square footage every Catskills buyer asks for-think gym, studio, media, or gear room

Privacy, mountain views and the opportunity to make it your own. Set on five acres with a mix of open lawn and woodland, this two-bedroom cottage combines a peaceful setting with easy access to some of the Catskills' favorite places. Offered as is and priced to sell, it's a fixer-upper with considerable potential, whether you choose to renovate, expand the existing footprint or build a new home and retain the cottage for guests or rental income, subject to approvals. Inside, the open layout and generous expanses of glass make the most of the surroundings. A stone fireplace anchors the living area, while the dining space overlooks the patio, gardens and mountains beyond. An adjoining sitting room has sliding glass doors on two sides and windows on a third, bringing in natural light and views of the surrounding nature all around. Two bedrooms and a full bathroom are tucked away from the living spaces, all on one level. Outside, a stone patio opens onto a broad lawn bordered by mature tre

The Coldbrook Estate Discover unparalleled luxury and natural beauty with this exquisite new construction, perfectly sited on over 54 acres and bordered by thousands of acres of pristine State Land. This property offers an extraordinary living experience with direct waterfront access to the Esopus Creek, and seamless entry to the Ashokan Rail Trail. A rare combination of seclusion and outdoor access in the heart of the Catskills. This meticulously constructed 3-bedroom, 3.5-bathroom home showcases exceptional craftsmanship and attention to detail. The great room serves as the heart of the home, featuring a dramatic floor. To.ceiling stone fireplace as its centerpiece with soaring wood ceilings and exposed beams. French doors lead to a spacious 600 sq ft bluestone patio enclosed by a screened-in porch, ideal for entertaining or relaxing framing uninterrupted mountain and forest views. The chef's kitchen pairs custom cabinetry with a soapstone island, carrara marble counters and backspla

There's a certain magic to finding a home that feels like an escape from the everyday. Surrounded by established gardens and the natural beauty of Olivebridge, NY, this charming cottage captures the essence of Hudson Valley living. Full of warmth and character, it's a place where life moves at a more relaxed pace, with more time to enjoy the outdoors, explore the Catskills, and appreciate the simple pleasures of country living. Inside, warm and inviting spaces create an immediate sense of home, while an airy loft adds character and flexibility, ideal for a home office, creative studio, or cozy reading nook. Thoughtfully designed for effortless, low-maintenance living, this charming retreat offers the freedom to spend less time on upkeep and more time enjoying everything the Hudson Valley has to offer. Outside, beautifully established gardens surround the home, creating a peaceful and private retreat filled with seasonal color. There's plenty of space to entertain, enjoy the outdoors, o

The Coldbrook Estate Discover unparalleled luxury and natural beauty with this exquisite new construction, perfectly sited on over 54 acres and bordered by thousands of acres of pristine State Land. This property offers an extraordinary living experience with direct waterfront access to the Esopus Creek, and seamless entry to the Ashokan Rail Trail. A rare combination of seclusion and outdoor access in the heart of the Catskills. This meticulously constructed 3-bedroom, 3.5-bathroom home showcases exceptional craftsmanship and attention to detail. The great room serves as the heart of the home, featuring a dramatic floor. To.ceiling stone fireplace as its centerpiece with soaring wood ceilings and exposed beams. French doors lead to a spacious 600 sq ft bluestone patio enclosed by a screened-in porch, ideal for entertaining or relaxing framing uninterrupted mountain and forest views. The chef's kitchen pairs custom cabinetry with a soapstone island, carrara marble counters and backspla

There are homes that ask you to compromise, and then there are homes that ask you to dream. Set against a backdrop of sweeping mountain views, this is a rare opportunity to create something that’s unmistakably yours. The hardest work has already been done. What’s left is the part that reflects your style, your vision, and the way you want to live. Picture slow mornings with coffee overlooking the mountains, evenings spent watching the seasons change, and a home finished exactly the way you’ve always imagined—not someone else’s choices, but your own. Whether your vision includes warm natural finishes, clean modern lines, or a timeless mountain retreat, this property is ready for the next chapter. In a market where finding the right location is nearly impossible, opportunities like this don’t come along often. For generations, Bearsville and neighboring Woodstock have drawn musicians, painters, writers, makers, and free spirits seeking inspiration, community, and a different pace of life

There is something instantly comforting about this home. Warm, welcoming, and lovingly maintained, it offers the kind of easy living that never goes out of style. Whether gathering around the fireplace with friends, enjoying a quiet morning coffee, or unwinding after a long day, every space feels inviting, functional, and meant to be lived in. Set amidst peaceful natural surroundings with views across an open meadow, the property offers a sense of calm. A welcoming front porch invites you to slow down and savor the changing seasons, while the charming gazebo creates the perfect setting for outdoor dining, afternoon reading, or evenings spent enjoying the fresh country air. Offering approximately 1,900 square feet of living space, the interiors balance warmth with practicality. Engineered cherry floors flow throughout the main level, where radiant heat beneath your feet and a wood burning fireplace with electric fan create comfort in every season. Large Andersen double-pane windows fram

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Sweeping Catskill Mountain and Ashokan Reservoir views set the scene at 54 Runge Road, a beautifully updated 3-bedroom, 2-bath modern ranch in Shokan, NY. Surrounded by mature trees and positioned to take full advantage of the landscape, this single-level home pairs a peaceful Catskills setting with extensive recent improvements and easy access to Woodstock, outdoor recreation, hiking, skiing and the Ashokan Rail Trail. Inside, an open, light-filled floor plan features wide-plank engineered white oak floors, oversized windows and Pella sliding glass doors framing the mountain and reservoir views. The updated kitchen offers all-new appliances, generous counter space and breakfast-bar seating, opening to the dining and living areas. A wood-burning fireplace anchors the living room, while multiple sliders lead to the expansive deck for seamless indoor-outdoor living. The primary suite enjoys direct deck access and views, plus an updated bath with new tile, vanity, lighting and fixtures. T

What a treat it is to visit this charming cottage + guesthouse and surrounding property. It is the kind of place that allows you to relax from the moment you arrive. Set on just over 2 acres, it feels wonderfully magical and secluded amidst the surrounding woods, offering peaceful retreat living alongside great seasonal mountain views. Whether you're hosting friends or escaping on your own quiet getaway, there's a spot for every mood-from floating in the heated saltwater pool to unwinding with a drink on the sunny deck or curling up in front of one of two cozy woodstoves. This property invites you to slow down, breathe the mountain air, and linger a little longer. A pebbled path leads to the inviting blue front door of the cottage. Inside, natural light floods the main living space through large windows facing the deck and sparkling saltwater pool. The bright living room features one of two woodstoves, opening seamlessly into a sunny dining room with sliding glass doors. Just beyond is

Investor special! Bring Your Vision and Unlock the Potential! Calling all investors, contractors, and buyers looking for their next project! Located in the scenic West Shokan area, this property offers an opportunity to renovate and transform a home into something special. Featuring beautiful mountain views, vaulted ceilings, and a detached garage, this property has several attractive features to build upon. The home requires a full renovation and is being offered as an opportunity for those ready to roll up their sleeves and bring their vision to life. Whether you’re looking for your next flip, an investment project, or a property to customize into your dream home, the possibilities are worth exploring. Enjoy the beauty of the surrounding area while creating value through renovation. Bring your contractor, explore the potential, and make this property your next project!

A long paved driveway framed by mature evergreens leads to this spacious Colonial with natural cedar siding, classic front columns, and a welcoming covered porch. Set on nearly two acres along a quiet dead end road in Shokan, the property offers a sense of privacy with generous front and back lawns and plenty of space to enjoy the outdoors without overwhelming upkeep. Inside, the home was designed with gathering in mind. Two separate living rooms, including a formal living room with a working fireplace, offer plenty of space to spread out. The kitchen serves as the heart of the main level, connecting the living and formal dining areas with easy access to the back deck for summer barbecues and dining alfresco. A convenient half bath, large pantry, dedicated laundry room off the attached two car garage, and spacious entry with coat closet make everyday living that much easier. Upstairs, hardwood floors extend throughout all four bedrooms, including a primary suite with its own bathroom a

Privately sited in Low-Tax-Olive, find this unique, 2 Bedroom, 3 Bath Comtempo. Built with wonderful architectueral flair and the highest quality materials, it is truely a country get away gem. The full lower level offers additional Living and recreational space. Close to schools, shopping, skiing, hiking and all other outdoor activities the Catskill Region has to offer. With Seasonal Mountain Views, this property has great potential for gardening, a pool and creative landscaping. Just 15 minutes to the Center of Woodstock for dining, shopping and entertainment and 5 minutes to Rte. 28 where you can catch the Trailways bus to NYC or west to Oneonta and everyplace in between. The Ashokan Rail Trail is less than 2 miles and Belleayre Ski Center is 15 minutes away. Phoenicia is less than 6 miles. Water System is a Private company System that serves the entire subdivision on Mt. Valley Road. The private shared drive was known as Riga Lane

Experience country living at its finest in this beautifully crafted contemporary post-and-beam home, set along a bucolic road in the Town of Olive. Just a short walk to the scenic Ashokan Reservoir and the beloved Ashokan Rail Trail, this special property offers a wonderful blend of natural beauty, quality craftsmanship, and comfortable living. Enjoy breathtaking views of High Point, which takes on a beautiful purple hue in the early morning sunrise. Expansive windows throughout invite an abundance of natural light indoors while bringing the surrounding landscape into view. Built with exceptional materials and attention to detail, the quality of construction is evident throughout. The living room is anchored by a dramatic floor-to-ceiling stone fireplace featuring a striking combination of cobblestone and granite. Offering 3 generously sized bedrooms and 3.5 baths, the home includes a European-inspired primary bath with a bidet and large soaking tub and shower. An additional approximat

Mountain views, thoughtful design, and indoor-outdoor living come together in this stunning custom built 3 bedroom, 2.5 bath home, built in 2021. The mountain takes center stage in the dramatic two-story, open-concept living room, where a wall of black Marvin windows fills the space with natural light and frames the view beyond. Exposed Douglas fir beams, finished concrete floors, and a high-efficiency wood stove create a warm, modern mountain retreat. Designed for both everyday living and entertaining, the spacious kitchen features high-end cabinetry, custom built-ins, and abundant storage. The first floor primary suite offers the ease of one-level living and beautiful mountain views, while two additional bedrooms and a full bath upstairs provide flexibility for guests, a home office, or studio space. Step outside and the property truly comes alive. A wraparound bluestone patio overlooks the mountains and beautifully landscaped grounds, with a fire pit offering the perfect setting for

Discover effortless Catskills living in this beautifully maintained cottage-style retreat, tucked among the trees along one of the area's most picturesque country roads, just minutes from Boiceville, Olive and Phoenicia. Set across from protected state forest lands, with nearby hiking trails and a meandering stream adding to the sense of escape, this inviting home offers the rare combination of privacy, natural beauty, and convenience. Thoughtfully updated and truly move-in ready, the home is designed for easy single-level living with a flexible floor plan that adapts beautifully to weekend or year-round life. The spacious den, currently enjoyed as a third bedroom, provides additional versatility for guests, a home office, or quiet retreat, while abundant natural light and pristine wood floors create a warm, welcoming atmosphere throughout. At the heart of the home, a cozy woodstove anchors the living room and sets the tone for crisp Catskills evenings, while the charming country kitch

Set on 2.40 secluded, wooded acres in Kerhonkson, this one and a half story log home captures the essence of true cabin living offering quiet mornings, the warmth of a woodstove and the steady calm of the forest. With 1,150 square feet of comfortable living space, the home offers one bedroom, one full bathroom, a versatile loft and a full basement, creating an ideal setting for year round living or a deeply peaceful Hudson Valley escape. Inside, hand crafted log construction and natural wood tones create an atmosphere rooted in warmth and simplicity. The living room is anchored by a woodstove that becomes the heart of the home during cooler seasons, offering a place to gather, unwind, and enjoy the stillness of the surrounding woods. The loft overlooks the main level and provides flexible space for a reading nook, studio, home office or additional sleeping area. The full basement adds generous storage for gear, tools, and workshop projects. Step out onto the oversized deck and the surr

Sweeping Catskill Mountain and Ashokan Reservoir views set the scene at 54 Runge Road, a beautifully updated 3-bedroom, 2-bath modern ranch in Shokan, NY. Surrounded by mature trees and positioned to take full advantage of the landscape, this single-level home pairs a peaceful Catskills setting with extensive recent improvements and easy access to Woodstock, outdoor recreation, hiking, skiing and the Ashokan Rail Trail. Inside, an open, light-filled floor plan features wide-plank engineered white oak floors, oversized windows and Pella sliding glass doors framing the mountain and reservoir views. The updated kitchen offers all-new appliances, generous counter space and breakfast-bar seating, opening to the dining and living areas. A wood-burning fireplace anchors the living room, while multiple sliders lead to the expansive deck for seamless indoor-outdoor living. The primary suite enjoys direct deck access and views, plus an updated bath with new tile, vanity, lighting and fixtures. T

Set in a peaceful country setting, 52 Black Road is a beautifully updated three-bedroom, two-bath home that pairs warm, inviting interiors with the comfort and ease of Upstate living. Thoughtful updates, generous living spaces, and an easy connection to the outdoors create a home that feels equally suited for everyday living or weekends in the Catskills. Inside, oak floors run through the main living areas, where an open layout creates a seamless flow for gathering and entertaining. Tucked away nearby, the cozy den features a wood-burning fireplace framed by built-in bookshelves, serving as a charming focal point for the space. The updated kitchen feels fresh and functional, offering quartz countertops, a subway tile backsplash, ample cabinetry, and an open pantry that conveniently incorporates the laundry area. Just beyond, a bright sunroom offers additional living space surrounded by natural light, while sliding glass doors off the dining room open directly onto the deck for effortle