Courtesy: Ruth Gale Realty
845-688-5610
Meet Little Green, a move-in ready, vintage 1970s gem where the rhythm of the mountains sets a slower, more intentional pace. Tucked away in a majestic wilderness setting with the rare luxury of deeded private stream access, with the added benefit of a lower-risk Zone X location, this home is a masterclass in effortless living. Whether you are sipping morning coffee creekside to the sound of rushing water or unwinding beside the glow of the magnificent brick fireplace, every corner of this property invites you to breathe deeper and enjoy the beauty of an uncomplicated life. Inside, the home radiates warmth and character. Rich hardwood floors ground an airy, open-concept layout where the chef's kitchen, dining, and living areas flow together in one sun-drenched sweep. It is a space designed for the host who loves to entertain, offering a seamless transition from indoor comfort to the lush backyard--a perfect canvas for gardening or quiet evenings under the stars. For those balancing work and play, working from home becomes a true delight thanks to excellent high-speed internet, while the turnkey, low-maintenance nature of the property ensures your time is spent on relaxing and experiences rather than upkeep. Beyond your doorstep, the very best of the Catskills unfolds along a stunning scenic corridor. You are perfectly positioned for year-round adventure, located just ten minutes from Belleayre and twenty from Hunter Mountain. The local lifestyle is as colorful as the landscape, with the eclectic charm of Phoenicia just five minutes away and the mecca of Woodstock also nearby. Whether you are indulging in cocktails and bowling at Urban Cowboy Lodge, enjoying the legendary pancakes at the Phoenicia Diner, or exploring the hiking trails and farm stands of Shandaken, Little Green provides the rare ease of being close to everything, yet far enough away to protect a life of grace and soulfulness that is harder and harder to find.
Courtesy: Coldwell Banker Timberland
845-657-4177
In the heart of Big Indian–Oliverea’s “vacation valley,” this 1970 Catskills country home offers streamside living and easy single level comfort. The open living dining area features a wood burning fireplace with bluestone surround, flowing to a country kitchen with views of the back garden and Balsam Mountain range in the distance. Three bedrooms and a main bath complete the first floor, with the third bedroom currently used as an office/craft room. From the kitchen, stairs lead to the 950+ sq ft lower level with one car garage, workshop, well maintained mechanicals, storage, and laundry area. A newly installed Briggs & Stratton whole house generator (propane fueled) adds essential peace of mind. The side yard and back yard include a shed, firewood supply, and a metal port suited for gear or repurposed as a gazebo with a picnic table for outdoor dining beside the Lost Clove stream. The Esopus Creek is a short walk away for fly fishing or just enjoying the beauty of the river and valley. There is an abundance of recreational choices and culinary experiences in this community as well as in nearby hamlets and villages with access to farmers markets, local retail stores, community events, and renowned dining at Peekamoose and the Shandaken Inn. Trailheads for Giant Ledge, Slide, McKenley Hollow, Panther, and the neighborhood’s Lost Clove Trail are minutes away. Ideally situated for four season recreation, the home is just a 15-minute drive to Belleayre Mountain and within easy reach of both Hunter Mountain and Plattekill Mountain ski centers.
Courtesy: Coldwell Banker Village Green
845-679-2255
Welcome to The Gather House located at 8643 New York 28 in Big Indian - a Four-Season Mountain Retreat in the Heart of the Catskills. There's a certain kind of quiet you only find in Shandaken - the kind that settles in your shoulders, slows your breathing, and reminds you that life can be simpler, softer, more intentional. As Route 28 winds through the valley, the mountains rise around you like old friends, and the Esopus Creek flashes between the trees. By the time you reach Big Indian, you're already somewhere else entirely. Tucked along the water's edge on 1.7 acres, this nearly 4,000 sq ft retreat feels less like a house and more like a place where stories take root. Morning sunlight filters through the windows and spills across the deck. The creek moves over the rocks while the sounds of wildlife layer into a natural harmony - a melody that will linger in your heart long after you leave. Inside, a large wood-burning fireplace anchors the great room creating the kind of hearth that pulls everyone together after long days on the mountain. Life in the Catskills has its own rhythm. It's where you know all the farmers market locations, where the best swimming holes are tucked between boulders, and which trailheads catch the first light. Adventure is always close, but so are the moments of stillness; and that balance is what makes The Gather House so special. With space to host up to 20 guests, the home adapts to whatever your life calls for. The layout offers two distinct yet connected living spaces: A main residence with 5 bedrooms, 3 baths, sleeping lofts, and a game room/loft where late-night card games and laughter tend to stretch longer than planned. A private 2-bedroom, 2-bath apartment that can stand alone or open seamlessly to the main home through a shared interior door located off the laundry room. Open it up for one expansive retreat or close it for privacy and flexibility. It's a rare setup that works equally well for personal use or a multi-family income property (zoned as a legal 2-family). A detached second structure, already equipped with electric, plumbing, and septic, stands ready for its next chapter. A guest cottage, studio, workshop, or additional income unit - the infrastructure is in place for your vision to unfold. And for those who want even more yard space or an additional build site, the neighboring vacant parcel could be available for purchase. With ample parking, easy access along Route 28, and proximity to some of the region's most iconic destinations, The Gather House provides a true charm to Catskills living. Rooted in nature, shaped by seasons, and ready for you to call home.
Courtesy: LAFFEY REAL ESTATE
516-627-4343
Set on 5.7 private acres in the heart of the Belleayre Mountains, this historic estate known as “Bella Vista” offers a rare blend of character, scale, and opportunity. Originally built in 1890 and thoughtfully updated over time, the residence features 9 bedrooms and 3.5 baths across approximately 3,755 square feet. The home showcases expansive living spaces, high ceilings, hardwood flooring, and abundant natural light throughout. A spacious great room with fireplace serves as a central gathering space, while multiple interior areas provide flexibility for a variety of living arrangements. The kitchen is equipped with ample cabinetry and a full suite of appliances. Enhancing the property is a separate guest house offering 3 bedrooms, 1 full bath, a kitchen, living room, and attic space—ideal for extended guests, or additional rental income potential. Outdoor amenities include a wraparound porch, balcony off the primary suite, in-ground pool with pool house, and two tennis courts, all set within a scenic, meadow-like setting. The property offers a unique opportunity for those seeking a full-time residence, weekend retreat, or investment with room to personalize. Conveniently located near Belleayre Mountain Ski Center, the home provides easy access to year-round recreational activities. A distinctive offering with exceptional space, privacy, and potential. This is the perfect location for a bed and breakfast or seasonal rental for investors, skiers and lovers of the outdoors. Note: Property includes tennis courts and pool in "as-is" condition.
Courtesy: Ruth Gale Realty
845-688-5610
CATSKILLS FINEST WITH NEW ACCESSORY BUILDING VINTAGE country home, totally updated. It's located on a grassy landscaped acre in the heart of the Catskill Mountains. The fully insulated house has HIGH ceilings, 3 BRs, 2 BAs, large Foyer, Open Floor Plan, stunning COBBLESTONE fireplace, and a great cast iron clawfoot soaking tub that leads to the main BR and rear balcony for summertime stargazing. The wrap around porch is perfect for morning coffee, cocktails on a warm evening or just plain hanging out. The large dining room opens to a bluestone patio/garden surrounded by a huge work of art stone wall. The mechanicals are all totally up to date: 200A electric panel, hot water baseboard heat, high end propane heating boiler, stainless steel indirect HW heater and whole house Briggs and Stratton backup generator. Recently added were mini-splits that cover the entire house with air conditioning and heat. To top it off there is a Brand New TOTALLY PRIVATE studio to finish with YOUR OWN imagination: yoga studio, art studio or music studio. Minutes to Phoenicia, Woodstock, Belleayre Beach/Ski Resort, Hunter Mountain Ski Resort and the Arkville Rec Center/Pool. Great opportunity to escape the urban/suburban world in the magnificent Catskill Mountains SO CLOSE to the NY Metro Area.
Courtesy: Keller Williams Realty HV Nort
845-481-2700
Set in a peaceful Shandaken location just 13 minutes from Belleayre Mountain, this property offers a true Catskills lifestyle surrounded by nature, adventure, and privacy. Hike straight from your backyard into the Hunter-West Kill Wilderness, with over 19,000 acres of protected state land for hiking, snowshoeing, fishing, cross-country skiing, and primitive camping, putting some of the Catskills' best outdoor recreation right outside your door. A small waterfall feature on the property adds a tranquil soundtrack just beyond the home, creating a setting that invites you to slow down, breathe deeper, and truly unwind. Inside, the open-concept lower level is rich with midcentury-inspired character, featuring warm wood plank ceilings, exposed beams, custom built-ins, and a breakfast bar, while upstairs offers three sizeable bedrooms, teak hardwood floors, and a primary suite with an added bath finished in imported Terrazzo tile. Whether you're looking for a full time residence, weekend escape, or mountain retreat, this is where outdoor adventure and everyday peace come together.
Take a look at this 8 bedroom, 4 full bathroom home with 4 floors of living space along with 1.77 fenced in acres. Completely renovated with modern fixtures and amenities, nothing to do but move in or rent immediately. The outside of the property features a front porch, Tesla charging station, spacious back deck with pergola and hot tub, large open yard and firepit area. Located right down the road from Belleayre Mountain Ski Center and 25/30 min to Hunter and Windham Mountains. The home can come fully furnished for the right price. Currently used as a short term rental with a gross revenue of $155k+ in 2023.This property is part of a 16 unit portfolio in the Catskills. Showings are only allowed Tuesday, Wednesday, Thursdays with submitted pre approval/proof of funds.
Courtesy: The Catskill Dream Team
917-558-0447
MOUNTAIN VIEWS & GUARANTEED INCOME: The Ultimate Catskills Duplex! Unlock the best of the Catskills at 7375 Route 28! Whether you are looking for a high-performing investment, a savvy ''house hack,'' or a sprawling single-family retreat, this property delivers. Built in 1950, this charming residence radiates a warm Catskills cottage vibe, featuring 4 bedrooms, 2 baths, and approximately 2,044 square feet, complemented by a delightful first-floor sunroom. The spacious backyard and upper deck offer picturesque mountain views and ample room for recreation and the detached 2 car garage offers convenience for parking or additional storage. For investors, this property boasts a desirable layout and prime location, ensuring strong appeal. For personal use, it presents a fantastic opportunity to create a roomy full-time residence or a weekend retreat close to Belleayre Mountain and some of the best outdoor activities in the region. With its flexible design, attractive features, and abundant potential, this property can adapt to your evolving needs. THE HIGHLIGHTS: Income from Day 1: Currently a turnkey duplex with reliable cash flow and amazing tenants The View: A stunning rooftop deck offers panoramic mountain vistas you have to see to believe. Location, Location: Just 10 mins to Belleayre Ski Resort! Nestled between the trendy vibes of Phoenicia and the iconic culture of Woodstock. Property in the Onteora School District. The Secret Weapon: Love the sounds of the Esopus Creek? It flows right behind you. The best part? NO FLOOD INSURANCE REQUIRED. You get the tranquility of the water with total peace of mind. NEW & IMPROVED: Forget the ''fixer-upper'' stress. This home features a brand-new roof, new washer/dryer, new water heater, UV water purification, and a 4-year-old septic system. YOUR VISION: Keep it as a duplex for short-term rental gold, or easily open the staircase wall to create a massive single-family masterpiece. Only couple hours from NYC, but it feels like a different universe.
Courtesy: Coldwell Banker Timberland Properties
845-586-3321
Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace, providing warmth and ambiance, complemented by a wood-burning stove for those chilly winter nights. The updated kitchen boasts modern appliances, an island/breakfast bar, and ample storage, making meal prep a joy. The spacious bedrooms feature plenty of natural light, with the primary suite offering a private retreat and a beautifully updated en-suite bathroom. Move-in ready, this home has been thoughtfully designed with high-quality finishes and meticulous attention to detail. Whether you’re relaxing after a day on the slopes or enjoying the scenic surroundings, this home offers year-round comfort and convenience. A deck and several outbuildings add to the value of the move-in ready home. Don’t miss this opportunity to own a turnkey property just minutes to skiing, dining, and outdoor Catskill adventures. 2.5 hours from NYC and close to the Trailways Bus route!
Courtesy: Find Advisors
212-300-6412
Take a look at this 8 bedroom, 4 full bathroom home with 4 floors of living space along with 1.77 fenced in acres. Completely renovated with modern fixtures and amenities, nothing to do but move in or rent immediately. The outside of the property features a front porch, Tesla charging station, spacious back deck with pergola and hot tub, large open yard and firepit area. Located right down the road from Belleayre Mountain Ski Center and 25/30 min to Hunter and Windham Mountains. The home can come fully furnished for the right price. Currently used as a short term rental with a gross revenue of 155k plus in 2023.This property is part of a 16 unit portfolio in the Catskills. Showings are only allowed Tuesday, Wednesday, Thursdays with submitted pre approval/proof of funds.
Courtesy: Ruth Gale Realty
845-688-5610
Come check out this Stream-side beauty, just minutes from Phoenicia & Belleayre. This stream-side property is a 3 bed/ 3 bath mid-century ranch with a spacious kitchen with a built-in wood burning pizza oven, top/stone base breakfast bar and stainless steel appliances. The kitchen also has 5 Velux skylights with motorized sun shades. It truly is the spot in the house to hang out with friends or family. But if you're not hanging out in the kitchen, you will probably be hanging out by the fireplace in the family room or on the deck overlooking the Bushnellsville Creek. The primary bedroom has an ensuite bathroom. There are recessed bookcases in the entrance hallway with storage space hidden behind them.
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Shandaken is located in New York. Shandaken, New York has a population of 3,064. Shandaken is less family-centric than the surrounding county with 22.51% of the households containing married families with children. The county average for households married with children is 25.39%.
The median household income in Shandaken, New York is $54,700. 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 Shandaken is 55.6 years.
The average high temperature in July is 79.5 degrees, with an average low temperature in January of 12.5 degrees. The average rainfall is approximately 47.4 inches per year, with 57.1 inches of snow per year.
