Shandaken, NY Homes for Sale with Acreage

Nestled in Woodland Valley, one of the Catskills' most sought-after private mountain enclaves, this charming country retreat offers a seamless blend of rustic character, modern updates, and natural beauty. Set on over 3 wooded acres and just a five-minute drive from the vibrant hamlet of Phoenicia, the property offers a peaceful sense of seclusion while keeping the region's most beloved

Laurie Ylvisaker Coldwell Banker Village Green

A rare opportunity to acquire a hospitality property in the heart of the Catskills, Catskill Rose combines boutique lodging, a fully operational restaurant, and owner-occupant living quarters into a compelling live-work offering. Long recognized as a destination for travelers seeking an authentic Catskills experience, the property is thoughtfully designed to serve overnight guests, dining

Richard Vizzini Corcoran Country Living

Turn-key, architect-designed and custom-built Catskills contemporary offering exceptional curb appeal and a thoughtfully designed layout filled with natural light. The dramatic two-story living and dining area flows seamlessly into the kitchen and outdoor entertaining spaces, with French doors leading to expansive side and rear decks. A cozy wood stove creates the perfect setting for snowy winter

Christine O'Shaughnessy Listing by Coldwell Banker Timberland Properties

Welcome to 8479 Route 28, Big Indian, NY. Big Indian is a scenic hamlet within the Town of Shandaken in Ulster County, NY, located in the heart of Catskill Park along State Route 28. The area is celebrated for its rugged wilderness and mountainous terrain. This parcel displays all that character: 172.1 +/- acres of diverse forest and mountainous terrain, blended with open and brushy fields

Clint Carlson Whitetail Properties Real Estate

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

Jamie Sittner Find Advisors

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

Matthew Horton Coldwell Banker Village Green

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.

Alfred Peavy Ruth Gale Realty

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.

WINTON MORRISON Win Morrison Realty - W

Set along a quiet no-thru road just off one of the Catskills' most scenic byways and only five minutes from Phoenicia, this spacious, authentic 1970s mountain home offers 3 bedrooms and 2 baths on 1.22 acres, mountain views, a heated in-ground pool, and exceptional indoor-outdoor living. There is something timeless about long summer afternoons by the pool, outdoor dinners on the deck, and

Amy Rosen Ruth Gale Realty

Once known as Brookside Cottages, this rare Catskills hospitality compound offers the chance to revive a piece of mountain history in one of the region's most sought-after destinations. Tucked away on approximately 7 acres along scenic Oliverea Road in the heart of Catskills Park, the property is surrounded by the same natural beauty and authentic character that have helped transform neighboring

Dara Barr Keller Williams Upstate NY Pro

Discover the potential of this hidden gem, privately set back from the road on a spacious, level front yard. This four-bedroom ranch-style home offers the convenience of single-level living and is ready for a complete transformation. Inside, you'll find a welcoming living room featuring beautiful wood floors, a bluestone fireplace, and soaring cathedral ceilings. A breezeway with a bluestone

Siobhan Scanlan Win Morrison Realty-K

This unique and lavishly landscaped 14-acre property features visual privacy and extensive mountain views. It is replete with flowering shrubs, perennial borders, charming pathways through hidden gardens, an eight-foot-deep, surface acre swimming, boating, and fishing pond, and a labyrinth! Your ready-to-build three bedroom approved homesite is fully equipted with electric, septic, telephone,

Derek Greene Greene Realty Group

Welcome to Lost Clove Mountain House, a rare and remarkable Catskills retreat set along a quiet country road in Big Indian. Surrounded by nearly nine private, wooded acres and bordered by protected state land, this fully renovated estate offers over 5,300 square feet of refined mountain living, where privacy, nature, and thoughtful design come together seamlessly. Just across the road, a mountain

Brock Anderson Four Seasons Sotheby's Int.

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,

Jana Bangova LAFFEY REAL ESTATE

Completely renovated & rebuilt modular ranch home with 5 bedrooms, 3 full bathrooms and open concept. From the modern kitchen to the elegant new bathrooms, this home has it all. Outside you have a large composite deck that overlooks the private 1.1 acres with patio and firepit. Close to Belleayre, Hunter and Windham Mountains. The home can come fully furnished for the right price. Currently being

Jamie Sittner Find Advisors

The Pines | Mt Tremper, New York A rare chance to steward one of the Catskills' most storied properties has quietly arrived. The Pines -- a cherished roadside inn and restaurant nestled between Woodstock and Phoenicia -- is ready for its next chapter. With more than five decades as a beloved Italian restaurant followed by a decade-long reinvention as a community gathering place, The Pines carries

Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

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

Angela Lanuto Coldwell Banker Village Green

Curated Catskills A-Frame - As Seen on HBO's Cabin Chronicles!Every home has a story, this carefully curated home has a Great One!Discover the perfect blend of modern design and rustic charm in this exceptional mountain retreat, featured on Season 3 of HBO Max's Cabin Chronicles and in Dwell Magazine. Welcome to the Catskills, with this thoughtfully crafted A-frame offers a rare

Manga Mwazi Corcoran Country Living

Welcome to 8479 Route 28, Big Indian, NY. Big Indian is a scenic hamlet within the Town of Shandaken in Ulster County, NY, located in the heart of Catskill Park along State Route 28. The area is celebrated for its rugged wilderness and mountainous terrain. This parcel displays all of that character: 172.1 +/- acres of diverse forest and mountainous terrain blended with open and brush fields

Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

Welcome to the most charming 1920s Arts & Crafts masterpiece. Whether you're plotting a full-time escape from the city or a weekend sanctuary, this light-soaked gem in the historic hamlet of Boiceville is the ultimate choice.Step through the center entry hall and prepare to swoon: beamed ceilings, historic charm, and a living room anchored by a fireplace with a cozy wood-burning stove.

Carol Graham Corcoran Country Living

A private court with only two homes. First time offered for sale, 64 Wanatuska Ct. Five minutes to Belleayre Mountain, maybe fifteen if you want to walk. Sensational seasonal view of the mountain from the front of the home. Beautiful open floor plan with all hardwood floors from the kitchen through the dining area and the living room. a wall of stone surrounds the built in fireplace/woodstove in

Alex Sharpe Coldwell Banker Timberland