Woodstock, NY Homes for Sale

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  /42

  $1,199,000

  • 5 Beds
  • 3 Baths
  • 3,696 Sq Ft

  3207-3209 New York 212, Bearsville, NY 12409

  Enchanting Woodstock Compound with three separate buildings—Craftsman Home, Historic Barn & Cottage. 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,

  Michelle Bergkamp William Pitt Sotheby's Interna

  3207-3209 New York 212, Bearsville, NY 12409
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  /29

  $599,000

  • 2 Beds
  • 2 Baths
  • 1,802 Sq Ft

  257 W Saugerties Rd, Woodstock, NY 12498

  Quintessential, cedar shingled 1930's Cape tucked away on over 4 private acres minutes to the center of Woodstock.This 2 Bedroom, 2 Bath home with additional flex room perfect for office or den is a stone's throw from all the Hudson Valley has to offer. Hardwood floors throughout, Bluestone and river rock fireplace perfect for winter days in the Catskills. Gracious open concept kitchen/dining

  Johanna Trimboli Halter Associates Realty

  257 W Saugerties Rd, Woodstock, NY 12498
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  /6

  $184,900

  • Land
  • 2.31 Acres
  • $80,043 per Acre

  100 Zena Rd, Woodstock, NY 12498

  One of the last commercial lots in Woodstock. Zoned neighborhood commercial..excellent drainage. Great location for nursery school, medical or dental clinic, funeral home, or professional office, bank retail mix strip complex. Based on Zoning and bulk requirements site can facilitate approx. 16,000 sq. ft. of building...Soil has excellent drainage for inground septic system. The Town Building

  Michael Bernholz Sr. Hudson Valley Appraisal

  100 Zena Rd, Woodstock, NY 12498
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  /51

  $759,000

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  97 John Joy Rd, Woodstock, NY 12498

  The best of both worlds!A boho cottage paradise and a modern ADU (Accessory Dwelling Unit). Peace and tranquility and 3 miles from the center of the most famous small town in the world. Five-star dining and unique shopping opportunities. The property is situated adjacent to the Thorne Preserve - 60 acres boasting the most painted views of Overlook Mountain. The preserve is a sweeping

  Benjamin Armento Coldwell Banker Village Green

  97 John Joy Rd, Woodstock, NY 12498
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  /36

  $799,000

  • 2 Beds
  • 2 Baths
  • 2,678 Sq Ft

  404 John Joy Rd, Woodstock, NY 12498

  Old Woodstock charm awaits you at this contemporary gentlemen's farm set on 3.4 peaceful park like acres. Located on the much-desired John Joy Rd, this property boasts a two - four stall 24 x 40 white oak center aisle barn with attached run in. If horses aren't your thing, convert the barn to a studio, garage, workshop. or another living space for guests. The home enjoys the Pentair water

  Edward Taraskewich Howard Hanna Rand Realty

  404 John Joy Rd, Woodstock, NY 12498
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  /49

  $3,500,000

  • 4 Beds
  • 4 Baths
  • 4,201 Sq Ft

  289 Upper Byrdcliffe Rd, Woodstock, NY 12498

  Set on nearly 9 serene acres in the heart of Woodstock's historic Byrdcliffe Arts Colony is a rare synthesis of architectural precision and natural harmony—an embodiment of award-winning architect John Storyk's deep understanding of space, sound, and site. Designed in 1969 at the very beginning of Storyk's now-legendary career—just after his groundbreaking work on Jimi Hendrix's Electric Lady

  Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  289 Upper Byrdcliffe Rd, Woodstock, NY 12498
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  /35

  $599,000

  • 4 Beds
  • 3 Baths
  • 2,480 Sq Ft

  5 Lazy Brook Ln, Woodstock, NY 12498

  Step inside for a huge surprise! This tasteful ranch home hides 3 large living spaces, 4 spacious bedrooms 3 bathrooms, as well as an enormous pantry and dining space. You enter and the first living space is on your right with room for a full sized seating area. Down the hall to your left are two bedrooms, a hall bath and a primary en suite with room for a king sized bed. Through a door in the

  Richard Stoll Halter Associates Realty

  5 Lazy Brook Ln, Woodstock, NY 12498
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  /15

  $499,000

  • Land
  • 10 Acres
  • $49,900 per Acre

  547 Glenford Wittenberg Rd, Bearsville, NY 12409

  This is an 86.2 acre property that is being subdivided into two- 3 acre parcels and one-10 acre parcel. The 10 ac parcel will be on the pond and the two 3 acre parcels are across the street from Yankeetown Pond. There are no houses for sale just land. There are beautiful views of the mountains and of Yankee Town Pond. The 10 acre parcel on the pond can have a structure build on it. There are 2+

  Siobhan Scanlan Win Morrison Realty-K

  547 Glenford Wittenberg Rd, Bearsville, NY 12409
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  /43

  $1,295,000

  • 4 Beds
  • 5 Baths
  • 3,080 Sq Ft

  27 Old Wagon Rd, Woodstock, NY 12498

  Just a half mile from the center of Woodstock, this bucolic 3.7-acre compound offers a rare blend of architectural charm, natural beauty, and versatile living. The property includes the main house and two outbuildings, a one-bedroom cottage and a studio with an attached three-bay garage. Bedroom and bath layout described as the primary residence having three bedrooms and three full baths

  Megan Rios Berardi Realty

  27 Old Wagon Rd, Woodstock, NY 12498
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  /11

  $269,700

  • Land
  • 8.99 Acres
  • $30,000 per Acre

  41 Mamoud Hills Rd, Kingston, NY 12401

  Your Private Sanctuary in the Catskills' Elite Mamoud HillsDiscover a once-in-a-generation opportunity in the prestigious Mamoud Hills enclave, nestled in the luxury real estate market of the Catskills. Demonstrating the pinnacle of bespoke development potential, this over 8-acre parcel is woven into a secure private community just minutes from Woodstock, the ultimate destination for

  Cameron Ashkarkhizani Serhant LLC

  41 Mamoud Hills Rd, Kingston, NY 12401
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  /23

  $750,000

  • Land
  • 5.45 Acres
  • $137,615 per Acre

  326 Raycliffe Dr, Woodstock, NY 12498

  Discover a rare opportunity to own 5.45 acres atop one of Woodstock's most coveted locations. This private, east-facing lot offers panoramic views that stretch endlessly over the Catskill Mountains, providing an awe-inspiring backdrop for your dream home. With the space and natural beauty to build a sleek, modern estate, this land is the perfect canvas for a luxury retreat. Surrounded by the

  Alexis Li Corcoran Country Living

  326 Raycliffe Dr, Woodstock, NY 12498
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  /50

  $1,750,000

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft

  128 Newcut Rd, Bearsville, NY 12409

  Nestled atop your very own private mountaintop, this captivating retreat is the sanctuary you've been dreaming of. Enjoy 35 acres of serene woodland and breathtaking views. This residence is the ultimate escape for weekenders, outdoor enthusiasts, and creatives seeking the solitude necessary to ignite their next masterpiece.A peaceful haven with expansive mountain vistas, you'll find

  Heidi Maloney Four Seasons Sothebys Intl

  128 Newcut Rd, Bearsville, NY 12409
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  /37

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  8 Tannery Brook Rd, Woodstock, NY 12498

  Large shade trees filter dappled sunlight across this property's private waterside retreat, where the ancient stone wall of the streambed tells the story of millennia, smoothed by the eternal passage of water. Just steps from the vibrant rhythm of Tinker Street and the creative heartbeat of Woodstock, this nearly 2,500 square foot mixed-use property is more than a home or an investment, it is a

  Leslie Foti Coldwell Banker Village Green

  8 Tannery Brook Rd, Woodstock, NY 12498
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  /65

  $799,000

  • 3 Beds
  • 2 Baths
  • 2,196 Sq Ft

  26 Carle Rd, Mount Tremper, NY 12457

  Breathtaking mountain views set the stage at 26 Carle Rd in Mount Tremper, a custom 3-story Contemporary that truly reflects the spirit of the Catskills. With 3 bedrooms, 2 baths, and an open floor plan, the home offers both comfort and serenity. The centerpiece is a dramatic stone fireplace with a wood-burning insert, its chimney running through all three levels and filling the home with warmth

  

  Elizabeth 'Beth' Alfeld

  Keller Williams Realty HV Nort

  (845) 448-2157

  26 Carle Rd, Mount Tremper, NY 12457
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  /46

  $799,000

  • 3 Beds
  • 2 Baths
  • 2,196 Sq Ft

  26 Carle Rd, Mount Tremper, NY 12457

  Breathtaking mountain views set the stage at 26 Carle Rd in Mount Tremper, a custom 3-story Contemporary that truly reflects the spirit of the Catskills. With 3 bedrooms, 2 baths, and an open floor plan, the home offers both comfort and serenity. The centerpiece is a dramatic stone fireplace with a wood-burning insert, its chimney running through all three levels and filling the home with warmth

  

  Elizabeth 'Beth' Alfeld

  Keller Williams Hudson Valley

  (845) 448-2330

  26 Carle Rd, Mount Tremper, NY 12457
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  /41

  $825,000

  • 3 Beds
  • 3 Baths
  • 1,895 Sq Ft

  345 Glenford Wittenberg Rd, Glenford, NY 12433

  Set on three wooded and landscaped acres in the heart of the Catskills, this beautifully designed home blends modern comfort with timeless country charm. Offering 3 bedrooms, 3 bathrooms, including an attached ADU, the property is ideal for multi-generational living, guest accommodations, or additional rental income. Make your way to the top of the long tree lined driveway to be greeted by the

  Richard Vizzini Corcoran Country Living

  345 Glenford Wittenberg Rd, Glenford, NY 12433
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  /42

  $949,000

  • 5 Beds
  • 2 Baths
  • 1,764 Sq Ft

  1311 Wittenberg Rd, Mount Tremper, NY 12457

  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

  1311 Wittenberg Rd, Mount Tremper, NY 12457

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