Woodstock, NY Homes for Sale

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  /29

  $979,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  14 Old Forge Rd, Woodstock, NY 12498

  Discover the perfect blend of historic charm and modern luxury in this exquisitely renovated 1900 carriage house. This exceptionable home features 2 bedrooms and 2 bathrooms, offering a harmonious balance of classic elegance and contemporary convenience.Step into the brand new kitchen, equipped with state of the art Bosch appliances and custom cabinetry from Transformad.com, features a

  

  Danielle Sevier

  Compass Greater NY, LLC

  (845) 385-1496

  14 Old Forge Rd, Woodstock, NY 12498
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  /32

  $1,195,000

  • 4 Beds
  • 6 Baths
  • 2,980 Sq Ft

  12 Tinker St, Woodstock, NY 12498

  Prime Village Green Historic Gem in Woodstock, NY. Discover a unique opportunity to own a piece of history in the heart of Woodstock. This remarkable 1875 era property originally known as The Snyder Homestead named after its original owner, was the grandest house in town. This old style home with its distinctive Mansard roof retains its grandeur to this day. It offers the quintessential blend of

  

  Danielle Sevier

  Compass Greater NY, LLC

  (845) 436-3857

  12 Tinker St, Woodstock, NY 12498
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  /31

  $975,000

  • 4 Beds
  • 4 Baths
  • 1,811 Sq Ft

  33 Tannery Brook Rd, Woodstock, NY 12498

  Nestled in the heart of Woodstock, this beautifully transformed farmhouse, originally constructed in the 1870s, seamlessly blends historic charm with modern living. The current owners, a talented architect and interior designer, have meticulously renovated this property to enhance its original architecture while maximizing natural light and integrating the surrounding landscape. The zoning allows

  

  Danielle Sevier

  Compass Greater NY, LLC

  (845) 456-8466

  33 Tannery Brook Rd, Woodstock, NY 12498
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  $5,200,000

  • 10 Beds
  • 8 Baths
  • 7,991 Sq Ft

  16-26 Shultis Brook Rd, Bearsville, NY 12409

  Historic compound located in the iconic hamlet of Bearsville, just minutes from the Village of Woodstock. This four residence compound dates back to the mid-1700's and is believed to be the first farm in the valley as well as one of the first homes. Sprawled over 25+ acres with a pond and meandering stream, this unique property tucked away with complete privacy. The four structures include a 3+

  

  Amy Hawks

  Berardi Realty

  (845) 250-0616

  16-26 Shultis Brook Rd, Bearsville, NY 12409
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  /26

  $750,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft

  40 Mink Hollow Rd, Willow, NY 12495

  Nestled into 2 lush acres in legendary Woodstock, NY, Kate's Lazy Cabin is a one-of-a-kind creative escape owned by iconic B-52s lead singer Kate Pierson and renowned artist Monica Coleman. This rustic offering radiates eclectic soul, bold personality, and a deep connection to creativity—just like the town it calls home.The house itself is a layered expression of vintage charm and artistic

  

  Diana Polack

  Compass Greater NY, LLC

  (845) 605-7386

  40 Mink Hollow Rd, Willow, NY 12495
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  /40

  $1,595,000 New Construction

  • 3 Beds
  • 4 Baths
  • 3,544 Sq Ft

  18 Ryan Dr, West Hurley, NY 12491

  Built in 2022, this modern home balances thoughtful design with a connection to nature. Every aspect of the home has been done with intention, including its private location nestled in the woods, energy efficient features and open, light-filled spaces. This is a rare find - a recently built home with privacy less than 15 minutes from both Woodstock and Kingston. As you approach the house

  

  Hillary Kolos

  Compass Greater NY, LLC

  (845) 534-6610

  18 Ryan Dr, West Hurley, NY 12491
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  /43

  $1,199,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  178 Chestnut Hill Rd, Woodstock, NY 12498

  Discover the epitome of modern luxury in this brand new build, with a sleek aesthetic that seamlessly blends style and comfort. Using ecological and state of the art building practices highlighted by exceptional craftsmanship and distinctive design. Ascend an impressive switchback floating staircase to a stunning wall of windows that flood the open concept, living, kitchen, and dining area

  Richard Vizzini Corcoran Country Living

  178 Chestnut Hill 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

  Benjamin Armento Coldwell Banker Village Green

  97 John Joy Rd, 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 Sotheby's Int'l R

  128 Newcut Rd, Bearsville, NY 12409
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  /64

  $1,499,000

  • 3 Beds
  • 2.5 Baths
  • 2,066 Sq Ft

  67 Cricket Ridge, Bearsville, NY 12409

  Welcome to Cricket Ridge Tower House, a Woodstock artists' mountaintop retreat with breathtaking views and meditative sculpture gardens located 5 minutes to the Village. Surrounded by spectacular perennial gardens, there is visual interest in all seasons with a chorus of beautiful and vibrant blooms throughout the warmer months. This home was built by and has served as inspiration for the owners,

  Amy Lonas Coldwell Banker Village Green

  67 Cricket Ridge, Bearsville, NY 12409
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  /44

  $895,000

  • 4 Beds
  • 3 Baths
  • 2,044 Sq Ft

  4868 New York 212, Willow, NY 12495

  Escape to the Catskills with this exquisitely remodeled home in Willow - where privacy, luxury, and mountain views converge on 3.6 pristine acres just minutes from the heart of Woodstock. This 5-bedroom, 3-bathroom home is a masterclass in modern design and thoughtful craftsmanship, with every detail curated for comfort, style, and effortless living. Inside, you'll find an airy open-concept

  Richard Vizzini Corcoran Country Living

  4868 New York 212, Willow, NY 12495
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  /43

  $1,350,000

  • 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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  /45

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 3,080 Sq Ft

  11 Grogkill Rd, Willow, NY 12495

  This property has an accepted offer. Classic Country ''Haven'' — it's HEAVEN really! Elegance that checks off every box! This timeless and enduring style home designed with graciously proportioned rooms with high ceilings and light streaming through windows from every direction. Centrally located and perched on 3 exclusive landscaped acres with a pool, an oversized 2-car garage, and mountain

  Sharon Breslau BHHS Hudson Valley Properties

  11 Grogkill Rd, Willow, NY 12495
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  /38

  $889,000

  • 4 Beds
  • 3 Baths
  • 2,125 Sq Ft

  48 Cooper Hollow Ln, Bearsville, NY 12409

  Tucked away on a scenic country road just minutes from historic Woodstock, this stunning contemporary home offers the perfect balance of privacy, tranquility, and access to nature. Set on six acres in a highly desirable neighborhood, this serene retreat is surrounded by lush woods, artfully landscaped grounds, and a feeling of peace that begins the moment you arrive. With nearby hiking trails,

  Eric Amaral Coldwell Banker Village Green

  48 Cooper Hollow Ln, Bearsville, NY 12409
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  /31

  $1,695,000

  • 3 Beds
  • 3.5 Baths
  • 3,072 Sq Ft

  253 Upper Byrdcliffe Rd, Woodstock, NY 12498

  Historic Byrdcliffe Estate on One of Woodstock's Most Beloved Roads. Step into a piece of Woodstock's storied past with this enchanting 1910 Arts & Crafts masterpiece, gracefully situated on nearly six bucolic acres along one of the town's most picturesque and sought-after roads. Originally owned by Jane BYRD Whitehead and Ralph RadCLIFFE Whitehead, two of the visionary founders of the Byrdcliffe

  John Kralik Compass Greater NY, LLC

  253 Upper Byrdcliffe Rd, Woodstock, NY 12498
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  /39

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 2,209 Sq Ft

  11 Louie Way, Woodstock, NY 12498

  A spectacular view of Bass Meadow and mountains is just one of the highpoints of this beautiful Cape Cod home on 6.1 acres located a few miles from Woodstock Village. From the home's wraparound stone patio and large windows, imagine looking out at a serene 70-acre vista of meadow and woods that is protected from development. This lovely, turnkey 2209-square-foot home features an open-plan living

  Gary Heckelman Halter Associates Realty Inc

  11 Louie Way, Woodstock, NY 12498
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  /31

  $1,099,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,252 Sq Ft

  32 Maurizi Ln, Woodstock, NY 12498

  Blending classic country charm with modern sophistication, this newly built modern farmhouse offers over 3,000 square feet of beautifully finished living space. Designed with clean lines, a neutral palette, and layered textures, it delivers a timeless aesthetic full of warmth and character. The home features four spacious bedrooms, three and a half baths, a fully finished lower level, and

  Richard Vizzini Corcoran Country Living

  32 Maurizi Ln, Woodstock, NY 12498
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  /15

  $995,000

  • 5 Beds
  • 4 Baths
  • 2,772 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

  WINTON MORRISON Win Morrison Realty - W

  1311 Wittenberg Rd, Mount Tremper, NY 12457
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  /24

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,607 Sq Ft

  311 Wittenberg Rd, Bearsville, NY 12409

  Welcome to the Stone Cottage A home that embodies the spirit of Woodstock with character, warmth and charm. Enter through the vintage kitchen, which opens into a charming dining area , the perfect setting for intimate dinners. The dining area flows seamlessly into the living room, creating the perfect gathering space for family and friends. Vaulted ceilings, wide board pine floors, a

  Anne Rajs Corcoran Country Living

  311 Wittenberg Rd, Bearsville, NY 12409
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  /25

  $739,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,208 Sq Ft

  36-38 Ohayo Mountain Rd, Woodstock, NY 12498

  Welcome to The Mill House, nestled in the vibrant heart of Woodstock, NY—a delightful farmhouse that beautifully blends historic charm with modern comforts. Spanning 1,764 square feet, this inviting home includes three cozy bedrooms and two full bathrooms, offering a spacious layout for everyday living.As you wander through the lush gardens and cross a quaint bridge over a seasonal

  Sheena Lepez Compass Greater New York, LLC

  36-38 Ohayo Mountain Rd, Woodstock, NY 12498
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  /30

  $575,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  233 Wittenberg Rd, Bearsville, NY 12409

  Picture yourself in this charming 1940 cottage with a roaring fire in its fieldstone double-height fireplace. If that doesn't capture your heart, the open living and dining areas with birch beamed ceilings will. Large expanses of windows flood the space with light, adding more charm essential to modern living. A wonderfully convenient full bath with claw-foot tub adds to the easy

  Henry Ford Coldwell Banker Village Green

  233 Wittenberg Rd, Bearsville, NY 12409
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  /39

  $1,985,000

  • 6 Beds
  • 3 Baths
  • 3,023 Sq Ft

  2320 Glasco Turnpike, Woodstock, NY 12498

  For the first time in its history, this 12-acre family estate—designed, built, and cherished by a prominent Woodstock family—comes to market. A rare opportunity for the next generation to build their own private estate or compound, walking distance to town. Complete with babbling brook, waterfall, two vintage Woodstock cottages and acres of woods to explore. A perfect retreat! to your dream

  George Denise Keller Williams Realty HV Nort

  2320 Glasco Turnpike, Woodstock, NY 12498
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  /13

  $220,000

  • Land
  • 5 Acres
  • $42,471 per Acre

  TBD Glasco Turnpike, Woodstock, NY 12498

  Located just 5 minutes from the center of Woodstock with its vibrant arts and dining scene, this 5+ acre parcel offers a landscape that feels both inspiring and practical. Dramatic rock outcroppings anchor the property, while the mix of mostly level and gently sloping areas provides excellent potential for building sites. A sun-dappled grassy ridge where light filters through the trees adds

  Briana Cermak BHHS HUDSON VALLEY PROP-WDST

  TBD Glasco Turnpike, Woodstock, NY 12498
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  /18

  $898,000

  • Land
  • 27 Acres
  • $33,027 per Acre

  TBD MacDaniel Rd, Bearsville, NY 12409

  Pollinator's Pathway in WoodstockDiscover 27+ acres of untouched beauty just steps from the Tibetan Monastery, Magic Meadow, and the trailheads to Meads Mountain and Overlook Mountain. A private, winding .4-mile driveway opens to a sunlit clearing alive with wildflowers and pollinator plants — a natural canvas awaiting your vision. With selective tree trimming, sweeping Catskill Mountain

  Genevieve Geaney Compass Greater New York, LLC

  TBD MacDaniel Rd, Bearsville, NY 12409
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  /21

  $269,000

  • Land
  • 2.01 Acres
  • $133,831 per Acre

  TBD Carle Rd, Mt. Tremper, NY 12498

  Improved Land with Mountain Views - This prime 2 acre parcel is prepped to build your forever Catskill Mountain home. Improvements include driveway, expansive clearing, BOH approval for septic and the foundation for a garage or other accessory structure. Electric and cable are easily accessible off Carle Rd. Septic system has been designed, sited and permitted by the Board of Health. Timber

  Peter Cantine Halter Associates Realty

  TBD Carle Rd, Mt. Tremper, NY 12498
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  /38

  $795,000

  • 3 Beds
  • 2 Baths
  • 2,390 Sq Ft

  1 Bellows Ln, Woodstock, NY 12498

  Welcome to Blues Quarry—where tucked-away tranquility meets ''close to everything'' convenience in the heart of Woodstock, NY.This 2.78-acre ridge-top retreat offers a seasonal stream below, plenty of flat usable land up top, and a landscape framed by a sweeping lawn, mature flower gardens, and wooded privacy.For the dreamers and doers: a dog kennel with fenced yard can keep its current

  Baris Demirel Serhant LLC

  1 Bellows Ln, Woodstock, NY 12498
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  /109

  $6,700,000

  • 3 Beds
  • 6 Baths
  • 2,417 Sq Ft

  125 Valley View Way, Lake Hill, NY 12448

  Welcome to Nature's Edge -- a Woodstock estate, where wilderness meets luxury. Perched at the end of a secluded private road, this modern mountain marvel offers unmatched privacy, serenity, and grandeur. Surrounded by natural woodscapes and native rock outcroppings, this 40 acre property sits adjacent to over 500 acres of forever wild NYC DEP land. The home itself, a Barry Price architectural

  Heidi Rothe Grist Mill Real Estate

  125 Valley View Way, Lake Hill, NY 12448
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  /27

  $300,000

  • 3 Beds
  • 1 Bath
  • 917 Sq Ft

  20 Overlook Dr, Woodstock, NY 12498

  Woodstock Ranch with Room to Make It Your OwnJust minutes from the heart of Woodstock, this single-level ranch combines charm, comfort, and exciting potential. The sunny living room flows to a cozy back sitting area, while three freshly painted bedrooms are ready for immediate enjoyment. The living area awaits your choice of flooring, and the kitchen offers the option to open a wall for

  Baris Demirel Serhant LLC

  20 Overlook Dr, Woodstock, NY 12498
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  /17

  $2,200,000

  • 8 Beds
  • 10 Baths

  20 Country Club Ln, Wood Stock, NY 12498

  A Rare Opportunity in the Heart of Woodstock. Own a remarkable piece of Woodstock history. Once the site of the Woodstock Lodgeand The Pinecrest, this storied property invites you to step back in time whileenvisioning its next chapter.Set on 6.5 acres of scenic land with a mix of cleared grounds, wooded trails, and aseasonal stream, this property offers a rare combination of

  Kathryn Johnson William Pitt Sothebys Int Rlty

  20 Country Club Ln, Wood Stock, NY 12498
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  /13

  $124,900

  • Land
  • 2.00 Acres
  • $62,450 per Acre

  5299 New York 212, Mount Tremper, NY 12457

  Two acres of land in the Catskill Mountain foothills with incredible views and close proximity to popular destinations like the Phoenicia Diner, Emerson Spa & Kaleidoscope, and Esopus creek swimming and nature trails - all just five minutes away. In just a 15 minute drive, you'll find the shopping, dining, and local arts scene of Woodstock or the Bellayre ski resort, among countless other

  Terence Lynch Century 21 New West

  5299 New York 212, Mount Tremper, NY 12457
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  /9

  $235,000

  • Land
  • 6 Acres
  • $42,727 per Acre

  5305 New York 212, Mount Tremper, NY 12457

  Amazingly private 5.5 acre parcel with rough driveway and clearing already created. Private and gated road right from route 212 thru gates to your property located in beautiful, secluded and pristine wood lands. Close to the Pines restaurant, the Emerson resort, the Phoenicia Diner and many other points of interest including Phoenicia, Woodstock and Kingston NY. Belleayre Ski Center is just 20

  Faye Storms Ruth Gale Realty

  5305 New York 212, Mount Tremper, NY 12457
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  /15

  $575,000

  • Land
  • 37 Acres
  • $15,541 per Acre

  00 Lauren Ct, Woodstock, NY 12498

  This spectacular 35+ acre property is a rare offering. Comprised of two separate lots with access points on both Lauren Ct and Church Rd - an open canvas for your boldest vision. Whether you're a developer seeking your next signature project or a homeowner dreaming of a private sanctuary, this land invites imagination and promises possibility.A harmonious blend of mature woodlands, sunlit

  Melissa Zoe Hirsch Coldwell Banker Village Green

  00 Lauren Ct, Woodstock, NY 12498
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  /24

  $540,000

  • 3 Beds
  • 1.5 Baths
  • 1,804 Sq Ft

  5 Violet Place, Woodstock, NY 12498

  Lovely 3-4 bedroom home located in a quiet, friendly neighborhood, just minutes from the shopping, dining, and arts in the village of Woodstock, and about 15 minutes to bustling Kingston and Saugerties. 12 minutes to Thruway, 15 minutes to Trailways bus in Kingston (5 minutes to Woodstock stop), 25 minutes to Rhinecliff Amtrak train station for car-free access to NYC. Upstairs you'll find 3

  Fawn Denue Keller Williams Hudson Valley

  5 Violet Place, Woodstock, NY 12498
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  /23

  $699,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,212 Sq Ft

  424 John Joy Rd, Woodstock, NY 12498

  This Woodstock beauty is set on 1.6 private acres on the very desirable John Joy Road. Step into the gracious entry and first notice the abundant light streaming into the spacious living room from the large picture windows. There is a fireplace for cozy evenings at home which can be enjoyed from either the living area or the large dining area which currently seats 8 with room to spare. The

  Richard Stoll Halter Associates Realty

  424 John Joy Rd, Woodstock, NY 12498
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  /62

  $649,000

  • 4 Beds
  • 2 Baths
  • 1,188 Sq Ft

  12 Arnold Dr, Woodstock, NY 12498

  Located on a quiet, country road is this meticulously maintained raised ranch home with ample privacy. Enjoy nature in the many sitting areas in this beautifully landscaped yard with charming bluestone walkway and walls, and lovely shade trees. Upon entering the house the inviting tiled foyer takes you up to the first floor where the first thing you'll notice are those beautiful well cared for

  Rodney Batista Howard Hanna Rand Realty

  12 Arnold Dr, Woodstock, NY 12498
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  /33

  $729,000

  • 2 Beds
  • 2 Baths
  • 1,565 Sq Ft

  28 Pine Grove St, Woodstock, NY 12498

  Nestled in the heart of the Village of Woodstock, this enchanting cottage awaits your arrival. Just a block from exquisite restaurants and vibrant shopping, it graces an oversized corner lot, providing a sense of space in its beautifully landscaped, fully fenced yard.With two generous bedrooms and two full bathrooms, the home invites you into an extended living area that radiates warmth

  Sheena Lepez Compass Greater New York, LLC

  28 Pine Grove St, Woodstock, NY 12498
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  /74

  $2,950,000

  • 3 Beds
  • 3 Baths
  • 2,608 Sq Ft

  235 California Quarry Rd, Woodstock, NY 12498

  Architect-Designed Modern Retreat with Unparalleled Views Over WoodstockPerched high above the town of Woodstock, this rare and exceptional home offers a front-row seat to breathtaking panoramic views that stretch from the mountains to the Ashokan Reservoir. Designed by noted architect Les Walker, this contemporary residence evokes the magic of living in a luxurious treehouse—where every

  Ellen Osgood Coldwell Banker Village Green

  235 California Quarry Rd, Woodstock, NY 12498
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  /12

  $1,168,250

  • Land
  • 38 Acres
  • $31,054 per Acre

  33 Mamoud Hills Rd, Woodstock, NY 12401

  The Grand Estate at Mamoud HillsA Singular Offering of 37.62 Private Acres in the Catskills' Most Prestigious Hidden EnclaveLegacy has a location. This is it.Now offered as a complete estate assemblage, this extraordinary 37.62-acre landholding within the exclusive Mamoud Hills enclave is a rare opportunity in the heart of the Catskills. Comprising several contiguous,

  Cameron Ashkarkhizani Serhant LLC

  33 Mamoud Hills Rd, Woodstock, NY 12401
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  /9

  $364,800

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

  40 Mamoud Hills Rd, Kingston, NY 12401

  Mamoud Hills: The Best-Kept Secret in the Catskills12.16 Acres of Elevated Potential in a Private Estate Community Minutes from WoodstockNot just land. Legacy.Tucked behind a gated, lamp-lit private road in the Catskills' most exclusive hideaway, this 12.16 acre estate parcel in Mamoud Hills is where architectural daydreams grow up and get built.Imagine: a long, tree-lined

  Cameron Ashkarkhizani Serhant LLC

  40 Mamoud Hills Rd, Kingston, NY 12401
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  /11

  $269,700

  • Land
  • 9 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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