74

Woodstock, NY Homes for Sale

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  • /19

    $859,000

    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft

    2323 Glasco Turnpike, Woodstock, NY 12498

    A rare Byrdcliffe Colony offering, this 1911 Woodstock artist home sits just off Lower Byrdcliffe Road on a private half-acre of garden, lawn, patio, and woods. Rich with history and creative spirit, the original structure features the classic north-facing artist's window designed for painter's light, along with original beams and woodwork that speak to the home's early 20th-century

    Mark Kanter BHHS HUDSON VALLEY PROP-WDST

    2323 Glasco Turnpike, Woodstock, NY 12498
  • /30

    $898,000

    $81K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    14 Old Forge Rd, Woodstock, NY 12498

    PROPERTY HIGHLIGHTS. Big ''Tiny House'': Designed for people who love Small Efficient Spaces, by the Water, with Mountain Views, enjoy living ''uncarred'', in the most Central Location in Woodstock. Layout: 2 bedrooms and 2 bathrooms. Exceptionally rare Climate Resilient Construction featuring Steel floor and ceiling joists with comprehensive Energy Efficient Upgrades throughout. INTERIOR

    Danielle Sevier Compass Greater NY, LLC

    14 Old Forge Rd, Woodstock, NY 12498
  • /55

    $850,000

    Open Sat 11AM - 2PM Coming Soon
    • 2 Beds
    • 3.5 Baths
    • 3,256 Sq Ft

    95 W Saugerties Woodstock Rd, Woodstock, NY 12498

    An Energy-efficient home!Driven by a 13W solar array, airtight insulation and smart power management ,this south facing home offsets all current electrical usage with an energy-positive footprint. Included is an EV charging station used for 2 cars. Discover this Woodstock home which offers privacy and convenience. This rare property sits nestled at the end of a long, winding driveway,

    Carol Spirig Halter Associates Realty

    95 W Saugerties Woodstock Rd, Woodstock, NY 12498
  • /33

    $569,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    328 John Joy Rd, Woodstock, NY 12498

    Nearly Six Lush, Scenic And Private Acres Located Eight Minutes From The Heart Of Woodstock! This Home Features Two / Possibly Three Bedrooms And Two Full Baths. Meticulously Maintained! Enjoy Sunrises Or Sunsets From The Wrap Around Deck. Relax And Take In All Of The Tranquility While Sitting Stream Side Or Enjoy The Changing Of The Leaves During The Beautiful Fall Season While Sipping Hot Cocoa

    Michael Alpert Daniel Gale Sothebys Intl Rlty

    328 John Joy Rd, Woodstock, NY 12498
  • /42

    $849,000

    $146K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,316 Sq Ft

    5 Maverick Terrace, Woodstock, NY 12498

    Tucked away on a peaceful, wooded lane, this inviting home offers the perfect blend of privacy, space, and convenience- just minutes to the heart of Woodstock. Inside, the home opens to an expansive living room anchored by a beautiful brick fireplace, creating a warm and inviting centerpiece for gatherings or quiet evenings. This oversized space includes a full bathroom and flows effortlessly to

    Dominique Musialkiewicz Howard Hanna Rand Realty

    5 Maverick Terrace, Woodstock, NY 12498
  • /38

    $1,475,000

    • Land
    • 25.38 Acres
    • $58,117 per Acre

    132 Valley View Way, Woodstock, NY 12448

    The Ledges at Valley View High above the Beaverkill River, where the Catskills unfold in a sweep of peaks and light, lies The Ledges at Valley View - a design-ready estate site where modern architecture meets the mountain. Sited on more than 25 private acres, this south-facing ridgeline property captures cinematic views of Twin, Indian Head, Overlook, and Mount Guardian. The land adjoins more

    Margaret Bellar The Catskill Dream Team

    132 Valley View Way, Woodstock, NY 12448
  • /61

    $760,000

    $15K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,410 Sq Ft

    15 Lake View Dr, Lake Hill, NY 12448

    Own this stunning, architect-designed contemporary home in Woodstock, NY. Professionally decorated and thoughtfully crafted with passive solar principles, this energy-efficient residence seamlessly blends modern design with its natural surroundings. Set just across the road from the famous Cooper Lake, the home is nestled in a beautiful, 3 acre wooded setting—private yet not isolated—surrounded

    Mackenzie Grate The Machree Group, LLC

    15 Lake View Dr, Lake Hill, NY 12448
  • /12

    $380,000

    • 2 Beds
    • 1 Bath
    • 896 Sq Ft

    Unlisted Address

    Welcome to this spacious and beautifully maintained 2-bedroom condominium located in the highly desirable Melrose section of the Bronx. Situated within the private and gated Melrose Court Condominium community, this charming residence offers the perfect blend of comfort, convenience, and value. This inviting unit features two oversized king-size bedrooms, a bright Eat-In-Kitchen, a spacious

    Christopher Webb Keller Williams NYC

    Unlisted Address
  • /70

    $3,600,000

    • 4 Beds
    • 4 Baths
    • 5,272 Sq Ft

    306 Meads Mountain Rd, Woodstock, NY 12498

    Inside Swoop House there is a versatile floor plan that includes four en suite bedrooms, one an attached guest suite, and two two-story great rooms, one of which was designed as a professional art studio. Designed by FT Architecture & Interiors and inspired by the Diller Scofidio Slow House, two non-parallel curved walls and sloping ceilings create a graceful series of shapes. This singular

    Kimberly Cantine Halter Associates Realty

    306 Meads Mountain Rd, Woodstock, NY 12498
  • /43

    $1,149,000

    Open Sat 10AM - 12PM $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,378 Sq Ft

    3207-3209 New York 212, Bearsville, NY 12409

    Enchanting Woodstock Compound with a Craftsman Home, Cottage, and Historic Barn. 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, featuring a

    Michelle Bergkamp William Pitt Sotheby's Interna

    3207-3209 New York 212, Bearsville, NY 12409
  • /31

    $2,300,000

    $200K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 2,978 Sq Ft

    177 Tinker St, Woodstock, NY 12498

    Fall in love with this artfully reimagined and expanded 1930 farmhouse, privately set on a gentle hill just moments from the heart of Woodstock. Rich in history and character, this special home was once owned by Michael Lang, the legendary founder of the 1969 Woodstock Festival—adding a rare and meaningful connection to the town's iconic past.Thoughtfully renovated, the home offers a

    Joan Capria Four Seasons Sotheby's Int'l R

    177 Tinker St, Woodstock, NY 12498
  • /29

    $2,500,000

    • 5 Beds
    • 4.5 Baths
    • 2,978 Sq Ft

    177 Tinker St, Woodstock, NY 12498

    In the heart of Woodstock, this extraordinary 12+ acre Woodstock estate offers a rare blend of privacy, natural beauty, and village convenience. The property has a huge meadow/field in back and front offering peaceful pastoral views & potential. Bordering & with direct access to 76 acres of protected Comeau Park, the property invites you to explore miles of woodland trails, open meadows, the

    Joan Capria Four Seasons Sotheby's Int'l R

    177 Tinker St, Woodstock, NY 12498
  • /44

    $749,000

    • 2 Beds
    • 2 Baths
    • 2,355 Sq Ft

    11 Nordic Dr, Woodstock, NY 12498

    Welcome to this distinctive Woodstock retreat, a home shaped by the creativity and vision of the artists who have called it their own since 2001. Originally built in 1937, this charming mountaintop home has evolved over the years through thoughtful additions, including an impressive upper-level studio with a separate entrance, plus a vaulted deck overlooking the property's picturesque grounds.

    Lisa Halter Halter Associates Realty

    11 Nordic Dr, Woodstock, NY 12498
  • /29

    $1,499,900

    • 3 Beds
    • 4 Baths
    • 3,330 Sq Ft

    106 Mountain Laurel Ln, Woodstock, NY 12498

    Architectural. Artistic. Entirely unforgettable.Tucked away on 1.73 private acres just moments from Tinker Street in Woodstock, this one-of-a-kind residence feels like something pulled straight from the pages of a design magazine. Blending a Frank Lloyd Wright–inspired contemporary addition with an original Buckminster Fuller–style geodesic dome, the home is equal parts sculpture, sanctuary,

    Ashley Olson Minard eXp Realty

    106 Mountain Laurel Ln, Woodstock, NY 12498
  • /6

    $184,900

    $40K PRICE DROP
    • 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
  • /35

    $1,200,000

    • Land
    • 74.16 Acres
    • $16,181 per Acre

    626 Wittenberg Rd, Bearsville, NY 12409

    Magnificent 8+ acre meadow across from Cold Brook Road PLUS 66 acres of beautiful rolling property with two streams and magical wet and dry areas in the woods. Possible single Estate property or subdivide into several parcels. Access from Wittenberg Road and views nestled in the Wittenberg Valley just past where the roads to Glenford, Mt. Tremper and Bearsville meet. Property has access on

    Robert Stang LIVEARTHCO CONSULTING LLC

    626 Wittenberg Rd, Bearsville, NY 12409
  • /51

    $895,000

    • Land
    • 13.98 Acres
    • $64,020 per Acre

    0 Yerry Hill Rd, Woodstock, NY 12498

    Tucked away just minutes from the heart of Woodstock, this exceptional 14-acre parcel offers a rare opportunity to create something truly special in one of the Hudson Valley's most sought-after locations. Surrounded by mature woods and natural beauty, the property features the serene Little Beaver Kill winding through the land along with seasonal mountain views from the upper elevation, creating

    Eliana Amodio Amodio Real Estate & Prop

    0 Yerry Hill Rd, Woodstock, NY 12498
  • /7

    $119,000

    • Land
    • 25,264 Sq Ft
    • $205,172 per Acre

    5485 New York 212, Mount Tremper, NY 12457

    CAUTION! The garage on the property has previously caught fire. DO NOT ENTER THE GARAGE Prime Catskills Land Listing - HB Commercial/Residential Zoning Perfectly positioned in the heart of the Catskills, this 1⁄2+ acre parcel offers dream-worthy mountain views and unbeatable access to the region's most sought-afteroutdoor attractions. Whether you're planning a commercial venture, a weekend

    Stephanie Berryann United Real Estate HV Edge

    5485 New York 212, Mount Tremper, NY 12457
  • /37

    $1,450,000

    • 3 Beds
    • 2.5 Baths
    • 2,613 Sq Ft

    19 Blues Quarry, Woodstock, NY 12498

    Tucked away on 17 acres just five minutes from the heart of Woodstock, this exceptional property offers complete privacy, beautiful natural surroundings, and convenient access to town. A long approach through mature woods and historic stone walls sets the tone — serene, private, and worlds away from everyday life. Designed with character and craftsmanship, the home features soaring ceilings, rich

    Baris Demirel Serhant LLC

    19 Blues Quarry, Woodstock, NY 12498
  • /34

    $4,000,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,750 Sq Ft

    2 Stonecreek Rd, Woodstock, NY 12498

    Stonecreek is a one-of-a-kind newly constructed turnkey furnished designer residence conceived and designed with Dichotomy Interiors, brought to life through a collaboration rooted in design, craftsmanship, and a deep connection to the surrounding landscape, set on 8.3 private acres within 101 acres of protected conservation land just five minutes from Tinker Street in Woodstock. This fully

    Sheena Lepez Compass Greater NY, LLC

    2 Stonecreek Rd, Woodstock, NY 12498
  • /41

    $850,000

    $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft

    168 Cooper Lake Rd, Bearsville, NY 12409

    Set on one of Woodstock's most coveted country roads, this classic home offers the rare combination of timeless charm, privacy, and an exceptional location. Just moments from the heart of Woodstock, yet quietly removed, Cooper Lake Road is known for its scenic beauty, peaceful surroundings, and idyllic walks to nearby Cooper Lake. Originally built in 1940 and renovated over the years, this

    Melissa Mayes Serhant LLC

    168 Cooper Lake Rd, Bearsville, NY 12409
  • /56

    $4,250,000

    • 7 Beds
    • 4 Baths
    • 3,948 Sq Ft

    21-23 Library Ln, Woodstock, NY 12498

    Library Lane is a historically significant compound on a quiet road in the heart of Woodstock, where a thoughtfully designed stone house and a sprawling, light-filled guest cottage sit nestled amidst a uniquely lush, abundant landscape. The History:Built by the iconic Woodstock artist Paul Arndt in the 1920s as his home (the stone house) and his sprawling art studio (the cottage), this

    Raj Kumar Four Seasons Sotheby's Int.

    21-23 Library Ln, Woodstock, NY 12498
  • /64

    $665,000

    • 4 Beds
    • 3 Baths
    • 1,716 Sq Ft

    7 Arnold Dr, Woodstock, NY 12498

    Perfectly positioned on a beautiful block, perched on a hill with a lush, private yard, this 4-bedroom, 3-bath home is move-in ready, impeccably maintained, and equally suited as a full-time residence or a Hudson Valley/Catskills retreat. The mailing address is Woodstock, but the home is assessed in the Town of Hurley, bringing with it the favorable lower tax rate and municipal services.

    Peter Horowitz Four Seasons Sotheby's Int'l R

    7 Arnold Dr, Woodstock, NY 12498
  • /32

    $1,995,000

    $300K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 4,331 Sq Ft

    2465 Glasco Turnpike, Woodstock, NY 12498

    Rare investment opportunity in Woodstock: a collection of five unique cottages on six wooded acres located just minutes from the Village's vibrant shops, dining, and nightlife. Each home boasts a distinct personality and peaceful forest views, and all five have been successfully rented with a combination of short- and long-term tenants. Possibilities include renting all five cottages or living in

    Lillian Kology Halter Associates Realty

    2465 Glasco Turnpike, Woodstock, NY 12498
  • /31

    $799,000

    Open Sun 11AM - 2PM
    • 4 Beds
    • 3 Baths
    • 2,480 Sq Ft

    5 Lazy Brook Ln, Woodstock, NY 12498

    NEW NEW NEW! If you thought you have seen 5 Lazy Brook Lane, think again! This home is owned by a renowned architect and he has done a complete redesign! Mood, space, and finishes combine to create the ideal modern ranch. Coming to this 4 bedroom 3 bath home, you will first notice the new facade with white washed pine and a huge plate glass window where the unsightly bay window used to be. Now

    Richard Stoll Halter Associates Realty

    5 Lazy Brook Ln, Woodstock, NY 12498
  • /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
  • /50

    $2,375,000

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

    235 California Quarry Rd, Woodstock, NY 12498

    Architect-Designed Modern Retreat with Unparalleled Views Over Woodstock! Perched 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 room

    Ellen Osgood Coldwell Banker Village Green

    235 California Quarry Rd, Woodstock, NY 12498
  • /23

    $600,000

    $150K PRICE DROP
    • Land
    • 5.45 Acres
    • $110,092 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
  • /26

    $349,000

    • Land
    • 3 Acres
    • $116,333 per Acre

    547 Glenford Wittenberg Rd, Bearsville, NY 12409

    Three acres available on Yankee Town Pond in Bearsville. Convenient to Woodstock yet only 15 minutes to the NYS Thruway. Minutes to the Ulster County Rail Trail w hiking and biking all at your fingertips. Love to fish? This is perfect. This lot is being subdivided from a larger parcel and will be a buildable lot with engineered plans for the house. The taxes and assessment reflect the entire

    Siobhan Scanlan Win Morrison Realty-K

    547 Glenford Wittenberg Rd, Bearsville, NY 12409
  • /20

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,033 Sq Ft

    92 Whichtree Rd, Woodstock, NY 12498

    Open house this Sunday, 4/19 from 12-3pm. Refreshments will be served! Here is that very affordable, cute little three bedroom, one and a half bath Mid Century ranch in Woodstock that you have been waiting for! A Matterport walk through is available in videos. The semi-private lot is 1.2 level acres of beautifully groomed green areas, and a fully fenced large rear yard with cobblestone walls.

    William Chris St. John Win Morrison Realty

    92 Whichtree Rd, Woodstock, NY 12498
  • /44

    $1,200,000

    • 4 Beds
    • 4 Baths
    • 3,172 Sq Ft

    5 Downer Ln, Woodstock, NY 12498

    Set on six bucolic acres along one of Woodstock's most scenic country roads, this extraordinary barn residence captures sweeping views of Overlook Mountain, the timeless beauty of the Hudson Valley landscape, and the quiet rhythm of a true farm setting.Reimagined from a historic 19th-century barn that was carefully disassembled and relocated from farther north, the home is a remarkable

    Baris Demirel Serhant LLC

    5 Downer Ln, Woodstock, NY 12498
  • /52

    $849,000

    $50K PRICE DROP
    • 3 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
  • /46

    $1,749,000

    Open Sun 12PM - 2PM $51K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 3,870 Sq Ft

    21 Ori's View Dr, Saugerties, NY 12477

    This dramatic custom home with panoramic Overlook and Berkshire mountain views is located at the end of a long private drive. Enter through lighted stone pillars and past the pond to this light-filled, eco-friendly retreat. There are dramatic mountain views from almost every room. You'll be impressed by the double height, beamed great room with wide picture windows overlooking the mountains on

    Lisa Halter Halter Associates Realty

    21 Ori's View Dr, Saugerties, NY 12477
  • /62

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,240 Sq Ft

    44 Max's Place, West Hurley, NY 12491

    Tucked away on a quiet West Hurley cul-de-sac, this well maintained 4-bedroom, 3-bathroom home offers the perfect blend of peaceful privacy and commuter convenience to Woodstock and Kingston. The upper level features a open floor plan anchored by a spacious living room with cathedral ceilings and wooden beams and a fireplace. The space flows seamlessly into the dining area which opens directly

    Joan Hagedorn Hagedorn Realty

    44 Max's Place, West Hurley, NY 12491

Showing Results 41 - 74, Page 2 of 2

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