Newest Homes for Sale in Woodstock, NY

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  /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
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• 

  

  

  /34

  $539,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,265 Sq Ft

  110 Cottontail Ln, Woodstock, NY 12498

  Tucked away at the end of a quiet cul-de-sac in Woodstock, and set against a backdrop of woods, a gentle stream and mountain views, this well-maintained two-family home offers flexibility and income potential. The main residence features a welcoming living room, an eat-in kitchen, and a convenient half bath on the first floor. Upstairs, three bedrooms and a full bath provide a functional and

  Sally Sprogis Four Seasons Sothebys Intl

  110 Cottontail Ln, Woodstock, NY 12498
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  /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
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  /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
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  /7

  $495,000

  • Land
  • 15 Acres
  • $33,000 per Acre

  256 MacDaniel Rd, Bearsville, NY 12409

  Rare opportunity to create your dream home on a magical piece of property! Private/ quiet road, yet minutes from the center of the town of Woodstock, with all it has to offer! Potential majestic mountain views, with clearing. A dirt road leading up to the property is already in place. This 15 acre parcel of land is located on one of the Woodstock area's most coveted roads. The Karma Triyana

  Corinne Gervai Coldwell Banker Village Green

  256 MacDaniel Rd, Bearsville, NY 12409
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  /48

  $729,000

  • 1 Bed
  • 2 Baths
  • 1,128 Sq Ft

  14 Lions Way, Shady, NY 12409

  The essence of Woodstock; the artists, the poets, the musicians and the creatives who have gravitated to the beautiful, iconic Catskill Mountain town, no-one embodies the original spirit of Woodstock more than local artist and environmentalist Calvin Grimm. Every home tells a story. This hand built 1 Bd/ 2 Ba with additional flex room and art studio tucked away on 2 private acres on a dead end

  Johanna Trimboli Halter Associates Realty

  14 Lions Way, Shady, NY 12409
• 

  

  /31

  $699,000

  Open Sun 11AM - 1PM $51K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,718 Sq Ft

  170 MacDaniel Rd, Bearsville, NY 12409

  You won't believe the welcoming energy in this house, just 10 minutes from the center of Woodstock. Light pours in from all sides of this quintessential raised ranch off a scenic road and on a beautifully paved private driveway. Offers open-plan living space with sliders to a large deck, perfect for alfresco dining or watching the sun set over the Catskills. Come and check out the idyllic views.

  Judy Steinfeld Halter Associates Realty

  170 MacDaniel Rd, Bearsville, NY 12409
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  /41

  $840,000

  $55K 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
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  /25

  $535,000

  $14K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,191 Sq Ft

  208 Tinker St, Woodstock, NY 12498

  TURNKEY WOODSTOCK COTTAGE. A deep violet front door opens to a rustic ''mudroom'' with a bluestone floor and a closet for your outdoor gear. The kitchen, with its Liebherr and Bosch appliances, custom cabinetry with pantry, stylish lighting fixtures, radiant heat, beamed ceiling with a skylight - leads into a light-filled Living/Dining/Den space with original wide-plank wood floors, ceiling fan

  Marilyn Heir BHHS HUDSON VALLEY PROP-WDST

  208 Tinker St, Woodstock, NY 12498
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  /31

  $335,000

  • 3 Beds
  • 1 Bath
  • 1,272 Sq Ft

  42 Dixon Ave, Woodstock, NY 12498

  Situated on a large level lot and a quiet road near the heart of town. Some recent updates and fresh paint make this 4 brdm ranch home a terrific find in today's market. A covered porch in the front and rear allow for convenient outdoor entertainment. There is also plenty of off street parking and a detached shed for additional storage. Central location just minutes to Woodstock's vibrant music

  Rodney Batista Howard Hanna Rand Realty

  42 Dixon Ave, Woodstock, NY 12498
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  /33

  $799,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,584 Sq Ft

  1 Stone Ridge Ct, Woodstock, NY 12498

  Tucked into a quiet cul-de-sac, this spacious 4-bedroom, 2.5-bath Colonial features a gorgeous in-ground swimming pool surrounded by mature plantings. With a comfortable, easy flow, a welcoming foyer opens to a bright main level that connects the living room, dining area, and updated kitchen.The kitchen is equipped with granite countertops and stainless-steel appliances, while the bathrooms

  Susanna Scott-Mitchell Compass Greater NY, LLC

  1 Stone Ridge Ct, Woodstock, NY 12498
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  /49

  $1,749,000

  $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
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  /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
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  /40

  $825,000

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

  97 John Joy Rd, Woodstock, NY 12498

  Set beside one of Woodstock's most treasured and enduring landscapes, this quintessential Woodstock property unfolds along the edge of the Thorn Preserve--a protected 60-acre expanse celebrated for its sweeping open grasslands, riparian forest, ponds, and the most artist-captured views of Overlook Mountain. Even more remarkable, this landscape is permanently conserved, ensuring that the

  Richard Vizzini Corcoran Country Living

  97 John Joy Rd, Woodstock, NY 12498
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  /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
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  /10

  $158,000

  $10K PRICE DROP

  • Land
  • 2.1 Acres
  • $75,238 per Acre

  00 Whites Ln, Woodstock, NY 12498

  PRICE REDUCEDPrime location offering both privacy and proximity to the heart of Woodstock Village. Although the parcel's address is Whites Lane it is a fully wooded lot fronting Playhouse Lane Extension, a private and secluded road starting at the junction of Whites Lane and Playhouse. This setting is ideal for building your dream home while enjoying the convenience of walking to the Village.

  Daniel Hauspurg Potter Realty

  00 Whites Ln, Woodstock, NY 12498
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  /17

  $1,995,000

  • 8 Beds
  • 10 Baths
  • 12,393 Sq Ft

  20 Country Club Ln, Wood Stock, NY 12498

  Experience the legacy of Woodstock through this extraordinary historic offering. Once home to the iconic Woodstock Lodge and The Pinecrest, this storied 6.5-acre property offers a unique opportunity to reimagine a legacy estate in one of the Hudson Valley's most sought-after destinations. Set on scenic, gently rolling land with a blend of open clearings, wooded trails, and a seasonal stream, the

  Kathryn Johnson William Pitt Sothebys Int Rlty

  20 Country Club Ln, Wood Stock, NY 12498
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  /50

  $1,599,999

  $99K PRICE DROP

  • 8 Beds
  • 5.5 Baths
  • 4,648 Sq Ft

  2320 Glasco Turnpike, Woodstock, NY 12498

  Welcome to The Waterfall House, a truly rare offering nestled in the heart of Woodstock Proper, where nature, creativity, and privacy converge in the most enchanting way. Being offered for the first time, this storied 3,023 sq ft brick colonial is more than a home; it’s an experience, a retreat, and an open canvas for your vision to unfold. Set on nearly 12 acres of lush, mature landscape, the

  Leigh Wagner-Quintana KW Hudson Valley North

  2320 Glasco Turnpike, Woodstock, NY 12498
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  /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
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  /10

  $425,000

  • Land
  • 22,215 Sq Ft
  • $833,333 per Acre

  1104 New York 28, Kingston, NY 12401

  Prime 0.51-acre corner commercial property in the heart of Woodstock, ideally situated between New York State Route 28 and Zena Road. This highly visible location offers steady traffic flow, excellent access, and strong exposure for a variety of business uses. The parcel is improved with a well, electricity connected to the existing structure, and two septic systems—providing valuable

  Greg Berardi Berardi Realty

  1104 New York 28, Kingston, NY 12401
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  /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
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  /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
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  /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
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  /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
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  /61

  $730,000

  $45K 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
• 

  

  /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
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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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  /32

  $799,000

  Open Sun 12PM - 2PM $100K PRICE INCREASE

  • 4 Beds
  • 2.5 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 wood panels and a huge plate glass window where the unsightly bay window used to be.

  Richard Stoll Halter Associates Realty Inc

  5 Lazy Brook Ln, Woodstock, NY 12498
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  /39

  $775,000

  • 3 Beds
  • 2 Baths
  • 1,466 Sq Ft

  31 Pond Park Rd, Woodstock, NY 12498

  Woodstock Condo at Maverick Knolls Discover an exceptional opportunity to own a single-level corner condo in the desirable Maverick Knolls community of Woodstock, NY. This bright and airy residence combines convenience, modern updates, and the natural beauty of the Catskills, making it ideal for year-round living or as a low-maintenance retreat. The home has been refreshed with all new appliances

  Frank Lumia Frank Lumia Real Estate Plus

  31 Pond Park 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
• 

  

  /11

  $435,000

  $64K PRICE DROP

  • Land
  • 15.23 Acres
  • $28,562 per Acre

  Tbd Wardwell Ln, Woodstock, NY 12498

  A rarely available large, 15+ acre parcel in Woodstock -- less than a mile from the center of town! Completely private yet moments away from restaurants, music venues, shops, golf course and hiking. A mixture of mature deciduous and conifer trees offer a forest haven, with level land, rock features and an elevated knoll building site, ready for your next chapter.Much of the heavy lifting has

  Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

  Tbd Wardwell Ln, Woodstock, NY 12498
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  /50

  $1,149,000

  $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
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  /14

  $395,000

  $45K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 841 Sq Ft

  57 Ohayo Mountain Rd, Woodstock, NY 12498

  CHARMING WOODSTOCK VILLAGE COTTAGE - NEW ROOF AND GUTTERS NOW INCLUDED! Here's your chance to own an authentic Woodstock retreat in the heart of the Hudson Valley's most coveted small town.Just moments from the village center, this cozy, character-filled cottage offers the perfect blend of vintage charm and everyday comfort. The one-bedroom, one-bath layout is thoughtfully expanded by a

  Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

  57 Ohayo Mountain Rd, Woodstock, NY 12498
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  /18

  $799,000

  $99K PRICE DROP

  • Land
  • 27.19 Acres
  • $29,386 per Acre

  TBD MacDaniel Rd, Bearsville, NY 12409

  Pollinator's Pathway in Woodstock Discover 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 ~.5-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 views

  Genevieve Geaney Compass Greater New York, LLC

  TBD MacDaniel Rd, Bearsville, NY 12409
• 

  

  /60

  $4,900,000

  $2M PRICE DROP

  • 3 Beds
  • 6 Baths
  • 4,688 Sq Ft

  125 Valley View Way, Lake Hill, NY 12448

  Perched at the end of a secluded private road in Woodstock, NY, is where you will find, ''Nature's Edge''. Designed by renowned architect, Barry Price. Estimated to have cost nearly 11 million to complete the project, this modern mountain masterpiece sits on over 40 acres offering unmatched privacy, serenity, and connection to nature at a bargain well under market value. It's no surprise that the

  Heidi Rothe Grist Mill Real Estate

  125 Valley View Way, Lake Hill, NY 12448
• 

  

  /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
• 

  

  /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
• 

  

  /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

Showing Results 41 - 78, Page 2 of 2