Woodstock, NY Homes

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  $898,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  14 Old Forge Rd, Woodstock, NY 12498

  PROPERTY HIGHLIGHTS. Historic Meets Modern: Exquisitely renovated 1900 carriage house blending timeless charm with contemporary luxury. Layout: 2 bedrooms and 2 bathrooms. Exceptionally rare construction featuring Steel floor and ceiling joists with comprehensive Energy Efficient Upgrades throughout. INTERIOR FEATURESKITCHEN: Energy Efficient and dependable Bosch appliances. Custom

  Danielle Sevier Compass Greater NY, LLC

  14 Old Forge Rd, Woodstock, NY 12498
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  /27

  $650,000 Sold Jul 25, 2025

  30 Little Deer Rd, Mount Tremper, NY 12457

  • 1 Bed
  • 1 Bath
  • 1,350 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Below List Price
  • $481/SF
  • 43 Days On Market

  Current Estimated Value $635,065

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  30 Little Deer Rd, Mount Tremper, NY 12457
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  Est $591,179 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,322 Sq Ft

  203 Reynolds Rd, Woodstock, NY 12498

  203 Reynolds Rd, Woodstock, NY 12498
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  $569,000

  • 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
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  /41

  $737,000 Sold Sep 24, 2025

  1807 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 2,290 Sq Ft
  • Built 1903

  Last Sold Summary

  • 13% Above List Price
  • $322/SF
  • 21 Days On Market

  Current Estimated Value $736,105

  Last Listing Agent Melissa Mayes Serhant LLC

  1807 Glasco Turnpike, Woodstock, NY 12498
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  /30

  Est $696,334 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,147 Sq Ft

  7 Library Ln, Woodstock, NY 12498

  7 Library Ln, 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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  /39

  $700,000 Sold Oct 22, 2025

  194 Wittenberg Rd, Bearsville, NY 12409

  • 3 Beds
  • 2.5 Baths
  • 1,592 Sq Ft
  • Built 1850

  Last Sold Summary

  • 12% Below List Price
  • $440/SF
  • 116 Days On Market

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  194 Wittenberg Rd, Bearsville, NY 12409
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  /27

  Est $677,700 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,257 Sq Ft

  11 Library Ln, Woodstock, NY 12498

  11 Library Ln, Woodstock, NY 12498
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  /49

  $785,000

  • 4 Beds
  • 2.5 Baths
  • 2,034 Sq Ft

  90 Van Dale Rd, Woodstock, NY 12498

  Make your next transition an easy one in this move-in-ready Woodstock home, where timeless comfort meets sophisticated design. Recently updated and fully renovated—including a brand-new roof and a full-house water filtration system—the house is set on a large, level lot with expansive front and back yards, offering plenty of space to relax, entertain, and play. Just minutes from Woodstock’s

  Baris Demirel Serhant LLC

  90 Van Dale Rd, Woodstock, NY 12498
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  /40

  $889,000 Sold Mar 26, 2025

  31 Joy Ridge, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,268 Sq Ft
  • Built 1992

  Last Sold Summary

  • $392/SF
  • 37 Days On Market

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  31 Joy Ridge, Woodstock, NY 12498
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  /33

  Est $679,912 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  135 Orchard Ln N, Woodstock, NY 12498

  135 Orchard Ln N, Woodstock, NY 12498
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  $1,888,000

  • Land
  • 60.94 Acres
  • $30,981 per Acre

  TBD 60 Acre Zena Rd, Woodstock, NY 12498

  An incredible, rare opportunity in Woodstock.It has been very long time since a parcel of this magnitude has available for sale in Woodstock. This contiguous 60-acre property, consisting of two 30-acre lots, features rolling hills, stunning rock outcroppings, mountain views, and diverse mature trees, uniquely offering both beauty and potential. A privately built road, completed by the

  Baris Demirel Serhant LLC

  TBD 60 Acre Zena Rd, Woodstock, NY 12498
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  /17

  $455,000 Sold Sep 22, 2025

  16 Delisio Ln, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,181 Sq Ft
  • Built 1951

  Last Sold Summary

  • 14% Above List Price
  • $385/SF
  • 32 Days On Market

  Current Estimated Value $476,493

  Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  16 Delisio Ln, Woodstock, NY 12498
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  Est $603,125 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,278 Sq Ft

  8 Wolven Ln, Woodstock, NY 12498

  8 Wolven Ln, Woodstock, NY 12498
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  $1,195,000

  • 3 Beds
  • 4 Baths
  • 3,120 Sq Ft

  540 Mount Tobias Rd, Mount Tremper, NY 12457

  Step into the pages of Dwell magazine and immerse yourself in this architect-designed gem offering a harmonious blend of modern design and natural beauty. Feel a wave of calm wash over you, greeted by resplendent views, clean lines, and a wall of windows overlooking majestic mountain vistas. Modernists rejoice. Design aficionados delight. And nature enthusiasts revel. A minimalist aesthetic

  Alexander James Compass Greater NY, LLC

  540 Mount Tobias Rd, Mount Tremper, NY 12457
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  /38

  $550,000 Sold Mar 14, 2025

  617 Wittenberg Rd, Mount Tremper, NY 12457

  • 3 Beds
  • 2 Baths
  • 1,789 Sq Ft
  • Built 1928

  Last Sold Summary

  • 31% Below List Price
  • $307/SF
  • 178 Days On Market

  Current Estimated Value $592,010

  Last Listing Agent Danielle Marchisella The Kinderhook Group, Inc.

  617 Wittenberg Rd, Mount Tremper, NY 12457
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  /12

  Est $510,838 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft

  35 Orchard Ln, Woodstock, NY 12498

  35 Orchard Ln, Woodstock, NY 12498
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  $1,085,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,985 Sq Ft

  68 Cooper Hollow Rd, Bearsville, NY 12409

  Welcome to this very special Whimsical Storybook Contemporary, designed by Architect David Minch and built in 2004. Has been Meticulously maintained and ready for new owners to enjoy the tranquility and privacy this home has to offer. Home is situated at the end of a quiet road on 5.82 acres, 3 miles from the Village of Woodstock and close to Cooper Lake Reservoir. Three bedrooms, two full

  Nancy Berish BHHS Hudson Valley Properties

  68 Cooper Hollow Rd, Bearsville, NY 12409
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  $540,000 Sold Jan 15, 2025

  4062 New York 212, Lake Hill, NY 12448

  • 3 Beds
  • 3 Baths
  • 2,352 Sq Ft
  • Built 1945

  Last Sold Summary

  • 32% Below List Price
  • $230/SF
  • 150 Days On Market

  Last Listing Agent Harris Safier Compass Greater NY, LLC

  4062 New York 212, Lake Hill, NY 12448
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  /33

  Est $615,480 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,181 Sq Ft

  14 Orchard Ln, Woodstock, NY 12498

  14 Orchard Ln, Woodstock, NY 12498
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  $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

  Margaret Bellar The Catskill Dream Team

  132 Valley View Way, Woodstock, NY 12448
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  /56

  $549,000 Sold Sep 24, 2025

  680 Zena Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1950

  Last Sold Summary

  • 8% Below List Price
  • $406/SF
  • 110 Days On Market

  Current Estimated Value $552,453

  Last Listing Agent Benjamin Armento Coldwell Banker Village Green

  680 Zena Rd, Woodstock, NY 12498
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  Est $1,030,117 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,554 Sq Ft

  688 Zena Rd, Woodstock, NY 12498

  688 Zena Rd, Woodstock, NY 12498
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  $939,000

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  220 John Joy Rd, Wood Stock, NY 12498

  Tucked back from the road, with beautifully landscaped grounds, bluestone walls, and mature plantings, this 3-bedroom contemporary home offers privacy, abundant natural light, and versatile living space on 4 tranquil acres. The airy open floor plan features hardwood floors and effortless flow between the living, dining, and kitchen areas. A first-floor primary suite with en-suite bath provides

  Lisa Cooper Serhant LLC

  220 John Joy Rd, Wood Stock, NY 12498
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  $1,324,500 Sold Mar 06, 2025

  2626 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $678/SF
  • 79 Days On Market

  Current Estimated Value $1,381,193

  Last Listing Agent Hailey Kiesewetter Upstate Down

  2626 Glasco Turnpike, Woodstock, NY 12498
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  Est $2,785,608 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 4,050 Sq Ft

  90 Purdy Hollow Rd, Woodstock, NY 12498

  90 Purdy Hollow Rd, Woodstock, NY 12498
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  $249,000

  • Land
  • 10 Acres
  • $24,900 per Acre

  4912 New York 212, Willow, NY 12495

  Discover the opportunity to create your dream escape on this serene 10-acre parcel nestled in the quiet hamlet of Willow, NY. Tucked away in nature yet just a short drive from the vibrant village of Woodstock, this expansive property offers the perfect blend of privacy and proximity. Towering trees, dappled sunlight, and the calming sounds of nature create a peaceful setting for your future home,

  Richard Vizzini Corcoran Country Living

  4912 New York 212, Willow, NY 12495
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  $395,000 Sold Mar 17, 2025

  913 Wittenberg Rd, Mount Tremper, NY 12457

  • 2 Beds
  • 1 Bath
  • 957 Sq Ft
  • Built 1966

  Last Sold Summary

  • 21% Below List Price
  • $413/SF
  • 244 Days On Market

  Current Estimated Value $428,746

  Last Listing Agent Dennis Bressack Keller Williams Hudson Valley

  913 Wittenberg Rd, Mount Tremper, NY 12457
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  /35

  Est $863,766 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,707 Sq Ft

  52 Meher Cir, Woodstock, NY 12498

  52 Meher Cir, Woodstock, NY 12498
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  $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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  $1,050,000 Sold Sep 12, 2025

  76-78 Mid Mountain Way, Woodstock, NY 12498

  • 2 Beds
  • 1.5 Baths
  • 1,673 Sq Ft
  • Built 1915

  Last Sold Summary

  • $628/SF
  • 34 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  76-78 Mid Mountain Way, Woodstock, NY 12498
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  Est $1,140,131 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,527 Sq Ft

  9 Fox Hollow Rd, Woodstock, NY 12498

  9 Fox Hollow Rd, Woodstock, NY 12498
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  $1,195,000 Pending

  • 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

  12 Tinker St, Woodstock, NY 12498
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  /64

  $1,290,000 Sold Dec 05, 2025

  67 Cricket Ridge, Bearsville, NY 12409

  • 3 Beds
  • 2.5 Baths
  • 2,066 Sq Ft
  • Built 2009

  Last Sold Summary

  • 32% Below List Price
  • $624/SF
  • 64 Days On Market

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  67 Cricket Ridge, Bearsville, NY 12409
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  Est $733,262 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,713 Sq Ft

  229 Chestnut Hill Rd, Woodstock, NY 12498

  229 Chestnut Hill Rd, Woodstock, NY 12498
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  $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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  /51

  $997,000 Sold Feb 05, 2025

  249 Cooper Lake Rd, Bearsville, NY 12409

  • 3 Beds
  • 3.5 Baths
  • 2,100 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Above List Price
  • $475/SF
  • 37 Days On Market

  Current Estimated Value $1,071,419

  Last Listing Agent Melissa Zoe Hirsch Coldwell Banker Village Green

  249 Cooper Lake Rd, Bearsville, NY 12409
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  /30

  Est $1,233,758 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,150 Sq Ft

  10 Raybrook Dr, Woodstock, NY 12498

  10 Raybrook Dr, Woodstock, NY 12498
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  $625,000 Pending

  • 2 Beds
  • 1 Bath
  • 602 Sq Ft

  36 Cross Patch Rd, Willow, NY 12495

  This sale includes not only the fully restored Cross Patch Cabin but also a separate nearly two-acre stream-front buildable lot combined with over 400 feet of frontage - an opportunity rarely found at this price point. Together, the two wooded parcels total almost four acres and offer privacy, flexibility, and investment potential: keep the existing cabin as your hideaway and build a second home

  Jessica Brasseur Houlihan Lawrence Millbrook Of

  36 Cross Patch Rd, Willow, NY 12495

Showing Results 161 - 200, Page 5 of 18