Woodstock, NY Homes

• 

  

  

  /33

  $799,000

  $50K PRICE DROP

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

  1 Stone Ridge Ct, Woodstock, NY 12498

  Tucked away on a quiet cul-de-sac, this inviting Woodstock-area Colonial offers the perfect blend of comfort and privacy. Set on beautifully landscaped grounds, the property's centerpiece is a stunning 18' x 36' heated in-ground pool surrounded by mature plantings, bluestone decking, and a fully fenced backyard.Inside, the home offers a comfortable, easy-flowing layout with a welcoming foyer

  Susanna Scott-Mitchell Compass Greater NY, LLC

  1 Stone Ridge Ct, Woodstock, NY 12498
• 

  

  

  /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 $573,959

  Last Listing Agent Benjamin Armento Coldwell Banker Village Green

  680 Zena Rd, Woodstock, NY 12498
• 

  

  

  /28

  Est $468,387

  Not Listed For Sale

  9 Pine Grove St, Woodstock, NY 12498

  • 2 Beds
  • 1.5 Baths
  • 1,795 Sq Ft
  • Built 1913

  9 Pine Grove St, Woodstock, NY 12498

  Last Sold Summary

  • 499 Days On Market

  Last Listing Agent Peter Cantine Halter Associates Realty
• 

  

  

  /60

  $3,800,000

  $3M PRICE DROP Under Contract

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

  125 Valley View Way, Lake Hill, NY 12448

  NEW PRICE. 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

  Heidi Rothe Grist Mill Real Estate

  125 Valley View Way, Lake Hill, NY 12448
• 

  

  

  /30

  $450,000

  Sold Feb 03, 2026

  29 Yerry Hill Rd, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 894 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Below List Price
  • $503/SF
  • 74 Days On Market

  Current Estimated Value $456,262

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  29 Yerry Hill Rd, Woodstock, NY 12498
• 

  

  /29

  Est $762,239

  Not Listed For Sale

  2 Evergreen Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1958

  2 Evergreen Ln, Woodstock, NY 12498

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST
• 

  

  /14

  $2,175,000

  • 9 Beds
  • 5 Baths
  • 4,000 Sq Ft

  589-595 Plank Rd, Mount Tremper, NY 12457

  Legendary Estate & Compound on the Esopus Creek. **A Historic Masterpiece with a Superhero Pedigree** Steeped in history and once owned by **George Reeves**, the iconic star of the 1950s *Superman*, this meticulously renovated 1870s farmhouse compound offers a lifestyle of unparalleled versatility. Spanning **5+ park-like acres** with direct **Esopus Creek water frontage**, this sprawling estate

  Derek Greene Greene Realty Group

  589-595 Plank Rd, Mount Tremper, NY 12457
• 

  

  /51

  $1,450,000

  Sold Feb 11, 2026

  128 Newcut Rd, Bearsville, NY 12409

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft
  • Built 1980

  Last Sold Summary

  • 17% Below List Price
  • $947/SF
  • 123 Days On Market

  Current Estimated Value $1,468,525

  Last Listing Agent Heidi Maloney Four Seasons Sotheby's Int'l R

  128 Newcut Rd, Bearsville, NY 12409
• 

  Est $620,034

  Not Listed For Sale

  36 Playhouse Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • Built 1961

  36 Playhouse Ln, Woodstock, NY 12498

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Frank Tangredi Frank Tangredi Realty Company
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  /52

  $1,275,000

  Pending

  • 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
• 

  

  /52

  $1,240,000

  Sold Apr 24, 2026

  66 Plochmann Ln, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 2021

  Last Sold Summary

  • 7% Below List Price
  • $795/SF
  • 151 Days On Market

  Current Estimated Value $968,904

  Last Listing Agent Mercedes Ross Coldwell Banker Village Green

  66 Plochmann Ln, Woodstock, NY 12498
• 

  

  /18

  Est $749,161

  Not Listed For Sale

  67 Mill Hill Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 2,028 Sq Ft
  • Built 1800

  67 Mill Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 76 Days On Market

  Last Listing Agent Barbara Ellman BHHS HUDSON VALLEY PROP-WDST
• 

  

  /91

  $795,000

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

  4868 State Route 212, Willow, NY 12495

  Income Opportunity! This residential property includes a transferable short-term rental license, excellent investment and income-producing potential. Beautifully renovated and thoughtfully updated with numerous high-end upgrades, see below, this versatile 4-5 bedroom, 3-full bath home sits on 3.6 private acres with breathtaking views of Ohayo Mountain, Mount Guardian, Mount Tremper, and Panther

  Ruti kabel Keller Williams Realty HV Nort

  4868 State Route 212, Willow, NY 12495
• 

  

  /24

  $790,000

  Sold Dec 23, 2025

  1671 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft
  • Built 1957

  Last Sold Summary

  • 1% Below List Price
  • $397/SF
  • 54 Days On Market

  Current Estimated Value $790,287

  Last Listing Agent Leigh Bokser Compass Greater NY, LLC

  1671 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /28

  Est $729,323

  Not Listed For Sale

  115 Tinker St, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 1,595 Sq Ft
  • Built 1920

  115 Tinker St, Woodstock, NY 12498

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Jason Nadeau Compass Greater NY, LLC
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  /68

  $918,000

  $60K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,410 Sq Ft

  25-29 Mink Hollow Rd, Woodstock, NY

  Open House Sunday (8/2) 12-2pm Directly across from Cooper Lake and tucked quietly among the trees just minutes from Woodstock, this rare Catskills compound captures the kind of escape buyers dream about but rarely find. Surrounded by woods, mountain air, hiking, legendary fly-fishing waters, and the natural beauty that defines the Catskills, the property offers a unique blend of privacy,

  Yan Wang Realty One Group Key

  25-29 Mink Hollow Rd, Woodstock, NY
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  /47

  $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
• 

  

  /30

  Est $685,509

  Not Listed For Sale

  7 Library Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,147 Sq Ft
  • Built 1925

  7 Library Ln, Woodstock, NY 12498

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Leslie Foti Coldwell Banker Village Green
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  /46

  $899,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 2,227 Sq Ft

  297-299 Ohayo Mountain Rd, Woodstock, NY 12498

  Hidden along one of Woodstock's most coveted country roads, in the area locals call Rainbow Hill, is a remarkably intact Mid-Century Modern home, one that rarely comes to market. Set on 3.67 private acres, less than two miles from the heart of Woodstock, the property has been the cherished home of a renowned artist and his wife for the past 28 years and is now offered to its next discerning

  Laurie Ylvisaker Coldwell Banker Village Green

  297-299 Ohayo Mountain Rd, Woodstock, NY 12498
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  /39

  $580,000

  Sold Jan 23, 2026

  40 Lower Byrdcliffe Rd, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1920

  Last Sold Summary

  • 3% Below List Price
  • $387/SF
  • 40 Days On Market

  Current Estimated Value $625,395

  Last Listing Agent Sally Sprogis Four Seasons Sotheby's Int'l R

  40 Lower Byrdcliffe Rd, Woodstock, NY 12498
• 

  

  /27

  Est $678,501

  Not Listed For Sale

  11 Library Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,257 Sq Ft
  • Built 1930

  11 Library Ln, Woodstock, NY 12498

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Dennis Bressack Keller Williams Realty HV Nort
• 

  

  /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
• 

  

  /34

  $562,000

  Sold Jul 06, 2026

  18 Country Club Ln, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft
  • Built 1951

  Last Sold Summary

  • 13% Below List Price
  • $465/SF
  • 120 Days On Market

  Current Estimated Value $612,123

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  18 Country Club Ln, Woodstock, NY 12498
• 

  

  /33

  Est $677,089

  Not Listed For Sale

  135 Orchard Ln N, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1963

  135 Orchard Ln N, Woodstock, NY 12498

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Amy Lonas Coldwell Banker Village Green
• 

  

  /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
• 

  

  /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

  Current Estimated Value $1,333,935

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  67 Cricket Ridge, Bearsville, NY 12409
• 

  Est $604,555

  Not Listed For Sale

  8 Wolven Ln, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,278 Sq Ft
  • Built 1950

  8 Wolven Ln, Woodstock, NY 12498

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Victoria Wilkinson Corcoran Country Living
• 

  

  /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
• 

  

  /10

  $260,000

  Sold Dec 19, 2025

  TBD Jonet Ln, Bearsville, NY 12409

  • Land
  • 6.23 Acres
  • $41,734 per Acre

  Last Sold Summary

  • 4% Above List Price
  • 18 Days On Market

  Last Listing Agent Robert Stang LIVEARTHCO CONSULTING LLC

  TBD Jonet Ln, Bearsville, NY 12409
• 

  

  /12

  Est $518,161

  Not Listed For Sale

  35 Orchard Ln, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft
  • Built 1926

  35 Orchard Ln, Woodstock, NY 12498

  Last Sold Summary

  • 365 Days On Market

  Last Listing Agent Melissa Zoe Hirsch Hirsch Melissa
• 

  

  /10

  $158,000

  $10K PRICE DROP Under Contract

  • 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
• 

  

  /28

  $503,650

  Sold Aug 14, 2025

  44 Mink Hollow Rd, Willow, NY 12495

  • 3 Beds
  • 2 Baths
  • 1,867 Sq Ft
  • Built 1955

  Last Sold Summary

  • 8% Below List Price
  • $270/SF
  • 93 Days On Market

  Current Estimated Value $552,526

  Last Listing Agent Lisa Halter Halter Associates Realty

  44 Mink Hollow Rd, Willow, NY 12495
• 

  

  /33

  Est $600,682

  Not Listed For Sale

  14 Orchard Ln, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 1,181 Sq Ft
  • Built 1941

  14 Orchard Ln, Woodstock, NY 12498

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Amy Lonas Coldwell Banker Village Green
• 

  

  /51

  $2,400,000

  • 2 Beds
  • 2 Baths
  • 1,904 Sq Ft

  262 MacDaniel Rd, Bearsville, NY 12409

  Wend up your forested driveway to this idyllic piece of paradise -- 12 secluded acres, just minutes from Woodstock Village. The current owner/architect/builder designed this uniquely curated home and its surroundings to create the penultimate natural setting. As the house is revealed through the trees, a mirror image is reflected in the 13' deep, swimmable, mini-lake. BREATHE! That's the perfect

  Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  262 MacDaniel Rd, Bearsville, NY 12409
• 

  $795,000

  Sold Oct 31, 2025

  1 Bellows Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 2,390 Sq Ft
  • Built 1955

  Last Sold Summary

  • $333/SF
  • 41 Days On Market

  Current Estimated Value $824,765

  Last Listing Agent Baris Demirel Serhant LLC

  1 Bellows Ln, Woodstock, NY 12498
• 

  

  /77

  Est $1,773,317

  Not Listed For Sale

  657 Zena Rd, Woodstock, NY 12498

  • 5 Beds
  • 3 Baths
  • 2,801 Sq Ft
  • Built 1874

  657 Zena Rd, Woodstock, NY 12498

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Amy Lonas Coldwell Banker Village Green
• 

  

  /21

  $420,000

  Under Contract

  • 1 Bed
  • 2 Baths
  • 1,012 Sq Ft

  121 Tinker St, Woodstock, NY 12498

  Prime Income Property | Woodstock 2-Family Opportunity Savvy investors and owner-occupants, take note. This exceptionally located 2-family property in high-demand Woodstock Hamlet rental market. The Units:The property consists of two highly rentable units. The ground floor unit is one bedroom, one bath in a footprint of 601 square feet. The upstairs unit is an open studio space with bath

  Peter Cantine Halter Associates Realty

  121 Tinker St, Woodstock, NY 12498
• 

  

  /35

  $717,000

  Sold Oct 21, 2025

  1637 Glasco Turnpike, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $384/SF
  • 67 Days On Market

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  1637 Glasco Turnpike, Woodstock, NY 12498
• 

  Est $1,048,284

  Not Listed For Sale

  688 Zena Rd, Woodstock, NY 12498

  • 4 Beds
  • 3.5 Baths
  • 3,554 Sq Ft
  • Built 2004

  688 Zena Rd, Woodstock, NY 12498

  Last Sold Summary

  • 154 Days On Market

  Last Listing Agent Greg Berardi Berardi Realty
• 

  

  /50

  $2,399,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 5,342 Sq Ft

  40 Mount Guardian Rd, Bearsville, NY 12409

  Guardian House is a private mountain retreat set into the wooded hills of Bearsville, designed by renowned Woodstock architect Barry Price and rebuilt in 2011 to live in harmony with its surroundings. Thoughtful, restrained, and deeply connected to the landscape, the home feels both grounded and elevated, a place meant for retreat, reflection, and gathering. Wrapped in forest and framed by long

  STEVEN WROBEL JR. Serhant LLC

  40 Mount Guardian Rd, Bearsville, NY 12409

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