Woodstock, NY Homes

• 

  

  

  /25

  Est $649,651

  Not Listed For Sale

  146 Sherman Rd, Kingston, NY 12401

  • 4 Beds
  • 3 Baths
  • 2,988 Sq Ft
  • Built 1972

  146 Sherman Rd, Kingston, NY 12401

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Wendy Erikson BHHS HUDSON VALLEY PROP-WDST
• 

  

  

  /34

  $569,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  495 Silver Hollow Rd, Willow, NY 12495

  Situated at the very end of Silver Hollow set against the Catskill Forest with hundreds of acres of forever wild DEP land, sits this privately sited, newly renovated 2 Bd/ 1 Ba quintessential Catskill Mountain home with Warner Creek frontage. Designed in 1971 by a commercial artist from London who had a robust career in NYC, he executed his design in 1972 with the vision of creating a country

  Johanna Trimboli Halter Associates Realty

  495 Silver Hollow Rd, Willow, NY 12495
• 

  

  

  /28

  $925,000

  Sold Jan 30, 2026

  64 Lower Byrdcliffe Rd, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,998 Sq Ft
  • Built 1897

  Last Sold Summary

  • 12% Below List Price
  • $463/SF
  • 52 Days On Market

  Current Estimated Value $953,274

  Last Listing Agent Victoria Stent Coldwell Banker Village Green

  64 Lower Byrdcliffe Rd, Woodstock, NY 12498
• 

  

  

  /47

  Est $900,297

  Not Listed For Sale

  36 Lund Ct, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,673 Sq Ft
  • Built 1984

  36 Lund Ct, Woodstock, NY 12498

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Luis Cabrera Amodio Real Estate & Prop
• 

  

  

  /36

  $1,700,000

  • 5 Beds
  • 5 Baths
  • 4,628 Sq Ft

  7 Downer Ln, Woodstock, NY 12498

  A Woodstock compound with two distinct residences on eight acres, currently set up as STR. Included as part of this unique offering, 7 Downer Road brings an entirely different yet equally compelling dimension to the property. Set on approximately two private acres with beautiful mountain views, this authentic mid-century ranch captures the simplicity and warmth.The one-bedroom home

  Baris Demirel Serhant LLC

  7 Downer Ln, Woodstock, NY 12498
• 

  

  /47

  $1,596,500

  Sold Jun 26, 2026

  41 Shultis Farm Rd, Bearsville, NY 12409

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft
  • Built 2006

  Last Sold Summary

  • 7% Above List Price
  • $773/SF
  • 33 Days On Market

  Current Estimated Value $1,456,911

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  41 Shultis Farm Rd, Bearsville, NY 12409
• 

  

  /49

  Est $612,890

  Not Listed For Sale

  70 Vandebogart Rd, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 1,960 Sq Ft
  • Built 1963

  70 Vandebogart Rd, Woodstock, NY 12498

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Dominique Musialkiewicz Howard Hanna Rand Realty
• 

  

  /38

  $679,000

  $50K PRICE DROP Pending

  • 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 custom built home.tucked away on 2 private acres with mountain views on a dead end lane speaks volumes. 1

  Johanna Trimboli Halter Associates Realty

  14 Lions Way, Shady, NY 12409
• 

  

  /29

  $860,000

  Sold Jan 08, 2026

  45 Rose Ln, Bearsville, NY 12409

  • 2 Beds
  • 1.5 Baths
  • 1,684 Sq Ft
  • Built 1985

  Last Sold Summary

  • 14% Below List Price
  • $511/SF
  • 75 Days On Market

  Current Estimated Value $918,745

  Last Listing Agent Johanna Trimboli Halter Associates Realty

  45 Rose Ln, Bearsville, NY 12409
• 

  

  /39

  Est $665,832

  Not Listed For Sale

  36 Oriole Dr, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,989 Sq Ft
  • Built 1968

  36 Oriole Dr, Woodstock, NY 12498

  Last Sold Summary

  • 159 Days On Market

  Last Listing Agent Eliana Amodio Amodio Real Estate & Prop
• 

  

  /13

  $599,000

  • Land
  • 7.18 Acres
  • $83,426 per Acre

  Lot 2 11 Marions Way, Woodstock, NY 12498

  A once-in-a-generation opportunity to create your dream home in the heart of Woodstock, the coolest small town in America. Nestled on 7 shovel-ready acres just moments from the vibrant village center, this exceptional property offers the perfect balance of privacy, natural beauty, and convenience. Steeped in local history, the land is one of the last remaining vacant parcels from an historic

  Joel Craig Coldwell Banker Village Green

  Lot 2 11 Marions Way, Woodstock, NY 12498
• 

  

  /33

  $1,650,000

  Sold Aug 19, 2026

  Tbd Mulberry Ln, Woodstock, NY 12498

  • Land
  • 60.94 Acres
  • $27,076 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 48 Days On Market

  Current Estimated Value $360,000

  Last Listing Agent Baris Demirel Serhant LLC

  Tbd Mulberry Ln, Woodstock, NY 12498
• 

  

  /37

  Est $644,674

  Not Listed For Sale

  22 Oriole Dr, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,609 Sq Ft
  • Built 1964

  22 Oriole Dr, Woodstock, NY 12498

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Patty Kowatch Keller Williams Realty HV Nort
• 

  

  /26

  $470,000

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  123 Tinker St, Woodstock, NY 12498

  Woodstock Charm & Income Potential Near the GreenSavvy investors and owner-occupants, take note of this exceptionally located 2-family property in high-demand Woodstock Hamlet rental market.Each of the two 650 sf sun-drenched units features 1 bedroom, 1 bathroom, and a classic country kitchen. Thoughtfully finished with a mix of rich wood and durable ceramic floors, the spaces

  Peter Cantine Halter Associates Realty

  123 Tinker St, Woodstock, NY 12498
• 

  $308,000

  Sold Dec 09, 2025

  20 Overlook Dr, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 917 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Above List Price
  • $336/SF
  • 42 Days On Market

  Current Estimated Value $319,083

  Last Listing Agent Baris Demirel Serhant LLC

  20 Overlook Dr, Woodstock, NY 12498
• 

  

  /33

  Est $695,624

  Not Listed For Sale

  4 Oriole Dr, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 2,430 Sq Ft
  • Built 1960

  4 Oriole Dr, Woodstock, NY 12498

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Elizabeth Suib-Parisio Past Member
• 

  

  /63

  $895,000

  $20K PRICE DROP

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

  15 Chipmunk Ln, Woodstock, NY 12498

  Rarely does a Woodstock home come along with this much soul, flexibility, and built-in opportunity. Tucked away on just over an acre off private Chipmunk Lane, this charming 2265 sq ft Cape Cod cottage style home captures the feeling people come to Woodstock hoping to find: a little privacy, a little magic, a little room to create, and a home that feels deeply personal from the moment you

  Dylan Taft Taft Street Realty, Inc.

  15 Chipmunk Ln, Woodstock, NY 12498
• 

  

  /63

  $970,000

  Sold Nov 03, 2025

  109 the Middle Way, Mount Tremper, NY 12457

  • 2 Beds
  • 2.5 Baths
  • 2,010 Sq Ft
  • Built 1988

  Last Sold Summary

  • 16% Below List Price
  • $483/SF
  • 62 Days On Market

  Current Estimated Value $1,048,954

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  109 the Middle Way, Mount Tremper, NY 12457
• 

  

  /30

  Est $690,102

  Not Listed For Sale

  104 Cardinal Ct, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,280 Sq Ft
  • Built 1967

  104 Cardinal Ct, Woodstock, NY 12498

  Last Sold Summary

  • 59 Days On Market

  Last Listing Agent Hayes Clement Compass Greater New York, LLC
• 

  

  /33

  $395,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 919 Sq Ft

  35 Overlook Dr, Woodstock, NY 12498

  Welcome to easy, one-level living in Woodstock! This inviting ranch offers the perfect blend of comfort, convenience, and charm--ideal for first-time buyers, weekenders, downsizers, or investors seeking a move-in ready home close to all the action.Step inside to a bright, open-concept layout, where the kitchen, dining, and living areas flow seamlessly together--perfect for everyday living

  Mario Geissler Four Seasons Sotheby's Int'l R

  35 Overlook Dr, Woodstock, NY 12498
• 

  

  /46

  $1,080,000

  Sold Sep 14, 2026

  4599 New York 212, Willow, NY 12495

  • 3 Beds
  • 3 Baths
  • 2,363 Sq Ft
  • Built 2017

  Last Sold Summary

  • 10% Below List Price
  • $457/SF
  • 83 Days On Market

  Last Listing Agent Leigh Bokser Compass Greater NY, LLC

  4599 New York 212, Willow, NY 12495
• 

  

  /24

  Est $1,102,917

  Not Listed For Sale

  46 John Joy Rd, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 1,923 Sq Ft
  • Built 1976

  46 John Joy Rd, Woodstock, NY 12498

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Ashley Prather Corcoran Country Living
• 

  

  /50

  $1,195,000

  $130K PRICE DROP

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

  2320 Glasco Turnpike, Woodstock, NY 12498

  Welcome to The Waterfall House, a rare opportunity tucked away in the heart of Woodstock Proper. Set on nearly 12 private acres, this classic brick Colonial offers an exceptional combination of privacy, natural beauty, and endless potential, all just minutes from the shops, restaurants, galleries, and vibrant arts scene that have made Woodstock an iconic destination.Offering approximately

  Leigh Wagner-Quintana KW Hudson Valley North

  2320 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /37

  $670,000

  Sold Oct 30, 2025

  10 Niles Dr, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 2,008 Sq Ft
  • Built 1966

  Last Sold Summary

  • 1% Below List Price
  • $334/SF
  • 14 Days On Market

  Current Estimated Value $694,498

  Last Listing Agent Amy Owens Coldwell Banker Village Green

  10 Niles Dr, Woodstock, NY 12498
• 

  

  /67

  Est $729,679

  Not Listed For Sale

  33 Cottonwood Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,973 Sq Ft
  • Built 1965

  33 Cottonwood Ln, Woodstock, NY 12498

  Last Sold Summary

  • 259 Days On Market

  Last Listing Agent Amy Lonas Coldwell Banker Village Green
• 

  

  /37

  $625,000

  • 3 Beds
  • 1.5 Baths
  • 1,814 Sq Ft

  40 Simmons Dr, Woodstock, NY 12498

  Originally built by the developer of Simmons Drive as his personal home, this spacious Woodstock property offers a rare combination of Village convenience, mountain views, and a peaceful park-like setting.Situated on a quiet no-outlet street, it's just a five-minute stroll to Good Night restaurant, Tinker Street shopping, cafés, galleries, and everything the Village of Woodstock has to

  James Angelakis BHHS HUDSON VALLEY PROP-WDST

  40 Simmons Dr, Woodstock, NY 12498
• 

  

  /13

  $125,000

  Sold Sep 17, 2026

  0 Lot Cross Patch Rd, Woodstock, NY 12495

  • Land
  • 2 Acres
  • $62,500 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 98 Days On Market

  Last Listing Agent Sean Zimmerman Halter Associates Realty

  0 Lot Cross Patch Rd, Woodstock, NY 12495
• 

  

  /33

  Est $344,755

  Not Listed For Sale

  23 Cottonwood Ln, Woodstock, NY 12498

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

  23 Cottonwood Ln, Woodstock, NY 12498

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent James Murphy Patty Conti Realty Group LLC
• 

  

  /34

  $799,000

  $50K PRICE DROP

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

  1 Stone Ridge Ct, Woodstock, NY 12498

  Private Woodstock retreat with a heated in-ground pool, set on 1.21 beautifully landscaped acres located on a quiet cul-de-sac. This spacious 4-bedroom, 2.5-bath home offers 2,584 square feet of versatile living space.The heart of the property is the outdoor space, with a heated 18' x 36' in-ground pool, bluestone patio and mature landscaping creating your own private summer retreat. A

  Susanna Scott-Mitchell Compass Greater NY, LLC

  1 Stone Ridge Ct, Woodstock, NY 12498
• 

  

  /38

  $635,000

  Sold Nov 06, 2025

  92 Erikas Walk, Mount Tremper, NY 12457

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $377/SF
  • 54 Days On Market

  Current Estimated Value $697,560

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  92 Erikas Walk, Mount Tremper, NY 12457
• 

  

  /24

  Est $491,508

  Not Listed For Sale

  296 Yerry Hill Rd, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,279 Sq Ft
  • Built 1942

  296 Yerry Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent Benjamin Armento Coldwell Banker Village Green
• 

  

  /60

  $3,800,000

  $3M PRICE DROP Pending

  • 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
• 

  

  /36

  $299,000

  Sold Nov 12, 2025

  00 Lot 2 Church Rd, Woodstock, NY 12409

  • Land
  • 8.05 Acres
  • $37,143 per Acre

  Last Sold Summary

  • 105 Days On Market

  Last Listing Agent Melissa McGill Coldwell Banker Village Green

  00 Lot 2 Church Rd, Woodstock, NY 12409
• 

  

  /16

  Est $323,218

  Not Listed For Sale

  318 Yerry Hill Rd, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 717 Sq Ft
  • Built 1940

  318 Yerry Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 103 Days On Market

  Last Listing Agent Megan Rios Berardi Realty
• 

  

  /32

  $3,650,000

  New Construction $350K PRICE DROP

  • 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 designerresidence conceived and designed with Dichotomy Interiors, brought to lifethrough a female-led collaboration rooted in design, craftsmanship, and adeep connection to the surrounding landscape, set on 8.3 private acres within101 acres of protected conservation land just five minutes from Tinker Street

  Sheena Lepez Compass Greater New York, LLC

  2 Stonecreek Rd, Woodstock, NY 12498
• 

  

  /38

  $532,000

  Sold Aug 11, 2026

  19 Schoonmaker Ln, Woodstock, NY 12498

  • 1 Bed
  • 1 Bath
  • 978 Sq Ft
  • Built 1908

  Last Sold Summary

  • 2% Above List Price
  • $544/SF
  • 36 Days On Market

  Current Estimated Value $526,859

  Last Listing Agent Adeline Ramirez Halter Associates Realty

  19 Schoonmaker Ln, Woodstock, NY 12498
• 

  /2

  Est $3,196,605

  Not Listed For Sale

  1073 Wittenberg Rd, Mount Tremper, NY 12457

  • 5 Beds
  • 4 Baths
  • 3,848 Sq Ft
  • Built 1926

  1073 Wittenberg Rd, Mount Tremper, NY 12457
• 

  

  /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
• 

  

  /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

  Current Estimated Value $724,375

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  194 Wittenberg Rd, Bearsville, NY 12409
• 

  

  /43

  Est $524,456

  Not Listed For Sale

  11 Coyote Ct, Saugerties, NY 12477

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 1988

  11 Coyote Ct, Saugerties, NY 12477

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Kimberly Perry Howard Hanna Rand Realty

Showing Results 121 - 160, Page 4 of 18