Woodstock, NY Homes

• 

  

  

  /46

  $1,295,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,817 Sq Ft

  36 Summers Ln, Woodstock, NY 12498

  Tucked into Woodstock's coveted Upper Byrdcliffe arts enclave, this thoughtfully built contemporary offers a rare combination of privacy, architectural character and effortless access to the village. Set on two acres with seasonal mountain views, the property blends modern comfort with artistic heritage in one of Woodstock's most sought after locations. The main house features 3 bedrooms and 2

  Valerie Cashen Coldwell Banker Village Green

  36 Summers Ln, Woodstock, NY 12498
• 

  

  

  /34

  $655,700

  Sold Jun 23, 2026

  203 Reynolds Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,322 Sq Ft
  • Built 1930

  Last Sold Summary

  • 4% Above List Price
  • $496/SF
  • 22 Days On Market

  Current Estimated Value $628,401

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  203 Reynolds Rd, Woodstock, NY 12498
• 

  

  

  /33

  Est $928,547

  Not Listed For Sale

  73 Ratterman Rd, Woodstock, NY 12498

  • 3 Beds
  • 3.5 Baths
  • 3,109 Sq Ft
  • Built 1958

  73 Ratterman Rd, Woodstock, NY 12498

  Last Sold Summary

  • 82 Days On Market
• 

  

  

  /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
• 

  $785,000

  Sold Apr 06, 2026

  90 Van Dale Rd, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,034 Sq Ft
  • Built 1967

  Last Sold Summary

  • 1% Below List Price
  • $386/SF
  • 87 Days On Market

  Current Estimated Value $778,224

  Last Listing Agent Baris Demirel Serhant LLC

  90 Van Dale Rd, Woodstock, NY 12498
• 

  

  /36

  Est $808,587

  Not Listed For Sale

  32 W Hurley Rd, Woodstock, NY 12498

  • 4 Beds
  • 3 Baths
  • 2,796 Sq Ft
  • Built 1948

  32 W Hurley Rd, Woodstock, NY 12498

  Last Sold Summary

  • 166 Days On Market
• 

  

  /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
• 

  

  /44

  $990,000

  Sold Jun 26, 2025

  14 Wardwell Ln, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,264 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $437/SF
  • 35 Days On Market

  Current Estimated Value $1,014,473

  Last Listing Agent Stacey Anderson BHHS HUDSON VALLEY PROP-WDST

  14 Wardwell Ln, Woodstock, NY 12498
• 

  

  /20

  Est $512,378

  Not Listed For Sale

  123 Ohayo Mountain Rd, Woodstock, NY 12498

  • 2 Beds
  • 1.5 Baths
  • 958 Sq Ft
  • Built 1970

  123 Ohayo Mountain Rd, Woodstock, NY 12498

  Last Sold Summary

  • 27 Days On Market
• 

  

  /19

  $590,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 2,040 Sq Ft

  4 Ashley Ln, Woodstock, NY 12498

  Totally private two bedroom and two bath contemporary home bordering 44 acres of DEP protected land. Just off Mink Hollow Road in the hamlet of Lake Hill. Drive down long driveway to discover an artesian spring pond, garden beds, perennials and forest. Main living area on first floor includes open kitchen, dining and living room. Breakfast bar, wood cabinets and custom tile backsplash with window

  Jennifer Mangione Grist Mill Real Estate

  4 Ashley Ln, Woodstock, NY 12498
• 

  $1,100,000

  Sold Apr 17, 2026

  178 Chestnut Hill Rd, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,942 Sq Ft
  • Built 2024

  Last Sold Summary

  • 26% Below List Price
  • $374/SF
  • 37 Days On Market

  Last Listing Agent Richard Vizzini Corcoran Country Living

  178 Chestnut Hill Rd, Woodstock, NY 12498
• 

  

  /43

  Est $896,520

  Not Listed For Sale

  167 Broadview Rd, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,510 Sq Ft
  • Built 1902

  167 Broadview Rd, Woodstock, NY 12498

  Last Sold Summary

  • 148 Days On Market
• 

  

  /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
• 

  

  /72

  $1,300,000

  Sold Jun 24, 2026

  1 Wittenberg Rd, Bearsville, NY 12409

  • 3 Beds
  • 3 Baths
  • 2,566 Sq Ft
  • Built 1873

  Last Sold Summary

  • 13% Below List Price
  • $507/SF
  • 127 Days On Market

  Current Estimated Value $1,381,389

  Last Listing Agent Jessica Brasseur Houlihan Lawrence, Inc.

  1 Wittenberg Rd, Bearsville, NY 12409
• 

  

  /65

  Est $1,023,615

  Not Listed For Sale

  158 Cannon Cir, Woodstock, NY 12498

  • 4 Beds
  • 3 Baths
  • 2,354 Sq Ft
  • Built 1965

  158 Cannon Cir, Woodstock, NY 12498

  Last Sold Summary

  • 16 Days On Market
• 

  

  /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
• 

  

  /38

  $885,000

  Sold Nov 21, 2025

  7 Maurizi Ln, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft
  • Built 1979

  Last Sold Summary

  • 1% Below List Price
  • $376/SF
  • 30 Days On Market

  Current Estimated Value $903,439

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  7 Maurizi Ln, Woodstock, NY 12498
• 

  

  /27

  Est $798,403

  Not Listed For Sale

  93 Broadview Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,425 Sq Ft
  • Built 1978

  93 Broadview Rd, Woodstock, NY 12498

  Last Sold Summary

  • 6 Days On Market
• 

  

  /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
• 

  

  /35

  $700,000

  Sold Aug 27, 2025

  78 Ratterman Rd, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft
  • Built 1955

  Last Sold Summary

  • $452/SF
  • 36 Days On Market

  Current Estimated Value $702,898

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  78 Ratterman Rd, Woodstock, NY 12498
• 

  Est $764,301

  Not Listed For Sale

  219 Tinker St, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,386 Sq Ft
  • Built 1925

  219 Tinker St, Woodstock, NY 12498

  Last Sold Summary

  • 253 Days On Market
• 

  

  /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
• 

  

  /33

  $810,000

  Sold Oct 24, 2025

  603-607 Wittenberg Rd, Mount Tremper, NY 12457

  • 5 Beds
  • 5 Baths
  • 3,085 Sq Ft
  • Built 1934

  Last Sold Summary

  • 5% Below List Price
  • $263/SF
  • 203 Days On Market

  Last Listing Agent Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  603-607 Wittenberg Rd, Mount Tremper, NY 12457
• 

  Est $568,418

  Not Listed For Sale

  2101 Glasco Turnpike, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Built 1873

  2101 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 169 Days On Market
• 

  

  /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
• 

  

  /31

  $760,000

  Sold Oct 10, 2025

  49 Dorns Wood Rd, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,657 Sq Ft
  • Built 1989

  Last Sold Summary

  • 1% Above List Price
  • $286/SF
  • 62 Days On Market

  Last Listing Agent Megan Rios Berardi Realty

  49 Dorns Wood Rd, Woodstock, NY 12498
• 

  

  /35

  Est $1,129,047

  Not Listed For Sale

  58 Playhouse Ln, Woodstock, NY 12498

  • 4 Beds
  • 3.5 Baths
  • 2,317 Sq Ft
  • Built 1986

  58 Playhouse Ln, Woodstock, NY 12498

  Last Sold Summary

  • 94 Days On Market
• 

  

  /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
• 

  

  /23

  $660,000

  Sold Jul 01, 2025

  58 Maverick Rd, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 2,057 Sq Ft
  • Built 1945

  Last Sold Summary

  • 3% Below List Price
  • $321/SF
  • 33 Days On Market

  Current Estimated Value $667,156

  Last Listing Agent Ita McAteer BHHS HUDSON VALLEY PROP-WDST

  58 Maverick Rd, Woodstock, NY 12498
• 

  

  /26

  Est $713,463

  Not Listed For Sale

  2207 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,534 Sq Ft
  • Built 1949

  2207 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 135 Days On Market
• 

  

  /20

  $299,000

  Pending

  • Land
  • 11.68 Acres
  • $25,599 per Acre

  75 W Saugerties Rd, Woodstock, NY 12498

  Surrounded by unspoiled woodland and protected by its generous acreage, the property delivers true privacy while remaining effortlessly connected to Woodstock. Accessed from Woodstock West Saugerties Road--one of the area's quieter, more scenic routes linking Woodstock and Saugerties--the setting feels removed, yet never isolated. Whether envisioned as a small enclave, a legacy estate, or a

  Laurie Ylvisaker Coldwell Banker Village Green

  75 W Saugerties Rd, Woodstock, NY 12498
• 

  

  /24

  $1,194,000

  Sold Jun 27, 2025

  46 John Joy Rd, Woodstock, NY 12498

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

  Last Sold Summary

  • $621/SF
  • 31 Days On Market

  Current Estimated Value $1,202,249

  Last Listing Agent Ashley Prather Corcoran Country Living

  46 John Joy Rd, Woodstock, NY 12498
• 

  Est $736,117

  Not Listed For Sale

  5 Boggs Hill Rd, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,315 Sq Ft
  • Built 1996

  5 Boggs Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 17 Days On Market
• 

  

  /17

  $1,995,000

  Under Contract

  • 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 Sotheby's Interna

  20 Country Club Ln, Wood Stock, NY 12498
• 

  

  /31

  $505,000

  Sold May 27, 2026

  233 Wittenberg Rd, Bearsville, NY 12409

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft
  • Built 1940

  Last Sold Summary

  • 12% Below List Price
  • $447/SF
  • 184 Days On Market

  Current Estimated Value $546,416

  Last Listing Agent Henry Ford Coldwell Banker Village Green

  233 Wittenberg Rd, Bearsville, NY 12409
• 

  

  /34

  Est $987,403

  Not Listed For Sale

  3 Hillman Rd, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,690 Sq Ft
  • Built 2006

  3 Hillman Rd, Woodstock, NY 12498

  Last Sold Summary

  • 157 Days On Market
• 

  

  /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
• 

  

  /30

  $525,000

  Sold Apr 22, 2026

  196 Tinker St, Woodstock, NY 12498

  • 2 Beds
  • 1.5 Baths
  • 1,065 Sq Ft
  • Built 1950

  Last Sold Summary

  • 5% Above List Price
  • $493/SF
  • 11 Days On Market

  Current Estimated Value $524,693

  Last Listing Agent Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  196 Tinker St, Woodstock, NY 12498
• 

  

  /32

  Est $733,449

  Not Listed For Sale

  79 Upper Byrdcliffe Way, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,246 Sq Ft
  • Built 1951

  79 Upper Byrdcliffe Way, Woodstock, NY 12498

  Last Sold Summary

  • 308 Days On Market
• 

  

  /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

Showing Results 281 - 320, Page 8 of 18