Woodstock, NY Homes

• 

  

  

  /44

  $950,000

  Sold Aug 07, 2026

  9 Chesters Place, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,912 Sq Ft
  • Built 2017

  Last Sold Summary

  • $497/SF
  • 48 Days On Market

  Current Estimated Value $933,740

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  9 Chesters Place, Woodstock, NY 12498
• 

  

  

  /31

  Est $681,466

  Not Listed For Sale

  328 Ohayo Mountain Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,756 Sq Ft
  • Built 1934

  328 Ohayo Mountain Rd, Woodstock, NY 12498

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green
• 

  

  

  /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
• 

  

  

  /10

  $20,000

  Sold Jul 03, 2026

  Tbd New York 212, Woodstock, NY 12409

  • Land
  • 32,670 Sq Ft
  • $26,667 per Acre

  Last Sold Summary

  • 33% Below List Price
  • 63 Days On Market

  Last Listing Agent Ronin Ingwersen Berardi Realty

  Tbd New York 212, Woodstock, NY 12409
• 

  

  

  /27

  Est $422,141

  Not Listed For Sale

  178 Ohayo Mountain Rd, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1965

  178 Ohayo Mountain Rd, Woodstock, NY 12498

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Gail Cadden Coldwell Banker Village Green
• 

  

  /19

  $590,000

  Pending

  • 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
• 

  

  /24

  $206,000

  Sold Jul 14, 2026

  113 Meadow Ct, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 894 Sq Ft
  • Built 1952

  Last Sold Summary

  • 18% Above List Price
  • $230/SF
  • 34 Days On Market

  Current Estimated Value $223,011

  Last Listing Agent Laura Warren Coldwell Banker Village Green

  113 Meadow Ct, Woodstock, NY 12498
• 

  

  /58

  Est $1,144,444

  Not Listed For Sale

  2571 Route 212, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 1,890 Sq Ft
  • Built 1939

  2571 Route 212, Woodstock, NY 12498

  Last Sold Summary

  • 213 Days On Market

  Last Listing Agent Jeanne Boice Howard Hanna Rand Realty
• 

  

  /48

  $1,975,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,950 Sq Ft

  475 Ohayo Mountain Rd, Woodstock, NY 12498

  On one of the most beautiful roads between Woodstock and the Ashokan Reservoir, perched atop a mountain with epic, far-reaching verdant views, lies the striking Ohayo Mountain House. Built in the early 1930's as a peaceful Catskills retreat, this perfectly renovated and light-filled home sits on over eight acres, bordered by incredible wooded landscapes. The new gunite pool, bluestone lounge

  Raj Kumar Four Seasons Sotheby's Int.

  475 Ohayo Mountain 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 $782,193

  Last Listing Agent Baris Demirel Serhant LLC

  90 Van Dale Rd, Woodstock, NY 12498
• 

  

  /24

  Est $774,617

  Not Listed For Sale

  21 Casablanca Ln, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft
  • Built 1963

  21 Casablanca Ln, Woodstock, NY 12498

  Last Sold Summary

  • 89 Days On Market

  Last Listing Agent Susanna Scott-Mitchell Compass Greater NY, LLC
• 

  

  /45

  $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
• 

  $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
• 

  

  /35

  Est $1,112,696

  Not Listed For Sale

  63 Country Club Ln, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,357 Sq Ft
  • Built 1967

  63 Country Club Ln, Woodstock, NY 12498

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green
• 

  

  /64

  $665,000

  Pending

  • 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
• 

  

  /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 $1,368,749

  Last Listing Agent Jessica Brasseur Houlihan Lawrence, Inc.

  1 Wittenberg Rd, Bearsville, NY 12409
• 

  

  /33

  Est $902,626

  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

  Last Listing Agent Ita McAteer BHHS HUDSON VALLEY PROP-WDST
• 

  

  /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
• 

  

  /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 $920,380

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  7 Maurizi Ln, Woodstock, NY 12498
• 

  

  /36

  Est $868,881

  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

  Last Listing Agent Harris Safier Compass Greater New York, LLC
• 

  

  /23

  $415,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,033 Sq Ft

  92 Witch Tree Rd, Woodstock, NY 12498

  Pending, continue to show..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. This cozy home has hardwood floors, a beautiful

  William Chris St. John Win Morrison Realty

  92 Witch Tree Rd, Woodstock, NY 12498
• 

  $2,350,000

  Sold Jul 31, 2026

  9 Black Bear Rd, Bearsville, NY 12409

  • 4 Beds
  • 3 Baths
  • 3,539 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Above List Price
  • $664/SF
  • 37 Days On Market

  Current Estimated Value $2,192,390

  Last Listing Agent Alexis Li Corcoran Country Living

  9 Black Bear Rd, Bearsville, NY 12409
• 

  

  /20

  Est $522,637

  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

  Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST
• 

  

  /91

  $795,000

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

  4868 New York 212, Willow, NY 12495

  Income Opportunity! This 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-bath home sits on 3.6 private acres with breathtaking views of Ohayo Mountain, Mount Guardian, Mount Tremper, and Panther Mountain. Multiple

  Ruti kabel Keller Williams Realty HV Nort

  4868 New York 212, Willow, NY 12495
• 

  

  /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 $722,195

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  78 Ratterman Rd, Woodstock, NY 12498
• 

  

  /24

  Est $507,087

  Not Listed For Sale

  61 Ohayo Mountain Rd, Woodstock, NY 12498

  • 1 Bed
  • 1 Bath
  • 682 Sq Ft
  • Built 1930

  61 Ohayo Mountain Rd, Woodstock, NY 12498

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Johanna Trimboli Halter Associates Realty
• 

  

  /31

  $799,000

  Under Contract

  • 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
• 

  

  /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
• 

  

  /43

  Est $910,338

  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

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green
• 

  

  /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
• 

  

  /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
• 

  

  /65

  Est $986,023

  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

  Last Listing Agent Eric Amaral Coldwell Banker Village Green
• 

  

  /50

  $2,375,000

  • 3 Beds
  • 3 Baths
  • 2,608 Sq Ft

  235 California Quarry Rd, Woodstock, NY 12498

  Architect-Designed Modern Retreat with Unparalleled Views Over Woodstock! Perched high above the Town of Woodstock, this rare and exceptional home offers a front-row seat to breathtaking panoramic views that stretch from the mountains to the Ashokan Reservoir. Designed by noted architect Les Walker, this contemporary residence evokes the magic of living in a luxurious treehouse—where every room

  Ellen Osgood Coldwell Banker Village Green

  235 California Quarry Rd, Woodstock, NY 12498
• 

  

  /49

  $1,550,000

  Sold Aug 04, 2026

  53 Little Deer Rd, Mount Tremper, NY 12457

  • 3 Beds
  • 3 Baths
  • 2,942 Sq Ft
  • Built 1971

  Last Sold Summary

  • 6% Below List Price
  • $527/SF
  • 27 Days On Market

  Current Estimated Value $1,267,904

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  53 Little Deer Rd, Mount Tremper, NY 12457
• 

  

  /27

  Est $812,462

  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

  Last Listing Agent Richard Miller Win Morrison Realty - W
• 

  

  /50

  $999,900

  $75K PRICE INCREASE

  • 3 Beds
  • 3 Baths
  • 1,749 Sq Ft

  15 Upper West Ohayo Mountain Rd, Bearsville, NY 12409

  Tucked away on a quiet private road in coveted Bearsville, this light-filled contemporary sanctuary offers 1.87 serene acres and the ultimate Hudson Valley indoor-outdoor lifestyle. Perfectly positioned to capture sweeping mountain vistas, the home delivers an effortless blend of mid-century character and modern luxury. Step inside to an expansive main living area anchored by a whitewashed brick

  Stefan Sanzi Hudson Valley Real Estate Brok

  15 Upper West Ohayo Mountain Rd, Bearsville, NY 12409
• 

  

  /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 $517,321

  Last Listing Agent Henry Ford Coldwell Banker Village Green

  233 Wittenberg Rd, Bearsville, NY 12409
• 

  Est $755,676

  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

  Last Listing Agent Donna Brooks Compass Greater NY, LLC
• 

  

  /28

  $399,000

  New Construction

  • 1,000 Sq Ft

  281 Cold Brook Rd, Bearsville, NY 12409

  There are homes that ask you to compromise, and then there are homes that ask you to dream. Set against a backdrop of sweeping mountain views, this is a rare opportunity to create something that's unmistakably yours. The hardest work has already been done. What's left is the part that reflects your style, your vision, and the way you want to live. Picture slow mornings with coffee overlooking the

  Ron Knowles Century 21 Alliance-NP

  281 Cold Brook Rd, Bearsville, NY 12409
• 

  

  /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 $517,556

  Last Listing Agent Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  196 Tinker St, Woodstock, NY 12498

Showing Results 281 - 320, Page 8 of 18