Woodstock, NY Homes

• 

  

  

  /31

  Est $943,726

  Not Listed For Sale

  2492 Route 212, Woodstock, NY 12498

  • 4 Beds
  • 4 Baths
  • 2,216 Sq Ft
  • Built 1986

  2492 Route 212, Woodstock, NY 12498

  Last Sold Summary

  • 105 Days On Market

  Last Listing Agent Leslie Foti Coldwell Banker Village Green
• 

  

  

  /70

  $3,600,000

  Under Contract

  • 4 Beds
  • 4 Baths
  • 5,272 Sq Ft

  306 Meads Mountain Rd, Woodstock, NY 12498

  Inside Swoop House there is a versatile floor plan that includes four en suite bedrooms, one an attached guest suite, and two two-story great rooms, one of which was designed as a professional art studio. Designed by FT Architecture & Interiors and inspired by the Diller Scofidio Slow House, two non-parallel curved walls and sloping ceilings create a graceful series of shapes. This singular

  Kimberly Cantine Halter Associates Realty

  306 Meads Mountain Rd, Woodstock, NY 12498
• 

  

  

  /31

  $785,000

  Sold Feb 20, 2026

  11 Forestwood Dr, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,316 Sq Ft
  • Built 1966

  Last Sold Summary

  • 2% Below List Price
  • $339/SF
  • 44 Days On Market

  Current Estimated Value $796,287

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  11 Forestwood Dr, Woodstock, NY 12498
• 

  

  

  /40

  Est $555,909

  Not Listed For Sale

  1979 Glasco Turnpike, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1930

  1979 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Maria Gianas The Machree Group, LLC
• 

  

  

  /52

  $1,929,000

  • 5 Beds
  • 5 Baths
  • 3,722 Sq Ft

  54 Shultis Farm Rd, Bearsville, NY 12409

  Tucked at the end of a private road just minutes from Woodstock, this exceptional five-bedroom, five-bath residence offers an uncommon combination of privacy, generous scale, and scenic charm. Set on approximately three acres and bordered by a year-round stream, the 3,722 square foot home feels wonderfully secluded while remaining close to the restaurants, shops, galleries, and creative energy of

  Leslie Foti Coldwell Banker Village Green

  54 Shultis Farm Rd, Bearsville, NY 12409
• 

  

  /22

  $425,000

  Sold Apr 14, 2026

  3271 Route 212, Bearsville, NY 12409

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1923

  Last Sold Summary

  • 9% Below List Price
  • $237/SF
  • 57 Days On Market

  Current Estimated Value $434,548

  Last Listing Agent Pieta Williams Halter Associates Realty

  3271 Route 212, Bearsville, NY 12409
• 

  

  /35

  Est $571,925

  Not Listed For Sale

  1800 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 1,672 Sq Ft
  • Built 1984

  1800 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Gail Cadden Coldwell Banker Village Green
• 

  

  /31

  $1,990,000

  $510K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 2,978 Sq Ft

  177 Tinker St, Woodstock, NY 12498

  Fall in love with this artfully reimagined and expanded 1930 farmhouse, privately set on a gentle hill just moments from the heart of Woodstock. Rich in history and character, this special home was once owned by Michael Lang, the legendary founder of the 1969 Woodstock Festival—adding a rare and meaningful connection to the town's iconic past.Thoughtfully renovated, the home offers a

  Joan Capria Four Seasons Sotheby's Int'l R

  177 Tinker St, Woodstock, NY 12498
• 

  

  /31

  $657,000

  Sold Aug 06, 2026

  675 Cooper Lake Rd, Bearsville, NY 12409

  • 2 Beds
  • 1 Bath
  • 1,684 Sq Ft
  • Built 1944

  Last Sold Summary

  • 3% Above List Price
  • $390/SF
  • 36 Days On Market

  Current Estimated Value $651,496

  Last Listing Agent Genevieve Geaney Compass Greater New York, LLC

  675 Cooper Lake Rd, Bearsville, NY 12409
• 

  

  /38

  Est $960,295

  Not Listed For Sale

  1964 Glasco Turnpike, Woodstock, NY 12498

  • 4 Beds
  • 3 Baths
  • 2,219 Sq Ft
  • Built 1973

  1964 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green
• 

  /2

  $349,000

  • Land
  • 5 Acres
  • $69,800 per Acre

  0 Abbey Rd Unit 20265115, Mt. Tremper, NY 12457

  In the famous town of Woodstock, NY, iconic Abbey Road offers a rare opportunity to own five acres of a remarkable piece of history and build your own future.Long before the music festival made the name ''Woodstock'' famous around the world, the town was a mecca for artists, musicians, actors, and writers. That creative spirit remains part of Woodstock's identity today. The town has its own

  Joyce Beymer Joyce Beymer Real Estate

  0 Abbey Rd Unit 20265115, Mt. Tremper, NY 12457
• 

  $996,000

  Sold Jan 20, 2026

  94 the Middle Way, Mount Tremper, NY 12457

  • 3 Beds
  • 3.5 Baths
  • 2,337 Sq Ft
  • Built 1975

  Last Sold Summary

  • 17% Below List Price
  • $426/SF
  • 94 Days On Market

  Current Estimated Value $990,453

  Last Listing Agent Jennifer Grimes Country House Realty Inc

  94 the Middle Way, Mount Tremper, NY 12457
• 

  

  /29

  Est $942,147

  Not Listed For Sale

  33 Maurizi Ln, Woodstock, NY 12498

  • 3 Beds
  • 4 Baths
  • 3,820 Sq Ft
  • Built 1992

  33 Maurizi Ln, Woodstock, NY 12498

  Last Sold Summary

  • 213 Days On Market

  Last Listing Agent Dana Matthews Rouse + Co Real Estate
• 

  

  /49

  $2,300,000

  • 3 Beds
  • 3 Baths
  • 2,515 Sq Ft

  190 Lewis Hollow Rd, Woodstock, NY 12498

  Few properties embody the history, architecture, and landscape of Woodstock as completely as the Lewis House. On the side of Overlook Mountain, at the very top of Lewis Hollow Road, and surrounded by thousands of acres of protected forest on Overlook Mountain, this remarkable property has evolved over more than 220 years while retaining the quiet character that makes it truly timeless.The

  Harris Safier Compass Greater New York, LLC

  190 Lewis Hollow Rd, Woodstock, NY 12498
• 

  

  /30

  $885,000

  Sold Sep 11, 2026

  14 Old Forge Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1900

  Last Sold Summary

  • 10% Below List Price
  • $983/SF
  • 0 Days On Market

  Current Estimated Value $789,940

  Last Listing Agent Danielle Sevier Compass Greater NY, LLC

  14 Old Forge Rd, Woodstock, NY 12498
• 

  

  /35

  Est $714,818

  Not Listed For Sale

  23 Maurizi Ln, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,320 Sq Ft
  • Built 1972

  23 Maurizi Ln, Woodstock, NY 12498

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Melissa Mayes Serhant LLC
• 

  

  /29

  $2,400,000

  $100K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 2,978 Sq Ft

  175 Tinker St, Woodstock, NY 12498

  In the heart of Woodstock, this extraordinary 12+ acre Woodstock estate offers a rare blend of privacy, natural beauty, and village convenience. The property has a huge meadow/field in back and front offering peaceful pastoral views & potential. Bordering & with direct access to 76 acres of protected Comeau Park, the property invites you to explore miles of woodland trails, open meadows, the

  Joan Capria Four Seasons Sotheby's Int'l R

  175 Tinker St, Woodstock, NY 12498
• 

  

  /33

  $880,000

  Sold Dec 19, 2025

  63 Broadview Rd, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,156 Sq Ft
  • Built 1933

  Last Sold Summary

  • 5% Below List Price
  • $408/SF
  • 42 Days On Market

  Current Estimated Value $909,775

  Last Listing Agent Carol Graham Corcoran Country Living

  63 Broadview Rd, Woodstock, NY 12498
• 

  

  /29

  Est $683,687

  Not Listed For Sale

  14 Maurizi Ln, Woodstock, NY 12498

  • 4 Beds
  • 4 Baths
  • 2,481 Sq Ft
  • Built 1971

  14 Maurizi Ln, Woodstock, NY 12498

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Laura Warren Coldwell Banker Village Green
• 

  

  /29

  $1,450,000

  $50K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 3,330 Sq Ft

  106 Mountain Laurel Ln, Woodstock, NY 12498

  Architectural. Iconic. Unrepeatable.Hidden on 1.73 private acres walking distance from the heart of Woodstock, this extraordinary estate is more than a home - it's a work of art. A rare fusion of a Frank Lloyd Wright–inspired contemporary residence and an original Buckminster Fuller–style geodesic dome, this is a property designed for those who appreciate architecture, creativity, and a life

  Ashley Olson Minard eXp Realty

  106 Mountain Laurel Ln, Woodstock, NY 12498
• 

  

  /44

  $1,425,900

  Sold Nov 19, 2025

  96 Meads Mountain Rd, Woodstock, NY 12498

  • 2 Beds
  • 4 Baths
  • 2,727 Sq Ft
  • Built 1970

  Last Sold Summary

  • 11% Below List Price
  • $523/SF
  • 97 Days On Market

  Current Estimated Value $1,470,412

  Last Listing Agent Lisa Halter Halter Associates Realty

  96 Meads Mountain Rd, Woodstock, NY 12498
• 

  

  /35

  Est $879,059

  Not Listed For Sale

  212 Hickory Hill Rd, Woodstock, NY 12498

  • 5 Beds
  • 2.5 Baths
  • 3,596 Sq Ft
  • Built 1972

  212 Hickory Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Donna Brooks Compass Greater New York, LLC
• 

  

  /6

  $184,900

  $40K PRICE DROP

  • Land
  • 2.31 Acres
  • $80,043 per Acre

  100 Zena Rd, Woodstock, NY 12498

  One of the last commercial lots in Woodstock. Zoned neighborhood commercial..excellent drainage. Great location for nursery school, medical or dental clinic, funeral home, or professional office, bank retail mix strip complex. Based on Zoning and bulk requirements site can facilitate approx. 16,000 sq. ft. of building...Soil has excellent drainage for inground septic system. The Town Building

  Michael Bernholz Sr. Hudson Valley Appraisal

  100 Zena Rd, Woodstock, NY 12498
• 

  

  /44

  $787,000

  Sold Dec 11, 2025

  12 Library Ln, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 1,864 Sq Ft
  • Built 1925

  Last Sold Summary

  • 2% Below List Price
  • $422/SF
  • 133 Days On Market

  Last Listing Agent Eric Amaral Coldwell Banker Village Green

  12 Library Ln, Woodstock, NY 12498
• 

  

  /38

  Est $697,724

  Not Listed For Sale

  31 Carey Dr, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft
  • Built 1970

  31 Carey Dr, Woodstock, NY 12498

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Michael J. Carr eXp Realty
• 

  

  /35

  $1,200,000

  • Land
  • 74.16 Acres
  • $16,181 per Acre

  626 Wittenberg Rd, Bearsville, NY 12409

  Magnificent 8+ acre meadow across from Cold Brook Road PLUS 66 acres of beautiful rolling property with two streams and magical wet and dry areas in the woods. Possible single Estate property or subdivide into several parcels. Access from Wittenberg Road and views nestled in the Wittenberg Valley just past where the roads to Glenford, Mt. Tremper and Bearsville meet. Property has access on

  Robert Stang LIVEARTHCO CONSULTING LLC

  626 Wittenberg Rd, Bearsville, NY 12409
• 

  

  /36

  $785,000

  Sold Aug 13, 2026

  168 Jessop Rd, Willow, NY 12495

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft
  • Built 1958

  Last Sold Summary

  • $525/SF
  • 28 Days On Market

  Current Estimated Value $775,952

  Last Listing Agent Danielle Marchisella Corcoran Country Living

  168 Jessop Rd, Willow, NY 12495
• 

  

  /29

  Est $494,445

  Not Listed For Sale

  15 Vandebogart Rd, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,087 Sq Ft
  • Built 1957

  15 Vandebogart Rd, Woodstock, NY 12498

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Marilyn Heir BHHS HUDSON VALLEY PROP-WDST
• 

  

  /51

  $1,200,000

  $100K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,060 Sq Ft

  5 & 7 Parker Ln, Woodstock, NY 12498

  Family Compound and/or Investment Property.There are 3 homes at 5 & 7 Parker Lane in Woodstock. The property is located only minutes from Main St in Woodstock.The 5 Parker Ln cottage has 1423 square feet with 2 bedrooms & 1 bathroom.7 Parker Ln has 2 homes on the lot. The 2-story home has 1231 square feet with 2 bedrooms & 1.5 bathrooms.The cabin at 7 Parker Ln has

  Richard Greenspan Ruth Gale Realty

  5 & 7 Parker Ln, Woodstock, NY 12498
• 

  

  /39

  $1,465,000

  Sold Jun 30, 2026

  529 Mount Guardian Rd, Woodstock, NY 12409

  • 3 Beds
  • 3 Baths
  • 2,064 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $710/SF
  • 23 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  529 Mount Guardian Rd, Woodstock, NY 12409
• 

  

  /28

  Est $490,108

  Not Listed For Sale

  74 Witchtree Rd, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,438 Sq Ft
  • Built 1955

  74 Witchtree Rd, Woodstock, NY 12498

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Benjamin Armento Coldwell Banker Village Green
• 

  

  /40

  $1,350,000

  $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,613 Sq Ft

  19 Blues Quarry, Woodstock, NY 12498

  Seventeen private acres, minutes from the heart of Woodstock. This 3-bedroom, 2.5-bath modern home pairs character with thoughtful separation of space: a fireplace-anchored great room, open kitchen, and dining area flow together on the main level alongside a versatile first-floor bedroom, ideal for guests, family, or a home office, served by a nearby full bath. Upstairs, the true primary suite

  Baris Demirel Serhant LLC

  19 Blues Quarry, Woodstock, NY 12498
• 

  

  /21

  $551,000

  Sold Jul 01, 2026

  2044 Glasco Turnpike, Woodstock, NY 12498

  • Land
  • 14.85 Acres
  • $37,104 per Acre

  Last Sold Summary

  • 26% Above List Price
  • 49 Days On Market

  Last Listing Agent Daniel Winn Halter Associates Realty

  2044 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /17

  Est $561,021

  Not Listed For Sale

  52 Whitney Dr, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 1,530 Sq Ft
  • Built 1981

  52 Whitney Dr, Woodstock, NY 12498

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Nancy Keller Bacon Four Seasons Sotheby's Int'l R
• 

  

  /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
• 

  

  /29

  $700,000

  Sold Sep 26, 2025

  207 Elwyn Dr, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 1959

  Last Sold Summary

  • 3% Below List Price
  • $363/SF
  • 70 Days On Market

  Current Estimated Value $735,430

  Last Listing Agent Brenda Graf Corcoran Country Living

  207 Elwyn Dr, Woodstock, NY 12498
• 

  Est $561,648

  Not Listed For Sale

  41 Whitney Dr, Woodstock, NY 12498

  • 4 Beds
  • 1.5 Baths
  • 1,944 Sq Ft
  • Built 1966

  41 Whitney Dr, Woodstock, NY 12498

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Kathryn Johnson William Pitt Sothebys Int Rlty
• 

  

  /91

  $795,000

  Open Sat 12PM - 3PM

  • 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.

  Ruti kabel Keller Williams Realty HV Nort

  4868 New York 212, Willow, NY 12495
• 

  $935,000

  Sold Aug 13, 2026

  30 Whitney Dr, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,924 Sq Ft
  • Built 2005

  Last Sold Summary

  • 17% Above List Price
  • $320/SF
  • 38 Days On Market

  Current Estimated Value $778,769

  Last Listing Agent Amy McArdle eXp Realty

  30 Whitney Dr, Woodstock, NY 12498
• 

  

  /47

  Est $559,745

  Not Listed For Sale

  33 Whitney Dr, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • Built 1964

  33 Whitney Dr, Woodstock, NY 12498

  Last Sold Summary

  • 178 Days On Market

  Last Listing Agent Benjamin Armento Coldwell Banker Village Green

Showing Results 241 - 280, Page 7 of 18