Woodstock, NY Homes

• 

  

  

  /28

  Est $508,281

  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
• 

  

  

  /49

  $1,649,500

  Pending

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

  53 Little Deer Rd, Mount Tremper, NY 12457

  Casa Jane Some homes are simply lived in. Others are cultivated over time -- shaped quietly through care, intention, and a deep connection to the land. Casa Jane belongs to the latter. Set on four private acres in the heart of the Catskills, Casa Jane offers a rare combination of mountain views, creek frontage, fully fenced grounds, a Gunite pool, and over two decades of professionally designed

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  53 Little Deer Rd, Mount Tremper, NY 12457
• 

  

  

  /18

  $301,250

  Sold Jul 25, 2025

  24 Overlook Dr, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 1,266 Sq Ft
  • Built 1961

  Last Sold Summary

  • 1% Below List Price
  • $238/SF
  • 32 Days On Market

  Current Estimated Value $329,574

  Last Listing Agent Laura Haney Halter Associates Realty

  24 Overlook Dr, Woodstock, NY 12498
• 

  

  

  /17

  Est $553,470

  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
• 

  

  

  /50

  $749,000

  Pending

  • 5 Beds
  • 4 Baths
  • 2,859 Sq Ft

  701 Zena Highwoods Rd, Woodstock, NY 12498

  Close to all amenities yet tucked away on a quiet wooded two-acre lot, this charming Colonial offers privacy, space, and a warm, welcoming atmosphere that is perfect for family gatherings and relaxed Hudson Valley living. The home also features a legal, fully redone one-bedroom accessory apartment, with short term rental permit, complete with its own kitchen, living room, bedroom, laundry and

  Mark Braverman KW Hudson Valley North

  701 Zena Highwoods Rd, Woodstock, NY 12498
• 

  

  /47

  $1,200,000

  Sold Dec 11, 2025

  11 Grog Kill Rd, Willow, NY 12495

  • 3 Beds
  • 2.5 Baths
  • 3,080 Sq Ft
  • Built 2006

  Last Sold Summary

  • 14% Below List Price
  • $390/SF
  • 77 Days On Market

  Current Estimated Value $1,056,042

  Last Listing Agent Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  11 Grog Kill Rd, Willow, NY 12495
• 

  

  /47

  Est $541,666

  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
• 

  

  /12

  $380,000

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  Unlisted Address

  Welcome to this spacious and beautifully maintained 2-bedroom condominium located in the highly desirable Melrose section of the Bronx. Situated within the private and gated Melrose Court Condominium community, this charming residence offers the perfect blend of comfort, convenience, and value. This inviting unit features two oversized king-size bedrooms, a bright Eat-In-Kitchen, a spacious

  Christopher Webb Keller Williams NYC

  Unlisted Address
• 

  

  /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 $774,528

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  11 Forestwood Dr, Woodstock, NY 12498
• 

  

  /20

  Est $611,324

  Not Listed For Sale

  12 Whitney Dr, Woodstock, NY 12498

  • 5 Beds
  • 3 Baths
  • 2,572 Sq Ft
  • Built 1965

  12 Whitney Dr, Woodstock, NY 12498

  Last Sold Summary

  • 6 Days On Market
• 

  

  /70

  $3,600,000

  • 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
• 

  

  /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 $446,667

  Last Listing Agent Pieta Williams Halter Associates Realty

  3271 Route 212, Bearsville, NY 12409
• 

  

  /19

  Est $447,063

  Not Listed For Sale

  777 Zena Rd, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,305 Sq Ft
  • Built 1955

  777 Zena Rd, Woodstock, NY 12498

  Last Sold Summary

  • 108 Days On Market
• 

  

  /43

  $1,149,000

  Open Sat 10AM - 12PM $100K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,378 Sq Ft

  3207-3209 New York 212, Bearsville, NY 12409

  Enchanting Woodstock Compound with a Craftsman Home, Cottage, and Historic Barn. Welcome to a truly rare offering in the heart of the Catskills, just minutes from the center of Woodstock, yet tucked away in a storybook setting of trees, meadows, and the soothing sounds of the Sawkill stream. This private 1.85-acre homestead compound blends rustic charm with modern versatility, featuring a

  Michelle Bergkamp William Pitt Sotheby's Interna

  3207-3209 New York 212, Bearsville, NY 12409
• 

  

  /54

  $1,250,000

  Sold Sep 04, 2025

  208 Grogkill, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,640 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $473/SF
  • 60 Days On Market

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  208 Grogkill, Woodstock, NY 12498
• 

  

  /35

  Est $577,182

  Not Listed For Sale

  4 Lazy Brook Ln, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 2,257 Sq Ft
  • Built 1956

  4 Lazy Brook Ln, Woodstock, NY 12498

  Last Sold Summary

  • 138 Days On Market
• 

  

  /31

  $2,300,000

  $200K 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
• 

  $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 $1,022,175

  Last Listing Agent Jennifer Grimes Country House Realty Inc

  94 the Middle Way, Mount Tremper, NY 12457
• 

  

  /43

  Est $1,320,760

  Not Listed For Sale

  13 Snow Ridge, Woodstock, NY 12498

  • 4 Beds
  • 3.5 Baths
  • 3,379 Sq Ft
  • Built 1890

  13 Snow Ridge, Woodstock, NY 12498

  Last Sold Summary

  • 21 Days On Market
• 

  

  /32

  $850,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,238 Sq Ft

  726 Wittenberg Rd, Mount Tremper, NY 12457

  This is the Woodstock farmhouse you've been waiting for. Set on 5 gorgeous private acres along Wittenberg Road, this 1917 classic has been completely and tastefully renovated without losing an ounce of its soul. Four bedrooms, three stunning full baths; two en-suite. A first-floor bedroom suite that makes hosting (or aging in place) a breeze. Wake up in the new primary suite with cathedral

  Genevieve Rolleri eXp Realty

  726 Wittenberg Rd, Mount Tremper, NY 12457
• 

  

  /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 $888,107

  Last Listing Agent Carol Graham Corcoran Country Living

  63 Broadview Rd, Woodstock, NY 12498
• 

  

  /50

  Est $659,077

  Not Listed For Sale

  64 Country Club Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,787 Sq Ft
  • Built 1963

  64 Country Club Ln, Woodstock, NY 12498

  Last Sold Summary

  • 95 Days On Market
• 

  

  /29

  $2,500,000

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

  177 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

  177 Tinker St, 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 $1,423,772

  Last Listing Agent Lisa Halter Halter Associates Realty

  96 Meads Mountain Rd, Woodstock, NY 12498
• 

  

  /29

  Est $903,996

  Not Listed For Sale

  108 Ratterman Rd, Woodstock, NY 12498

  • 4 Beds
  • 3.5 Baths
  • 2,906 Sq Ft
  • Built 1959

  108 Ratterman Rd, Woodstock, NY 12498

  Last Sold Summary

  • 86 Days On Market
• 

  

  /44

  $749,000

  • 2 Beds
  • 2 Baths
  • 2,355 Sq Ft

  11 Nordic Dr, Woodstock, NY 12498

  Welcome to this distinctive Woodstock retreat, a home shaped by the creativity and vision of the artists who have called it their own since 2001. Originally built in 1937, this charming mountaintop home has evolved over the years through thoughtful additions, including an impressive upper-level studio with a separate entrance, plus a vaulted deck overlooking the property's picturesque grounds.

  Lisa Halter Halter Associates Realty

  11 Nordic Dr, 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
• 

  

  /31

  Est $680,448

  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
• 

  

  /29

  $1,499,900

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

  106 Mountain Laurel Ln, Woodstock, NY 12498

  Architectural. Artistic. Entirely unforgettable.Tucked away on 1.73 private acres just moments from Tinker Street in Woodstock, this one-of-a-kind residence feels like something pulled straight from the pages of a design magazine. Blending a Frank Lloyd Wright–inspired contemporary addition with an original Buckminster Fuller–style geodesic dome, the home is equal parts sculpture, sanctuary,

  Ashley Olson Minard eXp Realty

  106 Mountain Laurel Ln, 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 $713,015

  Last Listing Agent Brenda Graf Corcoran Country Living

  207 Elwyn Dr, Woodstock, NY 12498
• 

  

  /27

  Est $395,097

  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
• 

  

  /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
• 

  

  /28

  $999,000

  Sold Jan 23, 2026

  99 Cannon Cir, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft
  • Built 2020

  Last Sold Summary

  • 18% Below List Price
  • $513/SF
  • 203 Days On Market

  Current Estimated Value $1,004,351

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  99 Cannon Cir, Woodstock, NY 12498
• 

  

  /58

  Est $1,155,478

  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
• 

  

  /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
• 

  $699,000

  Sold Mar 23, 2026

  19 Livingston Ct, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,471 Sq Ft
  • Built 1973

  Last Sold Summary

  • 12% Below List Price
  • $283/SF
  • 167 Days On Market

  Current Estimated Value $716,481

  Last Listing Agent Timothy Ayers Berardi Realty

  19 Livingston Ct, Woodstock, NY 12498
• 

  

  /24

  Est $725,194

  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
• 

  

  /35

  $755,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft

  276 Chestnut Hill Rd, Woodstock, NY 12498

  Tucked away on six secluded acres just moments from the heart of Woodstock, this enchanting two-bedroom cottage has been impeccably reimagined, blending timeless character with newly curated finishes. Surrounded by towering evergreens, carpets of moss, and fern-lined woodlands, the property creates a peaceful retreat among the trees. A skylit foyer with glass brick wall opens into a dramatic

  Hailey Kiesewetter Upstate Down

  276 Chestnut Hill Rd, Woodstock, NY 12498
• 

  $840,000

  Sold Oct 20, 2025

  48 Cooper Hollow Ln, Bearsville, NY 12409

  • 4 Beds
  • 3 Baths
  • 2,125 Sq Ft
  • Built 1973

  Last Sold Summary

  • 11% Below List Price
  • $395/SF
  • 77 Days On Market

  Current Estimated Value $952,284

  Last Listing Agent Eric Amaral Coldwell Banker Village Green

  48 Cooper Hollow Ln, Bearsville, NY 12409
• 

  

  /35

  Est $1,017,576

  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

Showing Results 241 - 280, Page 7 of 18