Woodstock, NY Homes

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  /46

  $1,295,000

  • 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
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  /64

  $1,290,000 Sold Dec 05, 2025

  67 Cricket Ridge, Bearsville, NY 12409

  • 3 Beds
  • 2.5 Baths
  • 2,066 Sq Ft
  • Built 2009

  Last Sold Summary

  • 32% Below List Price
  • $624/SF
  • 64 Days On Market

  Current Estimated Value $1,290,533

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  67 Cricket Ridge, Bearsville, NY 12409
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  /33

  Est $1,118,583 Not Listed For Sale

  9 Fox Hollow Rd, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,527 Sq Ft
  • Built 1988

  9 Fox Hollow Rd, Woodstock, NY 12498

  Last Sold Summary

  • 3% Above List Price
  • $429/SF
  • 119 Days On Market

  • Last Sold Price $1,085,000
  • Sep 30, 2024

  Last Listing Agent Richard Vizzini Corcoran Country Living
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  /19

  $590,000

  • 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
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  /10

  $260,000 Sold Dec 19, 2025

  TBD Jonet Ln, Bearsville, NY 12409

  • Land
  • 6.23 Acres
  • $41,734 per Acre

  Last Sold Summary

  • 4% Above List Price
  • 18 Days On Market

  Last Listing Agent Robert Stang LIVEARTHCO CONSULTING LLC

  TBD Jonet Ln, Bearsville, NY 12409
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  /32

  Est $674,405 Not Listed For Sale

  229 Chestnut Hill Rd, Woodstock, NY 12498

  • 4 Beds
  • 1 Bath
  • 1,713 Sq Ft
  • Built 1800

  229 Chestnut Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 3% Above List Price
  • $384/SF
  • 12 Days On Market

  • Last Sold Price $657,500
  • Sep 19, 2023

  Last Listing Agent Amy Lonas Coldwell Banker Village Green
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  /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
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  /28

  $503,650 Sold Aug 14, 2025

  44 Mink Hollow Rd, Willow, NY 12495

  • 3 Beds
  • 2 Baths
  • 1,867 Sq Ft
  • Built 1955

  Last Sold Summary

  • 8% Below List Price
  • $270/SF
  • 93 Days On Market

  Current Estimated Value $540,453

  Last Listing Agent Lisa Halter Halter Associates Realty

  44 Mink Hollow Rd, Willow, NY 12495
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  /30

  Est $1,149,202 Not Listed For Sale

  10 Raybrook Dr, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,150 Sq Ft
  • Built 1989

  10 Raybrook Dr, Woodstock, NY 12498

  Last Sold Summary

  • 18% Below List Price
  • $653/SF
  • 14 Days On Market

  • Last Sold Price $1,405,000
  • Oct 23, 2023

  Last Listing Agent Danielle Sevier Compass Greater NY, LLC
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  /17

  $1,995,000

  • 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
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  $795,000 Sold Oct 31, 2025

  1 Bellows Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 2,390 Sq Ft
  • Built 1955

  Last Sold Summary

  • $333/SF
  • 41 Days On Market

  Current Estimated Value $815,142

  Last Listing Agent Baris Demirel Serhant LLC

  1 Bellows Ln, Woodstock, NY 12498
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  /30

  Est $1,073,561 Not Listed For Sale

  19 Wilber Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • Built 1940

  19 Wilber Ln, Woodstock, NY 12498

  Last Sold Summary

  • 16% Below List Price
  • $557/SF
  • 8 Days On Market

  • Last Sold Price $1,280,000
  • Oct 16, 2023

  Last Listing Agent Quinn Hagstrand Berkshire Hathaway Home Services
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  /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
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  $440,000 Sold May 16, 2025

  5 Lazy Brook Ln, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,480 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Below List Price
  • $177/SF
  • 12 Days On Market

  Current Estimated Value $618,636

  Last Listing Agent Christian Baez Keller Williams Hudson Valley

  5 Lazy Brook Ln, Woodstock, NY 12498
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  /31

  Est $1,017,792 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

  • 1% Above List Price
  • $456/SF
  • 105 Days On Market

  • Last Sold Price $1,010,000
  • Jan 17, 2025

  Last Listing Agent Leslie Foti Coldwell Banker Village Green
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  /24

  $499,000 Pending

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

  15 van de Bogart Rd, Woodstock, NY 12498

  WOODSTOCK GEM WITH STUDIO. A rare find in the heart of the Catskills -- this bright, refreshed three-bedroom, 1.5-bath ranch comes with a separate heated studio, ideal for artists, remote workers, or anyone craving a private retreat. All on a level three quarters of an acre of serene, wooded land just minutes from the vibrant village of Woodstock. The single-level layout delivers effortless flow

  Ita McAteer BHHS HUDSON VALLEY PROP-WDST

  15 van de Bogart Rd, Woodstock, NY 12498
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  /35

  $717,000 Sold Oct 21, 2025

  1637 Glasco Turnpike, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $384/SF
  • 67 Days On Market

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  1637 Glasco Turnpike, Woodstock, NY 12498
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  /40

  Est $542,016 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

  • 1% Below List Price
  • $610/SF
  • 4 Days On Market

  • Last Sold Price $549,000
  • Dec 16, 2024

  Last Listing Agent Maria Gianas The Machree Group, LLC
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  /23

  $600,000

  • Land
  • 5.45 Acres
  • $110,092 per Acre

  326 Raycliffe Dr, Woodstock, NY 12498

  Discover a rare opportunity to own 5.45 acres atop one of Woodstock's most coveted locations. This private, east-facing lot offers panoramic views that stretch endlessly over the Catskill Mountains, providing an awe-inspiring backdrop for your dream home. With the space and natural beauty to build a sleek, modern estate, this land is the perfect canvas for a luxury retreat. Surrounded by the

  Alexis Li Corcoran Country Living

  326 Raycliffe Dr, Woodstock, NY 12498
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  /32

  $600,000 Sold Apr 21, 2026

  110 Mill Hill Rd, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,783 Sq Ft
  • Built 1951

  Last Sold Summary

  • 3% Above List Price
  • $337/SF
  • 42 Days On Market

  Current Estimated Value $593,268

  Last Listing Agent Karen Sullivan Coldwell Banker Village GreenK

  110 Mill Hill Rd, Woodstock, NY 12498
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  /35

  Est $554,760 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

  • 17% Above List Price
  • $284/SF
  • 34 Days On Market

  • Last Sold Price $475,000
  • Feb 16, 2024

  Last Listing Agent Gail Cadden Coldwell Banker Village Green
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  /36

  $596,000

  • 3 Beds
  • 1 Bath
  • 1,187 Sq Ft

  28 Shultis Farm Rd, Bearsville, NY 12409

  Longing for the vibrant artistic Woodstock community but yearning for serene and peaceful country living? This is it! This charming and quaint one level cottage in a bucolic setting with mountain views is sure to check all the boxes. The expansive landscaped lawn offers a multitude of flower bushes and fruit trees. A pond sits at the edge of the property while the babbling brook in the back is

  Sylvie Ross Halter Associates Realty

  28 Shultis Farm Rd, Bearsville, NY 12409
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  /25

  $450,500 Sold Dec 29, 2025

  44 Overlook Dr, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft
  • Built 1956

  Last Sold Summary

  • 10% Below List Price
  • $387/SF
  • 153 Days On Market

  Current Estimated Value $457,606

  Last Listing Agent Jack Yao Realmart Realty, LLC

  44 Overlook Dr, Woodstock, NY 12498
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  /38

  Est $941,284 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

  • 9% Above List Price
  • $390/SF
  • 31 Days On Market

  • Last Sold Price $865,000
  • Jul 29, 2024

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green
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  /26

  $349,000

  • Land
  • 3 Acres
  • $116,333 per Acre

  547 Glenford Wittenberg Rd, Bearsville, NY 12409

  Three acres available on Yankee Town Pond in Bearsville. Convenient to Woodstock yet only 15 minutes to the NYS Thruway. Minutes to the Ulster County Rail Trail w hiking and biking all at your fingertips. Love to fish? This is perfect. This lot is being subdivided from a larger parcel and will be a buildable lot with engineered plans for the house. The taxes and assessment reflect the entire

  Siobhan Scanlan Win Morrison Realty-K

  547 Glenford Wittenberg Rd, Bearsville, NY 12409
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  /30

  $480,000 Sold Feb 20, 2026

  5 Evergreen Ln, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Built 1960

  Last Sold Summary

  • 9% Below List Price
  • $447/SF
  • 73 Days On Market

  Current Estimated Value $483,694

  Last Listing Agent Richard Miller Win Morrison Realty - W

  5 Evergreen Ln, Woodstock, NY 12498
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  /29

  Est $930,556 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

  • 11% Above List Price
  • $219/SF
  • 213 Days On Market

  • Last Sold Price $835,000
  • Mar 15, 2024

  Last Listing Agent Dana Matthews Rouse + Co Real Estate
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  /20

  $415,000

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

  92 Whichtree Rd, Woodstock, NY 12498

  Open house this Sunday, 4/19 from 12-3pm. Refreshments will be served! 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.

  William Chris St. John Win Morrison Realty

  92 Whichtree Rd, Woodstock, NY 12498
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  /37

  $745,000 Sold Aug 13, 2025

  2366 Glasco Turnpike, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 1,498 Sq Ft
  • Built 1922

  Last Sold Summary

  • 10% Below List Price
  • $497/SF
  • 86 Days On Market

  Current Estimated Value $767,475

  Last Listing Agent Margo Obourn Win Morrison Realty - W

  2366 Glasco Turnpike, Woodstock, NY 12498
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  /29

  Est $659,556 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

  • 32% Above List Price
  • $202/SF
  • 66 Days On Market

  • Last Sold Price $500,000
  • Jun 13, 2024

  Last Listing Agent Laura Warren Coldwell Banker Village Green
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  /22

  $425,000 Sold Sep 03, 2025

  512 Watson Woods, Lake Hill, NY 12448

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1970

  Last Sold Summary

  • 6% Below List Price
  • $373/SF
  • 55 Days On Market

  Current Estimated Value $482,666

  Last Listing Agent Megan Rios Berardi Realty

  512 Watson Woods, Lake Hill, NY 12448
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  /35

  Est $862,353 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

  • 26% Above List Price
  • $190/SF
  • 40 Days On Market

  • Last Sold Price $681,800
  • May 28, 2024

  Last Listing Agent Donna Brooks Compass Greater New York, LLC
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  /24

  $469,500 Sold Jun 27, 2025

  61 Ohayo Mountain Rd, Woodstock, NY 12498

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

  Last Sold Summary

  • 2% Below List Price
  • $688/SF
  • 33 Days On Market

  Current Estimated Value $484,706

  Last Listing Agent Johanna Trimboli Halter Associates Realty

  61 Ohayo Mountain Rd, Woodstock, NY 12498
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  /38

  Est $754,587 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

  • 8% Above List Price
  • $274/SF
  • 55 Days On Market

  • Last Sold Price $699,000
  • Apr 23, 2025

  Last Listing Agent Michael J. Carr eXp Realty
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  /47

  $367,000 Sold Jul 28, 2025

  30 Dixon Ave, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 894 Sq Ft
  • Built 1954

  Last Sold Summary

  • 1% Above List Price
  • $411/SF
  • 70 Days On Market

  Current Estimated Value $370,496

  Last Listing Agent Darlene Griffin Halter Associates Realty

  30 Dixon Ave, Woodstock, NY 12498
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  /29

  Est $492,762 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

  • 17% Above List Price
  • $386/SF
  • 21 Days On Market

  • Last Sold Price $420,000
  • Sep 19, 2023

  Last Listing Agent Marilyn Heir Berkshire Hathaway Home Services
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  $515,000 Sold Mar 09, 2026

  36-38 Ohayo Mountain Rd, Woodstock, NY 12498

  • 4 Beds
  • 3 Baths
  • 2,208 Sq Ft
  • Built 1925

  Last Sold Summary

  • 30% Below List Price
  • $233/SF
  • 123 Days On Market

  Last Listing Agent Sheena Lepez Compass Greater NY, LLC

  36-38 Ohayo Mountain Rd, Woodstock, NY 12498
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  /28

  Est $520,577 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

  • 21% Above List Price
  • $299/SF
  • 31 Days On Market

  • Last Sold Price $430,000
  • Sep 30, 2024

  Last Listing Agent Benjamin Armento Coldwell Banker Village Green
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  /6

  $180,000 Sold Jul 03, 2025

  Tbd Cooper Lake Rd, Bearsville, NY 12409

  • Land
  • 13.87 Acres
  • $12,978 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 67 Days On Market

  Last Listing Agent Valerie Cashen Coldwell Banker Village Green

  Tbd Cooper Lake Rd, Bearsville, NY 12409
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  /17

  Est $541,416 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

  • 3% Above List Price
  • $343/SF
  • 57 Days On Market

  • Last Sold Price $525,000
  • Sep 17, 2024

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

Showing Results 201 - 240, Page 6 of 18