Recently Sold Woodstock, NY Homes

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  $530,000 Sold Dec 19, 2025

  5 Violet Place, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,804 Sq Ft
  • Built 1963

  Last Sold Summary

  • 2% Below List Price
  • $294/SF
  • 81 Days On Market

  Last Listing Agent Fawn Denue Keller Williams Hudson Valley

  5 Violet Place, Woodstock, NY 12498
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  /33

  $225,000 Sold Aug 26, 2025

  23 Cottonwood Ln, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft
  • Built 1966

  Last Sold Summary

  • 36% Below List Price
  • $320/SF
  • 61 Days On Market

  Current Estimated Value $274,842

  Last Listing Agent James Murphy Patty Conti Realty Group LLC

  23 Cottonwood Ln, Woodstock, NY 12498
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  /37

  $825,000 Sold Nov 18, 2025

  16 Marko Grove, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 2,350 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Above List Price
  • $351/SF
  • 17 Days On Market

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  16 Marko Grove, Woodstock, NY 12498
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  /41

  $892,000 Sold Nov 04, 2025

  8 Pine Grove St, Woodstock, NY 12498

  • 5 Beds
  • 4 Baths
  • 2,426 Sq Ft
  • Built 1920

  Last Sold Summary

  • 10% Below List Price
  • $368/SF
  • 77 Days On Market

  Last Listing Agent Judy Steinfeld Halter Associates Realty

  8 Pine Grove St, Woodstock, NY 12498
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  $1,100,000 Sold Jul 10, 2025

  18 Maple Ln, Wood Stock, NY 12498

  • 6 Beds
  • 6 Baths
  • 4,400 Sq Ft
  • Built 1910

  Last Sold Summary

  • 14% Below List Price
  • $250/SF
  • 52 Days On Market

  Current Estimated Value $1,171,202

  Last Listing Agent Heidi Maloney Four Seasons Sothebys Intl

  18 Maple Ln, Wood Stock, NY 12498
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  $4,600,000 Sold Aug 25, 2025

  18 Striebel Rd, Woodstock, NY 12498

  • 4 Beds
  • 4 Baths
  • 3,899 Sq Ft
  • Built 1914

  Last Sold Summary

  • 8% Below List Price
  • $1,180/SF
  • 99 Days On Market

  Current Estimated Value $4,773,838

  Last Listing Agent Kathryn Johnson William Pitt Sothebys Int Rlty

  18 Striebel Rd, Woodstock, NY 12498
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  /20

  $325,000 Sold Nov 04, 2025

  57 Overlook Dr, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,177 Sq Ft
  • Built 1955

  Last Sold Summary

  • 1% Below List Price
  • $276/SF
  • 33 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  57 Overlook Dr, Woodstock, NY 12498
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  /34

  $800,000 Sold Dec 17, 2025

  3251 Route 212, Bearsville, NY 12409

  • 2 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1925

  Last Sold Summary

  • 3% Above List Price
  • $432/SF
  • 62 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  3251 Route 212, Bearsville, NY 12409
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  /27

  $370,000 Sold Oct 31, 2025

  38 Arnold Dr, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,365 Sq Ft
  • Built 1961

  Last Sold Summary

  • 14% Below List Price
  • $271/SF
  • 48 Days On Market

  Last Listing Agent Laura Prince Hudson Dwellings Realty

  38 Arnold Dr, Woodstock, NY 12498
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  $1,150,000 Sold Aug 22, 2025

  11 Louie Way, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 2,209 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Above List Price
  • $521/SF
  • 31 Days On Market

  Last Listing Agent Gary Heckelman Halter Associates Realty Inc

  11 Louie Way, Woodstock, NY 12498
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  /38

  $620,000 Sold Sep 26, 2025

  3 Oriole Dr, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 2,158 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Above List Price
  • $287/SF
  • 32 Days On Market

  Last Listing Agent Mario Geissler Four Seasons Sotheby's Int'l R

  3 Oriole Dr, Woodstock, NY 12498
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  /39

  $522,000 Sold Mar 20, 2025

  250 MacDaniel Rd, Woodstock, NY 12498

  • 1 Bed
  • 1 Bath
  • 846 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $617/SF
  • 46 Days On Market

  Last Listing Agent Darlene Griffin Halter Associates Realty

  250 MacDaniel Rd, Woodstock, NY 12498
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  /43

  $2,700,000 Sold Jun 13, 2025

  2655 Glasco Turnpike, Woodstock, NY 12498

  • 4 Beds
  • 3 Baths
  • 3,390 Sq Ft
  • Built 1945

  Last Sold Summary

  • 16% Below List Price
  • $796/SF
  • 209 Days On Market

  Current Estimated Value $2,928,406

  Last Listing Agent Richard Vizzini Corcoran Country Living

  2655 Glasco Turnpike, Woodstock, NY 12498
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  $850,000 Sold May 08, 2025

  363 Cold Brook Rd, Bearsville, NY 12409

  • 3 Beds
  • 2 Baths
  • 3,126 Sq Ft
  • Built 1985

  Last Sold Summary

  • 23% Below List Price
  • $272/SF
  • 117 Days On Market

  Last Listing Agent Carol Spirig Halter Associates Realty Inc

  363 Cold Brook Rd, Bearsville, NY 12409
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  /40

  $1,055,000 Sold Aug 20, 2025

  10 Magnolia Trail, Woodstock, NY 12498

  • 4 Beds
  • 3 Baths
  • 2,613 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $404/SF
  • 34 Days On Market

  Last Listing Agent Joseph Satto Fresh Air Realty

  10 Magnolia Trail, Woodstock, NY 12498
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  /42

  $967,500 Sold Dec 05, 2025

  241 Silver Hollow Rd, Willow, NY 12495

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft
  • Built 1963

  Last Sold Summary

  • 3% Below List Price
  • $501/SF
  • 47 Days On Market

  Last Listing Agent Carol Spirig Halter Associates Realty

  241 Silver Hollow Rd, Willow, NY 12495
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  $810,000 Sold Oct 24, 2025

  11 Grogkill Rd, Willow, NY 12495

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

  Last Sold Summary

  • 42% Below List Price
  • $263/SF
  • 78 Days On Market

  Last Listing Agent Sharon Breslau BHHS Hudson Valley Properties

  11 Grogkill Rd, Willow, NY 12495
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  /39

  $585,000 Sold Sep 12, 2025

  148 Hutchin Hill Rd, Shady, NY 12409

  • 2 Beds
  • 1 Bath
  • 1,039 Sq Ft
  • Built 1949

  Last Sold Summary

  • 2% Below List Price
  • $563/SF
  • 76 Days On Market

  Current Estimated Value $582,403

  Last Listing Agent Mario Geissler Four Seasons Sotheby's Int'l R

  148 Hutchin Hill Rd, Shady, NY 12409
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  /31

  $978,000 Sold Apr 21, 2025

  38 Vandebogart Rd, Woodstock, NY 12498

  • 4 Beds
  • 3.5 Baths
  • 3,914 Sq Ft
  • Built 1920

  Last Sold Summary

  • 3% Above List Price
  • $250/SF
  • 12 Days On Market

  Current Estimated Value $989,474

  Last Listing Agent Alexis Li Corcoran Country Living

  38 Vandebogart Rd, Woodstock, NY 12498
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  /58

  $1,199,000 Sold Apr 04, 2025

  2571 Route 212, Woodstock, NY 12498

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

  Last Sold Summary

  • 20% Below List Price
  • $634/SF
  • 213 Days On Market

  Current Estimated Value $1,213,027

  Last Listing Agent Jeanne Boice Howard Hanna Rand Realty

  2571 Route 212, Woodstock, NY 12498
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  /32

  $838,900 Sold Mar 04, 2025

  79 Upper Byrdcliffe Way, Woodstock, NY 12498

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

  Last Sold Summary

  • 12% Below List Price
  • $673/SF
  • 308 Days On Market

  Current Estimated Value $877,604

  Last Listing Agent Johanna Trimboli Halter Associates Realty

  79 Upper Byrdcliffe Way, Woodstock, NY 12498
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  /33

  $925,000 Sold Jun 16, 2025

  9 Shady Ln, Bearsville, NY 12409

  • 3 Beds
  • 2 Baths
  • 2,138 Sq Ft
  • Built 1976

  Last Sold Summary

  • 3% Above List Price
  • $433/SF
  • 21 Days On Market

  Current Estimated Value $925,533

  Last Listing Agent Casey Kearns Past Member

  9 Shady Ln, Bearsville, NY 12409
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  /27

  $550,000 Sold Jul 18, 2025

  623 Wittenberg Rd, Bearsville, NY 12409

  • 3 Beds
  • 2.5 Baths
  • 2,425 Sq Ft
  • Built 1915

  Last Sold Summary

  • 31% Below List Price
  • $227/SF
  • 813 Days On Market

  Last Listing Agent Peter Cantine Halter Associates Realty

  623 Wittenberg Rd, Bearsville, NY 12409
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  /33

  $512,650 Sold Apr 02, 2025

  676 Wittenberg Rd, Mount Tremper, NY 12457

  • 2 Beds
  • 1 Bath
  • 935 Sq Ft
  • Built 1948

  Last Sold Summary

  • 12% Below List Price
  • $548/SF
  • 112 Days On Market

  Current Estimated Value $548,195

  Last Listing Agent Barbara O'Hare BHHS HUDSON VALLEY PROP-WDST

  676 Wittenberg Rd, Mount Tremper, NY 12457
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  /29

  $500,000 Sold Feb 05, 2025

  3555 Route 212, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,162 Sq Ft
  • Built 1915

  Last Sold Summary

  • $430/SF
  • 52 Days On Market

  Last Listing Agent Julie Senecal Grist Mill Real Estate

  3555 Route 212, Woodstock, NY 12498
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  /51

  $609,825 Sold Oct 07, 2025

  916 Zena Rd, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,442 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Above List Price
  • $250/SF
  • 36 Days On Market

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  916 Zena Rd, Woodstock, NY 12498
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  /41

  $485,000 Sold Nov 19, 2025

  3523 Route 212, Bearsville, NY 12409

  • 3 Beds
  • 1.5 Baths
  • 1,506 Sq Ft
  • Built 1905

  Last Sold Summary

  • 2% Below List Price
  • $322/SF
  • 101 Days On Market

  Last Listing Agent Peter Cantine Halter Associates Realty

  3523 Route 212, Bearsville, NY 12409
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  $345,000 Sold Feb 03, 2025

  17 Harder Rd, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft
  • Built 1955

  Last Sold Summary

  • 1% Below List Price
  • $428/SF
  • 80 Days On Market

  Current Estimated Value $362,946

  Last Listing Agent Dustin Leibowitz eXp Realty

  17 Harder Rd, Woodstock, NY 12498
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  /54

  $445,000 Sold May 14, 2025

  203 Maverick Rd, Woodstock, NY 12498

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft
  • Built 1977

  Last Sold Summary

  • 12% Above List Price
  • $464/SF
  • 68 Days On Market

  Current Estimated Value $462,155

  Last Listing Agent Eric Amaral Coldwell Banker Village Green

  203 Maverick Rd, Woodstock, NY 12498
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  /32

  $1,450,000 Sold May 28, 2025

  54 Shultis Farm Rd, Bearsville, NY 12409

  • 5 Beds
  • 4 Baths
  • 3,722 Sq Ft
  • Built 1952

  Last Sold Summary

  • 4% Above List Price
  • $390/SF
  • 35 Days On Market

  Current Estimated Value $1,580,730

  Last Listing Agent Christina Sellers Keller Williams Realty HV Nort

  54 Shultis Farm Rd, Bearsville, NY 12409
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  /2

  $1,550,000 Sold Oct 15, 2025

  16 Juniper Ln, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 3,076 Sq Ft
  • Built 1982

  Last Sold Summary

  • 15% Below List Price
  • $504/SF
  • 89 Days On Market

  Last Listing Agent Victoria Stent Coldwell Banker Village Green

  16 Juniper Ln, Woodstock, NY 12498
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  $667,000 Sold Sep 05, 2025

  33 Cottonwood Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,973 Sq Ft
  • Built 1965

  Last Sold Summary

  • 33% Below List Price
  • $338/SF
  • 259 Days On Market

  Current Estimated Value $694,954

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  33 Cottonwood Ln, Woodstock, NY 12498
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  $980,000 Sold Feb 20, 2025

  3 Summers Ln, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,745 Sq Ft
  • Built 1980

  Last Sold Summary

  • 11% Below List Price
  • $357/SF
  • 94 Days On Market

  Current Estimated Value $1,029,044

  Last Listing Agent Danielle Marchisella The Kinderhook Group, Inc.

  3 Summers Ln, Woodstock, NY 12498
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  $1,410,000 Sold Oct 22, 2025

  279 Cooper Lake Rd, Woodstock, NY 12498

  • 4 Beds
  • 4 Baths
  • 3,193 Sq Ft
  • Built 1968

  Last Sold Summary

  • 9% Below List Price
  • $442/SF
  • 118 Days On Market

  Last Listing Agent Ellen Osgood Coldwell Banker Village Green

  279 Cooper Lake Rd, Woodstock, NY 12498
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  $1,700,000 Sold Jul 31, 2025

  299 California Quarry Rd, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,210 Sq Ft
  • Built 1995

  Last Sold Summary

  • 3% Below List Price
  • $769/SF
  • 29 Days On Market

  Current Estimated Value $1,754,905

  Last Listing Agent Lisa Cooper Serhant LLC

  299 California Quarry Rd, Woodstock, NY 12498
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  $1,404,000 Sold Aug 25, 2025

  97 Raycliffe Dr, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,390 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $587/SF
  • 31 Days On Market

  Current Estimated Value $1,398,733

  Last Listing Agent Richard Vizzini Corcoran Country Living

  97 Raycliffe Dr, Woodstock, NY 12498
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  /22

  $700,000 Sold Jun 03, 2025

  25 Windwood Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,691 Sq Ft
  • Built 1930

  Last Sold Summary

  • 7% Below List Price
  • $414/SF
  • 87 Days On Market

  Current Estimated Value $698,366

  Last Listing Agent Richard Vizzini Corcoran Country Living

  25 Windwood Ln, Woodstock, NY 12498
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  $308,000 Sold Dec 09, 2025

  20 Overlook Dr, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 917 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Above List Price
  • $336/SF
  • 42 Days On Market

  Last Listing Agent Baris Demirel Serhant LLC

  20 Overlook Dr, Woodstock, NY 12498
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  $970,000 Sold Nov 03, 2025

  109 the Middle Way, Mount Tremper, NY 12457

  • 2 Beds
  • 2.5 Baths
  • 2,010 Sq Ft
  • Built 1988

  Last Sold Summary

  • 16% Below List Price
  • $483/SF
  • 62 Days On Market

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  109 the Middle Way, Mount Tremper, NY 12457
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  /13

  $385,000 Sold Apr 23, 2025

  28 Arnold Dr, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,839 Sq Ft
  • Built 1962

  Last Sold Summary

  • 19% Below List Price
  • $209/SF
  • 140 Days On Market

  Current Estimated Value $420,545

  Last Listing Agent Thomas Pignone Green Ventures Realty

  28 Arnold Dr, Woodstock, NY 12498

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