Woodstock, NY Homes

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  /61

  $2,250,000

  Sold Sep 03, 2025

  6 W Ohayo Mountain Rd, Bearsville, NY 12409

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft
  • Built 2024

  Last Sold Summary

  • $703/SF
  • 10 Days On Market

  Current Estimated Value $2,257,212

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  6 W Ohayo Mountain Rd, Bearsville, NY 12409
• 

  

  

  /35

  Est $1,114,766

  Not Listed For Sale

  58 Playhouse Ln, Woodstock, NY 12498

  • 4 Beds
  • 3.5 Baths
  • 2,317 Sq Ft
  • Built 1986

  58 Playhouse Ln, Woodstock, NY 12498

  Last Sold Summary

  • 94 Days On Market

  Last Listing Agent Sharon Breslau BHHS HUDSON VALLEY PROP-WDST
• 

  

  

  /33

  $785,000

  $14K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  12 Oriole Dr, Woodstock, NY 12498

  A bright and sunny Colonial gem just minutes into the center of Woodstock! This home is set far back and hidden from the road creating a true sense of privacy. Coming down the driveway, you begin to see the 1.47 acre yard wrapping around the house bordered by a charming stone wall. Once inside, the spacious living room is on your left with built-in bookcases and a fireplace with a wood burning

  Richard Stoll Halter Associates Realty

  12 Oriole Dr, Woodstock, NY 12498
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  /2

  $350,000

  Sold Aug 29, 2025

  7 Dixon Ave, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 2001

  Last Sold Summary

  • 20% Below List Price
  • $331/SF
  • 364 Days On Market

  Current Estimated Value $391,779

  Last Listing Agent Dana Goldberg Houlihan Lawrence, Inc.

  7 Dixon Ave, Woodstock, NY 12498
• 

  

  

  /26

  Est $730,574

  Not Listed For Sale

  2207 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,534 Sq Ft
  • Built 1949

  2207 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 135 Days On Market

  Last Listing Agent Laura Warren 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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  /48

  $830,000

  Sold Dec 18, 2025

  26-28 Neher St, Woodstock, NY 12498

  • 4 Beds
  • 3 Baths
  • 2,526 Sq Ft
  • Built 1875

  Last Sold Summary

  • 2% Below List Price
  • $329/SF
  • 14 Days On Market

  Last Listing Agent Gail Cadden Coldwell Banker Village Green

  26-28 Neher St, Woodstock, NY 12498
• 

  Est $721,453

  Not Listed For Sale

  5 Boggs Hill Rd, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,315 Sq Ft
  • Built 1996

  5 Boggs Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Megan Rios Berardi Realty
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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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  /38

  $1,085,000

  Sold Jan 30, 2026

  68 Cooper Hollow Rd, Bearsville, NY 12409

  • 3 Beds
  • 2 Baths
  • 2,985 Sq Ft
  • Built 2002

  Last Sold Summary

  • $363/SF
  • 11 Days On Market

  Current Estimated Value $1,140,234

  Last Listing Agent Nancy Berish BHHS HUDSON VALLEY PROP-R

  68 Cooper Hollow Rd, Bearsville, NY 12409
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  /34

  Est $977,064

  Not Listed For Sale

  3 Hillman Rd, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,690 Sq Ft
  • Built 2006

  3 Hillman Rd, Woodstock, NY 12498

  Last Sold Summary

  • 157 Days On Market

  Last Listing Agent Baris Demirel Serhant LLC
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  /45

  $1,200,000

  • 4 Beds
  • 4 Baths
  • 3,172 Sq Ft

  5 Downer Ln, Woodstock, NY 12498

  Set on six bucolic acres along one of Woodstock's most scenic country roads, this extraordinary barn residence captures sweeping views of Overlook Mountain, the timeless beauty of the Hudson Valley landscape, and the quiet rhythm of a true farm setting.Reimagined from a historic 19th-century barn that was carefully disassembled and relocated from farther north, the home is a remarkable

  Baris Demirel Serhant LLC

  5 Downer Ln, Woodstock, NY 12498
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  /47

  $1,700,000

  Sold Feb 20, 2026

  46 Rose Ln, Bearsville, NY 12409

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft
  • Built 2001

  Last Sold Summary

  • 36% Above List Price
  • $1,040/SF
  • 68 Days On Market

  Current Estimated Value $1,362,592

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  46 Rose Ln, Bearsville, NY 12409
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  /32

  Est $723,593

  Not Listed For Sale

  79 Upper Byrdcliffe Way, Woodstock, NY 12498

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

  79 Upper Byrdcliffe Way, Woodstock, NY 12498

  Last Sold Summary

  • 308 Days On Market

  Last Listing Agent Johanna Trimboli Halter Associates Realty
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  /13

  $80,000

  Sold Apr 23, 2026

  5299 New York 212, Mount Tremper, NY 12457

  • Land
  • 2 Acres
  • $40,000 per Acre

  Last Sold Summary

  • 36% Below List Price
  • 174 Days On Market

  Last Listing Agent Terence Lynch Century 21 New West

  5299 New York 212, Mount Tremper, NY 12457
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  /35

  Est $1,251,391

  Not Listed For Sale

  98 California Quarry Rd, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft
  • Built 1961

  98 California Quarry Rd, Woodstock, NY 12498

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Stacey Anderson BHHS HUDSON VALLEY PROP-WDST
• 

  $1,410,000

  Sold Oct 22, 2025

  279 Cooper Lake Rd, Bearsville, NY 12409

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

  Last Sold Summary

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

  Current Estimated Value $1,479,259

  Last Listing Agent Ellen Osgood Coldwell Banker Village Green

  279 Cooper Lake Rd, Bearsville, NY 12409
• 

  

  /33

  Est $600,071

  Not Listed For Sale

  112 California Quarry Rd, Woodstock, NY 12498

  • 1 Bed
  • 1.5 Baths
  • 1,150 Sq Ft
  • Built 1960

  112 California Quarry Rd, Woodstock, NY 12498

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Stacey Anderson BHHS HUDSON VALLEY PROP-WDST
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  /44

  $525,000

  Sold Sep 25, 2025

  1502 Sawkill Rd, Kingston, NY 12401

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft
  • Built 1958

  Last Sold Summary

  • $318/SF
  • 64 Days On Market

  Last Listing Agent Savannah Miceli Century 21 Alliance-NP

  1502 Sawkill Rd, Kingston, NY 12401
• 

  Est $1,080,521

  Not Listed For Sale

  8 Chimney Rd, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,472 Sq Ft
  • Built 1965

  8 Chimney Rd, Woodstock, NY 12498

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Harris Safier Compass Greater NY, LLC
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  /32

  $875,000

  Sold Mar 13, 2026

  12 Tinker St, Woodstock, NY 12498

  • 4 Beds
  • 6 Baths
  • 2,980 Sq Ft
  • Built 1875

  Last Sold Summary

  • 41% Below List Price
  • $294/SF
  • 99 Days On Market

  Current Estimated Value $894,522

  Last Listing Agent Danielle Sevier Compass Greater NY, LLC

  12 Tinker St, Woodstock, NY 12498
• 

  Est $1,953,970

  Not Listed For Sale

  238 California Quarry Rd, Woodstock, NY 12498

  • 3 Beds
  • 3.5 Baths
  • 2,672 Sq Ft
  • Built 1988

  238 California Quarry Rd, Woodstock, NY 12498

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Sheena Lepez Compass Greater NY, LLC
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  /29

  $595,000

  Sold Mar 18, 2026

  257 W Saugerties Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,802 Sq Ft
  • Built 1930

  Last Sold Summary

  • 1% Below List Price
  • $330/SF
  • 48 Days On Market

  Current Estimated Value $621,983

  Last Listing Agent Johanna Trimboli Halter Associates Realty

  257 W Saugerties Rd, Woodstock, NY 12498
• 

  

  /44

  Est $1,719,914

  Not Listed For Sale

  299 California Quarry Rd, Woodstock, NY 12498

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

  299 California Quarry Rd, Woodstock, NY 12498

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Lisa Cooper Serhant LLC
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  /47

  $1,295,000

  Sold Sep 30, 2025

  263 California Quarry Rd, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,327 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $557/SF
  • 21 Days On Market

  Current Estimated Value $1,300,213

  Last Listing Agent Daniel Winn Halter Associates Realty

  263 California Quarry Rd, Woodstock, NY 12498
• 

  

  /34

  Est $806,376

  Not Listed For Sale

  165 California Quarry Rd, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,742 Sq Ft
  • Built 1981

  165 California Quarry Rd, Woodstock, NY 12498

  Last Sold Summary

  • 99 Days On Market

  Last Listing Agent Amy Owens Coldwell Banker Village Green
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  /32

  $575,000

  Sold Feb 04, 2026

  36 Cross Patch Rd, Willow, NY 12495

  • 2 Beds
  • 1 Bath
  • 602 Sq Ft
  • Built 1977

  Last Sold Summary

  • 8% Below List Price
  • $955/SF
  • 60 Days On Market

  Current Estimated Value $565,725

  Last Listing Agent Jessica Brasseur Houlihan Lawrence Millbrook Of

  36 Cross Patch Rd, Willow, NY 12495
• 

  

  /26

  Est $549,664

  Not Listed For Sale

  2278 Glasco Turnpike, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,103 Sq Ft
  • Built 1955

  2278 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 97 Days On Market

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

  

  /28

  $815,000

  Sold Nov 07, 2025

  2318 Glasco Turnpike, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1895

  Last Sold Summary

  • 2% Below List Price
  • $576/SF
  • 67 Days On Market

  Current Estimated Value $845,899

  Last Listing Agent Jeannine Simmons Corcoran Country Living

  2318 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /35

  Est $1,019,295

  Not Listed For Sale

  3 Summers Ln, Woodstock, NY 12498

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

  3 Summers Ln, Woodstock, NY 12498

  Last Sold Summary

  • 94 Days On Market

  Last Listing Agent Danielle Marchisella Corcoran Country Living
• 

  

  /46

  $1,395,000

  Sold Jul 09, 2026

  36 Summers Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,817 Sq Ft
  • Built 2012

  Last Sold Summary

  • 8% Above List Price
  • $768/SF
  • 18 Days On Market

  Current Estimated Value $1,287,197

  Last Listing Agent Valerie Cashen Coldwell Banker Village Green

  36 Summers Ln, Woodstock, NY 12498
• 

  Est $1,075,895

  Not Listed For Sale

  2626 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft
  • Built 1900

  2626 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 79 Days On Market

  Last Listing Agent Hailey Kiesewetter Upstate Down
• 

  $220,825

  Sold Dec 26, 2025

  11 Fel Qui Rd, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 944 Sq Ft
  • Built 2017

  Last Sold Summary

  • 7% Below List Price
  • $234/SF
  • 61 Days On Market

  Current Estimated Value $301,181

  Last Listing Agent Melissa Terman River Realty Services, Inc.

  11 Fel Qui Rd, Woodstock, NY 12498
• 

  Est $727,820

  Not Listed For Sale

  17 Forest Dr, Woodstock, NY 12498

  • 4 Beds
  • 3 Baths
  • 1,838 Sq Ft
  • Built 1959

  17 Forest Dr, Woodstock, NY 12498

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Kateryna Mukoid R New York
• 

  $375,000

  Sold Dec 11, 2025

  58 Baker Rd, Bearsville, NY 12409

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft
  • Built 1974

  Last Sold Summary

  • 42% Below List Price
  • $273/SF
  • 235 Days On Market

  Current Estimated Value $450,929

  Last Listing Agent Heather Martin KW MidHudson

  58 Baker Rd, Bearsville, NY 12409
• 

  

  /28

  Est $376,313

  Not Listed For Sale

  105 Meadow Ct, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft
  • Built 1954

  105 Meadow Ct, Woodstock, NY 12498

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Eliana Amodio Amodio Real Estate & Prop
• 

  

  /56

  $840,000

  Sold Oct 20, 2025

  48 Cooper Hollow Rd, Bearsville, NY 12409

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

  Last Sold Summary

  • 14% Below List Price
  • $395/SF
  • 105 Days On Market

  Current Estimated Value $1,051,011

  Last Listing Agent Eric Amaral Coldwell Banker Village Green

  48 Cooper Hollow Rd, Bearsville, NY 12409
• 

  Est $356,953

  Not Listed For Sale

  31 Yerry Hill Rd, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,105 Sq Ft
  • Built 1957

  31 Yerry Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Ernie Acampora River Realty Services, Inc.
• 

  /2

  $850,000

  Sold Sep 16, 2025

  94 Silver Hollow Rd, Willow, NY 12495

  • 4 Beds
  • 2 Baths
  • 2,227 Sq Ft
  • Built 1940

  Last Sold Summary

  • 14% Below List Price
  • $382/SF
  • 46 Days On Market

  Current Estimated Value $841,035

  Last Listing Agent Alexis Li Corcoran Country Living

  94 Silver Hollow Rd, Willow, NY 12495
• 

  

  /47

  Est $369,912

  Not Listed For Sale

  30 Dixon Ave, Woodstock, NY 12498

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

  30 Dixon Ave, Woodstock, NY 12498

  Last Sold Summary

  • 70 Days On Market

  Last Listing Agent Darlene Griffin Halter Associates Realty

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