Woodstock, NY Homes

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  /28

  $1,095,000

  • 5 Beds
  • 5 Baths
  • 2,708 Sq Ft

  18 Rock City Rd Unit A,B,C, Wood Stock, NY 12498

  Rare Woodstock multi-family opportunity - three distinct, fully rented residences on one property, delivering an approximate 8 cap from day one. Just one block from the center of Woodstock, 18 Rock City Road combines an exceptional in-town location with an established income stream and three residences that each offer their own character and appeal.Originally dating to 1890, the property

  James Angelakis BHHS HUDSON VALLEY PROP-WDST

  18 Rock City Rd Unit A,B,C, Wood Stock, NY 12498
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  /32

  $710,000

  Sold Feb 06, 2026

  446 Abbey Rd, Mount Tremper, NY 12457

  • 3 Beds
  • 1.5 Baths
  • 1,468 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $484/SF
  • 41 Days On Market

  Current Estimated Value $749,774

  Last Listing Agent Johanna Trimboli Halter Associates Realty

  446 Abbey Rd, Mount Tremper, NY 12457
• 

  

  

  /50

  Est $627,967

  Not Listed For Sale

  15 Schoonmaker Ln Unit 17, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,044 Sq Ft
  • Built 1928

  15 Schoonmaker Ln Unit 17, Woodstock, NY 12498

  Last Sold Summary

  • 158 Days On Market

  Last Listing Agent Carol Spirig Halter Associates Realty
• 

  

  

  /91

  $795,000

  Open Sat 12AM - 3PM

  • 5 Beds
  • 3 Baths
  • 2,044 Sq Ft

  4868 State Route 212, Willow, NY 12495

  Income Opportunity! This residential 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-full bath home sits on 3.6 private acres with breathtaking views of Ohayo Mountain, Mount Guardian, Mount Tremper, and

  Ruti kabel Keller Williams Realty HV Nort

  4868 State Route 212, Willow, NY 12495
• 

  

  

  /30

  $450,000

  Sold Feb 03, 2026

  29 Yerry Hill Rd, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 894 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Below List Price
  • $503/SF
  • 74 Days On Market

  Current Estimated Value $456,262

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  29 Yerry Hill Rd, Woodstock, NY 12498
• 

  

  /15

  Est $792,547

  Not Listed For Sale

  63 Rock City Rd, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,065 Sq Ft
  • Built 1974

  63 Rock City Rd, Woodstock, NY 12498

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Gary Heckelman Halter Associates Realty
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  /68

  $865,000

  $113K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,410 Sq Ft

  25-29 Mink Hollow Rd, Woodstock, NY

  Directly across from Cooper Lake and tucked quietly among the trees just minutes from Woodstock, this rare Catskills compound captures the kind of escape buyers dream about but rarely find. Surrounded by woods, mountain air, hiking, legendary fly-fishing waters, and the natural beauty that defines the Catskills, the property offers a unique blend of privacy, flexibility, creative space, and

  Yan Wang Realty One Group Key

  25-29 Mink Hollow Rd, Woodstock, NY
• 

  

  /51

  $1,450,000

  Sold Feb 11, 2026

  128 Newcut Rd, Bearsville, NY 12409

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft
  • Built 1980

  Last Sold Summary

  • 17% Below List Price
  • $947/SF
  • 123 Days On Market

  Current Estimated Value $1,520,407

  Last Listing Agent Heidi Maloney Four Seasons Sotheby's Int'l R

  128 Newcut Rd, Bearsville, NY 12409
• 

  

  /22

  Est $609,559

  Not Listed For Sale

  2281 Glasco Turnpike, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1996

  2281 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Richard Vizzini Corcoran Country Living
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  /31

  $875,000

  Open Sun 11AM - 12:30PM $20K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft

  92 Four Wheel Dr, Willow, NY 12495

  There's a particular kind of quiet in Willow -- the hush of wind through the trees, the far-off ridgeline, the sense that the world has politely paused. Tucked into these woodlands, a renovated, three-level log home rewrites what a cabin can be: the honeyed warmth of timber, yes, but paired with clean-lined updates, contemporary comforts, and an openness that feels closer to a modern mountain

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  92 Four Wheel Dr, Willow, NY 12495
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  /52

  $1,240,000

  Sold Apr 24, 2026

  66 Plochmann Ln, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 2021

  Last Sold Summary

  • 7% Below List Price
  • $795/SF
  • 151 Days On Market

  Current Estimated Value $968,904

  Last Listing Agent Mercedes Ross Coldwell Banker Village Green

  66 Plochmann Ln, Woodstock, NY 12498
• 

  

  /22

  Est $458,658

  Not Listed For Sale

  2289 Glasco Turnpike, Woodstock, NY 12498

  • 1 Bed
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1953

  2289 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Richard Vizzini Corcoran Country Living
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  /50

  $1,395,000

  • 3 Beds
  • 3 Baths
  • 2,258 Sq Ft

  7 Wilber Ln, Woodstock, NY 12498

  ROOMS WITH A VIEW! Welcome to 7 Wilber Lane, a stylish mid-century modern ranch set on four glorious acres in the heart of Woodstock, where nearly every room connects you to the beauty outside. Overlook Mountain provides a magnificent backdrop to established gardens, open sky and a wonderfully wild landscape where more than 40 species of birds have been observed.Inside, the home unfolds

  Jeanne Rakowski Corcoran Country Living

  7 Wilber Ln, Woodstock, NY 12498
• 

  

  /24

  $790,000

  Sold Dec 23, 2025

  1671 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft
  • Built 1957

  Last Sold Summary

  • 1% Below List Price
  • $397/SF
  • 54 Days On Market

  Current Estimated Value $790,287

  Last Listing Agent Leigh Bokser Compass Greater NY, LLC

  1671 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /34

  Est $588,625

  Not Listed For Sale

  50 Lower Byrdcliffe Rd, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,201 Sq Ft
  • Built 1930

  50 Lower Byrdcliffe Rd, Woodstock, NY 12498

  Last Sold Summary

  • 138 Days On Market

  Last Listing Agent Toby Ress Win Morrison Realty - W
• 

  

  /7

  $495,000

  • Land
  • 15 Acres
  • $33,000 per Acre

  256 MacDaniel Rd, Bearsville, NY 12409

  Rare opportunity to create your dream home on a magical piece of property! Private/ quiet road, yet minutes from the center of the town of Woodstock, with all it has to offer! Potential majestic mountain views, with clearing. A dirt road leading up to the property is already in place. This 15 acre parcel of land is located on one of the Woodstock area's most coveted roads. The Karma Triyana

  Corinne Gervai Coldwell Banker Village Green

  256 MacDaniel Rd, Bearsville, NY 12409
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  /52

  $1,315,000

  Sold Aug 18, 2026

  27 Old Wagon Rd, Woodstock, NY 12498

  • 4 Beds
  • 5 Baths
  • 3,080 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Above List Price
  • $427/SF
  • 16 Days On Market

  Current Estimated Value $1,232,281

  Last Listing Agent Megan Rios Berardi Realty

  27 Old Wagon Rd, Woodstock, NY 12498
• 

  

  /29

  Est $819,054

  Not Listed For Sale

  46 Lower Byrdcliffe Rd, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 1,807 Sq Ft
  • Built 1928

  46 Lower Byrdcliffe Rd, Woodstock, NY 12498

  Last Sold Summary

  • 79 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green
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  /35

  $749,999

  Pending

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  21 Vandermark Rd, Woodstock, NY 12498

  This newer construction (2022) sits at the end of a peaceful, wooded road just a few minutes from downtown Woodstock and a short drive to Kingston, Saugerties, and Phoenicia. The open-concept living area includes beautiful vaulted ceilings with wood beams, a large stone fireplace, and a beautiful kitchen with new appliances and a marble island. The primary bedroom includes vaulted ceilings,

  Jonathan Minerick HomeCoin.com

  21 Vandermark Rd, Woodstock, NY 12498
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  /39

  $580,000

  Sold Jan 23, 2026

  40 Lower Byrdcliffe Rd, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1920

  Last Sold Summary

  • 3% Below List Price
  • $387/SF
  • 40 Days On Market

  Current Estimated Value $625,395

  Last Listing Agent Sally Sprogis Four Seasons Sotheby's Int'l R

  40 Lower Byrdcliffe Rd, Woodstock, NY 12498
• 

  

  /22

  Est $615,029

  Not Listed For Sale

  2411 Glasco Turnpike, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,874 Sq Ft
  • Built 1860

  2411 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 110 Days On Market

  Last Listing Agent Gail Saucier BHHS HUDSON VALLEY PROP-R
• 

  

  /51

  $2,400,000

  • 2 Beds
  • 2 Baths
  • 1,904 Sq Ft

  262 MacDaniel Rd, Bearsville, NY 12409

  Wend up your forested driveway to this idyllic piece of paradise -- 12 secluded acres, just minutes from Woodstock Village. The current owner/architect/builder designed this uniquely curated home and its surroundings to create the penultimate natural setting. As the house is revealed through the trees, a mirror image is reflected in the 13' deep, swimmable, mini-lake. BREATHE! That's the perfect

  Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  262 MacDaniel Rd, Bearsville, NY 12409
• 

  

  /34

  $562,000

  Sold Jul 06, 2026

  18 Country Club Ln, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft
  • Built 1951

  Last Sold Summary

  • 13% Below List Price
  • $465/SF
  • 120 Days On Market

  Current Estimated Value $612,123

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  18 Country Club Ln, Woodstock, NY 12498
• 

  

  /28

  Est $468,387

  Not Listed For Sale

  9 Pine Grove St, Woodstock, NY 12498

  • 2 Beds
  • 1.5 Baths
  • 1,795 Sq Ft
  • Built 1913

  9 Pine Grove St, Woodstock, NY 12498

  Last Sold Summary

  • 499 Days On Market

  Last Listing Agent Peter Cantine Halter Associates Realty
• 

  

  /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

  Kathryn Johnson William Pitt Sothebys Int Rlty

  20 Country Club Ln, Wood Stock, NY 12498
• 

  

  /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 $1,333,935

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  67 Cricket Ridge, Bearsville, NY 12409
• 

  

  /29

  Est $762,239

  Not Listed For Sale

  2 Evergreen Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1958

  2 Evergreen Ln, Woodstock, NY 12498

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST
• 

  

  /21

  $420,000

  Pending

  • 1 Bed
  • 2 Baths
  • 1,012 Sq Ft

  121 Tinker St, Woodstock, NY 12498

  Prime Income Property | Woodstock 2-Family OpportunitySavvy investors and owner-occupants, take note. This exceptionally located 2-family property in high-demand Woodstock Hamlet rental market.The Units:The property consists of two highly rentable units. The ground floor unit is one bedroom, one bath in a footprint of 601 square feet. The upstairs unit is an open studio space

  Peter Cantine Halter Associates Realty

  121 Tinker St, Woodstock, NY 12498
• 

  

  /46

  $947,500

  Sold Sep 22, 2026

  297-299 Ohayo Mountain Rd, Woodstock, NY 12498

  • 2 Beds
  • 2.5 Baths
  • 2,227 Sq Ft
  • Built 1969

  Last Sold Summary

  • 5% Above List Price
  • $425/SF
  • 21 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  297-299 Ohayo Mountain Rd, Woodstock, NY 12498
• 

  Est $620,034

  Not Listed For Sale

  36 Playhouse Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • Built 1961

  36 Playhouse Ln, Woodstock, NY 12498

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Frank Tangredi Frank Tangredi Realty Company
• 

  

  /42

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft

  145 Tinker St, Woodstock, NY 12498

  In the heart of Woodstock Village, this beautifully reimagined Colonial offers the rare combination of historic character, modern comfort, and true **walk anywhere convenience**. Set beside Tannery Brook, the home is designed to make the most of its stream side setting, with light-filled interiors, an open-concept layout, and two sets of French doors that create an effortless connection to the

  James Billingsley Halter Associates Realty Inc

  145 Tinker St, Woodstock, NY 12498
• 

  

  /44

  $735,000

  Sold Sep 02, 2026

  17 Knolls Ct, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 1,905 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Above List Price
  • $386/SF
  • 26 Days On Market

  Current Estimated Value $637,678

  Last Listing Agent Gail Cadden Coldwell Banker Village Green

  17 Knolls Ct, Woodstock, NY 12498
• 

  

  /18

  Est $749,161

  Not Listed For Sale

  67 Mill Hill Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 2,028 Sq Ft
  • Built 1800

  67 Mill Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 76 Days On Market

  Last Listing Agent Barbara Ellman BHHS HUDSON VALLEY PROP-WDST
• 

  

  /24

  $600,000

  • Land
  • 28.17 Acres
  • $21,299 per Acre

  465 Sickler Rd, Willow, NY 12495

  28+ Acres in Woodstock with Views Set at the foot of Mt. Tobias and surrounded by protected state and conservancy land on all sides, this exceptional 28+ acre parcel offers a rare opportunity to build with lasting privacy just minutes from the heart of Woodstock. An established driveway leads to a thoughtfully cleared build site where expansive valley and mountain views create a stunning backdrop

  Leigh Bokser Compass Greater NY, LLC

  465 Sickler Rd, Willow, NY 12495
• 

  

  /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
• 

  

  /28

  Est $729,323

  Not Listed For Sale

  115 Tinker St, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 1,595 Sq Ft
  • Built 1920

  115 Tinker St, Woodstock, NY 12498

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Jason Nadeau Compass Greater NY, LLC
• 

  

  /51

  $675,000

  $55K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,410 Sq Ft

  15 Lake View Dr, Lake Hill, NY 12448

  15 Lake View Drive | Lake Hill, NYA modern Catskills retreat with thoughtful architecture, natural beauty, and Cooper Lake just across the road.Set on three wooded acres in Lake Hill, this distinctive architect-designed contemporary offers a rare combination of privacy, design, and proximity to the best of the Hudson Valley. Tucked among mature trees and dramatic natural

  Mackenzie Grate The Machree Group, LLC

  15 Lake View Dr, Lake Hill, NY 12448
• 

  $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 $824,765

  Last Listing Agent Baris Demirel Serhant LLC

  1 Bellows Ln, Woodstock, NY 12498
• 

  

  /30

  Est $685,509

  Not Listed For Sale

  7 Library Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,147 Sq Ft
  • Built 1925

  7 Library Ln, Woodstock, NY 12498

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Leslie Foti Coldwell Banker Village Green
• 

  

  /61

  $889,000

  • 4 Beds
  • 3 Baths
  • 2,410 Sq Ft

  25-29 Mink Hollow Rd, Lake Hill, NY 12448

  Yan Wang REALTY ONE GROUP KEY

  25-29 Mink Hollow Rd, Lake Hill, NY 12448

Showing Results 161 - 200, Page 5 of 18