Woodstock, NY Homes

• 

  

  

  /10

  $425,000

  • Land
  • 22,215 Sq Ft
  • $833,333 per Acre

  1104 New York 28, Kingston, NY 12401

  Prime 0.51-acre corner commercial property in the heart of Woodstock, ideally situated between New York State Route 28 and Zena Road. This highly visible location offers steady traffic flow, excellent access, and strong exposure for a variety of business uses. The parcel is improved with a well, electricity connected to the existing structure, and two septic systems—providing valuable

  Greg Berardi Berardi Realty

  1104 New York 28, Kingston, NY 12401
• 

  

  

  /41

  $737,000

  Sold Sep 24, 2025

  1807 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 2,290 Sq Ft
  • Built 1903

  Last Sold Summary

  • 13% Above List Price
  • $322/SF
  • 21 Days On Market

  Current Estimated Value $761,934

  Last Listing Agent Melissa Mayes Serhant LLC

  1807 Glasco Turnpike, Woodstock, NY 12498
• 

  

  

  /28

  Est $432,020

  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
• 

  

  

  /31

  $895,000

  • 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
• 

  

  

  /39

  $700,000

  Sold Oct 22, 2025

  194 Wittenberg Rd, Bearsville, NY 12409

  • 3 Beds
  • 2.5 Baths
  • 1,592 Sq Ft
  • Built 1850

  Last Sold Summary

  • 12% Below List Price
  • $440/SF
  • 116 Days On Market

  Current Estimated Value $714,462

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  194 Wittenberg Rd, Bearsville, NY 12409
• 

  

  /29

  Est $836,036

  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
• 

  

  /24

  $1,150,000

  Pending

  • 3 Beds
  • 4 Baths
  • 3,120 Sq Ft

  540 Mount Tobias Rd, Mount Tremper, NY 12457

  A modernist retreat set against one of the most striking backdrops in the Catskills. 540 Mt. Tobias Road is an architect-designed home where clean lines and expansive glass dissolve the boundary between indoors and out. A wall of windows frames uninterrupted mountain views, pulling light and landscape into every corner of the home. The effect is immediate. Calm, quiet, and completely immersive.

  Alexander James Compass Greater NY, LLC

  540 Mount Tobias Rd, Mount Tremper, NY 12457
• 

  

  /32

  $710,000

  Sold Feb 06, 2026

  446 Abbey Rd, Woodstock, NY 12498

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

  Last Sold Summary

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

  Last Listing Agent Johanna Trimboli Halter Associates Realty

  446 Abbey Rd, Woodstock, NY 12498
• 

  Est $552,686

  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
• 

  

  /39

  $999,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  53 Blueberry Hill Rd, Bearsville, NY 12409

  Situated at the end of a private road on three serene acres, 53 Blueberry Hill offers the opportunity to own a secluded sanctuary just three miles from Woodstock’s village center. Recently remodeled, this three-bedroom home, complete with a one-bedroom, one-bathroom detached studio, is an idyllic Catskills residence with ample space for everyone. Constructed from timbers logged on Blueberry Hill,

  Kelcey Otten Compass Greater NY, LLC

  53 Blueberry Hill Rd, Bearsville, NY 12409
• 

  

  /17

  $455,000

  Sold Sep 22, 2025

  16 Delisio Ln, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,181 Sq Ft
  • Built 1951

  Last Sold Summary

  • 14% Above List Price
  • $385/SF
  • 32 Days On Market

  Current Estimated Value $489,698

  Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  16 Delisio Ln, Woodstock, NY 12498
• 

  

  /18

  Est $754,548

  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
• 

  

  /18

  $799,000

  $99K PRICE DROP

  • Land
  • 27.19 Acres
  • $29,386 per Acre

  TBD MacDaniel Rd, Bearsville, NY 12409

  Pollinator's Pathway in Woodstock Discover 27+ acres of untouched beauty just steps from the Tibetan Monastery, Magic Meadow, and the trailheads to Meads Mountain and Overlook Mountain. A private, winding ~.5-mile driveway opens to a sunlit clearing alive with wildflowers and pollinator plants — a natural canvas awaiting your vision. With selective tree trimming, sweeping Catskill Mountain views

  Genevieve Geaney Compass Greater New York, LLC

  TBD MacDaniel Rd, Bearsville, NY 12409
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  /56

  $549,000

  Sold Sep 24, 2025

  680 Zena Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1950

  Last Sold Summary

  • 8% Below List Price
  • $406/SF
  • 110 Days On Market

  Current Estimated Value $559,692

  Last Listing Agent Benjamin Armento Coldwell Banker Village Green

  680 Zena Rd, Woodstock, NY 12498
• 

  

  /28

  Est $731,240

  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
• 

  

  /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
• 

  

  /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 $440,068

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  29 Yerry Hill Rd, Woodstock, NY 12498
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  /30

  Est $663,676

  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
• 

  

  /10

  $158,000

  $10K PRICE DROP

  • Land
  • 2.1 Acres
  • $75,238 per Acre

  00 Whites Ln, Woodstock, NY 12498

  PRICE REDUCEDPrime location offering both privacy and proximity to the heart of Woodstock Village. Although the parcel's address is Whites Lane it is a fully wooded lot fronting Playhouse Lane Extension, a private and secluded road starting at the junction of Whites Lane and Playhouse. This setting is ideal for building your dream home while enjoying the convenience of walking to the Village.

  Daniel Hauspurg Potter Realty

  00 Whites Ln, Woodstock, NY 12498
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  /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 $1,531,684

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

  128 Newcut Rd, Bearsville, NY 12409
• 

  

  /27

  Est $671,236

  Not Listed For Sale

  11 Library Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,257 Sq Ft
  • Built 1930

  11 Library Ln, Woodstock, NY 12498

  Last Sold Summary

  • 20 Days On Market
• 

  

  /50

  $2,399,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 5,342 Sq Ft

  40 Mount Guardian Rd, Bearsville, NY 12409

  Guardian House is a private mountain retreat set into the wooded hills of Bearsville, designed by renowned Woodstock architect Barry Price and rebuilt in 2011 to live in harmony with its surroundings. Thoughtful, restrained, and deeply connected to the landscape, the home feels both grounded and elevated, a place meant for retreat, reflection, and gathering. Wrapped in forest and framed by long

  STEVEN WROBEL JR. Serhant LLC

  40 Mount Guardian Rd, Bearsville, NY 12409
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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 $976,916

  Last Listing Agent Mercedes Ross Coldwell Banker Village Green

  66 Plochmann Ln, Woodstock, NY 12498
• 

  

  /33

  Est $691,894

  Not Listed For Sale

  135 Orchard Ln N, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1963

  135 Orchard Ln N, Woodstock, NY 12498

  Last Sold Summary

  • 4 Days On Market
• 

  

  /21

  $420,000

  Under Contract

  • 1 Bed
  • 2 Baths
  • 1,012 Sq Ft

  121 Tinker St, Woodstock, NY 12498

  Prime Income Property | Woodstock 2-Family Opportunity Savvy 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 with bath

  Peter Cantine Halter Associates Realty

  121 Tinker St, 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 $763,958

  Last Listing Agent Leigh Bokser Compass Greater NY, LLC

  1671 Glasco Turnpike, Woodstock, NY 12498
• 

  Est $568,268

  Not Listed For Sale

  8 Wolven Ln, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,278 Sq Ft
  • Built 1950

  8 Wolven Ln, Woodstock, NY 12498

  Last Sold Summary

  • 60 Days On Market
• 

  

  /9

  $199,000

  Pending

  • Land
  • 4 Acres
  • $49,750 per Acre

  20 Lion's Way, Woodstock, NY 12409

  Looking for a Unicorn? If you've been searching for a home near the village of Woodstock, with private panoramic mountain views, this may be the parcel for you to build your dream home! This 4 acre lot with beautiful glacial rock outcroppings is perched on the mountain with a nice level area and views in almost every direction and, it has already been rough cleared with a rough driveway as well.

  Mercedes Ross Coldwell Banker Village Green

  20 Lion's Way, Woodstock, NY 12409
• 

  

  /47

  $1,050,000

  Sold Sep 12, 2025

  76-78 Mid Mountain Way, Woodstock, NY 12498

  • 2 Beds
  • 1.5 Baths
  • 1,673 Sq Ft
  • Built 1915

  Last Sold Summary

  • $628/SF
  • 34 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  76-78 Mid Mountain Way, Woodstock, NY 12498
• 

  

  /12

  Est $514,489

  Not Listed For Sale

  35 Orchard Ln, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft
  • Built 1926

  35 Orchard Ln, Woodstock, NY 12498

  Last Sold Summary

  • 365 Days On Market
• 

  

  /44

  $1,575,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,360 Sq Ft

  94 Chestnut Hill Rd, Woodstock, NY 12498

  A rare opportunity to own a truly special piece of the Hudson Valley. Nestled in the heart of Woodstock, NY, this iconic property offers 11.17 breathtaking acres of open meadows and sweeping mountain views that change beautifully with every season. The well-maintained 3-bedroom, 1-bath ranch house spans 1,360 square feet and offers comfortable single-level living with a warm, classic character. A

  Henry Ford Coldwell Banker Village Green

  94 Chestnut Hill Rd, Woodstock, NY 12498
• 

  

  /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 $590,359

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

  40 Lower Byrdcliffe Rd, Woodstock, NY 12498
• 

  

  /33

  Est $618,645

  Not Listed For Sale

  14 Orchard Ln, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 1,181 Sq Ft
  • Built 1941

  14 Orchard Ln, Woodstock, NY 12498

  Last Sold Summary

  • 7 Days On Market
• 

  

  /19

  $859,000

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  2323 Glasco Turnpike, Woodstock, NY 12498

  A rare Byrdcliffe Colony offering, this 1911 Woodstock artist home sits just off Lower Byrdcliffe Road on a private half-acre of garden, lawn, patio, and woods. Rich with history and creative spirit, the original structure features the classic north-facing artist's window designed for painter's light, along with original beams and woodwork that speak to the home's early 20th-century

  Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  2323 Glasco Turnpike, Woodstock, 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 $1,273,672

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  67 Cricket Ridge, Bearsville, NY 12409
• 

  Est $979,195

  Not Listed For Sale

  688 Zena Rd, Woodstock, NY 12498

  • 4 Beds
  • 3.5 Baths
  • 3,554 Sq Ft
  • Built 2004

  688 Zena Rd, Woodstock, NY 12498

  Last Sold Summary

  • 154 Days On Market
• 

  

  /31

  $639,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 1,684 Sq Ft

  675 Cooper Lake Rd, Bearsville, NY 12409

  Introducing Crescent House, an artful retreat tucked along one of Woodstock's most sought after roads, blending warmth, creativity, and a relaxed indoor-outdoor lifestyle. Moments from Cooper Lake, Mink Hollow, and some of the area's most scenic walking routes, the property feels peaceful and tucked away while remaining just minutes to Bearsville and the center of town. Behind a custom iron and

  Genevieve Geaney Compass Greater New York, LLC

  675 Cooper Lake Rd, Bearsville, NY 12409
• 

  

  /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
• 

  

  /34

  Est $915,227

  Not Listed For Sale

  252 John Joy Rd, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,875 Sq Ft
  • Built 1988

  252 John Joy Rd, Woodstock, NY 12498

  Last Sold Summary

  • 16 Days On Market
• 

  

  /30

  $898,000

  $81K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  14 Old Forge Rd, Woodstock, NY 12498

  PROPERTY HIGHLIGHTS. Big ''Tiny House'': Designed for people who love Small Efficient Spaces, by the Water, with Mountain Views, enjoy living ''uncarred'', in the most Central Location in Woodstock. Layout: 2 bedrooms and 2 bathrooms. Exceptionally rare Climate Resilient Construction featuring Steel floor and ceiling joists with comprehensive Energy Efficient Upgrades throughout. INTERIOR

  Danielle Sevier Compass Greater NY, LLC

  14 Old Forge Rd, Woodstock, NY 12498

Showing Results 161 - 200, Page 5 of 18