Woodstock, NY Homes

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  /28

  $270,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,539 Sq Ft

  76 Meads Mountain Rd, Woodstock, NY 12498

  Unique opportunity on one of the most coveted roads in Woodstock which winds its way up to the Overlook Mountain trailhead. Overlooking a mountainside and a seasonal stream, this project house offers incredible potential for someone ready to reimagine this investment opportunity. Tucked away in a peaceful setting, the property feels mostly private and is just a couple minutes from Woodstock

  Hailey Kiesewetter Upstate Down

  76 Meads Mountain Rd, Woodstock, NY 12498
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  /28

  $925,000 Sold Jan 30, 2026

  64 Lower Byrdcliffe Rd, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,998 Sq Ft
  • Built 1897

  Last Sold Summary

  • 12% Below List Price
  • $463/SF
  • 52 Days On Market

  Last Listing Agent Victoria Stent Coldwell Banker Village Green

  64 Lower Byrdcliffe Rd, Woodstock, NY 12498
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  /15

  Est $820,204 Not Listed For Sale

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

  63 Rock City Rd, Woodstock, NY 12498

  63 Rock City Rd, Woodstock, NY 12498
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  /30

  $495,000 Pending

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

  5 Evergreen Ln, Woodstock, NY 12498

  MAJOR PRICE REDUCTION!!! Located in one of the most desireable in-town quiet neighborhoods in Woodstock. This 2 bedroom, 2 bath ranch has had recent upgrades worth noting. A new copper roof over the main house, new cedar siding and full interior painting,. brand new kitchen floor, and a stand by generator. Attached to the garage is a wonderful screened in patio with bluestone floor. Stairs go up

  Richard Miller Win Morrison Realty - W

  5 Evergreen Ln, Woodstock, NY 12498
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  /29

  $860,000 Sold Jan 08, 2026

  45 Rose Ln, Bearsville, NY 12409

  • 2 Beds
  • 1.5 Baths
  • 1,684 Sq Ft
  • Built 1985

  Last Sold Summary

  • 14% Below List Price
  • $511/SF
  • 75 Days On Market

  Last Listing Agent Johanna Trimboli Halter Associates Realty

  45 Rose Ln, Bearsville, NY 12409
• 

  

  /22

  Est $530,825 Not Listed For Sale

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

  2281 Glasco Turnpike, Woodstock, NY 12498

  2281 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /18

  $799,000

  • 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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  /36

  $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 $1,388,191

  Last Listing Agent Richard Vizzini Corcoran Country Living

  97 Raycliffe Dr, Woodstock, NY 12498
• 

  

  /22

  Est $493,831 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,040 Sq Ft

  2289 Glasco Turnpike, Woodstock, NY 12498

  2289 Glasco Turnpike, Woodstock, NY 12498
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  /10

  $158,000 Pending

  • 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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  /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 $702,574

  Last Listing Agent Richard Vizzini Corcoran Country Living

  25 Windwood Ln, Woodstock, NY 12498
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  /34

  Est $625,068 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,201 Sq Ft

  50 Lower Byrdcliffe Rd, Woodstock, NY 12498

  50 Lower Byrdcliffe Rd, Woodstock, NY 12498
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  /29

  $500,000

  • 2 Beds
  • 1 Bath
  • 1,263 Sq Ft

  2 Fern Hollow, Woodstock, NY 12498

  Charming Two Bedroom Home on a Quiet Dead-End Road Welcome to this serene and private retreat nestled on a peaceful dead-end road, surrounded by mature landscaping and an abundance of wildlife. This charming single-family home offers an ideal blend of comfort and tranquility, with space to unwind and enjoy the beauty of nature. Key Features: Two Spacious Bedrooms:The primary bedroom features

  Christine Chapman Chapman Realty of the Hudson V

  2 Fern Hollow, Woodstock, NY 12498
• 

  $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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  /29

  Est $911,751 Not Listed For Sale

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

  46 Lower Byrdcliffe Rd, Woodstock, NY 12498

  46 Lower Byrdcliffe Rd, Woodstock, NY 12498
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  /35

  $1,200,000

  • Land
  • 75.4 Acres
  • $15,915 per Acre

  626 Wittenberg Rd, Bearsville, NY 12409

  Magnificent 8+ acre meadow across from Cold Brook Road PLUS 66 acres of beautiful rolling property with two streams and magical wet and dry areas in the woods. Possible single Estate property or subdivide into several parcels. Access from Wittenberg Road and views nestled in the Wittenberg Valley just past where the roads to Glenford, Mt. Tremper and Bearsville meet. Property has access on

  Robert Stang LIVEARTHCO CONSULTING LLC

  626 Wittenberg Rd, Bearsville, NY 12409
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  /63

  $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

  Current Estimated Value $992,215

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  109 the Middle Way, Mount Tremper, NY 12457
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  /28

  Est $372,272 Not Listed For Sale

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

  9 Pine Grove St, Woodstock, NY 12498

  9 Pine Grove St, Woodstock, NY 12498
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  /25

  $625,000 Pending

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

  36-38 Ohayo Mountain Rd, Woodstock, NY 12498

  Welcome to The Mill House, nestled in the vibrant heart of Woodstock, NY—a delightful farmhouse that beautifully blends historic charm with modern comforts. Spanning 1,764 square feet, this inviting home includes three cozy bedrooms and two full bathrooms, offering a spacious layout for everyday living. As you wander through the lush gardens and cross a quaint bridge over a seasonal stream,

  Sheena Lepez Compass Greater NY, LLC

  36-38 Ohayo Mountain Rd, Woodstock, NY 12498
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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 $418,430

  Last Listing Agent Thomas Pignone Green Ventures Realty

  28 Arnold Dr, Woodstock, NY 12498
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  /29

  Est $848,822 Not Listed For Sale

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

  2 Evergreen Ln, Woodstock, NY 12498

  2 Evergreen Ln, Woodstock, NY 12498
• 

  

  /22

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  3271 Route 212, Bearsville, NY 12409

  Discover the perfect blend of comfort and opportunity in this charming duplex situated near the heart of Woodstock. This legal two-family home, each unit approximately 900 square feet, offers a unique chance to live in one side while renting out the other, making it an ideal investment property or a cozy haven for extended families.As you approach the property, a separate driveway for each

  Pieta Williams Halter Associates Realty

  3271 Route 212, Bearsville, NY 12409
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  $550,000 Sold Mar 14, 2025

  617 Wittenberg Rd, Mount Tremper, NY 12457

  • 3 Beds
  • 2 Baths
  • 1,789 Sq Ft
  • Built 1928

  Last Sold Summary

  • 31% Below List Price
  • $307/SF
  • 157 Days On Market

  Current Estimated Value $604,939

  Last Listing Agent Danielle Marchisella Corcoran Country Living

  617 Wittenberg Rd, Mount Tremper, NY 12457
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  /18

  Est $822,415 Not Listed For Sale

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

  67 Mill Hill Rd, Woodstock, NY 12498

  67 Mill Hill Rd, Woodstock, NY 12498
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  /33

  $569,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  328 John Joy Rd, Woodstock, NY 12498

  Nearly Six Lush, Scenic And Private Acres Located Eight Minutes From The Heart Of Woodstock! This Home Features Two / Possibly Three Bedrooms And Two Full Baths. Meticulously Maintained! Enjoy Sunrises Or Sunsets From The Wrap Around Deck. Relax And Take In All Of The Tranquility While Sitting Stream Side Or Enjoy The Changing Of The Leaves During The Beautiful Fall Season While Sipping Hot Cocoa

  Michael Alpert Daniel Gale Sothebys Intl Rlty

  328 John Joy Rd, Woodstock, NY 12498
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  /49

  $585,000 Sold Feb 19, 2025

  70 Vandebogart Rd, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 1,960 Sq Ft
  • Built 1963

  Last Sold Summary

  • 1% Above List Price
  • $298/SF
  • 61 Days On Market

  Current Estimated Value $601,083

  Last Listing Agent Dominique Musialkiewicz Howard Hanna Rand Realty

  70 Vandebogart Rd, Woodstock, NY 12498
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  /28

  Est $789,783 Not Listed For Sale

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

  115 Tinker St, Woodstock, NY 12498

  115 Tinker St, Woodstock, NY 12498
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  /28

  $1,888,000

  • Land
  • 60.94 Acres
  • $30,981 per Acre

  TBD 60 Acre Zena Rd, Woodstock, NY 12498

  An incredible, rare opportunity in Woodstock.It has been very long time since a parcel of this magnitude has available for sale in Woodstock. This contiguous 60-acre property, consisting of two 30-acre lots, features rolling hills, stunning rock outcroppings, mountain views, and diverse mature trees, uniquely offering both beauty and potential. A privately built road, completed by the

  Baris Demirel Serhant LLC

  TBD 60 Acre Zena Rd, Woodstock, NY 12498
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  /37

  $670,000 Sold Oct 30, 2025

  10 Niles Dr, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 2,008 Sq Ft
  • Built 1966

  Last Sold Summary

  • 1% Below List Price
  • $334/SF
  • 14 Days On Market

  Current Estimated Value $669,483

  Last Listing Agent Amy Owens Coldwell Banker Village Green

  10 Niles Dr, Woodstock, NY 12498
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  /32

  Est $603,606 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,322 Sq Ft

  203 Reynolds Rd, Woodstock, NY 12498

  203 Reynolds Rd, Woodstock, NY 12498
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  /72

  $1,495,000

  • 3 Beds
  • 3 Baths
  • 2,566 Sq Ft

  1 Wittenberg Rd, Bearsville, NY 12409

  Welcome to Bearsville Record House, a landmark property with a legacy deeply rooted in American music. Originally built in 1873 and once home to famed Bearsville Records, this storied compound includes two dwellings; the main farmhouse and a guest cottage, plus a studio building waiting to be finished to your specs. A gunite saltwater pool, outdoor kitchen, and fenced-in plum orchard complete the

  Jessica Brasseur Houlihan Lawrence Millbrook Of

  1 Wittenberg Rd, Bearsville, NY 12409
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  /23

  $675,000 Sold Sep 15, 2025

  5 Briarwood Ln, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 2,195 Sq Ft
  • Built 1957

  Last Sold Summary

  • 6% Below List Price
  • $308/SF
  • 55 Days On Market

  Current Estimated Value $684,500

  Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  5 Briarwood Ln, Woodstock, NY 12498
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  /30

  Est $662,842 Not Listed For Sale

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

  7 Library Ln, Woodstock, NY 12498

  7 Library Ln, Woodstock, NY 12498
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  /34

  $1,475,000

  • Land
  • 25.38 Acres
  • $58,117 per Acre

  132 Valley View Way, Woodstock, NY 12448

  The Ledges at Valley View High above the Beaverkill River, where the Catskills unfold in a sweep of peaks and light, lies The Ledges at Valley View - a design-ready estate site where modern architecture meets the mountain. Sited on more than 25 private acres, this south-facing ridgeline property captures cinematic views of Twin, Indian Head, Overlook, and Mount Guardian. The land adjoins

  Margaret Bellar The Catskill Dream Team

  132 Valley View Way, Woodstock, NY 12448
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  /32

  $1,800,000 Sold Aug 06, 2025

  11 Lion's Way, Bearsville, NY 12409

  • 3 Beds
  • 2.5 Baths
  • 2,247 Sq Ft
  • Built 1989

  Last Sold Summary

  • 1% Above List Price
  • $801/SF
  • 21 Days On Market

  Last Listing Agent Sheena Lepez Compass Greater New York, LLC

  11 Lion's Way, Bearsville, NY 12409
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  /27

  Est $669,503 Not Listed For Sale

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

  11 Library Ln, Woodstock, NY 12498

  11 Library Ln, Woodstock, NY 12498
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  /40

  $599,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  57 Vicino Dr, Mount Tremper, NY 12457

  Tucked away on a private 3.1-acre setting just minutes from Woodstock, this striking mid-century modern contemporary offers a rare blend of architectural character, natural beauty, and everyday livability. Designed to embrace its surroundings, the home is filled with light and showcases soaring vaulted ceilings, warm hardwood floors, and a dramatic wood-burning fireplace that anchors the open

  Patrick Dunn KW Platform

  57 Vicino Dr, Mount Tremper, NY 12457
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  /38

  $635,000 Sold Nov 06, 2025

  92 Erikas Walk, Mount Tremper, NY 12457

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $377/SF
  • 54 Days On Market

  Current Estimated Value $737,034

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  92 Erikas Walk, Mount Tremper, NY 12457
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  /33

  Est $672,060 Not Listed For Sale

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

  135 Orchard Ln N, Woodstock, NY 12498

  135 Orchard Ln N, Woodstock, NY 12498
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  /32

  $1,195,000 Pending

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

  12 Tinker St, Woodstock, NY 12498

  Prime Village Green Historic Gem in Woodstock, NY. Discover a unique opportunity to own a piece of history in the heart of Woodstock. This remarkable 1875 era property originally known as The Snyder Homestead named after its original owner, was the grandest house in town. This old style home with its distinctive Mansard roof retains its grandeur to this day. It offers the quintessential blend of

  Danielle Sevier Compass Greater NY, LLC

  12 Tinker St, Woodstock, NY 12498

Showing Results 121 - 160, Page 4 of 18