Woodstock, NY Homes

/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
/67
$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

/16
Est $323,250 Not Listed For Sale

318 Yerry Hill Rd, Woodstock, NY 12498
- 2 Beds
- 1 Bath
- 717 Sq Ft
- Built 1940
318 Yerry Hill Rd, Woodstock, NY 12498

Last Sold Summary
- 18% Above List Price
- $384/SF
- 103 Days On Market
Last Sold Price $275,000

Last Listing Agent Megan Rios Berardi Realty

/61
$775,000
- 2 Beds
- 1.5 Baths
- 1,410 Sq Ft
15 Lake View Dr, Lake Hill, NY 12448

Own this stunning, architect-designed contemporary home in Woodstock, NY. Professionally decorated and thoughtfully crafted with passive solar principles, this energy-efficient residence seamlessly blends modern design with its natural surroundings. Set just across the road from the famous Cooper Lake, the home is nestled in a beautiful, 3 acre wooded setting—private yet not isolated—surrounded

Mackenzie Grate The Machree Group, LLC

15 Lake View Dr, Lake Hill, NY 12448
/44
$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 $1,646,727

Last Listing Agent Lisa Cooper Serhant LLC

299 California Quarry Rd, Woodstock, NY 12498

/35
Est $945,457 Not Listed For Sale

460 Glenford Wittenberg Rd, Bearsville, NY 12409
- 2 Beds
- 2 Baths
- 2,156 Sq Ft
- Built 1990
460 Glenford Wittenberg Rd, Bearsville, NY 12409

Last Sold Summary
- 18% Above List Price
- $371/SF
- 28 Days On Market
Last Sold Price $800,000

Last Listing Agent Lisa Cooper Serhant LLC

/30
$499,000 Pending
- 2 Beds
- 1.5 Baths
- 1,065 Sq Ft
196 Tinker St, Woodstock, NY 12498

Storybook charm (c.1950) just a mile from the Woodstock Village Green; with stream frontage! A rare treat in the village. Step up onto an elegant rocking chair porch with it's unique arched red door of this cape style personality. An adorable enclosed foyer (mud room) delivers you to a light, airy, simple lifestyle. You are immediately greeted by an open floor plan where a huge living room and

Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

196 Tinker St, Woodstock, NY 12498
/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
Current Estimated Value $915,857

Last Listing Agent Victoria Stent Coldwell Banker Village Green

64 Lower Byrdcliffe Rd, Woodstock, NY 12498

/2
Est $3,456,991 Not Listed For Sale

1073 Wittenberg Rd, Mount Tremper, NY 12457
- 5 Beds
- 4 Baths
- 3,848 Sq Ft
- Built 1926
1073 Wittenberg Rd, Mount Tremper, NY 12457

Last Sold Summary
- 9% Below List Price
- $988/SF
Last Sold Price $3,800,000

Last Listing Agent Lisa Halter Halter Associates Realty Inc

/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
/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
Current Estimated Value $874,136

Last Listing Agent Johanna Trimboli Halter Associates Realty

45 Rose Ln, Bearsville, NY 12409

/50
Est $589,108 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
- 11% Above List Price
- $507/SF
- 158 Days On Market
Last Sold Price $529,500

Last Listing Agent Carol Spirig Halter Associates Realty

/23
$450,000 Pending
- 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 unit

Pieta Williams Halter Associates Realty

3271 Route 212, Bearsville, NY 12409
/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 $1,381,531

Last Listing Agent Richard Vizzini Corcoran Country Living

97 Raycliffe Dr, Woodstock, NY 12498

/15
Est $808,444 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
- 10% Above List Price
- $356/SF
- 54 Days On Market
Last Sold Price $735,000

Last Listing Agent Gary Heckelman Halter Associates Realty

/50
$679,000
- 2 Beds
- 2 Baths
- 2,678 Sq Ft
404 John Joy Rd, Woodstock, NY 12498

Old Woodstock charm awaits you at this contemporary gentleman's farm set on 3.4 peaceful, park-like acres. Built in 1968, this property is ready to be reinvigorated with your personal vision and style. The home spans nearly 2,700 square feet, includes two bedrooms and two bathrooms, home office, bay windows, skylights, fireplace, French doors, and so much more. The second floor sitting room

Edward Taraskewich Howard Hanna Rand Realty

404 John Joy Rd, Woodstock, NY 12498
/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 $701,766

Last Listing Agent Richard Vizzini Corcoran Country Living

25 Windwood Ln, Woodstock, NY 12498

/22
Est $623,910 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
- 39% Above List Price
- $332/SF
- 33 Days On Market
Last Sold Price $449,000

Last Listing Agent Richard Vizzini Corcoran Country Living

/70
$3,600,000
- 4 Beds
- 4 Baths
- 5,272 Sq Ft
306 Meads Mountain Rd, Woodstock, NY 12498

Inside Swoop House there is a versatile floor plan that includes four en suite bedrooms, one an attached guest suite, and two two-story great rooms, one of which was designed as a professional art studio. Designed by FT Architecture & Interiors and inspired by the Diller Scofidio Slow House, two non-parallel curved walls and sloping ceilings create a graceful series of shapes. This singular

Kimberly Cantine Halter Associates Realty

306 Meads Mountain Rd, 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
Current Estimated Value $310,144

Last Listing Agent Baris Demirel Serhant LLC

20 Overlook Dr, Woodstock, NY 12498

/22
Est $474,012 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
- 6% Above List Price
- $430/SF
- 97 Days On Market
Last Sold Price $447,500

Last Listing Agent Richard Vizzini Corcoran Country Living

/31
$2,400,000
- 5 Beds
- 4.5 Baths
- 2,978 Sq Ft
177 Tinker St, Woodstock, NY 12498

Fall in love with this artfully reimagined and expanded 1930 farmhouse, privately set on a gentle hill just moments from the heart of Woodstock. Rich in history and character, this special home was once owned by Michael Lang, the legendary founder of the 1969 Woodstock Festival—adding a rare and meaningful connection to the town's iconic past.Thoughtfully renovated, the home offers a

Joan Capria Four Seasons Sotheby's Int'l R

177 Tinker St, Woodstock, NY 12498
/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 $1,018,947

Last Listing Agent Catherine Quintard Compass Greater NY, LLC

109 the Middle Way, Mount Tremper, NY 12457

/34
Est $618,534 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
- 24% Above List Price
- $416/SF
- 138 Days On Market
Last Sold Price $500,000

Last Listing Agent Toby Ress Win Morrison Realty - W

/6
$184,900
- Land
- 2.31 Acres
- $80,043 per Acre
100 Zena Rd, Woodstock, NY 12498

One of the last commercial lots in Woodstock. Zoned neighborhood commercial..excellent drainage. Great location for nursery school, medical or dental clinic, funeral home, or professional office, bank retail mix strip complex. Based on Zoning and bulk requirements site can facilitate approx. 16,000 sq. ft. of building...Soil has excellent drainage for inground septic system. The Town Building

Michael Bernholz Sr. Hudson Valley Appraisal

100 Zena Rd, Woodstock, NY 12498
/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 $421,615

Last Listing Agent Thomas Pignone Green Ventures Realty

28 Arnold Dr, Woodstock, NY 12498

/29
Est $883,300 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
- 1% Below List Price
- $495/SF
- 79 Days On Market
Last Sold Price $895,000

Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

/20
$299,000 Under Contract
- Land
- 11.68 Acres
- $25,599 per Acre
75 W Saugerties Rd, Woodstock, NY 12498

Surrounded by unspoiled woodland and protected by its generous acreage, the property delivers true privacy while remaining effortlessly connected to Woodstock. Accessed from Woodstock West Saugerties Road--one of the area's quieter, more scenic routes linking Woodstock and Saugerties--the setting feels removed, yet never isolated. Whether envisioned as a small enclave, a legacy estate, or a

Laurie Ylvisaker Coldwell Banker Village Green

75 W Saugerties Rd, Woodstock, NY 12498
/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 $664,204

Last Listing Agent Amy Owens Coldwell Banker Village Green

10 Niles Dr, Woodstock, NY 12498

/28
Est $435,454 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
- 28% Above List Price
- $189/SF
- 499 Days On Market
Last Sold Price $340,000

Last Listing Agent Peter Cantine Halter Associates Realty

/50
$679,000
- 2 Beds
- 2 Baths
- 2,678 Sq Ft
404 John Joy Rd, Woodstock, NY 12498

Old Woodstock charm awaits you at this contemporary gentleman's farm set on 3.4 peaceful, park-like acres. Built in 1968, this property is ready to be reinvigorated with your personal vision and style. The home spans nearly 2,700 square feet, includes two bedrooms and two bathrooms, home office, bay windows, skylights, fireplace, French doors, and so much more. The second floor sitting room

Edward Taraskewich Howard Hanna Rand Realty

404 John Joy Rd, Woodstock, NY 12498
/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 $685,012

Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST

5 Briarwood Ln, Woodstock, NY 12498

/29
Est $768,990 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
- 1% Below List Price
- $422/SF
- 19 Days On Market
Last Sold Price $780,000

Last Listing Agent Quinn Hagstrand Berkshire Hathaway Home Services

/49
$3,500,000
- 4 Beds
- 4 Baths
- 4,201 Sq Ft
289 Upper Byrdcliffe Rd, Woodstock, NY 12498

Set on nearly 9 serene acres in the heart of Woodstock's historic Byrdcliffe Arts Colony is a rare synthesis of architectural precision and natural harmony—an embodiment of award-winning architect John Storyk's deep understanding of space, sound, and site. Designed in 1969 at the very beginning of Storyk's now-legendary career—just after his groundbreaking work on Jimi Hendrix's Electric Lady

Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

289 Upper Byrdcliffe Rd, Woodstock, NY 12498
/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

/18
Est $797,737 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
- 10% Above List Price
- $357/SF
- 76 Days On Market
Last Sold Price $725,000

Last Listing Agent Barbara Ellman Berkshire Hathaway Home Services

/24
$499,000 Under Contract
- 3 Beds
- 1.5 Baths
- 1,087 Sq Ft
15 van de Bogart Rd, Woodstock, NY 12498

WOODSTOCK GEM WITH STUDIO. A rare find in the heart of the Catskills -- this bright, refreshed three-bedroom, 1.5-bath ranch comes with a separate heated studio, ideal for artists, remote workers, or anyone craving a private retreat. All on a level three quarters of an acre of serene, wooded land just minutes from the vibrant village of Woodstock. The single-level layout delivers effortless flow

Ita McAteer BHHS HUDSON VALLEY PROP-WDST

15 van de Bogart Rd, Woodstock, NY 12498
/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 $683,012

Last Listing Agent Leslie Foti Coldwell Banker Village Green

92 Erikas Walk, Mount Tremper, NY 12457

/28
Est $795,528 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
- 5% Above List Price
- $476/SF
- 20 Days On Market
Last Sold Price $760,000

Last Listing Agent Jason Nadeau Compass Greater NY, LLC

/15
$499,000
- Land
- 10 Acres
- $49,900 per Acre
547 Glenford Wittenberg Rd, Bearsville, NY 12409

This is an 86.2 acre property that is being subdivided into two- 3 acre parcels and one-10 acre parcel. The 10 ac parcel will be on the pond and the two 3 acre parcels are across the street from Yankeetown Pond. There are no houses for sale just land. There are beautiful views of the mountains and of Yankee Town Pond. The 10 acre parcel on the pond can have a structure build on it. There are 2+

Siobhan Scanlan Win Morrison Realty-K

547 Glenford Wittenberg Rd, Bearsville, NY 12409

Showing Results 121 - 160, Page 4 of 18

New York Ulster County Woodstock

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