Woodstock, NY Homes

/48
$729,000
- 1 Bed
- 2 Baths
- 1,128 Sq Ft
14 Lions Way, Shady, NY 12409

The essence of Woodstock; the artists, the poets, the musicians and the creatives who have gravitated to the beautiful, iconic Catskill Mountain town, no-one embodies the original spirit of Woodstock more than local artist and environmentalist Calvin Grimm. Every home tells a story. This hand built 1 Bd/ 2 Ba with additional flex room and art studio tucked away on 2 private acres on a dead end

Johanna Trimboli Halter Associates Realty

14 Lions Way, Shady, NY 12409
/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

/30
Est $681,873 Not Listed For Sale

104 Cardinal Ct, Woodstock, NY 12498
- 3 Beds
- 2.5 Baths
- 2,280 Sq Ft
- Built 1967
104 Cardinal Ct, Woodstock, NY 12498

Last Sold Summary
- 3% Above List Price
- $289/SF
- 59 Days On Market
- Last Sold Price $660,000
- Apr 12, 2024
Last Listing Agent Hayes Clement Compass Greater New York, LLC

/33
$1,750,000 Under Contract
- Land
- 60.94 Acres
- $28,717 per Acre
Tbd Mulberry Ln, 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 owners,

Baris Demirel Serhant LLC

Tbd Mulberry Ln, Woodstock, NY 12498
/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 $1,690,346

Last Listing Agent Lisa Cooper Serhant LLC

299 California Quarry Rd, Woodstock, NY 12498

/33
Est $721,003 Not Listed For Sale

282 Zena Rd, Kingston, NY 12401
- 2 Beds
- 2 Baths
- 1,678 Sq Ft
- Built 1960
282 Zena Rd, Kingston, NY 12401

Last Sold Summary
- 11% Above List Price
- $387/SF
- 16 Days On Market
- Last Sold Price $650,000
- Jul 17, 2023
Last Listing Agent Carol Spirig Halter Associates Realty

/13
$135,000
- Land
- 2 Acres
- $67,500 per Acre
0 Lot Cross Patch Rd, Woodstock, NY 12495

Come experience the restorative powers of a mediative rest along side a rushing mountain creek. This 2 acre parcel with frontage on the East Branch of the Silver Hollow Creek will be an amazing location to build that country home that you have been envisioning. There is survey and preliminary site plan sketch to help you envision your dream. This parcel features a 19th Century building foundation

Sean Zimmerman Halter Associates Realty

0 Lot Cross Patch Rd, Woodstock, NY 12495
/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 $915,406

Last Listing Agent Victoria Stent Coldwell Banker Village Green

64 Lower Byrdcliffe Rd, Woodstock, NY 12498

/24
Est $496,466 Not Listed For Sale

296 Yerry Hill Rd, Woodstock, NY 12498
- 3 Beds
- 2 Baths
- 1,279 Sq Ft
- Built 1942
296 Yerry Hill Rd, Woodstock, NY 12498

Last Sold Summary
- 9% Above List Price
- $356/SF
- 64 Days On Market
- Last Sold Price $455,000
- Dec 23, 2024
Last Listing Agent Benjamin Armento Coldwell Banker Village Green

/39
$775,000
- 3 Beds
- 2 Baths
- 1,466 Sq Ft
31 Pond Park Rd, Woodstock, NY 12498

Woodstock Condo at Maverick Knolls Discover an exceptional opportunity to own a single-level corner condo in the desirable Maverick Knolls community of Woodstock, NY. This bright and airy residence combines convenience, modern updates, and the natural beauty of the Catskills, making it ideal for year-round living or as a low-maintenance retreat. The home has been refreshed with all new appliances

Frank Lumia Frank Lumia Real Estate Plus

31 Pond Park Rd, Woodstock, NY 12498
/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 $860,777

Last Listing Agent Johanna Trimboli Halter Associates Realty

45 Rose Ln, Bearsville, NY 12409

/16
Est $309,103 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
- 12% Above List Price
- $384/SF
- 103 Days On Market
- Last Sold Price $275,000
- Jul 11, 2024
Last Listing Agent Megan Rios Berardi Realty

/78
$4,900,000 Open Sun 11AM - 1PM
- 3 Beds
- 6 Baths
- 4,688 Sq Ft
125 Valley View Way, Lake Hill, NY 12448

Welcome to Nature's Edge -- a Woodstock estate, where wilderness meets luxury. Perched at the end of a secluded private road, this modern mountain marvel offers unmatched privacy, serenity, and grandeur. Surrounded by natural woodscapes and native rock outcroppings, this 40 acre property sits adjacent to over 500 acres of forever wild NYC DEP land. The home itself, a Barry Price architectural

Heidi Rothe Grist Mill Real Estate

125 Valley View Way, Lake Hill, NY 12448
/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 $1,429,108

Last Listing Agent Richard Vizzini Corcoran Country Living

97 Raycliffe Dr, Woodstock, NY 12498

/35
Est $857,757 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
- 7% Above List Price
- $371/SF
- 28 Days On Market
- Last Sold Price $800,000
- Jul 14, 2023
Last Listing Agent Lisa Cooper Serhant LLC

/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
/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 $721,255

Last Listing Agent Richard Vizzini Corcoran Country Living

25 Windwood Ln, Woodstock, NY 12498

/2
Est $3,637,377 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
- 4% Below List Price
- $988/SF
- Last Sold Price $3,800,000
Last Listing Agent Lisa Halter Halter Associates Realty Inc

/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
$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 $311,957

Last Listing Agent Baris Demirel Serhant LLC

20 Overlook Dr, Woodstock, NY 12498

/43
Est $510,593 Not Listed For Sale

11 Coyote Ct, Saugerties, NY 12477
- 3 Beds
- 2 Baths
- 1,386 Sq Ft
- Built 1988
11 Coyote Ct, Saugerties, NY 12477

Last Sold Summary
- 2% Above List Price
- $361/SF
- 83 Days On Market
- Last Sold Price $500,000
- Mar 21, 2025
Last Listing Agent Kimberly Perry Howard Hanna Rand Realty

/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
/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 $997,657

Last Listing Agent Catherine Quintard Compass Greater NY, LLC

109 the Middle Way, Mount Tremper, NY 12457

/50
Est $659,748 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
- 25% Above List Price
- $507/SF
- 158 Days On Market
- Last Sold Price $529,500
- Mar 20, 2025
Last Listing Agent Carol Spirig Halter Associates Realty

/10
$158,000
- 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
/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 $684,967

Last Listing Agent Amy Owens Coldwell Banker Village Green

10 Niles Dr, Woodstock, NY 12498

/15
Est $802,995 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
- 9% Above List Price
- $356/SF
- 54 Days On Market
- Last Sold Price $735,000
- Jan 07, 2025
Last Listing Agent Gary Heckelman Halter Associates Realty

/29
$500,000 Pending
- 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
/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 $712,270

Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST

5 Briarwood Ln, Woodstock, NY 12498

/22
Est $605,906 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
- 35% Above List Price
- $332/SF
- 33 Days On Market
- Last Sold Price $449,000
- Aug 16, 2024
Last Listing Agent Richard Vizzini Corcoran Country Living

/31
$975,000 Pending
- 4 Beds
- 4 Baths
- 1,811 Sq Ft
33 Tannery Brook Rd, Woodstock, NY 12498

Nestled in the heart of Woodstock, this beautifully transformed farmhouse, originally constructed in the 1870s, seamlessly blends historic charm with modern living. The current owners, a talented architect and interior designer, have meticulously renovated this property to enhance its original architecture while maximizing natural light and integrating the surrounding landscape. The zoning allows

Danielle Sevier Compass Greater NY, LLC

33 Tannery Brook 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

/22
Est $458,721 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
- 3% Above List Price
- $430/SF
- 97 Days On Market
- Last Sold Price $447,500
- Apr 05, 2024
Last Listing Agent Richard Vizzini Corcoran Country Living

/37
$585,000
- 2 Beds
- 2 Baths
- 1,365 Sq Ft
171 W Hurley Rd, Woodstock, NY 12498

Stylish, single-story living: This fully reinvented bungalow is convenient to both Woodstock and Kingston, and features large over-sized rooms and systems, all in a tight semi-open layout that takes full advantage of its over-sized 2+ acre wooded parcel. Grounded by hardwood or polished-concrete floors throughout and topped by dramatic cathedral ceilings in most rooms, the house features two main

Hayes Clement Compass Greater New York, LLC

171 W Hurley 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 $684,342

Last Listing Agent Leslie Foti Coldwell Banker Village Green

92 Erikas Walk, Mount Tremper, NY 12457

/34
Est $582,130 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
- 16% Above List Price
- $416/SF
- 138 Days On Market
- Last Sold Price $500,000
- Oct 12, 2023
Last Listing Agent Toby Ress Win Morrison Realty - W

/9
$199,000 Under Contract
- 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
/36
$299,000 Sold Nov 12, 2025

00 Lot 2 Church Rd, Woodstock, NY 12409
- Land
- 8.05 Acres
- $37,143 per Acre
Last Sold Summary
- 105 Days On Market
Last Listing Agent Melissa McGill Coldwell Banker Village Green

00 Lot 2 Church Rd, Woodstock, NY 12409

/29
Est $862,506 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
- 4% Below List Price
- $495/SF
- 79 Days On Market
- Last Sold Price $895,000
- Aug 07, 2024
Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

/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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New York Ulster County Woodstock

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