8

Woodstock, NY Homes for Sale with Pool

Section Image Section Image
  • /62

    $1,850,000

    • 3 Beds
    • 3 Baths
    • 3,319 Sq Ft

    9 Cooper Lake Rd, Bearsville, NY 12409

    A secluded mountain escape awaits you in one of Woodstock's preeminent neighborhoods. Tucked away on Cooper Lake Road—famous for its dramatic lake and mountain vistas—this home offers privacy while being just minutes from the town's legendary music venues, galleries, and fine dining. The welcoming front entry of this home unfolds to an airy and open layout accented by soaring beamed ceilings and

    Agent Photo

    Amy Lonas

    Coldwell Banker Village Green

    (845) 932-1530

    9 Cooper Lake Rd, Bearsville, NY 12409
  • /74

    $2,950,000

    • 3 Beds
    • 3 Baths
    • 2,608 Sq Ft

    235 California Quarry Rd, Woodstock, NY 12498

    Architect-Designed Modern Retreat with Unparalleled Views Over Woodstock Perched high above the town of Woodstock, this rare and exceptional home offers a front-row seat to breathtaking panoramic views that stretch from the mountains to the Ashokan Reservoir. Designed by noted architect Les Walker, this contemporary residence evokes the magic of living in a luxurious treehouse—where every room is

    Ellen Osgood Coldwell Banker Village Green

    235 California Quarry Rd, Woodstock, NY 12498
  • /6

    $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
  • /103

    $6,700,000

    • 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
  • /17

    $2,200,000

    • 8 Beds
    • 10 Baths

    20 Country Club Ln, Wood Stock, NY 12498

    A Rare Opportunity in the Heart of Woodstock. Own a remarkable piece of Woodstock history. Once the site of the Woodstock Lodgeand The Pinecrest, this storied property invites you to step back in time whileenvisioning its next chapter.Set on 6.5 acres of scenic land with a mix of cleared grounds, wooded trails, and aseasonal stream, this property offers a rare combination of

    Kathryn Johnson William Pitt Sothebys Int Rlty

    20 Country Club Ln, Wood Stock, NY 12498
  • /36

    $1,195,000

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

    540 Mount Tobias Rd, Mount Tremper, NY 12457

    Step into the pages of Dwell magazine and immerse yourself in this architect-designed gem offering a harmonious blend of modern design and natural beauty. Feel a wave of calm wash over you, greeted by resplendent views, clean lines, and a wall of windows overlooking majestic mountain vistas. Modernists rejoice. Design aficionados delight. And nature enthusiasts revel. A minimalist aesthetic

    Alexander James Compass Greater NY, LLC

    540 Mount Tobias Rd, Mount Tremper, NY 12457
  • /36

    $799,000

    • 2 Beds
    • 2 Baths
    • 2,678 Sq Ft

    404 John Joy Rd, Woodstock, NY 12498

    Old Woodstock charm awaits you at this contemporary gentlemen's farm set on 3.4 peaceful park like acres. Located on the much-desired John Joy Rd, this property boasts a two - four stall 24 x 40 white oak center aisle barn with attached run in. If horses aren't your thing, convert the barn to a studio, garage, workshop. or another living space for guests. The home enjoys the Pentair water

    Edward Taraskewich Howard Hanna Rand Realty

    404 John Joy Rd, Woodstock, NY 12498
  • /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

Home Trends in Woodstock, NY

Housing Trends

Median Sale Price
$729,000
Median Single Family Sale Price
$717,000
Median Townhouse Sale Price
$785,000
Average Price Per Sq Ft
$437
Number of Homes for Sale
25
Last 12 months Home Sales
126
Months of Supply
2.40
Median List Price
$775,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
17%
How to Buy a Home How to Finance a Home How to Sell a Home