15

Woodstock, NY Homes for Sale with Pool

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  • /59

    $1,375,000

    • 3 Beds
    • 2 Baths
    • 1,993 Sq Ft

    60 Boggs Hill Rd, Woodstock, NY 12498

    A Rare Byrdcliffe-Era Magical Retreat with Artistic Legacy Built in 1905, just as the historic Byrdcliffe Arts Colony and the Art Students League of New York's renowned summer school were taking root, this extraordinary three-bedroom, two-bath, one-of-a-kind residence is a rare architectural treasure deeply woven into Woodstock's creative history. Rich in authenticity and soul, the home

    Agent Photo

    Amy Lonas

    Coldwell Banker Village Green

    60 Boggs Hill Rd, Woodstock, NY 12498
  • /56

    $2,300,000

    • 3 Beds
    • 4 Baths
    • 2,613 Sq Ft

    56 Lauren Ct, Woodstock, NY 12498

    Exceptional 3 bedroom, 4 bath light-filled contemporary home offering refined nouvelle living set on over 4 private acres in Woodstock, NY. This home has had a complete interior high-end designer renovation that has been thoughtfully curated with sophisticated finishes and fine craftsmanship blending seamless luxury, comfort, and architectural elegance.A dramatic great room framed by soaring

    Amy Owens Coldwell Banker Village Green

    56 Lauren Ct, Woodstock, NY 12498
  • /44

    $3,325,000

    • 4 Beds
    • 3 Baths
    • 2,975 Sq Ft

    35 Van Wagner Rd, Willow, NY 12495

    More than a century in the making, and unlike anything else on the market, this extraordinary multi-residential estate began as a historic Hudson Valley farm before being thoughtfully transformed into a modern lifestyle retreat of remarkable scale and character. Over the years, musicians, entrepreneurs, and creative thinkers have called it home. Prior to that, it served as the Woodstock Farm

    Laurie Ylvisaker Coldwell Banker Village Green

    35 Van Wagner Rd, Willow, NY 12495
  • /42

    $2,300,000

    • 3 Beds
    • 4 Baths
    • 3,481 Sq Ft

    56 Lauren Ct, Kingston, NY 12401

    Exceptional 3 bedroom, 4 bath light-filled contemporary home offering refined nouvelle living set on over 4 private acres in Woodstock, NY. This home has had a complete interior high-end designer renovation that has been thoughtfully curated with sophisticated finishes and fine craftsmanship blending seamless luxury, comfort, and architectural elegance. A dramatic great room framed by soaring

    Amy Owens Coldwell Banker Village Green

    56 Lauren Ct, Kingston, NY 12401
  • /30

    $1,150,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,448 Sq Ft

    9 Munchkin Ln, Kingston, NY 12401

    Selling fully furnished. 9 Munchkin Lane: A Designer Sanctuary in Woodstock Experience turnkey luxury on 5 private, wooded acres. Featured in Instagram’s "Best of Design," this stunning estate is being sold fully furnished—including all high-end decor, electronics, and linens. Just 5 miles from Tinker Street, the home has been meticulously renovated with exposed beams, hardwood floors, and a

    Jonathan Minerick HomeCoin.com

    9 Munchkin Ln, Kingston, NY 12401
  • /39

    $529,000

    $21K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,644 Sq Ft

    404 John Joy Rd, Woodstock, NY 12498

    Gracious gentleman's farm set on 3.4 beautiful park-like acres located on the much desired John Joy Road. This nearly 2700 sq ft. 3 bedroom, (with potential for a 4th) 2 bath home is ready for renovation and personalization to make it your own. Property features an in-ground pool bordered by stunning rock outcroppings and perennial garden, and a 24 x 30 white oak barn ready for your horses and

    David Kent WILLIAM KENT INC

    404 John Joy Rd, Woodstock, NY 12498
  • /49

    $1,495,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 2,731 Sq Ft

    41 Wittenberg Rd, Bearsville, NY 12409

    Hidden among the trees and just seven minutes from the center of Woodstock, this 1970s contemporary feels like a private creative compound, untouched in all the right ways.Set on 2 wooded acres with the Sawkill Creek at the rear of the property, the home unfolds through a series of unexpected spaces and strong architectural moments. A dramatic sunken living room anchors the house,

    Michelle Bergkamp William Pitt Sotheby's Interna

    41 Wittenberg Rd, Bearsville, NY 12409
  • /48

    $679,000

    $50K PRICE DROP
    • 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 custom built home.tucked away on 2 private acres with mountain views on a dead end lane speaks volumes. 1

    Johanna Trimboli Halter Associates Realty

    14 Lions Way, Shady, NY 12409
  • /33

    $799,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,584 Sq Ft

    1 Stone Ridge Ct, Woodstock, NY 12498

    Private Woodstock retreat with a heated in-ground pool, set on 1.21 beautifully landscaped acres located on a quiet cul-de-sac. This spacious 4-bedroom, 2.5-bath home offers 2,584 square feet of versatile living space.The heart of the property is the outdoor space, with a heated 18' x 36' in-ground pool, bluestone patio and mature landscaping creating your own private summer retreat. A

    Susanna Scott-Mitchell Compass Greater NY, LLC

    1 Stone Ridge Ct, Woodstock, NY 12498
  • /32

    $3,650,000

    New Construction $350K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,750 Sq Ft

    2 Stonecreek Rd, Woodstock, NY 12498

    Stonecreek is a one-of-a-kind newly constructed turnkey furnished designerresidence conceived and designed with Dichotomy Interiors, brought to lifethrough a female-led collaboration rooted in design, craftsmanship, and adeep connection to the surrounding landscape, set on 8.3 private acres within101 acres of protected conservation land just five minutes from Tinker Street

    Sheena Lepez Compass Greater New York, LLC

    2 Stonecreek Rd, Woodstock, NY 12498
  • /14

    $2,175,000

    • 9 Beds
    • 5 Baths
    • 4,000 Sq Ft

    589-595 Plank Rd, Mount Tremper, NY 12457

    Legendary Estate & Compound on the Esopus Creek. **A Historic Masterpiece with a Superhero Pedigree** Steeped in history and once owned by **George Reeves**, the iconic star of the 1950s *Superman*, this meticulously renovated 1870s farmhouse compound offers a lifestyle of unparalleled versatility. Spanning **5+ park-like acres** with direct **Esopus Creek water frontage**, this sprawling estate

    Derek Greene Greene Realty Group

    589-595 Plank Rd, Mount Tremper, NY 12457
  • /51

    $2,400,000

    • 2 Beds
    • 2 Baths
    • 1,904 Sq Ft

    262 MacDaniel Rd, Bearsville, NY 12409

    Wend up your forested driveway to this idyllic piece of paradise -- 12 secluded acres, just minutes from Woodstock Village. The current owner/architect/builder designed this uniquely curated home and its surroundings to create the penultimate natural setting. As the house is revealed through the trees, a mirror image is reflected in the 13' deep, swimmable, mini-lake. BREATHE! That's the perfect

    Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

    262 MacDaniel Rd, Bearsville, NY 12409
  • /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
  • /50

    $2,375,000

    • 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

    Ellen Osgood Coldwell Banker Village Green

    235 California Quarry Rd, Woodstock, NY 12498
  • /45

    $1,200,000

    • 4 Beds
    • 4 Baths
    • 3,172 Sq Ft

    5 Downer Ln, Woodstock, NY 12498

    Set on six bucolic acres along one of Woodstock's most scenic country roads, this extraordinary barn residence captures sweeping views of Overlook Mountain, the timeless beauty of the Hudson Valley landscape, and the quiet rhythm of a true farm setting.Reimagined from a historic 19th-century barn that was carefully disassembled and relocated from farther north, the home is a remarkable

    Baris Demirel Serhant LLC

    5 Downer Ln, Woodstock, NY 12498

Home Price Trends

Median Sale Price
$717,000
Median Single Family Sale Price
$749,499
Median Townhouse Sale Price
$760,000
Median 2 Bedroom Sale Price
$649,000
Median 1 Bedroom Sale Price
$530,000
Average Price Per Sq Ft
$451
Number of Homes for Sale
36
Last 12 months Home Sales
117
Months of Supply
3.70
Median List Price
$755,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
5%
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