16

Woodstock, NY Homes for Sale with Garage

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  • /50

    $1,699,000

    • 8 Beds
    • 5.5 Baths
    • 4,648 Sq Ft

    2320 Glasco Turnpike, Woodstock, NY 12498

    Welcome to The Waterfall House, a truly rare offering nestled in the heart of Woodstock Proper, where nature, creativity, and privacy converge in the most enchanting way. Being offered for the first time, this storied 3,023 sq ft brick colonial is more than a home; it’s an experience, a retreat, and an open canvas for your vision to unfold. Set on nearly 12 acres of lush, mature landscape, the

    Leigh Wagner-Quintana Keller Williams Hudson Valley

    2320 Glasco Turnpike, Woodstock, NY 12498
  • /72

    $1,395,000

    • 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 in American music. Built in 1873 and once home to 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 grounds, all along 500 feet of

    Anthony D'Argenzio Houlihan Lawrence

    1 Wittenberg Rd, Bearsville, NY 12409
  • /52

    $1,275,000

    • 4 Beds
    • 5 Baths
    • 3,080 Sq Ft

    27 Old Wagon Rd, Woodstock, NY 12498

    Just a half mile from the center of Woodstock, this bucolic 3.7-acre compound offers a rare blend of architectural charm, natural beauty, and versatile living. The property includes the main house and two outbuildings, a one-bedroom cottage and a studio with an attached three-bay garage. Bedroom and bath layout described as the primary residence having three bedrooms and three full baths

    Megan Rios Berardi Realty

    27 Old Wagon Rd, Woodstock, NY 12498
  • /30

    $898,000

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    14 Old Forge Rd, Woodstock, NY 12498

    PROPERTY HIGHLIGHTS. Big ''Tiny House'': Designed for people who love Small Efficient Spaces, by the Water, with Mountain Views, enjoy living ''uncarred'', in the most Central Location in Woodstock. Layout: 2 bedrooms and 2 bathrooms. Exceptionally rare Climate Resilient Construction featuring Steel floor and ceiling joists with comprehensive Energy Efficient Upgrades throughout. INTERIOR

    Danielle Sevier Compass Greater NY, LLC

    14 Old Forge Rd, Woodstock, NY 12498
  • /42

    $895,000

    • 3 Beds
    • 3 Baths
    • 2,316 Sq Ft

    5 Maverick Terrace, Woodstock, NY 12498

    Tucked away on a peaceful, wooded lane, this inviting home offers the perfect blend of privacy, space, and convenience- just minutes to the heart of Woodstock. Inside, the home opens to an expansive living room anchored by a beautiful brick fireplace, creating a warm and inviting centerpiece for gatherings or quiet evenings. This oversized space includes a full bathroom and flows effortlessly to

    Dominique Musialkiewicz Howard Hanna Rand Realty

    5 Maverick Terrace, Woodstock, NY 12498
  • /29

    $1,499,900

    • 3 Beds
    • 4 Baths
    • 3,330 Sq Ft

    106 Mountain Laurel Ln, Woodstock, NY 12498

    A truly one-of-a-kind residence and rare opportunity, this exceptional home offers a seamless blend of architecture and art in the heart of Woodstock, walking distance to Tinker Street, yet set privately on 1.73 secluded acres just minutes from the village.Designed as a fusion of a Frank Lloyd Wright–inspired contemporary addition and an original Buckminster Fuller–style geodesic dome, the

    Ashley Olson Minard eXp Realty

    106 Mountain Laurel Ln, Woodstock, NY 12498
  • /41

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft

    168 Cooper Lake Rd, Bearsville, NY 12409

    Set on one of Woodstock's most coveted country roads, this classic home offers the rare combination of timeless charm, privacy, and an exceptional location. Just moments from the heart of Woodstock, yet quietly removed, Cooper Lake Road is known for its scenic beauty, peaceful surroundings, and idyllic walks to nearby Cooper Lake. Originally built in 1940 and renovated over the years, this

    Melissa Mayes Serhant LLC

    168 Cooper Lake Rd, Bearsville, NY 12409
  • /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
  • /30

    $849,000

    • 4 Beds
    • 2.5 Baths
    • 2,584 Sq Ft

    1 Stone Ridge Ct, Woodstock, NY 12498

    Tucked into a quiet cul-de-sac, this spacious 4-bedroom, 2.5-bath Colonial features a gorgeous in-ground swimming pool surrounded by mature plantings. With a comfortable, easy flow, a welcoming foyer opens to a bright main level that connects the living room, dining area, and updated kitchen.The kitchen is equipped with granite countertops and stainless-steel appliances, while the bathrooms

    Susanna Scott-Mitchell Compass Greater NY, LLC

    1 Stone Ridge Ct, Woodstock, NY 12498
  • /35

    $569,000 Open Sat 11:30AM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,265 Sq Ft

    110 Cottontail Ln, Woodstock, NY 12498

    Tucked away at the end of a quiet cul-de-sac in Woodstock, and set against a backdrop of woods, a gentle stream, and mountain views, this well-maintained home offers flexibility and income potential. The main residence features a welcoming living room, an eat-in kitchen, and a convenient half bath on the first floor. Upstairs, three bedrooms and a full bath provide a functional and comfortable

    Sally Sprogis Four Seasons Sothebys Intl

    110 Cottontail Ln, Woodstock, NY 12498
  • /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
  • /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
  • /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
  • /33

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    12 Oriole Dr, Woodstock, NY 12498

    A bright and sunny Colonial gem just minutes into the center of Woodstock! This home is set far back and hidden from the road creating a true sense of privacy. Coming down the driveway, you begin to see the 1.47 acre yard wrapping around the house which is partially bordered by a charming stone wall. Once inside, the spacious living room is on your left with built-in bookcases and a fireplace

    Richard Stoll Halter Associates Realty

    12 Oriole Dr, Woodstock, NY 12498
  • /20

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,033 Sq Ft

    92 Whichtree Rd, Woodstock, NY 12498

    Open house this Sunday, 4/19 from 12-3pm. Refreshments will be served! Here is that very affordable, cute little three bedroom, one and a half bath Mid Century ranch in Woodstock that you have been waiting for! A Matterport walk through is available in videos. The semi-private lot is 1.2 level acres of beautifully groomed green areas, and a fully fenced large rear yard with cobblestone walls.

    William Chris St. John Win Morrison Realty

    92 Whichtree Rd, Woodstock, NY 12498
  • /34

    $1,800,000

    • 4 Beds
    • 5.5 Baths
    • 3,870 Sq Ft

    21 Ori's View Dr, Saugerties, NY 12477

    This dramatic custom home with panoramic Overlook and Berkshire mountain views is located at the end of a long private drive. Enter through lighted stone pillars and past the pond to this light-filled, eco-friendly retreat. There are dramatic mountain views from almost every room. You'll be impressedd by the double height, beamed great room with wide picture windows overlooking the mountains on

    Lisa Halter Halter Associates Realty

    21 Ori's View Dr, Saugerties, NY 12477

Home Trends in Woodstock, NY

Housing Trends

Median Sale Price
$703,000
Median Single Family Sale Price
$701,500
Median Townhouse Sale Price
$775,000
Average Price Per Sq Ft
$431
Number of Homes for Sale
21
Last 12 months Home Sales
126
Months of Supply
2.00
Median List Price
$775,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
12%
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