25

Woodstock, NY Homes for Sale with Garage

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  • /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
  • /35

    $799,000

    • 4 Beds
    • 2 Baths
    • 1,948 Sq Ft

    4 Munchkin Ln, Kingston, NY 12401

    Highwoods Haven rests on just over two quiet acres where sunlight filters through tall hardwoods and birdsong fills the air. Although the setting feels miles from anywhere, the property lies barely five minutes from Woodstock's Village Green and within a short, scenic drive of Kingston and Saugerties. A comprehensive 2021 renovation infused the four-bedroom, two-bath residence with modern comfort

    Leslie Foti Coldwell Banker Village Green

    4 Munchkin Ln, Kingston, NY 12401
  • /31

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft

    233 Wittenberg Rd, Bearsville, NY 12409

    Picture yourself in this charming 1940 cottage with a roaring fire in its fieldstone double-height fireplace. If that doesn't capture your heart, the open living and dining areas with birch beamed ceilings will. Large expanses of windows flood the space with light, adding more charm essential to modern living. A wonderfully convenient full bath with claw-foot tub adds to the easy living. The

    Henry Ford Coldwell Banker Village Green

    233 Wittenberg 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
  • /25

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 1,754 Sq Ft

    86 Rock City Rd, Woodstock, NY 12498

    Woodstock Charm Meets Modern Living at 86 Rock City Road!Step into a piece of Woodstock history with this beautifully updated 1910 home, ideally located less than half a mile from the vibrant heart of the village. This 4-bedroom, 2.5-bath property blends classic charm with thoughtful modern upgrades. The spacious, fully renovated kitchen features new appliances, updated countertops, and ample

    Michael Shaughnessy Halter Associates Realty

    86 Rock City Rd, Woodstock, NY 12498
  • /42

    $639,000

    • 5 Beds
    • 2.5 Baths
    • 1,939 Sq Ft

    83 Ratterman Rd, Woodstock, NY 12498

    It's a WINNER! This is truly a wonderful house in an excellent location! Surrounded by trees with a quiet, rural feel, yet walking distance to the Village of Woodstock, it's everything a Woodstock buyer is looking for! From the moment you step up to this charmer, you'll be welcomed by a wide, impressive Bluestone walkway to the Bluestone front porch where you can envision many peaceful hours

    Edwin Maldonado Howard Hanna Rand Realty

    83 Ratterman Rd, Woodstock, NY 12498
  • /30

    $499,000

    • 4 Beds
    • 2.5 Baths
    • 2,489 Sq Ft

    34 Forestwood Dr, Woodstock, NY 12498

    34 Forestwood Drive | Woodstock, NY Set along a quiet Woodstock road, this inviting raised ranch blends space, comfort, and mid-century charm. With 4 bedrooms, 2.5 baths, and 10 well-proportioned rooms, the home offers flexibility for both everyday living and weekend getaways in one of the Hudson Valley's most sought-after areas. Step inside the split open entry to a bright, welcoming layout. The

    Brenda Graf Corcoran Country Living

    34 Forestwood Dr, Woodstock, NY 12498
  • /56

    $1,200,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,052 Sq Ft

    2565 New York 212, Woodstock, NY 12498

    Discover modern living at its finest with this newly built contemporary home, perfectly nestled on 2 private acres along the enchanting Sawkill Creek in Woodstock. Designed with both style and practicality in mind, this property seamlessly blends sleek modern amenities with the natural beauty of its surroundings.Built above the floodplain in accordance with FEMA standards, the home offers

    Jeanne Boice Howard Hanna Rand Realty

    2565 New York 212, Woodstock, NY 12498
  • /23

    $2,400,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,420 Sq Ft

    420 Wittenberg Rd, Bearsville, NY 12409

    Woodstock Custom Compound - Create your own private family compound on 2.44 serene acres in the Woodstock Hamlet of Wittenberg—an exceptional to-be-built offering that brings together architectural vision, artisan materials, and the craftsmanship of noted builder James Nelson. This unique project includes a three-bedroom, three-and-a-half-bath main residence, a one-bedroom guest house, and a

    Peter Cantine Halter Associates Realty

    420 Wittenberg Rd, Bearsville, NY 12409
  • /39

    $1,799,000

    • 6 Beds
    • 3.5 Baths
    • 3,023 Sq Ft

    2320 Glasco Turnpike, Woodstock, NY 12498

    For the first time in its history, this 12-acre family estate—designed, built, and cherished by a prominent Woodstock family—comes to market. It's a rare opportunity for the next generation to build their own private compound for extended family or multiple guests. The property boasts a babbling brook, waterfall, two vintage Woodstock cottages, and acres of woods to explore. Located less than a

    George Denise Keller Williams Realty HV Nort

    2320 Glasco Turnpike, Woodstock, NY 12498
  • /10

    $125,000

    • Land
    • 0.58 Acre
    • $215,517 per Acre

    5485 New York 212, Shandaken, NY 12480

    CAUTION ! The garage on the property has previously caught fire .Must be torn down .DO NOT ENTER THE GARAGE Prime Catskills Land Listing - HB Commercial/Residential ZoningPerfectly positioned in the heart of the Catskills, this 1⁄2+ acre parcel offers dream-worthy mountain views and unbeatable access to the region's most sought-after outdoor attractions. Whether you're planning a

    Stephanie Berryann United Real Estate HV Edge

    5485 New York 212, Shandaken, NY 12480
  • /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
  • /25

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,208 Sq Ft

    36-38 Ohayo Mountain Rd, Woodstock, NY 12498

    Welcome to The Mill House, nestled in the vibrant heart of Woodstock, NY—a delightful farmhouse that beautifully blends historic charm with modern comforts. Spanning 1,764 square feet, this inviting home includes three cozy bedrooms and two full bathrooms, offering a spacious layout for everyday living. As you wander through the lush gardens and cross a quaint bridge over a seasonal stream,

    Sheena Lepez Compass Greater NY, LLC

    36-38 Ohayo Mountain Rd, Woodstock, NY 12498
  • /29

    $898,000

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    14 Old Forge Rd, Woodstock, NY 12498

    PROPERTY HIGHLIGHTS. Historic Meets Modern: Exquisitely renovated 1900 carriage house blending timeless charm with contemporary luxury. Layout: 2 bedrooms and 2 bathrooms. Exceptionally rare construction featuring Steel floor and ceiling joists with comprehensive Energy Efficient Upgrades throughout. INTERIOR FEATURESKITCHEN: Energy Efficient and dependable Bosch appliances. Custom

    Danielle Sevier Compass Greater NY, LLC

    14 Old Forge 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
  • /22

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 2,471 Sq Ft

    19 Livingston Ct, Woodstock, NY 12498

    Sophisticated Gated Retreat in Woodstock. Tucked within a serene, tree-lined neighborhood, this privately sited 4-bedroom, 2.5-bathroom colonial blends timeless comfort with thoughtful modern upgrades. Set behind a gated entry and encircled by approximately one acre of deer fencing, the property offers rare privacy while remaining minutes from the heart of Woodstock. Inside, natural light streams

    Greg Berardi Berardi Realty

    19 Livingston Ct, Woodstock, NY 12498
  • /49

    $785,000

    • 4 Beds
    • 2.5 Baths
    • 2,034 Sq Ft

    90 Van Dale Rd, Woodstock, NY 12498

    Make your next transition an easy one in this move-in-ready Woodstock home, where timeless comfort meets sophisticated design. Recently updated and fully renovated—including a brand-new roof and a full-house water filtration system—the house is set on a large, level lot with expansive front and back yards, offering plenty of space to relax, entertain, and play. Just minutes from Woodstock’s

    Baris Demirel Serhant LLC

    90 Van Dale Rd, Woodstock, NY 12498
  • /44

    $939,000

    • 3 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    220 John Joy Rd, Wood Stock, NY 12498

    Tucked back from the road, with beautifully landscaped grounds, bluestone walls, and mature plantings, this 3-bedroom contemporary home offers privacy, abundant natural light, and versatile living space on 4 tranquil acres. The airy open floor plan features hardwood floors and effortless flow between the living, dining, and kitchen areas. A first-floor primary suite with en-suite bath provides

    Lisa Cooper Serhant LLC

    220 John Joy Rd, Wood Stock, NY 12498
  • /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
  • /43

    $1,295,000

    • 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
  • /50

    $1,750,000

    • 2 Beds
    • 2 Baths
    • 1,531 Sq Ft

    128 Newcut Rd, Bearsville, NY 12409

    Nestled atop your very own private mountaintop, this captivating retreat is the sanctuary you've been dreaming of. Enjoy 35 acres of serene woodland and breathtaking views. This residence is the ultimate escape for weekenders, outdoor enthusiasts, and creatives seeking the solitude necessary to ignite their next masterpiece.A peaceful haven with expansive mountain vistas, you'll find

    Heidi Maloney Four Seasons Sothebys Intl

    128 Newcut Rd, Bearsville, NY 12409
  • /65

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,196 Sq Ft

    26 Carle Rd, Mount Tremper, NY 12457

    Breathtaking mountain views set the stage at 26 Carle Rd in Mount Tremper, a custom 3-story Contemporary that truly reflects the spirit of the Catskills. With 3 bedrooms, 2 baths, and an open floor plan, the home offers both comfort and serenity. The centerpiece is a dramatic stone fireplace with a wood-burning insert, its chimney running through all three levels and filling the home with warmth

    Agent Photo

    Elizabeth 'Beth' Alfeld

    Keller Williams Realty HV Nort

    (845) 448-2157

    26 Carle Rd, Mount Tremper, NY 12457
  • /46

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,196 Sq Ft

    26 Carle Rd, Mount Tremper, NY 12457

    Breathtaking mountain views set the stage at 26 Carle Rd in Mount Tremper, a custom 3-story Contemporary that truly reflects the spirit of the Catskills. With 3 bedrooms, 2 baths, and an open floor plan, the home offers both comfort and serenity. The centerpiece is a dramatic stone fireplace with a wood-burning insert, its chimney running through all three levels and filling the home with warmth

    Agent Photo

    Elizabeth 'Beth' Alfeld

    Keller Williams Hudson Valley

    (845) 448-2330

    26 Carle Rd, Mount Tremper, NY 12457
  • /41

    $825,000

    • 3 Beds
    • 3 Baths
    • 1,895 Sq Ft

    345 Glenford Wittenberg Rd, Glenford, NY 12433

    Set on three wooded and landscaped acres in the heart of the Catskills, this beautifully designed home blends modern comfort with timeless country charm. Offering 3 bedrooms, 3 bathrooms, including an attached ADU, the property is ideal for multi-generational living, guest accommodations, or additional rental income. Make your way to the top of the long tree lined driveway to be greeted by the

    Richard Vizzini Corcoran Country Living

    345 Glenford Wittenberg Rd, Glenford, NY 12433

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%
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