37

Homes for Sale in 12498

Section Image Section Image
  • /36

    $799,000 Coming Soon

    • 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
  • /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
  • /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
  • /38

    $689,000

    • 2 Beds
    • 3 Baths
    • 1,208 Sq Ft

    18 Country Club Ln, Woodstock, NY 12498

    Stunning reimagined Ranch, just 1/2 Mile from the Center of Woodstock, 2/10 of a Mile to the NYC Bus Route, yet providing an excellent sense of privacy, and a perfect rural setting. Beautifully, and thoughtfully updated baths and kitchen, embracing the best of Modern Design principles and practicality. The perfect country escape, yet within easy access to restaurants, shopping and all outdoor

    Agent Photo

    Win Morrison

    Win Morrison Realty

    (845) 470-4906

    18 Country Club Ln, Woodstock, NY 12498
  • /40

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 2,077 Sq Ft

    1521 Glasco Turnpike, Saugerties, NY 12477

    An exceptional convergence of wish-list features comes together in one remarkable package. This well-built Colonial enjoys an ideal location — a perfect balance of privacy and convenience — situated right on the border of Woodstock and Saugerties, with easy access to Kingston. Tucked away at the end of a long driveway, the home sits amid a picturesque mix of forest and open meadow, creating a

    Sean Zimmerman Halter Associates Realty Inc

    1521 Glasco Turnpike, Saugerties, NY 12477
  • /52

    $1,340,000

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft

    66 Plochmann Ln, Woodstock, NY 12498

    So close yet so far away! Walk to town from your totally private and like-new timber frame home with soaring 23-foot ceilings and walls of windows to bring nature in. As you enter from one of Woodstock's most coveted roads, through the stately pillars, you will feel a sense of tranquility with nature on this 9.94-acre lot that is just a half mile from the village of Woodstock and less than a half

    Mercedes Ross Coldwell Banker Village Green

    66 Plochmann Ln, Woodstock, NY 12498
  • /35

    $599,000

    • 4 Beds
    • 3 Baths
    • 2,480 Sq Ft

    5 Lazy Brook Ln, Woodstock, NY 12498

    Step inside for a huge surprise! This tasteful ranch home hides 3 large living spaces, 4 spacious bedrooms 3 bathrooms, as well as an enormous pantry and dining space. You enter and the first living space is on your right with room for a full sized seating area. Down the hall to your left are two bedrooms, a hall bath and a primary en suite with room for a king sized bed. Through a door in the

    Richard Stoll Halter Associates Realty

    5 Lazy Brook Ln, 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
  • /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
  • /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
  • /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
  • /37

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    8 Tannery Brook Rd, Woodstock, NY 12498

    Large shade trees filter dappled sunlight across this property's private waterside retreat, where the ancient stone wall of the streambed tells the story of millennia, smoothed by the eternal passage of water. Just steps from the vibrant rhythm of Tinker Street and the creative heartbeat of Woodstock, this nearly 2,500 square foot mixed-use property is more than a home or an investment, it is a

    Leslie Foti Coldwell Banker Village Green

    8 Tannery Brook Rd, Woodstock, NY 12498
  • /23

    $750,000

    • Land
    • 5.45 Acres
    • $137,615 per Acre

    326 Raycliffe Dr, Woodstock, NY 12498

    Discover a rare opportunity to own 5.45 acres atop one of Woodstock's most coveted locations. This private, east-facing lot offers panoramic views that stretch endlessly over the Catskill Mountains, providing an awe-inspiring backdrop for your dream home. With the space and natural beauty to build a sleek, modern estate, this land is the perfect canvas for a luxury retreat. Surrounded by the

    Alexis Li Corcoran Country Living

    326 Raycliffe Dr, Woodstock, NY 12498
  • /11

    $499,000

    • Land
    • 15.23 Acres
    • $32,764 per Acre

    Tbd Wardwell Ln, Woodstock, NY 12498

    A rarely available large, 15+ acre parcel in Woodstock -- less than a mile from the center of town! Completely private yet moments away from restaurants, music venues, shops, golf course and hiking. A mixture of mature deciduous and conifer trees offer a forest haven, with level land, rock features and an elevated knoll building site, ready for your next chapter.Much of the heavy lifting has

    Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

    Tbd Wardwell Ln, Woodstock, NY 12498
  • /44

    $2,250,000

    • 4 Beds
    • 4 Baths
    • 4,730 Sq Ft

    9 Estate Rd, Saugerties, NY 12477

    Wind along quiet country roads to the end of a private cul-de-sac and discover a magical retreat where timeless elegance meets modern comfort. Beyond the electronic gates, manicured grounds framed by mature woodland set the stage for this four-bedroom, four-bathroom, 4,700-square-foot custom residence.Outdoor living is at its finest with a sweeping bluestone patio and hot tub, a serene

    Laurie Ylvisaker Coldwell Banker Village Green

    9 Estate Rd, Saugerties, NY 12477
  • /28

    $270,000

    • 2 Beds
    • 1 Bath
    • 1,539 Sq Ft

    76 Meads Mountain Rd, Woodstock, NY 12498

    Unique opportunity on one of the most coveted roads in Woodstock which winds its way up to the Overlook Mountain trailhead. Overlooking a mountainside and a seasonal stream, this project house offers incredible potential for someone ready to reimagine this investment opportunity. Tucked away in a peaceful setting, the property feels mostly private and is just a couple minutes from Woodstock

    Hailey Kiesewetter Upstate Down

    76 Meads Mountain 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
  • /36

    $925,000

    • 3 Beds
    • 2 Baths
    • 1,998 Sq Ft

    64 Lower Byrdcliffe Rd, Woodstock, NY 12498

    This historic Woodstock home, complete with a legal short-term rental license, is ready for its next chapter. Just a short distance from the iconic village green and the heart of Woodstock, this recently restored 1897 Arts and Crafts farmhouse offers both privacy and convenience on one of the town's most desirable streets - a truly rare combination that seldom becomes available. The charming

    Victoria Stent Coldwell Banker Village Green

    64 Lower Byrdcliffe 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
  • /29

    $500,000

    • 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
  • /14

    $399,000

    • 1 Bed
    • 1 Bath
    • 841 Sq Ft

    57 Ohayo Mountain Rd, Woodstock, NY 12498

    BACK ON THE MARKET! BUYER FINANCING FELL THROUGH All the charm and convenience of Woodstock village living! Adorable period bungalow moments from the center of Woodstock! This 1 BR, 1 BA charmer features an additional room/four-season sunroom, handsome masonry fireplace with wood stove and a river rock chimney, modern kitchen, a clawfoot tub, separate laundry area, and is nestled in a wooded,

    Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

    57 Ohayo Mountain 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
  • /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
  • /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
  • /15

    $575,000

    • Land
    • 37 Acres
    • $15,541 per Acre

    00 Lauren Ct, Woodstock, NY 12498

    This spectacular 35+ acre property is a rare offering. Comprised of two separate lots with access points on both Lauren Ct and Church Rd - an open canvas for your boldest vision. Whether you're a developer seeking your next signature project or a homeowner dreaming of a private sanctuary, this land invites imagination and promises possibility.A harmonious blend of mature woodlands, sunlit

    Melissa Zoe Hirsch Coldwell Banker Village Green

    00 Lauren Ct, Woodstock, NY 12498
  • /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
  • /34

    $645,000

    • 4 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    94 Tanglewood Rd, West Hurley, NY 12491

    Set on 2.3 private acres in the heart of West Hurley, this solid, spacious and light filled home offers a flexible layout with multiple living areas, and plenty of space to grow, both inside and out. Step inside to a generous entryway that opens into a living room / dining room area, perfect for entertaining. The well appointed kitchen features abundant cabinet space and sliding glass doors

    Alyson Dugan Reidy Halter Associates Realty

    94 Tanglewood Rd, West Hurley, NY 12491
  • /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
  • /25

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 1,921 Sq Ft

    24 Normandy Ct, West Hurley, NY 12491

    Welcome to 24 Normandy, a spacious and inviting place to call home. Located just 2 miles to the heart of Village of Woodstock sited on a quiet cul de sac with private back yard with beautiful bluestone patio. This turn-key home has everything you have been looking for, generous living space offering both a living room and den with fireplace, a first floor bedroom suite, a renovated and updated

    Sheena Lepez Compass Greater New York, LLC

    24 Normandy Ct, West Hurley, NY 12491
  • /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
  • /56

    $1,200,000 Open Sun 12PM - 2PM

    • 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
  • /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
  • /51

    $759,000

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft

    97 John Joy Rd, Woodstock, NY 12498

    The best of both worlds!A boho cottage paradise and a modern ADU (Accessory Dwelling Unit). Peace and tranquility and 3 miles from the center of the most famous small town in the world. Five-star dining and unique shopping opportunities. The property is situated adjacent to the Thorne Preserve - 60 acres boasting the most painted views of Overlook Mountain. The preserve is a sweeping

    Benjamin Armento Coldwell Banker Village Green

    97 John Joy Rd, Woodstock, NY 12498
  • /33

    $1,888,000

    • Land
    • 60.94 Acres
    • $30,981 per Acre

    TBD Zena Rd, 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

    Baris Demirel Serhant LLC

    TBD Zena Rd, Woodstock, NY 12498
  • /28

    $1,888,000

    • Land
    • 60.94 Acres
    • $30,981 per Acre

    TBD 60 Acre Zena Rd, 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

    Baris Demirel Serhant LLC

    TBD 60 Acre Zena Rd, Woodstock, NY 12498
  • /6

    $184,900

    • Land
    • 2.31 Acres
    • $80,043 per Acre

    100 Zena Rd, Woodstock, NY 12498

    One of the last commercial lots in Woodstock. Zoned neighborhood commercial..excellent drainage. Great location for nursery school, medical or dental clinic, funeral home, or professional office, bank retail mix strip complex. Based on Zoning and bulk requirements site can facilitate approx. 16,000 sq. ft. of building...Soil has excellent drainage for inground septic system. The Town Building

    Michael Bernholz Sr. Hudson Valley Appraisal

    100 Zena Rd, Woodstock, NY 12498
How to Buy a Home How to Finance a Home How to Sell a Home