4,445

Homes in ZIP Code 12498

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  • /31

    $975,000

    • 4 Beds
    • 4 Baths
    • 1,811 Sq Ft

    33 Tannery Brook Rd, Woodstock, NY 12498

    Nestled in the heart of Woodstock, this beautifully transformed farmhouse, originally constructed in the 1870s, seamlessly blends historic charm with modern living. The current owners, a talented architect and interior designer, have meticulously renovated this property to enhance its original architecture while maximizing natural light and integrating the surrounding landscape. The zoning allows

    Agent Photo

    Danielle Sevier

    Compass Greater NY, LLC

    (845) 456-8466

    33 Tannery Brook Rd, Woodstock, NY 12498
  • /17

    $3,300 per month

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Apartment for Rent

    72 Meads Mountain Rd Unit /Unit 5, Woodstock, NY 12498

    Live in a historic building in Woodstock; The Mountain House. This 5 unit building is only 1 mile to the village green and 1.7 miles to the Overlook Mountain Hike and the KTD Buddhist Monastery. A real artist haven, the complex has been home now or once was home to many great artists- best selling authors, musicians, painters and a cartoonist. The unit for rent has its own entrance and covered

    Rose Noone BHHS HUDSON VALLEY PROP-WDST

    72 Meads Mountain Rd Unit /Unit 5, Woodstock, NY 12498
  • /23

    $675,000 Sold Sep 15, 2025

    • 1,595 Sq Ft
    • $423/SF
    • 55 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1957

    5 Briarwood Ln, Woodstock, NY 12498

    Architect-Designed Mid-Century Modern Retreat Overlooking a Year-Round Stream!Tucked away at the end of a quiet cul-de-sac and perched high above a meandering year-round stream, this architect-designed mid-century modern home offers the rare combination of total privacy and effortless access to the heart of Woodstock, NY.With its signature California-style high ceilings and clean

    Mark Kanter BHHS HUDSON VALLEY PROP-WDST

    5 Briarwood Ln, Woodstock, NY 12498
    • /26

      Not Listed For Sale

      TBD Yerry Hill Rd, Woodstock, NY 12498

      TBD Yerry Hill Rd, Woodstock, NY 12498
  • /29

    $979,000

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    14 Old Forge Rd, Woodstock, NY 12498

    Discover the perfect blend of historic charm and modern luxury in this exquisitely renovated 1900 carriage house. This exceptionable home features 2 bedrooms and 2 bathrooms, offering a harmonious balance of classic elegance and contemporary convenience.Step into the brand new kitchen, equipped with state of the art Bosch appliances and custom cabinetry from Transformad.com, features a

    Agent Photo

    Danielle Sevier

    Compass Greater NY, LLC

    (845) 385-1496

    14 Old Forge Rd, Woodstock, NY 12498
  • /23

    $4,700 per month

    • 5 Beds
    • 3 Baths
    • 2,950 Sq Ft
    • House for Rent

    41 Park Dr, Woodstock, NY 12498

    Situated on nearly an acre of manicured green grass, fruit trees, and mountainous woods in the heart of the Woodstock NY in the Catskills, this roughly 3,000 square foot 5-bedroom, 3-bathroom home is the perfect balance between peaceful nature and the higher-end comforts of being near the city. The house has a big master bedroom with large windows facing nature and easily fits a king size bed.

    Jerry Weiss Pietro Altomare Realty

    41 Park Dr, Woodstock, NY 12498
  • /47

    $1,050,000 Sold Sep 12, 2025

    • 1,673 Sq Ft
    • $628/SF
    • 34 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1915

    76-78 Mid Mountain Way, Woodstock, NY 12498

    Nestled atop Mid Mountain, just five minutes from the heart of Woodstock, this enchanting eight-acre property welcomes you via a long and winding drive that sets the tone for what awaits: a hidden retreat that feels worlds away. Originally the home of an early Woodstock creative, the residence radiates a timeless charm—private, whimsical, and steeped in inspiration. Set amid lush trees and backed

    Laurie Ylvisaker Coldwell Banker Village Green

    76-78 Mid Mountain Way, Woodstock, NY 12498
    • /35

      Est $1,133,336 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,075 Sq Ft

      2680 Glasco Turnpike, Wood Stock, NY 12498

      2680 Glasco Turnpike, Wood Stock, NY 12498
  • /32

    $1,195,000

    • 4 Beds
    • 6 Baths
    • 2,980 Sq Ft

    12 Tinker St, Woodstock, NY 12498

    Prime Village Green Historic Gem in Woodstock, NY. Discover a unique opportunity to own a piece of history in the heart of Woodstock. This remarkable 1875 era property originally known as The Snyder Homestead named after its original owner, was the grandest house in town. This old style home with its distinctive Mansard roof retains its grandeur to this day. It offers the quintessential blend of

    Agent Photo

    Danielle Sevier

    Compass Greater NY, LLC

    (845) 436-3857

    12 Tinker St, Woodstock, NY 12498
  • /36

    $16,500 per month

    • 4 Beds
    • 2.5 Baths
    • 4,400 Sq Ft
    • House for Rent

    75 Hill 99, Woodstock, NY 12498

    AVAIL FROM SEPT 2025. Secluded Mountain Chalet with Breathtaking Views and Poolside Lodge - Set atop nine private acres, this stunning mountaintop chalet offers a rare combination of serenity, seclusion, and spectacular views. A long, private driveway winds through the property, leading to a retreat unlike any other. The property features a three-story main house and a separate two-story Poolside

    Alexis Li Corcoran Country Living

    75 Hill 99, Woodstock, NY 12498
  • /67

    $667,000 Sold Sep 05, 2025

    • 1,973 Sq Ft
    • $338/SF
    • 259 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    33 Cottonwood Ln, Woodstock, NY 12498

    OPEN HOUSE! 7/5/2025 from 11:00 AM- 1:00 PM! Come check out this amazing property! The perfect Upstate compound. Located in one of the most beautiful locations in Woodstock, this 3 bedroom 2 bath home includes a new 550 square ft guest house for a total of 1973 square feet, an in-ground pool and many recent upgrades and improvements. Just across the way from the Thorne Preserve with its

    Amy Lonas Coldwell Banker Village Green

    33 Cottonwood Ln, Woodstock, NY 12498
    • /30

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,683 Sq Ft

      18 Rock City Rd, Wood Stock, NY 12498

      18 Rock City Rd, Wood Stock, NY 12498
  • /38

    $895,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,352 Sq Ft

    7 Maurizi Ln, Woodstock, NY 12498

    Tucked away on almost two wooded acres and less than 10 minutes to the buzz of Tinker Street, this move-in-ready contemporary has that perfect mix of clean modern lines, thoughtful updates, and cozy Upstate vibes. This ideal location allows you to enjoy the privacy of your peaceful retreat - or - heading into town to grab a coffee, wander the shops, or catch live music in town whenever the mood

    Agent Photo

    Catherine Quintard

    Compass Greater NY, LLC

    (845) 584-8054

    7 Maurizi Ln, Woodstock, NY 12498
  • /54

    $1,250,000 Sold Sep 04, 2025

    • 2,640 Sq Ft
    • $473/SF
    • 60 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1986

    208 Grogkill, Woodstock, NY 12498

    OPEN HOUSE! 7/5/2025 from 11:00 AM to 2:00 PM. Come check out the amazing views!Perfectly positioned in the sought-after community of Grog Kill, this mountain retreat, midway between Woodstock and Phoenicia, offers complete privacy and sweeping Catskill Mountain views. Set on 9.5 acres, the home features 33 thoughtfully placed windows and doors that bathe the interior in natural light and

    Amy Lonas Coldwell Banker Village Green

    208 Grogkill, Woodstock, NY 12498
    • /35

      Est $1,490,636 Not Listed For Sale

      • 7 Beds
      • 3.5 Baths
      • 4,582 Sq Ft

      85 Baumgarten Rd, Woodstock, NY 12498

      85 Baumgarten Rd, Woodstock, NY 12498
  • /38

    $1,050,000

    • 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

    Victoria Stent Coldwell Banker Village Green

    64 Lower Byrdcliffe Rd, Woodstock, NY 12498
  • /18

    $500,000 Sold Aug 29, 2025

    • 1,392 Sq Ft
    • $359/SF
    • 42 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    1443 Glasco Turnpike, Saugerties, NY 12477

    Private and inviting, this single-level home on 1.86 acres has been lovingly maintained as a second home by its original owner. Located just minutes by car to Woodstock Village, this turnkey ranch is surrounded by lawns, seasonal flowers, and forest. Designed for both comfort and entertaining, the home offers three bedrooms, two full baths, and a beautiful flow from the living room to the eat-in

    Gary Heckelman Halter Associates Realty

    1443 Glasco Turnpike, Saugerties, NY 12477
    • /20

      Not Listed For Sale

      TBD Jessop Rd, Woodstock, NY 12498

      TBD Jessop Rd, Woodstock, NY 12498
  • /43

    $1,199,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,088 Sq Ft

    178 Chestnut Hill Rd, Woodstock, NY 12498

    Discover the epitome of modern luxury in this brand new build, with a sleek aesthetic that seamlessly blends style and comfort. Using ecological and state of the art building practices highlighted by exceptional craftsmanship and distinctive design. Ascend an impressive switchback floating staircase to a stunning wall of windows that flood the open concept, living, kitchen, and dining area

    Richard Vizzini Corcoran Country Living

    178 Chestnut Hill Rd, Woodstock, NY 12498
  • /35

    $700,000 Sold Aug 27, 2025

    • 1,248 Sq Ft
    • $561/SF
    • 36 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    78 Ratterman Rd, Woodstock, NY 12498

    Just moments from the heart of Woodstock, this thoughtfully sited property on 1.5 acres offers exceptional privacy and the ease of one-level living. Set back from the road and enveloped by nature, the home exudes a sense of calm from the moment you step through the front door.Built in 1955, this cedar-sided ranch has the subtle mid-century sensibility and sun-drenched interiors. The home

    Leslie Foti Coldwell Banker Village Green

    78 Ratterman Rd, Woodstock, NY 12498
    • /35

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,299 Sq Ft

      162 Van Dale Rd Unit 170, Woodstock, NY 12498

      162 Van Dale Rd Unit 170, Woodstock, NY 12498
  • /22

    $795,000

    • 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 executive ranch blends timeless comfort with thoughtful modern upgrades. Set behind a secure gate and encircled by approximately one acre of deer fencing, the property offers rare privacy while remaining minutes from the heart of Woodstock.Inside,

    Timothy Ayers Berardi Realty

    19 Livingston Ct, Woodstock, NY 12498
  • /33

    $225,000 Sold Aug 26, 2025

    • 704 Sq Ft
    • $320/SF
    • 61 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1966

    23 Cottonwood Ln, Woodstock, NY 12498

    Located down private country lane with the Sawkill Creek across lane. Beautiful setting for this two bedroom ranch home that is all cabin feel. Dead end lane with only 5 homes on it. Beautiful location and setting. Easy drive to Woodstock, Hurley and Kingston. Close to Ashokan Reservoir. Just across from entrance to Cottonwood is 60 acre Thorne Preserve with hiking trails. Home and appliances

    James Murphy Patty Conti Realty Group LLC

    23 Cottonwood Ln, Woodstock, NY 12498
    • /28

      Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,794 Sq Ft

      16 Deming St, Woodstock, NY 12498

      16 Deming St, Woodstock, NY 12498
  • /38

    $795,000

    • 3 Beds
    • 2 Baths
    • 2,390 Sq Ft

    1 Bellows Ln, Woodstock, NY 12498

    Welcome to Blues Quarry—where tucked-away tranquility meets ''close to everything'' convenience in the heart of Woodstock, NY.This 2.78-acre ridge-top retreat offers a seasonal stream below, plenty of flat usable land up top, and a landscape framed by a sweeping lawn, mature flower gardens, and wooded privacy.For the dreamers and doers: a dog kennel with fenced yard can keep its current

    Baris Demirel Serhant LLC

    1 Bellows Ln, Woodstock, NY 12498
  • /36

    $1,404,000 Sold Aug 25, 2025

    • 2,390 Sq Ft
    • $587/SF
    • 31 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1988

    97 Raycliffe Dr, Woodstock, NY 12498

    Commanding bold views of the Catskills, this sleek Woodstock retreat redefines luxury. Nestled on a quiet dead-end road, its 6 acres set amidst verdant forests and rolling hills, this architectural masterpiece seamlessly blends modern elegance with the rugged charm of its natural surroundings. Its interiors are adorned with rich textures and thoughtful details, creating a harmonious balance

    Richard Vizzini Corcoran Country Living

    97 Raycliffe Dr, Woodstock, NY 12498
  • /43

    $1,350,000

    • 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
  • 18 Striebel Rd, Woodstock, NY 12498

    $4,600,000 Sold Aug 25, 2025

    • 3,899 Sq Ft
    • $1,180/SF
    • 99 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1914

    18 Striebel Rd, Woodstock, NY 12498

    Nestled in the heart of Woodstock, this extraordinary 70+ acre estate is a rare offering of artistic heritage, architectural beauty, and serene natural surroundings. Known as The Stone House on Striebel Road, this iconic bluestone compound has stood at the crossroads of music, literature, and counterculture for over a century.Built in 1914 as a country retreat, the main Stone House

    Kathryn Johnson William Pitt Sothebys Int Rlty

    18 Striebel Rd, Woodstock, NY 12498
    • /2

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,288 Sq Ft

      378 Ohayo Mountain Rd, Woodstock, NY 12498

      378 Ohayo Mountain Rd, Woodstock, NY 12498
  • /38

    $795,000

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft

    276 Chestnut Hill Rd, Woodstock, NY 12498

    Tucked back on a six acre lot just minutes to the town of Woodstock sits this fairytale two bedroom cottage. The woodland view is yours to explore, the deep forest of evergreens, ferns and moss. Inside, you're tucked into charming spaces or enjoying the expansive Great Room, with a stone fireplace at the center and vaulted ceilings with beautiful exposed beams. A wall of windows frames the view.

    Annabel Taylor Four Seasons Sotheby's Int.

    276 Chestnut Hill Rd, Woodstock, NY 12498
  • /39

    $660,000 Sold Aug 21, 2025

    • 1,564 Sq Ft
    • $422/SF
    • 159 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1968

    36 Oriole Dr, Woodstock, NY 12498

    Nestled in the heart of Woodstock, this beautifully remodeled 4-bedroom, 2.5- bathroom home seamlessly blends modern comfort with timeless charms. With an open-concept layout and soaring vaulted ceilings, the home feels both spacious and inviting. Original hardwood floors run throughout, adding warmth and character. The custom-designed kitchen is a chef's dream, featuring brand new

    Eliana Amodio Amodio Real Estate & Prop

    36 Oriole Dr, Woodstock, NY 12498
    • /32

      Est $732,479 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 3,843 Sq Ft

      2608 Route 212, Woodstock, NY 12498

      2608 Route 212, Woodstock, NY 12498
  • /28

    $1,150,000

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

    99 Cannon Cir, Woodstock, NY 12498

    Tucked away in the pristine Ohayo Mountain forest and less than a mile from the heart of Woodstock, Cannon House offers the rare combination of seclusion, comfort, and modern design. Set on 1.65 acres, this contemporary retreat, built in 2020, is thoughtfully designed to immerse you in the natural surroundings while providing every modern convenience. With three bedrooms and two and a half baths,

    Laurie Ylvisaker Coldwell Banker Village Green

    99 Cannon Cir, Woodstock, NY 12498
  • /40

    $1,055,000 Sold Aug 20, 2025

    • 1,589 Sq Ft
    • $664/SF
    • 34 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2016

    10 Magnolia Trail, Woodstock, NY 12498

    Tucked away at the end of a long, meandering private drive, this country retreat offers the opportunity to embrace serenity, privacy, and refined rural living. Set on an idyllic 4.4-acre parcel, this residence was designed to harmonize effortlessly with the surrounding woodlands.The home's expansive picture windows and open-concept great room create a seamless flow between indoors and

    Joseph Satto Fresh Air Realty

    10 Magnolia Trail, Woodstock, NY 12498
    • /35

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,870 Sq Ft

      2292 Glasco Turnpike, Woodstock, NY 12498

      2292 Glasco Turnpike, Woodstock, NY 12498
  • /39

    $1,100,000

    • 2 Beds
    • 2 Baths
    • 2,209 Sq Ft

    11 Louie Way, Woodstock, NY 12498

    A spectacular view of Bass Meadow and mountains is just one of the highpoints of this beautiful Cape Cod home on 6.1 acres located a few miles from Woodstock Village. From the home's wraparound stone patio and large windows, imagine looking out at a serene 70-acre vista of meadow and woods that is protected from development. This lovely, turnkey 2209-square-foot home features an open-plan living

    Gary Heckelman Halter Associates Realty Inc

    11 Louie Way, Woodstock, NY 12498
  • /37

    $745,000 Sold Aug 13, 2025

    • 1,498 Sq Ft
    • $497/SF
    • 86 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1922

    2366 Glasco Turnpike, Woodstock, NY 12498

    In the heart of the storied Byrdcliffe Colony, you will find this classic Woodstock retreat.Cited perfectly on 2 landscaped acres, featuring flowering trees , fruit trees and a variety of seasonal blooms.Just one mile from the center of town and everything Woodstock has to offer.Four bedrooms and 2 Full baths provide room and comfort for family and friends.Heated and plumbed

    Margo Obourn Win Morrison Realty - W

    2366 Glasco Turnpike, Woodstock, NY 12498
    • /33

      Est $514,574 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,517 Sq Ft

      1585 Glasco Turnpike, Woodstock, NY 12498

      1585 Glasco Turnpike, Woodstock, NY 12498
  • /44

    $1,300,000

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

    5 Downer Ln, Woodstock, NY 12498

    Buckle up! 5 Downer Lane may be themost interesting property you see allyear! This 19th century hand-hewnbarn-to-house conversion has 35 footceilings, tons of sunlight and bespoke stainglass throughout. The layout is wideopen to your own creativity and all the possibilities you can conjure up. Permitted as asuccessful year 'round Airbnb andcurrently configured with

    Carol Graham Corcoran Country Living

    5 Downer Ln, Woodstock, NY 12498

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