4,546

Ulster, NY Homes in ZIP Code 12498

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  • /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
  • /28

    $6,000 per month

    • 4 Beds
    • 2 Baths
    • 3,200 Sq Ft
    • House for Rent

    1905 Glasco Turnpike Unit 1 & 2, Woodstock, NY 12498

    Rural convenience with modern open space two residential units near Woodstock Village. Main house with 3 bedrooms includes all furniture and appliances. There are two upstairs private patios off of the main bedroom and a large deck off of the living area in the back. Third bedroom could be a study or family room. Downstairs is an extra room set up for exercise machines with direct access to the

    Agent Photo

    Sherret Chase

    Four Seasons Sotheby's Int'l R

    (845) 552-9058

    1905 Glasco Turnpike Unit 1 & 2, Woodstock, NY 12498
  • /44

    $1,700,000 Sold Jul 31, 2025

    • 2,210 Sq Ft
    • $769/SF
    • 29 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1995

    299 California Quarry Rd, Woodstock, NY 12498

    Live an Elevated Life!Perched high on iconic Overlook Mountain near the end of a private road — just minutes from the heart of Woodstock—this striking Modern contemporary home delivers jaw-dropping, panoramic views that stretch from the Catskills to the Hudson River, including Mohonk and the Ashokan Reservoir. It's the ultimate mountaintop escape: private, peaceful, and designed for

    Lisa Cooper Serhant LLC

    299 California Quarry Rd, Woodstock, NY 12498
    • /26

      Not Listed For Sale

      TBD Yerry Hill Rd, Woodstock, NY 12498

      TBD Yerry Hill Rd, Woodstock, 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
  • /39

    $5,000 per month

    • 2 Beds
    • 1.5 Baths
    • 1,150 Sq Ft
    • House for Rent

    21 Cricket Ridge, Woodstock, NY 12498

    Available by the month.Vintage Shultis family cottage lovingly restored by current owner. Spend the wonderful summer months in this pristine 1,150 square foot cottage. Beamed ceilings, pine floors, high quality windows and doors, newer appliances, fireplace and an all-new HVAC system are just of few of the perks at this charming getaway. Enter through a stunning 3-season, eat-in parlor into

    Gail Cadden Coldwell Banker Village Green

    21 Cricket Ridge, Woodstock, NY 12498
  • /47

    $367,000 Sold Jul 28, 2025

    • 894 Sq Ft
    • $411/SF
    • 70 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1954

    30 Dixon Ave, Woodstock, NY 12498

    Charming 3-Bedroom Ranch in Prime Woodstock Location! 30 Dixon Ave in Woodstock is a sunny, well-maintained 3 bedroom, 1 bath ranch that sits on a quiet street just minutes from the heart of Woodstock. With single level living and community rich location, it offers a rare opportunity to own a home in this special part of the Hudson Valley.Sold As Is the home retains much of its

    Darlene Griffin Halter Associates Realty

    30 Dixon Ave, Woodstock, NY 12498
    • /35

      Est $1,157,314 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
  • /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
  • /24

    $14,250 per month

    • 3 Beds
    • 3 Baths
    • 3,200 Sq Ft
    • House for Rent

    106 Chestnut Hill Rd, Woodstock, NY 12498

    Summer or Long-Term Rental Opportunity. Let Pictures do the talking. Nestled on a secluded lot, just 10 minutes' walk from the heart of Woodstock, this exquisitely designed brand new home offers a blend of elegance, comfort, and modern convenience. It is a sanctuary of refined living, set on five private acres right next to the Woodstock Golf Course. The Woodstock Tennis Club is also 5

    Soiti Anderson Curated By Soiti

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

    $2,300,000 Sold Jul 25, 2025

    • 2,896 Sq Ft
    • $794/SF
    • 28 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1995

    150 Meads Mountain Rd, Woodstock, NY 12498

    Perched high on Overlook Mountain just a mile from the heart of Woodstock, this striking contemporary residence—designed and built in 1995 by the iconic Bananas of Woodstock—is a rare architectural gem that seamlessly blends creativity, quality, and comfort.Privately sited among the trees, the home's unique design is constructed with steel beams throughout, cleverly concealed beneath rich

    Melissa Mayes Serhant LLC

    150 Meads Mountain Rd, 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
  • /50

    $4,999,000

    • 4 Beds
    • 4 Baths
    • 3,899 Sq Ft

    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

    Michelle Bergkamp Corcoran Country Living

    18 Striebel Rd, 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
  • /18

    $301,250 Sold Jul 25, 2025

    • 1,266 Sq Ft
    • $238/SF
    • 32 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    24 Overlook Dr, Woodstock, NY 12498

    Create Your Dream Home in Woodstock - Perfect for DIY Enthusiasts! Embrace the opportunity to finish this one-level, 3-bedroom home in the heart of Woodstock. With renovations already underway, this property is ideal for hands-on buyers ready to bring their vision to life.The flexible extra room offers endless possibilities—finish it out for additional living space, convert it back into a

    Laura Haney Halter Associates Realty

    24 Overlook Dr, Woodstock, NY 12498
    • /16

      Not Listed For Sale

      000 Carly Rd, Woodstock, NY 12498

      000 Carly Rd, Woodstock, NY 12498
  • /31

    $995,000

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

    220 John Joy Rd, Wood Stock, NY 12498

    Welcome to 220 John Joy Road, a meticulously maintained and thoughtfully upgraded home tucked away in the heart of Woodstock, NY. Featuring three spacious bedrooms and two and a half baths, this property combines modern amenities with timeless charm, offering a rare opportunity to live comfortably and securely in one of the Hudson Valley's most beloved areas. Built with concrete walls for

    Donna Gray Redfin Real Estate

    220 John Joy Rd, Wood Stock, NY 12498
  • /35

    $703,000 Sold Jul 24, 2025

    • 1,436 Sq Ft
    • $490/SF
    • 29 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1972

    23 Maurizi Ln, Woodstock, NY 12498

    Searching for the perfect blend of style, comfort, and convenience? It's here! This remarkable contemporary in one of Woodstock's most sought-after neighborhoods is ready to welcome you home. Set on a spacious and private 1.34-acre lot, this beautifully maintained four-bedroom, 2.5-bath residence offers a seamless mix of modern updates and inviting charm.The heart of the home is the

    Melissa Mayes Serhant LLC

    23 Maurizi Ln, Woodstock, NY 12498
    • /35

      Est $1,731,941 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
  • /51

    $799,000

    • 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 grassland

    Benjamin Armento Coldwell Banker Village Green

    97 John Joy Rd, Woodstock, NY 12498
  • /30

    $735,000 Sold Jul 24, 2025

    • 2,280 Sq Ft
    • $322/SF
    • 105 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2016

    86 Baumgarten Rd, Woodstock, NY 12498

    A One-of-a-Kind Renovated Barn & Creative Haven in WoodstockSet on three peaceful acres with a small stream and meandering mossy paths, this beautifully renovated 1910 barn blends historic charm with modern upgrades. Designed as both a unique home and an inspiring creative space, this property has been meticulously upgraded with radiant heating, all-new insulation, updated

    Baris Demirel Serhant LLC

    86 Baumgarten Rd, Woodstock, NY 12498
    • /20

      Not Listed For Sale

      TBD Jessop Rd, Woodstock, NY 12498

      TBD Jessop Rd, Woodstock, NY 12498
  • /43

    $1,244,000 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
  • /21

    $592,000 Sold Jul 23, 2025

    • 1,388 Sq Ft
    • $427/SF
    • 42 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1963

    20 Park Dr, Woodstock, NY 12498

    Discover the perfect blend of comfort and charm in this 4-bedroom, 2-bath split-level ranch nestled in Woodstock, NY. Thoughtfully designed, this home features an open-concept kitchen, living, and dining space that's perfect for both relaxed living and seamless entertaining. The kitchen offers a large island, quartz counter tops, stainless steel appliances, and ample cabinet space which makes

    Richard Vizzini Corcoran Country Living

    20 Park Dr, 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
  • /36

    $1,445,000 Pending

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

    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
  • /39

    $380,000 Sold Jul 23, 2025

    • 1,568 Sq Ft
    • $242/SF
    • 46 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1964

    176 W Hurley Rd, Woodstock, NY 12498

    Situated on a generous lot in a fantastic location close to schools, shopping, restaurants, and easy commuting routes, this home is a rare find with tons of potential. A true diamond in the rough, this 1964 ranch home is just waiting for some cosmetic creativity to bring it to life. Step inside to discover a spacious, functional layout featuring a large living area, original hardwood floors, 3

    Gail Cadden Coldwell Banker Village Green

    176 W Hurley Rd, 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
  • /47

    $1,345,000

    • 3 Beds
    • 3 Baths
    • 2,327 Sq Ft

    263 California Quarry Rd, Woodstock, NY 12498

    Live above the clouds over Woodstock, the world's most famous little town. This remarkable contemporary home is just a few minutes from the bustling center of the village, in an absolutely tranquil setting! The views are breath-taking and expansive, and seen from almost every room. The Ashokan Reservoir, the entire Shawangunk Mountain Ridge (from Mohonk to Sam's Point) Ohayo Mountain, and, even

    Daniel Winn Halter Associates Realty

    263 California Quarry Rd, Woodstock, NY 12498
  • /36

    $777,850 Sold Jul 18, 2025

    • 1,497 Sq Ft
    • $520/SF
    • 28 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1961

    25 Tanglewood Rd, West Hurley, NY 12491

    Welcome to this beautifully renovated mid-century modern home, offering over 2,000 square feet of living space. This property showcases all modern conveniences while allowing you to move in without the worry of immediate improvements. Since the seller's ownership in 2016, this home has been meticulously updated and enhanced with important renovations, including: new roof, new windows, electrical

    Danielle Marchisella The Kinderhook Group, Inc.

    25 Tanglewood Rd, West Hurley, NY 12491
    • /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
  • /29

    $799,000

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

    1521 Glasco Turnpike, Saugerties, NY 12477

    Tucked away on 2.2 acres of peaceful, park-like grounds, this inviting home offers the perfect blend of privacy, beauty and convenience. A long gravel driveway winds past tall trees and green space, opening to your own hidden haven—set well back from the road, yet just minutes to Woodstock and Saugerties, with their vibrant shops, restaurants, and culture. The approach is unforgettable: a wide

    Kathryn Johnson William Pitt Sotheby's Int'l

    1521 Glasco Turnpike, Saugerties, NY 12477
  • /51

    $1,170,000 Sold Jul 18, 2025

    • 3,219 Sq Ft
    • $363/SF
    • 61 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 1900

    1659 Route 212, Saugerties, NY 12477

    Perfectly positioned at the crossroads of Woodstock, Saugerties, and Kingston is this restored and generously proportioned six-bedroom, six-bathroom home offering a blend of flexibility, charm, and elegant living. Whether you're envisioning a full-time residence, retreat, short-term rental, or a traditional bed and breakfast, this versatile property offers a host of possibilities - complete with

    Carol Spirig Halter Associates Realty

    1659 Route 212, Saugerties, NY 12477
    • /32

      Est $722,388 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

    $815,000

    • 2 Beds
    • 2 Baths
    • 1,416 Sq Ft

    2318 Glasco Turnpike, Woodstock, NY 12498

    This classic 1890s farmhouse marries period charm with high-end modern amenities in a natural setting. Bordered by quiet woodlands, meadows and a bluestone wall, the house stands out as a gem. A spacious living room, flooded with natural light, flows seamlessly into a large separate dining room featuring window benches looking onto an ample side deck-perfect for morning coffee bathed in sunrise.

    Jeannine Simmons Corcoran Country Living

    2318 Glasco Turnpike, Woodstock, NY 12498
  • 18 Maple Ln, Wood Stock, NY 12498

    $1,100,000 Sold Jul 10, 2025

    • 4,400 Sq Ft
    • $250/SF
    • 52 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 1910

    18 Maple Ln, Wood Stock, NY 12498

    Welcome to an exceptional investment opportunity nestled in the heart of the iconic Woodstock Village. This unique 4 family property offers an enticing package for investors, with potential for conversion into a boutique hotel. Spanning .75 acres, the property boasts a quartet of beautifully maintained apartments, each with its own charm and character.The crown jewel of the estate is a

    Heidi Maloney Four Seasons Sothebys Intl

    18 Maple Ln, Wood Stock, 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
  • /43

    $1,450,000

    • 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
  • /23

    $660,000 Sold Jul 01, 2025

    • 2,057 Sq Ft
    • $321/SF
    • 33 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1945

    58 Maverick Rd, Woodstock, NY 12498

    This enchanting Woodstock abode has a story dating back to 1875; first as a barn for the neighboring property and then as a dance studio. In the 1940's it was converted to this rare barn-style home that honors Woodstock's artistic vision and singularity. Meticulously updated over the years while preserving its vintage allure. Rustic yet gracious with an open vaulted great room anchored by a

    Ita McAteer BHHS HUDSON VALLEY PROP-WDST

    58 Maverick Rd, Woodstock, NY 12498
    • /33

      Est $537,885 Not Listed For Sale

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

      1585 Glasco Turnpike, Woodstock, NY 12498

      1585 Glasco Turnpike, Woodstock, NY 12498

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