37

Houses for Sale in 12498

Section Image Section Image
  • /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
  • /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
  • /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
  • /31

    $1,695,000

    • 3 Beds
    • 3.5 Baths
    • 3,072 Sq Ft

    253 Upper Byrdcliffe Rd, Woodstock, NY 12498

    Historic Byrdcliffe Estate on One of Woodstock's Most Beloved Roads. Step into a piece of Woodstock's storied past with this enchanting 1910 Arts & Crafts masterpiece, gracefully situated on nearly six bucolic acres along one of the town's most picturesque and sought-after roads. Originally owned by Jane BYRD Whitehead and Ralph RadCLIFFE Whitehead, two of the visionary founders of the Byrdcliffe

    John Kralik Compass Greater NY, LLC

    253 Upper Byrdcliffe Rd, Woodstock, NY 12498
  • /42

    $1,495,000

    • 2 Beds
    • 4 Baths
    • 2,727 Sq Ft

    96 Meads Mountain Rd, Woodstock, NY 12498

    Tucked away on 7.26 acres of lush, storybook landscape with a stream-fed pond, this quintessential Woodstock home is more than a residence—it’s an experience. As you approach via a winding driveway that crosses a babbling stream and year-round waterfalls, the magic begins. You can hear the cascading water from the house itself, setting the tone for the serenity that follows. The main home offers

    Lisa Halter Halter Associates Realty Inc

    96 Meads Mountain Rd, 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
  • /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
  • /31

    $999,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,252 Sq Ft

    32 Maurizi Ln, Woodstock, NY 12498

    Blending classic country charm with modern sophistication, this newly built modern farmhouse offers over 3,000 square feet of beautifully finished living space. Designed with clean lines, a neutral palette, and layered textures, it delivers a timeless aesthetic full of warmth and character. The home features four spacious bedrooms, three and a half baths, a fully finished lower level, and

    Richard Vizzini Corcoran Country Living

    32 Maurizi Ln, Woodstock, NY 12498
  • /13

    $440,000

    • 1 Bed
    • 1 Bath
    • 841 Sq Ft

    57 Ohayo Mountain Rd, Woodstock, NY 12498

    THE EXCITEMENT AND CONVENIENCE OF WOODSTOCK VILLAGE LIVING! Adorable period bungalow moments from Tinker St. and all the dining, entertainment, shops, hiking, biking and golfing that Woodstock has to offer. This 1 BR, 1 BA charmer features an additional room/four-season sun porch, handsome masonry fireplace with river rock chimney, modern kitchen, a clawfoot tub, separate laundry area,

    Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

    57 Ohayo Mountain Rd, Woodstock, NY 12498
  • /25

    $739,000

    • 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

    Sheena Lepez Compass Greater New York, LLC

    36-38 Ohayo Mountain Rd, Woodstock, NY 12498
  • /39

    $1,985,000

    • 6 Beds
    • 3 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. A rare opportunity for the next generation to build their own private estate or compound, walking distance to town. Complete with babbling brook, waterfall, two vintage Woodstock cottages and acres of woods to explore. A perfect retreat! to your dream

    George Denise Keller Williams Realty HV Nort

    2320 Glasco Turnpike, 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
  • /27

    $300,000

    • 3 Beds
    • 1 Bath
    • 917 Sq Ft

    20 Overlook Dr, Woodstock, NY 12498

    Woodstock Ranch with Room to Make It Your OwnJust minutes from the heart of Woodstock, this single-level ranch combines charm, comfort, and exciting potential. The sunny living room flows to a cozy back sitting area, while three freshly painted bedrooms are ready for immediate enjoyment. The living area awaits your choice of flooring, and the kitchen offers the option to open a wall for

    Baris Demirel Serhant LLC

    20 Overlook Dr, Woodstock, NY 12498
  • /30

    $699,000

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

    1521 Glasco Turnpike, Saugerties, NY 12477

    Priced for a Timely SaleTucked 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

    Kathryn Johnson William Pitt Sotheby's Int'l

    1521 Glasco Turnpike, Saugerties, NY 12477
  • /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
  • /24

    $540,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,804 Sq Ft

    5 Violet Place, Woodstock, NY 12498

    Lovely 3-4 bedroom home located in a quiet, friendly neighborhood, just minutes from the shopping, dining, and arts in the village of Woodstock, and about 15 minutes to bustling Kingston and Saugerties. 12 minutes to Thruway, 15 minutes to Trailways bus in Kingston (5 minutes to Woodstock stop), 25 minutes to Rhinecliff Amtrak train station for car-free access to NYC. Upstairs you'll find 3

    Fawn Denue Keller Williams Hudson Valley

    5 Violet Place, Woodstock, NY 12498
  • /23

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,212 Sq Ft

    424 John Joy Rd, Woodstock, NY 12498

    This Woodstock beauty is set on 1.6 private acres on the very desirable John Joy Road. Step into the gracious entry and first notice the abundant light streaming into the spacious living room from the large picture windows. There is a fireplace for cozy evenings at home which can be enjoyed from either the living area or the large dining area which currently seats 8 with room to spare. The

    Richard Stoll Halter Associates Realty

    424 John Joy Rd, Woodstock, NY 12498
  • /62

    $649,000

    • 4 Beds
    • 2 Baths
    • 1,188 Sq Ft

    12 Arnold Dr, Woodstock, NY 12498

    Located on a quiet, country road is this meticulously maintained raised ranch home with ample privacy. Enjoy nature in the many sitting areas in this beautifully landscaped yard with charming bluestone walkway and walls, and lovely shade trees. Upon entering the house the inviting tiled foyer takes you up to the first floor where the first thing you'll notice are those beautiful well cared for

    Rodney Batista Howard Hanna Rand Realty

    12 Arnold Dr, 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 WoodstockPerched 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

    Ellen Osgood Coldwell Banker Village Green

    235 California Quarry Rd, 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
  • /41

    $749,000

    • 2 Beds
    • 2 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 principals and practicality.The perfect country escape, yet within easy access to restaurants, shopping and

    Margo Obourn Win Morrison Realty - W

    18 Country Club Ln, Woodstock, NY 12498
  • /25

    $625,000

    • 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
  • /25

    $479,500

    • 3 Beds
    • 1 Bath
    • 1,164 Sq Ft

    44 Overlook Dr, Woodstock, NY 12498

    Three bedroom, one bath, 1124 ft.2 in Woodstock. Walking distance to the Bearsville theater formally owned by Bob Dylan's manager, Albert Grossman with music and restaurants. New refrigerator, new dishwasher, stove like new ( three years old). Hot water tank(3 years old) microwave, new carpet, professionally painted inside and out, living room and large multi use room (could be 4th bedroom) not

    Qizhan Yao Realmart Realty, LLC

    44 Overlook Dr, Woodstock, NY 12498
  • /30

    $2,100,000

    • 9 Beds
    • 10 Baths
    • 8,452 Sq Ft

    0 Wittenberg Rd Unit 20252191, Woodstock, NY 12498

    Welcome to Happy Brooks , The much-loved compound for many years of Woodstock Festival co-founder and legendary music industry icon Michael Lang, this mythic Mt. Tremper property boasts true style, along with a creative pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures

    Nancy Felcetto Brown Harris Stevens Hudson

    0 Wittenberg Rd Unit 20252191, 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
  • /33

    $2,100,000

    • 9 Beds
    • 10 Baths
    • 8,452 Sq Ft

    Unlisted Address

    Welcome to Happy Brooks , The much-loved compound for many years of Woodstock Festival co-founder and legendary music industry icon Michael Lang, this mythic Mt. Tremper property boasts true style, along with a creative pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures

    Nancy Felcetto Brown Harris Stevens HV LLC

    Unlisted Address
  • /49

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 1,864 Sq Ft

    12 Library Ln, Woodstock, NY 12498

    Tucked along tranquil Library Lane, this classic red cottage offers a rare blend of in-town convenience and private, garden-like seclusion. PLUS, there is a legal Woodstock STR permit! Behind the home, a fully fenced backyard - shaded by mature trees and thoughtfully landscaped - frames both the primary residence and detached guest studio with its legal short-term rental permit. This is a true

    Eric Amaral Coldwell Banker Village Green

    12 Library Ln, Woodstock, NY 12498
  • /33

    $2,175,000

    • 3 Beds
    • 2 Baths
    • 3,100 Sq Ft

    44 Old Wagon Rd, Wood Stock, NY 12498

    Just a short walk from the vibrant village of Woodstock, this exceptional modern contemporary home is truly one-of-a-kind. Designed by a renowned Park Avenue architect, this residence perfectly blends modern design and comfortable living, with no detail overlooked. As you enter through the foyer, you're immediately struck by the abundance of natural light streaming through the wall-to-wall

    Megan Rios Berardi Realty

    44 Old Wagon Rd, Wood Stock, NY 12498
  • /28

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft

    196 Tinker St, Woodstock, NY 12498

    Country charm -- less than a mile from the Woodstock Village Green! A stream meanders by the massive screened porch and deck. There are also views of your own pond while you enjoy dining al fresco just outside the sliding glass kitchen door. This house transports you to a light, airy, simpler lifestyle. The kitchen opens to a gracious dining room (with a breakfast bar and additional kitchen

    Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

    196 Tinker St, Woodstock, NY 12498
  • /44

    $1,395,000

    • 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
  • /34

    $599,000

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    40 Lower Byrdcliffe Rd, Woodstock, NY 12498

    Nestled in Woodstock’s storied Byrdcliffe district, this charming 1920’s home balances original character with modern comforts. A comprehensive renovation has introduced thoughtful upgrades throughout, including a brand-new septic system, kitchen and baths, new roof, heating system, flooring, and enhanced insulation. Original stained glass windows remain as artistic focal points, honoring the

    Sally Sprogis Four Seasons Sothebys Intl

    40 Lower Byrdcliffe Rd, Woodstock, NY 12498
  • /26

    $699,000

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

    1521 Glasco Turnpike, Woodstock, NY 12498

    WELL PRICED FOR A TIMELY SALE-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

    Kathryn Johnson William Pitt Sothebys Int Rlty

    1521 Glasco Turnpike, Woodstock, NY 12498
  • /33

    $579,000

    • 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

    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

    Benjamin Armento Coldwell Banker Village Green

    97 John Joy Rd, Woodstock, NY 12498
  • /56

    $1,790,000 New Construction

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

    2565 Route 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 Route 212, Woodstock, NY 12498
  • /25

    $226,100

    • 3 Beds
    • 2 Baths
    • 944 Sq Ft

    11 Fel Qui Rd, Woodstock, NY 12498

    Tucked away for the ultimate in privacy. This totally affordable cute ranch needs only a little of your attention before moving right in. Lots of land for your peace and quiet as a weekend get away or your primary residence. There are three bedroom and two full bathrooms with an open concept kitchen and living room. If you love being surrounded by nature, being near mountains for skiing and a

    Melissa Terman River Realty Services, Inc.

    11 Fel Qui Rd, Woodstock, NY 12498
  • /26

    $719,000 Open Sat 11AM - 2PM

    • 3 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 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 leading to

    Alyson Dugan Reidy Halter Associates Realty

    94 Tanglewood Rd, West Hurley, NY 12491
How to Buy a Home How to Finance a Home How to Sell a Home