Homes for Sale near Onteora High School

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  /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

  

  Danielle Sevier

  Compass Greater NY, LLC

  (845) 436-3857

  12 Tinker St, Woodstock, NY 12498
• 

  Explore Onteora High School

• 

  

  

  /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

  

  Danielle Sevier

  Compass Greater NY, LLC

  (845) 456-8466

  33 Tannery Brook Rd, Woodstock, NY 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

  

  Danielle Sevier

  Compass Greater NY, LLC

  (845) 385-1496

  14 Old Forge Rd, Woodstock, NY 12498
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  /24

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,113 Sq Ft

  2772 New York 28, Shokan, NY 12481

  This charming ranch in the heart of Shokan offers a bright and cozy living space that's easy to fall for. With 1,113 square feet, 3 bedrooms, and 1 bath, it's the perfect size for simple living, whether you're starting out or looking to scale down. Inside, you'll find beautiful hardwood floors throughout and a stone fireplace that anchors the living room with warmth and character. The galley

  

  Donna Brooks

  Compass Greater NY, LLC

  (845) 622-8031

  2772 New York 28, Shokan, NY 12481
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  /49

  $1,650,000

  • 4 Beds
  • 5 Baths
  • 4,137 Sq Ft

  147 Bristol Hill Rd, Glenford, NY 12433

  The perfect blend of style, space and privacy: This wonderfully updated center-hall Colonial offers a unique sense of sunny openness and easy flow throughout more than 4,100 square feet of living space tucked discreetly in the center of 5+ wooded acres. Just minutes from the Woodstock village center and the Ashokan Reservoir, on a quiet loop road of equivalent luxury homes, the property's acreage

  

  Hayes Clement

  Compass Greater New York, LLC

  (845) 498-0351

  147 Bristol Hill Rd, Glenford, NY 12433
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  /26

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft

  40 Mink Hollow Rd, Willow, NY 12495

  Nestled into 2 lush acres in legendary Woodstock, NY, Kate's Lazy Cabin is a one-of-a-kind creative escape owned by iconic B-52s lead singer Kate Pierson and renowned artist Monica Coleman. This rustic offering radiates eclectic soul, bold personality, and a deep connection to creativity—just like the town it calls home.The house itself is a layered expression of vintage charm and artistic

  

  Diana Polack

  Compass Greater NY, LLC

  (845) 605-7386

  40 Mink Hollow Rd, Willow, NY 12495
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  /17

  $370,000

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

  24 Evergreen Dr, Shandaken, NY 12480

  Be close to everything the Catskills have to offer with this charming farmhouse built in 1900! Whether it's skiing, hiking, swimming or exploring cute towns - it's all nearby. As you enter the home, drop your skis or boots in the spacious mudroom with adjoining full bath and convenient laundry. For hosting - the open kitchen, dining and living areas flow easily and are filled with

  

  Hillary Kolos

  Compass Greater NY, LLC

  (845) 713-8611

  24 Evergreen Dr, Shandaken, NY 12480
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  /77

  $5,200,000

  • 10 Beds
  • 8 Baths
  • 7,991 Sq Ft

  16-26 Shultis Brook Rd, Bearsville, NY 12409

  Historic compound located in the iconic hamlet of Bearsville, just minutes from the Village of Woodstock. This four residence compound dates back to the mid-1700's and is believed to be the first farm in the valley as well as one of the first homes. Sprawled over 25+ acres with a pond and meandering stream, this unique property tucked away with complete privacy. The four structures include a 3+

  

  Amy Hawks

  Berardi Realty

  (845) 250-0616

  16-26 Shultis Brook Rd, Bearsville, NY 12409
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  /40

  $1,595,000 New Construction

  • 3 Beds
  • 4 Baths
  • 3,544 Sq Ft

  18 Ryan Dr, West Hurley, NY 12491

  Built in 2022, this modern home balances thoughtful design with a connection to nature. Every aspect of the home has been done with intention, including its private location nestled in the woods, energy efficient features and open, light-filled spaces. This is a rare find - a recently built home with privacy less than 15 minutes from both Woodstock and Kingston. As you approach the house

  

  Hillary Kolos

  Compass Greater NY, LLC

  (845) 534-6610

  18 Ryan Dr, West Hurley, NY 12491
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  /67

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 3,392 Sq Ft

  544 Herdman Rd, Shandaken, NY 12480

  The Big Red House — 35 Private Acres in the CatskillsAt the end of a private road, surrounded by mountain views, open skies, and a native trout stream, The Big Red House offers 35 acres of pure escape and 4 seasons of enjoyment. Hike right out your door to the 1000's of acres of State Park Lands that surround three sides of the property, relax by the pond or the stream, or gather around

  Jasmine Jordaan Halter Associates Realty

  544 Herdman Rd, Shandaken, NY 12480
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  /67

  $6,995,000

  • 9 Beds
  • 7 Baths
  • 8,479 Sq Ft

  1471 New York 28a, West Hurley, NY 12491

  Welcome to one of the most exceptional private estates in the Hudson Valley—a rare and breathtaking 115-acre estate overlooking the shimmering waters of the Ashokan Reservoir and framed by sweeping Catskill Mountain vistas. This once-in-a-generation offering comprises three distinct residences, three separately deeded parcels, extensive manicured trails, and an unmatched suite of amenities—all

  Richard Vizzini Corcoran Country Living

  1471 New York 28a, West Hurley, NY 12491
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  /30

  $889,000

  • 4 Beds
  • 3 Baths
  • 1,990 Sq Ft

  69 Irondale Rd, Phoenicia, NY 12464

  Perfectly perched atop a hill with Catskill Mountain views, this architectural gem offers the ideal upstate escape—where luxury, design, and nature converge. Thoughtfully crafted to maximize light, space, and serenity, this 1,900-square-foot home is a rare opportunity to experience refined mountain living just two hours from NYC. Inside, you are welcomed by an open-concept layout that seamlessly

  Richard Vizzini Corcoran Country Living

  69 Irondale Rd, Phoenicia, NY 12464
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  /56

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,779 Sq Ft

  49 Ulster & Delaware Turnpike, Highmount, NY 12441

  Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

  Jeffrey Ashton Coldwell Banker Timberland Pro

  49 Ulster & Delaware Turnpike, Highmount, NY 12441
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  /50

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,779 Sq Ft

  49 Ulster & Delaware Turnpike, Shandaken, NY 12480

  Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

  Jeffrey Ashton Listing by Coldwell Banker Timberland Properties

  

  49 Ulster & Delaware Turnpike, Shandaken, NY 12480
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  /25

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 3,392 Sq Ft

  544 Herdman Rd, Shandaken, NY 12480

  The Big Red House — 35 Private Acres in the CatskillsAt the end of a private road, surrounded by mountain views, open skies, and a native trout stream, The Big Red House offers 35 acres of pure escape and 4 seasons of enjoyment. Hike right out your door to the 1000’s of acres of State Park Lands that surround three sides of the property, relax by the pond or the stream, or gather around

  Jasmine Jordaan Halter Associates Realty Inc.

  544 Herdman Rd, Shandaken, NY 12480
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  /60

  $115,000

  • Land
  • 12 Acres
  • $9,754 per Acre

  00 Garfield Road Lot Unit WP001, Phoenicia, NY 12464

  Located just minutes off Route 28 in the hamlet of Phoenicia, this beautiful property offers great hunting and recreational opportunities. Access to this parcel is provided by an improved right-of-way (ROW). Leading to a place to park, for hunting, camping, hiking, or unloading your ATVs. Bordering state land on two sides further enhances the seclusion and privacy while giving you more land to

  Clint Carlson Whitetail Properties Real Estate

  00 Garfield Road Lot Unit WP001, Phoenicia, NY 12464
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  /38

  $825,000

  • 4 Beds
  • 2.5 Baths
  • 2,884 Sq Ft

  254 Stone Rd, West Hurley, NY 12491

  Nestled in the serene landscape of West Hurley, this enchanting 4 bedroom, 2.5 bath home is a splendid retreat for weekenders and families alike. Sitting proudly on a generous 6.25 acre spread, this property promises both privacy and picturesque views, complete with a pond, stream, and your very own network of hiking and riding trails.Every inch of this house exudes rustic charm, from the

  Mario Geissler Four Seasons Sotheby's Int'l R

  254 Stone Rd, West Hurley, NY 12491
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  /48

  $1,175,000

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  4085 New York 28a, West Shokan, NY 12494

  Where the Hamptons Meet the Catskills: Thoughtfully Restored Farmhouse on 4 AcresDirectly across from the stunning and historic Ashokan Reservoir and set on four park-like acres with mountain views, this fully renovated farmhouse blends timeless country charm with breezy Hamptons elegance. Historic character meets modern comfort, creating a home defined by beauty, ease, and seamless

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  4085 New York 28a, West Shokan, NY 12494
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  /31

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft

  650 Beaverkill Rd, Olivebridge, NY 12461

  Situated off the road and embraced by lush woods, this beautifully maintained contemporary home has been lovingly cared for by its sole owner. The freshly painted interior and newly refinished hardwood floors create a welcoming ambiance, enhanced by an abundance of natural light that fills the entire first floor throughout the day. The open floor plan is perfect for entertaining, featuring a cozy

  Danielle Marchisella The Kinderhook Group, Inc.

  650 Beaverkill Rd, Olivebridge, NY 12461
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  /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
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  /21

  $995,000

  • 5 Beds
  • 2 Baths
  • 2,772 Sq Ft

  1311 Wittenberg Rd, Mount Tremper, NY 12457

  Set well back from the road behind a handsome gated entry, this modern Catskills hideaway delivers the privacy everyone wants and the volume everyone hopes for. The approach is long and quiet; the house reveals itself slowly—wrapped by trees, with sky above and room to breathe on 4.04 acres. Inside, an airy great room rises with high ceilings and broad windows that pull in daylight and

  WINTON MORRISON Win Morrison Realty - W

  1311 Wittenberg Rd, Mount Tremper, NY 12457
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  /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
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  /49

  $999,000

  • 4 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  2075 Upper Birch Creek Rd, Pine Hill, NY 12465

  This cozy post and beam home in the Catskills is privately sited off a quiet country road on 14 private and serene acres. Enjoy breathtaking year-round mountain views, your own rolling meadows, woods to explore, and an in-ground swimming pool. This home has expansive decking, a screened-in porch, two fireplaces, and a soaking tub. Located in the heart of the Catskills, surrounded by several

  Kimberly Cantine Halter Associates Realty

  2075 Upper Birch Creek Rd, Pine Hill, NY 12465
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  /50

  $725,000

  • 3 Beds
  • 2 Baths
  • 1,939 Sq Ft

  48 Willa Ln, Chichester, NY 12416

  Old world character co-exists effortlessly with modern day functionality and creature comforts in this spacious MOVE-IN READY RANCH WITH AN OPEN FLOW, creating your dream country home in the heart of the Catskill Park. As you turn onto the quiet, dead end town maintained road off of scenic byway NY-214, you will be charmed by the pretty block. Pulling into the driveway brings a smile when you

  Amy Rosen Ruth Gale Realty

  48 Willa Ln, Chichester, NY 12416
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  /49

  $795,000

  • 4 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  23 Riseley Ln, Shandaken, NY 12480

  Secluded Streamside Modern with Studio & Spectacular SettingSeriously special—this mid-century modern retreat at the end of a quiet town-maintained road in Panther Mountain Park is your dream Catskills escape. Privately sited on 1.4 acres bordering protected State Land, the property offers total tranquility just 15 minutes from Belleayre Mountain, making it the perfect ski-season basecamp or

  Baris Demirel Serhant LLC

  23 Riseley Ln, Shandaken, NY 12480
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  /22

  $925,000

  • 3 Beds
  • 2 Baths
  • 1,403 Sq Ft

  52 Aster Rd, Olivebridge, NY 12461

  The ultimate upstate escape is waiting for you at 52 Aster Road, Olivebridge, NY. A sanctuary of modern elegance and natural beauty, this exquisite property offers a harmonious blend of luxury and tranquility. Spanning just under 12 acres, this secluded haven backs up onto State Land, providing unparalleled privacy and a mystical ambiance.The residence features three spacious bedrooms

  Ashley Prather Corcoran Country Living

  52 Aster Rd, Olivebridge, NY 12461
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  /26

  $719,000

  • 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
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  /37

  $720,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  273 Grog Kill Rd, Willow, NY 12495

  Once in a while a listing comes along that offers buyers a unique opportunity for peaceful living with luxury finishes... At 273 Grog Kill Road, you have an opportunity to treat your home like a getaway experience. The design of this contemporary home blends with tranquil scenery. As you pull in the driveway, you are provided a detached one car garage, with additional driveway parking. Enjoy

  Jorge Lugo Real Broker NY LLC

  273 Grog Kill Rd, Willow, NY 12495
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  /62

  $799,000

  • 2 Beds
  • 1 Bath
  • 1,256 Sq Ft

  90 Aarons Way, Mount Tremper, NY 12457

  Tucked away at the end of a quiet private road near the top of Roundtop Mountain, this 2-bedroom, 1-bath home offers serene seclusion surrounded by protected DEP land and a private forest preserve. A true nature lover's paradise, the property is alive with wildlife and boasts beautifully landscaped grounds, seasonal mountain views, and the potential for year-round vistas with the clearing of

  Darlene Griffin Halter Associates Realty

  90 Aarons Way, Mount Tremper, NY 12457
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  /43

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  68 Garfield Rd, Phoenicia, NY 12464

  WOODLAND VALLEY-PHOENICIAPEACEFUL COUNTRY SETTINGThis is PERFECT full-time or weekend home, with mountain views. Windows in all directions provide continuous daylight. Only a very short drive from Main Street, Phoenicia. It's a 1.13 Acre property that's high up with extensive underground drainage systems. It goes across Herdman Road and down a slope to the Esopus with a viewing

  Alfred Peavy Ruth Gale Realty

  68 Garfield Rd, Phoenicia, NY 12464
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  /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
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  /41

  $729,000

  • 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
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  /44

  $895,000

  • 4 Beds
  • 3 Baths
  • 2,044 Sq Ft

  4868 New York 212, Willow, NY 12495

  Escape to the Catskills with this exquisitely remodeled home in Willow - where privacy, luxury, and mountain views converge on 3.6 pristine acres just minutes from the heart of Woodstock. This 5-bedroom, 3-bathroom home is a masterclass in modern design and thoughtful craftsmanship, with every detail curated for comfort, style, and effortless living. Inside, you'll find an airy open-concept

  Richard Vizzini Corcoran Country Living

  4868 New York 212, Willow, NY 12495
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  /27

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 1,557 Sq Ft

  50 Halcott Ridge Rd, Pine Hill, NY 12465

  Skiers take note: 10 minutes to Bellayre Ski Center! Green glorious and turnkey! Welcome to an amazing home embodying serenity itself, a fabulous and totally private contemporary home with multiple green features.Drive down a winding driveway to your completely private retreat. Enjoy the light-filled living space with sliding doors to a large deck with expansive views. Enjoy the two years

  Karen Sullivan Coldwell Banker Village GreenK

  50 Halcott Ridge Rd, Pine Hill, NY 12465
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  /24

  $875,000

  • 3 Beds
  • 2.5 Baths
  • 2,695 Sq Ft

  19 Jay St, Phoenicia, NY 12464

  An incredibly unique water front home in the cute town of Phoenicia. Located at the end of a quiet road on the outskirts of town with its shops within walking distance, and a quick 2 hour drive or a convenient bus ride from Manhattan. This is a perfect weekend house or a full time residence for a hybrid/remote worker, that allows for the best of both worlds: Access to convenience of the

  George Denise Keller Williams Realty HV Nort

  19 Jay St, Phoenicia, NY 12464
• 

  

  /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
• 

  

  /61

  $849,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  258 Watson Hollow Rd, West Shokan, NY 12494

  Spacious 3 bedroom home with breathtaking mountain views. Perched on a hill, this home offers panoramic mountain views and sits on 19.20 acres bordered by a serene stream. There is a front entrance to the home that brings you into the lower level foyer room with blue stone flooring.. On this level is a finished game room/ office space/TV room with plenty of finished space. You also have access to

  Siobhan Scanlan Win Morrison Realty-K

  258 Watson Hollow Rd, West Shokan, NY 12494
• 

  

  /53

  $875,000

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  18 Jomar Ln, Olivebridge, NY 12461

  You'll understand just how special this 41 Acre property is once you arrive. Just driving down the country road to get here is already a treat. Situated at the base of the majestic High Point Mountain you'll find a private driveway that takes you through a beautiful forest and then it opens up to acres of your own open farmlands.....the open fields are perfectly suited to horses and with an

  Edwin Maldonado Howard Hanna Rand Realty

  18 Jomar Ln, Olivebridge, NY 12461
• 

  

  /38

  $845,000

  • 4 Beds
  • 3 Baths
  • 3,123 Sq Ft

  46 Sylken Ln, West Hurley, NY 12491

  Tucked at the end of a quiet, private road in beautiful and convenient West Hurley, this generously sized home offers a blend of seclusion and accessibility that's hard to find. Set on over 2.5 acres and surrounded by nature, it's just 15 minutes to both Woodstock and Kingston, with the Ashokan Reservoir and countless other Catskills towns within easy reach. Inside, the layout is made for easy

  Briana Cermak BHHS HUDSON VALLEY PROP-WDST

  46 Sylken Ln, West Hurley, NY 12491
• 

  

  /3

  $10,299,000

  • Land
  • 687 Acres
  • $15,000 per Acre

  0 Dug Hill Rd Unit KEY909201, Hurley, NY 12443

  Now on the market: one of the most significant undeveloped land holdings in Ulster County. Spanning over 686 acres, this rare offering is set in the ideal location: right in the heart of the Rondout Valley and just 90 minutes from New York City. Perfectly positioned between Kingston, Accord, and Saugerties/Woodstock. Surrounded by protected state lands, the property offers breathtaking, panoramic

  Emily Haas-Godsil McRee Compass Greater NY, LLC

  0 Dug Hill Rd Unit KEY909201, Hurley, NY 12443

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