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Homes for Sale near Onteora Middle School

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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
  • /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 exceptional 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

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    Danielle Sevier

    Compass Greater NY, LLC

    (845) 385-1496

    14 Old Forge Rd, Woodstock, NY 12498
  • /15

    $139,000

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft

    37 Friendship Manor Rd, Pine Hill, NY 12465

    Tucked away on a quiet dead-end road in the heart of Pine Hill, NY, this down-to-the-studs fixer-upper is brimming with potential and ready for your vision. Whether you're looking to create your dream Catskills getaway or invest in a promising renovation project, this property offers a rare opportunity to bring your ideas to life from the ground up.The existing layout features two

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    Joy Romano

    Joy Romano Realty

    (844) 410-0360

    37 Friendship Manor Rd, Pine Hill, NY 12465
  • /25

    $310,000

    • 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

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    Donna Brooks

    Compass Greater New York, LLC

    (845) 622-8031

    2772 New York 28, Shokan, NY 12481
  • /10

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,916 Sq Ft

    2914 New York 28, Shokan, NY 12481

    Affordable Two-Family Opportunity in Shokan! Set on 2 acres with frontage along Route 28, this two-family home is ready for its next chapter. The first-floor unit features 1 bedroom and 1 bath plus an office; the second-floor apartment includes 1 bedroom and 1 bath—ideal for extended family, rental income, or offsetting your mortgage. The property needs renovation, but the potential is real for

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    Elizabeth 'Beth' Alfeld

    Keller Williams Realty HV Nort

    (845) 506-1533

    2914 New York 28, Shokan, NY 12481
  • /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

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    Diana Polack

    Compass Greater NY, LLC

    (845) 605-7386

    40 Mink Hollow Rd, Willow, NY 12495
  • /38

    $2,300,000

    • 13 Beds
    • 5 Baths
    • 8,000 Sq Ft

    540 New York 42, Shandaken, NY 12480

    Experience the best of Catskills living at the Mountain Brook Inn, a beautifully restored historic home in Shandaken, NY. Originally built in 1805 and extensively renovated for 2025, this remarkable residence offers nearly 8,000 square feet of living space on a picturesque 1-acre lot along the tranquil Bushnellsville Creek. The home spans three levels, featuring seven spacious bedrooms on the

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    Alicia Goldman

    Christie's Int. Real Estate

    (845) 482-0775

    540 New York 42, Shandaken, NY 12480
  • /39

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,873 Sq Ft

    18 Tonche Terrace, Shokan, NY 12481

    This home is being sold as is make offers accordingly, inspections for informational purposes only. Home needs updating and TLC. Commuter friendly close to NY State Thruway, minutes to Woodstock, NY and close to major ski areas. Full finished basement with many possibilties.

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    Frank Tangredi

    Frank Tangredi Realty Company

    (845) 957-9903

    18 Tonche Terrace, Shokan, NY 12481
  • /2

    $899,000

    • 3 Beds
    • 2 Baths
    • 2,196 Sq Ft

    26 Carle Rd, Mount Tremper, NY 12457

    Breathtaking mountain views set the stage at 26 Carle Rd in Mount Tremper, a custom 3-story Contemporary that truly reflects the spirit of the Catskills. With 3 bedrooms, 2 baths, and an open floor plan, the home offers both comfort and serenity. The centerpiece is a dramatic stone fireplace with a wood-burning insert, its chimney running through all three levels and filling the home with warmth

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    Elizabeth 'Beth' Alfeld

    Keller Williams Hudson Valley

    (845) 448-2330

    26 Carle Rd, Mount Tremper, NY 12457
  • /2

    $229,000

    • 0.5 Baths
    • 4,173 Sq Ft

    8663 New York 28, Big Indian, NY 12410

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    Elizabeth McGuire

    Listing by Keller Williams Upstate NY Properties

    (845) 516-9583

    8663 New York 28, Big Indian, NY 12410
  • /65

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft

    26 Carle Rd, Mount Tremper, NY 12457

    Breathtaking mountain views set the stage at 26 Carle Rd in Mount Tremper, a custom 3-story Contemporary that truly reflects the spirit of the Catskills. With 3 bedrooms, 2 baths, and an open floor plan, the home offers both comfort and serenity.The centerpiece is a dramatic stone fireplace with a wood-burning insert, its chimney running through all three levels and filling the home with

    Agent Photo

    Elizabeth 'Beth' Alfeld

    Keller Williams Realty HV Nort

    (845) 448-2157

    26 Carle Rd, Mount Tremper, NY 12457
  • /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

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    Hillary Kolos

    Compass Greater NY, LLC

    (845) 534-6610

    18 Ryan Dr, West Hurley, NY 12491
  • /50

    $2,200,000

    • 4 Beds
    • 3 Baths
    • 2,751 Sq Ft

    53 Freeman Avery Rd, Olivebridge, NY 12461

    An architectural gem tucked away on 40 acres of pristine forest, this striking 3,671-square-foot residence is a stunning fusion of modern architecture and natural beauty. Crafted by the acclaimed Resolution: 4 Architecture, incorporating all of their most coveted features that converge in this divine mid century modern design. Travel down the tree lined driveway past a cascading waterfall to a

    Richard Vizzini Corcoran Country Living

    53 Freeman Avery Rd, Olivebridge, NY 12461
  • /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
  • /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
  • /30

    $849,000

    • 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
  • /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
  • /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
  • /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
  • /34

    $1,399,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,960 Sq Ft

    584 Acorn Hill Rd, Olivebridge, NY 12461

    Nestled on 2.9 acres on a country road in Olivebridge, this newly constructed residence offers a harmonious balance of contemporary elegance and the beauty of nature. Spanning nearly 3,000 square feet, this thoughtfully crafted home features 3 bedrooms, 3.5 baths, and a flex space ideal for an office, studio, or den. Each space has been designed with meticulous attention to detail, keeping modern

    Richard Vizzini Corcoran Country Living

    584 Acorn Hill Rd, Olivebridge, NY 12461
  • /41

    $874,900

    • 3 Beds
    • 3 Baths
    • 1,895 Sq Ft

    345 Glenford Wittenberg Rd, Glenford, NY 12433

    Set on three wooded and landscaped acres in the heart of the Catskills, this beautifully designed home blends modern comfort with timeless country charm. Offering 3 bedrooms, 3 bathrooms, including an attached ADU, the property is ideal for multi-generational living, guest accommodations, or additional rental income. Make your way to the top of the long tree lined driveway to be greeted by the

    Richard Vizzini Corcoran Country Living

    345 Glenford Wittenberg Rd, Glenford, NY 12433
  • /60

    $115,000

    • Land
    • 11.79 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
  • /37

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 2,420 Sq Ft

    14 Park Rd, Chichester, NY 12416

    Nestled on a quiet street in the tiny rural community of Chichester, this large jkContemporary Colonial gives ''room in the country'' new meaning. 3,600 sq. feet that includes a massive lower level den, kitchen, and additional full bath. Upstairs is gracious, circular living where the kitchen flows into the LR, and DR (currently used as an office) with doors out to decking and nature at every

    James Angelakis BHHS HUDSON VALLEY PROP-WDST

    14 Park Rd, Chichester, NY 12416
  • /25

    $825,000

    • 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
  • /27

    $749,000

    • 2 Beds
    • 1 Bath
    • 648 Sq Ft

    62 Spillway Rd, West Hurley, NY 12491

    Tucked away on nine wooded acres in West Hurley, this one-of-a-kind property is not just a house but a destination, where artful design meets natural beauty. Designed by the current owner and available for the first time, the rustic-modern cabin is perched above a swimmable quarry pond, complete with cascading waterfalls and a stone-built hot tub. Completely surrounded by woods, every view frames

    Heather Rieker Four Seasons Sotheby's Int'l R

    62 Spillway Rd, West Hurley, NY 12491
  • /36

    $925,000

    • 4 Beds
    • 2 Baths
    • 2,981 Sq Ft

    439 Silver Hollow Rd, Chichester, NY 12416

    Elegant Bohemian Retreat on Nearly 6 Private Acres Bordering Forever Wild LandTucked away at the end of a quiet, dead-end road, this sophisticated yet soulful compound offers a rare blend of refined comfort and unspoiled natural beauty. Surrounded by nearly 6 acres of pristine woodland directly abutting NY State Forever Wild land, the property feels like a hidden sanctuary—where

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    439 Silver Hollow Rd, Chichester, NY 12416
  • /51

    $1,325,000

    • 3 Beds
    • 3.5 Baths
    • 2,181 Sq Ft

    483 Acorn Hill Rd, Olivebridge, NY 12461

    Lean into Catskills living at your stylish country retreat on Acorn Hill Road. Built in 2022, this home is equal parts sanctuary and gathering place. Mornings begin on the wide front porch with coffee and crossword puzzle in hand. Afternoons spill onto the back deck, overlooking an expansive lawn framed by timeless stone walls. The lush backyard is the perfect place for games, gardening, and

    Laurel Sweeney Berkshire Hathaway Homeservice

    483 Acorn Hill Rd, Olivebridge, NY 12461
  • /26

    $995,000

    • 4 Beds
    • 2 Baths
    • 2,572 Sq Ft

    55 Lennox Ave, Glenford, NY 12433

    Rarely available antique farmhouse offering history, privacy, and seasonal Ashokan Reservoir views—just minutes from Woodstock and Kingston yet tucked away on 6.9 acres. Once Glenford's post office under the Lennox family, this pre-1900 home blends timeless character with thoughtful updates.Light-filled interiors feature unusually high ceilings [on the main level] for its era, hand-cut

    Harris Safier Compass Greater New York, LLC

    55 Lennox Ave, Glenford, NY 12433
  • /29

    $995,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 1,684 Sq Ft

    45 Rose Ln, Bearsville, NY 12409

    Quintessential Woodstock Contemporary tucked away on almost 4 bucolic, private acres minutes to the center of town. Perched at the end of a dead end lane on one of the areas loveliest roads is this 2 bedroom 1.5 bath home with extra flex space to expand. It is all in the details that makes this home such a delight. Hardwood floors and hand-hewn beams throughout create a timeless backdrop,

    Johanna Trimboli Halter Associates Realty

    45 Rose Ln, Bearsville, NY 12409
  • /37

    $995,000

    • 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
  • /50

    $699,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,493 Sq Ft

    29 Carle Rd, Mount Tremper, NY 12457

    Open House! Sunday, 10/12 from 12:00-2:00. This fully renovated, move-in ready 1914 classic country home is in such a great location between Phoenicia and Woodstock. Flooded with light and mountain views, the space is charming and relaxing, surrounded by nature in all directions. A welcoming mudroom entry is the place to hang your coat and kick off your boots before entering the open-plan main

    Amy Lonas Coldwell Banker Village Green

    29 Carle Rd, Mount Tremper, NY 12457
  • /34

    $775,000

    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft

    3251 Route 212, Bearsville, NY 12409

    Tucked deep within a private woodland, a long, winding drive opens to a sunny meadow garden where two enchanting homes share a graceful circular drive. Thoughtfully sited for privacy and connection, the houses balance the romance of a bygone era with modern updates designed for today's country living.Built by celebrated artists and actors Wilna Hervey and Nan Mason, affectionately remembered

    Laurie Ylvisaker Coldwell Banker Village Green

    3251 Route 212, Bearsville, NY 12409
  • /31

    $732,000

    • 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
  • /25

    $699,000

    • 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
  • /28

    $675,000

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

    94 Tanglewood Rd, West Hurley, NY 12491

    **Sellers are offering 15,000 credit at closing giving you the opportunity to make this amazing West Hurley home truly your own!!** 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

    Alyson Dugan Reidy Halter Associates Realty

    94 Tanglewood Rd, West Hurley, NY 12491
  • /37

    $720,000

    • 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
  • /62

    $750,000

    • 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
  • /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
  • /43

    $699,000

    • 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
  • /60

    $849,000

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

    4868 New York 212, Willow, NY 12495

    · Nestled on 3.6 acres with sweeping views of Ohayo Mountain, Mount Guardian, Mount Tremper, and Panther Mountain, along with artfully landscaped gardens· Multiple terraces and decks create seamless indoor-outdoor flow for entertaining and relaxation· Private outdoor projector and screen for memorable evenings under the stars· Tranquil

    Richard Vizzini Corcoran Country Living

    4868 New York 212, Willow, NY 12495

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