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Explore Similar Homes Within 2 Miles of Shady, NY

  • /34

    $1,475,000

    • Land
    • 25.38 Acres
    • $58,117 per Acre

    132 Valley View Way, Woodstock, NY 12448

    The Ledges at Valley View High above the Beaverkill River, where the Catskills unfold in a sweep of peaks and light, lies The Ledges at Valley View - a design-ready estate site where modern architecture meets the mountain. Sited on more than 25 private acres, this south-facing ridgeline property captures cinematic views of Twin, Indian Head, Overlook, and Mount Guardian. The land adjoins

    Margaret Bellar The Catskill Dream Team

    132 Valley View Way, Woodstock, NY 12448
  • /49

    $3,500,000

    • 4 Beds
    • 4 Baths
    • 4,201 Sq Ft

    289 Upper Byrdcliffe Rd, Woodstock, NY 12498

    Set on nearly 9 serene acres in the heart of Woodstock's historic Byrdcliffe Arts Colony is a rare synthesis of architectural precision and natural harmony—an embodiment of award-winning architect John Storyk's deep understanding of space, sound, and site. Designed in 1969 at the very beginning of Storyk's now-legendary career—just after his groundbreaking work on Jimi Hendrix's Electric Lady

    Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

    289 Upper Byrdcliffe Rd, Woodstock, NY 12498
  • /62

    $1,850,000

    • 3 Beds
    • 3 Baths
    • 3,319 Sq Ft

    9 Cooper Lake Rd, Bearsville, NY 12409

    A secluded mountain escape awaits you in one of Woodstock's preeminent neighborhoods. Tucked away on Cooper Lake Road—famous for its dramatic lake and mountain vistas—this home offers privacy while being just minutes from the town's legendary music venues, galleries, and fine dining. The welcoming front entry of this home unfolds to an airy and open layout accented by soaring beamed ceilings and

    Agent Photo

    Amy Lonas

    Coldwell Banker Village Green

    (845) 932-1530

    9 Cooper Lake Rd, Bearsville, NY 12409
  • /37

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    8 Tannery Brook Rd, Woodstock, NY 12498

    Large shade trees filter dappled sunlight across this property's private waterside retreat, where the ancient stone wall of the streambed tells the story of millennia, smoothed by the eternal passage of water. Just steps from the vibrant rhythm of Tinker Street and the creative heartbeat of Woodstock, this nearly 2,500 square foot mixed-use property is more than a home or an investment, it is a

    Leslie Foti Coldwell Banker Village Green

    8 Tannery Brook Rd, Woodstock, NY 12498
  • /36

    $925,000

    • 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 charming

    Victoria Stent Coldwell Banker Village Green

    64 Lower Byrdcliffe Rd, Woodstock, NY 12498
  • /42

    $1,199,000

    • 5 Beds
    • 3 Baths
    • 3,696 Sq Ft

    3207-3209 New York 212, Bearsville, NY 12409

    Enchanting Woodstock Compound with three separate buildings—Craftsman Home, Historic Barn & Cottage. Welcome to a truly rare offering in the heart of the Catskills—just minutes from the center of Woodstock, yet tucked away in a storybook setting of trees, meadows, and the soothing sounds of the Sawkill stream. This private 1.85-acre homestead compound blends rustic charm with modern versatility,

    Michelle Bergkamp William Pitt Sotheby's Interna

    3207-3209 New York 212, Bearsville, NY 12409
  • /29

    $500,000

    • 2 Beds
    • 1 Bath
    • 1,263 Sq Ft

    2 Fern Hollow, Woodstock, NY 12498

    Charming Two Bedroom Home on a Quiet Dead-End Road Welcome to this serene and private retreat nestled on a peaceful dead-end road, surrounded by mature landscaping and an abundance of wildlife. This charming single-family home offers an ideal blend of comfort and tranquility, with space to unwind and enjoy the beauty of nature. Key Features: Two Spacious Bedrooms:The primary bedroom features

    Christine Chapman Chapman Realty of the Hudson V

    2 Fern Hollow, Woodstock, NY 12498
  • /14

    $399,000

    • 1 Bed
    • 1 Bath
    • 841 Sq Ft

    57 Ohayo Mountain Rd, Woodstock, NY 12498

    BACK ON THE MARKET! BUYER FINANCING FELL THROUGH All the charm and convenience of Woodstock village living! Adorable period bungalow moments from the center of Woodstock! This 1 BR, 1 BA charmer features an additional room/four-season sunroom, handsome masonry fireplace with wood stove and a river rock chimney, modern kitchen, a clawfoot tub, separate laundry area, and is nestled in a wooded,

    Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

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

    $625,000

    • 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
  • /50

    $1,750,000

    • 2 Beds
    • 2 Baths
    • 1,531 Sq Ft

    128 Newcut Rd, Bearsville, NY 12409

    Nestled atop your very own private mountaintop, this captivating retreat is the sanctuary you've been dreaming of. Enjoy 35 acres of serene woodland and breathtaking views. This residence is the ultimate escape for weekenders, outdoor enthusiasts, and creatives seeking the solitude necessary to ignite their next masterpiece.A peaceful haven with expansive mountain vistas, you'll find

    Heidi Maloney Four Seasons Sothebys Intl

    128 Newcut Rd, Bearsville, NY 12409
  • /39

    $1,799,000

    • 6 Beds
    • 3.5 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. It's a rare opportunity for the next generation to build their own private compound for extended family or multiple guests. The property boasts a babbling brook, waterfall, two vintage Woodstock cottages, and acres of woods to explore. Located less than a

    George Denise Keller Williams Realty HV Nort

    2320 Glasco Turnpike, Woodstock, NY 12498
  • /31

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft

    233 Wittenberg Rd, Bearsville, NY 12409

    Picture yourself in this charming 1940 cottage with a roaring fire in its fieldstone double-height fireplace. If that doesn't capture your heart, the open living and dining areas with birch beamed ceilings will. Large expanses of windows flood the space with light, adding more charm essential to modern living. A wonderfully convenient full bath with claw-foot tub adds to the easy living. The

    Henry Ford Coldwell Banker Village Green

    233 Wittenberg Rd, Bearsville, NY 12409
  • /18

    $799,000

    • Land
    • 27.19 Acres
    • $29,386 per Acre

    TBD MacDaniel Rd, Bearsville, NY 12409

    Pollinator's Pathway in Woodstock Discover 27+ acres of untouched beauty just steps from the Tibetan Monastery, Magic Meadow, and the trailheads to Meads Mountain and Overlook Mountain. A private, winding ~.5-mile driveway opens to a sunlit clearing alive with wildflowers and pollinator plants — a natural canvas awaiting your vision. With selective tree trimming, sweeping Catskill Mountain views

    Genevieve Geaney Compass Greater New York, LLC

    TBD MacDaniel Rd, Bearsville, NY 12409
  • /103

    $6,700,000

    • 3 Beds
    • 6 Baths
    • 4,688 Sq Ft

    125 Valley View Way, Lake Hill, NY 12448

    Welcome to Nature's Edge -- a Woodstock estate, where wilderness meets luxury. Perched at the end of a secluded private road, this modern mountain marvel offers unmatched privacy, serenity, and grandeur. Surrounded by natural woodscapes and native rock outcroppings, this 40 acre property sits adjacent to over 500 acres of forever wild NYC DEP land. The home itself, a Barry Price architectural

    Heidi Rothe Grist Mill Real Estate

    125 Valley View Way, Lake Hill, NY 12448
  • /29

    $898,000

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    14 Old Forge Rd, Woodstock, NY 12498

    PROPERTY HIGHLIGHTS. Historic Meets Modern: Exquisitely renovated 1900 carriage house blending timeless charm with contemporary luxury. Layout: 2 bedrooms and 2 bathrooms. Exceptionally rare construction featuring Steel floor and ceiling joists with comprehensive Energy Efficient Upgrades throughout. INTERIOR FEATURESKITCHEN: Energy Efficient and dependable Bosch appliances. Custom

    Danielle Sevier Compass Greater NY, LLC

    14 Old Forge Rd, Woodstock, NY 12498

Frequently Asked Questions

What are the most popular zip codes in Shady, NY?
The most popular zip codes in Shady, NY include 12409, 12498, 12448, 12495 and 12480.
What are the most popular neighborhoods near Shady, NY?
The most popular neighborhoods near Shady, NY are Zena, Olive, Marbletown and Saugerties South.
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