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Explore Similar Homes Within 2 Miles of Shady, NY

  • /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

    Agent Photo

    Diana Polack

    Compass Greater NY, LLC

    (845) 605-7386

    40 Mink Hollow Rd, Willow, NY 12495
  • /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
  • /109

    $6,700,000

    • 3 Beds
    • 6 Baths
    • 2,417 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
  • /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
  • /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
  • /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
  • /34

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 2,496 Sq Ft

    8 Tannery Brook Rd, Woodstock, NY 12498

    Positioned just moments from the vibrant energy of Tinker Street and the heart of Woodstock, this 2,496 sqft mixed-use property offers an exceptional opportunity to live, work, and invest in one of the Hudson Valley’s most iconic artistic communities. The first floor is owner-occupied, the upstairs serves as a well-established Airbnb, while the street-level commercial space is separately rented,

    STEVEN WROBEL JR. Serhant LLC

    8 Tannery Brook Rd, Woodstock, NY 12498
  • /35

    $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, heating system, flooring, and enhanced insulation. Original stained glass windows remain as artistic focal points, honoring the home's

    Sally Sprogis Four Seasons Sotheby's Int'l R

    40 Lower Byrdcliffe Rd, Woodstock, NY 12498
  • /25

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    58 Baker Rd, Bearsville, NY 12409

    MOTIVATED SELLER! Discover the perfect blend of comfort, creativity, and seclusion in this charming 3-bedroom, 2-bath home nestled on almost 3 acres of varied landscape—meadows, wooded areas, striking rock outcroppings, and breathtaking mountain views. Whether you’re seeking a full-time residence or a weekend escape, this property offers a unique mix of relaxation and opportunity. Step inside to

    Heather Martin United RE Hudson Valley Edge

    58 Baker Rd, Bearsville, NY 12409
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