Shawangunk, NY Homes for Sale with Acreage

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  $650,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 4,282 Sq Ft

  3594 New York 52, Pine Bush, NY 12566

  Welcome HOME to the Original Walker House, believed to be the namesake of Walker Valley and one of the area's most distinctive historic properties! Situated on a picturesque 6-acre parcel featuring two ponds, expansive lawns, and peaceful country views, this remarkable property offers exceptional flexibility for investors, owner-occupants, or multi-generational living. With over 4,200 square feet

  Ronald Green KW MidHudson

  3594 New York 52, Pine Bush, NY 12566
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  $575,000

  • 3 Beds
  • 2.5 Baths
  • 2,288 Sq Ft

  160 Pirog Rd, Pine Bush, NY 12566

  Welcome to your private Hudson Valley retreat nestled on nearly 2.5 picturesque acres in the heart of Shawangunk. Surrounded by natural beauty and located just minutes from the breathtaking Shawangunk Ridge, hiking trails, lakes, vineyards, and charming local destinations, this beautifully maintained raised ranch offers the perfect balance of peaceful country living and modern comfort. This

  Jorge Lugo Real Broker NY LLC

  160 Pirog Rd, Pine Bush, NY 12566
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  $850,000

  • 3 Beds
  • 2.5 Baths
  • 2,382 Sq Ft

  71 Saddleback Ridge Rd, Wallkill, NY 12589

  Paradise awaits you. Come experience the beauty of this unique, artistic, captivating, stucco & stone , 10 room, Tudor style contemporary with rustic, antique charm. It is set back in an upscale cul de sac on 5.1 private, panoramic acres with glorious Shawangunk Mtn views and pond. It features a dramatic open floorplan with high & vaulted ceilings, custom woodwork, some wood ceilings & wide plank

  Marion Bruhns Howard Hanna Rand Realty

  71 Saddleback Ridge Rd, Wallkill, NY 12589
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  $35,000

  • Land
  • 4.1 Acres
  • $8,537 per Acre

  0 Route 52 Unit KEY853466, Wawarsing, NY 12489

  4.1 Acre lot in the Town of Wawarsing. Ridge Protection District, located right outside of the Village of Ellenville. TAXID 91.9-1-1 1,188ft of road frontage on Highway 52, 1,256ft of road frontage on Mt Meenagha Rd. Great location for outdoor advertising on a high traffic roadway.

  Vincent Nastro Howard Hanna Rand Realty

  0 Route 52 Unit KEY853466, Wawarsing, NY 12489
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  $629,999

  Open Sat 10AM - 12PM $49K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,150 Sq Ft

  219 Brimstone Hill Rd, Pine Bush, NY 12566

  Your Hudson Valley Retreat Awaits! Discover the perfect blend of comfort, convenience, and charm in this beautifully maintained four-bedroom, three-bathroom home in Pine Bush, NY. Just 90 minutes from New York City, this residence offers the ideal escape from the hustle and bustle while keeping you connected to everything you need. Step inside and you’ll find a warm and welcoming layout, complete

  Anthony Minieri KW Hudson Valley United

  219 Brimstone Hill Rd, Pine Bush, NY 12566
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  /50

  $1,895,000

  • 6 Beds
  • 4 Baths
  • 3,414 Sq Ft

  4 Low Rd, Wallkill, NY 12589

  Historic farmhouse on nearly 30 acres of picturesque rolling countryside with breathtaking views of the Shawangunk Ridge. Steeped in history, the original residence dates back to 1720 and has been meticulously maintained and updated, offering the perfect blend of historic charm and modern comfort. The property includes a beautifully preserved main residence, a separate one-bedroom apartment, and

  Robin Butler-Koschei Hanson Real Estate Partners

  4 Low Rd, Wallkill, NY 12589
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  /50

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 2,923 Sq Ft

  19 Pirog Rd, Pine Bush, NY 12566

  Welcome Home to 19 Pirog Road! Discover your own slice of paradise in the heart of the scenic Shawangunk region! This delightful home at 19 Pirog Road in Pine Bush offers the perfect blend of peaceful country living and vibrant local energy. Set on a sprawling two-acre lot, you’ll love spending sunny days in your private, heated pool—the ultimate spot for summer fun and creating memories with

  Doreen Crowther Howard Hanna Rand Realty

  19 Pirog Rd, Pine Bush, NY 12566
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  $499,000

  $46K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,220 Sq Ft

  2374 Bruynswick Rd, Wallkill, NY 12589

  Beautifully Remodeled Home on 2 Acres with Private Pond and Dual Garages. This rare find offers the perfect blend of comfort, character, and functionality. Thoughtfully remodeled, this two story home feature 4 bedrooms and 2 full bathrooms, including a main-level primary bedroom and a full bathroom for added convenience. The spacious living room welcomes you with an abundance of natural light,

  Vena Singh Curasi Realty, Inc.

  2374 Bruynswick Rd, Wallkill, NY 12589
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  $895,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,827 Sq Ft

  368 Marl Rd, Pine Bush, NY 12566

  Set at the very end of Marl Road within the quiet mountain hamlet of Walker Valley, this brand-new Scandinavian farmhouse-inspired home offers rare privacy, exceptional craftsmanship, and jaw-dropping year-round mountain and valley views. Thoughtfully sited on five wooded acres to capture the view from nearly every room, the home features floor-to-ceiling living room windows, a custom two-story

  Dylan Taft Taft Street Realty, Inc.

  368 Marl Rd, Pine Bush, NY 12566
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  /13

  $55,000

  • Land
  • 1.2 Acres
  • $45,833 per Acre

  TBD Forest Glen Rd, Shawangunk, NY 12566

  FOR SALE — TBD Forest Glen Rd, Pine Bush, NYListed at $55,000 | 1.2 Acres | Raw Vacant Land A blank canvas doesn't come with instructions. It comes with possibilities.This 1.2 acre parcel of raw, vacant land on Forest Glen Rd in Pine Bush, NY is exactly what it sounds like — pure, uninterrupted potential sitting in one of Orange County's most charming and quietly desirable communities. No

  Vincent Reda Keller Williams Realty

  TBD Forest Glen Rd, Shawangunk, NY 12566
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  /6

  $699,000

  • Land
  • 87.8 Acres
  • $7,961 per Acre

  183 Plains Rd, Walden, NY 12586

  Discover the chance to own 87.8 acres(2 parcels; 78.9 and 8.9 acre lots) of land situated in the charming Town of Montgomery, within the Valley Central School District. This expansive lot presents a unique opportunity for developers, investors, or anyone looking to build their dream home in a serene environment that promises endless possibilities. This picturesque landscape is characterized by

  Cimen Mustafa HomeSmart Homes & Estates

  183 Plains Rd, Walden, NY 12586
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  $500,000

  $125K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,500 Sq Ft

  80 Jones Rd, Pine Bush, NY 12566

  Tucked into a private, wooded setting, this unique multi-structure property offers exceptional space, flexibility, and modern energy efficiency. Set on a generous lot backed by mature hardwoods, the property features two connected structures, a two-car attached garage, and a separate outbuilding — delivering versatile living arrangements for a variety of buyers. This home offers two stories:

  Kevin Gagliano Kevin Gagliano

  80 Jones Rd, Pine Bush, NY 12566
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  $1,199,999

  • 3 Beds
  • 2.5 Baths
  • 3,600 Sq Ft

  240 Sinsabaugh Rd, Pine Bush, NY 12566

  Welcome to your private country sanctuary! Custom built in 2020, this stunning ranch home sits on 18 picturesque acres, offering the perfect blend of modern luxury and peaceful rural living. Inside, you’ll find a bright open floor plan with soaring high ceilings and upscale finishes throughout. The chef’s kitchen is a true centerpiece, designed for both everyday living and entertaining, featuring

  Antoinette Gundersen HomeSmart Homes & Estates

  240 Sinsabaugh Rd, Pine Bush, NY 12566
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  $849,900

  • 4 Beds
  • 5.5 Baths
  • 5,335 Sq Ft

  167 Vinegar Hill Rd, Pine Bush, NY 12566

  Welcome home to this beautiful manor situated on 4.2 private acres with gorgeous mountain views. Watch incredible sunsets from your back deck or above ground pool. Geothermal heating and cooling system for year round climate control. Marble kitchen counters, high end flooring, fireplace, 4+ bedrooms, master en suite, 5 full baths & gourmet kitchen. family room, game room formal dining room large

  Asa Lennon RE/MAX Benchmark Realty Group

  167 Vinegar Hill Rd, Pine Bush, NY 12566
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  $649,500

  New Construction

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft

  78 Crawford St, Pine Bush, NY 12566

  NEW CONSTRUCTION at a Great Value for 3000 sq ft right outside of Pine Bush - Experience modern design and high quality craftsmanship in this stunning home offering approximately 3,000 sq ft, 4 bedrooms, and 3 full baths. The MAIN LEVEL features an open concept layout with soaring 16’ ceilings, spacious bedrooms, and a private primary suite with vaulted ceiling, walk-in closet, and a beautifully

  Philip Barnao eXp Realty

  78 Crawford St, Pine Bush, NY 12566

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