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Shawangunk, NY Homes for Sale with Pool

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  • /50

    $599,000

    $20K PRICE DROP Pre-Foreclosure
    • 4 Beds
    • 3.5 Baths
    • 3,264 Sq Ft

    281 Lake Shore Dr, Pine Bush, NY 12566

    Tucked away on 2 private acres, this stylish colonial offers a rare blend of comfort, flexibility, and standout features. The apartment-style suite above the garage, complete with its own private entrance, bedroom, full bath, and den, plus the potential for direct access from the upstairs hallway off the main bedroom wing. Whether you are looking for guest quarters, extended living space, a

    Agent Photo

    Carly Ebers

    Ridge & Valley RE Corp

    (845) 377-2904

    281 Lake Shore Dr, Pine Bush, NY 12566
  • /34

    $1,875,000

    $3M PRICE DROP
    • 5 Beds
    • 3 Baths
    • 4,240 Sq Ft

    69 Lippincott Rd, Wallkill, NY 12589

    Welcome Home, to your 1777 Colonial set on 3.55 scenic acres in the Hamlet of Wallkill, offering a rare blend of historic character, modern functionality, and income-producing potential. The main residence features approximately 3,040 square feet with 5 bedrooms and 3 full baths, showcasing preserved period details including original wide plank flooring, exposed hand-hewn beams, and timeless

    Agent Photo

    RoseMarie Christner

    Stepping Stone Realty

    (845) 328-4547

    69 Lippincott Rd, Wallkill, NY 12589
  • /26

    $689,900

    Open Sat 12PM - 2PM $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,594 Sq Ft

    15 Grandview Terrace, Wallkill, NY 12589

    This stunning 4-bedroom, 2.5-bath colonial blends classic charm with modern updates throughout. A welcoming living room sets the perfect tone for cozy evenings, while the formal dining room offers an elegant space for gatherings and celebrations. The spacious family room with cozy fireplace provides even more room to relax and unwind.At the heart of the home is the newly updated eat-in

    Agent Photo

    Catherine Eichner

    Eichner Realty Group Inc.

    (845) 415-1621

    15 Grandview Terrace, Wallkill, NY 12589
  • /25

    $576,000

    • 4 Beds
    • 3 Baths
    • 1,905 Sq Ft

    1036 Benjamin van Keuren Dr, Pine Bush, NY 12566

    HUD Owned Home, On A 2.20 Parcel, In Ulster County's Town Of Shawangunk, Is Now Available For Sale. Here You Are Offered Four Bedrooms And Three Bathrooms Including One Bedroom (Or Guest Bedroom?) As Finished Space Overtop The Two Car Garage. There Are Formal Living And Dining Rooms, Fireplace, Central Air And A Family Room In This Contemporary Home Plus An Indoor, Inground Pool In A Separate

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 957-8743

    1036 Benjamin van Keuren Dr, Pine Bush, NY 12566
  • /50

    $900,000

    • 5 Beds
    • 2.5 Baths
    • 3,532 Sq Ft

    34 Sycamore Dr, Wallkill, NY 12589

    Set in southern Ulster County, this distinctive riverfront property lends itself to a rare combination of space, character, and natural beauty, with frontage along both the Dwaarkill and Wallkill River. The expansive, wooded landscape offers privacy and adventure, with plenty of space for kayaking, fishing, and relaxing —a true "Huckleberry Finn" kind of escape.The home itself offers more

    Agent Photo

    Linda Majetich Hansen

    BHHS Hudson Valley Properties

    (845) 552-4436

    34 Sycamore Dr, Wallkill, NY 12589
  • /49

    $1,950,000

    • 4 Beds
    • 5.5 Baths
    • 7,484 Sq Ft

    27 Westview Dr, Wallkill, NY 12589

    Palatial and modern, this flat roof contemporary on 7.4 manicured acres is truly one of a kind: private and spacious, with an indoor pool and spa, outdoor pool, and mountain views. The property has been thoughtfully landscaped with a style mirroring the home's structure--formal and balanced. Beautiful sights abound, gazing over the extensive lawns to the west and bucolic stone walls lining a

    Keith Woodburn Church Street Realty Services

    27 Westview Dr, Wallkill, NY 12589
  • /47

    $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
  • /50

    $3,000,000

    • 5 Beds
    • 5.5 Baths
    • 5,311 Sq Ft

    400 Bruyn Turnpike, Wallkill, NY 12589

    400 Bruyn Turnpike doesn’t try to compete; it resets the bar. Set on 7.5 private acres with seasonal views of the Shawangunk Mountains, this 2022 custom build delivers a level of design, technology, and outdoor living that rarely comes together this cleanly, just 90 minutes from NYC, yet completely removed from it. Inside, scale and precision take over. Exposed beams, wide-plank hardwood floors,

    Alison Burnham Compass Greater NY, LLC

    400 Bruyn Turnpike, Wallkill, NY 12589
  • /45

    $749,900

    • 3 Beds
    • 3 Baths
    • 2,888 Sq Ft

    180 Hardenburgh Rd, Pine Bush, NY 12566

    TOWN OF SHAWANGUNK – RENOVATED MODERN FARMHOUSE WITH INGROUND POOL - LARGE 20x40 SHED & CHICKEN COOP - This charming, turnkey, beautifully renovated home, dating back to the 1800’s offers many things that the typical new construction house may not. Set on just over 2 acres in the Pine Bush school district with this exceptional property offers nearly 3,000 square feet of living space, featuring 3

    Courtney Popowick Rita Levine Real Estate

    180 Hardenburgh Rd, Pine Bush, NY 12566
  • /33

    $465,000

    • 3 Beds
    • 2 Baths
    • 2,048 Sq Ft

    14 Baumer Rd, Wallkill, NY 12589

    Tucked away behind a row of mature trees for exceptional privacy, this beautifully renovated home blends comfort, functionality, and outdoor living. The main level features spacious bedrooms, including a primary suite with a walk-in closet, along with an updated interior and effortless open-flow layout connecting the kitchen, living, and dining areas—perfect for entertaining or everyday life.

    Ashley Olson Minard eXp Realty

    14 Baumer Rd, Wallkill, NY 12589
  • /50

    $675,000

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

    19 Pirog Rd, Pine Bush, NY 12566

    Coming Soon

    Doreen Crowther Howard Hanna Rand Realty

    19 Pirog Rd, Pine Bush, NY 12566
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