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Callicoon, NY Homes for Sale with Pool

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  • /51

    $450,000

    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    136 Kautz Rd, Callicoon, NY 12723

    Tucked away on a quiet country road and surrounded by beauty, 136 Kautz Road offers a rare opportunity to own a lovingly maintained ranch home in one of Sullivan County's most desirable locations. Built in 1978, this 3-bedroom, 2.5 bath home has timeless appeal, with hardwood floors throughout and a stunning brick fireplace that anchors the spacious living area. The home sits gracefully back from

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    136 Kautz Rd, Callicoon, NY 12723
  • /22

    $195,000

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    10 Joe D Dr Unit 10B, Callicoon, NY 12723

    Resort Living at Its Finest – Villa Roma Golf Course Condo: Live like you're on vacation every day in this beautifully maintained one-story condo located at the renowned Villa Roma Resort and Golf Course. This spacious home features two bedrooms and two full bathrooms, offering comfort and ease of living in a serene setting. Enjoy your morning coffee or evening relaxation in the finished lanai,

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    10 Joe D Dr Unit 10B, Callicoon, NY 12723
  • /38

    $2,250,000 New Construction

    • 6 Beds
    • 4 Baths
    • 5,000 Sq Ft

    56 Winkelstern Ln, Callicoon, NY 12723

    Nestled on 145 acres of unspoiled natural beauty, this extraordinary estate offers a rare blend of privacy, adventure, and modern comfort. With three other surrounding parcels thoughtfully acquired to preserve peace and prevent future development, this is more than a home, it's a destination designed for those who value space, serenity, and an elevated lifestyle.Whether you're looking for

    Agent Photo

    Sherret Chase

    Four Seasons Sotheby's Int'l R

    (845) 630-1626

    56 Winkelstern Ln, Callicoon, NY 12723
  • /20

    $899,000

    • 6 Beds
    • 2 Baths
    • 2,800 Sq Ft

    797 County Route 164, Callicoon, NY 12723

    Historic Elegance, Reimagined for Modern LivingSet amid the rolling landscapes of the Catskills, this 1845 farmhouse has been masterfully reimagined, marrying historic charm with contemporary refinement. The result is a residence of rare character—timeless yet entirely turn-key.Resting on three landscaped acres framed by old-growth trees, perennial gardens, and raspberry bushes,

    Irene Nickolai Irene Nickolai

    797 County Route 164, Callicoon, NY 12723
  • /33

    $1,200,000

    • 3 Beds
    • 2.5 Baths
    • 2,821 Sq Ft

    118 Froehlich Dr, Callicoon, NY 12723

    Perched sky-high above Callicoon, this contemporary farmhouse blends an aesthetic quality of life with gorgeous views and total seclusion. Drive up the long, private road into your sun-drenched 8-acre compound and nestle into the beauty of the Upper Delaware River Valley. The surrounding woods provide privacy, while the manicured yard is level and open. A bluestone patio with gazebo surrounds a

    Joe Freda Matthew J Freda Real Estate

    118 Froehlich Dr, Callicoon, NY 12723
  • /41

    $1,495,000

    • 6 Beds
    • 4 Baths
    • 4,080 Sq Ft

    91 Old Hankins Rd, Callicoon, NY 12723

    Character may be an overused word in real estate, but it’s a rare home that exhibits as much warm gravitas as Old Hankins Manor. From the moment you pull up the drive, past the private half acre pond and up to the wraparound rocking chair porch, you’re struck by a sense of timelessness and comfortable elegance. Tucked back from the quiet country road, this home has stood sentinel over the

    Megan Kinealy-Hill Country House Realty Inc

    91 Old Hankins Rd, Callicoon, NY 12723
  • /46

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 2,544 Sq Ft

    Lot 3 Long Farm Way, Callicoon, NY 12723

    Welcome to ''Long Farm''. This is a to-be-built modern farmhouse (model is featured in photos) with many adjustments in floorplan, upgrades and add-ons available. This offering includes an in-ground pool to be designed according to your wishes. Begging to be the backdrop of your most memorable moments, this custom designed home will be your country house dream come true. Perfectly set back off a

    Carol Malek Malek Properties

    Lot 3 Long Farm Way, Callicoon, NY 12723
  • /18

    $398,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    12 Mesmer Hill Rd, Callicoon, NY 12723

    Peaceful Country Home on Over 5 AcresWelcome to 12 Mesmer Hill Road, a charming home set on more than 5 acres of beautiful countryside. If you're looking for a quiet retreat with plenty of space, this property is a great choice.This home features three bedrooms and two full bathrooms, along with a spacious eat-in kitchen and a separate dining area, perfect for family meals or

    Thelonious Johnson Hart & Johnson Realty

    12 Mesmer Hill Rd, Callicoon, NY 12723
  • /35

    $1,450,000

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft

    59 Overlook Dr, Callicoon, NY 12723

    This spectacular contemporary is filled with natural light and offers stunning mountain views from every window. This home in Callicoon's beautiful Beechwoods area is architect-designed and visually arresting from any angle--inside and out. With plentiful rooftop solar panels, lots of double- and triple-paned glass, a radiant polished concrete floor, and Nest thermostats, it is so energy

    Joe Freda Matthew J Freda Real Estate

    59 Overlook Dr, Callicoon, NY 12723
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