20

Callicoon, NY Houses for Sale

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  • /50

    $699,000

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    189 Fulton Hill Rd, Callicoon, NY 12723

    Privacy and a cozy home await you in the hills of Callicoon! Charming log cabin with front porch and deck overlooking a beautiful pond, with frontage on an even larger pond where you might train for the next Delaware River regatta! And not to forget the 26 acres of property for hiking and enjoying, a detached 2 car garage with car port in the rear, and a large barn/studio for all your creative

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 385-2856

    189 Fulton Hill Rd, Callicoon, NY 12723
  • /49

    $538,000

    • 2 Beds
    • 2 Baths
    • 1,496 Sq Ft

    23 River Rd, Callicoon, NY 12723

    A delightful, unpretentious farm house on over 2.3 acres of river front land in sweet Callicoon on the Delaware! It was owned for over 2 decades by a family as their escape from city life. Lots of memories were made here. Charming to the core, it had been totally remodeled when they bought and sellers have meticulously maintained or replaced systems over time. (Agent, please find separate list in

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 712-9935

    23 River Rd, Callicoon, NY 12723
  • /45

    $610,000

    • 3 Beds
    • 2 Baths
    • 1,769 Sq Ft

    18 Tammany Flats Terrace, Damascus, PA 18415

    Experience true serenity on the tranquil banks of the wild and scenic Delaware River in this extraordinary riverfront sanctuary, where every window captures awe-inspiring views of shimmering water, open skies, and the rolling countryside beyond. This enchanting chalet-style home combines rustic charm with modern elegance, offering easy, level river access for kayaking, fishing, paddleboarding, or

    Agent Photo

    Tim Meagher

    RE/MAX WAYNE

    (272) 466-0752

    18 Tammany Flats Terrace, Damascus, PA 18415
  • /41

    $2,250,000 New Construction

    • 6 Beds
    • 4 Baths
    • 4,015 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
  • /32

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,740 Sq Ft

    215 Kautz Rd, Callicoon, NY 12723

    Enjoy the benefits of Country living but the convenience of being just 10 minutes from historic Callicoon. You'll find unique clothing shops, Famous Farmer's Market every Sunday, eateries, Brewery & Theater. Plenty of elbow room in this 4 bedroom, 2 full bath raised ranch home on 3.64 acres. This conscientious seller has taken care of this property with many regular maintenance as well as

    Joan Hale Listing by Howard Hanna

    215 Kautz Rd, Callicoon, NY 12723
  • /42

    $549,000 Open Sun 10AM - 12PM

    • 4 Beds
    • 4 Baths
    • 2,631 Sq Ft

    5 Hess Rd, Callicoon, NY 12723

    Callicoon Country Living with Mountain Views – Fully Renovated Ranch on 2+ Acres. Welcome to your dream retreat in the heart of the beautiful Catskills! This fully renovated 4-bedroom, 2 full bath, 2 half bath ranch-style home (2022) offers a seamless blend of modern efficiency and timeless country charm, all set on a quiet 2.07-acre corner lot with panoramic mountain and farmland views. Master

    Barry Becker Keller Williams Hudson Valley

    5 Hess Rd, Callicoon, NY 12723
  • /42

    $398,000

    • 2 Beds
    • 1 Bath
    • 1,288 Sq Ft

    55 Upper Main St, Callicoon, NY 12723

    Stylized, Convenient, In-Town 1940s Cottage with Modern Updates & Endless Possibilities! Home went through complete renovation! Welcome to this beautifully updated 1940s cottage—a perfect blend of classic character and modern convenience, right in the heart of town. With 2 spacious bedrooms and a renovated full bathroom, this home offers move-in ready comfort and style. The generous kitchen

    Barry Becker Keller Williams Hudson Valley

    55 Upper Main St, Callicoon, NY 12723
  • /41

    $795,000

    • 5 Beds
    • 3.5 Baths
    • 2,412 Sq Ft

    2585 River Rd, Damascus, PA 18415

    Meet Fred and Gloria! Exquisite 1895 Delaware Riverfront Estate 'Gloria' with Guest House 'Fred' and Refurbished Barn-A Harmonious Blend of History and Modern Luxury. Introducing 'Gloria,' a majestic 1895 riverfront farmhouse that has been meticulously restored to combine the elegance of its historical architecture with contemporary luxury. This remarkable estate includes a 4-bedroom main house,

    Barry Becker Keller Williams Realty Hudson Valley United

    2585 River Rd, Damascus, PA 18415
  • /28

    $619,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    612 Beechwoods Rd, Callicoon, NY 12723

    Discover Beechwoods Cottage, an efficient newly constructed home built on 2.75 acres of serene country meadow. Located less than 15 minutes from Jeffersonville and Callicoon, and just over 2 hours from New York City, this 3-bedroom, 2-bathroom retreat offers sweeping mountain views and serves as an ideal primary residence or weekend getaway.Inside, the home features high ceilings and expansive

    William Baldwin Country House Realty Inc

    612 Beechwoods Rd, Callicoon, NY 12723
  • /33

    $775,000

    • 5 Beds
    • 2 Baths
    • 1,800 Sq Ft

    5697 New York 52, Callicoon, NY 12723

    Welcome to Kenoza Blue, a turnkey home with classic lines, ample space, and 160 feet of lake frontage on one of Sullivan County’s finest private lakes. Gut renovated in 2023, this home is move-in ready day one, and with five bedrooms, it’s also ready for hosting the whole gang on day one too.Throughout the home, you’ll find charm and character and that starts on the outside with a rocking chair

    Jared Gluckstern Country House Realty Inc

    5697 New York 52, Callicoon, NY 12723
  • /33

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 2,645 Sq Ft

    276 Gabel Rd, Callicoon, NY 12723

    Welcome to “The Long Farm”. This newly constructed home is ready for your finishing touches. Now is the time to exercise your creative freedom and pick your interior options for floors, kitchen cabinets, countertops, tile and more. Set back off a quiet country road on 4+ acres with fabulous meadow and mountain views from nearly every room, this is a country house dream come true. Lots of glass

    Carol Malek Malek Properties

    276 Gabel Rd, Callicoon, NY 12723
  • /46

    $495,000

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    858 N Branch Hortonville Rd, Callicoon, NY 12745

    Classic 1931 Cape Cod Charm Meets Modern Country Living. Step into the warmth of this completely renovated 1931 Cape Cod home, where Arts and Crafts character blends seamlessly with contemporary comforts. Tucked away in a quaint country village just eight minutes from the vibrant town of Callicoon, this three-bedroom, three-bath beauty is a rare gem. Every detail has been thoughtfully updated,

    Barry Becker Keller Williams Hudson Valley

    858 N Branch Hortonville Rd, Callicoon, NY 12745
  • /31

    $399,000

    • 2 Beds
    • 1 Bath
    • 1,162 Sq Ft

    117 Buddenhagen Rd, Callicoon, NY 12723

    This charming country home in Callicoon’s beautiful Beechwoods area is privately set off a quiet road. The serenity of bird song fills the air. The well-maintained Cape Cod style house is nestled nicely on a lush lawn. The vibe is completely pastoral: Surrounded by stone walls, the yard has a fenced garden area, several perennial gardens, apple trees and a mix of open and wooded areas. There’s

    Joe Freda Matthew J Freda Real Estate

    117 Buddenhagen Rd, Callicoon, NY 12723
  • /33

    $349,000

    • 3 Beds
    • 1 Bath
    • 3,914 Sq Ft

    320 Fulton Hill Rd, Callicoon, NY 12723

    This converted gambrel-roof barn on a sweet country property makes a great residence for anyone who desires studio or workshop space. Featuring 3 bedrooms, an open second-floor studio, high-ceilinged 2-car garage underneath, and multiple outdoor seating/entertaining spaces, it's an easy-going, comfortable place to live. First level has hardwood floors, living room, kitchen, two bedrooms, a full

    Joe Freda Matthew J Freda Real Estate

    320 Fulton Hill Rd, Callicoon, NY 12723
  • /27

    $384,000

    • 4 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    62 Gabel Rd, Callicoon, NY 12723

    This solid brick ranch home sits on an acre of open space in the desirable Beechwoods area of Sullivan County. The front and back yard both have gorgeous 25 mile views of the valley. The home was built in 1960, and has had one owner for the last 50 plus years. It is set back off a quiet country road. It boasts three good sized bedrooms and one and a half baths, with an open floor plan. The

    John Ducey Keller Williams Hudson Valley

    62 Gabel Rd, Callicoon, NY 12723
  • /42

    $1,250,000

    • 5 Beds
    • 3 Baths
    • 4,682 Sq Ft

    80 Overlook Dr, Callicoon, NY 12723

    Could you live with stunning views of the Delaware River valley and the surrounding Catskills? Watch bald eagles and hawks glide past your windows? This Beechwoods contemporary is set in a hilltop neighborhood of upscale homes. Elegant Douglas Fir post-and-beam framing creates a high cathedral ceiling and open space. All rooms have soaring views of sky, mountains and the river. South and west

    Joe Freda Matthew J Freda Real Estate

    80 Overlook Dr, Callicoon, NY 12723
  • /29

    $289,000

    • 3 Beds
    • 1 Bath
    • 1,450 Sq Ft

    93 Villa Roma Rd, Callicoon, NY 12723

    Newly renovated farmhouse in Callicoon's desirable Beechwoods area. The three-bedroom, one full bath farmhouse sits on three acres. A nice sunny yard gives an opportunity for gardening, yard games or just watching the wildlife. Situated on a quiet country road close to the bustling hamlets of both Callicoon and Jeffersonville for fun and necessities. The kitchen is bright with natural light and

    Joe Freda Matthew J Freda Real Estate

    93 Villa Roma Rd, 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

    $1,650,000

    • 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
  • /34

    $989,000

    • 4 Beds
    • 3.5 Baths
    • 2,300 Sq Ft

    Tbd Gabel Rd, Callicoon, NY 12723

    “The Long Farm” is a distinctive rural development in Callicoon NY with homesites ranging from 4 to 12 acres, each offering privacy, a stunning setting abundant with local wildlife, and meadow and mountain views. With top notch professional local craftsmen and a committed developer you can get into your new home within 6-8 months. Model homes are shown in photos with other designs/ plans to

    Carol Malek Malek Properties

    Tbd Gabel Rd, Callicoon, NY 12723
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