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Callicoon, NY Homes for Sale with Acreage

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  • /22

    $950,000 Coming Soon

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

    797 County Route 164, Callicoon, NY 12723

    Your search stops here. A standout corner property in the Beechwoods, set on three private acres and ideally located between Callicoon and Jeffersonville. This spacious farmhouse features high ceilings and oversized windows that fill the interior with natural light, creating a bright, modern feel throughout. The open layout offers excellent flow for both everyday living and entertaining. With

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    797 County Route 164, Callicoon, NY 12723
  • /34

    $449,000

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    10 W Simmon Rd, Callicoon, NY 12723

    Along a quaint township road you will find 26+ acres of land with a lovely home of 3 bedrooms, 2 full baths, spacious loft area/3rd bedroom, and a sunny and bright great room with cathedral ceiling. There is a full basement and a one car garage under the house. You will also find a shed and a lovely, stocked pond where only the ducks are missing! 10 minutes to downtown Callicoon with its

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 373-5087

    10 W Simmon Rd, Callicoon, NY 12723
  • /45

    $525,000

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

    5 Hess Rd, Callicoon, NY 12723

    Solar-Powered Catskills Retreat with Mountain Views | Renovated 4BR Ranch on 2+ Acres Experience sustainable living in style at this fully solar-powered 4-bedroom, 2 full bath, 2 half bath ranch-style home (renovated 2022) in the heart of the Catskills. Set on a serene 2.07-acre corner lot with sweeping mountain and farmland views, this property combines modern efficiency, eco-friendly

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    Barry Becker

    Keller Williams Hudson Valley

    (845) 310-0479

    5 Hess Rd, Callicoon, NY 12723
  • /21

    $195,000

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

    5 Joe D Dr Unit 5A, Callicoon, NY 12723

    Welcome to Beechwoods Estates at Villa Roma Resort! Here is a desrable ground floor 2 bedroom, 2 bath condominium in excellent, move-in condition. Sellers cherished their years of ownership and the time has come for a younger generation to enjoy all 4 seasons in the Sullivan County Catskills and its premier Villa Roma Resort in the Delaware River valley in western Sullivan County. Included in the

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 400-8923

    5 Joe D Dr Unit 5A, Callicoon, NY 12723
  • /38

    $399,000

    • 4 Beds
    • 2 Baths
    • 2,256 Sq Ft

    9478 State Route 97, Callicoon, NY 12723

    On over 4 Acres, this beautifully maintained raised ranch features 4 bedrooms, 2 baths, and is nicely updated with refinished hardwood floors throughout on 2 parcels. All major systems are less than 6 years old. ((NEW item list: Roof, Fascia, Soffit, leaf guards, appliances, Leach field, well pump & Pipe, Whole house water filter, ceiling fans, electric heat, water heater. )) The home offers

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    9478 State Route 97, Callicoon, NY 12723
  • /49

    $2,995,000

    • Land
    • 60.32 Acres
    • $49,652 per Acre

    356 Gabel Rd, Callicoon, NY 12723

    Unique offering! This 9-lot subdivision can make serious developers/ builders a fortune! Package consists of two beautiful upscale modern farmhouses, one is complete and one is in progress, the original 1890s farmhouse which has been tastefully updated, two barns, PLUS 6 shovel-ready lots. The two homes are ready to be sold immediately if you choose, or establish this community as a family

    Carol Malek Malek Properties

    356 Gabel Rd, Callicoon, NY 12723
  • /29

    $735,000

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    140 Country Rd, Callicoon, NY 12723

    There is new construction to make a quick buck, and there is new construction that is thoughtfully designed and pridefully constructed to create a home that can last a lifetime. This modern home with an elegant, rustic twist is certainly the latter and just what you are looking for if you want a home combining simplicity with soul. That blend is difficult to get right but here that marriage of

    Travis O'Dell Land and Water Realty LLC

    140 Country Rd, Callicoon, NY 12723
  • /48

    $799,000

    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    48 Upper Main St, Callicoon, NY 12723

    Perched above the heart of Callicoon, this 1908 landmark stands as one of Sullivan County’s most captivating historic structures—a former schoolhouse whose legacy spans education, craftsmanship, and art. Over the decades, its grand proportions have sheltered classrooms, a dress factory, and a piano workshop—each chapter leaving its mark in the woodwork, wainscoting, and soaring ceilings that

    Dara Barr Keller Williams Upstate NYProp

    48 Upper Main St, Callicoon, NY 12723
  • /40

    $549,000

    • 2 Beds
    • 2.5 Baths
    • 1,314 Sq Ft

    409 Kautz Rd, Callicoon, NY 12723

    This charming 2bed/2.5-bath home strikes the perfect balance between comfort and character the moment you step inside. The main living area is open and flowing, with a relaxed seating area on one side where you can kick back and take in the peaceful views over the lovely open field in the front yard. A sliding door invites you out to the large screened-in porch - the perfect spot for morning

    Erik Freeland Country House Realty Inc

    409 Kautz Rd, Callicoon, NY 12723
  • /33

    $650,000

    • 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
  • /49

    $2,995,000

    • Land
    • 60.32 Acres
    • $49,652 per Acre

    356 Gabel Rd, Callicoon, NY 12723

    Unique offering! This 9-lot subdivision can make serious developers/ builders a fortune! Package consists of two beautiful upscale modern farmhouses, one is complete and one is in progress, the original 1890’s farmhouse which has been tastefully updated, two barns, PLUS 6 shovel-ready lots. The two homes are ready to be sold immediately if you choose, or establish this community as your own

    Carol Malek Malek Properties

    356 Gabel Rd, Callicoon, NY 12723
  • /13

    $164,000

    • Land
    • 5 Acres
    • $32,800 per Acre

    00 Beechwoods Rd, Callicoon, NY 12723

    Welcome to the Callicoon Beechwoods, a breathtaking homesite centered on arguably the most picturesque viewpoint in the Sullivan Catskills. With dramatic and sweeping panoramic views in every direction, the property is one of the last remaining large parcels of buildable farmland in this bucolic enclave. Just 6 miles from the vibrant town of Jeffersonville, and a 10 minute drive to Callicoon,

    Owen Boller Boller Properties

    00 Beechwoods Rd, Callicoon, NY 12723
  • /20

    $119,000

    • Land
    • 5.8 Acres
    • $20,517 per Acre

    0 Blackberry Lake Rd Unit KEY932984, Callicoon, NY 12748

    Beautiful building parcel located in Blackberry Lake Estates and offering distant views plus lake frontage! There is an existing grass driveway through the woods which opens onto a cleared meadow. A cleared path leads to 75 feet of scenic lake frontage. This diverse property would make a great homesite with so much to offer!

    Linda Mulligan Matthew J Freda Real Estate

    0 Blackberry Lake Rd Unit KEY932984, Callicoon, NY 12748
  • /35

    $299,000

    • Land
    • 32.47 Acres
    • $9,209 per Acre

    0 Menges Rd Unit KEY976899, Callicoon, NY 12791

    32 acres-wooded with stream. Drive up to the property off a quiet paved road and walk into it through a pristine meadow that is dotted with wild blueberry bushes. Walking further into a mature stand of maple, birch, cherry and other assorted trees, you will find cairns and stone walls that are along the edges and interior of the land. There is a small stream that runs through the back of the

    Tom Freda Matthew J Freda Real Estate

    0 Menges Rd Unit KEY976899, Callicoon, NY 12791
  • /19

    $99,000

    • Land
    • 12 Acres
    • $8,250 per Acre

    0 Bethlehem Rd Unit KEY987885, Callicoon, NY 12724

    Enjoy the peaceful serenity offered by this 12-acre wooded property. Located on a quiet, very low traveled road, it provides privacy and seclusion, but you're not far away from the amenities of Sullivan County hamlets of Callicoon Center, Roscoe, Livingston Manor, and Callicoon. An old, abandoned town road runs the length of the eastern boundary of the property; it makes for a good walking trail.

    Joe Freda Matthew J Freda Real Estate

    0 Bethlehem Rd Unit KEY987885, Callicoon, NY 12724
  • /28

    $130,000

    • Land
    • 7.57 Acres
    • $17,173 per Acre

    Lot 30 Kenoza Trail, Callicoon, NY 12723

    This 7.57 acre wooded parcel is located in Kenoza Lake Estates, a private, gated residential community in the western Catskills. This building lot has some dramatic rock features and offers potential mountain views. The property has deeded beach access and a boat launch to Kenoza Lake, as well as scenic trails for hiking and cross country skiing. Kenoza Lake is approximately 90 acres in size and

    Linda Mulligan Matthew J Freda Real Estate

    Lot 30 Kenoza Trail, Callicoon, NY 12723
  • /22

    $249,000

    • 1 Bed
    • 400 Sq Ft

    57 Boettger Rd, Callicoon, NY 12723

    Prime opportunity in the desirable Beechwoods area of Callicoon! This 19.65-acre property offers a lovely mix of open fields, woods, views, a spring-fed pond, privacy, stone walls, big open skies -- and total privacy. The long red-shale driveway off of a dead-end road leads to open fields surrounded by woods, which the former farmland of the Beechwoods is famous for. As such, the property offers

    Joe Freda Matthew J Freda Real Estate

    57 Boettger Rd, Callicoon, NY 12723
  • /14

    $89,000

    • Land
    • 8 Acres
    • $11,125 per Acre

    0 Hubert Rd, Callicoon, NY 12748

    This 8-acre property features beautiful mountain and valley views and is located on a quiet country road outside of Jeffersonville in the western Catskills. Approximately one-third to one-half of this lot is open and cleared and the back portion is wooded. The terrain is level to gently sloping and the back wooded portion of the lot is more sloped. The East Branch of the Callicoon Creek is

    Linda Mulligan Matthew J Freda Real Estate

    0 Hubert Rd, Callicoon, NY 12748
  • /27

    $130,000

    • Land
    • 8.73 Acres
    • $14,891 per Acre

    Lot 29 Kenoza Trail, Callicoon, NY 12723

    This 8.73 acre wooded parcel is located in Kenoza Lake Estates, a private, gated residential community in the western Catskills. This building lot has dramatic rock formations and ledges along a portion of the extensive road frontage. The property has rising sloping terrain with view potential as well as some level areas. This parcel has deeded beach access and a boat launch to Kenoza Lake, as

    Linda Mulligan Matthew J Freda Real Estate

    Lot 29 Kenoza Trail, Callicoon, NY 12723
  • /18

    $375,000

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

    12 Mesmer Hill Rd, Callicoon, NY 12723

    Peaceful Country Home on Over 5 Acres Welcome 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 entertaining

    Thelonious Johnson Hart & Johnson Realty

    12 Mesmer Hill Rd, Callicoon, NY 12723
  • /41

    $1,350,000

    • 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 Country House Realty, Inc.

    91 Old Hankins Rd, Callicoon, NY 12723
  • /2

    $277,000

    • Land
    • 1.47 Acres
    • $188,435 per Acre

    0 Tammany Flats Terrace, Damascus Township, PA 18415

    Delaware RiverRiverfront lot. Privately located at the end of a cul-de-sac.Has a valid perc

    David Matthews RE/MAX WAYNE

    0 Tammany Flats Terrace, Damascus Township, PA 18415
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