1,387

Callicoon, NY Homes

Section Image
    • 87 Gabel Rd, Callicoon, NY 12723

      Est $463,622

      Not Listed For Sale

      87 Gabel Rd, Callicoon, NY 12723

      • 3 Beds
      • 2 Baths
      • 2,385 Sq Ft
      • Built 1988
      87 Gabel Rd, Callicoon, NY 12723

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Joe Freda Matthew J Freda Real Estate

  • /18

    $355,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    12 Mesmer Hill Rd, Callicoon, NY 12723

    Peaceful Country Retreat on Over 5 Acres Welcome to 12 Mesmer Road — a charming country home set on more than 5 scenic acres, offering privacy, tranquility, and plenty of space to enjoy the outdoors. Whether you’re searching for a full-time residence, weekend escape, or investment opportunity, this property delivers the perfect blend of comfort and countryside charm. The home features three

    Thelonious Johnson Hart & Johnson Realty

    12 Mesmer Hill Rd, Callicoon, NY 12723
  • 18 Naomi Dr, Callicoon, NY 12723

    $865,000

    Sold Mar 20, 2026

    18 Naomi Dr, Callicoon, NY 12723

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $376/SF
    • 28 Days On Market

    Last Listing Agent Erica Keberle Anatole House LLC

    18 Naomi Dr, Callicoon, NY 12723
    • 432 Villa Roma Rd Unit 2A, Callicoon, NY 12723

      Est $179,504

      Not Listed For Sale

      432 Villa Roma Rd Unit 2A, Callicoon, NY 12723

      • 2 Beds
      • 2 Baths
      • 1,148 Sq Ft
      • Built 1996
      432 Villa Roma Rd Unit 2A, Callicoon, NY 12723

      Last Sold Summary

      • 108 Days On Market

      Last Listing Agent Dominique Jenkins KW Hudson Valley United

  • /8

    $799,000

    Pending
    • Land
    • 88 Acres
    • $9,080 per Acre

    0 Stump Pond Rd, Callicoon, NY 12724

    Nestled near the charming towns of Jeffersonville, Livingston Manor, Callicoon, and the Delaware National River Basin in western Sullivan County, this stunning 88-acre property in Shandelee offers a unique blend of natural beauty and potential — all for an amazing price of just $799,000! The land features 10.8 acres of open meadow with breathtaking southeastern views, ideal for building your

    Diane Butler Diane C. Butler

    0 Stump Pond Rd, Callicoon, NY 12724
  • 57 Boettger Rd, Callicoon, NY 12723

    $260,000

    Sold Jun 08, 2026

    57 Boettger Rd, Callicoon, NY 12723

    • 1 Bed
    • 400 Sq Ft
    • Built 1991

    Last Sold Summary

    • 4% Above List Price
    • $650/SF
    • 33 Days On Market

    Current Estimated Value $259,638

    Last Listing Agent Joe Freda Matthew J Freda Real Estate

    57 Boettger Rd, Callicoon, NY 12723
    • 877 County Route 164, Callicoon, NY 12723

      Est $172,055

      Not Listed For Sale

      877 County Route 164, Callicoon, NY 12723

      • 2 Beds
      • 1 Bath
      • 980 Sq Ft
      • Built 1975
      877 County Route 164, Callicoon, NY 12723

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Lynelle Alessi KW Hudson Valley United

  • /33

    $565,000

    $85K PRICE DROP
    • 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

    Jared Gluckstern Country House Realty Inc

    5697 New York 52, Callicoon, NY 12723
  • 409 Kautz Rd, Callicoon, NY 12723

    $540,000

    Sold Jul 27, 2026

    409 Kautz Rd, Callicoon, NY 12723

    • 2 Beds
    • 2.5 Baths
    • 1,314 Sq Ft
    • Built 1990

    Last Sold Summary

    • 2% Below List Price
    • $411/SF
    • 42 Days On Market

    Current Estimated Value $535,152

    Last Listing Agent Erik Freeland Country House Realty Inc

    409 Kautz Rd, Callicoon, NY 12723
    • 12 Joe D Dr Unit 12A, Callicoon, NY 12723

      Est $191,348

      Not Listed For Sale

      12 Joe D Dr Unit 12A, Callicoon, NY 12723

      • 2 Beds
      • 2 Baths
      • 1,148 Sq Ft
      • Built 1996
      12 Joe D Dr Unit 12A, Callicoon, NY 12723

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Rosemarie DeCristofaro Callicoon Real Estate LLC

  • /41

    $670,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    340 Hospital Rd, Callicoon, NY 12723

    Set on 10 breathtaking acres with sweeping panoramic views, this exceptional property offers the perfect blend of comfort, privacy, and Catskills charm. The beautifully maintained home features 3 bedrooms and 3 bathrooms, thoughtfully designed living spaces, and expansive decks that showcase the stunning natural surroundings from nearly every angle. At the heart of the home is a spacious thought

    Thelonious Johnson Hart & Johnson Realty

    340 Hospital Rd, Callicoon, NY 12723
  • /51

    $430,000

    Sold Dec 05, 2025

    136 Kautz Rd, Callicoon, NY 12723

    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $253/SF
    • 82 Days On Market

    Current Estimated Value $443,001

    Last Listing Agent Elizabeth Bernitt Century 21 Geba Realty

    136 Kautz Rd, Callicoon, NY 12723
    • 5 Joe D Dr Unit 5D, Callicoon, NY 12723

      Est $183,751

      Not Listed For Sale

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

      • 2 Beds
      • 2 Baths
      • 1,148 Sq Ft
      • Built 1996
      5 Joe D Dr Unit 5D, Callicoon, NY 12723

      Last Sold Summary

      • 213 Days On Market

      Last Listing Agent Kenneth Epstein Weichert New Homes Co

  • /41

    $1,300,000

    $50K PRICE DROP
    • 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
  • 22 Kratz Rd, Callicoon, NY 12723

    $315,000

    Sold Sep 18, 2026

    22 Kratz Rd, Callicoon, NY 12723

    • 3 Beds
    • 1.5 Baths
    • 1,150 Sq Ft
    • Built 1972

    Last Sold Summary

    • $274/SF
    • 24 Days On Market

    Current Estimated Value $318,522

    Last Listing Agent Thelonious Johnson Hart & Johnson Realty

    22 Kratz Rd, Callicoon, NY 12723
    • 4322 State Route 17b, Callicoon, NY 12723

      Est $289,490

      Not Listed For Sale

      4322 State Route 17b, Callicoon, NY 12723

      • 3 Beds
      • 1.5 Baths
      • 1,644 Sq Ft
      • Built 1939
      4322 State Route 17b, Callicoon, NY 12723

      Last Sold Summary

      • 173 Days On Market

      Last Listing Agent Joshua Murphy Woodstock Way Realty LLC

  • 12 Highview Ave, Callicoon, NY 12723

    $540,000

    Sold Jul 10, 2026

    12 Highview Ave, Callicoon, NY 12723

    • 5 Beds
    • 3 Baths
    • 2,612 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $207/SF
    • 49 Days On Market

    Current Estimated Value $542,595

    Last Listing Agent Heather Quaintance Country House Realty Inc

    12 Highview Ave, Callicoon, NY 12723
    • 9280 State Route 97, Callicoon, NY 12723

      Est $363,511

      Not Listed For Sale

      9280 State Route 97, Callicoon, NY 12723

      • 4 Beds
      • 2 Baths
      • 1,872 Sq Ft
      • Built 1920
      9280 State Route 97, Callicoon, NY 12723

      Last Sold Summary

      • 319 Days On Market

      Last Listing Agent Lynne Freda Matthew J Freda Real Estate

  • 5 Hess Rd, Callicoon, NY 12723

    $462,500

    Sold May 21, 2026

    5 Hess Rd, Callicoon, NY 12723

    • 4 Beds
    • 4 Baths
    • 2,631 Sq Ft
    • Built 1983

    Last Sold Summary

    • 22% Below List Price
    • $176/SF
    • 379 Days On Market

    Current Estimated Value $496,008

    Last Listing Agent Barry Becker KW Hudson Valley United

    5 Hess Rd, Callicoon, NY 12723
    • 9270 State Route 97, Callicoon, NY 12723

      Est $327,158

      Not Listed For Sale

      9270 State Route 97, Callicoon, NY 12723

      • 6 Beds
      • 2 Baths
      • 3,066 Sq Ft
      • Built 1930
      9270 State Route 97, Callicoon, NY 12723

      Last Sold Summary

      • 87 Days On Market

      Last Listing Agent Dominique Jenkins KW Hudson Valley United

  • 146 Buddenhagen Rd, Callicoon, NY 12723

    $800,000

    Sold Jan 26, 2026

    146 Buddenhagen Rd, Callicoon, NY 12723

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Above List Price
    • $421/SF
    • 71 Days On Market

    Last Listing Agent William Baldwin Country House Realty Inc

    146 Buddenhagen Rd, Callicoon, NY 12723
    • 9 River Rd, Callicoon, NY 12723

      Not Listed For Sale

      9 River Rd, Callicoon, NY 12723

      • 8 Beds
      • 8 Baths
      • 5,796 Sq Ft
      • Built 1884
      9 River Rd, Callicoon, NY 12723

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Joe Freda Matthew J Freda Real Estate

  • 8719 State Route 97, Callicoon, NY 12723

    $285,000

    Sold Dec 18, 2025

    8719 State Route 97, Callicoon, NY 12723

    • 3 Beds
    • 1.5 Baths
    • 1,976 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $144/SF
    • 39 Days On Market

    Current Estimated Value $176,500

    Last Listing Agent Lynne Freda Matthew J Freda Real Estate

    8719 State Route 97, Callicoon, NY 12723
    • 43 Old Hankins Rd, Callicoon, NY 12723

      Est $374,051

      Not Listed For Sale

      43 Old Hankins Rd, Callicoon, NY 12723

      • 4 Beds
      • 1.5 Baths
      • 1,428 Sq Ft
      • Built 1940
      43 Old Hankins Rd, Callicoon, NY 12723

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Linda Mulligan Matthew J Freda Real Estate

  • 26 Menges Rd, Callicoon, NY 12791

    $157,500

    Sold Dec 16, 2025

    26 Menges Rd, Callicoon, NY 12791

    • 2 Beds
    • 1.5 Baths
    • 1,399 Sq Ft
    • Built 1890

    Last Sold Summary

    • 5% Below List Price
    • $113/SF
    • 53 Days On Market

    Current Estimated Value $163,370

    Last Listing Agent Joshua Murphy Woodstock Way Realty LLC

    26 Menges Rd, Callicoon, NY 12791
    • 4478 State Route 17b, Callicoon, NY 12723

      Est $403,734

      Not Listed For Sale

      4478 State Route 17b, Callicoon, NY 12723

      • 3 Beds
      • 1.5 Baths
      • 1,268 Sq Ft
      • Built 1957
      4478 State Route 17b, Callicoon, NY 12723

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Patti Greco The Sunshine Group Real Estate

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

    $175,000

    Sold Jun 29, 2026

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

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 1996

    Last Sold Summary

    • 10% Below List Price
    • $152/SF
    • 53 Days On Market

    Current Estimated Value $193,335

    Last Listing Agent Rosemarie DeCristofaro Callicoon Real Estate LLC

    5 Joe D Dr Unit 5A, Callicoon, NY 12723
  • 4260 State Route 17b, Callicoon, NY 12723

    $450,000

    Sold May 29, 2026

    4260 State Route 17b, Callicoon, NY 12723

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft
    • Built 1976

    Last Sold Summary

    • 10% Below List Price
    • $196/SF
    • 238 Days On Market

    Current Estimated Value $462,740

    Last Listing Agent Jeff Gardner Corcoran MH, LLC

    4260 State Route 17b, Callicoon, NY 12723
    • 36 Graby Rd, Callicoon, NY 12723

      Est $365,355

      Not Listed For Sale

      36 Graby Rd, Callicoon, NY 12723

      • 3 Beds
      • 1.5 Baths
      • 1,232 Sq Ft
      • Built 1972
      36 Graby Rd, Callicoon, NY 12723

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Lynne Freda Matthew J Freda Real Estate

  • 80 Overlook Dr, Callicoon, NY 12723

    $990,000

    Sold May 15, 2026

    80 Overlook Dr, Callicoon, NY 12723

    • 5 Beds
    • 3 Baths
    • 4,682 Sq Ft
    • Built 2002

    Last Sold Summary

    • 28% Below List Price
    • $211/SF
    • 468 Days On Market

    Current Estimated Value $1,002,856

    Last Listing Agent Joe Freda Matthew J Freda Real Estate

    80 Overlook Dr, Callicoon, NY 12723
    • 220 Kenoza Trail, Callicoon, NY 12723

      Est $775,247

      Not Listed For Sale

      220 Kenoza Trail, Callicoon, NY 12723

      • 4 Beds
      • 2.5 Baths
      • 3,321 Sq Ft
      • Built 2010
      220 Kenoza Trail, Callicoon, NY 12723

      Last Sold Summary

      • 137 Days On Market

      Last Listing Agent Christine Vande Vrede Chapin Sotheby's Intl Rlty

  • 0 Menges Rd Unit KEY867163, Callicoon, NY 12791

    $260,000

    Sold Apr 24, 2026

    0 Menges Rd Unit KEY867163, Callicoon, NY 12791

    • Land
    • 31.55 Acres
    • $8,241 per Acre

    Last Sold Summary

    • 21% Below List Price
    • 274 Days On Market

    Last Listing Agent Tom Freda Matthew J Freda Real Estate

    0 Menges Rd Unit KEY867163, Callicoon, NY 12791
  • 320 Fulton Hill Rd, Callicoon, NY 12723

    $315,000

    Sold Nov 04, 2025

    320 Fulton Hill Rd, Callicoon, NY 12723

    • 3 Beds
    • 1 Bath
    • 3,914 Sq Ft
    • Built 1948

    Last Sold Summary

    • 10% Below List Price
    • $80/SF
    • 86 Days On Market

    Current Estimated Value $353,577

    Last Listing Agent Joe Freda Matthew J Freda Real Estate

    320 Fulton Hill Rd, Callicoon, NY 12723
    • 8 Villa Roma Rd, Callicoon, NY 12723

      Est $368,507

      Not Listed For Sale

      8 Villa Roma Rd, Callicoon, NY 12723

      • 3 Beds
      • 2 Baths
      • 1,932 Sq Ft
      • Built 2005
      8 Villa Roma Rd, Callicoon, NY 12723

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Cory Neumann Houlihan Lawrence Inc.

  • 256 Pleasant Valley Rd, Callicoon, NY 12723

    $385,000

    Sold Dec 18, 2025

    256 Pleasant Valley Rd, Callicoon, NY 12723

    • 2 Beds
    • 2 Baths
    • 1,010 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Below List Price
    • $381/SF
    • 56 Days On Market

    Current Estimated Value $397,003

    Last Listing Agent Jared Gluckstern Country House Realty Inc

    256 Pleasant Valley Rd, Callicoon, NY 12723
    • 9286 New York 97, Callicoon, NY 12723

      Not Listed For Sale

      9286 New York 97, Callicoon, NY 12723

      • 5 Beds
      • 3 Baths
      • 3,290 Sq Ft
      • Built 1900
      9286 New York 97, Callicoon, NY 12723

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Lynne Freda Matthew J Freda Real Estate

  • 118 Villa Roma Rd, Callicoon, NY 12723

    $601,000

    Sold Dec 19, 2025

    118 Villa Roma Rd, Callicoon, NY 12723

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft
    • Built 1902

    Last Sold Summary

    • 20% Above List Price
    • $286/SF
    • 30 Days On Market

    Current Estimated Value $620,723

    Last Listing Agent Travis O'Dell Land and Water Realty LLC

    118 Villa Roma Rd, Callicoon, NY 12723
    • 995 Shandelee Rd, Callicoon, NY 12758

      Not Listed For Sale

      995 Shandelee Rd, Callicoon, NY 12758

      • 3 Beds
      • 2 Baths
      • 1,120 Sq Ft
      • Built 2000
      995 Shandelee Rd, Callicoon, NY 12758

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Peter Feinberg KW Hudson Valley United

Showing Results 81 - 120, Page 3 of 18

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