Callicoon, NY Homes

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  /38

  $405,000

  • 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

  

  Elizabeth Bernitt

  Century 21 Geba Realty

  (845) 807-6947

  9478 State Route 97, Callicoon, NY 12723
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  /19

  $1,800 per month

  • 3 Beds
  • 1.5 Baths
  • 940 Sq Ft
  • Apartment for Rent

  130 Hortonville Main St Unit front, Callicoon, NY 12723

  Apartment Rental! This nice apartment boasts an eat-in kitchen, laundry closet, living room and half bath on the main floor. Three bedrooms and a full bath (with a tub) on the 2nd floor. Use of the yard. Landlord to pay for lawn maintenance and snow plowing. Close to Callicoon, NY. Tenant to complete a rental application, which includes a credit check, 1st months rent and 1 month security. Any

  

  Dawn Curreri

  Eagle Valley Realty

  (845) 868-0521

  130 Hortonville Main St Unit front, Callicoon, NY 12723
• 

  $599,000 Sold Oct 22, 2025

  612 Beechwoods Rd, Callicoon, NY 12723

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $428/SF
  • 84 Days On Market

  Last Listing Agent William Baldwin Country House Realty Inc

  612 Beechwoods Rd, Callicoon, NY 12723
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  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,589 Sq Ft

  429 Peters Rd, Callicoon, NY 12723

  429 Peters Rd, Callicoon, NY 12723
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  /44

  $335,000

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  221 Gabel Rd, Callicoon, NY 12723

  Escape to tranquility in this beautiful 3-bedroom, 2.5-bathroom home perched atop five picturesque acres with breathtaking long-range views of rolling fields and majestic mountains. Just minutes from Callicoon’s charming Main Street and beloved farmers’ market, this property offers the perfect blend of privacy and convenience. Step inside to find a gracious formal living room, a cozy den, and a

  

  Elizabeth Bernitt

  Century 21 Geba Realty

  (845) 807-6947

  221 Gabel Rd, Callicoon, NY 12723
• 

  $345,000 Sold Oct 15, 2025

  62 Gabel Rd, Callicoon, NY 12723

  • 4 Beds
  • 1.5 Baths
  • 1,880 Sq Ft
  • Built 1960

  Last Sold Summary

  • 10% Below List Price
  • $184/SF
  • 114 Days On Market

  Current Estimated Value $416,122

  Last Listing Agent John Ducey Keller Williams Hudson Valley

  62 Gabel Rd, Callicoon, NY 12723
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  Not Listed For Sale

  0 Menges Rd Unit KEYL3530041, Callicoon, NY 12791

  0 Menges Rd Unit KEYL3530041, Callicoon, NY 12791
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  /40

  $419,000

  • 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 cottagea 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 boasts

  Barry Becker Keller Williams Realty Hudson Valley United

  55 Upper Main St, Callicoon, NY 12723
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  $825,000 Sold Aug 19, 2025

  535 Beechwoods Rd, Callicoon, NY 12723

  • 5 Beds
  • 1 Bath
  • 3,060 Sq Ft
  • Built 1909

  Last Sold Summary

  • 10% Above List Price
  • $270/SF
  • 27 Days On Market

  Current Estimated Value $868,071

  Last Listing Agent Elizabeth Bernitt Century 21 Geba Realty

  535 Beechwoods Rd, Callicoon, NY 12723
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  Not Listed For Sale

  • 5 Beds

  18 Mill St, Callicoon, NY 12723

  18 Mill St, Callicoon, NY 12723
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  /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

  Barry Becker Keller Williams Hudson Valley

  5 Hess Rd, Callicoon, NY 12723
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  $160,000 Sold Jan 20, 2026

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

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

  Last Sold Summary

  • 24% Below List Price
  • $139/SF
  • 239 Days On Market

  Current Estimated Value $182,115

  Last Listing Agent Elizabeth Bernitt Century 21 Geba Realty

  10 Joe D Dr Unit 10B, Callicoon, NY 12723
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  Not Listed For Sale

  174 Kenoza Trail, Callicoon, NY 12723

  174 Kenoza Trail, Callicoon, NY 12723
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  /49

  $3,250,000

  • Land
  • 60.32 Acres
  • $53,879 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
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  $675,000 Sold Oct 28, 2025

  189 Fulton Hill Rd, Callicoon, NY 12723

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 2007

  Last Sold Summary

  • 19% Below List Price
  • $281/SF
  • 232 Days On Market

  Current Estimated Value $714,140

  Last Listing Agent Rosemarie DeCristofaro Callicoon Real Estate LLC

  189 Fulton Hill Rd, Callicoon, NY 12723
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  /29

  Est $765,858 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  450 Beechwoods Rd, Callicoon, NY 12723

  450 Beechwoods Rd, Callicoon, NY 12723
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  /33

  $399,999 Pending

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  21 Mitchell Ave, Callicoon, NY 12723

  Open house Saturday Oct 4th 10-1 Nestled in the heart of Callicoon, NY—ranked one of the top 10 small towns in New York—this beautifully renovated 1865 farmhouse offers the perfect blend of rustic charm and modern luxury. Located in scenic Sullivan County within the breathtaking Catskill Mountains, this exceptional property is just a short stroll from downtown Callicoon's vibrant scene of

  Steven Beeson Diane C. Butler

  21 Mitchell Ave, Callicoon, NY 12723
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  $520,000 Sold Sep 04, 2025

  23 River Rd, Callicoon, NY 12723

  • 2 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • Built 1873

  Last Sold Summary

  • 10% Below List Price
  • $348/SF
  • 85 Days On Market

  Current Estimated Value $525,968

  Last Listing Agent Rosemarie DeCristofaro Callicoon Real Estate LLC

  23 River Rd, Callicoon, NY 12723
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  Est $816,012 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,742 Sq Ft

  83 Sky View Dr, Callicoon, NY 12723

  83 Sky View Dr, Callicoon, NY 12723
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  /15

  $599,000 Pending

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

  897 County Route 164, Callicoon, NY 12723

  Modern Country Retreat with Sweeping Views!! Set on two lots totaling 5 acres, this beautifully renovated home blends timeless country charm with modern sophistication. Enjoy unobstructed vistas from every angle, with all the upgrades already completed—ready for you to move right in.? Highlights of the Home• 3 spacious bedrooms / 2 full bathrooms• Light-filled eat-in

  Irene Nickolai Irene Nickolai

  897 County Route 164, Callicoon, NY 12723
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  $525,250 Sold Jun 30, 2025

  132 Hospital Rd, Callicoon, NY 12723

  • 2 Beds
  • 2 Baths
  • 1,249 Sq Ft
  • Built 1990

  Last Sold Summary

  • 4% Below List Price
  • $421/SF
  • 38 Days On Market

  Current Estimated Value $547,923

  Last Listing Agent Barry Becker Keller Williams Hudson Valley

  132 Hospital Rd, Callicoon, NY 12723
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  Est $519,619 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft

  217 County Route 131, Callicoon, NY 12723

  217 County Route 131, Callicoon, NY 12723
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  /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
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  $445,000 Sold Jan 13, 2026

  174 Fulton Hill Rd, Callicoon, NY 12723

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $294/SF
  • 91 Days On Market

  Last Listing Agent Jill Barnes Cabins & Canoes Real Estate

  174 Fulton Hill Rd, Callicoon, NY 12723
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  Est $263,651 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  881 County Route 164, Callicoon, NY 12723

  881 County Route 164, Callicoon, NY 12723
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  /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
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  $217,500 Sold Feb 23, 2026

  4261 State Route 17b, Callicoon, NY 12723

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1995

  Last Sold Summary

  • 19% Below List Price
  • $155/SF
  • 166 Days On Market

  Current Estimated Value $242,142

  Last Listing Agent Dominique Jenkins Keller Williams Hudson Valley

  4261 State Route 17b, Callicoon, NY 12723
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  Est $356,821 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,734 Sq Ft

  54 Del Vue Rd, Callicoon, NY 12723

  54 Del Vue Rd, Callicoon, NY 12723
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  /14

  $189,000

  • 2 Beds
  • 2 Baths

  4 Joe D Dr Unit 4C, Callicoon, NY 12723

  Move In Today! Gorgeous & Renovated 2 Bedroom/2 Bathroom Condo on 2nd Floor. Open Eat-In-Kitchen, Large Dining Room & Living Room. Screened In Porch overlooking the Golf Course, Full Size Washer and Dryer, Recently Repainted, New Floors, Amazing Closet Space, Central Vacuuming, Cathedral Ceilings, Hi-Hats, New Window Treatments, Separate Water Heater and Oil Furnace. Use of Amenities at Villa

  Linda Manginaro EAST COAST NEW YORK

  4 Joe D Dr Unit 4C, Callicoon, NY 12723
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  $790,000 Sold May 23, 2025

  5733 New York 52, Callicoon, NY 12723

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Built 2023

  Last Sold Summary

  • 12% Below List Price
  • $608/SF
  • 115 Days On Market

  Last Listing Agent Jared Gluckstern Country House Realty Inc

  5733 New York 52, Callicoon, NY 12723
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  Est $461,943 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  27 Gabel Rd, Callicoon, NY 12723

  27 Gabel Rd, Callicoon, NY 12723
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  /10

  $164,000

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

  625 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

  625 Beechwoods Rd, Callicoon, NY 12723
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  $227,500 Sold Oct 30, 2025

  Dyker Road Dyker Rd, Callicoon, NY 12766

  • Land
  • 13.7 Acres
  • $16,606 per Acre

  Last Sold Summary

  • 24% Below List Price
  • 185 Days On Market

  Last Listing Agent Diane Butler Diane C. Butler

  Dyker Road Dyker Rd, Callicoon, NY 12766
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  Est $412,949 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,624 Sq Ft

  155 Graby Rd, Callicoon, NY 12723

  155 Graby Rd, Callicoon, NY 12723
• 

  

  /50

  $289,000

  • 2 Beds
  • 1 Bath
  • 1,159 Sq Ft

  9568 State Route 97, Callicoon, NY 12723

  Life in the Callicoon Catskills doesn’t get any better than this fine 2 bedroom brick ranch home surrounded by a level lawn and mature trees in a park-like setting. Easily accessed by a paved driveway which leads to a heated 2 car garage and breezeway. Inside find a well-designed kitchen with a comfortable dining room. The living room has a brick fireplace and a large picture window to enjoy

  Susan Busing Matthew J Freda Real Estate

  9568 State Route 97, Callicoon, NY 12723
• 

  $182,500 Sold Aug 28, 2025

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

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

  Last Sold Summary

  • 6% Below List Price
  • $159/SF
  • 25 Days On Market

  Current Estimated Value $192,496

  Last Listing Agent Rosemarie DeCristofaro Callicoon Real Estate LLC

  12 Joe D Dr Unit 12A, Callicoon, NY 12723
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  Est $425,763 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  520 Beechwoods Rd, Callicoon, NY 12723

  520 Beechwoods Rd, Callicoon, NY 12723
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  /29

  $239,000 Pending

  • 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
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  $175,000 Sold Oct 15, 2025

  11 Joe D Dr Unit 11B, Callicoon, NY 12723

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

  Last Sold Summary

  • 8% Below List Price
  • $152/SF
  • 45 Days On Market

  Current Estimated Value $183,389

  Last Listing Agent Rosemarie DeCristofaro Callicoon Real Estate LLC

  11 Joe D Dr Unit 11B, Callicoon, NY 12723
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  Est $426,009 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft

  264 Robisch Hill Rd, Callicoon, NY 12723

  264 Robisch Hill Rd, Callicoon, NY 12723

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