Callicoon Township Sullivan, NY Homes

• 

  Est $638,526

  Not Listed For Sale

  157 Sander Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 1987

  157 Sander Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Jill Borenstein Anatole House LLC
• 

  

  

  /20

  $245,000

  • 3 Beds
  • 2.5 Baths
  • 1,582 Sq Ft

  484 N Branch Callicoon Ctr Rd, North Branch, NY 12766

  Bring your vision to this thoughtfully reimagined 1940s farmhouse, where the most difficult and expensive renovation work has already been completed. Redesigned from a 1-bedroom, 1-bath home into a planned 3-bedroom, 2.5-bath layout, this property is ready for its next owner to add the finishing touches. Major improvements include new 200-amp electric service, all-new plumbing, high ceilings,

  Ashley Trattner Listing by Keller Williams Upstate NY Properties

  

  484 N Branch Callicoon Ctr Rd, North Branch, NY 12766
• 

  $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 $400,167

  Last Listing Agent Jared Gluckstern Country House Realty Inc

  256 Pleasant Valley Rd, Callicoon, NY 12723
• 

  Est $473,656

  Not Listed For Sale

  11 Hust Rd, North Branch, NY 12766

  • 4 Beds
  • 1 Bath
  • 2,200 Sq Ft
  • Built 1960

  11 Hust Rd, North Branch, NY 12766

  Last Sold Summary

  • 869 Days On Market

  Last Listing Agent Irene Nickolai Irene Nickolai
• 

  

  /2

  $300,000

  • Land
  • 13 Acres
  • $23,077 per Acre

  130 Dyker Rd, North Branch, NY 12766

  13-Acres of gorgeous view, pasture, woods, and a serene pond located in North Branch. Ready to build, this property has a drilled well, existing septic, and an active spring with spring house. Located close to Jeffersonville, Callicoon, Narrowsburg, Livingston Manor, Bethel Woods Center for the Arts, and more!

  Thelonious Johnson Hart & Johnson Realty

  130 Dyker Rd, North Branch, NY 12766
• 

  $100,000

  Sold Aug 15, 2025

  56 Jefferson Ave, Jeffersonville, NY 12748

  • 5 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • Built 1890

  Last Sold Summary

  • 1% Above List Price
  • $59/SF
  • 10 Days On Market

  Current Estimated Value $161,078

  Last Listing Agent Rosemarie DeCristofaro Callicoon Real Estate LLC

  56 Jefferson Ave, Jeffersonville, NY 12748
• 

  Est $524,377

  Not Listed For Sale

  100 Stump Pond Rd, Livingston Manor, NY 12758

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1997

  100 Stump Pond Rd, Livingston Manor, NY 12758

  Last Sold Summary

  • 148 Days On Market

  Last Listing Agent Tami VanLeuven Barbanti Group
• 

  

  /15

  $125,000

  $125K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,738 Sq Ft

  865 N Branch Rd, Hortonville, NY 12745

  Attention investors and rehab buyers: discover a premier value-add opportunity in the highly sought-after Western Catskills market. This 4-bedroom, 2-bathroom single-family home offers approximately 1,738 square feet of potential, serving as a blank canvas for a creative redesign, full renovation, or high-yield rental conversion. Ideally located in the Hortonville/Callicoon area, this property

  Alexander DeLaCruz Howard Hanna Rand Realty

  865 N Branch Rd, Hortonville, NY 12745
• 

  $875,000

  Sold Mar 20, 2026

  788 Swiss Hill Rd N, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 1,988 Sq Ft
  • Built 1990

  Last Sold Summary

  • 11% Above List Price
  • $440/SF
  • 91 Days On Market

  Current Estimated Value $782,862

  Last Listing Agent Nancy Barnhart Elliott & Pomeroy Inc

  788 Swiss Hill Rd N, Jeffersonville, NY 12748
• 

  Est $431,611

  Not Listed For Sale

  16 Dietz Rd, Jeffersonville, NY 12748

  • 4 Beds
  • 2 Baths
  • 2,390 Sq Ft
  • Built 1930

  16 Dietz Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Jared Gluckstern Country House Realty Inc
• 

  

  /37

  $975,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  15 Back Shandelee Rd, Livingston Manor, NY 12758

  Created as the personal residence of the duo behind Homestedt, this is what happens when a design studio builds for itself. After falling in love with the property for its setting, they set about completely reimagining the original structure. Inspired by their Scandinavian roots, they created a space that exudes craftsmanship, warmth and simplicity, but also functions to make daily living,

  Erica Keberle Anatole House LLC

  15 Back Shandelee Rd, Livingston Manor, NY 12758
• 

  Est $398,013

  Not Listed For Sale

  402 Menges Rd, Livingston Manor, NY 12758

  • 3 Beds
  • 2.5 Baths
  • 1,856 Sq Ft
  • Built 1991

  402 Menges Rd, Livingston Manor, NY 12758

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Herbert Parets Coldwell Banker Village Green
• 

  

  /45

  $375,000

  $5K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  4109 State Route 52, Youngsville, NY 12791

  Streamfront Retreat | 5 Bedrooms | Newly Renovated | Youngsville, NY Welcome to your Catskills escape! This beautifully renovated 5-bedroom home, set along a peaceful stream in Youngsville, offers the perfect blend of space, comfort, and natural beauty. Step inside to discover a brand-new kitchen that flows seamlessly into a bright, open living area, complemented by a formal dining room—ideal for

  Thelonious Johnson Hart & Johnson Realty

  4109 State Route 52, Youngsville, NY 12791
• 

  

  /32

  Est $831,871

  Not Listed For Sale

  819 Gulf Rd, Roscoe, NY 12776

  • 3 Beds
  • 3 Baths
  • 2,880 Sq Ft
  • Built 1930

  819 Gulf Rd, Roscoe, NY 12776

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Johanna Trimboli Halter Associates Realty
• 

  

  /27

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,964 Sq Ft

  174 Bayer Rd, North Branch, NY 12766

  We are proud to present this exceptional Catskills retreat, offering over 61 breathtaking acres of pristine countryside. A rare opportunity to own your own private paradise, this remarkable property combines panoramic views, rolling fields, mature woodlands, and outstanding privacy in one extraordinary setting. A long private driveway winds through the property, leading to the home and creating a

  Thelonious Johnson Hart & Johnson Realty

  174 Bayer Rd, North Branch, NY 12766
• 

  Est $243,839

  Not Listed For Sale

  23 Jefferson Ave, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1930

  23 Jefferson Ave, Jeffersonville, NY 12748

  Last Sold Summary

  Last Listing Agent Elise Serviss Carole Edwards Realty
• 

  

  /21

  $359,000

  • 4 Beds
  • 2 Baths
  • 1,975 Sq Ft

  51 Shandelee Lake Rd, Livingston Manor, NY 12758

  Livingston Manor has become one of the Catskills’ most sought-after mountain communities, where scenic beauty, outdoor recreation, and small-town charm come together just two hours from New York City. Nestled in the mountains less than five minutes from the heart of Livingston Manor, this four-bedroom home offers generous living space in a location that puts you close to restaurants, breweries,

  Ryan Edwards Carole Edwards Realty

  51 Shandelee Lake Rd, Livingston Manor, NY 12758
• 

  Not Listed For Sale

  277 Boband Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2020

  277 Boband Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent Jennifer Grimes Country House Realty Inc
• 

  

  /31

  $1,495,000

  New Construction $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,783 Sq Ft

  15 Manor Falls Dr, Livingstn Mnr, NY 12758

  Built to rigorous Passive House standards, Red Hill is a newly constructed 1,738 sq ft, 3-bedroom, 2.5-bath home just minutes from Livingston Manor, nestled within The Catskill Project's 90-acre community. Enjoy the best of the Catskills lifestyle while benefiting from a home designed to support your health, comfort, and well-being for generations to come.Certified to meet both PHIUS

  Erik Freeland Country House Realty Inc

  15 Manor Falls Dr, Livingstn Mnr, NY 12758
• 

  Est $330,637

  Not Listed For Sale

  9 Lake Rd, Livingston Manor, NY 12758

  • 4 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • Built 1925

  9 Lake Rd, Livingston Manor, NY 12758

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Carole Barotti Elliott & Pomeroy Inc
• 

  

  /30

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft

  12 Durr Rd, Jeffersonville, NY 12748

  Built in 2023 and set on 2.87 acres with a mountain view, this 3-bedroom, 2-bath home offers the benefits of new construction without the work that typically follows. Since completion, the property has been professionally graded and landscaped, evergreen trees have been planted, and a hot tub has been added, creating an established setting from day one. Inside, 1,370 square feet of bright, open

  Jill Borenstein Anatole House LLC

  12 Durr Rd, Jeffersonville, NY 12748
• 

  Est $522,753

  Not Listed For Sale

  26 Meadow Brook Ln, Roscoe, NY 12776

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft
  • Built 2007

  26 Meadow Brook Ln, Roscoe, NY 12776

  Last Sold Summary

  • 123 Days On Market

  Last Listing Agent Erik Freeland Country House Realty Inc
• 

  

  /26

  $175,000

  $15K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft

  42 Back Shandelee Rd, Livingston Manor, NY 12758

  Opportunity meets location in the heart of the Livingston Manor and the scenic Catskill Mountains. Tucked away off the road on 1 private acre with peaceful wooded views, this 3-bedroom, 1-bath home, with an additional home office space offers the perfect setting for those looking to create their own country retreat. 2 bedrooms upstairs and a potential additional bedroom in basement. Set back for

  Daria Sienitsky Resort Realty

  42 Back Shandelee Rd, Livingston Manor, NY 12758
• 

  Not Listed For Sale

  0 Hust Rd Unit ONEH6321385, Callicoon, NY 12748

  0 Hust Rd Unit ONEH6321385, Callicoon, NY 12748

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Joshua Murphy Woodstock Way Realty LLC
• 

  

  /47

  $849,900

  New Construction

  • 3 Beds
  • 3 Baths
  • 3,720 Sq Ft

  1227 Gulf Rd, Callicoon Center, NY 12724

  Welcome to Stonegate House. Set back from the road at the end of a strikingly gated driveway, this delightful home is perched on a knoll overlooking its own private pond. The spacious interior offers that sought-after chalet vibe with a modern flair. Open and airy, with expansive windows that showcase the surrounding scenery, this property certainly checks all the boxes for the discerning buyer.

  Carol Malek Malek Properties

  1227 Gulf Rd, Callicoon Center, NY 12724
• 

  Not Listed For Sale

  0 Gulf Rd, Callicoon Center, NY 12724

  0 Gulf Rd, Callicoon Center, NY 12724

  Last Sold Summary

  • 350 Days On Market

  Last Listing Agent Harold Reynolds R J Katz Realty
• 

  

  /20

  $219,000

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  63 N Branch Callicoon Ctr Rd, North Branch, NY 12766

  Two story home which consists of main floor, fully renovated 3-bedroom 1 bathroom. New floors, stainless steel appliances, updated bathroom and freshly painted. New sliders leading to large deck. New furnace. New Hot water heater. Walk out lower level is finished and consists of additional bathroom, small kitchenette area, additional 2 rooms. Great for guests, since it has its own entrance. Each

  Ellie Hyde Century 21 Country Realty

  63 N Branch Callicoon Ctr Rd, North Branch, NY 12766
• 

  Not Listed For Sale

  0 Cattail Rd Unit ONEH6285611, Callicoon, NY 12758

  0 Cattail Rd Unit ONEH6285611, Callicoon, NY 12758

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Peter Feinberg KW Hudson Valley United
• 

  

  /7

  $349,900

  • Land
  • 35 Acres
  • $9,997 per Acre

  *00 Jeffersonville North Branch Rd, Jeffersonville, NY 12748

  Discover the perfect setting for your dream home, country getaway, or recreational retreat on this beautiful 35± acre property in Western Sullivan County. A gentle rise in elevation creates stunning bucolic views and offers multiple ideal building sites to take advantage of the picturesque landscape. Featuring a wonderful blend of open meadows and wooded areas, the property is rich in character

  Carol Malek Malek Properties, Inc.

  *00 Jeffersonville North Branch Rd, Jeffersonville, NY 12748
• 

  Est $900,000

  Not Listed For Sale

  489 Bethlehem Rd, Roscoe, NY 12776

  • 3 Beds
  • 2.5 Baths
  • 3,371 Sq Ft
  • Built 2017

  489 Bethlehem Rd, Roscoe, NY 12776

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Katy Porte Compass Greater NY, LLC
• 

  

  /37

  $478,000

  $517K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 4,000 Sq Ft

  301 & 305 Hust, Jeffersonville, NY 12748

  Remarkable! 12 plus acres. Step into history with this extraordinary estate, featuring an authentic 19th-century stagecoach depot and a beautifully preserved period barn with a charming guest cottage or rental opportunity. The main building showcases stunning timber frame construction, original wide-plank floors, and timeless craftsmanship. The sprawling grounds include rolling meadows, fertile

  Diane Butler Diane C. Butler

  301 & 305 Hust, Jeffersonville, NY 12748
• 

  Not Listed For Sale

  730 Shandelee Rd, Livingston Manor, NY 12758

  • 3 Beds
  • 1 Bath
  • 756 Sq Ft
  • Built 1971

  730 Shandelee Rd, Livingston Manor, NY 12758

  Last Sold Summary

  • 71 Days On Market

  Last Listing Agent Nancy Barnhart Elliott & Pomeroy Inc
• 

  

  /38

  $449,000

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  35 Yaun Rd, Livingston Manor, NY 12758

  Escape to a true Catskills retreat where privacy, charm, and natural beauty come together on over 5 picturesque acres. Tucked away behind a private driveway, this beautifully renovated property offers a peaceful setting surrounded by beautiful stone walls and scenic wooded landscapes. The inviting home features 3 bedrooms and 1.5 baths, thoughtfully updated while maintaining its warm country

  Thelonious Johnson Hart & Johnson Realty

  35 Yaun Rd, Livingston Manor, NY 12758
• 

  Not Listed For Sale

  1513 Gulf Rd, Roscoe, NY 12776

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

  1513 Gulf Rd, Roscoe, NY 12776

  Last Sold Summary

  • 123 Days On Market

  Last Listing Agent Elizabeth Bernitt Century 21 Geba Realty
• 

  

  /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
• 

  Est $248,233

  Not Listed For Sale

  83 Hessinger Lare Rd, Livingston Manor, NY 12758

  • 1 Bed
  • 1.5 Baths
  • 992 Sq Ft
  • Built 1940

  83 Hessinger Lare Rd, Livingston Manor, NY 12758

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Kristine Many Keller Williams Realty
• 

  

  /21

  $275,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  10 Fred Hessinger Rd, Callicoon Center, NY 12724

  Full of character and timeless appeal, this 1940 Craftsman-style home offers 3 bedrooms, 1.5 bathrooms, and an inviting open floor plan in the charming hamlet of Callicoon Center.Warm original hardwood floors and abundant natural light create a bright and welcoming atmosphere throughout the home. The spacious living and dining areas flow seamlessly together, providing an ideal setting for

  Fleur Bailey Carole Edwards Realty

  10 Fred Hessinger Rd, Callicoon Center, NY 12724
• 

  

  /25

  Not Listed For Sale

  826 Gulf Rd, Roscoe, NY 12776

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Built 2022

  826 Gulf Rd, Roscoe, NY 12776

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Johanna Trimboli Halter Associates Realty
• 

  

  /47

  $1,195,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,958 Sq Ft

  150 Bethlehem Rd, Callicoon Center, NY 12724

  Set high above the surrounding countryside, where eagles glide and the air shifts a little quieter, this extraordinary hilltop retreat offers architectural distinction, total privacy, and a true sense of escape - approximately two hours from the bustle of New York City.A winding, forested drive reveals the home gradually, heightening the arrival. Custom-built with Californian and Japanese

  Catherine Quintard Compass Greater NY, LLC

  150 Bethlehem Rd, Callicoon Center, NY 12724
• 

  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 121 - 160, Page 4 of 18