Delaware, NY Homes

• 

  Est $714,131

  Not Listed For Sale

  83 Sky View Dr, Callicoon, NY 12723

  • 3 Beds
  • 2 Baths
  • 1,742 Sq Ft
  • Built 1999

  83 Sky View Dr, Callicoon, NY 12723

  Last Sold Summary

  • 107 Days On Market

  Last Listing Agent Joe Freda Matthew J Freda Real Estate
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• 

  

  

  /32

  $389,000

  • 3 Beds
  • 1.5 Baths
  • 1,856 Sq Ft

  5026 State Route 52, Jeffersonville, NY 12748

  Kohler Craftsman is a charming 105-year-old storybook home located in the vibrant Village of Jeffersonville. Rich in character and history, this well-maintained residence offers 3 bedrooms, 1 full bathroom, and 1 half bathroom on a beautifully landscaped and private 0.38-acre lot. The fenced yard features a heated above-ground pool, grassy lawn, and a spacious two-car garage.Originally

  William Baldwin Country House Realty Inc

  5026 State Route 52, Jeffersonville, NY 12748
• 

  $380,000

  Sold Sep 10, 2026

  21 County Road 164, Jeffersonville, NY 12748

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 2002

  Last Sold Summary

  • 12% Below List Price
  • $154/SF
  • 231 Days On Market

  Current Estimated Value $393,428

  Last Listing Agent Maxine Schulte The Maxx Group LLC

  21 County Road 164, Jeffersonville, NY 12748
• 

  Est $543,220

  Not Listed For Sale

  217 County Route 131, Callicoon, NY 12723

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft
  • Built 1942

  217 County Route 131, Callicoon, NY 12723

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Barry Becker KW Hudson Valley United
• 

  

  

  /50

  $379,000

  $70K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 2,536 Sq Ft

  11 Highview Ave, Callicoon, NY 12723

  Three story Victorian 5-BR home located on the end of a quiet cul-de-sac overlooking the bustling village of Callicoon, the Callicoon Creek and the Delaware River. In-town living doesn't get better than this.Enter on a large wrap-around porch and into a well-built home. You are greeted by an expanse of gleaming wood floors and a large living room and dining room. The updated eat- in kitchen

  Susan Busing Matthew J Freda Real Estate

  11 Highview Ave, Callicoon, NY 12723
• 

  $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
• 

  Est $370,766

  Not Listed For Sale

  117 Buddenhagen Rd, Callicoon, NY 12723

  • 2 Beds
  • 1 Bath
  • 1,162 Sq Ft
  • Built 1976

  117 Buddenhagen Rd, Callicoon, NY 12723

  Last Sold Summary

  • 93 Days On Market

  Last Listing Agent Joe Freda Matthew J Freda Real Estate
• 

  

  /50

  $749,999

  • 7 Beds
  • 4 Baths
  • 4,900 Sq Ft

  28 Upper Main St, Callicoon, NY 12723

  A true Callicoon landmark, Rafters Tavern has been a staple of the community since the building's construction in 1885. Located in the heart of town, this turnkey restaurant with commercial kitchen, bar and live music venue offers a rare opportunity to acquire an established hospitality business with a loyal following. The property includes a manager's/owner's apartment and additional rentable

  Gregory Berkowitz BERKSHIRE HATHAWAY

  28 Upper Main St, Callicoon, NY 12723
• 

  $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 $226,758

  Last Listing Agent Dominique Jenkins KW Hudson Valley United

  4261 State Route 17b, Callicoon, NY 12723
• 

  Est $545,208

  Not Listed For Sale

  23 River Rd, Callicoon, NY 12723

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

  23 River Rd, Callicoon, NY 12723

  Last Sold Summary

  • 85 Days On Market

  Last Listing Agent Rosemarie DeCristofaro Callicoon Real Estate LLC
• 

  

  /45

  $349,000

  $50K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft

  860 River Rd, Callicoon, NY 12723

  The living is easy in this Delaware riverfront cottage. River Road is a special feature in Callicoon, as it is a low-traffic, dead-end road that runs 4 miles upriver. This property is situated near the end, where there is almost no traffic. It's a great spot to walk, ride bikes, and take in the beauty of the Delaware River. The eagles soar and the swimming and fishing are great. The cottage is

  Joe Freda Matthew J Freda Real Estate

  860 River Rd, Callicoon, NY 12723
• 

  $266,000

  Sold Aug 05, 2026

  9568 State Route 97, Callicoon, NY 12723

  • 2 Beds
  • 1 Bath
  • 1,159 Sq Ft
  • Built 1973

  Last Sold Summary

  • 17% Below List Price
  • $230/SF
  • 309 Days On Market

  Current Estimated Value $303,333

  Last Listing Agent Susan Busing Matthew J Freda Real Estate

  9568 State Route 97, Callicoon, NY 12723
• 

  Est $289,339

  Not Listed For Sale

  881 County Route 164, Callicoon, NY 12723

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1972

  881 County Route 164, Callicoon, NY 12723

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Lynelle Alessi KW Hudson Valley United
• 

  

  /48

  $759,000

  $71K PRICE DROP

  • 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 NY Pro

  48 Upper Main St, Callicoon, NY 12723
• 

  $67,500

  Sold Jun 08, 2026

  00 Kenoza Trail, Kenoza Lake, NY 12750

  • Land
  • 5.5 Acres
  • $12,273 per Acre

  Last Sold Summary

  • 1% Above List Price
  • 14 Days On Market

  Last Listing Agent Derek Greene Greene Realty Group

  00 Kenoza Trail, Kenoza Lake, NY 12750
• 

  Est $383,944

  Not Listed For Sale

  54 Del Vue Rd, Callicoon, NY 12723

  • 4 Beds
  • 2 Baths
  • 1,734 Sq Ft
  • Built 1990

  54 Del Vue Rd, Callicoon, NY 12723

  Last Sold Summary

  • 151 Days On Market

  Last Listing Agent Lynne Freda Matthew J Freda Real Estate
• 

  

  /7

  $275,000

  $60K PRICE DROP

  • Land
  • 7.43 Acres
  • $37,012 per Acre

  0 Beechwoods Rd Unit KEY901475, Delaware, NY 12723

  Own a stunning 7.4-acre property with panoramic views in the highly desirable Beechwoods section of Callicoon. Build your dream home and embrace the beauty of nature. Don't miss this incredible opportunity!

  Ian Blumenthal Catskill Sales Associates Inc

  0 Beechwoods Rd Unit KEY901475, Delaware, NY 12723
• 

  $225,000

  Sold Feb 26, 2026

  93 Villa Roma Rd, Callicoon, NY 12723

  • 3 Beds
  • 1 Bath
  • 1,450 Sq Ft
  • Built 1840

  Last Sold Summary

  • 25% Below List Price
  • $155/SF
  • 448 Days On Market

  Last Listing Agent Joe Freda Matthew J Freda Real Estate

  93 Villa Roma Rd, Callicoon, NY 12723
• 

  Est $520,551

  Not Listed For Sale

  27 Gabel Rd, Callicoon, NY 12723

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1962

  27 Gabel Rd, Callicoon, NY 12723

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Steven Beeson Diane C. Butler
• 

  

  /38

  $949,000

  New Construction Pending

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

  53 Land and Lakes Trail, Cochecton, NY 12726

  Welcome to Kenoza Hollow, a serene and stylish haven sited privately within the gated community of Kenoza Lake Estates. This newly constructed home offers a peaceful sanctuary nestled among mature trees, just a minutes from your deeded lake access.Vaulted ceilings and expansive picture windows flood the home with natural light, giving the space a warm glow even on grey days. Thoughtful

  Megan Kinealy Country House Realty, Inc.

  53 Land and Lakes Trail, Cochecton, NY 12726
• 

  $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 $179,757

  Last Listing Agent Rosemarie DeCristofaro Callicoon Real Estate LLC

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

  Not Listed For Sale

  186 County Route 164, Callicoon, NY 12723

  • 5 Beds
  • 4.5 Baths
  • 3,186 Sq Ft
  • Built 1985

  186 County Route 164, Callicoon, NY 12723

  Last Sold Summary

  • 535 Days On Market

  Last Listing Agent Ian Blumenthal Catskill Sales Associates Inc
• 

  

  /40

  $949,000

  New Construction Pending

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

  53 Land and Lakes Trail, Kenoza Lake, NY 12750

  Welcome to Kenoza Hollow, a serene and stylish haven sited privately within the gated community of Kenoza Lake Estates. This newly constructed home offers a peaceful sanctuary nestled among mature trees, just a minutes from your deeded lake access.Vaulted ceilings and expansive picture windows flood the home with natural light, giving the space a warm glow even on grey days. Thoughtful

  Megan Kinealy Country House Realty Inc

  53 Land and Lakes Trail, Kenoza Lake, NY 12750
• 

  $899,000

  Sold Aug 25, 2026

  797 County Route 164, Callicoon, NY 12723

  • 5 Beds
  • 2 Baths
  • 2,800 Sq Ft
  • Built 1842

  Last Sold Summary

  • 5% Below List Price
  • $321/SF
  • 58 Days On Market

  Current Estimated Value $925,616

  Last Listing Agent Elizabeth Bernitt Century 21 Geba Realty

  797 County Route 164, Callicoon, NY 12723
• 

  Est $437,342

  Not Listed For Sale

  520 Beechwoods Rd, Callicoon, NY 12723

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2001

  520 Beechwoods Rd, Callicoon, NY 12723

  Last Sold Summary

  • 186 Days On Market

  Last Listing Agent Rosemarie DeCristofaro Callicoon Real Estate LLC
• 

  /2

  $243,750

  • Land
  • 7.5 Acres
  • $32,500 per Acre

  0 Bauernfeind Rd Unit KEY947292, Delaware, NY 12723

  This 7.5+- acre Beechwoods lot provides a secluded open field, wooded terrain, valley views, and a possible pond site. Just minutes to Jeffersonville and Callicoon, located on a sparsely traveled town road.

  Ian Blumenthal Catskill Sales Associates Inc

  0 Bauernfeind Rd Unit KEY947292, Delaware, NY 12723
• 

  $90,000

  Sold Sep 24, 2026

  Lot 23 Serenity Dr, Delaware, NY 12723

  • Land
  • 6.17 Acres
  • $14,587 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 463 Days On Market

  Last Listing Agent Linda Mulligan Matthew J Freda Real Estate

  Lot 23 Serenity Dr, Delaware, NY 12723
• 

  Est $422,728

  Not Listed For Sale

  264 Robisch Hill Rd, Callicoon, NY 12723

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1982

  264 Robisch Hill Rd, Callicoon, NY 12723

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Lynne Freda Matthew J Freda Real Estate
• 

  

  /26

  $769,000

  New Construction $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  204 Country Rd, Callicoon, NY 12723

  Are you tired of every house in this area looking the same-old, same-old dark color? Well, this brand-new build is a breath of fresh air! Gorgeous 3 BR/2bath custom contemporary sits on 5.25 acres in Callicoon, white in color with black trim. It really pops, and looks so different than those cookie-cutters, yet thoroughly modern! Constructed by one of the premiere builders in our area, JIT

  Lynne Freda Matthew J Freda Real Estate

  204 Country Rd, Callicoon, NY 12723
• 

  /2

  $325,000

  Sold Dec 19, 2025

  215 Kautz Rd, Callicoon, NY 12723

  • 4 Beds
  • 2 Baths
  • 1,740 Sq Ft
  • Built 1980

  Last Sold Summary

  • 26% Below List Price
  • $187/SF
  • 24 Days On Market

  Current Estimated Value $361,095

  Last Listing Agent Joan Hale Listing by Howard Hanna

  

  215 Kautz Rd, Callicoon, NY 12723
• 

  Est $671,229

  Not Listed For Sale

  279 Kautz Rd, Callicoon, NY 12723

  • 4 Beds
  • 3.5 Baths
  • 2,690 Sq Ft
  • Built 1979

  279 Kautz Rd, Callicoon, NY 12723

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Heather Quaintance Country House Realty Inc
• 

  

  /46

  $1,299,999

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,310 Sq Ft

  140 Kenoza Trail, Callicoon, NY 12723

  A private gated community surrounded by nature. This exceptional retreat offers the perfect blend of privacy, luxury, and tranquility. Enter to a spacious great room featuring a stunning stone fireplace, creating a warm and inviting gathering space. The chef’s kitchen is thoughtfully designed for both everyday living and entertaining and flows seamlessly into a beautiful sunroom overlooking the

  Jill Halpern-Steingart Rieber Realty Inc

  140 Kenoza Trail, Callicoon, NY 12723
• 

  $1,350,000

  Sold Jan 23, 2026

  59 Overlook Dr, Callicoon, NY 12723

  • 4 Beds
  • 4 Baths
  • 3,200 Sq Ft
  • Built 2017

  Last Sold Summary

  • 43% Below List Price
  • $422/SF
  • 550 Days On Market

  Current Estimated Value $1,356,357

  Last Listing Agent Joe Freda Matthew J Freda Real Estate

  59 Overlook Dr, Callicoon, NY 12723
• 

  Est $76,918

  Not Listed For Sale

  26 Fulton Hill Rd, Callicoon, NY 12723

  • 2 Beds
  • Built 1920

  26 Fulton Hill Rd, Callicoon, NY 12723

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Nancy Barnhart Elliott & Pomeroy Inc
• 

  

  /50

  $775,000

  New Construction Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft

  18 Alaina Way, Poughquag, NY 12750

  More space. More flexibility. More value. 18 Alaina Way raises the standard for move-in-ready new construction, delivering the quality finishes, and adaptable layout that set a home apart. Offering four bedrooms, 2.5 baths, 2,400+ square feet of finished living space, and almost 3,500 total square feet including the ready-to-finish basement, this impressive home combines quality craftsmanship,

  Leon Klein Keller Williams Hudson Valley

  18 Alaina Way, Poughquag, NY 12750
• 

  $245,000

  Sold May 29, 2026

  493 Old Taylor Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft
  • Built 1945

  Last Sold Summary

  • 23% Below List Price
  • $159/SF
  • 385 Days On Market

  Current Estimated Value $262,922

  Last Listing Agent Carol Malek Malek Properties

  493 Old Taylor Rd, Jeffersonville, NY 12748
• 

  Est $404,948

  Not Listed For Sale

  5777 State Route 52, Callicoon, NY 12723

  • 2 Beds
  • 1 Bath
  • 644 Sq Ft
  • Built 1930

  5777 State Route 52, Callicoon, NY 12723

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent William Baldwin Country House Realty Inc
• 

  

  /47

  $339,000

  • 5 Beds
  • 2 Baths
  • 2,688 Sq Ft

  6 County Route 121, Callicoon, NY 12723

  Endless possibilities meet location! Zoned for both commercial and residential use, this unique property offers incredible flexibility for savvy buyers, investors, or entrepreneurs.Situated right on Route 17B at the crossroads of Callicoon, North Branch, and Hortonville, the building is currently configured as two separate living spaces, each featuring its own kitchen and

  Steven Beeson Diane C. Butler

  6 County Route 121, Callicoon, NY 12723
• 

  $650,000

  Sold May 29, 2026

  5870 New York 52, Kenoza Lake, NY 12750

  • 8 Beds
  • 6 Baths
  • 6,052 Sq Ft
  • Built 1920

  Last Sold Summary

  • 23% Below List Price
  • $107/SF
  • 150 Days On Market

  Last Listing Agent Lynne Freda Matthew J Freda Real Estate

  5870 New York 52, Kenoza Lake, NY 12750
• 

  Est $282,962

  Not Listed For Sale

  5690 State Route 52, Kenoza Lake, NY 12750

  • 4 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1970

  5690 State Route 52, Kenoza Lake, NY 12750

  Last Sold Summary

  • 84 Days On Market

  Last Listing Agent Carol Malek Malek Properties

Showing Results 41 - 80, Page 2 of 18