Jeffersonville, NY Homes

• 

  $730,000 Sold Dec 18, 2025

  292 Sander Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Below List Price
  • $304/SF
  • 71 Days On Market

  Current Estimated Value $692,186

  Last Listing Agent Jeff Gardner Corcoran MH, LLC

  292 Sander Rd, Jeffersonville, NY 12748
• 

  Est $614,255 Not Listed For Sale

  22 J Spielman Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2.5 Baths
  • 1,351 Sq Ft
  • Built 2004

  22 J Spielman Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • $453/SF
  • 61 Days On Market

  Last Sold Price $612,500

  Last Listing Agent Katy Porte Compass Greater NY, LLC
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  /34

  $269,900 Under Contract

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

  493 Old Taylor Rd, Jeffersonville, NY 12748

  Lovingly maintained by the same family for decades, this neat and sweet two-story home is ready for the next chapter. Situated on a quiet country road in Kenoza Lake, in the Western Sullivan Catskills, this home has much to offer for your year-round or country getaway. Warm woodwork throughout the main level sets the stage for a cozy country atmosphere while the stunning sunroom takes in the

  Carol Malek Malek Properties, Inc.

  493 Old Taylor Rd, Jeffersonville, NY 12748
• 

  $424,500 Sold Jan 16, 2026

  209 Jim Stephenson Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 2004

  Last Sold Summary

  • $253/SF
  • 31 Days On Market

  Current Estimated Value $447,578

  Last Listing Agent Carol Malek Malek Properties

  209 Jim Stephenson Rd, Jeffersonville, NY 12748
• 

  Est $586,965 Not Listed For Sale

  232 Hust Rd, Jeffersonville, NY 12748

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 1992

  232 Hust Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 1% Below List Price
  • $268/SF
  • 314 Days On Market

  Last Sold Price $590,000

  Last Listing Agent Susan Busing Matthew J Freda Real Estate
• 

  

  /50

  $1,475,000

  • 5 Beds
  • 4.5 Baths
  • 5,034 Sq Ft

  111 Jim Stephenson Rd, Jeffersonville, NY 12748

  It’s tempting to lead with the long list of amenities—heated pool, tennis court, wine cellar, guest house—but the true appeal of the Stephenson House lies in the grounded, gracious lifestyle it fosters. Set on 20 scenic Catskills acres, this 1890s yellow Victorian blends heritage charm and modern ease, from its romantic turret and wraparound porch to stone walls and sunlit meadows. The main house

  Jennifer Grimes Country House Realty Inc

  111 Jim Stephenson Rd, Jeffersonville, NY 12748
• 

  $500,000 Sold Jan 13, 2026

  202 Behr Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • Built 1981

  Last Sold Summary

  • 31% Below List Price
  • $319/SF
  • 106 Days On Market

  Current Estimated Value $472,126

  Last Listing Agent Mary Jones Rural Connection Inc.

  202 Behr Rd, Jeffersonville, NY 12748
• 

  Est $426,174 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

  • 7% Above List Price
  • $167/SF
  • 14 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Jared Gluckstern Country House Realty Inc
• 

  $105,000 Sold Nov 05, 2025

  28 Schaefer Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft
  • Built 2004

  Last Sold Summary

  • $43/SF
  • 22 Days On Market

  Last Listing Agent Emma Djiya 1st Class Realty

  28 Schaefer Rd, Jeffersonville, NY 12748
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  Est $241,645 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

  • 2% Below List Price
  • $186/SF

  Last Sold Price $246,000

  Last Listing Agent Elise Serviss Carole Edwards Realty
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  $270,000 Sold Aug 05, 2025

  4369 State Route 52, Jeffersonville, NY 12748

  • 2 Beds
  • 2.5 Baths
  • 1,728 Sq Ft
  • Built 1940

  Last Sold Summary

  • 10% Below List Price
  • $156/SF
  • 42 Days On Market

  Current Estimated Value $469,963

  Last Listing Agent Carole Barotti Elliott & Pomeroy Inc

  4369 State Route 52, Jeffersonville, NY 12748
• 

  Est $281,022 Not Listed For Sale

  40 Jefferson Ave, Jeffersonville, NY 12748

  • 3 Beds
  • 1.5 Baths
  • 1,378 Sq Ft
  • Built 1952

  40 Jefferson Ave, Jeffersonville, NY 12748

  Last Sold Summary

  • 3% Below List Price
  • $209/SF
  • 73 Days On Market

  Last Sold Price $288,600

  Last Listing Agent Jared Gluckstern Country House Realty Inc
• 

  $95,300 Sold Jun 04, 2025

  518 Old Taylor Rd, Jeffersonville, NY 12748

  • 4 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 1920

  Last Sold Summary

  • 19% Above List Price
  • $50/SF
  • 16 Days On Market

  Current Estimated Value $212,000

  Last Listing Agent Carole Barotti Elliott & Pomeroy Inc

  518 Old Taylor Rd, Jeffersonville, NY 12748
• 

  Est $822,129 Not Listed For Sale

  260 Behr Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2.5 Baths
  • 2,730 Sq Ft
  • Built 1993

  260 Behr Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 3% Below List Price
  • $311/SF
  • 17 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Joe Freda Matthew J Freda Real Estate
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  $330,000 Sold Mar 17, 2026

  714 E Hill Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 1 Bath
  • 1,780 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Below List Price
  • $185/SF
  • 174 Days On Market

  Current Estimated Value $369,216

  Last Listing Agent Elizabeth Bernitt Century 21 Geba Realty

  714 E Hill Rd, Jeffersonville, NY 12748
• 

  Est $284,530 Not Listed For Sale

  21 Huff Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1963

  21 Huff Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 58% Above List Price
  • $170/SF
  • 13 Days On Market

  Last Sold Price $180,000

  Last Listing Agent Jason Dillon eXp Realty
• 

  $575,000 Sold Oct 15, 2025

  178 Grebel Rd, Jeffersonville, NY 12748

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $410/SF
  • 42 Days On Market

  Current Estimated Value $553,494

  Last Listing Agent Sean Drown Land and Water Realty LLC

  178 Grebel Rd, Jeffersonville, NY 12748
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  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

  • $393/SF
  • 74 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Jennifer Grimes Country House Realty Inc
• 

  $245,000 Sold May 16, 2025

  25 Brog Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $230/SF
  • 151 Days On Market

  Last Listing Agent John Ducey Keller Williams Hudson Valley

  25 Brog Rd, Jeffersonville, NY 12748
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  Est $277,136 Not Listed For Sale

  500 Old Taylor Rd, Jeffersonville, NY 12748

  • 6 Beds
  • Built 1910

  500 Old Taylor Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 314% Above List Price
  • $25/SF
  • 27 Days On Market

  Last Sold Price $67,000

  Last Listing Agent Ian Blumenthal Catskill Sales Associates Inc
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  $899,000 Sold Apr 01, 2026

  145 Likel Rd, Jeffersonville, NY 12748

  • 6 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1909

  Last Sold Summary

  • $334/SF
  • 189 Days On Market

  Current Estimated Value $757,786

  Last Listing Agent Erik Freeland Country House Realty Inc

  145 Likel Rd, Jeffersonville, NY 12748
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  Est $175,201 Not Listed For Sale

  70 Briscoe Rd, Jeffersonville, NY 12748

  • 2 Beds
  • 1 Bath
  • 957 Sq Ft
  • Built 1950

  70 Briscoe Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 30% Above List Price
  • $141/SF
  • 98 Days On Market

  Last Sold Price $135,000

  Last Listing Agent Joy Romano Joy Romano Realty
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  $325,000 Sold Jan 07, 2026

  5076 State Route 52, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 2,184 Sq Ft
  • Built 1962

  Last Sold Summary

  • $149/SF
  • 29 Days On Market

  Current Estimated Value $321,215

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

  5076 State Route 52, Jeffersonville, NY 12748
• 

  Not Listed For Sale

  79 Swiss Hill Rd N, Jeffersonville, NY 12748

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft
  • Built 1970

  79 Swiss Hill Rd N, Jeffersonville, NY 12748

  Last Sold Summary

  • $209/SF
  • 110 Days On Market

  Last Sold Price $158,000

  Last Listing Agent Penni-Jo Buchal Callicoon Real Estate LLC
• 

  $485,000 Sold Sep 30, 2025

  581 Hessinger Lare Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 1986

  Last Sold Summary

  • $162/SF
  • 182 Days On Market

  Current Estimated Value $630,472

  Last Listing Agent Dawn Curreri Eagle Valley Realty

  581 Hessinger Lare Rd, Jeffersonville, NY 12748
• 

  Est $637,591 Not Listed For Sale

  112 Blackberry Lake Rd, Jeffersonville, NY 12748

  • 5 Beds
  • 3 Baths
  • 3,606 Sq Ft
  • Built 1994

  112 Blackberry Lake Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 6% Above List Price
  • $166/SF
  • 64 Days On Market

  Last Sold Price $599,000

  Last Listing Agent Naomi Streicher Q Home Sales
• 

  

  /30

  $575,000 Sold Dec 11, 2025

  231 Boband Rd, Jeffersonville, NY 12748

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

  Last Sold Summary

  • 4% Below List Price
  • $411/SF
  • 76 Days On Market

  Last Listing Agent Megan Kinealy Country House Realty, Inc.

  231 Boband Rd, Jeffersonville, NY 12748
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  Not Listed For Sale

  486 Swiss Hill Rd Unit 91, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1992

  486 Swiss Hill Rd Unit 91, Jeffersonville, NY 12748

  Last Sold Summary

  • $166/SF
  • 41 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Joshua Murphy Woodstock Way Realty LLC
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  $400,000 Sold Oct 30, 2025

  5090 State Route 52, Jeffersonville, NY 12748

  • 4 Beds
  • 2 Baths
  • 2,568 Sq Ft
  • Built 1930

  Last Sold Summary

  • 31% Below List Price
  • $156/SF
  • 433 Days On Market

  Current Estimated Value $441,237

  Last Listing Agent Jennifer Dwan Payne Team LLC

  5090 State Route 52, Jeffersonville, NY 12748
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  Est $293,784 Not Listed For Sale

  176 Birch Ridge Rd, Jeffersonville, NY 12748

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1925

  176 Birch Ridge Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 1% Above List Price
  • $193/SF
  • 94 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Loretta Wolff NexLvl Real Estate Inc.
• 

  $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 $157,634

  Last Listing Agent Rosemarie DeCristofaro Callicoon Real Estate LLC

  56 Jefferson Ave, Jeffersonville, NY 12748
• 

  Est $530,313 Not Listed For Sale

  121 Hubert Rd, Jeffersonville, NY 12748

  • 2 Beds
  • 1 Bath
  • 893 Sq Ft
  • Built 2023

  121 Hubert Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 8% Above List Price
  • $549/SF
  • 21 Days On Market

  Last Sold Price $490,000

  Last Listing Agent Robin Jones Anatole House LLC
• 

  $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 $864,206

  Last Listing Agent Nancy Barnhart Elliott & Pomeroy Inc

  788 Swiss Hill Rd N, Jeffersonville, NY 12748
• 

  Est $494,852 Not Listed For Sale

  4741 New York 52, Jeffersonville, NY 12748

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft
  • Built 1954

  4741 New York 52, Jeffersonville, NY 12748

  Last Sold Summary

  • 450% Above List Price
  • $67/SF
  • 27 Days On Market

  Last Sold Price $89,900

  Last Listing Agent Brian Smith River Realty Services, Inc.
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  Not Listed For Sale

  142 Swiss Hill Rd N, Jeffersonville, NY 12748

  • 6 Beds
  • 7.5 Baths
  • 4,912 Sq Ft
  • Built 1940

  142 Swiss Hill Rd N, Jeffersonville, NY 12748

  Last Sold Summary

  • $346/SF
  • 58 Days On Market

  Last Sold Price $1,700,000

  Last Listing Agent Robin Jones Anatole House LLC
• 

  Est $781,823 Not Listed For Sale

  145 Boband Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 2023

  145 Boband Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 16% Above List Price
  • $375/SF
  • 81 Days On Market

  Last Sold Price $675,000

  Last Listing Agent Megan Kinealy Country House Realty Inc
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  Est $361,362 Not Listed For Sale

  177 Old Taylor Rd Unit 97, Jeffersonville, NY 12748

  • 6 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 1890

  177 Old Taylor Rd Unit 97, Jeffersonville, NY 12748

  Last Sold Summary

  • 81% Above List Price
  • $109/SF
  • 179 Days On Market

  Last Sold Price $200,000

  Last Listing Agent Brian Garber Land and Water Realty LLC
• 

  Est $650,663 Not Listed For Sale

  77 Birch Ridge Rd, Jeffersonville, NY 12748

  • 5 Beds
  • 1 Bath
  • 2,202 Sq Ft
  • Built 1890

  77 Birch Ridge Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • 8% Below List Price
  • $322/SF
  • 48 Days On Market

  Last Sold Price $710,000

  Last Listing Agent Donna Geba Century 21 Geba Realty
• 

  Est $751,960 Not Listed For Sale

  12 Kathleen Ln, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2022

  12 Kathleen Ln, Jeffersonville, NY 12748

  Last Sold Summary

  • 3% Below List Price
  • $517/SF
  • 13 Days On Market

  Last Sold Price $776,000

  Last Listing Agent Jared Gluckstern Country House Realty Inc
• 

  

  /31

  Not Listed For Sale

  185 Jim Stephenson Rd, Jeffersonville, NY 12748

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft
  • Built 1970

  185 Jim Stephenson Rd, Jeffersonville, NY 12748

  Last Sold Summary

  • $218/SF
  • 53 Days On Market

  Last Sold Price $170,000

  Last Listing Agent Carol Malek Malek Properties, Inc.

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