Jeffersonville, NY Homes

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  /26

  $175,000

  • Land
  • 15.16 Acres
  • $11,544 per Acre

  52 E Hill Rd, Jeffersonville, NY 12748

  This exceptional parcel with great views offers a rare combination of location, accessibility, and homesite potential. Situated in a desirable and growing area, the expansive property features optimal topography, excellent road frontage, and convenient access to many local towns including Jeffersonville, Callicoon, LIberty and Roscoe where you'll find many of the areas restaurants and shopping.

  Steven Beeson Diane C. Butler

  52 E Hill Rd, Jeffersonville, NY 12748
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• 

  $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 $510,269

  Last Listing Agent Mary Jones Rural Connection Inc.

  202 Behr Rd, Jeffersonville, NY 12748
• 

  Est $606,293

  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

  • 314 Days On Market

  Last Listing Agent Susan Busing Matthew J Freda Real Estate
• 

  

  

  /20

  $399,900

  • Land
  • 70 Acres
  • $5,713 per Acre

  301 & 305 Hust Road Hust Rd, Jeffersonville, NY 12748

  stunning building lot with plenty of room to grow. Long distance views, fields meadows and starry night skys. Unimproved raw land on the edge of a farm.

  Diane Butler Diane C. Butler

  301 & 305 Hust Road Hust Rd, Jeffersonville, NY 12748
• 

  $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
• 

  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
• 

  

  /34

  $650,000

  $25K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,351 Sq Ft

  22 J Spielman Rd, Jeffersonville, NY 12748

  Let country roads take you home to this charming retreat, set on a beautifully private parcel. Tucked deep into the rolling hills of Jeffersonville, this well-maintained and recently updated, custom-built 2004 home delivers a rare combination of total privacy, timeless craftsmanship, and stylish modern updates—all just minutes from town. Set far back from the road amid native landscaping, private

  Heather Quaintance Country House Realty Inc

  22 J Spielman Rd, Jeffersonville, NY 12748
• 

  $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 $328,864

  Last Listing Agent Elizabeth Bernitt Century 21 Geba Realty

  714 E Hill Rd, 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
• 

  

  /23

  $330,000

  Pending

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

  40 Jefferson Ave, Jeffersonville, NY 12748

  Enjoy the convenience of in-town living at this newly gut renovated brick ranch in Jeffersonville, NY. Bright, airy, easy single floor living with modern upgrades make this a great family home, or potential investment as a rental property. Fully renovated in 2023, the home features a brand new kitchen, bathroom, windows, hot water heater, and back deck. There are three ground floor bedrooms and

  Jared Gluckstern Country House Realty Inc

  40 Jefferson Ave, Jeffersonville, NY 12748
• 

  $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 $580,593

  Last Listing Agent Sean Drown Land and Water Realty LLC

  178 Grebel Rd, Jeffersonville, NY 12748
• 

  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
• 

  

  /30

  $525,000

  Pending

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

  37 Dewitts Flats Rd, Jeffersonville, NY 12748

  Welcome to Flats Modern — a beautifully reimagined home on a quiet country road where modern design meets relaxed Catskills living. Finished in striking black and situated on a half-acre of lawn, lush gardens and mature landscaping, this bright, fully renovated home blends thoughtful contemporary design with warmth and comfort throughout. Inside, vaulted ceilings and oversized windows fill the

  Heather Quaintance Country House Realty Inc

  37 Dewitts Flats Rd, Jeffersonville, NY 12748
• 

  $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 $860,589

  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

  • 17 Days On Market

  Last Listing Agent Joe Freda Matthew J Freda Real Estate
• 

  

  /5

  $249,000

  $46K PRICE DROP

  • Land
  • 31 Acres
  • $8,032 per Acre

  4861 Swiss Hill, Jeffersonville, NY 12748

  Private and Pristine! 31.68 acres of mature evergreen tree's will welcome you home. Build your future dream in the heart of the country. Close to the beautiful villiage of Jeffersonville and only a stones thow to the Delaware River National Park!

  Diane Butler Diane C. Butler

  4861 Swiss Hill, Jeffersonville, NY 12748
• 

  $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 $892,185

  Last Listing Agent Erik Freeland Country House Realty Inc

  145 Likel Rd, Jeffersonville, NY 12748
• 

  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
• 

  

  /26

  $195,000

  $30K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,740 Sq Ft

  7 Old Route 52, Jeffersonville, NY 12748

  4 Bedroom Cape. Fantastic Location in Jeffersonville, right on the creek! Fish in your back yard! It doesn't get any better than this. This Sullivan Co. property consists of 2 lots (1.93 Ac & .34 Ac.) Total 2.27 Acs. Bordering 500 ft of the East Branch of Callicoon Creek -one of the best trout streams In NYS. Old Rte 52 is Your Driveway & is maintained by the Town! Located at the corner of Rt 52

  Siobhan Scanlan Win Morrison Realty-K

  7 Old Route 52, Jeffersonville, NY 12748
• 

  $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 $335,207

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

  5076 State Route 52, Jeffersonville, NY 12748
• 

  Est $239,571

  Not Listed For Sale

  5044 State Route 52, Jeffersonville, NY 12748

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1951

  5044 State Route 52, Jeffersonville, NY 12748

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent David Elder Carole Edwards Realty
• 

  

  /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
• 

  $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 $592,994

  Last Listing Agent Dawn Curreri Eagle Valley Realty

  581 Hessinger Lare Rd, Jeffersonville, NY 12748
• 

  Est $422,461

  Not Listed For Sale

  119 Behr Rd Unit TR17, Jeffersonville, NY 12748

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft
  • Built 2005

  119 Behr Rd Unit TR17, Jeffersonville, NY 12748

  Last Sold Summary

  • 260 Days On Market

  Last Listing Agent Jean Dermer Barbanti Group
• 

  

  /45

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

  5089 State Route 52, Jeffersonville, NY 12748

  Discover an exceptional opportunity in the charming hamlet of Jeffersonville, New York, where location, lifestyle, and investment potential come together on one remarkable property. This beautifully maintained 3-bedroom, 2-full-bath split-level home offers comfortable living with room to grow, all nestled along the banks of the famed Callicoon Creek. Step inside to find a warm and inviting

  Dawn Payne PAYNE TEAM LLC

  5089 State Route 52, Jeffersonville, NY 12748
• 

  $1,475,000

  Sold Jul 01, 2026

  111 Jim Stephenson Rd, Jeffersonville, NY 12748

  • 5 Beds
  • 4.5 Baths
  • 5,034 Sq Ft
  • Built 1890

  Last Sold Summary

  • 16% Below List Price
  • $293/SF
  • 42 Days On Market

  Last Listing Agent Jennifer Grimes Country House Realty Inc

  111 Jim Stephenson Rd, Jeffersonville, NY 12748
• 

  Est $368,234

  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

  • 27 Days On Market

  Last Listing Agent Ian Blumenthal Catskill Sales Associates Inc
• 

  

  /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
• 

  $699,999

  Sold Jul 20, 2026

  495 Swiss Hill Rd N, Jeffersonville, NY 12748

  • 10 Beds
  • 4 Baths
  • 3,431 Sq Ft
  • Built 1890

  Last Sold Summary

  • 12% Below List Price
  • $204/SF
  • 734 Days On Market

  Current Estimated Value $755,317

  Last Listing Agent Diane Butler Diane C. Butler

  495 Swiss Hill Rd N, Jeffersonville, NY 12748
• 

  Est $163,966

  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

  • 98 Days On Market

  Last Listing Agent Joy Romano Joy Romano Realty
• 

  

  /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
• 

  $420,000

  Sold May 07, 2026

  24 Birch Ridge Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2 Baths
  • 2,690 Sq Ft
  • Built 2006

  Last Sold Summary

  • 30% Below List Price
  • $156/SF
  • 18 Days On Market

  Current Estimated Value $550,752

  Last Listing Agent Desiree Beecham River Realty Services, Inc.

  24 Birch Ridge Rd, 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

  • 110 Days On Market

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

  $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 $437,180

  Last Listing Agent Jennifer Dwan Payne Team LLC

  5090 State Route 52, Jeffersonville, NY 12748
• 

  Est $668,175

  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

  • 64 Days On Market

  Last Listing Agent Naomi Streicher Q Home Sales
• 

  $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
• 

  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

  • 41 Days On Market

  Last Listing Agent Joshua Murphy Woodstock Way Realty 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 $782,862

  Last Listing Agent Nancy Barnhart Elliott & Pomeroy Inc

  788 Swiss Hill Rd N, Jeffersonville, NY 12748
• 

  Est $333,763

  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

  • 94 Days On Market

  Last Listing Agent Loretta Wolff NexLvl Real Estate Inc.
• 

  $900,000

  Sold Jul 01, 2026

  233 Goldsmith Rd, Jeffersonville, NY 12748

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Below List Price
  • $333/SF
  • 34 Days On Market

  Current Estimated Value $93,000

  Last Listing Agent Jonathan Minerick HomeCoin.com

  233 Goldsmith Rd, Jeffersonville, NY 12748

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