951

Jeffersonville, NY Homes

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  • /25

    $350,000

    • 7 Beds
    • 4 Baths
    • 3,376 Sq Ft

    5041 New York 52, Jeffersonville, NY 12748

    Just outside of the quaint hamlet of Jeffersonville in the heart of Sullivan County is this 7- bedroom farmhouse on a .46 cleared and level lot just waiting for someone to add their finishing touches.Home features hard wood flooring through out the main floor. Open concept kitchen, living/dining area. First floor suite with en suite full bathrooms, second full bathrooms on main level along with

    Agent Photo

    Jason Grossman

    Keller Williams Hudson Valley

    (845) 668-6136

    5041 New York 52, Jeffersonville, NY 12748
  • 787 Callicoon Center Rd, Jeffersonville, NY 12748

    $120,000 Sold Mar 02, 2026

    787 Callicoon Center Rd, Jeffersonville, NY 12748

    • 1 Bed
    • 1 Bath
    • 1,023 Sq Ft
    • Built 2006

    Last Sold Summary

    • 11% Below List Price
    • $117/SF
    • 87 Days On Market

    Last Listing Agent Thelonious Johnson Hart & Johnson Realty

    787 Callicoon Center Rd, Jeffersonville, NY 12748
    • 367 Hubert Rd, Jeffersonville, NY 12748

      Not Listed For Sale

      367 Hubert Rd, Jeffersonville, NY 12748

      • 3 Beds
      • 2 Baths
      • 1,977 Sq Ft
      • Built 2024
      367 Hubert Rd, Jeffersonville, NY 12748

      Last Sold Summary

      • $372/SF
      • 48 Days On Market

      Last Sold Price $735,000

      Last Listing Agent William Baldwin Country House Realty Inc

  • /28

    $224,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,148 Sq Ft

    5010 State Route 52, Jeffersonville, NY 12748

    1920s Two story farmhouse! This home welcomes you with it's rocking chair front porch which leads to the open dining and kitchen area with an extra space that could be a mud/laundry room or a big pantry, living room with a lot of windows and a half bath, high ceilings. The second level boasts 3 bedrooms and a full tiled bath with a tub. There is an attic and a basement. Nice back yard! ***New

    Agent Photo

    Dawn Curreri

    Eagle Valley Realty

    (845) 409-8770

    5010 State Route 52, Jeffersonville, NY 12748
  • 5044 State Route 52, Jeffersonville, NY 12748

    $240,000 Sold Jul 11, 2025

    5044 State Route 52, Jeffersonville, NY 12748

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

    Last Sold Summary

    • 15% Below List Price
    • $240/SF
    • 34 Days On Market

    Current Estimated Value $242,269

    Last Listing Agent David Elder Carole Edwards Realty

    5044 State Route 52, Jeffersonville, NY 12748
    • 374 E Hill Rd, Jeffersonville, NY 12748

      Est $420,343 Not Listed For Sale

      374 E Hill Rd, Jeffersonville, NY 12748

      • 3 Beds
      • 2.5 Baths
      • 1,920 Sq Ft
      • Built 2014
      374 E Hill Rd, Jeffersonville, NY 12748

      Last Sold Summary

      • 11% Above List Price
      • $198/SF
      • 40 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Brian Garber Land and Water Realty LLC

  • /28

    $625,000

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft

    47 Hemmer Rd, Jeffersonville, NY 12748

    Set against a backdrop of sweeping pastoral and mountain views, this thoughtfully renovated rustic barn blends timeless character with modern comfort in all the right ways. With its striking silhouette, hand-hewn beams, and sliding doors that frame the landscape like a living painting, the home captures the romance of its agricultural past while offering a turnkey retreat designed for effortless

    Agent Photo

    Catherine Quintard

    Compass Greater NY, LLC

    (845) 605-7846

    47 Hemmer Rd, Jeffersonville, NY 12748
  • 521 Hessinger and Lare Rd, Jeffersonville, NY 12748

    $290,000 Sold Oct 01, 2025

    521 Hessinger and Lare Rd, Jeffersonville, NY 12748

    • 3 Beds
    • 3 Baths
    • 1,782 Sq Ft
    • Built 1989

    Last Sold Summary

    • 23% Below List Price
    • $163/SF
    • 146 Days On Market

    Current Estimated Value $312,243

    Last Listing Agent David Luczyski Resort Realty

    521 Hessinger and Lare Rd, Jeffersonville, NY 12748
    • /33

      Est $306,550 Not Listed For Sale

      17 Maple Ave, Jeffersonville, NY 12748

      • 4 Beds
      • 2.5 Baths
      • 1,560 Sq Ft
      • Built 1940
      17 Maple Ave, Jeffersonville, NY 12748

      Last Sold Summary

      • 36% Above List Price
      • $144/SF
      • 43 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Lindsay Stevens eXp Realty

  • /42

    $568,888

    • 4 Beds
    • 3 Baths
    • 1,663 Sq Ft

    4741 State Route 52, Jeffersonville, NY 12748

    Paradise Found!! Walk into this newly renovated home and fall in love. Experience the ultimate lakeside living in this beautifully renovated home, boasting breathtaking lake views and watching the sunset right from your newly constructed back deck. Unwind after a long day enjoying the serene and peaceful unobstructed lake views. With four spacious bedrooms and three modern bathrooms, this

    Carol Malek Malek Properties

    4741 State Route 52, Jeffersonville, NY 12748
  • 242 Callicoon Center Rd, Jeffersonville, NY 12748

    $310,000 Sold Feb 03, 2026

    242 Callicoon Center Rd, Jeffersonville, NY 12748

    • 3 Beds
    • 2.5 Baths
    • 2,512 Sq Ft
    • Built 1988

    Last Sold Summary

    • 11% Below List Price
    • $123/SF
    • 213 Days On Market

    Current Estimated Value $329,675

    Last Listing Agent Dean Diltz Keller Williams Realty

    242 Callicoon Center Rd, Jeffersonville, NY 12748
    • 156 Sander Rd, Jeffersonville, NY 12748

      Est $533,378 Not Listed For Sale

      156 Sander Rd, Jeffersonville, NY 12748

      • 3 Beds
      • 2.5 Baths
      • 2,426 Sq Ft
      • Built 1973
      156 Sander Rd, Jeffersonville, NY 12748

      Last Sold Summary

      • 6% Above List Price
      • $208/SF
      • 84 Days On Market

      Last Sold Price $505,000

      Last Listing Agent William Baldwin Country House Realty Inc

  • /29

    $699,999

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

    495 Swiss Hill Rd N, Jeffersonville, NY 12748

    Dreaming f the past? Want to find your way back home? Here it is! One old style boarding house and former evergreen tree farm with plenty of room to create a life "Inn".This one of a kind older style home is a rare find! Driving into this stunner, through the elegant evergreens sits a piece of history. Fully loaded with old time woodwork an amazing post and beam barn and THREE green houses.

    Diane Butler Diane C. Butler

    495 Swiss Hill Rd N, Jeffersonville, NY 12748
  • /37

    $615,000 Sold Nov 26, 2025

    57 Old Taylor Rd, Jeffersonville, NY 12748

    • 4 Beds
    • 2 Baths
    • 2,520 Sq Ft
    • Built 1960

    Last Sold Summary

    • 5% Below List Price
    • $244/SF
    • 44 Days On Market

    Current Estimated Value $597,304

    Last Listing Agent Kayla Camstra Anatole House LLC

    57 Old Taylor Rd, Jeffersonville, NY 12748
    • 24 Terrace Ave, Jeffersonville, NY 12748

      Est $324,028 Not Listed For Sale

      24 Terrace Ave, Jeffersonville, NY 12748

      • 4 Beds
      • 1 Bath
      • 1,754 Sq Ft
      • Built 1935
      24 Terrace Ave, Jeffersonville, NY 12748

      Last Sold Summary

      • 8% Above List Price
      • $171/SF
      • 41 Days On Market

      Last Sold Price $299,900

      Last Listing Agent Harley Hendrix Coldwell Banker Timberland

  • /37

    $525,000

    • 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

    Diane Butler Diane C. Butler

    301 & 305 Hust, Jeffersonville, NY 12748
  • 90 Hubert Rd Unit 13, Jeffersonville, NY 12748

    $419,760 Sold Apr 09, 2025

    90 Hubert Rd Unit 13, Jeffersonville, NY 12748

    • 2 Beds
    • 1.5 Baths
    • 845 Sq Ft
    • Built 1980

    Last Sold Summary

    • $497/SF
    • 222 Days On Market

    Current Estimated Value $323,367

    Last Listing Agent Dawn Curreri Eagle Valley Realty

    90 Hubert Rd Unit 13, Jeffersonville, NY 12748
    • 284 Hust Rd, Jeffersonville, NY 12748

      Est $597,810 Not Listed For Sale

      284 Hust Rd, Jeffersonville, NY 12748

      • 3 Beds
      • 2 Baths
      • 1,378 Sq Ft
      • Built 1992
      284 Hust Rd, Jeffersonville, NY 12748

      Last Sold Summary

      • 16% Below List Price
      • $515/SF
      • 35 Days On Market

      Last Sold Price $710,000

      Last Listing Agent Ian Blumenthal Catskill Sales Associates Inc

  • /19

    $500,000 Pending

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

    24 Birch Ridge Rd, Jeffersonville, NY 12748

    .

    Desiree Beecham River Realty Services, Inc.

    24 Birch Ridge Rd, Jeffersonville, NY 12748
  • 281 Hubert Rd, Jeffersonville, NY 12748

    $960,000 Sold Nov 10, 2025

    281 Hubert Rd, Jeffersonville, NY 12748

    • 4 Beds
    • 2 Baths
    • 2,900 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Below List Price
    • $331/SF
    • 106 Days On Market

    Current Estimated Value $924,127

    Last Listing Agent Dominique Jenkins Keller Williams Hudson Valley

    281 Hubert Rd, Jeffersonville, NY 12748
    • 14 Jefferson Ave, Jeffersonville, NY 12748

      Est $256,000 Not Listed For Sale

      14 Jefferson Ave, Jeffersonville, NY 12748

      • 3 Beds
      • 1 Bath
      • 1,387 Sq Ft
      • Built 1930
      14 Jefferson Ave, Jeffersonville, NY 12748

      Last Sold Summary

      • 11% Above List Price
      • $166/SF
      • 58 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Dara Barr Keller Williams Upstate NYProp

  • /35

    $264,900 Pending

    • 3 Beds
    • 2 Baths
    • 2,320 Sq Ft

    2 County Road 164, Jeffersonville, NY 12748

    Single-family home with legal accessory apartment. Live in one and rent the other. Large spacious two-family home with in-ground pool and sauna, tons of potential, and a giant detached 2/3 car garage. Just a short stroll from the charm of downtown Jeffersonville and minutes from the world-renowned Bethel Woods Center for the Arts, this beautifully appointed Colonial home artfully balances

    Barbara Allen HomeSmart Homes & Estates

    2 County Road 164, Jeffersonville, NY 12748
  • 157 Sander Rd, Jeffersonville, NY 12748

    $599,000 Sold Jul 29, 2025

    157 Sander Rd, Jeffersonville, NY 12748

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

    Last Sold Summary

    • $493/SF
    • 15 Days On Market

    Current Estimated Value $621,208

    Last Listing Agent Jill Borenstein Anatole House LLC

    157 Sander Rd, Jeffersonville, NY 12748
    • 34 Mill St, Jeffersonville, NY 12748

      Est $260,936 Not Listed For Sale

      34 Mill St, Jeffersonville, NY 12748

      • 6 Beds
      • 2.5 Baths
      • 2,660 Sq Ft
      • Built 1900
      34 Mill St, Jeffersonville, NY 12748

      Last Sold Summary

      • 18% Above List Price
      • $83/SF
      • 71 Days On Market

      Last Sold Price $221,000

      Last Listing Agent Dominique Jenkins Keller Williams Hudson Valley

  • /49

    $899,000

    • 7 Beds
    • 6 Baths

    354 E Hill Rd, Jeffersonville, NY 12748

    Majestic Grand Lady from days gone past. Started life as a 20 room boarding house, 1 bdrm guest house & dairy farm & in the 1960's the main building was turned into 5 apartments, 1-2 bdrm, 1 studio, 1 efficiency & 2- 1 bdrm. Also 9 bedrooms on the third floor but there is no heat or plumbing on that floor. Scenic views abound on the 47+ acre farm with over 30 acres of fertile pasture land, apple

    Darlene O'Dell Resort Realty

    354 E Hill Rd, Jeffersonville, NY 12748
  • 327 Jeffersonville North Branch Rd, Jeffersonville, NY 12748

    $485,000 Sold May 02, 2025

    327 Jeffersonville North Branch Rd, Jeffersonville, NY 12748

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Below List Price
    • $162/SF
    • 57 Days On Market

    Current Estimated Value $505,018

    Last Listing Agent Thelonious Johnson Hart & Johnson Realty

    327 Jeffersonville North Branch Rd, Jeffersonville, NY 12748
    • 679 E Hill Rd, Jeffersonville, NY 12748

      Est $392,361 Not Listed For Sale

      679 E Hill Rd, Jeffersonville, NY 12748

      • 3 Beds
      • 2 Baths
      • 1,615 Sq Ft
      • Built 1931
      679 E Hill Rd, Jeffersonville, NY 12748

      Last Sold Summary

      • 3% Above List Price
      • $235/SF
      • 18 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Jill Halpern-Steingart Rieber Realty Inc

  • /27

    $389,999

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

    21 County Road 164, Jeffersonville, NY 12748

    Charming Colonial on 3.73 Acres in Jeffersonville, NYWelcome to 21 County Road 164 — a spacious 2,464 sq. ft. Colonial set on 3.73 serene acres just minutes from the heart of Jeffersonville. With classic curb appeal, a covered front porch, and a paved driveway leading to a 2-car garage, this home blends privacy, comfort, and convenience.Inside, you’ll find a thoughtful open floor plan

    Maxine Schulte The Maxx Group LLC

    21 County Road 164, Jeffersonville, NY 12748
  • 50 Jefferson Ave, Jeffersonville, NY 12748

    $162,000 Sold Jun 27, 2025

    50 Jefferson Ave, Jeffersonville, NY 12748

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1920

    Last Sold Summary

    • 29% Below List Price
    • $141/SF
    • 335 Days On Market

    Current Estimated Value $172,807

    Last Listing Agent Ian Blumenthal Catskill Sales Associates Inc

    50 Jefferson Ave, Jeffersonville, NY 12748
    • 18 Center St, Jeffersonville, NY 12748

      Est $429,604 Not Listed For Sale

      18 Center St, Jeffersonville, NY 12748

      • 4 Beds
      • 2.5 Baths
      • 2,247 Sq Ft
      • Built 1910
      18 Center St, Jeffersonville, NY 12748

      Last Sold Summary

      • 5% Below List Price
      • $200/SF
      • 12 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Ian Blumenthal Catskill Sales Associates Inc

  • /30

    $985,000

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

    233 Goldsmith Rd, Jeffersonville, NY 12748

    Alive with style and attitude, The Smithwood House redefines modern retreat living. This brand-new construction blends cutting-edge architecture with a cool, sophisticated vibe, offering an alternative to bland contractor grade shoeboxes. Clean architectural lines, light wells, an open stairwell and loft, and expansive windows, elevate the home’s stunning, one-of-a-kind design. Every detail has

    Jonathan Minerick HomeCoin.com

    233 Goldsmith Rd, Jeffersonville, NY 12748
  • 31 Erlemann Rd, Jeffersonville, NY 12748

    $290,000 Sold Jan 29, 2026

    31 Erlemann Rd, Jeffersonville, NY 12748

    • 2 Beds
    • 2 Baths
    • 1,184 Sq Ft
    • Built 1975

    Last Sold Summary

    • 3% Below List Price
    • $245/SF
    • 49 Days On Market

    Current Estimated Value $294,377

    Last Listing Agent Susan Busing Matthew J Freda Real Estate

    31 Erlemann Rd, Jeffersonville, NY 12748
    • 5030 State Route 52, Jeffersonville, NY 12748

      Est $231,979 Not Listed For Sale

      5030 State Route 52, Jeffersonville, NY 12748

      • 3 Beds
      • 1.5 Baths
      • 1,492 Sq Ft
      • Built 1930
      5030 State Route 52, Jeffersonville, NY 12748

      Last Sold Summary

      • 185% Above List Price
      • $55/SF
      • 509 Days On Market

      Last Sold Price $81,500

      Last Listing Agent Christopher Rose REALHome Services & Solutions

  • /32

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,980 Sq Ft

    8 Chapel St, Jeffersonville, NY 12748

    Your Quaint Upstate Retreat tucked away just off of Main St awaits you. This Victorian home has only been home to 4 special owners in its lifetime and offers a warmth to its Victorian Charm. Nestled in the up and coming Jeffersonville sits this large 4 Bedroom, 2 Full Bath home. The large rooms are so true to the design of the 1800's Victorians built. High ceilings, picture molding, multiple Bay

    Michele Rios BHHS Hudson Valley Properties

    8 Chapel St, Jeffersonville, NY 12748
  • 119 Behr Rd Unit TR17, Jeffersonville, NY 12748

    $395,000 Sold May 20, 2025

    119 Behr Rd Unit TR17, Jeffersonville, NY 12748

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

    Last Sold Summary

    • 12% Below List Price
    • $196/SF
    • 260 Days On Market

    Current Estimated Value $421,839

    Last Listing Agent Jean Dermer Barbanti Group

    119 Behr Rd Unit TR17, Jeffersonville, NY 12748
    • 179 Grebel Rd, Jeffersonville, NY 12748

      Est $427,495 Not Listed For Sale

      179 Grebel Rd, Jeffersonville, NY 12748

      • 4 Beds
      • 3 Baths
      • 2,608 Sq Ft
      • Built 1990
      179 Grebel Rd, Jeffersonville, NY 12748

      Last Sold Summary

      • 7% Above List Price
      • $153/SF
      • 206 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Thelonious Johnson Hart & Johnson Realty

  • /5

    $249,000

    • 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
  • 807 Swiss Hill Rd N, Jeffersonville, NY 12748

    $398,000 Sold Mar 18, 2026

    807 Swiss Hill Rd N, Jeffersonville, NY 12748

    • 4 Beds
    • 2.5 Baths
    • 3,634 Sq Ft
    • Built 1895

    Last Sold Summary

    • 33% Below List Price
    • $110/SF
    • 572 Days On Market

    Current Estimated Value $524,155

    Last Listing Agent Dawn Curreri Eagle Valley Realty

    807 Swiss Hill Rd N, Jeffersonville, NY 12748
    • 19 Esselman Rd, Jeffersonville, NY 12748

      Est $391,656 Not Listed For Sale

      19 Esselman Rd, Jeffersonville, NY 12748

      • 2 Beds
      • 2 Baths
      • 1,728 Sq Ft
      • Built 1940
      19 Esselman Rd, Jeffersonville, NY 12748

      Last Sold Summary

      • $227/SF
      • 40 Days On Market

      Last Sold Price $391,500

      Last Listing Agent Joe Freda Matthew J Freda Real Estate

  • /26

    $225,000

    • 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

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