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Jeffersonville, NY Homes for Sale

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  • /39

    $545,000

    • 3 Beds
    • 1.5 Baths
    • 2,805 Sq Ft

    4700 State Route 52, Jeffersonville, NY 12748

    Love grand old homes, privacy and large airy rooms with lots of natural light? Have porch goals? Then this is the home for you. The home has been lovingly undergoing a restoration. Wood floors have been brought back to life in most of the home reflecting the care that was taken with them. The bathrooms have stayed true to the original time period with fully functioning sinks, toilets and clawfoot

    Penni-Jo Buchal Callicoon Real Estate LLC

    4700 State Route 52, Jeffersonville, NY 12748
  • /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 built by

    William Baldwin Country House Realty Inc

    5026 State Route 52, Jeffersonville, NY 12748
  • /49

    $849,000

    $150K PRICE DROP
    • 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
  • /36

    $524,900

    $44K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,663 Sq Ft

    4741 State Route 52, Jeffersonville, NY 12748

    Enjoy unforgettable sunsets from this beautifully renovated 4 bedroom, 3 bath home set on 1.5 acres. Designed for both comfort and entertaining, the home features oversized double back decks that seamlessly extend your living space outdoors. Inside, warm wood floors, recessed lighting, and spacious rooms create a bright and inviting atmosphere, complemented by large walk in closets and a

    Tammy Ierardi Modern Solutions Realty, LLC

    4741 State Route 52, Jeffersonville, NY 12748
  • /6

    $349,900

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

    TBD 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

    TBD Jeffersonville North Branch Rd, Jeffersonville, NY 12748
  • /43

    $230,000

    • 3 Beds
    • 2 Baths
    • 1,904 Sq Ft

    673 Hessinger and Lare Rd, Jeffersonville, NY 12748

    Enjoy space, scenery, and easy access to the best of the Sullivan Catskills with this well-maintained 3-bedroom, 2-bath mobile home set on 4.42 acres. The home features a large living room, comfortable layout, and plenty of room to relax indoors or out.A spacious deck accented by natural wood and stone invites you to take in the beautiful views and enjoy quiet mornings, outdoor meals, or

    Anna Milucky Century 21 Country Realty

    673 Hessinger and Lare Rd, Jeffersonville, NY 12748
  • /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
  • /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
  • /34

    $675,000

    • 3 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
  • /61

    $1,450,000

    • 5 Beds
    • 3 Baths
    • 2,856 Sq Ft

    Unlisted Address

    UNIQUE RESIDENTIAL/COMMERCIAL PROPERTY!! This listing consists of 3 structures, 2 commercial buildings and a residence. The residence is a 5 bedroom, 3 bath home on 4.91 acres. Features of this home are hardwood floors, open concept family area, large deck with above ground pool, finished family room,bedroom and execrcise room in the lower level, along with 650 unfinushed area for storage or

    William Phillips RE/MAX WAYNE

    Unlisted Address
  • /30

    $525,000

    • 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
  • /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
  • /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
  • /44

    $549,000

    • 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

    Catherine Quintard Compass Greater NY, LLC

    47 Hemmer Rd, Jeffersonville, NY 12748
  • /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
  • /29

    $699,999

    $95K PRICE DROP
    • 10 Beds
    • 4 Baths
    • 3,431 Sq Ft

    495 Swiss Hill Rd N, Jeffersonville, NY 12748

    Accepted Offer..............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

    Diane Butler Diane C. Butler

    495 Swiss Hill Rd N, Jeffersonville, NY 12748
  • /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
  • /40

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,014 Sq Ft

    4929 State Route 52, Delaware, NY 12748

    Waterfront on Main- 4929 Route 52 is a beautifully maintained 1930s-era Sears kit home, showcasing timeless character and an array of charming original details throughout. Recent renovations have thoughtfully restored and highlighted the home's original woodwork, bringing its historic charm back to life. The property features more than 90 feet of frontage on the Callicoon Creek and enjoys a

    Alan Wieder Catskills Home Services

    4929 State Route 52, Delaware, NY 12748

Frequently Asked Questions

What are the most popular zip codes in Jeffersonville, NY?
The most popular zip codes in Jeffersonville, NY include 12748, 12758, 12723, 12766 and 12783.
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