19

Jeffersonville, NY Homes for Sale

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  • /36

    $429,000

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft

    165 Boband Rd, Jeffersonville, NY 12748

    Welcome to the Boband Bungalow! This charming two bedroom, one bath house boasts some of the most epic views you can imagine! Nestled on just over 21 acres, Boband Bungalow offers the perfect blend of privacy, comfort, and charm. Enjoy the views of the sweeping rolling hills from the living room & master bedroom and the wrap around deck. It's a front row seat to all of nature's wonders.

    Agent Photo

    Edward Rabon

    Century 21 Geba Realty

    (845) 713-8341

    165 Boband Rd, Jeffersonville, NY 12748
  • /37

    $489,000

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

    807 Swiss Hill Rd N, Jeffersonville, NY 12748

    Beautiful circa 1895 Victorian Home! Let the large double front doors welcome you into this 3 story home featuring a lovely front foyer, main level, high ceilings, wood floors throughout, a living room, library w/ plenty of book shelves, pocket doors, formal dining room w/ built-in cabinets, kitchen w/ an island, a half bath & a wonderful sunroom. Charming wide staircase leads to the 2nd floor

    Agent Photo

    Dawn Curreri

    Eagle Valley Realty

    (845) 576-9694

    807 Swiss Hill Rd N, Jeffersonville, NY 12748
  • /32

    $340,000

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

    714 E Hill Rd, Jeffersonville, NY 12748

    This thoughtfully restored 1930s home offers 3 bedrooms, 1 bathroom, and 1,700 sq ft of character-filled living space, where original stained-glass windows, high ceilings, and abundant natural light highlight its timeless charm. A beautiful fireplace anchors the spacious living and dining areas, while the oversized eat-in kitchen features an original (decorative)walk-in cooler and cozy pellet

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    714 E Hill Rd, Jeffersonville, NY 12748
  • /35

    $735,000

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

    292 Sander Rd, Jeffersonville, NY 12748

    A rare opportunity to purchase a distinct property in Sullivan County NY has come to market just in time to enjoy the late Summer and early Autumn in the bucolic southern Catskills. 292 Sander Road is a historic, turnkey, meticulously maintained, one-of-a-kind home on a private 3.4-acre lot with picturesque views of mountains and valleys that cannot be reproduced at this price point in any

    Jeff Gardner Corcoran MH, LLC

    292 Sander Rd, Jeffersonville, NY 12748
  • /29

    $995,000

    • 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
  • /42

    $899,000

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

    145 Likel Rd, Jeffersonville, NY 12748

    Ursa Manor is a charming, historic property built in 1909, originally serving as a boarding house for weary city travelers until the 1950s. The house is currently configured with six bedrooms and 3 bathrooms, plus additional rooms being used as a library, playroom, and offices, offering versatile living and working spaces. In its heyday, Sullivan County was a sought-after summer retreat from New

    Erik Freeland Country House Realty Inc

    145 Likel Rd, Jeffersonville, NY 12748
  • /38

    $650,000

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

    57 Old Taylor Rd, Jeffersonville, NY 12748

    Tucked along a sleepy country road, surrounded by old farms and open skies, this modern makeover brings a bold twist to a classic home. Born in 1960 with midcentury bones, this home’s had a stylish glow-up—think vintage soul with a contemporary designer’s eye. Step through a sleek glass entryway into an airy, light-filled interior where tall casement windows and rich pine floors create a

    Kayla Camstra Anatole House LLC

    57 Old Taylor Rd, Jeffersonville, NY 12748
  • /47

    $725,000

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

    202 Behr Rd, Jeffersonville, NY 12748

    Classic Country Charm on 10.16 Acres in Jeffersonville, NY.Discover a peaceful retreat in the heart of Sullivan County. This beautifully maintained 3-bedroom, 2.5-bath home offers approximately 1,568 sq/ft of living space and sits on an expansive 10.16-acre parcel—the perfect blend of comfort, privacy, and wide-open space.Built in 1981, the home offers timeless character with thoughtful

    Mary Jones Rural Connection Inc.

    202 Behr Rd, Jeffersonville, NY 12748
  • /30

    $599,000

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

    231 Boband Rd, Jeffersonville, NY 12748

    Nestled into a picturesque hillside between the sleepy hamlets of Youngsville and Jeffersonville NY, Blue Hill is a turnkey, peaceful getaway just two hours from NYC. Every room is thoughtfully designed to take advantage of natural light and beautiful surroundings. From the spacious, wraparound deck, you enter the home into the well-appointed kitchen, featuring shaker style-cabinets and

    Megan Kinealy-Hill Country House Realty, Inc.

    231 Boband Rd, Jeffersonville, NY 12748
  • /26

    $689,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    377 Hubert Rd, Jeffersonville, NY 12748

    In a quiet corner of the Western Catskills, sits Woodsview Hideaway, a stylish modern retreat. Designed with an eye towards maximizing the enjoyment of the surrounding landscape, this beautiful home in Jeffersonville, NY is brand new and move-in ready for its first owners. The entranceway offers a convenient coat closet and guides you into the sleek and spacious kitchen. Modern flat front black

    Megan Kinealy-Hill Country House Realty Inc

    377 Hubert Rd, Jeffersonville, NY 12748
  • /49

    $984,000

    • 3 Beds
    • 2.5 Baths
    • 2,416 Sq Ft

    99 John Deitz Rd, Jeffersonville, NY 12748

    This mountaintop contemporary sits on 15 private acres with unparalleled views of the western Catskills, miles of hills and valleys, and an expansive, rolling lawn.Backed up by woods, residents enjoy all the privacy and solitude of a house hidden amongst the peaks of the Sullivan County mountains. In addition, the property features two large, spring-fed ponds with a constant flow of water

    John Ducey Keller Williams Hudson Valley

    99 John Deitz Rd, Jeffersonville, NY 12748
  • /50

    $979,000

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

    281 Hubert Rd, Jeffersonville, NY 12748

    This is the one you've been waiting for—a true private luxury retreat nestled on 6.89 acres of pristine, sweeping mountain-view land in the heart of the Catskills. Designed for both relaxation and grand entertaining, this stately 4-bedroom, 2-bathroom home spans 2,900 square feet of light-filled, open-concept living space.Step into the newly designed chef’s kitchen—an entertainer’s

    Dominique Jenkins Keller Williams Hudson Valley

    281 Hubert Rd, Jeffersonville, NY 12748
  • /37

    $995,000

    • 4 Beds
    • 2 Baths
    • 4,000 Sq Ft

    301 & 305 Hust, Jeffersonville, NY 12748

    Remarkable 84-Acre Historic Estate Step into history with this extraordinary 84-acre 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

    Diane Butler Diane C. Butler

    301 & 305 Hust, Jeffersonville, NY 12748
  • /29

    $749,000

    • 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

    Diane Butler Diane C. Butler

    495 Swiss Hill Rd N, Jeffersonville, NY 12748
  • /35

    $299,900

    • 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

    493 Old Taylor Rd, Jeffersonville, NY 12748
  • /20

    $155,000

    • 2 Beds
    • 1 Bath
    • 560 Sq Ft

    24 Lovett Ln, Jeffersonville, NY 12748

    Charming 2 bedroom new listing, thoughtfully built from the ground up with attention to every detail. This home boasts a range of updated features, including brand-new appliances, modern bathroom, new siding, fresh flooring, updated paint, and stylish wood cedar roof and lighting decor with tons more. Additionally, a newly constructed wood porch graces both the front and rear, adding to the

    Sean Walker Keller Williams Realty

    24 Lovett Ln, Jeffersonville, NY 12748
  • /49

    $949,000

    • 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
  • /5

    $295,000

    • Land
    • 32 Acres
    • $9,321 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
  • /40

    $459,000

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

    5090 State Route 52, Jeffersonville, NY 12748

    *****ACCEPTED OFFER 8/25/2025************Welcome to small town living at its best. This vintage home with period accents offers 4 large bedrooms and 2 full bathrooms. Enter from the front covered porch into a formal living room on one side and dining room on the other. This center hall colonial home is rich with history and charm, warmth and potential. Upstairs offers those four large bedrooms

    Jennifer Dwan Payne Team LLC

    5090 State Route 52, Jeffersonville, 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, 12791, 12723 and 12766.
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