14

Jeffersonville, NY Homes for Sale with Acreage

Section Image Section Image
  • /36

    $459,900

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

    807 Swiss Hill Rd N, Jeffersonville, NY 12748

    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 that hosts a primary bedroom w/ a full

    Agent Photo

    Dawn Curreri

    EAGLE VALLEY REALTY

    (845) 576-9694

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

    Compass Greater NY, LLC

    (845) 713-8341

    165 Boband Rd, Jeffersonville, NY 12748
  • /35

    $735,000 Open Sun 1PM - 2:30PM

    • 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
  • /30

    $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

    $649,000

    • 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
  • /24

    $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
  • /50

    $945,000

    • 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
  • /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
  • /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
  • /44

    $336,000

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

    242 Callicoon Center Rd, Jeffersonville, NY 12748

    BACK ON THE MARKET (buyers couldn't sell their home)! . . . WOW! Where else are you going to find this type of property in the majestic Catskills for this price?! Unique & eclectic chalet/cape style home with 3 bedrooms, 2 1/2 bathrooms, a huge & usable walkout basement/lower level, a 600 square foot detached garage/workshop built in 2021, lots of decks, patios & balconies, a hot tub, AND a

    Dean Diltz Keller Williams Realty

    242 Callicoon Center Rd, 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
    • 31.65 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
How to Buy a Home How to Finance a Home How to Sell a Home