23

Jeffersonville, NY Homes for Sale

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  • /32

    $335,000

    • 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
  • /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
  • /34

    $395,000

    • 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 offers 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 sweeping views of the rolling hills from the living room and primary bedroom and the wrap around deck. It's a front row seat to all of nature's wonders and

    Agent Photo

    Edward Rabon

    Compass Greater NY, LLC

    (845) 581-7717

    165 Boband Rd, Jeffersonville, NY 12748
  • /42

    $599,000

    • 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

    Tammy Ierardi Malek Properties

    4741 State Route 52, Jeffersonville, NY 12748
  • /46

    $569,000

    • 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

    $895,000

    • 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
  • /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
  • /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
  • /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
  • /21

    $325,000

    • 3 Beds
    • 2 Baths
    • 2,184 Sq Ft

    5076 State Route 52, Jeffersonville, NY 12748

    Here is the perfect home from starter to retirement. This single story ranch has an attached garage, full basement, paved driveway, swimming pool, apple orchard, metal roof, and so many other features that truly make this home a no brainer for anyone looking of nice, clean comfortable living walking distance to downtown Jeffersonville. The interior is clean as a whistle with a nice open kitchen

    Travis O'Dell Land and Water Realty LLC

    5076 State Route 52, Jeffersonville, NY 12748
  • /50

    $299,000

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

    31 Erlemann Rd, Jeffersonville, NY 12748

    2 bedroom, 2 bath ranch home set on a level 1.5 acres surrounded by farmland, scattered woods and occasional houses. Serenity & privacy here!Inside find a custom stainless steel kitchen, oak cabinets, and gleaming quartz counter tops. You can see the large level yard from the garden window above the sink. The bathrooms are custom too - lavish tile and fine workmanship. The one bathroom has a

    Susan Busing Matthew J Freda Real Estate

    31 Erlemann Rd, Jeffersonville, NY 12748
  • /13

    $135,000

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

    787 Callicoon Center Rd, Jeffersonville, NY 12748

    Charming Mixed-Use Home in Callicoon CenterWelcome to this exceptional property located in the heart of Callicoon Center! Perfectly zoned for both residential and commercial use, this versatile home offers endless possibilities for living, working, or investing. Step inside to find an inviting open floor plan on both levels, creating a spacious and flexible layout ideal for modern

    Thelonious Johnson Hart & Johnson Realty

    787 Callicoon Center Rd, Jeffersonville, NY 12748
  • /9

    $225,000

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    80 Swiss Hill Rd N, Jeffersonville, NY 12748

    Single wide situated on a lovely 3 + acres in kenoza lake, close to the hamlet of jeffersonville. Nice country road to call home. Mobile needs work or you can remove and replace. The land is mostly flat, with mobile situated back from the road for privacy. Wooded towards rear giveing a great view. This could be well worth the effort for affordable housing.

    Ellie Hyde Century 21 Country Realty

    80 Swiss Hill Rd N, Jeffersonville, NY 12748
  • /27

    $429,900

    • 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
  • /34

    $750,000

    • 3 Beds
    • 2 Baths

    47 Hemmer Rd, Jeffersonville, NY 12748

    Welcome to 47 Hemmer Road - A Rare Find in Livingston Manor bordering Jeffersonville, Sullivan County Tucked away on a picturesque 3 bedroom and 2 bathroom, 2.76-acre parcel, this one-of-a-kind property blends rustic charm with modern potential. Set in the highly sought-after and serene countryside of Livingston Manor, this listing offers a unique combination of residential living, income

    Mendy Lipsker MENDY REALTY INC

    47 Hemmer Rd, Jeffersonville, NY 12748
  • /35

    $264,900

    • 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
  • /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
  • /50

    $1,750,000

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

    111 Jim Stephenson Rd, Jeffersonville, NY 12748

    It’s tempting to lead with the long list of amenities—heated pool, tennis court, wine cellar, guest house—but the true appeal of the Stephenson House lies in the grounded, gracious lifestyle it fosters. Set on 20 scenic Catskills acres, this 1890s yellow Victorian blends heritage charm and modern ease, from its romantic turret and wraparound porch to stone walls and sunlit meadows. The main house

    Jennifer Grimes Country House Realty Inc

    111 Jim Stephenson Rd, Jeffersonville, NY 12748
  • /44

    $324,000

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

    242 Callicoon Center Rd, Jeffersonville, NY 12748

    FULLY AVAILABLE! . . . 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 relaxation shed! NEW upgrades include main

    Dean Diltz Keller Williams Realty

    242 Callicoon Center Rd, Jeffersonville, NY 12748
  • /35

    $269,900

    • 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
  • /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

Frequently Asked Questions

What are the most popular zip codes in Jeffersonville, NY?
The most popular zip codes in Jeffersonville, NY include 12748, 12723, 12758, 12791 and 12766.
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