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Jeffersonville, NY Homes for Sale with Garage

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  • /18

    $289,000

    • 3 Beds
    • 1.5 Baths
    • 1,492 Sq Ft

    5030 State Route 52, Jeffersonville, NY 12748

    A true Jeffersonville original, thoughtfully prepared for its next chapter. Set along the banks of the gentle brook, this 1930 Craftsman has been carefully gutted, offering a rare opportunity to restore a home with authentic character while bringing your own vision to life.Originally built by the owners of nearby Kohler Lumber, the home still showcases many of its original Craftsman details,

    Agent Photo

    Edward Rabon

    Compass Greater NY, LLC

    5030 State Route 52, Jeffersonville, NY 12748
  • /46

    $850,000

    $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,754 Sq Ft

    99 John Deitz Rd, Jeffersonville, NY 12748

    Perched atop a scenic mountain setting on 15.5 secluded acres, this contemporary country home offers sweeping panoramic views of the western Catskills, overlooking endless rolling hills, valleys, and open countryside. Surrounded by expansive lawns, professional landscaping, and mature woods, the property provides exceptional privacy and a peaceful setting in the heart of Sullivan County. A

    Agent Photo

    Christine Vande Vrede

    Chapin Sotheby's Intl Rlty

    99 John Deitz Rd, Jeffersonville, NY 12748
  • /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
  • /36

    $549,000

    $20K 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
  • /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
  • /34

    $650,000

    $25K PRICE DROP
    • 2 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
  • /26

    $195,000

    $30K PRICE DROP
    • 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
  • /45

    $460,000

    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft

    5089 State Route 52, Jeffersonville, NY 12748

    Discover an exceptional opportunity in the charming hamlet of Jeffersonville, New York, where location, lifestyle, and investment potential come together on one remarkable property. This beautifully maintained 3-bedroom, 2-full-bath split-level home offers comfortable living with room to grow, all nestled along the banks of the famed Callicoon Creek. Step inside to find a warm and inviting

    Dawn Payne PAYNE TEAM LLC

    5089 State Route 52, 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

    $389,000

    $10K PRICE DROP
    • 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
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