Courtesy: Payne Team LLC
845-649-1720
Opportunity Knocks in the Heart of the Catskills! 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 layout, complemented by a fully finished lower level perfect for a family room, home office, recreation space, or guest quarters. Outside, a spacious deck overlooks an expansive backyard that gently stretches to over 100 feet of pristine Callicoon Creek frontage. Imagine relaxing by the water's edge, casting a fishing line, cooling off with a refreshing splash, or simply enjoying the peaceful sounds of one of Sullivan County's most treasured waterways. Multiple sitting areas along the creek create your own private outdoor retreat. Adding even more value is a separate two-car garage situated on its own deed, offering an extraordinary opportunity. With two separate deeds, the garage parcel is buildable for an additional residence (subject to municipal approvals), making this a rare offering for homeowners, investors, developers, or those seeking a multigenerational compound. Perfectly located, you're just a short stroll to the quaint shops, restaurants, and cafés of downtown Jeffersonville, while world-class entertainment at the Bethel Woods Center for the Arts—the legendary site of the original Woodstock festival—is only minutes away. Whether you're searching for a full-time residence, weekend getaway, investment property, or a chance to build while enjoying an existing home, this unique offering delivers endless possibilities. Live in one. Build on the other. Invest in your future. Properties with this combination of creek frontage, separate buildable parcel, prime location, and limitless potential are incredibly rare. Don't miss this golden opportunity—schedule your private showing today before someone else answers the call!
Courtesy: Catskills Home Services
845-397-7768
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 convenient location just moments from the shops, restaurants, and amenities of Main Street in Jeffersonville. Combining waterfront living with unbeatable access to town, this property offers a rare and highly desirable setting. The main level features a spacious living room with original hardwood floors, creating a warm and inviting atmosphere. The renovated kitchen blends modern conveniences with carefully restored period details and includes a large pantry closet for additional storage. Also on this level are a generously sized bedroom and an updated full bathroom with a bathtub. Upstairs, you'll find two additional bedrooms and a versatile home office, ideal for remote work or flex space. The unfinished basement offers a dedicated laundry area and abundant storage space. The outdoor space is a true highlight of the property. Relax with friends on the covered front porch or enjoy your morning coffee on the rear deck overlooking the sights and sounds of the rushing creek. The spacious backyard provides ample room for recreation, gardening, or simply unwinding in a peaceful natural setting. Whether hosting guests, dining outdoors, or enjoying quiet evenings by the water, you'll appreciate the unique creekside setting and exceptional outdoor living opportunities this property offers. The property benefits from shared use of a portion of the neighboring store’s paved parking lot, providing ample off-street parking for residents and guests. An oversized detached garage offers additional parking, storage, or workshop space. Convenient shopping, dining, and everyday amenities abound along Main Street including Peck’s Supermarket, Jeffersonville Bake Shop, Jeff’s Diner, Michelangelo’s Pizzeria, Tavern on Main, Cuppie Cake Desserts, Double D Sourdough, Carousel Ice Cream, Sullivan Sundries, Jefferson Pharmacy, and The Catskill Outdoorsman. Residents can enjoy the charm of a small-town setting while having a wide variety of services, restaurants, and local businesses right at their doorstep. Previously operated as a successful short-term rental, this versatile property offers excellent potential as an investment opportunity, weekend retreat, or full-time residence. Conveniently located within easy reach of New York City, it provides the perfect balance of small-town charm, waterfront enjoyment, and accessibility.
Courtesy: Modern Solutions Realty, LLC
347-978-2334
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 practical layout. A 2 car garage and easy main road access add everyday convenience. The home's accessible location means easy winter access without long winding driveways to maintain. You’ll enjoy a quick connection to main roads while still appreciating a peaceful sense of privacy from inside the home and from the backside of the home that feels like you're miles away from everything. This home is the perfect blend of comfort and style, making it an ideal retreat. Buy now and be in by summer. Start making unforgettable memories. Minutes from village of Jeffersonville's charming main street offering restaurants, shops and everyday essentials. Not far from Bethelwoods Performing Arts Center, Resorts World Casino and Kartrite Indoor Water Park. Buyer to do due diligence and verify all information.
Courtesy: Win Morrison Realty-K
845-339-9999
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 & Rt 7. Just ½ mile from center of town. Bones of the house are Good. TLC renovations needed. You can make your dreams come true here.
Courtesy: Diane C. Butler
845-482-2523
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 fields, a natural pond site, and tranquil wooded areas. The historic barn is a true architectural gem, boasting a cathedral ceiling, hand-hewn beams, original post-and-beam construction, and intact stalls—ideal for horses, events, or creative repurposing. This exceptional property presents limitless possibilities—whether as a private estate, boutique B&B, event venue, or retreat. A rare chance to own a beautifully preserved piece of American history with modern potential. Subject to final town board approval Additional Features: Additional 60 plus acres are available for 410,000 , also subject to final town approval Guest Quarters Heating: Oil (Above Ground) Parking: 2-Car Detached Garages
Jeffersonville is located in New York. Jeffersonville, New York has a population of 403. Jeffersonville is more family-centric than the surrounding county with 36.11% of the households containing married families with children. The county average for households married with children is 27.82%.
The median household income in Jeffersonville, New York is $63,125. The median household income for the surrounding county is $63,393 compared to the national median of $69,021. The median age of people living in Jeffersonville is 40.5 years.
The average high temperature in July is 79.9 degrees, with an average low temperature in January of 12.7 degrees. The average rainfall is approximately 49.6 inches per year, with 69.7 inches of snow per year.
