Jeffersonville Homes with Private Parking features

Welcome to Jeffersonville, New York – a hidden gem nestled in the picturesque Sullivan County. Known for its charming small-town atmosphere and stunning natural beauty, Jeffersonville offers a delightful blend of modern amenities and rustic charm. With the Catskill Mountains as a backdrop, this vibrant community is perfect for those seeking a peaceful retreat or an adventurous lifestyle.

Jeffersonville is rich in history and character, boasting a variety of local shops, cozy cafes, and inviting restaurants that reflect the warmth of its residents. The town is also home to several community events throughout the year, fostering a strong sense of belonging among its residents. Whether you’re enjoying a summer festival or a winter holiday celebration, you’ll quickly find that Jeffersonville is a place where neighbors become friends.

For those considering making this enchanting town their home, you’ll be pleased to discover a range of beautiful properties featuring private parking. These homes offer the convenience and security that today’s homeowners desire, allowing you to park your vehicle right at your doorstep. Imagine returning home after a day of exploring the scenic trails or enjoying a day on the water, knowing that your vehicle is safely parked just steps away.

With its idyllic setting, welcoming community, and homes equipped with private parking, Jeffersonville is truly a wonderful place to call home. Whether you’re looking for a cozy cottage or a spacious family residence, Jeffersonville has something to offer everyone. Come explore this charming town and discover the perfect place for your next chapter!

Newest Jeffersonville Homes with Private Parking features

$460,000

3 Beds ⋅ 2 Baths ⋅ 1027722 MLS

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!

5089 State Route 52, Jeffersonville

$649,000

895947 MLS

Commercial building approximately 6,896 Sq.Ft with large, level, and paved loading access to State Highway Route 52. Located in Jeffersonville, NY, building offers 3 commercial units plus 1 residential apartment. Unit 1 is currently used as an auto body repair/painting shop. Unit 2 is an insurance office. Unit 3 is a vacant store front. Unit 4 is the second floor residential 3 bedroom 1 bath apartment. Apartment has a nice sunporch to enjoy outdoor entertainment. Building has been nicely updated with newer roof, exterior painting and heating units. High visibility here, as NY State Route 52 is the access and the Village of Jeffersonville is one quarter mile away. This is a real estate only offering, but the auto body repair shop has been in this location for decades and is available for an additional sale. Set in the heart of the Western Sullivan Catskills, 2 hours from New York City, level paved access for unloading large trucks, lots of parking-the commercial potential is endless!

5013 State Route 52, Jeffersonville

$478,000

4 Beds ⋅ 2 Baths ⋅ H6330947 MLS

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

301 & 305 Hust, Jeffersonville

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