Jeffersonville Homes with Parking Lot Parking features

Jeffersonville Homes with Parking Lot Parking features

Welcome to Jeffersonville, a hidden gem nestled in the picturesque Sullivan County of New York. This charming village, steeped in rich history and surrounded by stunning natural beauty, offers a unique blend of small-town warmth and modern conveniences. With the Delaware River flowing nearby and the breathtaking Catskill Mountains as a backdrop, Jeffersonville is a haven for outdoor enthusiasts and those seeking a tranquil lifestyle.

The community is known for its friendly atmosphere, vibrant local businesses, and a strong sense of community spirit. Residents enjoy a range of recreational activities, from hiking and fishing to exploring the quaint shops and delightful eateries that dot the main street. Jeffersonville also hosts various seasonal events, fostering a close-knit community where neighbors become friends.

When it comes to real estate, Jeffersonville boasts a variety of charming homes that cater to diverse lifestyles. Many properties come equipped with convenient parking lot features, ensuring that your vehicles are safe and easily accessible. This is particularly advantageous for families or those who enjoy hosting gatherings, providing ample space for guests to park and enjoy your hospitality without the hassle of street parking.

Whether you’re looking for a cozy cottage, a spacious family home, or a weekend retreat, Jeffersonville offers a welcoming environment where you can create lasting memories. Come discover the unique charm of this delightful village and find your perfect home with the added convenience of parking lot parking. Jeffersonville is not just a place to live; it’s a place to thrive!

Newest Jeffersonville Homes with Parking Lot Parking features

$1,025,000
1042947 MLS
Truly Unique Live-Work-Investment Opportunity...Nearly 8 Acres, 3 Buildings & Endless Possibilities! Rarely does an opportunity like this come to market! Set on 7.99 acres across multiple parcels, this one-of-a-kind property offers a spacious residential chalet plus two separate commercial buildings, creating an incredible opportunity for an owner-operator, investor, entrepreneur, or someone looking to combine home and business all in one location. The 3-bedroom, 3-bath chalet, built in 2004, is tucked beyond the commercial buildings and surrounded by mature woods, offering privacy and a peaceful residential setting while remaining conveniently close to the businesses. Inside, you'll find dramatic floor-to-ceiling windows, vaulted ceilings, knotty pine accents, hardwood floors, an open-concept kitchen with an expansive island, and a finished basement providing additional flexible space not included in the listed square footage. A wraparound deck, above-ground pool and new carport add to the outdoor appeal, with a paved driveway leading to the home. The two commercial buildings sit on approximately 2 acres with their own separate access and paved driveway. The first is an established dog boarding, daycare, grooming and retail facility, updated in 2021 and thoughtfully designed for a variety of pet-care uses. Features include a reception area, laundry facilities, grooming room, office, bathroom, retail space, camera system, covered outdoor runs, indoor/outdoor runs, play yard, parking and a dedicated cat area. The existing operation offers an opportunity for someone to continue the business, establish their own pet-care venture, expand services, or utilize the building for another permitted commercial use. The second commercial building is a two-story, approximately 2,800-square-foot building, built in 2008. The business currently operating there is not included in the sale, but the building itself offers tremendous potential for a variety of commercial uses, subject to zoning and approvals. With its size, layout and separate commercial setting, there may also be potential to explore alternative uses, including residential conversion, subject to municipal approval. Whether you're looking to live where you work, operate multiple businesses, generate rental income, create a compound, or explore an investment opportunity, this property offers a combination that is exceptionally hard to find. One property. Three buildings. Nearly 8 acres. Countless possibilities. Bring your vision and take advantage of this unique opportunity! Sullivan West School District & close to everything Jeffersonville & Callicoon have to offer!

5296 State Route 52, Jeffersonville

$389,000
3 Beds 1 Baths 989485 MLS
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.

4929 State Route 52, Jeffersonville

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