Jeffersonville Homes under $400,000

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Newest Jeffersonville Homes under $400,000

$399,000

3 Beds ⋅ 3 Baths ⋅ 1050777 MLS

A one-of-a-kind property offering a unique opportunity. This 3-bedroom, 3-bath chalet, built in 2004, is surrounded by mature woods, offering privacy and a peaceful setting while remaining close to everything Jeffersonville and Callicoon have to offer in the Western part of Sullivan County. Inside, dramatic floor-to-ceiling windows and vaulted ceilings create an impressive sense of space, while knotty pine accents and hardwood floors add warmth and character. The open-concept kitchen features an expansive island, making it the perfect gathering space. The first floor offers a spacious bedroom with walk-in closet, full hallway bathroom with laundry, and a library/flex room. Upstairs, you'll find a unique loft overlooking the main living area, a spacious hallway bathroom, a versatile nook perfect for a home office or workout space, and two additional bedrooms, including the primary suite with walk-in closet and private ensuite bathroom. The finished basement provides additional space not included in the listed square footage, giving you even more room for recreation, hobbies, a home office, guest quarters or more. Plus there's unfinished space for storage too. Outside, enjoy a wraparound deck, above-ground pool and new carport. The paved driveway leads to the home, while the property offers front, back and side yard space surrounded by mature trees for a private setting. PLUS there's more to this offering...the residence is part of a larger property opportunity that includes additional commercial properties, creating possibilities for buyers looking for something beyond a traditional residential purchase. Additional information regarding the larger offering is available upon request. Located within the Sullivan West School District and conveniently close to Jeffersonville and Callicoon, you'll be near local restaurants, shops, recreation and all that Western Sullivan County has to offer. Come see what makes this property truly unique!

5286 State Route 52, Jeffersonville

$189,000

2 Beds ⋅ 1 Baths ⋅ 1048789 MLS

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.

80 Swiss Hill Road N, Jeffersonville

$289,000

3 Beds ⋅ 2 Baths ⋅ 1028969 MLS

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, complemented by significant improvements already completed—including a new roof, new windows, fresh exterior paint, and updated mechanical systems—allowing you to focus on creating the interiors you've always imagined. Start your mornings with coffee on the charming riverstone front porch, spend crisp Catskills evenings gathered around the original wood-burning fireplace, and let the home's historic bones inspire what's next. A half bath off the kitchen presents an easy opportunity for expansion, while the original wood paneling upstairs adds warmth, texture, and timeless craftsmanship that simply can't be replicated. Outside, a detached two-car garage provides ample storage for outdoor gear, workshop space, or weekend projects. The backyard gently meets a brook, creating the kind of peaceful waterfront setting that defines life in the Catskills—whether it's quiet mornings by the water, cooling off on warm summer afternoons, or simply enjoying the soundtrack of a flowing creek. Just minutes from the heart of Jeffersonville's beloved shops, cafés, and local favorites, this is a rare chance to breathe new life into a classic Catskills Craftsman and create a home that feels both deeply rooted in history and distinctly your own.

5030 State Route 52, Jeffersonville

$329,900

5 Beds ⋅ 3 Baths ⋅ 1029060 MLS

Diamond in the rough. Main house has been used as a two family in years past, building at back of property has one 3 bedroom, one bath apartment and the other apartment has been started but not completed. This property consists of 15 +- acres located in the RB district in the town of Callicoon, which means several possibilities for development including gas station. The East branch of the Callicoon creek weaves through the back of the property, large amount of open ground including an abundance of road frontage.

4369 State Route 52, Jeffersonville

$325,000

4 Beds ⋅ 2 Baths ⋅ 1021280 MLS

Some streets just have a feeling, and Chapel Street is one of them. Towering shade trees and classic homes line this beloved street in the Village of Jeffersonville, welcoming you to a timeless Victorian ready for its next chapter. Step inside to discover four bedrooms, two full bathrooms, and beautiful hardwood floors that speak to the craftsmanship of another era. Every room offers the opportunity to blend historic charm with your own personal style, creating a home that's uniquely yours. Outside, the magic continues. Gather around the outdoor fireplace on crisp Catskills evenings, host friends in the spacious backyard, or simply enjoy the peaceful surroundings beneath the mature trees that make this property so special. Living here means more than owning a beautiful home; it's becoming part of one of Sullivan County's most vibrant village communities. Visit local craft fairs, shops, and community events, then spend your weekends exploring the mountains, lakes, farmers' markets, and endless outdoor adventures that make the Catskills such a treasured place to call home. If you've been searching for character, charm, and the chance to create something truly special, your story begins here on Chapel Street.

8 Chapel Street, Jeffersonville

673 Hessinger And Lare Road, Jeffersonville

$220,000

3 Beds ⋅ 2 Baths ⋅ 1013859 MLS

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 evenings surrounded by nature. With over four acres, the property offers ample space for gardening, recreation, pets, gatherings, or simply enjoying the peaceful setting. Outdoor enthusiasts will love the location, with convenient access to the Delaware River area, Callicoon, and Roscoe. Nearby attractions include fly fishing, river activities, hiking, scenic drives, local shops, and a variety of well-loved restaurants throughout the region. Whether you are looking for a full-time residence, weekend getaway, or Catskills-area retreat, this property offers the combination of usable acreage, natural beauty, and proximity to recreation that makes country living so appealing.

673 Hessinger And Lare Road, Jeffersonville

$389,000

3 Beds ⋅ 2 Baths ⋅ 999068 MLS

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 the Kohler family, founders of the neighboring Kohler Lumber business, this exceptional home has been lovingly cared for by only three families throughout its history. Timeless craftsmanship and original architectural details remain beautifully preserved, including hardwood floors, rich wood trim, custom built-ins, and handsome cabinetry throughout the home. Enter through the inviting eat-in kitchen, complete with generous pantry storage and a sun-filled breakfast nook perfect for casual dining. The kitchen flows into a formal dining room featuring elegant French doors and built-in cabinetry, creating an ideal setting for entertaining and gatherings. The spacious living room is highlighted by a large picture window and a cozy propane fireplace. Just off the living area is a delightful office nook, currently used as a creative space for painting and music, offering flexibility for work or hobbies. Completing the main level is a convenient half bathroom and a versatile bonus room connecting the home to the garage. This flexible space could serve as a guest room, recreation area, or mudroom. Upstairs, you will find three comfortable bedrooms and a full bathroom. Both guest bedrooms offer ample closet space, while the primary bedroom features both a large closet and a substantial built-in wardrobe for additional storage. Additional features include a full unfinished basement with a wine and root cellar, as well as a large attic space above the garage complete with a cedar-lined closet for long-term storage. Thoughtfully maintained over the years, the home has seen important mechanical updates, including improvements to the boiler, fuel tank, and water system. Kohler Craftsman presents a rare opportunity to own a historic home filled with warmth, character, and enduring craftsmanship while beginning the next chapter of its story.

5026 State Route 52, Jeffersonville

$349,900

3 Beds ⋅ 2 Baths ⋅ PAMC2175758 MLS

Craftsman style Cape in need of TLC and being sold in "As-Is" condition. Nice location and situated on quaint street with tall shade trees & great location, this expansive single enjoys tons of old world charm with a full length enclosed porch, large living room & traditional dining room. The main level also features a sizeable 1st floor bedroom, full bath, and kitchen. The upper level offers two (2) large bedrooms, multiple closet/storage areas, laundry hook-ups and half bath! The home has thermal window updates, updated roof (approx. 2015), and efficient 4-zone mini-split system (installed approx. 2021). In the basement is an additional laundry hook-up as well ample bonus storage space! Home is situated on a .21 acre lot with detached garage and off-street private parking aside garage for 3 vehicles. Home is convenient to major routes, restaurants & shopping, and just minutes to the Schuylkill River Trail - call & schedule your visit today!

1924 Juniata Rd, Jeffersonville

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