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$625,000
1044810 MLS
Endless possibilities on 6.36± acres in Jeffersonville, NY. Located just moments from State Route 52, this prime commercial property features a large distribution size warehouse and a separate detached office/workspace building. It can easily be configured into three or more separate leased units to maximize your return on investment. The main warehouse can be split into two distinct rental spaces each with their own private entrance. The back half was previously set up as a dog daycare with a fenced yard. The office/workspace includes a functional shop, office, bedroom, and full bathroom. The property has an expansive parking lot with tons of room to build out, expand, or maneuver large vehicles. Whether you want to launch, expand, or house multiple businesses, this versatile creative space is ready for your vision!

290 Jeffersonville North Branch Road, Jeffersonville

$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

$950,000
5 Beds 2 Baths 1040100 MLS
Exceptional 33-Acre Equestrian Farm with Income Potential We are proud to present an incredible opportunity to own your very own equestrian farm with substantial income-producing potential. Welcome to Stone Wall Farm, a successful and well-established horse property situated on approximately 33 beautiful acres, just outside the sought-after hamlet of Jeffersonville. The impressive main barn is designed with both horse care and business operations in mind, featuring 18 spacious stalls and an incredible indoor riding arena, allowing for year-round use. The property offers numerous opportunities to generate income through horse boarding, riding lessons, training, clinics, events, and other equestrian activities. Adding even more versatility is the farm’s original barn, with the capacity to accommodate up to 15 additional horses or other livestock. The property is exceptionally well equipped with large established paddocks, an outdoor riding arena, workshop, equipment barn, manure barn, bulk feed bin, and existing hay contracts available if desired. The on-property trails wind through the acreage and alongside the picturesque creek that flows through the farm, creating a beautiful setting for horseback riding and enjoying the surrounding countryside. Completing the property is a spacious five-bedroom, two-bath residence featuring an inviting open-concept kitchen and living area—perfect for an owner/operator, farm manager, or anyone looking to enjoy the equestrian lifestyle right outside their front door. Whether you’re looking to operate an established boarding and equestrian business, expand a training or lesson program, create an event-based horse property, or simply enjoy your own private farm, Stone Wall Farm offers the acreage, infrastructure, and versatility to make it possible. A rare opportunity to own a turnkey equestrian property combining business potential, country living, and 33 acres of beautiful land in a desirable Catskills location.

139 Callicoon Center Road, Jeffersonville

$199,000
2 Beds 1 Baths 1039198 MLS
Enjoy peaceful country living with this ranch-style single-wide manufactured home situated on 4 beautiful acres of cleared land along a scenic country road. Offering 2 bedrooms, 1 full bath, and a bonus room, this property combines comfortable one-level living with exceptional outdoor space and multiple outbuildings. Inside, you'll find a welcoming living room, dining area, galley-style kitchen, and a large primary bedroom. A pellet stove provides warmth and cozy country charm, while an in-home washer and dryer add everyday convenience. French doors lead to the back deck, creating an easy connection between the indoor and outdoor living spaces. A covered patio provides plenty of room for relaxing, entertaining, or simply taking in the peaceful surroundings. The 4-acre property is a standout feature, with expansive cleared grounds and two ponds that add to the picturesque setting. There's plenty of room for gardening, recreation, or simply enjoying your own private piece of the countryside. For those needing garage, hobby, or workspace, the property offers excellent options. One garage features electric and a forced-air heater, providing a comfortable space for vehicles or projects throughout the year. A separate workshop/garage is also equipped with electric and multiple outlets, making it ideal for a workshop, storage, hobbies, or additional garage space. A 10kw standby Generac Generator is included. Close to Bethel Woods (original Woodstock Festival Site, Catskills Resort Casino, fishing, lakes, rivers and shopping.

290 Behr Road, 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

$649,000
3 Beds 2 Baths 1025090 MLS
Built in 2023 and set on 2.87 acres with a mountain view, this 3-bedroom, 2-bath home offers the benefits of new construction without the work that typically follows. Since completion, the property has been professionally graded and landscaped, evergreen trees have been planted, and a hot tub has been added, creating an established setting from day one. Inside, 1,370 square feet of bright, open living space features vaulted ceilings, oversized windows, wide-plank flooring, a wood-burning fireplace, and a spacious kitchen with Samsung appliances and a large center island. Sliding doors open to an elevated deck overlooking the backyard and surrounding hills. The primary suite includes a freestanding soaking tub, glass-enclosed shower and a large picture window. A full 1,370-square-foot walkout unfinished basement offers excellent potential for future living space, recreation, or storage. Just 3 minutes from Jeffersonville, with easy access to Sullivan Sundries, Ratty Books, Bloom Coffee, local dining, and the Delaware River, the home is equally suited as a full-time residence, weekend getaway, or investment property. With approximately $95,000 in Airbnb revenue generated since 2023 and furnishings available separately, it offers a rare turnkey opportunity in one of Sullivan County's most desirable locations. Under 2 hours to NYC.

12 Durr Road, Jeffersonville

$450,000
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

$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

$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

$349,900
1010751 MLS
Discover the perfect setting for your dream home, country getaway, or recreational retreat on this beautiful 35± acre property in Western Sullivan County. A gentle rise in elevation creates stunning bucolic views and offers multiple ideal building sites to take advantage of the picturesque landscape. Featuring a wonderful blend of open meadows and wooded areas, the property is rich in character and natural beauty. Abundant wildlife makes it an excellent choice for nature enthusiasts, hunters, or anyone seeking a peaceful escape. Mature deciduous and evergreen trees, berry bushes, wildflowers, and ferns create a magical setting that changes beautifully with the seasons. Conveniently located near the villages of Jeffersonville and Callicoon for shopping, dining, and local charm. Enjoy easy access to the Delaware River for fishing, rafting, and outdoor recreation, as well as world-class entertainment at Bethel Woods Center for the Arts. Nearby lakes, boating, skiing, hiking, and countless outdoor activities make this an exceptional four-season destination. Whether you're looking to build, invest, or simply escape to the countryside, this remarkable property offers endless possibilities. Embrace the country lifestyle and make this special piece of Sullivan County your own. Two large warehouses and a scenic pond on an additional contiguous 5-acre parcel are also available for purchase, creating an exceptional opportunity for agricultural use, business expansion, storage, or the ideal live-work lifestyle. This versatile offering provides ample space for equipment, operations, hobbies, or a home-based enterprise, all in a beautiful rural setting.

TBD Jeffersonville North Branch Road, Jeffersonville

$849,900
1007322 MLS
With more than 15,000 square feet of space, acreage, and three-phase electric, these two connected clear-span buildings present an exceptional opportunity. Located in Sullivan County just two miles from State Route 52, the property is offered with 5 acres and the option to purchase an additional 35+/- additional acres, an impressive and flexible package. Warehouse properties of this size and versatility rarely come to market. Situated in a rural agricultural setting, this property is ideal for farmers, manufacturers, contractors, storage operations, woodworkers, machinists, light industrial uses, and a variety of commercial ventures. It also offers potential for a live/work commercial-residential arrangement. The buildings are perfectly configured for woodworking, manufacturing, warehousing, equipment storage, and other business operations. The gently sloping land features a pond that can serve as a valuable water source for safety and operational needs. Ample parking, extensive road frontage, and easy ingress and egress make the property highly functional, with plenty of room to accommodate tractor-trailers and other large vehicles. Whether you're expanding an existing business or launching a new enterprise, this unique property offers the space, infrastructure, and flexibility to help your vision grow.

295 Jeffersonville North Branch Road, 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

$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

$549,000
4 Beds 3 Baths 982657 MLS
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.

4741 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! Businesses in building not included in sale.

5013 State Route 52, Jeffersonville

$825,000
7 Beds 6 Baths 805995 MLS
Majestic Grand Lady from days gone past. Started life as a 20 room boarding house, 1 bdrm guest house & dairy farm & in the 1960's the main building was turned into 5 apartments, 1-2 bdrm, 1 studio, 1 efficiency & 2- 1 bdrm. Also 9 bedrooms on the third floor but there is no heat or plumbing on that floor. Scenic views abound on the 47+ acre farm with over 30 acres of fertile pasture land, apple orchard, pond potential, 4 wells, springs. Dependable tenants some there almost 20 years. Extra 1.7 acre lot with productive well included. Taxes reflect Star & Agricultural exemptions. Recent upgrades- new 99% efficient Riello furnace, hot water heater, some electric upgrades & some exterior painting. Included some recent Northern lights picture taken by a tenant!!! Potential of $14,400 a year for owners apartment not included in income total.

354 E Hill Road, 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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