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$735,000
3 Beds ⋅ 2 Baths ⋅ 965578 MLS
There is new construction to make a quick buck, and there is new construction that is thoughtfully designed and pridefully constructed to create a home that can last a lifetime. This modern home with an elegant, rustic twist is certainly the latter and just what you are looking for if you want a home combining simplicity with soul. That blend is difficult to get right but here that marriage of modern simplicity with raw, authentic soul is absolutely perfected. You have a total of 3 beds and 2 full baths with a master suite that has a private bathroom and an extra-large walk-in closet. The open floor plan is ideal for entertaining friends without feeling congested. There are large Anderson glass windows and sliding doors with southwestern exposure leading to the full-length deck. Walking out on the deck to the setting sun with an evening beverage might be just what the doctor ordered to escape the fast-paced, obscure digital world, if even for just a moment. A full walk-out basement can easily be finished to create additional living space, should it be necessary. This is not some Home Cheapo construction; every finish and every detail was hand-picked from top brands to perfectly fit this curated masterpiece. You really won't want to miss an opportunity to make this place your own. Set on 5+ acres in an oak forest, you will have a feeling of community but with enough elbow room to feel privately secluded. Minutes to Callicoon, and less than a mile from the hospital, you have all the creature comforts you can ask for in a community where strangers still wave at each other, and people still smile as you walk past them on the street. This home is truly fitting for its location. Highly regarded as one of the best small towns in America, Callicoon, NY offers a historic main street with a thriving, year-round farmers market, vintage shops, and cafes. Whether it is food and drinks at the Creekhouse Grill, Seminary Hill Cidery, or the Black Walnut, a night at the movie theater, or a day at the famous tractor parade, you will feel it in your bones that this place is what life is really all about. Do not wait, schedule your showing today.

140 Country Road, Callicoon
$399,000
3 Beds ⋅ 2 Baths ⋅ 956107 MLS
Fully Updated Country Retreat. Nestled in the scenic countryside of Tusten, near Narrowsburg, this beautifully updated home offers a perfect blend of modern comforts and rustic charm. Situated on 5 private acres, this property is ideal for those seeking a serene escape with easy access to nature and local attractions. Inside, the home features 3 bedrooms and 1.5 baths, a spacious eat-in kitchen, and a cozy living room highlighted by stunning tongue-and-groove wood walls that exude warmth and character. Upstairs, a private sauna adds a luxurious touch—perfect for unwinding after a day of outdoor adventures. For outdoor enthusiasts, hobbyists, or those in need of versatile workspace, this property truly shines. A sportsman’s four-car garage with workshop provides ample room for vehicles, equipment, and projects, while an auxiliary building offers a large workspace with potential for a butcher shop or other creative uses. Located in Sullivan County, you’re just minutes from the Delaware River for kayaking, fishing, and hiking, as well as the vibrant arts and dining scene of Narrowsburg. Nearby Bethel Woods Center for the Arts—home of the legendary 1969 Woodstock Festival—adds to the area’s cultural appeal. Renovated in the 1980s, this unique property is a must-see for those seeking a country lifestyle with modern updates and endless possibilities.

37 Nober Strunk Road, Narrowsburg
$339,900
2 Beds ⋅ 2 Baths ⋅ 950345 MLS
Welcome home to this 2 bedroom country home with open concept that gives room for plenty of options. Located near many of the areas attractions, but privately set on your own 3.5 acres. House has country charm complete with a gas fireplace to help in the cold nights of winter or just create a nice atmosphere. Come and see for yourself, this could be just what you have been looking for.

807 Beaver Brook Road, Narrowsburg
$189,000
946124 MLS
Location Location Location. What a Great spot to build on this former 10 unit motel property. Motel ,house and out buildings removed and now the property is ready for your vision. Perfectly situated between Narrowsburg NY and Cochecton NY this area is loaded with amenities including farmers markets, the Delaware River for Recreation including rafting, kayaking and fishing, SoHo style shops and restaurants and Only approx.2 hrs. GWB ! Let your imagination soar and Build in the Catskills! Includes 3 lots totaling 5+ acres So Many possibilities with the proper permits for building cottages or a business venture along the scenic Delaware River. Just dreaming and come and view this spot before it's sold!

7584 N Route 97 S, Narrowsburg
$395,000
3 Beds ⋅ 1 Baths ⋅ 940651 MLS
Welcome to Brook House—your classic Catskills cabin reimagined. Step into the charm of the 1940s, refreshed with thoughtful modern updates, all tucked into a peaceful 5-acre woodland setting. This newly renovated retreat offers 3 inviting bedrooms, 1 stylish bath, and a large rear deck facing the brook and woods was designed for laid-back mornings, evening gatherings, and everything in between. Follow the sound of the babbling brook just beyond the cabin—a soothing backdrop that turns everyday living into a nature-infused escape. Inside, warm wood tones and rustic details blend seamlessly with today’s comforts, creating a timeless environment that feels both nostalgic and new. Perfectly positioned just minutes from Narrowsburg’s dining, shopping, and arts scene, and close to the Delaware River, this property offers that coveted balance of seclusion and convenience. Whether used as a personal retreat or a year-round residence, Brook House captures the essence of Catskills living: simple, stylish, and wonderfully serene.

4838 State Route 97, Narrowsburg
$125,000
4 Beds ⋅ 2 Baths ⋅ 938272 MLS
Attention investors and rehab buyers: discover a premier value-add opportunity in the highly sought-after Western Catskills market. This 4-bedroom, 2-bathroom single-family home offers approximately 1,738 square feet of potential, serving as a blank canvas for a creative redesign, full renovation, or high-yield rental conversion. Ideally located in the Hortonville/Callicoon area, this property features a serene creekside setting with tranquil water views visible directly from the backyard. Situated just minutes from the Delaware River and the vibrant amenities of downtown Callicoon—including the farmers market, local dining, and boutique shops—this location is a magnet for long-term residents and weekenders alike. Whether you are looking to execute a fix-and-flip, build equity through a refreshed resale, or expand your investment portfolio, this property offers the scale and location to maximize your ROI. Property is sold as-is; bring your vision to this diamond in the rough and capitalize on the growing demand for Callicoon real estate. MOTIVATED SELLER!!!

865 N Branch Hortonville Road, Callicoon
$379,000
3 Beds ⋅ 2 Baths ⋅ 937450 MLS
Versatile 9.2 acre retreat featuring a 3-bedroom, 2-bath ranch with spacious front and back decks. The full walkout basement provides livable space, plus room for storage. Two detached garages-one with an apartment above-plus a large shed, small barn and chicken coop provide additional storage and multi-use options. The apartment needs some finishing and includes a kitchen with stove and refrigerator, living room, bedroom and full bath. The property has great views and is a mix of open and wooded acreage. There is a second driveway with easy access to the wooded portion of the property. Another plus is that the location is only 1.1 miles to the entrance of Crystal Lake Wild Forest - a popular State Land destination offering year-round access to a beautiful pristine lake, hiking trails and hunting. This property is ideally situated just a short drive to Roscoe, Callicoon and the Delaware River.

292 County Road 93, Roscoe
$699,500
3 Beds ⋅ 2 Baths ⋅ 930169 MLS
Hello to "The Starry Sky House" your new construction "dream" home with clean lines yet so much warmth. This floor plan is open..inviting and allows easy gathering within. Hardwood flooring and soaring ceilings with so many windows bringing in nature and sunshine. The views will be magical during the winters with snow falling, Spring ..Summer and Fall will be filled with lush views..blooms...color and the smells of nature. The doors open to your deck..barbecue and lingering evenings with endless boundaries from home to nature. Lofted space overlooking the main living area. Open kitchen design invites you to create those recipes you've been holding onto. Around the corner from Narrowsburg, Jeffersonville and Callicoon walking towns.. filled with intriguing shops and restaurants. Drive up and grab the life you have heard so much about...and now it is finally YOUR turn! p.s. If you want to open your mind and immerse into the experience of new construction.. the process will amaze you ..this is your chance, the builder has some choices you can still make to make this home yours. The action, the fun, the smells of construction and whirling energy is addictive!!!

1114 County Road 114, Cochecton
$179,000
3 Beds ⋅ 1 Baths ⋅ 933748 MLS
Nestled in the peaceful countryside just seconds from the charming town of Youngsville, this cozy bungalow offers endless potential. Whether you're seeking a full-time residence or a relaxing weekend getaway, this home is the perfect opportunity to create your own retreat in the heart of Sullivan County. Step inside and imagine the possibilities — with a little TLC and vision, you can transform this classic bungalow into a warm and welcoming haven. The home features a comfortable layout and a decently-sized yard perfect for gardening, entertaining, or simply enjoying the fresh mountain air. Conveniently located, you’ll be just a short drive to Jeffersonville’s charming shops and restaurants, and only a scenic ride over Shandelee Mountain to Livingston Manor, known for its local markets, eateries, and outdoor adventures. Experience small-town living with easy access to everything the Catskills have to offer — all from this affordable, character-filled home ready for your personal touch. New well pump and fuel oil tank 2025. New roof 2020. New water heater 2023. Don’t miss your chance to bring new life to this hidden gem!

4178 State Route 52, Youngsville
$759,000
3 Beds ⋅ 2 Baths ⋅ 925634 MLS
Perched above the heart of Callicoon, this 1908 landmark stands as one of Sullivan County’s most captivating historic structures—a former schoolhouse whose legacy spans education, craftsmanship, and art. Over the decades, its grand proportions have sheltered classrooms, a dress factory, and a piano workshop—each chapter leaving its mark in the woodwork, wainscoting, and soaring ceilings that remain today. Now reimagined by artists, the building bridges eras with a rare blend of authenticity and modern livability. A bright three-bedroom, two-bath residence offers comfort and warmth with custom cabinetry, solid wood floors, and rich natural light. Beyond, the structure unfolds into vast and inspiring spaces: a 60-by-34-foot gymnasium with a 20-foot ceiling and stage; a luminous upper-floor dance studio spanning nearly sixty feet; art studios inspired by gigantic windows bringing in nature and sunlight, open workrooms, and a full stacked stone-foundation basement with walk-in access. At roughly 13,000 square feet on over an acre, the property invites both vision and versatility. Zoned for mixed use, it can evolve into a gallery and performance venue, a live-work compound, a wellness retreat, or a community hub. Every beam and window suggests possibility—every echo in the old gym reminds you that this building was made for voices, for movement, for gathering. Surrounded by ornamental trees and perennial gardens, and just a short stroll from Callicoon’s beloved cafes, the farmers’ market, and the Delaware River, 48 Upper Main offers both privacy and presence. It is that rare piece of architecture that feels both anchored in history and untethered in potential. Updated infrastructure includes a new metal roof and a new boiler (with a copper manifold that will inspire envy). A place where authenticity reigns, light abounds, and inspiration seems to gather naturally within the walls. 48 Upper Main Street isn’t just a building—it’s a living story waiting for its next author. Offering includes two tax parcels .89 acres and .25

48 Upper Main Street, Callicoon
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 920480 MLS
Once the home and studio space of an internationally renowned pop artist and print maker, this 92 acre property with three ponds, a vineyard, and a vast expanse of rolling hills begs to be explored. The original farmhouse was built in 1880 and has been lovingly maintained with plenty of original charm preserved. Two barns, three tiny houses and a green house complete this offering - each bringing something special to this unique compound. Enter The Farmhouse through the foyer to discover an open chef’s kitchen with a top-of-the-line 7 burner stove with convection oven, modern stainless steel appliances, and wine refrigerator – a dream for entertaining. The formal dining room overlooks a cozy sunken living area featuring a wood-burning fireplace and a wall of windows to create a warm and elegant setting. Upstairs you’ll find the large primary suite, a private sanctuary for rest and relaxation, complete with a soaking tub and walk-in shower. Two additional bedrooms and a full bathroom offer plenty of room for family and guests. An additional room on the first floor can be used as an office or another bedroom, and a laundry room, pantry, and half bath add to the home’s day-to-day functionality. Enjoy sunsets from the rock-paved sitting area outside the farmhouse overlooking one of the ponds, the greenhouse, and vineyard. The larger barn boasts impressively high ceilings, open space, and ton of natural light. Currently set up as an incredible art studio, this building could easily house a myriad of hopes and dreams. Upstairs offers an additional sitting area and outdoor deck with even more possibilities for finishing for guest overflow or entertaining space. Climb the ladder to the crow’s nest to discover stunning 360-degree views of the property and surrounding vistas. A smaller barn currently offers extra storage, and even more potential for expansion. Three Estonian Iglu tiny homes - each able to accommodate up to 4 people - encircle one of the property’s ponds and are already running seamlessly as vacation rentals. Two wood-fired Iglu saunas and a hot tub make this relaxing retreat enjoyable year-round. The expansive Shire property offers a world of possibilities from transforming into an event space or wedding venue, a private compound with space for everyone, or multi-faceted horse and agricultural property. Schedule a private tour to experience the beauty and history of The Shire – a rare gem that blends artistic legacy with natural splendor. This special property is conveniently close to Jeffersonville’s bustling main street with it's excellent restaurants and shopping, and a great seasonal farmer’s market. Within 10-15 minutes you will find the fun river towns that dot the Delaware like Callicoon and Narrowsburg, and you’re just a hop, skip, and jump away from Kenoza Hall. Approximately 2 hours to NYC.

5948 State Route 52, Kenoza Lake
$229,000
3 Beds ⋅ 1 Baths ⋅ 904758 MLS
Check out this charming colonial-style farmhouse with great curb appeal. This property also features a beautiful yard with a detached one-car garage as well as a small outbuilding. The home has two covered porches for great outdoor relaxing in all seasons. This home creates a sense of nostalgia once you step inside. The main level has a mud room/laundry room. galley kitchen, separate dining room and spacious living room with a fireplace. The primary bedroom is on this level with it's own fireplace and there is a second bedroom used as an office, plus a full bath. Upstairs leads to a large loft with several sleeping areas. Don't miss out on this special property located in Long Eddy and not far from access to the Delaware River.

66 Raspberry Park Road, Long Eddy
$70,000
2 Beds ⋅ 1 Baths ⋅ 895582 MLS
Bring your vision and tools to this promising fixer-upper with great investment potential. This home is in need of renovation but offers a solid starting point for the right buyer. Located near Brisco Lake, there is a stream running through the back of the property. Some updates have already been started, including partial sheetrock installation by the owner. The metal roof appears to be in decent condition, offering a head start on exterior improvements. Sold strictly "AS IS". Condition of well and septic tank is unknown. Ideal for investors, contractors, or handy homeowners. Situated on a quiet lot with room to add value, this property is priced to sell. A great opportunity to customize or flip! Schedule your showing today and explore the potential this home has to offer.

625 Briscoe Road, Swan Lake
$725,000
2 Beds ⋅ 2 Baths ⋅ 872758 MLS
The Nature Enthusiast's and Sportsman’s Paradise on 88 acres with Endless Potential. Discover the perfect blend of privacy, nature, and outdoor recreation with this 88-acre retreat, ideal for hunters, homesteaders, and nature lovers. Tucked deep in the countryside, this property offers a classic old hunting camp, surrounded by a diverse landscape teeming with wildlife and potential. This 1900s house offers a solid basecamp for weekend getaways, hunting trips, or renovation into a cozy off-grid hideaway. For those looking to build their dream home, several potential building sites across the property offer beautiful views, open fields, and total seclusion. The land itself is a true outdoorsman’s dream — featuring a spring-fed pond, a year-round stream, mature fruit trees, and historic stone walls. Trails meander throughout the property, perfect for ATVs, side-by-sides, horseback riding, or hiking. Wildlife is abundant, with frequent sightings of deer, turkey, and other game species, making this a prime hunting location. A 2-bay garage, provides ample room to store gear, equipment, and recreational vehicles, and includes an unfinished upper level with potential for added storage or a future bunkroom. Whether you're looking for a private hunting haven, a weekend getaway, or the site of a future homestead, this one-of-a-kind property offers unmatched natural beauty, privacy, and opportunity.

763 County Road 114, Cochecton
$229,000
4 Beds ⋅ 1 Baths ⋅ 864249 MLS
Off a quiet country road and down a long driveway sits an original Mileses homestead, reminiscent of years gone by. Dating back to circa 1850, and added to and improved over the years, this home features a rocking chair front porch where you can relax and take in the sounds of nature and enjoy the distant views. This vintage farmhouse offers good-sized rooms and some original features, with great potential for the buyer who appreciates old homes. Privately set on 6.64 acres, the land is beautifully timbered and mostly level to gently sloping. There is a spring on the property that is the water source for the home, plus remnants from a barn and old blacksmith shop can also be found. Don't miss the opportunity to visit this property if you're looking for that special place in the country where your creativity can soar.

12 Henderson Road, Fremont
$849,000
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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