Callicoon Real Estate

Welcome to Callicoon, New York – a hidden gem nestled in the heart of Sullivan County! Known for its picturesque landscapes and charming small-town vibe, Callicoon offers a unique blend of rustic beauty and vibrant community spirit. This quaint town is strategically located along the banks of the Delaware River, providing residents with stunning views and a plethora of outdoor activities.

With its rich history dating back to the 19th century, Callicoon boasts a delightful mix of historical architecture and modern amenities. Stroll through the charming streets lined with boutique shops, cozy cafes, and artisanal markets, where you can find everything from handcrafted goods to local delicacies. The town's friendly atmosphere invites you to engage with neighbors and become part of a close-knit community.

Nature enthusiasts will find Callicoon to be a paradise. The surrounding Catskill Mountains offer endless opportunities for hiking, fishing, and kayaking. In the fall, the vibrant foliage creates a breathtaking backdrop for outdoor adventures. Additionally, the nearby Bethel Woods Center for the Arts hosts a variety of concerts and cultural events, ensuring that there's always something exciting happening in and around Callicoon.

Whether you’re seeking a tranquil retreat or a place to call home, Callicoon’s charm and natural beauty make it an ideal destination. Experience the warmth of this delightful town and discover why so many are drawn to its serene lifestyle. Come explore Callicoon – where community, nature, and history come together in perfect harmony!

Newest Listings in Callicoon

$1,299,999

4 Beds ⋅ 4 Baths ⋅ 1031174 MLS

A private gated community surrounded by nature. This exceptional retreat offers the perfect blend of privacy, luxury, and tranquility. Enter to a spacious great room featuring a stunning stone fireplace, creating a warm and inviting gathering space. The chef’s kitchen is thoughtfully designed for both everyday living and entertaining and flows seamlessly into a beautiful sunroom overlooking the pond. Decking surrounds the home, providing the perfect setting to enjoy the peaceful outdoors. The main level includes an additional bedroom and a full bathroom. Upstairs, the private suite features an en suite bathroom, with an outside balcony offering a relaxing retreat. The finished lower level boasts two additional bedrooms, a laundry room, a spacious entertaining room, providing ample space for guests. Outside, you’ll find a luxurious stone patio complete with a spa, Jacuzzi, and a high-end outdoor kitchen, all overlooking a picturesque pond. A separate guest house offers even more flexibility, featuring a welcoming front deck, its own laundry room, and an attached two-car garage, making it perfect for visitors, or a private home office. There is an additional 3 Car detached garage and generator. This remarkable property combines charm with modern amenities in one of the area’s most peaceful and private settings. Close to trendy restaurants, quaint towns, farmers markets, fishing, hiking, casino, Holiday Mountain Ski area and Bethel Woods Center for the arts and the Callicoon movie theatre.

140 Kenoza Trail, Callicoon

$989,000

4 Beds ⋅ 4 Baths ⋅ 1030710 MLS

Welcome to “Long Farm”. Begging to be the backdrop of your most memorable moments, this newly constructed custom designed home is your country house dream come true. Perfectly set back off a quiet country road and perched on a knoll on 5+ acres with fabulous meadow and mountain views from nearly every room, this one checks all the boxes. 4 BR’s 3.5 BA’s, primary bedroom with gorgeous bath and walk in closet and sliders to outdoor deck is on main level and a second suite plus two more bedrooms occupy the upstairs. Lots of glass lets in an abundance of natural light, while soaring cedar-lined ceilings, wide plank white oak flooring and a really cool suspended Aurora Aether wood burning fireplace set the tone with a cozy and classy vibe. The amazing open plan with island kitchen is perfectly appointed for entertaining friends and family. Sliders off the dining area give way to an outdoor space that will never disappoint. Taking advantage of the gorgeous view and glorious sunsets, there is an outdoor kitchen, fire pit and shower which are just a few of the extras this talented developer has added to this home. Full basement offers an additional 1200 SF with 10’ ceilings. Long Farm is a new development of specially curated homes with fresh clean lines, warm wood accents, locally sourced materials and quality workmanship. Amenities are yours to choose and may include a clubhouse, gym, walking trails, pool, tennis and more. Near to area attractions including the Delaware River, Bethel Woods, breweries, cideries, dining, skiing, lakes, hiking trails, and everything the Sullivan County Catskills has to offer. More Amazing lots and plans available to suit your personality and needs. Additional Information: Amenities:Guest Quarters,Storage,

32 Long Farm Way, Callicoon

$789,000

3 Beds ⋅ 2 Baths ⋅ 1021417 MLS

Are you tired of every house in this area looking the same-old, same-old dark color? Well, this brand-new build is a breath of fresh air! Gorgeous 3 BR/2bath custom contemporary sits on 5.25 acres in Callicoon, white in color with black trim. It really pops, and looks so different than those cookie-cutters, yet thoroughly modern! Constructed by one of the premiere builders in our area, JIT Construction, you can count on quality workmanship and an eye for detail! From the moment you pull in to the driveway, you'll see the 2-car garage attached to the home via a breezeway, which makes it easy in bad weather. Step into the house via the mudroom/laundry or the front entrance and you'll be greeted with an open floor plan: a soaring cathedral ceiling in DR/LR area. The living room has floor to ceiling glass, washing the home with natural light. A gorgeous LP gas stone fireplace takes center stage here, adding heat and creating ambience. The kitchen is a dream! Crisp white quartz counters that gleam with light accented by a gorgeous pendant light fixture... Lots of counter and cabinet space here, enough to make a chef drool! You can dine at at the island, though there's plenty of room for a table & chairs too, just beyond. Primary BR off to the right; spacious walk-in closet and a sliding door that opens to the deck. There are two other BRs and a full bath off to the left. Walk outside via the sliders in living room to find a huge deck which runs the length of the home. You'll be soothed by the peace and quiet of nature and birdsong. The home is painted in pleasing neutrals for color, but it's far from boring, as evidenced by the decorative tiles in bathrooms and the gorgeous quartz counters. Chic ceiling fans and central AC. The home is located just a couple minute's drive to Callicoon, where you'll find Delaware River access and fun, all kinds of shops and eateries, a movie theater, bowling alley, Sunday Farmers Market, supermarket, hospital, banks, and Visitors Center in the Train Station. 15 minutes south to Narrowsburg. 20 minutes to Bethel Woods Center for the Arts for concerts and cultural events.

204 Country Road, Callicoon

$315,000

3 Beds ⋅ 2 Baths ⋅ 1024336 MLS

We are proud to present this wonderful home in the highly sought-after Beechwoods area, renowned for its breathtaking countryside views and peaceful rural setting. This well-maintained residence features three bedrooms and one-and-a-half bathrooms, including a primary bedroom with its own private half-bath ensuite. The home also offers an attached two-car garage and a spacious basement, providing ample storage and flexibility for a variety of uses. Step outside onto the rear deck and enjoy the stunning Beechwoods views while taking in the beauty of the surrounding landscape. The property is enhanced by mature apple trees, established grapevines, and a large backyard—perfect for entertaining, gardening, or simply enjoying the outdoors. Conveniently located just minutes from the vibrant hamlets of Callicoon, Jeffersonville, Narrowsburg, Roscoe, and Livingston Manor, you’ll enjoy easy access to boutique shopping, dining, golf courses, outdoor recreation, and year-round entertainment. Whether you’re seeking a full-time residence, weekend retreat, or investment opportunity, this Beechwoods property offers the perfect blend of country charm, privacy, and convenience.

22 Kratz Road, Callicoon

$829,999

1017550 MLS

A true Callicoon landmark, Rafters Tavern has been a staple of the community since the building's construction in 1885. Located in the heart of town, this turnkey restaurant with commercial kitchen, bar and live music venue offers a rare opportunity to acquire an established hospitality business with a loyal following. The property includes a manager's/owner's apartment and additional rentable rooms, providing multiple income streams and operational flexibility. Rich in character and history, Rafters is well-positioned for continued success as one of the area's most popular gathering places for dining, entertainment, and live performances. The property also includes an additional commercial space suitable for retail or complementary business use. Heating/Cooling system: propane upstairs, forced air and central AC, downstairs electric heating & cooling units

28 Upper Main Street, Callicoon

$40,000

1014395 MLS

This 0.82 acre property has Beechwoods Rd address, however, access is through ROW. Trailer has been removed and old barn and storage building remain. Both are filled with wood, metal, doors, etc. Mobile home was removed some years back but another mobile home could be placed here again. There is shallow well and there was septic. No representations made as to condition of well or septic. Cash sale only, in "as is" condition.

16 Beechwoods Road, Callicoon

$74,990

1011401 MLS

7.97 Acres for Sale in the Sullivan Catskills – Build Your Dream Home in the Beechwoods Discover nearly 8 acres of beautiful Catskills land in the highly desirable Beechwoods area of Sullivan County, New York. This lightly wooded 7.97-acre parcel offers the perfect blend of privacy, natural beauty, and development potential for buyers seeking a future homesite, country retreat, vacation property, or full-time residence. The property features a diverse mix of mature hardwoods and evergreens, established blueberry bushes, and an attractive site for a potential pond. Adding to its unique character is the historic stone foundation of a former local landmark, offering a glimpse into the rich history of the Catskills. With gently rolling terrain and multiple possibilities for building, this property is ideal for those searching for land to build a custom home, weekend getaway, cabin, or homestead. Enjoy the peace and tranquility of nature while remaining close to the area's most sought-after destinations, including Bethel Woods, Callicoon, Livingston Manor, Jeffersonville, Narrowsburg, hiking trails, fishing, kayaking, farmers' markets, and year-round outdoor recreation. Located less than two hours from New York City, Sullivan County continues to attract buyers looking for privacy, fresh mountain air, lower taxes, and a connection to nature without sacrificing accessibility.

00 Polster, Callicoon

$465,000

4 Beds ⋅ 2 Baths ⋅ 1010333 MLS

Historic Beechwoods Farmhouse on 14+ Acres in the Sullivan Catskills Set on more than 14 scenic acres in the highly desirable Beechwoods area of Callicoon, this four-bedroom, two-bath farmhouse offers a rare opportunity to own a piece of Catskills history. Ideally located between the hamlets of Callicoon and Jeffersonville, the property combines country charm, privacy, and beautiful views in one of Sullivan County's most sought-after locations. Originally operated as both a working farm and a seasonal retreat, this property reflects the rich agricultural and vacation heritage that helped shape the Sullivan Catskills. The land gently slopes across the landscape, creating views of the surrounding countryside. A mix of open meadows and wooded areas offers a balance of sunlight, shade, and natural beauty throughout the seasons. For those who appreciate the rewards of country living, the property features three varieties of berry plants, providing opportunities to harvest fresh berries for homemade jams, pies, and seasonal treats. The acreage invites gardening, recreation, nature observation, and simply enjoying the outdoors from your own private retreat. Located approximately four miles from the Delaware River, the area offers year-round outdoor recreation. Fishing, kayaking, canoeing, tubing, hiking, cycling, and exploring the region's farmers markets, restaurants, breweries, and arts venues are all part of the Catskills lifestyle. One of the most exciting features of this property is that renovations have already begun, offering the next owner the opportunity to continue the transformation. Whether your vision is a classic farmhouse, a modern country retreat, a hobby farm, or a weekend getaway, the foundation has been laid for you to create a home that reflects your style and goals. Rich in history, surrounded by natural beauty, and filled with potential, this Beechwoods farmhouse is ready for its next chapter. Bring your vision, complete the renovations, and create the country property you've been dreaming about in the heart of the Sullivan Catskills. Call for a tour right now.

58 Polster Road, Callicoon

$349,000

3 Beds ⋅ 3 Baths ⋅ 1010833 MLS

Welcome to this immaculate Beechwood Estates II condominium townhouse in Callicoon's Beechwoods hills. Pride of ownership is visible throughout. A 3 bedroom, living/dining room, eat-in kitchen, 2 full baths, and a covered porch with an open deck offer lots of space for the weekend warriors or full time residents. The attached garage and the fully finished basement with a half bath complete the picture. There is an LP operated full house generator; an alarm system; an alarm for the hot water heater, and a built-in dehumidifier in the finished basement. Enjoy golf at the Villa Roma Resort's 18 hole golf course and shop and dine at the wonderful shops and eateries you will find in Callicoon, Jeffersonville and Livingston Manor. This is a 4-season home in New York's Catskills which allows many city dwellers to cope with another busy city week. Come and take a look!

7 Villa Vista Drive Unit #702, Callicoon

$995,000

3 Beds ⋅ 3 Baths ⋅ 1006876 MLS

Modern luxury and serenity await you, perched high above the Hamlet of Callicoon and within 5 minutes to the center of town. Whether you are seeking a peaceful full-time residence or an elegant weekend escape, this custom-designed modern country retreat perfectly blends refined architecture with expansive indoor-outdoor living. The residence, set on 8.02 acres, features 3 bedrooms and 2.5 baths, highlighted by soaring cathedral ceilings and a seamless open floor plan. The dining area is anchored by a stunning wall of windows, offering panoramic mountain and valley views of the surrounding natural landscape. Practical amenities include a two-car detached garage with ample storage and a convenient covered walkway. The outdoor living space is designed for entertaining, featuring a bluestone patio surrounding an inground fiberglass saltwater pool and an outdoor dining lanai - all located just minutes from downtown Callicoon. The property is ideally situated near local farmers' markets, breweries, outstanding restaurants, and hiking trails. With easy access to kayaking and the vibrant Main Street of Callicoon, this home offers the perfect balance of secluded privacy and community charm. Located 2 hours from NYC.

118 Froehlich Drive, Callicoon

$355,000

3 Beds ⋅ 2 Baths ⋅ 1005698 MLS

Peaceful Country Retreat on Over 5 Acres Welcome to 12 Mesmer Road — a charming country home set on more than 5 scenic acres, offering privacy, tranquility, and plenty of space to enjoy the outdoors. Whether you’re searching for a full-time residence, weekend escape, or investment opportunity, this property delivers the perfect blend of comfort and countryside charm. The home features three bedrooms and two full bathrooms, along with a spacious eat-in kitchen and separate dining area ideal for family gatherings and entertaining. The oversized living room is filled with natural light thanks to a skylight and large sliding glass doors that open to the backyard patio — perfect for outdoor dining and relaxing summer evenings. Step outside to take in beautiful country views, mature trees, classic stone walls, and peaceful creeks that run throughout the property. On warm days, enjoy your own private heated in-ground pool, creating the ultimate setting for summer fun, barbecues, and quiet relaxation. Conveniently located just minutes from Callicoon, Narrowsburg, Jeffersonville, and Bethel Woods Center for the Arts, this property offers the serenity of country living while remaining close to local shops, dining, and entertainment. If you’re looking for space, privacy, and a true escape to the countryside, 12 Mesmer Road is a must-see. Schedule your private showing today!

12 Mesmer, Callicoon

$399,900

1004370 MLS

stunning building lot with plenty of room to grow. Long distance views, fields meadows and starry night skys. Unimproved raw land on the edge of a farm.

301 & 305 Hust Road Hust, Callicoon

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