Callicoon Center Homes with Sullivan West School district

Welcome to Callicoon Center, a hidden gem nestled in the heart of Sullivan County, New York. This quaint hamlet offers a perfect blend of rural charm and modern convenience, making it an ideal location for families, retirees, and nature enthusiasts alike. Surrounded by the breathtaking landscapes of the Catskills, Callicoon Center is renowned for its picturesque views, lush greenery, and tranquil atmosphere.

One of the standout features of Callicoon Center is its connection to the Sullivan West School District, which is dedicated to providing quality education and fostering a strong sense of community. Families residing in this area benefit from the district’s commitment to academic excellence, with a range of programs designed to nurture students' talents and interests. The close-knit community of Sullivan West encourages involvement and support, ensuring that children receive not only an education but also a sense of belonging.

When it comes to homes in Callicoon Center, you’ll find a diverse selection that caters to various lifestyles and budgets. From charming historic houses to modern retreats, each property reflects the unique character of the area. Many homes boast spacious yards, perfect for outdoor activities and family gatherings, while others offer stunning views of the surrounding mountains and rivers.

Whether you’re looking to settle down, invest, or simply explore, Callicoon Center is a community that welcomes you with open arms. Discover the beauty and serenity of this delightful hamlet, where your dream home awaits in the embrace of nature and a vibrant community spirit.

Newest Callicoon Center Homes with Sullivan West School district

$865,000

3 Beds ⋅ 3 Baths ⋅ 1002993 MLS

Perched atop a scenic mountain setting on 15.5 secluded acres, this contemporary country home offers sweeping panoramic views of the western Catskills, overlooking endless rolling hills, valleys, and open countryside. Surrounded by expansive lawns, professional landscaping, and mature woods, the property provides exceptional privacy and a peaceful setting in the heart of Sullivan County. A standout feature of the property is its two spring-fed ponds, both continuously supplied with fresh, crystal-clear water. One pond reaches depths of over 15 feet, while the second is approximately 10 feet deep and includes a charming gazebo/outbuilding along the shoreline — an ideal spot to relax and take in the surroundings. Built in 1992, and lightly used over the years, the home has been very well maintained and includes recently installed central air conditioning. There are beautiful hardwood floors in the living room on the main level and throughout the upper level. The first floor features a welcoming foyer, powder room, and a spacious living room with an impressive, vaulted ceiling and a dramatic floor-to-ceiling stone fireplace. The open-concept kitchen includes a breakfast bar and flows seamlessly into a generous dining space ideal for gatherings. Both lead to a covered deck designed to capture the breathtaking sunsets and mountain views—perfect for outdoor entertaining or quiet evenings at home. Upstairs, the primary suite is accompanied by two additional bedrooms, a full bath, and an open sitting area highlighted by a striking round floor-to-ceiling window framing the spectacular views beyond. Additional amenities include an attached two-car garage and a fully finished basement offering three versatile finished rooms that can easily accommodate home offices, a media or recreation room, fitness space, or guest overflow. Properties offering this level of privacy, magnificent scenery, water features, and quality construction are rarely available. Whether you're seeking a full-time residence or a refined country retreat, this exceptional property truly must be experienced in person to be fully appreciated.

99 Dietz Road, Callicoon Center

$799,000

996315 MLS

Nestled near the charming towns of Jeffersonville, Livingston Manor, Callicoon, and the Delaware National River Basin in western Sullivan County, this stunning 88-acre property in Shandelee offers a unique blend of natural beauty and potential — all for an amazing price of just $799,000! The land features 10.8 acres of open meadow with breathtaking southeastern views, ideal for building your dream home or retreat. The surrounding forest is a nature lover’s paradise, filled with meandering trails, prime timber, and majestic maple trees. Striking rock formations add character and provide shelter for the abundant wildlife. With plenty of natural springs, there’s excellent potential to create a serene pond. The property also offers the possibility of subdivision, making it a versatile investment opportunity. Perfect for those seeking tranquility, adventure, or development potential, this property is a rare find in a highly desirable area.

Stump Pond Road, Callicoon Center

$899,000

4 Beds ⋅ 3 Baths ⋅ 983323 MLS

Overbrook House is a design-forward Catskills retreat on nearly an acre that lives much larger thanks to multiple eye-popping indoor/outdoor spaces including a dreamy separate Guest Studio (included in beds/baths and square footage). The meticulously styled main house features a den paneled with reclaimed barnwood, while the more formal living room's gas fireplace is great for ease of use and tidiness. A bright enclosed porch welcomes you inside, and the cheerful country kitchen with open shelving flows into a spacious dining room. French doors open to a covered outdoor patio with wood ceiling, perfect for dining and lounging. Three bedrooms (one on the main floor) and two full baths offer flexibility, and all rooms reflect a cohesive design aesthetic. The detached Guest Studio upstairs in the barn feels like a designer treehouse, with a full kitchen, bath, queen bed and lounge area surrounded by windows. Furnishings and contents of the studio are included (contact for more info). The heated pool with cedar deck and auto-cover is a showstopper, complemented by a restored 1957 Airstream, custom fire pit, and multiple areas for al fresco dining. Tucked behind the barn is “the grotto” — a hidden nook with a spot to dine or unwind. Cross a private footbridge over Buck Brook to reach Callicoon Hills for a meal or live music at the summertime band stand. Furnishing offered (with exclusions); adjacent buildable half-acre lot also available.

1680 Gulf Road, Callicoon Center

Start Your Search

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.