59 houses for sale in Callicoon Center

Overbrook House is a design-forward Catskills retreat on nearly an acre that lives much larger thanks to multiple eye-popping indooru002Foutdoor spaces including a dreamy separate Guest Studio (included in bedsu002Fbaths 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 inf

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 bea

We are proud to present this exceptional Catskills retreat, offering over 61 breathtaking acres of pristine countryside. A rare opportunity to own your own private paradise, this remarkable property combines panoramic views, rolling fields, mature woodlands, and outstanding privacy in one extraordinary setting. A long private driveway winds through the property, leading to the home and creating a peaceful, secluded escape. The picturesque fields are currently maintained by a local farmer, helping to keep property taxes low while preserving the land’s natural beauty. The property is thoughtfully equipped with everything needed for country living. A spacious detached garage features two oversized vehicle bays along with a dedicated gym and recreation area. An additional barn offers endless possibilities, whether you envision expanded storage, a workshop, hobby space, or conversion into additional living quarters. Inside, the home welcomes you with a bright, open-concept floor plan filled

Set high above the surrounding countryside, where eagles glide and the air shifts a little quieter, this extraordinary hilltop retreat offers architectural distinction, total privacy, and a true sense of escape. Approximately two hours from the bustle of New York City. A winding, forested drive reveals the home gradually, heightening the arrival. Custom-built with Californian and Japanese influences, the residence is thoughtfully plotted to capture sweeping views and natural light through a dramatic curved wall of floor-to-ceiling windows. A soaring two-story stone chimney anchors the space, with steel beams fanning outward to frame the landscape like living art. Inside, the scale is grand yet warm. Radiant-heated bluestone floors, wood and stone sourced from the property, and refined natural finishes create a grounded, elevated feel. The open living and dining area flows into a true chef’s kitchen with marble countertops, Wolf range, Sub-Zero refrigeration, Gaggenau steam oven, walk-i

Full of character and timeless appeal, this 1940 Craftsman-style home offers 3 bedrooms, 1.5 bathrooms, and an inviting open floor plan in the charming hamlet of Callicoon Center. Warm original hardwood floors and abundant natural light create a bright and welcoming atmosphere throughout the home. The spacious living and dining areas flow seamlessly together, providing an ideal setting for everyday living and entertaining. The kitchen is functional and offers an excellent opportunity for a new owner to update and customize it to their own style and taste, adding instant value while preserving the home's classic charm. A standout feature is the newly added one-car garage equipped with owned solar panels and an EV charging station, providing outstanding energy efficiency and helping keep electric bills remarkably low. It's a valuable upgrade for today's environmentally conscious homeowner. Situated on a 0.17-acre lot, the property offers a manageable yard with room for gardening, outdoor

An idyllic c1875 farmhouse set across 21.76 acres of rolling fields, wooded trails, and curated gardens. Featured on the Magnolia Network, this charming property has been reimagined with a refined modern English farmhouse aesthetic that balances historic character with timeless comfort. Winding trails lined with blueberry bushes meander through the property, leading to hidden moments tucked into the acreage-a hammock strung between trees, a spring-fed pond with a bench to sit and watch frogs at dusk, and a woodsy fire pit for roasting marshmallows and gathering beneath the stars. Seasonal ferns, established perennial gardens, and gorgeous stone walls enhance the beauty of the setting. The property feels deeply private and serene, offering endless woods to explore and a connection to nature that is increasingly rare to find. Inside, the fully renovated 3-bedroom, 2.5-bath home spans approximately 1,700 square feet and has been carefully designed to preserve the warmth and soul of the or

You'll be wowed by the classic character of this Arts and Crafts home with so many original details! This 3 bedroom, 2 bath home is solid, and you'll find so many extras! (A couple of nice bonus rooms! )The covered front porch welcomes you in to a time gone by. Check out the gleaming original wood floors, built in the 30's, when craftsmen really cared about quality and exceptional detail! There are leaded glass windows, crystal doorknobs, solid wooden doors, French doors, plus a unique carnival glass chandelier original to the home that is truly one-of-a-kind! This home has been lovingly maintained by the same family for the past 80 years including thoughtful updates. A new roof was installed in 2024, along with a new exterior paint job! It's charming as it is, but many buyers will want to add their own touches to the home. Heated by hot water baseboard, plus there's a woodstove for extra warmth. The garage out back is really a'carriage house' from the 30s era when many families still

A rare opportunity in the heart of the Catskills — this stunning 5-acre property offers a true million-dollar view, unmatched privacy, and direct access to a championship 18-hole golf course. Whether you’re dreaming of a peaceful country home, a high-earning VRBO retreat, or a charming bed-and-breakfast, this property delivers location, scenery, and potential that simply can’t be replicated. The home exudes warmth and charm. The house was gutted 11 years ago and walls were moved. So you are not buying that old house in the country, but an up to date version of it. Septic was replaced in 2025. Inside you will find a living room with a gas fireplace, an up to date kitchen with dining area and a main bedroom suite you always dreamed about. You are surrounded by Callicoon's magnificent Beechwoods. The views are spectacular. No light pollution here! Life in the country does not get any better

Two story home which consists of main floor, fully renovated 3-bedroom 1 bathroom. New floors, stainless steel appliances, updated bathroom and freshly painted. New sliders leading to large deck. New furnace. New Hot water heater. Walk out lower level is finished and consists of additional bathroom, small kitchenette area, additional 2 rooms. Great for guests, since it has its own entrance. Each level has its own circuit box. Ready to move in. Level property with an outbuilding for storage. Very reasonable taxes, below $3200. Could make a good rental or primary home. Great little deli across the street, and close to the hamlet of Jeffersonville for restaurants, food shopping etc. 2 hours from NYC. Close to Delaware river, Bethel Performing Arts Center, Livingston Manor

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

Set at the end of a quiet country drive just outside Livingston Manor, 57 Sheryl Davis Road offers the kind of privacy and connection to nature that defines the best of Catskills living. Surrounded by woods and bordered by a dramatic moss-covered bluestone rock face, this contemporary take on the many historic barns that dot the country roads in the area balances thoughtful design with warmth, ease, and quiet seclusion. The four-bedroom, two-bathroom home was designed with attention to detail for both weekend escapes or full-time living, pairing sleek modern finishes with grounded, cozy details. At the center of the home, a modern kitchen with waterfall island, sculptural light fixtures, and clean-lined cabinetry flows seamlessly into the main living space, creating an effortless setting for gathering, entertaining, or curling up on the couch for a movie night in. A wood burning stove adds warmth and atmosphere during the colder months, while a generously sized first-floor bedroom and

Step into serene sophistication with this immaculate custom contemporary Gambrel-style country home, a true architectural showpiece blending rustic charm with modern design. The expansive open-concept living space stuns with soaring 30-foot Hemlock wood ceilings, dramatic exposed beams, and a floor-to-ceiling stone fireplace. Gleaming hardwood floors and panoramic windows flood the home with natural light, perfectly framing sweeping views of Pennsylvania and New York’s rolling countryside. Awarded Sullivan County’s 2007 Home of the Year, this 3,750 sq ft residence sits gracefully on 7.32 stone-walled private acres. The thoughtfully designed floor plan features four bedrooms and 3.5 baths, including two luxurious primary ensuites. Custom touches are everywhere: radiant heat with central A/C, a chef’s kitchen with bluestone island counters, Wolf six-burner stove, SubZero refrigerator, and Miele appliances, plus wine fridges to complete the picture. Remote Nest controls, a steam room, hot

Situated on beautiful spring-fed Lake Muskoday, this dreamy lakefront home is the perfect getaway with stunning views, great proximity to fun towns, and convenient upgrades. Hello mini-splits! With nearly panoramic views, the sparkling water is never out of sight and is the perfect backdrop for everything there is to love about lake life. Bright and airy with tons of natural sunlight, the main level of this home has well appointed spaces for living and lounging, and a charming built in banquet. As you head upstairs you’ll find a cute loft perfectly set up for napping, reading, or quietly enjoying views of the water. Each of the spacious bedrooms features extra high ceilings, warm wood paneling and tons of oversized windows and natural sunlight. The primary has sliding glass doors that lead out to a private and peaceful deck overlooking the lake. The second bedroom has 4 full size beds (2 bunks! )and allows for larger groups to stay the night. A second full bath completes this floor. Ou

Mobile-home in very good condition set on one acre just outside Youngsville NY. Many amenities and quality upgrades went into this 4 bedroom 2 full bath home. There are stainless kitchen appliances and a large kitchen island with plenty of cabinetry. Laundry room with washer and dryer. It has is central air and heat (propane), an alarm system, camera system for security, new septic system, outside electrical outlets, outdoor hose spicket (front and back of house) and a large deck to enjoy the view from in the back. Convenient location to everything Sullivan County has to offer

Enjoy fantastic lakefront views from your screened deck and be steps away from your private dock on Lake Muskoday, a non-motorboat lake where you can enjoy fishing, paddling, swimming, hiking and biking within 20 minutes of ROSCOE, NY. Charming turn-key 3 bedroom, 2 bath with open floor plan and vaulted ceilings (move right in: everything can stay). Completely redone in 2015, this 1,900sf one level living home enjoys clean propane heat, upgraded septic, metal roof, vinyl siding, 200-amp service, recessed lights and easy laminate flooring. Live and work (high speed internet) from this year-round home in the Catskills where winter sports are as much fun as summer ones. Opportunity to join the Lake Assoc for a modest annual fee and gain access to a private, sandy beach and several hundred more acres which the Association owns for hunting and hiking. Great getaway 2.5 hrs from the GWB, quiet, serene area yet close to town amenities, major transportation, shopping, and restaurants! Come see

Situated on beautiful spring-fed Lake Muskoday, this dreamy lakefront home is the perfect getaway with stunning views, great proximity to fun towns, and convenient upgrades. Hello mini-splits! With nearly panoramic views, the sparkling water is never out of sight and is the perfect backdrop for everything there is to love about lake life. Bright and airy with tons of natural sunlight, the main level of this home has well appointed spaces for living and lounging, and a charming built in banquet. As you head upstairs you’ll find a cute loft perfectly set up for napping, reading, or quietly enjoying views of the water. Each of the spacious bedrooms features extra high ceilings, warm wood paneling and tons of oversized windows and natural sunlight. The primary has sliding glass doors that lead out to a private and peaceful deck overlooking the lake. The second bedroom has 4 full size beds (2 bunks! )and allows for larger groups to stay the night. A second full bath completes this floor. Ou

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. Whet

Created as the personal residence of the duo behind Homestedt, this is what happens when a design studio builds for itself. After falling in love with the property for its setting, they set about completely reimagining the original structure. Inspired by their Scandinavian roots, they created a space that exudes craftsmanship, warmth and simplicity, but also functions to make daily living, working and hosting seamless and joyful. By the time they were done, only the foundation, well, and garage were left intact, resulting in a home where nearly every element was rebuilt with an extraordinary level of care and intention. This three-bedroom, three-bath home is set on more than four acres along the Shandelee Brook, where nature shapes the experience as much as the architecture. Natural light pours through oversized windows, drawing your eye beyond the custom-milled basswood interiors to the woodland and brook beyond. White oak floors, radiant heat, integrated millwork, and a beautifully t

Manufactured home with addition! What a great place to start or rest your head on those long weekends! Located a short drive from all the many new eateries in the area, the Delaware River, Bethel woods the new Casino in Monticello and the famous Villa Roma Resort is right around the corner! This manufactured home is in great shape with new laminate floors, large living room, and room for the whole family, all on 1.26 acres. Great views from the 45 x 15 deck!

Enjoy fantastic lakefront views from your screened deck and be steps away from your private dock on Lake Muskoday, a non-motorboat lake where you can enjoy fishing, paddling, swimming, hiking and biking within 20 minutes of ROSCOE, NY. Charming turn-key 3 bedroom, 2 bath with open floor plan and vaulted ceilings (move right in: everything can stay). Completely redone in 2015, this 1,900sf one level living home enjoys clean propane heat, upgraded septic, metal roof, vinyl siding, 200-amp service, recessed lights and easy laminate flooring. Live and work (high speed internet) from this year-round home in the Catskills where winter sports are as much fun as summer ones. Opportunity to join the Lake Assoc for a modest annual fee and gain access to a private, sandy beach and several hundred more acres which the Association owns for hunting and hiking. Great getaway 2.5 hrs from the GWB, quiet, serene area yet close to town amenities, major transportation, shopping, and restaurants! Come see

Built to rigorous Passive House standards, Red Hill is a newly constructed 1,738 sq ft, 3-bedroom, 2.5-bath home just minutes from Livingston Manor, nestled within The Catskill Project's 90-acre community. Enjoy the best of the Catskills lifestyle while benefiting from a home designed to support your health, comfort, and well-being for generations to come. Certified to meet both PHIUS (Passive House Institute US) and U. S. Department of Energy Zero Energy Ready Home (ZERH) standards, this all-electric home features a super-insulated, airtight building envelope, triple-pane windows, and balanced heat recovery ventilation that delivers a continuous supply of fresh, filtered air. The result is exceptional year-round comfort, superior indoor air quality, and dramatically lower energy costs than conventional construction. Engineered to exceed code requirements, Red Hill ranks among the highest-performing homes available today. Not just in the Catskills, but anywhere. This is a home built to

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank