Courtesy: Century 21 Geba Realty
845-856-6629
Welcome to the Beechwoods of Callicoon ,where Catskills beauty, privacy, and timeless style come together in one extraordinary setting. This newly renovated, highly styled cedar-sided ranch home captures the essence of modern Catskills living with warmth, design, and breathtaking natural surroundings. Set in the heart of the sought-after Callicoon Beechwoods, the home is perfectly positioned to take in sweeping woodland views that feel like living inside a landscape painting. Every window acts like a picture frame, bringing the beauty of the Beechwoods indoors from nearly every room. Sunlight pours across the thoughtfully updated interior, creating an atmosphere that is both calming and inspiring throughout the seasons. Designed for today’s buyers seeking a move-in-ready Catskills home, this property blends contemporary updates with classic ranch-style comfort. The cedar exterior complements the surrounding landscape while the renovated interior offers the ideal balance of style, functionality, and relaxed country living. Whether you’re looking for a full-time residence, weekend getaway, artist retreat, or peaceful work-from-home escape, this Beechwoods home delivers the lifestyle buyers are searching for in the Sullivan Catskills real estate market. Located near the vibrant hamlets of Callicoon, Jeffersonville, Livingston Manor, and the Delaware River recreation corridor, this home places you close to hiking, farmers' markets, restaurants, live music, fly fishing, and all the outdoor adventure the Catskills are known for. If you’ve been searching for a renovated ranch home in the Catskills with scenic views, cedar siding, modern style, and privacy in the Beechwoods of Callicoon, this is a property you won’t want to miss.
Courtesy: Callicoon Real Estate LLC
845-887-4400
Welcome to Doc Holiday's Little Farm in Callicoon's Beechwoods hills! Coming to this warm and cozy house is like meeting your soulmate and falling head over heels ... in love! It is obvious that sellers of this little farm are animal lovers. Horse and donkey will greet you by the barn; the chickens are happy in their little houses; in the basement for now are cages with little rabbits patiently waiting to move to their new abode. Yes, and there are 2 dogs and a kitty somewhere! The home exudes warmth and charm. Plenty of bedrooms to accommodate family and friends. 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. Barn is only a few years old. 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 pictured in your dreams. You are surrounded by the Villa Roma Resort's 18 hole golf course which may be an additional attraction for you! The views are spectacular. No light pollution here. Life in the country does not get any better!
Courtesy: Keller Williams Hudson Valley
845-791-8648
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 tub, and outdoor shower add everyday luxury. The lifestyle continues outdoors with terraces, open sky, half basketball/pickleball court, garden and your own private retreat. A two-story 2,000 sq ft barn-door garage provides space for cars, recreational gear, or even creative projects. There’s also a 2nd floor space to expand your imagination! Whether it’s entertaining around the fire, soaking in the hot tub, or simply enjoying quiet mornings with sunlight pouring in, this home is built for comfort and unforgettable moments. All just two hours from NYC, minutes to Callicoon and the Delaware River with its fine dining, shops, and cultural life. This Catskills treasure offers the best of both worlds—modern elegance set against timeless country beauty.
Courtesy: Century 21 Geba Realty
845-856-6629
Welcome to your own Beechwoods retreat, where timeless farmhouse charm meets artful, modern living. Set on three private acres at a picturesque corner between Callicoon and Jeffersonville, this distinctive home is anything but ordinary. Sunlight pours through oversized windows, illuminating wide-plank floors, exposed beams, and thoughtfully curated spaces that feel both expansive and intimate. At the heart of the home, an open, airy layout flows effortlessly from the inviting living areas to a striking dining space, perfect for long, memorable gatherings. The kitchen blends warmth and functionality with rich wood surfaces, clean lines, and views that bring the outdoors in. Throughout the home, design-forward touches, bold textiles, sculptural lighting, and cozy woodstoves create an atmosphere that is both sophisticated and deeply comfortable. With five bedrooms and flexible bonus spaces, there’s room to host, work, create, or simply unwind. Each room offers its own sense of calm, framed by greenery and natural light. Step outside and the magic continues: an in-ground pool, expansive teak patio, and rolling lawn bordered by mature trees invite lazy summer afternoons and starlit evenings. A charming outbuilding, three-car garage, and workshop add both character and practicality. Private yet perfectly positioned, this home offers the best of the Catskills lifestyle, minutes from beloved local towns, dining, and year-round outdoor adventure. This is more than a home, it’s a place to gather, to breathe, and to stay a while.
Courtesy: Callicoon Real Estate LLC
845-887-4400
Welcome to Beechwoods Estates at Villa Roma Resort! Here is a desrable ground floor 2 bedroom, 2 bath condominium in excellent, move-in condition. Sellers cherished their years of ownership and the time has come for a younger generation to enjoy all 4 seasons in the Sullivan County Catskills and its premier Villa Roma Resort in the Delaware River valley in western Sullivan County. Included in the purchase price is a time share week with a yearly maintenance fee of $1487 enabling the new owners to take advantage of all amenities the Resort offers such as indoor and outdoor pools, tennis, etc. And of course, there is the gorgeous golf course! Come and take a look! Sellers will make it easy for you to spend your first night of ownership at your new vacation home!
Courtesy: Country House Realty Inc
845-397-2590
Located at the end of a quiet cul-de-sac, this stately Victorian home boasts old-world charm and overlooks the sweet river town of Callicoon. Step inside and discover a treasure trove of delightful details: charming nooks and crannies, a sunny pantry, a built-in bar, and inviting window seats. The current owners have tastefully enhanced the home with numerous improvements, including newly painted interiors, beautifully refinished wood floors throughout, fully renovated bathrooms, and updated light fixtures. Entering, you're greeted by a welcoming foyer, complete with handy hooks and shelves for all your outdoor gear. From there, you're drawn into the center of the home where a two-sided fireplace offers the warmth of a wood-burning fire on one side. The other side houses a pellet stove, efficiently heating both the dining and living rooms, which are painted in a sophisticated, moody blue. The living room is bathed in natural light from large windows overlooking the front porch and features floor-to-ceiling shelving. The dining room, perfect for entertaining, includes a built-in bar area or buffet and provides direct access to the expansive wrap-around porch. Just beyond the dining room, discover the cheerful, updated kitchen. It boasts new butcher block counters, all new appliances, and freshly painted cabinets. A convenient pantry and a half bath are nearby, along with a door leading to the back of the house. Access to the full basement is here as well. The wonderful, covered wrap-around porch is a true highlight. Its spaciousness and fabulous adjustable glass blinds allow you to control the temperature, ensuring comfortable outdoor gatherings year-round. On a side of the house there is a stone patio offering another gathering spot. Five cheerful bedrooms are on the second level, each with its own unique character. One bedroom features a Juliet balcony and a private sink. This level also includes a full bath and an additional half bath. Should you desire an en-suite primary bedroom, a smaller adjacent bedroom presents a logical and convenient spot for adding an additional bathroom. Situated on a double lot, this property offers ample space to add a swimming pool, should you desire. Enjoy leisurely strolls into Callicoon, with its fantastic selection of shops, restaurants, and the classic Callicoon Theater. The scenic Delaware River is also just steps away. All this, conveniently located only 2.5 hours from New York City.
Courtesy: Country House Realty Inc
845-397-2590
This charming 2bed/2.5-bath home strikes the perfect balance between comfort and character the moment you step inside. The main living area is open and flowing, with a relaxed seating area on one side where you can kick back and take in the peaceful views over the lovely open field in the front yard. A sliding door invites you out to the large screened-in porch - the perfect spot for morning coffee, summer dining room or an evening wind-down. On the other side, the dining area and kitchen work beautifully together as an entertainer's dream. With a Frigidaire range at the helm, you'll have no trouble hosting jovial dinner parties while guests admire your cheffing skills. A generous built-in storage wall anchors one end, doing double duty as a well-organized pantry. The first bedroom is conveniently located on this level, and shares a stylish jack-and-jill bathroom, glass enclosed shower, charming hexagon-tiled floors, and classic subway tile walls. Upstairs, a versatile landing offers real potential — whether you envision a home office or a third bedroom is entirely up to you. Built-in storage and closet space make it practical either way. The second bedroom is a true retreat, featuring soaring vaulted ceilings, two skylights that flood the space with natural light, a closet, and a private en-suite bathroom with a walk-in shower. The basement rounds out the home beautifully. Gather for movie nights in the cozy den, keep laundry tucked away with the washer/dryer, and take advantage of the overflow sleeping area for guests. The unfinished portion offers substantial storage space, with a Bilco door providing convenient backyard access — and a half bath completes the level. Step outside and the wraparound deck and screened-in area truly impress — built with mahogany, one of the most durable and premium decking materials available. The 5.65 acres offer the best of both worlds: a peaceful wooded area and a flat, open grassy field. The long, tree-lined driveway sets the tone perfectly — every arrival home feels like a small event. The location is hard to beat. Seminary Hill Cidery, celebrated for its award-winning cider, stunning views, and excellent dining, is just a 5-minute walk away. A 2-minute drive brings you into the heart of Callicoon, where you'll find beloved restaurants like Black Walnut and The Creek House Grill, an art deco movie theater, the charming Callicoon Wine Merchant, gourmet spots like Spruce and Callicoon Pantry, exceptional bread from Roger That, and the region's finest farmers market. Kayak, fish and swim on the Upper Delaware River, with multiple access points near town.
Courtesy: Matthew J Freda Real Estate
845-887-5640
Three story Victorian 5-BR home located on the end of a quiet cul-de-sac overlooking the bustling village of Callicoon, the Callicoon Creek and the Delaware River. In-town living doesn't get better than this. Enter on a large wrap-around porch and into a well-built home. You are greeted by an expanse of gleaming wood floors and a large living room and dining room. The updated eat- in kitchen has oak cabinets and granite counter tops. French doors lead into a quiet family room. Upstairs on the 2nd level find 3 bedrooms and a full bath. The 3rd level has 2 bedrooms with an additional bonus room. In the basement you will find the oil furnace, 200-amp electric panel and plenty of room for storage or workshop. This grand home has many original features such as beautiful wood floors, wood trim, 2- story staircase, stained glass windows, and more. Updated features include replacement windows, vinyl siding and a mini-split unit on first floor for heat and AC and fully insulated. Need storage and parking? Outside find a large detached 1-car garage plus a fenced in garden. In-town living is easy, because Callicoon is a fun town with activities including: The Farmers Market, movie theater, a community center offering tennis, swimming pool and pickleball, the Delaware River, great restaurants and shops.
Courtesy: Matthew J Freda Real Estate
845-887-5640
The living is easy in this Delaware riverfront cottage. River Road is a special feature in Callicoon, as it is a low-traffic, dead-end road that runs 4 miles upriver. This property is situated near the end, where there is almost no traffic. It's a great spot to walk, ride bikes, and take in the beauty of the Delaware River. The eagles soar and the swimming and fishing are great. The cottage is efficiently built, with an open floor plan, kitchen, tile floors, wood stove, electric baseboard heat, 200-amp electric, insulated windows, full bath, sleeping area and extra sleep space in loft. It's easy to enjoy and easy to maintain. The land is level with a large fenced garden, orchard with diverse fruit trees and chestnuts, stone walls and 150 feet of your own riverfront. Leave the kayaks and canoes on the shore, just grab 'em and hit the water! The shed is perfect for gardeners to store all the pots, tools and mowers. Just 4 miles from Callicoon with its restaurants, shops, farmer's market, and more. Two hours NYC.
Courtesy: Country House Realty Inc
845-397-2590
Character may be an overused word in real estate, but it’s a rare home that exhibits as much warm gravitas as Old Hankins Manor. From the moment you pull up the drive, past the private half acre pond and up to the wraparound rocking chair porch, you’re struck by a sense of timelessness and comfortable elegance. Tucked back from the quiet country road, this home has stood sentinel over the surrounding farmland for over 125 years. The formal front entrance welcomes you into a generous foyer with ornate staircase. Nestled behind this is a cozy media room, tucked away from the rest of the living space. The sitting room and den with stone double-sided fireplace welcome you into the primary entertaining space, then through to the spacious formal dining room, with the other face of the fireplace and wooden built-in shelving. The kitchen is highly functional while retaining an old country charm - think red checkered linens, aged porcelain sink, weathered wood and fresh baked cherry pies. Off this space is a convenient pantry with floor to ceiling cabinets and an additional sink. A full bathroom off the kitchen also houses a washer/dryer unit. At the second floor landing, you’ll find a lovely, sunny sitting room before heading down the hallway housing five bedrooms, each with a distinct character, allowing you to direct your guests to the ‘lilac room’ or the ‘red room’. There are two full bathrooms on this floor, one with a clawfoot tub, positioned under a dramatic stained glass window, and another with a tiled shower with charming old-style fixtures. The third floor houses a massive primary suite. The bedroom features a circus-tent-like peaked ceiling, working brick fireplace and large sitting area. A full en suite bath offers another clawfoot soaking tub and walk in tiled shower with skylight. A charming dressing room and large glass-encased office finish off this floor. Outside, a pathway off the back of the house leads past a stone patio with fire pit to the heated pool. The simple layout of the this area allows you to appreciate the natural privacy of open fields and mature trees. To the other side of the property, the clear freshwater pond offers opportunities for swimming, paddling, and peaceful contemplation. The front lawn is large and lightly sloping, making it inviting for lawn games for your family and friends. Almost unbelievably, this idyllic escape is also just a ten minute walk to all the charms and conveniences of Main Street, Callicoon.
Courtesy: Land and Water Realty LLC
845-807-2630
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.
Courtesy: Country House Realty Inc
845-397-2590
Set among the bucolic rolling hills of Callicoon on a half acre, Farmview Chalet is a wonderful opportunity for a buyer looking for a project with some of the dirty work already done. Gutted to the studs and ready for build out, roll up your sleeves and make this magical little chalet come to life. Entering the house, you’re greeted by a living room with a brick fireplace as a charming focal point. It’s easy to see nights spent fireside on your vision board, and to let the house grow from there. A staircase with decorative spindles divides the lower level logically and also provides some architectural intrigue. On the far side of the staircase, a light and bright rear room open up. This could be a dining space or kitchen - both would be great choices to soak up the southern light that pours in year-round. Adjacent, you’ll find the full bathroom ready for its new life. Upstairs, there are two bedrooms on the front and back of the home, including the charming juliet balcony overlooking the neighboring farm fields. Need a little extra room? Perhaps a dormer and a primary bathroom could be just the right idea. Whatever you choose, with the space totally opened up, you’ll be able to see all the available options easily. Located only 5 minutes from Callicoon, and 10 from Jeffersonville - Farmview Chalet is in a sweet spot in western Sullivan County. It’s rare to find a project like this, in a location like this, with a price like this. Don’t dilly dally - come make it your very own HGTV moment. AI-assisted imagery included in the listing to get the ideas flowing.
Courtesy: Keller Williams Upstate NY Pro
607-431-2540
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
Life in the Callicoon Catskills doesn't get any better than this fine 2 bedroom brick ranch home surrounded by a level lawn and mature trees in a park-like setting.Easily accessed by a paved driveway which leads to a heated 2 car garage and breezeway. Inside find a well-designed kitchen with a comfortable dining room. The living room has a brick fireplace and a large picture window to enjoy nature. 2 large bedrooms and 1 full bath complete the first floor.Need space for hobbies or watching TV? Downstairs find a finished basement with family room/den with a large cedar closet (7.5x7.5), utility area with washer/dryer and a laundry chute. Home comes furnished-just move right in! Many upgrades to home include roof, furnace and energy efficient windows, making this a very comfortable home. Property consists of .73 acre which consists of two lots.Conveniently set and located on Route 97, a well-maintained paved road, only 1 mile from the Hamlet of Callicoon which boasts many stores and restaurants, and the Delaware River. Other nearby attractions are the Bethel Woods Performing Arts Center/Original Woodstock site, Roscoe, NY for trout fishing and many Catskills trout streams.
Courtesy: Keller Williams Upstate NYProp
585-877-8283
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
Courtesy: Matthew J Freda Real Estate
845-887-5640
Life in the Callicoon Catskills doesn’t get any better than this fine 2 bedroom brick ranch home surrounded by a level lawn and mature trees in a park-like setting. Easily accessed by a paved driveway which leads to a heated 2 car garage and breezeway. Inside find a well-designed kitchen with a comfortable dining room. The living room has a brick fireplace and a large picture window to enjoy nature. 2 large bedrooms and 1 full bath complete the first floor. Need space for hobbies or watching TV? Downstairs find a finished basement with family room/den with a large cedar closet (7.5x7.5), utility area with washer/dryer and a laundry chute. Home comes furnished-just move right in! Many upgrades to home include roof, furnace and energy efficient windows, making this a very comfortable home. Property consists of .73 acre which consists of two lots. Conveniently set and located on Route 97, a well-maintained paved road, only 1 mile from the Hamlet of Callicoon which boasts many stores and restaurants, and the Delaware River. Other nearby attractions are the Bethel Woods Performing Arts Center/Original Woodstock site, Roscoe, NY for trout fishing and many Catskills trout streams.
Callicoon is located in New York. Callicoon, New York 12723has a population of 2,996. Callicoon 12723 is less family-centric than the surrounding county with 20.87% of the households containing married families with children. The county average for households married with children is 27.82%.
The median household income in Callicoon, New York 12723 is $64,813. The median household income for the surrounding county is $63,393 compared to the national median of $69,021. The median age of people living in Callicoon 12723 is 49.8 years.
The average high temperature in July is 79.8 degrees, with an average low temperature in January of 12.5 degrees. The average rainfall is approximately 49.3 inches per year, with 66.5 inches of snow per year.
