Callicoon Homes for Sale

Callicoon Homes for Sale

Welcome to Callicoon, New York—a hidden gem nestled in the picturesque Sullivan County, where the tranquility of nature meets the charm of small-town living. This quaint village, situated along the banks of the Delaware River, is renowned for its stunning landscapes, vibrant arts scene, and rich history. With its rolling hills, lush forests, and scenic river views, Callicoon offers an idyllic backdrop for those seeking a peaceful retreat or a place to call home.

Callicoon boasts a tight-knit community with friendly faces and a welcoming atmosphere. The town is dotted with charming boutiques, delightful eateries, and local markets, inviting residents to indulge in the best of small-town life. Outdoor enthusiasts will find a haven here, with ample opportunities for hiking, fishing, and kayaking, all set against the stunning backdrop of the Catskill Mountains.

For those considering a move, Callicoon features a diverse array of homes for sale that cater to various lifestyles and budgets. From cozy cottages perfect for weekend getaways to spacious family homes with expansive yards, there’s something for everyone. Many properties showcase unique architectural styles and are often surrounded by breathtaking landscapes, making every day feel like a vacation.

Whether you're looking for a permanent residence or a seasonal escape, Callicoon offers a unique blend of charm, community, and natural beauty. Explore the homes for sale in this enchanting village and discover the perfect place to create lasting memories in the heart of Sullivan County. Your dream home awaits!

Newest Callicoon Homes for Sale

$485,000
3 Beds 2 Baths 1048306 MLS
Steps from Callicoon’s charming Main Street and the Delaware River, this beautifully preserved 1900 Craftsman pairs the soul of another era with a decidedly modern point of view. Designed and built by Kohler Lumber, the local mill responsible for some of the area’s most distinctive early homes, it remains a remarkable showcase of period craftsmanship. Original Victorian 'stick and ball' millwork, carved details, paneled walls, and beautifully restored wood floors give the house a richness and sense of place that simply cannot be recreated. Thoughtfully updated while respecting its architectural history, the interiors feel warm, quiet, and refined. Original floors restored with tung oil and a subtle white-pigment finish bring a fresh, contemporary softness to the home’s extraordinary woodwork. The walls and first-floor ceilings were meticulously restored using traditional lime plaster over the home’s original wood lath. The bright, streamlined kitchen is simple and efficient, with room for a future owner to expand if desired. An adjacent powder room with laundry adds practicality, while the dining room’s carved wood details create an intimate transition to the open living and sitting rooms. The front parlor retains a particularly charming piece of the home’s history: once used as an insurance office and separated from the residence by a velvet curtain, its original iron curtain rod remains. A carved wood staircase leads to generously proportioned bedrooms, an updated bath, and a dedicated bathing and soaking suite - an unexpected and indulgent retreat. Above, the wood-paneled attic offers an atmospheric, flexible space for movie nights, a studio, home office, library, or future expansion. Behind all that history is a house thoughtfully brought into the present. Updated mechanicals, cellulose insulation installed in 2022, and a low-energy cooling system that draws naturally cool air from the stone-walled, below-grade cellar. The original 1912 cedar siding was fully stripped and restored in 2012 and repainted in 2024. Municipal water and sewer add another layer of ease. Outside, the property becomes a private little world of its own. Mature perennials, native plantings, moss-covered stone walls, and an outdoor fireplace create an enchanting backdrop for long summer dinners, cocktails by the fire, or slow mornings with coffee. Just off the kitchen, the garden makes entertaining effortless. Out front, a secluded rocking-chair porch wrapped in greenery makes it easy to forget that the heart of town is just steps away. Stroll down the hill to the Delaware River for swimming, fishing, and rafting, into town for dinner and drinks, or to the Callicoon Farmers’ Market on Sunday mornings. The new 40-acre Callicoon Riverside Park is also just a few minutes away on foot, while Grover M. Hermann Hospital is approximately two minutes away by car. Historic without feeling frozen in time and polished without losing its soul, the Callicoon Craftsman is a rare opportunity to own a beautifully preserved piece of local history in one of the Delaware River Valley’s most beloved hamlets.

22 Mill Street, Callicoon

$1,450,000
4 Beds 3 Baths 1046659 MLS
Welcome to the Beechwoods, a disarmingly bucolic pocket of Sullivan County where cattle laze beside a stream and sheep forage across rolling hills. Here, in the agrarian calm high above Callicoon, the Beechwoods House looks out across what is surely one of the most beautiful views in all the Catskills: undulating farmland, wooded hills and an extraordinary expanse of sky. Set within 7.85 acres of meadow and native plantings, the home was designed around this panorama, with its main living spaces facing west toward the sunset. Although custom built in 2022, the house feels as though it has stood here for generations. Weathered wood, radiant heated cobblestone floors and rooms filled with patina give it the soul of an old Catskills homestead. Its open layout and connection to the outdoors are distinctly modern. At the center is an expansive living room anchored by a sleek gas fireplace and oversized hearth. Wood wrapped walls and ceilings create an enveloping warmth, while broad windows frame the countryside. A built in nook offers a cozy corner for reading. Doors open to outdoor spaces on two sides. One looks west across the hills, an idyllic setting for dinner as light moves over the valley. The other is an intimate retreat surrounded by native plantings. In summer, open both sides to let the breeze and birdsong move through the house. In winter, heated stone floors and fireside seating make it wonderfully cocooning. The kitchen has the collected character of a French country house, with wood cabinetry, open shelving, skirted worktables, an apron front sink and patinated materials. There is room for a dining table overlooking the landscape. A mudroom, laundry area and half bath sit beyond, while a separate terrace creates another place for morning coffee. The bedrooms extend along two wings for a natural sense of privacy. One hall leads past a cozy den to the primary suite, where the bath pairs warm wood with a freestanding soaking tub, separate shower and water closet. Three additional bedrooms and a full bath occupy the opposite wing. A concealed stairway leads to one of the home’s most unexpected spaces: a generous loft beneath the pitched roof. Warm wood ceilings follow the roofline, while windows bring in light and treetop views. It feels like a private world of its own, equally suited to a screening room, library, studio, home office or guest suite. Outside, covered terraces, slatted pergolas and garden paths give way to meadow alive with grasses and wildflowers. Adirondack chairs at the edge of the hill invite you to take in the western view. The property feels wonderfully private yet expansive, with the house almost hidden within the landscape. Despite its seclusion, the Beechwoods is just ten minutes from Callicoon. Visit the farmers’ market, Callicoon Wine Merchant, Black Walnut or the historic Callicoon Theater. Nearby Seminary Hill offers cider, food and views across the Delaware River Valley. The river invites swimming, kayaking, tubing and fishing throughout the warmer months. Ten minutes away, Jeffersonville is home to Sullivan Sundries, a destination for coffee, provisions and home goods. Bethel Woods brings concerts and festivals to the historic Woodstock site, while Narrowsburg, Livingston Manor and Roscoe offer restaurants, breweries, antiquing and fly fishing. Just 2.5 hours from New York City, 506 Beechwoods offers a rare combination of deep quiet and genuine connection. Offered furnished, its layered interiors feel immediately inviting: removed from everything when you want to be, with some of the Catskills’ best food, culture and small town life close at hand.

506 Beechwoods Road, 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

$769,000
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

$439,000
4 Beds 2 Baths 1010333 MLS
Historic Beechwoods Farmhouse on 14+ Acres, Major Improvements Already Made & Ready for Your Vision A rare opportunity in the highly desirable Beechwoods area of Callicoon. Set on more than 14 scenic acres between Callicoon and Jeffersonville, this historic four-bedroom, two-bath farmhouse offers the character, land, and setting you are looking for in the Sullivan Catskills. Along with an opportunity to complete the renovation to your own taste. Significant improvements are already complete, including a new roof, new porch, and partial interior renovation. The major work already started gives you a solid foundation to keep transforming the property. Bring your ideas, your style, and your vision to complete this Catskills farmhouse the way you want it. The property offers a wonderful combination of open meadows and wooded acreage, with gently rolling land and beautiful countryside. Three varieties of berry plants add to the property's agricultural character and offer the opportunity for gardening, harvesting, and enjoying the land. The farmhouse's history as both a working farm and seasonal retreat adds to its character and sense of place. Today, it offers the potential for a classic country farmhouse, Catskills retreat, hobby farm, hunting retreat, or private weekend getaway. The location is equally compelling. Approximately four miles from the Delaware River and conveniently situated between Callicoon and Jeffersonville, you'll be close to fishing, kayaking, canoeing, tubing, hiking, cycling, farmers' markets, restaurants, breweries, and the many cultural and recreational attractions of the Sullivan Catskills. The sellers are motivated. If you've been considering this property but weren't sure it was the right time to move, now is the time to take another look. This parcel has plenty of road frontage that may allow for another building site.

58 Polster Road, Callicoon

$1,048,000
4 Beds 4 Baths 993379 MLS
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.

63 Sky View Drive, Callicoon

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