224 properties for sale in Callicoon

Welcome to 72 Steep Hill Road in Beach Lake, PA, a spacious and versatile property offering 8 bedrooms, multiple living areas, and an abundance of indoor and outdoor space. The main living area features 6 bedrooms and 3 bathrooms, including a primary bedroom with a private half bath. The bright, open floor plan combines the kitchen, dining, and living areas, with a walk-in pantry and wood stove. Two sets of sliding doors open to a full deck, creating an easy connection to the outdoors. The lower level includes a family room with a second wood stove, half bath, laundry room, ample storage, and a one-car garage. A separate living area (Built in 1998) provides added flexibility with a living room, 2 bedrooms, full bathroom, eat-in kitchen, and roomy closets. All areas in this section are wheelchair accessible. The two living areas are connected by a sunny two-story foyer with access to a second deck. Outside, enjoy a peaceful country setting with a pond, detached 2-car garage with attic s

Are you looking for your farmhouse? This is the one for you! This 4 bedroom 2.5 bathroom home has everything to be desired including extra spaces for work from home spaces, entertainment and cozy up to the fireplace. The upgrades include all new insulation so you will be ready for winter in the Catskills. You can sit on the front porch and enjoy your cup of coffee overlooking the neighbor's farm or entertain with a BBQ on the back deck. This has everything you could imagine! Livingston Manor sits where the Beaverkill and Willowemoc meet, two of the most storied trout streams in American fly fishing. The hamlet's Main Street has restaurants, cafes, and shops, there's a local brewery, and the hiking trails of the Catskill Park are close by. Route 17 connects you to the rest of the region. Nearly three acres of elbow room, farm views out the window, and a Catskills town worth exploring

A rare find on the Delaware River! This 3-season rustic 2-bedroom cabin sits on 5+ acres where the land touches the water-walk right down to fish, kayak, or swim. 192 Feet of River Frontage! Enjoy morning coffee on the covered porch, watch wildlife, and explore nearby state game lands. Just 8 minutes to Callicoon, NY, 30 minutes to Bethel Woods, and a short drive to Honesdale. Bring your vision-this cozy gem is packed with potential! For added convenience, the cabin features an accessible ramp

A very beautiful home in a very private location. This 2-bedroom, 2-bathroom home sits on a beautiful lake with 2 very large decks for entertaining or just relaxing. There is almost 9 acres to enjoy and in a very peaceful location. There is also a large woodstove to make you even more comfortable if needed. It is also a very short distance to the famous Beaver Kill River for fishing and boating. It is located on a private road with limited access in the winter months. It is also in a nature preserve. Check this one out!

2-bedroom ranch home on 1.27 acres with 2 car detached garage, 3-separate sheds for storage plus a 2-story barn. This home needs some work, but, worth the effort. Newer roof, vinyl siding and replacement windows. Park-like setting with mature trees & shrubs that make outdoor entertaining enjoyable. You can hear the Hankins Creek babbling across the street from the Gazebo front porch (in need of repair). Whole house generator just in case you power goes out! Minutes to the Hamlet of Callicoon and the Delaware River, or 20 minutes to Roscoe, NY for trout fishing

5 bedroom 3 bath ranch with a detached two car garage and another detached garage for storage. Sitting on a 2 acre parcel. The home also has an additional kitchen in the remodeled basement area. Potential for a possible rental unit. In a good location in the beach lake area close to the town of Honesdale and the Narrowsburg area

This sweet country farmhouse offers an invitation to settle in, slow down and enjoy the simple pleasures of life. Set upon a quiet country road in the heart of Sullivan County, this charming home includes lake rights to Indian Lake, lush gardens + greenhouse, and a barn ready for your vision. The cheery red home features a stone-faced covered porch surrounded by established landscaping and old rock walls. Classic hydrangeas and lilacs blend seamlessly with newer plantings that the current owners have put in to create a wonderful natural border along the front of the property. It is the kind of front porch where you could easily curl up on the rocking chair for hours. Inside, the flow feels easy. A spacious living room with exposed-beam ceilings leads to a sunroom/mudroom and kitchen nook, where surrounding windows and sliders to a small deck flood the space with natural light. The country kitchen itself, complete with fun red checkerboard flooring and gas stove, connects to the adjacen

A rare Catskills property where you don’t just enjoy the view—you own it. Set on over 60 private acres in Roscoe, this exceptional property offers expansive views, your own certified trout stream, miles of hiking and exploring, a custom treehouse, and a beautiful barn with endless possibilities. The meticulously renovated 4-bedroom, 2 bath home is filled with character and designed for comfortable country living. Enjoy a beautiful kitchen, formal dining room, spacious living room, screened-in porch, stone patio, and outdoor fire pit—perfect for entertaining or simply taking in the peace and privacy of the property. Extensive improvements include all new windows, a new septic system, new boiler and oil tank, renovated kitchen and bathrooms, refinished floors, rebuilt front steps and railings, electric fireplace, updated ceiling fans, new washer and dryer, UV water treatment system, rebuilt spring house, and numerous additional upgrades. The home is spring-fed, and the unfinished attic a

Right between two Catskills sweethearts, this easy living Cape offers a freshly updated home with just the right amount of space to spread out. Currently set up for single-story living, the house has two bedrooms. Including a king-sized primary with an ensuite, a charming open kitchen and dining area, and a spacious sun-filled living room. The easy-to-access unfinished attic offers an opportunity for future expansion, and the basement (with Bilco doors) and detached garage hold space for tinkering, creative projects, gardening gear, or the inevitable collection of snowshoes and outdoor gear you will accumulate. Recent updates include new appliances, new flooring throughout, new light fixtures, fresh interior paint, and a handful of thoughtful upgrades that make this home a breeze to enjoy and maintain. Outside, wildflower meadows, a wooded hillside, and just enough level lawn surround the house, while a fenced garden is ready for your vision. The deck is perfect for morning coffee, sun

Welcome to 1037 Lakeshore Drive where lake mornings linger a little longer and every season has its own kind of magic. Just steps from the shoreline of White Lake, this thoughtfully renovated four-bedroom, two-bath bungalow offers a refined take on classic upstate lake life. Light pours into the open-concept living and dining space, creating an easy flow for gathering. Whether it’s summer dinners after a day on the water or cozy winter weekends tucked inside next to the fireplace. The kitchen and baths have been fully updated with a clean and modern sensibility. A screened-in porch invites slow mornings with coffee and unhurried evenings of al fresco dining; all wrapped in the chirping of birds and quiet hum of nature. A spacious deck sets the stage for grilling, relaxing and taking in the lake air. An 8-foot shared easement provides deeded access to White Lake, a motor-boat friendly glacial lake that is perfect for boating, swimming, kayaking, fishing, or simply slipping down to the w

NEW CONSTRUCTION MODERN A-FRAME RETREATNestled on a private wooded parcel in Cochecton, just minutes from the Delaware River, this custom DEN Outdoors A-Frame offers the perfect blend of modern design, comfort, and connection to nature.With approximately 1,990 square feet, 3 bedrooms, and 3 bathrooms, this thoughtfully designed home emphasizes open living, natural light, and architectural character rather than excess space.HighlightsArchitectural DesignDramatic A-Frame design by DEN OutdoorsSoaring 24-foot ceilings in the main living areaSouthwest exposure fills the home with natural lightOpen-concept layout that feels spacious, airy, and invitingFrameless Viewrail glass railings with Starphire glass panelsDesigner KitchenRift-sawn oak upper cabinetryMatte black lower cabinetryQuartz countertops and full-height quartz backsplashFully integrated Fisher & Paykel appliancesClean, modern aesthetic with premium finishes throughoutSpa-Inspired BathroomsWalnut vanities with quartz countertops

Lake-View Retreat with Beach & Boat Acess-NO HOA: Enjoy lake living in this 3-bedroom, 2-bath ranch on a beautifully maintained 1.06+/-acre lot with exclusive rights to Welcome Lake, including beach and boat access. The home offers a spacious screened-in deck, an attached garage, peaceful surroundings, and lake views. Launch a kayak or paddleboard from the community beach, then enjoy morning paddles, afternoon swims, and evening fishing on this private, non-motorized lake-all just steps from your door. It's a welcoming haven in a quiet, natural setting. A short walk leads to the 2,720-acre Pennsylvania State Game Lands No. 316, home to Cobey Pond, trout streams, hiking trails, and abundant wildlife. Nearby amenities include Woodloch Resort & Spa, just 5 miles away; Narrowsburg, New York, and the Delaware River, about 10 minutes away; and easy access to Honesdale and Hawley for dining, shopping, live music, golf, and year-round recreation. Winter activities include ice skating, snowmobi

989 Chiloway Rd, Roscoe NY 12776. Cozy Cabin with 900' of Beaverkill River frontage! Fish, hike, hunt, wade and explore to your heart's delight! This 2 bedroom / 1 bath rustic getaway sits on a total of 34.31 acres comprised of 4 lots on a lightly travelled gravel road that is town maintained just up to the beginning of the property. There is a private sitting area with a campfire pit along the rivers edge that features a walking path for easy access to stroll along the river bank. While a majority of the property is relatively steep, it does offer a flat spot at the very top with potential for views and is accessible via four wheel drive along a rough mountain drive. There is a powerline easement down the center of the largest 21.33 acre parcel that would allow for ATV trails or wood line hunting and for good measure, there is even an old bluestone quarry with access to usable stone for future projects! Full basement with access doors to the outside allow for easy access to plumbing a

Claim your personal front-row seat to the Delaware River just in time for the upcoming season. Built years ago by three passionate anglers who valued total privacy, seclusion, and world-class waters, this authentic riverside cabin serves as the consummate Western Catskills sanctuary. The cabin is fully equipped with all essential conveniences, including running water and dedicated heat, while preserving the soul of a classic woodland outpost. Step out onto the deep covered front porch to breathe in the crisp mountain air, spend peaceful afternoons writing or reading, or pitch tents across the grounds for an unforgettable outdoor campout under star-studded skies. Life here revolves around the majestic river flowing just beyond the railroad line, where the water slows into a calm, gentle pool ideal for swimming, floating, kayaking, and wading. For fly fishing enthusiasts, this storied stretch of water offers an unmatched natural playground when trout season opens each spring. Despite the

Modern midcentury aesthetic getaway on 6.34 quiet acres designed with clean, minimalist features. Built by Catskill Energy Homes with up-to-date building methods combined with the latest energy saving technologies to create a sustainable home for today’s modern living. With 2BR/1bath, the spacious open concept feeling with large energy efficient windows provides lots of natural light and brings in the outdoors along with the cantilevered 16’x16’ deck to “extend” the living area with outdoor enjoyment. The home features quality finishes like Hardi board siding, hyper insulated exterior walls, interior insulated sound proof walls, energy efficient appliances, high speed internet, Moen faucets, oversized farm sink, woodburning stove, split units for A/C & heating, maple hardwood floors, raised flower beds. New one car garage with electric car charge set-up, roof solar panels, owner owned and transfer with the sale. Not 10min to Narrowsburg&Callicoon for dining&shopping, minutes to Delawar

Two story farmhouse style home on 1.16 acres of park-like setting with stream frontage on Pea Brook, Long Eddy, New York. 4 bedrooms, 1 bath. Spacious living room/dining room open floor plan with bonus heated enclosed porch. Main bedroom and bath on first floor. 3 additional bedrooms on second floor with walk-in closet space. Enjoy your morning coffee in the enclosed, screened porch and enjoy nature around you. When you enter the gated fenced in yard, you will be in awe with the numerous trees and shrubs. Bamboo, red-bud, pines and black walnut. This is paradise for a gardener. Stone walls and steps lead to the front of the home with glorious plantings. Large garden shed plus additional outbuilding. Sitting in the patio area in the large back yard, you will hear the sounds of Pea Brook, with your own frontage across the street. Just minutes to the public access of the Delaware River or Callicoon for shopping, restaurants, movie theater or farmer's market. 20 minutes to the Hamlet of Ha

Tucked at the end of a long driveway on 15 private, wooded acres, this spacious contemporary farmhouse offers a true Catskills retreat just minutes from Narrowsburg and the Delaware River. With 2,359 sq ft, 3 bedrooms and 2 full baths, the home combines comfortable country living with an impressive collection of modern systems and outdoor amenities. Step inside to a light-filled, open-concept great room highlighted by soaring 16-foot vaulted wood ceilings, oak hardwood floors and a handsome stone fireplace. The large modern kitchen opens naturally to the living and dining areas and features cherry cabinetry, stainless steel appliances, generous workspace and a butcher-block breakfast bar/island—an inviting centerpiece for everyday living and entertaining. The spacious primary suite is its own retreat, complete with sliding doors to a private rear deck and hot tub, walk-in closet and ensuite bath with Jacuzzi soaking tub and separate walk-in shower. Two additional bedrooms and a second

In a quiet corner of the Western Catskills, sits Woodsview, a stylish modern retreat. Designed with an eye towards maximizing the enjoyment of the surrounding landscape, this beautiful home in Jeffersonville, NY is the dreamy, turnkey escape you’ve been looking for. The entranceway offers a convenient coat closet and guides you into the sleek and spacious kitchen. Modern flat front black cabinetry is complemented by open shelving, white granite counters, and black stainless appliances. The island provides a nice visual break from the main living space as well as convenient additional storage and counter space. The dining space and main living area take full advantage of the light and views from glass sliding doors and walls of oversized windows, highlighting the surrounding landscape and offering plenty of room for gathering with friends and family. The high ceilings maximize the natural light and keep the space feeling like an expansive extension of the outdoors. All three bedrooms at

In a quiet corner of the Western Catskills, sits Woodsview, a stylish modern retreat. Designed with an eye towards maximizing the enjoyment of the surrounding landscape, this beautiful home in Jeffersonville, NY is the dreamy, turnkey escape you've been looking for. The entranceway offers a convenient coat closet and guides you into the sleek and spacious kitchen. Modern flat front black cabinetry is complemented by open shelving, white granite counters, and black stainless appliances. The island provides a nice visual break from the main living space as well as convenient additional storage and counter space. The dining space and main living area take full advantage of the light and views from glass sliding doors and walls of oversized windows, highlighting the surrounding landscape and offering plenty of room for gathering with friends and family. The high ceilings maximize the natural light and keep the space feeling like an expansive extension of the outdoors. All three bedrooms at

Peaceful A-frame retreat on over 5 private acres. Recently renovated with a mix of charm and modern comfort. Features three + bedrooms, a loft area, two baths, vaulted ceilings with wooden beams, and a stylish kitchen with stainless steel appliances. Mini-splits throughout for year-round comfort. Just minutes to Bethel Woods, Narrowsburg, and Callicoon—enjoy great dining, shopping, and entertainment nearby. A quiet country getaway just over 100 miles from NYC

What’s better than one lake house? Two! Welcome to the Tennanah Lake Stone Wall. This property is truly unique, with over 175’ of premier lake frontage on Tennanah Lake and a hand-laid stone wall that is actually a work of art. The main house is a 4-bed, 1.5 bath ranch with a full basement and epic lake views from nearly every room. The bones are extremely solid with a 200amp panel and whole house Generac backup generator. The guest house is the cutest 1 bed, 1 bath cottage that is newly renovated and also has tremendous views of the lake. Tennanah Lake is a one-of-a-kind, private, spring-fed, motorboat lake. It is quiet and peaceful and exceptionally clean and cared for by its residents, without the having stifling restrictions. Ideal for swimming, fishing and waterskiing. Minutes to the Roscoe Mountain Club for a great 18-hole golf course and dinner and drinks

Check out this private home on 3+ acres with a pond & garages! Discover the space, privacy, and versatility you've been looking for at 9 Tall Trees Ln. This well-maintained mobile home offers 3 bedrooms and 21/2 bathrooms, along with a full basement providing abundant storage and potential for additional living or recreational space. The home features durable vinyl siding and a metal roof, plus an attached 2-car garage for convenient everyday access. A separate detached 1-car garage provides even more room for vehicles, recreational toys, a workshop, or additional storage. Set on over 3 acres, the property offers plenty of room to enjoy the outdoors, garden, entertain, or simply relax in a peaceful private setting. The private pond adds to the charm and creates a beautiful focal point for this spacious property. Whether you're searching for a full-time residence, weekend getaway, or private retreat, this property offers a unique combination of acreage, water, garages, and privacy-all i

Up a long, private driveway, The Perch is a private oasis. Offering seasonal ridgeline views, mature stands of trees and rolling, open fields, this bucolic retreat is just ten minutes from the bustle of Livingston Manor's main drag, but feels much more secluded. Built in 2022 by local builders Western Sullivan Properties, this is the first time this home has ever been on open market. This elevated ranch is entered from the generous deck, which wraps around two sides of the home. All that space provides plenty of room for outdoor cooking, dining and relaxing in serene privacy. Inside, you'll enter through the well-appointed kitchen and into the airy main living space. In the kitchen you'll find marbled white granite counters atop shaker-style cabinets, plus ample open upper shelving. Stainless appliances include a propane range with hood, refrigerator and dishwasher. Above the sink, the picture window nicely frames the bucolic surroundings. The convenient island is an work-from-home sta

Up a long, private driveway, The Perch is a private oasis. Offering seasonal ridgeline views, mature stands of trees and rolling, open fields, this bucolic retreat is just ten minutes from the bustle of Livingston Manor’s main drag, but feels much more secluded. Built in 2022 by local builders Western Sullivan Properties, this is the first time this home has ever been on open market. This elevated ranch is entered from the generous deck, which wraps around two sides of the home. All that space provides plenty of room for outdoor cooking, dining and relaxing in serene privacy. Inside, you’ll enter through the well-appointed kitchen and into the airy main living space. In the kitchen you’ll find marbled white granite counters atop shaker-style cabinets, plus ample open upper shelving. Stainless appliances include a propane range with hood, refrigerator and dishwasher. Above the sink, the picture window nicely frames the bucolic surroundings. The convenient island is an work-from-home sta

Charming 1942 Cape Cod nestled on 8.42 private acres along a quiet dead-end road in Cochecton, This inviting home features a kitchen, dining room, comfortable living room, two bedrooms, a convenient mudroom, laundry room, deck, and a versatile bonus room ideal for a home office, studio, or guest space. Enjoy peaceful country living with easy access to some of the area’s most desirable destinations—just about 10 minutes from Bethel Woods and within convenient reach of Jeffersonville, Narrowsburg, and Callicoon, known for their quaint downtowns, local restaurants, shops, and community charm. Nearby lakes and the Delaware River offer plenty of opportunities for swimming, boating, fishing, kayaking, and enjoying the outdoors. Whether you’re looking for a weekend retreat, a work-from-home escape, or a full-time country home call to schedule a visit

Cozy country home overlooking a pond on 2 acres. This nicely situated 2 bedroom 1 bathroom ranch home with a full basement has plenty of storage space, a garage, carport and a designated fenced in garden area. There is also a small barn that needs a little help) So much potential with this property

A one-of-a-kind property offering a unique opportunity. This 3-bedroom, 3-bath chalet, built in 2004, is surrounded by mature woods, offering privacy and a peaceful setting while remaining close to everything Jeffersonville and Callicoon have to offer in the Western part of Sullivan County. Inside, dramatic floor-to-ceiling windows and vaulted ceilings create an impressive sense of space, while knotty pine accents and hardwood floors add warmth and character. The open-concept kitchen features an expansive island, making it the perfect gathering space. The first floor offers a spacious bedroom with walk-in closet, full hallway bathroom with laundry, and a library/flex room. Upstairs, you'll find a unique loft overlooking the main living area, a spacious hallway bathroom, a versatile nook perfect for a home office or workout space, and two additional bedrooms, including the primary suite with walk-in closet and private ensuite bathroom. The finished basement provides additional space not

Looking for a home with character, charm, and endless potential? Meet buttercup! This sweet three-bedroom, two-bath Cape Cod is ready for its next chapter and yours. Perfectly situated on the corner of Route 17B and Dr. Duggan Road in the heart of Bethel, this property offers excellent visibility, making it an ideal spot for a home-based business, studio, or creative workspace with a private backyard. The previous owner welcomed visitors from near and far to her beloved art studio, and now it's ready for your vision. Inside, you'll find timeless hardwood floors, a cozy living room centered around a classic brick fireplace, and a warm, inviting layout full of character. The entire second floor is dedicated to a private primary ensuite, creating a peaceful retreat complete with its own full bathroom and plenty of space to unwind. Whether you're drawn to the creative spirit of Bethel Woods, the history of the original Woodstock festival site, or you're simply searching for a welcoming pla

You see the stair tower before almost anything else—curved, cedar-sided, and rising beside the front door. It’s the first clue that this house was designed by someone thinking beyond straight lines and predictable rooms. The setting is just as distinctive. More than four acres unfold along famed Filippini Pond, a spring-fed spot loved for kayaking, boating, and fishing, with its own place in local lore as the popular skinny dipping destination for attendees of the original Woodstock festival of 1969. Bethel Woods Center for the Arts is steps up the road, making the area’s creative history feel less like the past and more like part of the neighborhood. The house has some architectural bona fides of its own, having received architectural awards. And inside, the reasons reveal themselves gradually. A sweeping staircase wrapped in warm wood forms the center of the home. Curved walls lead into unexpected spaces, custom built-ins appear from room to room, and nearly every turn offers a new p

Single wide situated on a lovely 3 + acres in kenoza lake, close to the hamlet of jeffersonville. Nice country road to call home. Mobile needs work or you can remove and replace. The land is mostly flat, with mobile situated back from the road for privacy. Wooded towards rear giveing a great view. This could be well worth the effort for affordable housing