Callicoon NY Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
1,556
Status:
Active
MLS#:
1068984
Type:
Single Family
Lot size:
6.73 Acres
Year built:
2014
A broker reciprocity listing Courtesy: Matthew J Freda Real Estate 845-887-5640
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ADDITIONAL INFORMATION

This well-built and immaculately maintained contemporary in Callicoon's desirable Beechwoods area offers comfortable, aesthetic living in a quiet neighborhood. It is set well back from a low-traffic country road, and the 6.73-acre lot supports lawns, fields, woods, and a sizable, clear pond. A huge wraparound deck provides easy access to outdoor living, and since it faces west you get views of the Delaware River valley and glorious sunsets. Inside, the open-concept great room is spacious and light-filled, with soaring beams and high ceilings. A pellet stove provides auxiliary heat for the propane-fired warm-air system. The kitchen is especially bright, and the white quartz counters reflect that. First floor also has a bedroom (currently used as an office) and a full bath with glassed-in shower. Upstairs you'll find two more bedrooms and a full bath with glassed shower and a lovely tiled soaking tub. The basement level has a homey, partially finished den/family room as well as utilities including front-loading washer & dryer and a long-term supply of pellets for the stove. Back outside, the two-car garage features an 8' door plus workbench, big storage shelves, and room for mowers and maintenance equipment. This property is located just 3 miles from the restaurants, shops, and farmers' market of Callicoon and the Delaware River. Two hours NYC.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,632
Status:
Active
MLS#:
1067510
Type:
Single Family
Lot size:
0.46 Acres
Year built:
1953
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Move-In Ready Home in the Heart of Jeffersonville! Welcome to this beautifully maintained and recently remodeled in 2020: 3-bedroom, 2-full-bath home, along with additional office / bonus room w/ bathroom. Offering 1,632 square feet of comfortable living space in the charming village of Jeffersonville, nestled in the scenic Western Sullivan County Catskills! This inviting home features a recently renovated open kitchen, updated interior, and a convenient layout with a full bathroom on both the first and second floors. The wraparound covered porch adds wonderful charm and provides the perfect place to relax and enjoy the outdoors. Additional features include low-maintenance vinyl siding, a detached garage, and a full, dry, unfinished basement offering plenty of room for storage. Step outside to your own private, fenced-in backyard, providing a secure space for pets, outdoor activities, and entertaining. The patio and covered pavilion create a wonderful setting for summer barbecues, outdoor dining, family gatherings, or simply relaxing in the fresh Catskill Mountain air. Situated on approximately 0.46 acre, the property offers a great combination of outdoor space, privacy, and manageable maintenance. Location is another great feature! Enjoy being within walking distance of Jeffersonville's charming Main Street, featuring local restaurants, catskills specialty shops, and a welcoming small-town atmosphere. Everyday shopping is convenient, with Dollar General just a few of doors down. For recreation and entertainment, the popular Villa Roma Resort and its golf course are just a short drive away. Enjoy additional golfing opportunities, fishing, hiking, kayaking, and exploring the scenic Delaware River. Bethel Woods Center for the Arts, home to world-class concerts and events, is also nearby, along with the many outdoor recreational opportunities that make Western Sullivan County such a desirable destination. Whether you're searching for a year-round residence or a weekend Catskills retreat, this well-cared-for property offers the perfect combination of modern updates, outdoor living, and small-town convenience. Move-in ready and waiting for you to make it your own. Schedule your showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,584
Status:
Active
MLS#:
202628299
Type:
Single Family
Lot size:
0.87 Acres
Year built:
1960
Courtesy: Fallati Real Estate Group LLC Christine Fallati 518-878-2922
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ADDITIONAL INFORMATION

Enjoy the charm of country living in this inviting, light-filled cottage just minutes from the shops, restaurants, and Delaware River of Callicoon. Set in a peaceful setting with picturesque meadow views, this home offers a relaxing Catskills retreat about two hours from NYC. Inside, warm hardwood floors and a classic wood-burning fireplace create a cozy atmosphere. The living area flows into a dedicated dining room, while the updated kitchen features a brand-new oven, new tile flooring, and open shelving. A brand-new full bathroom adds fresh appeal. Upstairs, a spacious, skylit loft offers flexible possibilities for a bedroom retreat, home office, guest space, or creative studio. A vintage clawfoot tub and sink add character. Fresh sheetrock and brand-new insulation throughout provide a great foundation for making the space your own. Recent improvements include a four year old roof, new front (covered) and back decks, fresh interior and exterior paint, and key electrical updates. A convenient drive-under garage and generous lower-level storage provide room for tools, outdoor gear, and hobbies. Step outside to enjoy the meadow views, then head into Callicoon for local dining, unique shops, farmers' market finds, and river adventures, including kayaking, tubing, and fishing. Whether you're looking for a weekend escape or a full-time country home, this Western Catskills cottage blends rustic charm, meaningful updates, and a desirable location close to everything Callicoon has to offer.

Beds:
1
Baths:
1.00
Sq.Ft.:
1,000
Status:
Active
MLS#:
1060180
Type:
Single Family
Lot size:
377 Acres
Year built:
2023
A broker reciprocity listing Courtesy: Hart & Johnson Realty 347-739-4723
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ADDITIONAL INFORMATION

377-Acre farmland preservation project 102 Radio Tower Road features a new architecturally distinctive 850-square-foot one bedroom guest house and a cleared site for a 2000 square foot main-house. The guest house is ready for immediate occupancy. The main house has been sited to maximize the property's extraordinary setting and long-range views. Water, septic, driveways, electricity, and cable are installed for both the guest house and the main house site. Architectural drawings are 70% complete for the main house; its shovel-ready and can be constructed while you enjoy occupancy in the guest house. 102 Radio Tower Road is located adjacent to a farmland preservation and conservation project in the highly desirable Beechwoods farming area. The farmland preservation and conservation project consists of 377 acres of land that has been in family farming since the 1860’s and is continuing as the Herbert Farm, only the third family since the 1860’s to farm the land. The Beechwoods, 102 Radio Tower Road and the farm project are set across remarkable acreage in the Catskills, defined by sweeping protected views, hill tops, open meadows, mature woodland, pristine ponds, and miles of trails disappearing into the landscape. The farm preservation project includes three existing houses, including the working dairy farm with barns and out-buildings, 102 Radio Tower Road, and the original farmhouse on Gorr Road. There can be up to a maximum of four additional home sites in the conservation area, sited to not impact the working farm and offer both privacy and views. The guest house is 850 square feet and includes Marvin windows, radiant heat, a roof deck, custom millwork, fixtures by Coil and Drift and Ravenshill and other custom elements. The roof deck is accessible from a custom steel stair leading to hundred-mile views. Future Expansions, Brooklyn, New York is the architect of 102 Radio Tower Road, both guest house and main house. The main house is a distinctive three-bedroom, two-bath house with distant views across the landscape. It faces into the west winds and has been designed as windbreak so that a grassy protected area is on the eastern side of the house. The open spaces of the farmland preservation project create great views and offer hunting, fishing, walking, hiking, cross-country skiing, swimmable ponds, and a sauna tucked into the landscape. The vision is simple: architecture belongs to the landscape, is tucked into limited private areas that preserve the farmland and enjoy the sweeping views across a working farm and into the horizon. The setting offers space, beauty, privacy, in a hilltop landscape that is unique in the Catskills. 102 Radio Tower Road, including the main house site and the existing guest house is a one-of-a-kind site and house, commanding extraordinary views, directly adjacent to preserved farmland and a short hike up the hill to a hilltop with distant views of New York and Pennsylvania.

Beds:
10
Baths:
4.00
Sq.Ft.:
3,252
Status:
Active
MLS#:
1012231
Type:
Single Family
Lot size:
0.47 Acres
Year built:
1909
A broker reciprocity listing Courtesy: Anatole House LLC 845-943-4177
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ADDITIONAL INFORMATION

Rare, large Catskills offering in the heart of Callicoon. Redesigned in 2025, this turnkey three-story farmhouse blends historic charm with modern updates. Set on a half-acre within walking distance to Main Street restaurants, shops, the movie theater, brewery, and Delaware River access, the property features multiple gathering spaces, an updated kitchen, wood-burning stove, media room, and flexible bedroom configuration designed for large groups. Outdoor amenities include a multi-level deck, stream-side yoga and dining platform, and ample space for entertaining. Successful short term rental history, furnishings package available separately.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,148
Status:
Active
MLS#:
1056117
Type:
Single Family
Lot size:
8.91 Acres
Year built:
1996
A broker reciprocity listing Courtesy: Land and Water Realty LLC 845-807-2630
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ADDITIONAL INFORMATION

This move-in-ready and relatively maintenance free 2-bedroom, 2-bathroom condo at Villa Roma Resorts features an updated kitchen with new appliances, new flooring, updated bathrooms, and a new furnace making the transition to Catskills living that much easier. Enjoy four-season recreation nearby, with golf, pools, tennis, pickleball, dining, live entertainment, skiing, and snow tubing at the Villa Roma. Just minutes from Callicoon’s shops, restaurants, farmers market, and the Delaware River, this condo is an inviting weekend escape or year-round home over looking the 10th hole of the Villa Roma Golf Course. Own the getaway. Enjoy the resort. Live the Catskills lifestyle.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,053
Status:
Active
MLS#:
1056100
Type:
Single Family
Lot size:
4.49 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Woodstock Way Realty LLC 845-250-4200
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ADDITIONAL INFORMATION

Welcome to this spacious four-bedroom contemporary home on 4.49 acres in the Beechwoods section of Callicoon, NY, where spectacular countryside views, generous living spaces, and exceptional outdoor spaces come together to create the perfect Catskills retreat. The expansive deck is ideal for entertaining, hosting summer barbecues, or simply relaxing and taking in the peaceful surroundings. Thoughtfully designed for both everyday living and entertaining, the interior offers multiple gathering spaces and a wonderful sense of openness. The impressive living room features soaring cathedral ceilings and expansive front-facing windows that frame the beautiful landscape and fill the space with natural light. It flows seamlessly into a spacious dining room, providing the perfect setting for large gatherings and special occasions. Just off the generously sized country kitchen, a comfortable den with a cozy fireplace creates a warm and inviting space for relaxing, reading, or enjoying time with family and friends. The private primary suite offers a peaceful retreat, complete with a spacious en-suite bathroom featuring a Jacuzzi tub—perfect for unwinding after a day exploring the Catskills. Abundant closet space adds to the suite's appeal. Three additional bedrooms provide plenty of room for family, guests, or flexible use, and all bedrooms enjoy amazing long-range views. The finished lower level adds even more versatility, featuring two bonus rooms that can accommodate guest space, home offices, hobby rooms, a fitness area, or additional recreational space to suit your needs. In addition, there is an oversized 2 car attached garage and circular driveway. One of the home's most appealing features is its exceptional outdoor living space. Step onto the expansive rear deck to enjoy the tranquil countryside setting and beautiful views. Gorgeous landscaping surrounds the property, creating a private oasis that is perfect for outdoor dining, entertaining, or simply enjoying the changing seasons. A large, level, fenced area in the backyard provides a wonderful space for pets to roam and play safely. Outdoor enthusiasts will appreciate the proximity to an 18-hole PGA golf course, within walking distance, and nearby skiing, just a five-minute drive away. The area offers an abundance of amenities and recreational opportunities. Resorts World Casino and Bethel Woods Center for the Arts are less than 30 minutes away, while Lake Superior State Park, White Lake, and Swinging Bridge Reservoir offer plenty of opportunities for boating and enjoying the water. This exceptional property combines the tranquility of a beautiful Catskills setting with convenient access to the restaurants, shops, markets, recreation, and cultural attractions of the Western Catskills. A wonderful opportunity to enjoy spacious living, breathtaking views, and the best of country living.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,048
Status:
Active
MLS#:
1050796
Type:
Single Family
Lot size:
5 Acres
Year built:
1948
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 838-877-8283
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ADDITIONAL INFORMATION

A little country club, a little horse country. Set on five private acres in Callicoon’s Beechwoods, Little Holiday Farm is a beautifully updated Catskills farmhouse pairing sweeping pastoral views, a horse ready barn, and direct access to an 18-hole championship golf course. Originally built in 1948 and extensively renovated in 2015, the four-bedroom, two-bath home has the warmth and character you want in an old country house, but with modern comforts. Hardwood floors, beamed ceilings and a gas fireplace bring plenty of cozy charm, while an updated kitchen with stainless-steel appliances keeps things decidedly current. The spacious primary suite feels like a retreat of its own, with its own private screened porch overlooking the rolling hills of the Beechwoods. With a first-floor bedroom and full bath, three additional bedrooms and plenty of gathering space, there’s room to comfortably host a full house of family and friends. At the opposite end of the house, a shaded porch overlooks the grounds and pole barn, offering plenty of space for four-wheelers, motorcycles, outdoor toys - or a few four-legged friends. A full walk-out basement provides additional storage and possibilities, while five usable acres offer room to garden, roam, play and take in those big Beechwoods skies. New septic in 2025. Surrounded by rolling countryside, evenings here are measured in sunsets and stars and just how long you can stay on the porch. When civilization calls, the shops, restaurants, farmers markets of the bustling hamlets of Callicoon and Jeffersonville are both just a short drive away. Approximately 2 hours to New York City. Little Holiday Farm is country living at its best: five beautiful acres, a barn with room for horses and farmstead dreams, all wrapped in the rolling landscape of Callicoon’s Beechwoods.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,503
Status:
Active
MLS#:
1048306
Type:
Single Family
Lot size:
0.18 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 838-877-8283
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,148
Status:
Active
MLS#:
1045360
Type:
Condo
Lot size:
8.91 Acres
Year built:
1996
A broker reciprocity listing Courtesy: Woodstock Way Realty LLC 845-250-4200
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ADDITIONAL INFORMATION

Your Catskills escape awaits! This inviting 2-bedroom, 2-bathroom condo at Villa Roma offers the perfect blend of comfort, recreation and resort-style living. Enjoy access to an incredible range of amenities and activities, including indoor and outdoor pools, golf, tennis, pickleball, hot tubs, dining, live entertainment, skiing, snowboarding, snow tubing and more. Whether you're looking for a weekend getaway, vacation home or investment opportunity, this property puts four-season Catskills recreation right at your fingertips. Just minutes from Callicoon's shops, restaurants, farmers markets and the Delaware River, you'll have everything you love about the Catskills close by. Own the getaway. Enjoy the resort. Live the Catskills lifestyle.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,000
Status:
Active
MLS#:
20265120
Type:
Single Family
Lot size:
7.85 Acres
Year built:
2022
A broker reciprocity listing Courtesy: Houlihan Lawrence, Inc. 845-876-4443
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ADDITIONAL INFORMATION

Welcome to the Beechwoods, a disarmingly bucolic pocket of Sullivan County dotted with cattle lazing by a stream and sheep foraging across rolling hills. Here in the agrarian calm, high above Callicoon, sits the Beechwoods House, looking out across one of the western Catskills' most beautiful landscapes: 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 view, with its main living spaces facing west toward the sunset. Although custom built in 2022, the house feels as though it has been here for generations. Weathered wood, cobblestone floors, deep rooflines, and rooms filled with warmth and patina give it the soul of an old Catskills homestead, while its open layout and effortless connection to the outdoors are distinctly modern. The architecture sits quietly within the landscape, emerging from the meadow rather than imposing upon it. At the center of the home is an expansive living room anchored by a sleek gas fireplace. Walls and ceilings wrapped in wood create an enveloping sense of warmth, while a broad bank of windows frames the countryside beyond. There is ample room to gather, read, play games, or simply settle in beside the fire. A built-in nook offers a quiet corner of its own, made for curling up with a book while still feeling connected to the rest of the room. Doors open to outdoor spaces on two sides. One looks west across the hills, an idyllic place for dinner as the last light moves over the valley. The other is a more intimate retreat surrounded by lush native plantings. Open both sides of the room in summer to let the breeze and birdsong move through the house. In winter, the radiant-heated cobblestone floors, richly textured wood, and oversized hearth make the entire space feel wonderfully cocooning. The kitchen has the easy, collected character of a French country house. Wood cabinetry, open shelving, skirted worktables, an apron front sink and patinated natural materials give the room the feeling of having come together slowly over time. It is generously scaled, with space for a dining table at its center and windows looking out toward the landscape. Off the kitchen is a convenient mudroom and laundry area with a half-bath. A separate outdoor sitting area just outside the kitchen creates yet another place for morning coffee or a quiet lunch in the garden. The private bedrooms extend along two wings, giving the home a natural sense of separation. 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 side of the house. Each room has its own tacit personality, with soft light, simple materials, and windows that look into the meadow and surrounding greenery. Off the living room, up a concealed stairway, is one of the home's more unexpected spaces: a generous loft tucked beneath the pitched roof. Warm wood ceilings follow the roofline overhead, while windows on multiple sides bring in light and views of the surrounding treetops. Connected to the character of the house but removed from its main gathering spaces, it feels like a private world of its own, and could easily become a screening room, library, painting studio, music room, home office or guest suite. Outside, the property unfolds through covered terraces, slatted pergolas, garden paths, and pockets of meadow alive with grasses and wildflowers. Adirondack chairs placed at the edge of the hill invite you to sit and take in the long western view. The nearly eight acre property feels wonderfully private, yet remains open and expansive, with the house appearing almost hidden within the landscape, a truly rare confluence of traits that almost every buyer hopes to find. Despite its seclusion, the Beechwoods is just ten minutes from Callicoon, one of the Catskills' most beloved river towns. Spend Sunday morning at the year round farmers' market, choose a bottle at the Callicoon Wine Merchant, have cocktails and dinner at Black Walnut, or see a film beneath the marquee of the historic Callicoon Theater. Nearby, Seminary Hill offers cider, food, and beautiful views across the Delaware River Valley. The river is central to life here, with swimming, kayaking, tubing, and fishing throughout the warmer months. Ten minutes in the other direction, Jeffersonville is home to Sullivan Sundries, a beautifully curated destination for coffee, specialty provisions and home goods. Nearby Bethel Woods brings major concerts and festivals to the historic Woodstock site, while Narrowsburg, Livingston Manor, and Roscoe offer restaurants, breweries, antiquing, and some of the region's best fly fishing. Just 2.5 hours from New York City, 506 Beechwoods offers the rare combination of deep quiet and genuine connection. Additionally, this turnkey home is offered furnished, preserving the layered, highly curated interiors that make it feel so immediately inviting. A house that feels removed from everything when you want it to, with some of the Catskills' best food, culture, and small town life close at hand.

Beds:
7
Baths:
4.00
Sq.Ft.:
8,764
Status:
Active
MLS#:
1040279
Type:
Single Family
Lot size:
0.18 Acres
Year built:
1885
A broker reciprocity listing Courtesy: BERKSHIRE HATHAWAY 516-741-3070
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ADDITIONAL INFORMATION

A true Callicoon landmark, Rafters Tavern has been a staple of the community since the building's construction in 1885. Located in the heart of town, this turnkey restaurant with commercial kitchen, bar and live music venue offers a rare opportunity to acquire an established hospitality business with a loyal following. The property includes a manager's/owner's apartment and additional rentable rooms, providing multiple income streams and operational flexibility. Rich in character and history, Rafters is well-positioned for continued success as one of the area's most popular gathering places for dining, entertainment, and live performances. The property also includes an additional commercial space suitable for retail or complementary business use. Heating/Cooling system: propane upstairs, forced air and central AC, downstairs electric heating & cooling units

Beds:
4
Baths:
4.00
Sq.Ft.:
2,544
Status:
Active
MLS#:
1030710
Type:
Single Family
Subdivision:
Long Farm
Lot size:
5.08 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Malek Properties 845-583-6333
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ADDITIONAL INFORMATION

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,

Beds:
3
Baths:
2.00
Sq.Ft.:
1,664
Status:
Active
MLS#:
1021417
Type:
Single Family
Subdivision:
Delaware Ridge Estates
Lot size:
5.25 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Matthew J Freda Real Estate 845-887-5640
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,885
Status:
Active
MLS#:
1010333
Type:
Single Family
Lot size:
14.8 Acres
Year built:
1815
A broker reciprocity listing Courtesy: Century 21 Geba Realty 845-856-6629
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,438
Status:
Active
MLS#:
1010833
Type:
Single Family
Lot size:
20.78 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Callicoon Real Estate LLC 845-887-4400
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ADDITIONAL INFORMATION

Set against the scenic rolling backdrop of the Beechwoods hills in Callicoon, this pristine Beechwood Estates II condominium townhouse represents effortless country living with exceptional peace of mind. Evident pride of ownership resonates throughout the light-filled interior, where comfortable entertaining and functional daily life align. The main level offers a fluid living and dining layout paired with a generous eat-in kitchen, leading out to both a covered porch and an expansive open deck. Whether hosting weekend guests or savoring quiet morning coffee surrounded by countryside views, the transition between indoor comfort and outdoor leisure is seamless. Upstairs and across the primary living areas, three spacious bedrooms and two full bathrooms provide ample privacy for full-time residents or weekend getaways alike. Downstairs, a fully finished basement complete with a dedicated half bath dramatically expands the home's footprint, offering the ultimate canvas for a media room or home gym. An attached garage provides effortless year-round access and convenient storage for sporting equipment and seasonal gear. Meticulously maintained and engineered for turnkey convenience, the residence is outfitted with robust mechanical and safety infrastructure, including a whole-house liquid propane generator, its own LP gas tank for heat, a/c and cooking, an integrated alarm system, and a built-in basement dehumidification system. It is a lock-and-leave mountain haven designed to restore and recharge. Beyond the front door, four-season Catskills recreation awaits, from eighteen holes of championship golf within walking distance to award-winning dining, craft breweries, and boutique shopping across Callicoon, Jeffersonville, and Livingston Manor. Visit Narrowsburg, home of the Delaware Valley Arts Alliance for art shows and events at the Tusten Theatre. Or buy tickets to one of the world class acts that perform at the Bethel Center for the Arts.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,750
Status:
Active
MLS#:
993379
Type:
Single Family
Lot size:
7.32 Acres
Year built:
2004
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-791-8648
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ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
2.00
Sq.Ft.:
2,536
Status:
Active
MLS#:
982483
Type:
Single Family
Lot size:
0.22 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Matthew J Freda Real Estate 845-887-5640
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ADDITIONAL INFORMATION

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.

Beds:
6
Baths:
4.00
Sq.Ft.:
4,080
Status:
Active
MLS#:
970019
Type:
Single Family
Lot size:
6.85 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Country House Realty Inc 845-397-2590
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ADDITIONAL INFORMATION

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.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

© 2026 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended. Per New York legal requirement, click here for the Standard Operating Procedures.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.



Callicoon Real Estate

Callicoon is located in New York. Callicoon, New York has a population of 2,996. Callicoon is less family-centric than the surrounding county with 21.08% 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 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 is 49.8 years.

Callicoon Weather

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.

Callicoon Map

Callicoon Real Estate Market Conditions

  • Median sales price

    $712,500
    14.6%
    change since last quarter
  • # Active listings

    34
    30-day change

Callicoon Schools and Demographics

Education near Callicoon, NY

City County
High School Graduates 89.42 86.63
College Degree - 2 year 11.45 10.27
College Degree - 4 year 28.76 27.03
Graduate Degree 7.41 8.4
Expenditures per Student 33,273 33,273
Students per Teacher 10.6 10.6

Elementary Schools near Callicoon, NY

Grades Students P/T Ratio ZIP
Liberty Elementary School PK - 04 726 12.9 12754
Sullivan West Elementary School PK - 06 559 12.2 12748

High Schools near Callicoon, NY

Grades Students P/T Ratio ZIP
Sullivan West High School At Lake Huntington 07 - 12 547 12.1 12752

Ungraded Schools near Callicoon, NY

Grades Students P/T Ratio ZIP
Liberty Middle/High School 05 - 12 876 11.7 12754
Roscoe Central School PK - 12 286 10.1 12776
Sullivan Boces KG - 12 278 51.5 12754

Demographics near Callicoon, NY

City County
Neighborhood Type Small Town
Population 2,996 78,230
Population Density 62 81
Median Age 49.8 42.3
People per Household 2.4 2.5
Median Household Income 64,813 63,393
Average Income per Capita 39,364 33,037

Real estate near Callicoon