1,381

Callicoon, NY Homes

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  • /44

    $339,000

    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    221 Gabel Rd, Callicoon, NY 12723

    Escape to tranquility in this beautiful 3-bedroom, 2.5-bathroom home perched atop five picturesque acres with breathtaking long-range views of rolling fields and majestic mountains. Just minutes from Callicoon’s charming Main Street and beloved farmers’ market, this property offers the perfect blend of privacy and convenience. Step inside to find a gracious formal living room, a cozy den, and a

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    221 Gabel Rd, Callicoon, NY 12723
  • /12

    $1,600 per month

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Condo for Rent

    69 Fremont St Unit 1, Callicoon, NY 12723

    Property Id: 1833432This is a large apartment with a newly updated kitchen, laundry and bathrooms. It has a large front balcony/porch, garage parking and back lawn overlooking a creek which leads to the Delaware River. It's located just off Upper Main and is a short walk to the supermarket, farmer's market, library, post office, restaurants, cinema, park, community center and pool, and

    69 Fremont St Unit 1, Callicoon, NY 12723
  • 94 Hessinger Lare Rd, Callicoon, NY 12758

    $164,000 Sold Apr 17, 2025

    • 1,344 Sq Ft
    • $122/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    94 Hessinger Lare Rd, Callicoon, NY 12758

    Come see this charming ranch-style home with rustic appeal, located in Youngsville. This home offers 3 bedrooms, a spacious kitchen with a large island, a cozy living room, and a full bathroom, all set on over an acre of land. The walk-out basement includes an additional full bathroom, providing added convenience and extra living space. Enjoy the serene views from your covered porch. The home

    Desiree Beecham River Realty Services, Inc.

    94 Hessinger Lare Rd, Callicoon, NY 12758
  • /30

    $320,000

    • Land
    • 20 Acres
    • $16,252 per Acre

    57 Boettger Rd, Callicoon, NY 12723

    Desirable 19+ acres! Are you looking for that perfect property to build your dream home? Look no further! This property has it all! Drive up the well established shale driveway that leads to the top of this wonderful property with it's open vista looking out at the bucolic countryside. This land boasts level to gently sloping open fields, a spring fed pond, stone walls, some underground electric

    Agent Photo

    Dawn Curreri

    Eagle Valley Realty

    (845) 475-0469

    57 Boettger Rd, Callicoon, NY 12723
  • /18

    $1,600 per month

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft
    • Apartment for Rent

    69 Fremont St, Callicoon, NY 12723

    Here is a spacious, renovated ground floor apartment for rent in charming Callicoon. The apartment has 2 baths, kitchen, LR, DR, 3-4 BR. Washer/Dryer hookup. Hardwood floors throughout. Porch. There is parking and possible garage rental. Apartment has its own oil tank in basement. There is a furnace and hot air heat. Electric hot water heater. Tenant is responsible for heat, hot water,

    Rosemarie DeCristofaro Callicoon Real Estate LLC

    69 Fremont St, Callicoon, NY 12723
  • 87 Gabel Rd, Callicoon, NY 12723

    $402,500 Sold Apr 17, 2025

    • 2,385 Sq Ft
    • $169/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    87 Gabel Rd, Callicoon, NY 12723

    This spacious colonial in Callicoon's desirable Beechwoods area sits on a quiet road with a 3.32-acre lot that's evenly divided between lawn and woods. It has been extensively renovated with many upgrades: front porch, hardwood floors, windows and doors, siding, decks, kitchen with GE Profile appliances, bathrooms, light fixtures, fans, electrical outlets, thermostats -- the entire interior and

    Joe Freda Matthew J Freda Real Estate

    87 Gabel Rd, Callicoon, NY 12723
  • /22

    $210,000

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    10 Joe D Dr Unit 10B, Callicoon, NY 12723

    Resort Living at Its Finest – Villa Roma Golf Course Condo: Live like you're on vacation every day in this beautifully maintained one-story condo located at the renowned Villa Roma Resort and Golf Course. This spacious home features two bedrooms and two full bathrooms, offering comfort and ease of living in a serene setting. Enjoy your morning coffee or evening relaxation in the finished lanai,

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    10 Joe D Dr Unit 10B, Callicoon, NY 12723
  • 766 Hessinger Lare Rd, Callicoon, NY 12724

    $420,000 Sold Apr 17, 2025

    • 3,892 Sq Ft
    • $108/SF
    • 490 Days On Market
    • 8 Beds
    • 3 Baths
    • Built 1899

    766 Hessinger Lare Rd, Callicoon, NY 12724

    PRICE REDUCED TO $499,000....Turn of the century Large Victorian house..off the road up a tree lined driveway..Privacy and secluded on 20 + acres..8 bedrooms and full and 1/2 bathrooms..This is a gem with large rooms and detailed woodwork..House is being sold as is..Seller makes no disclosure on drilled well and cesspool.plumbing or heating...Needs some work to bring it back to it's original

    Peter Feinberg Keller Williams Hudson Valley

    766 Hessinger Lare Rd, Callicoon, NY 12724
  • /33

    $2,499,000 New Construction

    • 6 Beds
    • 4 Baths
    • 4,015 Sq Ft

    56 Winkelstern Ln, Callicoon, NY 12723

    Feast your eyes and delight your soul within the gated privacy of this hillside estate on Fulton Hill. There is a river that runs through the estate, with a large boating pond, and distant views across the 144 acres of rolling hills with mostly hayfield meadows at the top of Fulton Hill (1,278' elevation), interspersed with mature forest. The 40 acres of meadows at the top, with a panorama in all

    Agent Photo

    Sherret Chase

    Four Seasons Sotheby's Int'l R

    (845) 630-1626

    56 Winkelstern Ln, Callicoon, NY 12723
  • 174 Kenoza Trail, Callicoon, NY 12723

    $115,000 Sold Feb 12, 2025

    • Land
    • 5 Acres
    • $22,727 per Acre
    • 292 Days On Market

    174 Kenoza Trail, Callicoon, NY 12723

    "The Perch" is one of the most unique lots in the Kenoza Lake Estates community, offering scenic views to the east overlooking Hust Pond. The variety of trees in this tranquil oasis provide a lush and private landscape for any future home. There is a natural grade to install a driveway leading to a home site at the edge of a high plateau, with an alternate or additional home site at the foot of

    Jared Gluckstern Country House Realty Inc

    174 Kenoza Trail, Callicoon, NY 12723
  • /36

    $649,000

    • 4 Beds
    • 3.5 Baths
    • 2,690 Sq Ft

    279 Kautz Rd, Callicoon, NY 12723

    Welcome to this beautifully renovated four-bedroom modern home on over six acres of scenic land, offering tranquility and stunning views of the surrounding hills and forest. The bright and airy residence features a cozy stone fireplace, a modern granite kitchen with stainless steel appliances, and a spacious living area with high ceilings. Outdoors, there is a large deck off the dining room,

    Heather Quaintance Country House Realty Inc

    279 Kautz Rd, Callicoon, NY 12723
  • 9 River Rd, Callicoon, NY 12723

    $890,000 Sold Jan 30, 2025

    • 5,796 Sq Ft
    • $154/SF
    • 56 Days On Market
    • 8 Beds
    • 8 Baths
    • Built 1884

    9 River Rd, Callicoon, NY 12723

    Here's an opportunity to own a successful hotel in a bustling Catskills town. Nine River Road is a turnkey boutique hotel with a proven track record in Callicoon. With frontage on the Delaware River, your guests can stroll from the back porch down a sloping lawn to take a swim or launch a kayak. Or walk to Callicoon's many amenities: restaurants & coffee shops, pubs & distillery, antiques &

    Joe Freda Matthew J Freda Real Estate

    9 River Rd, Callicoon, NY 12723
  • /32

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    620 Beechwoods Rd, Callicoon, NY 12723

    Discover modern elegance in this exquisite new-construction home. Perched on an ample 2.74-acre lot, Beechwoods Knoll is a 3-bedroom, 2-bathroom haven offering an open landscape with sweeping, long-range mountain views, all just a 2-hour drive from NYC. The interior blends sleek design with open-concept living and high-end finishes, while the vast, uninterrupted scenery envelops you in pastoral

    William Baldwin Country House Realty Inc

    620 Beechwoods Rd, Callicoon, NY 12723
  • 1656 Gulf Rd, Callicoon, NY 12724

    $330,000 Sold Dec 20, 2024

    • 1,044 Sq Ft
    • $316/SF
    • 41 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1930

    1656 Gulf Rd, Callicoon, NY 12724

    Welcome to your dream turnkey farmhouse! Nestled in a serene landscape, this charming property offers the perfect blend of rustic charm and modern comforts. With stunning views from the large picture windows and direct access to a peaceful creek, this is the ideal retreat for nature lovers and those seeking tranquility. Enjoy the cozy, open-concept living/dining room with large windows that fill

    Paul Heintz Anatole House LLC

    1656 Gulf Rd, Callicoon, NY 12724
  • /50

    $778,000

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    189 Fulton Hill Rd, Callicoon, NY 12723

    Privacy and a cozy home await you in the hills of Callicoon! Charming log cabin with front porch and deck overlooking a beautiful pond, with frontage on an even larger pond where you might train for the next Delaware River regatta! And not to forget the 26 acres of property for hiking and enjoying, a detached 2 car garage with car port in the rear, and a large barn/studio for all your creative

    Rosemarie DeCristofaro Callicoon Real Estate LLC

    189 Fulton Hill Rd, Callicoon, NY 12723
  • 217 County Route 131, Callicoon, NY 12723

    $520,000 Sold Dec 20, 2024

    • 2,153 Sq Ft
    • $242/SF
    • 80 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1942

    217 County Route 131, Callicoon, NY 12723

    Enchanting 1940s Farmhouse Retreat on 7.5 Acres – A Blend of Nature and Modern Comfort. Welcome to your countryside retreat! This charming 1940s cedar-shingled farmhouse is beautifully nestled among flowering shrubs, perennials, ferns, and stone walls, set against a backdrop of wooded landscapes and distant hilly views, complete with ponds and the soothing sounds of Callicoon Creek. Located just

    Barry Becker Keller Williams Hudson Valley

    217 County Route 131, Callicoon, NY 12723
  • /33

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 2,645 Sq Ft

    276 Gabel Rd, Callicoon, NY 12723

    Welcome to “The Long Farm”. This newly constructed home is ready for your finishing touches. Now is the time to exercise your creative freedom and pick your interior options for floors, kitchen cabinets, countertops, tile and more. Set back off a quiet country road on 4+ acres with fabulous meadow and mountain views from nearly every room, this is a country house dream come true. Lots of glass

    Carol Malek Malek Properties

    276 Gabel Rd, Callicoon, NY 12723
  • 0 Menges Rd Unit KEYL3530041, Callicoon, NY 12791

    $550,000 Sold Dec 12, 2024

    • Land
    • 74 Acres
    • $7,462 per Acre
    • 21 Days On Market

    0 Menges Rd Unit KEYL3530041, Callicoon, NY 12791

    Spectacular views with this mountain retreat with 73.71 acres of cleared pastures for farming & hardwood forest. An insulated, 12,000 sq ft warehouse with a 1000 sq ft basement. Main house with 4 bedrooms & a separate 2 family house to help with additional rental income. Also a small studio, pond & spring. Currently used for aging soybean paste & kimchi, drying herbs , growing vegetables & honey

    Jane Gao Douglas Elliman Real Estate

    0 Menges Rd Unit KEYL3530041, Callicoon, NY 12791
  • /34

    $989,000

    • 4 Beds
    • 3.5 Baths
    • 2,300 Sq Ft

    Tbd Gabel Rd, Callicoon, NY 12723

    “The Long Farm” is a distinctive rural development in Callicoon NY with homesites ranging from 4 to 12 acres, each offering privacy, a stunning setting abundant with local wildlife, and meadow and mountain views. With top notch professional local craftsmen and a committed developer you can get into your new home within 6-8 months. Model homes are shown in photos with other designs/ plans to

    Carol Malek Malek Properties

    Tbd Gabel Rd, Callicoon, NY 12723
  • 9270 State Route 97, Callicoon, NY 12723

    $310,000 Sold Nov 26, 2024

    • 3,066 Sq Ft
    • $101/SF
    • 87 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1930

    9270 State Route 97, Callicoon, NY 12723

    Fantastic Income producing property. Large, semi-detached or duplex house - 2 houses/units in one. High-ceilings, hardwood floors, and spacious. Original oak and hardwood moldings, balustrades and floors. Huge walk-up basement and attic for lots of storage. The two houses are mirror images of one another - identical layout. Live in one, semi-detached house, rent the other. The house sits high on

    Dominique Jenkins Keller Williams Hudson Valley

    9270 State Route 97, Callicoon, NY 12723
  • /30

    $989,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,544 Sq Ft

    Lot 5 Long Farm Way, Callicoon, NY 12723

    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

    Carol Malek Malek Properties, Inc.

    Lot 5 Long Farm Way, Callicoon, NY 12723
  • /29

    $836,000 Sold Nov 20, 2024

    • 2,050 Sq Ft
    • $408/SF
    • 16 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    450 Beechwoods Rd, Callicoon, NY 12723

    This stunning barn was moved to the most ideal spot on this scenic, rolling parcel, reimagined into a warm and welcoming home. In spite of its rustic wood paneling, there is a distinctive modern sensibility to the design. The Great Room's dramatic windows open onto multiple and varied views on three sides, framing bucolic tableaux. Doors open onto the rear patio which has a delightful siting,

    Jennifer Grimes Country House Realty, Inc.

    450 Beechwoods Rd, Callicoon, NY 12723
  • /36

    $999,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 3,186 Sq Ft

    186 County Route 164, Callicoon, NY 12723

    Welcome to your secluded hilltop paradise! This exquisite 4-bedroom, 3-bathroom home is nestled on an expansive 46-acre estate, offering unparalleled privacy and breathtaking panoramic views that stretch as far as the eye can see. Boasting an impressive pool house and 50 x 20 pool, this property is the epitome of luxury living.As you enter the main residence, you'll be greeted by an

    Ian Blumenthal Catskill Sales Associates Inc

    186 County Route 164, Callicoon, NY 12723
  • 9280 State Route 97, Callicoon, NY 12723

    $350,000 Sold Oct 24, 2024

    • 1,872 Sq Ft
    • $187/SF
    • 319 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1920

    9280 State Route 97, Callicoon, NY 12723

    You'll be in the center of all that Callicoon has to offer in this spacious renovated Victorian! Owners have lovingly transformed this shell of a house into a chic, elegant, comfortable home you'll fall in love with the moment you walk inside! An open multi-level look features spacious kitchen w/quartzite counters, polished cement floors, large farmhouse sink & SS appliances. Stylish fixtures and

    Lynne Freda Matthew J Freda Real Estate

    9280 State Route 97, Callicoon, NY 12723
  • /49

    $579,000

    • 2 Beds
    • 2 Baths
    • 1,496 Sq Ft

    23 River Rd, Callicoon, NY 12723

    A delightful, unpretentious farm house on over 2.3 acres of river front land in sweet Callicoon on the Delaware! It was owned for over 2 decades by a family as their escape from city life. Lots of memories were made here. Charming to the core, it had been totally remodeled when they bought and sellers have meticulously maintained or replaced systems over time. (Agent, please find separate list in

    Rosemarie DeCristofaro Callicoon Real Estate LLC

    23 River Rd, Callicoon, NY 12723
  • 8 Villa Roma Rd, Callicoon, NY 12723

    $340,000 Sold Oct 09, 2024

    • 1,932 Sq Ft
    • $176/SF
    • 53 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    8 Villa Roma Rd, Callicoon, NY 12723

    Built in 2005, this Ranch style home is spacious and sits on 4 acres of beautiful property. the home offers a beautiful wood cabinetry kitchen, family room, dining room, and 3 Bedrooms with 2 Full bathrooms. front porch and the back deck overlook the beautiful setting. a little TLC is all this place needs. as/is where is.

    Cory Neumann Houlihan Lawrence Inc.

    8 Villa Roma Rd, Callicoon, NY 12723
  • /50

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,249 Sq Ft

    132 Hospital Rd, Callicoon, NY 12723

    The Sanctuary – A Rare, Multi-Use Retreat on 6+ Acres Near Callicoon. Welcome to The Sanctuary, a truly unique and versatile property nestled on over 6 serene acres with two flowing streams, just minutes from the heart of Callicoon and the Delaware River. This move-in ready Catskills gem is a rare opportunity for those seeking a peaceful homestead, a live/work lifestyle, or a retreat-centered

    Barry Becker Keller Williams Hudson Valley

    132 Hospital Rd, Callicoon, NY 12723
  • 43 Old Hankins Rd, Callicoon, NY 12723

    $341,500 Sold Oct 04, 2024

    • 1,428 Sq Ft
    • $239/SF
    • 29 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1940

    43 Old Hankins Rd, Callicoon, NY 12723

    Charming Dutch Colonial with detached two-car garage, garden shed and chicken coop on 3.5 mostly cleared acres where a back portion of the land is wooded. This home, with its rocking chair porch, features 4 bedrooms and 1.5 bathrooms, has hardwood floors, lots of woodwork and an original staircase. The property has an orchard with abundant fruit trees, lots of perennial plantings plus a fenced-in

    Linda Mulligan Matthew J Freda Real Estate

    43 Old Hankins Rd, Callicoon, NY 12723

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