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Callicoon Center, NY Homes for Sale with Garage

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  • /43

    $1,400,000

    • 4 Beds
    • 2.5 Baths
    • 2,461 Sq Ft

    600 Jeffersonville North Branch Rd, North Branch, NY 12766

    Historic Farmhouse on 87+ Acres with Ponds, Outbuildings & Endless Potential.Welcome to a rare opportunity to own a piece of Sullivan County history. Set on over 87 scenic acres, this charming 1830s farmhouse blends timeless character with exceptional space and natural beauty. With two serene ponds, a picturesque water wheel, and wide open fields, the property offers the perfect backdrop for

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    600 Jeffersonville North Branch Rd, North Branch, NY 12766
  • /37

    $489,000

    • 4 Beds
    • 2.5 Baths
    • 3,634 Sq Ft

    807 Swiss Hill Rd N, Jeffersonville, NY 12748

    Beautiful circa 1895 Victorian Home! Let the large double front doors welcome you into this 3 story home featuring a lovely front foyer, main level, high ceilings, wood floors throughout, a living room, library w/ plenty of book shelves, pocket doors, formal dining room w/ built-in cabinets, kitchen w/ an island, a half bath & a wonderful sunroom. Charming wide staircase leads to the 2nd floor

    Agent Photo

    Dawn Curreri

    Eagle Valley Realty

    (845) 576-9694

    807 Swiss Hill Rd N, Jeffersonville, NY 12748
  • /50

    $1,048,000

    • 4 Beds
    • 3.5 Baths
    • 3,750 Sq Ft

    63 Sky View Dr, Callicoon, NY 12723

    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

    Barry Becker Keller Williams Hudson Valley

    63 Sky View Dr, Callicoon, NY 12723
  • /42

    $899,000

    • 6 Beds
    • 3 Baths
    • 2,688 Sq Ft

    145 Likel Rd, Jeffersonville, NY 12748

    Ursa Manor is a charming, historic property built in 1909, originally serving as a boarding house for weary city travelers until the 1950s. The house is currently configured with six bedrooms and 3 bathrooms, plus additional rooms being used as a library, playroom, and offices, offering versatile living and working spaces. In its heyday, Sullivan County was a sought-after summer retreat from New

    Erik Freeland Country House Realty Inc

    145 Likel Rd, Jeffersonville, NY 12748
  • /46

    $995,000

    • 3 Beds
    • 2 Baths
    • 1,875 Sq Ft

    1680 Gulf Rd, Callicoon Center, NY 12724

    Overbrook House is a design-forward Catskills retreat on nearly an acre that lives much larger thanks to multiple eye-popping indoor/outdoor spaces including a dreamy separate Guest Studio (not included in square footage). The meticulously styled main house features a den paneled with reclaimed barnwood, while the more formal living room's gas fireplace is great for ease of use and tidiness. A

    Jennifer Grimes Country House Realty Inc

    1680 Gulf Rd, Callicoon Center, NY 12724
  • /41

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 2,161 Sq Ft

    649 County Road 95, Obernburg, NY 12767

    “Meadow Lodge” is a unique private retreat on a scenic rise with stunning Western Catskills and meadow views. The dramatic Adirondack-style, authentic log cabin features massive timbers, a soaring Great Room with stone fireplace, huge windows and glass doors opening to a wraparound deck, all set amidst 44 magical acres of rolling fields and woodland. The open-concept layout includes a renovated

    Jennifer Grimes Country House Realty Inc

    649 County Road 95, Obernburg, NY 12767
  • /49

    $984,000

    • 3 Beds
    • 2.5 Baths
    • 2,416 Sq Ft

    99 John Deitz Rd, Jeffersonville, NY 12748

    This mountaintop contemporary sits on 15 private acres with unparalleled views of the western Catskills, miles of hills and valleys, and an expansive, rolling lawn.Backed up by woods, residents enjoy all the privacy and solitude of a house hidden amongst the peaks of the Sullivan County mountains. In addition, the property features two large, spring-fed ponds with a constant flow of water

    John Ducey Keller Williams Hudson Valley

    99 John Deitz Rd, Jeffersonville, NY 12748
  • /20

    $699,000

    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    877 Shandelee Rd, Livingston Manor, NY 12758

    Shandelee Skyview, a breathtaking mountain retreat atop Shandelee Mountain in Livingston Manor, NY, offers a spacious 4-bedroom, 3-bathroom country home on 7 level acres with sweeping mountain views. Its versatile design and scenic surroundings make it ideal as a full-time family residence, a short- or long-term rental, or a seasonal vacation home.Inside, the home features a thoughtful

    William Baldwin Country House Realty Inc

    877 Shandelee Rd, Livingston Manor, NY 12758
  • /30

    $395,000

    • 2 Beds
    • 2 Baths
    • 1,010 Sq Ft

    256 Pleasant Valley Rd, Callicoon, NY 12723

    Set well back from a picturesque country road on a wooded hillside, Pleasant Valley is a 2 bed, 2 bath, turnkey escape. Enjoy three acres of solitude, split between a level clearing of yard and mature trees for a fully ensconced feel - Pleasant Valley certainly provides the privacy you are seeking with your country home.The striking sun room is a welcome entry point to the home - full of

    Jared Gluckstern Country House Realty Inc

    256 Pleasant Valley Rd, Callicoon, NY 12723
  • /46

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,896 Sq Ft

    669 Shandelee Rd, Livingston Manor, NY 12758

    Welcome to the Shandelee Mountain House – a rare chance to claim your own slice of the Catskills on 8.25 acres, just minutes from the ever-popular hamlet of Livingston Manor. This 3-bedroom, 2.5-bath home blends solid bones with an open invitation for the next owner to bring fresh style and modern touches. Perched along a peaceful, winding mountain road, the property greets you with a gently

    James Karpowicz Listing by Coldwell Banker Timberland Properties

    669 Shandelee Rd, Livingston Manor, NY 12758
  • /46

    $299,999

    • 3 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    704 Cattail Rd, Livingston Manor, NY 12758

    Tucked away on 5 private acres of open space and wooded beauty, this charming 3-bedroom, 2-bath ranch offers the kind of serenity most people only dream about—without sacrificing convenience. Whether you're craving a weekend retreat or a full-time homestead, this home invites you to slow down, spread out, and truly live. Step inside to discover gleaming hardwood floors, a sun-kissed dining nook,

    Kewin Garabito eXp Realty

    704 Cattail Rd, Livingston Manor, NY 12758
  • /31

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft

    1779 Shandelee Rd, Livingston Manor, NY 12758

    Take a look at this sprawling Arts and Crafts home with so many original details! This 3bedroom, 2 bath home is solid, and you'll find so many extras! (a couple bonus rooms The covered front porch welcomes you in to a time gone by. Check out the gleaming original wood floors, built in the 30's, when craftsmen really cared about quality and detail! There are leaded glass windows, crystal

    Lynne Freda Matthew J Freda Real Estate

    1779 Shandelee Rd, Livingston Manor, NY 12758
  • /16

    $249,000

    • 1 Bed
    • 1 Bath
    • 932 Sq Ft

    33 Eagin Rd, Livingston Manor, NY 12758

    This property is just about as unique a structure as you can buy. This is a 1910 original hay and animal barn on Eagin Road. The barn is massive with two levels and 25 foot ceilings. The property has a well and septic, and is currently classified as a residence, because the owner has added a small efficiency apartment/living area on the first floor of the barn. The living space has a small

    John Ducey Keller Williams Hudson Valley

    33 Eagin Rd, Livingston Manor, NY 12758
  • /16

    $259,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    63 N Branch Callicoon Ctr Rd, North Branch, NY 12766

    Single family home in North Branch. Renovated 3 bedroom one bath on main floor, ready to move in. Lower level offers possible additional living space. New features include funace, driveway, how water heater,stainless steel appliances, and garage has been painted. This is an affordable home, in a beautiful area in sullivan county. Close to north branch, jeffersonville, and the delaware

    Ellie Hyde Century 21 Country Realty

    63 N Branch Callicoon Ctr Rd, North Branch, NY 12766
  • /30

    $562,000

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    853 Shandelee Rd, Livingston Manor, NY 12758

    Welcome to this stylish, turnkey home perched atop Shandelee Mountain. Just minutes from the welcoming Western Catskills town of Livingston Manor, NY, this 3-bedroom, 2-bathroom home offers the perfect blend of comfort and convenience. Set on 2.5 acres, the property boasts a brand-new, steaming hot tub—ideal for cooler, starlit nights in the mountains. Step out your back door and discover direct

    Heather Quaintance Country House Realty Inc

    853 Shandelee Rd, Livingston Manor, NY 12758
  • /50

    $979,000

    • 4 Beds
    • 2 Baths
    • 2,900 Sq Ft

    281 Hubert Rd, Jeffersonville, NY 12748

    This is the one you've been waiting for—a true private luxury retreat nestled on 6.89 acres of pristine, sweeping mountain-view land in the heart of the Catskills. Designed for both relaxation and grand entertaining, this stately 4-bedroom, 2-bathroom home spans 2,900 square feet of light-filled, open-concept living space.Step into the newly designed chef’s kitchen—an entertainer’s

    Dominique Jenkins Keller Williams Hudson Valley

    281 Hubert Rd, Jeffersonville, NY 12748
  • /33

    $1,195,000

    • 3 Beds
    • 3 Baths
    • 2,958 Sq Ft

    150 Bethlehem Rd, Callicoon Center, NY 12724

    Nestled where eagles glide, this beautiful and tranquil hilltop retreat is located less than two hours from NYC/GWB. Ascending the private driveway winding through forested hillside, you’ll experience a shift in pace as this stunning custom-built home comes into view. Sited thoughtfully, the home affords commanding views of the surrounding countryside, and benefits from the integration of passive

    John Roynon Land and Water Realty LLC

    150 Bethlehem Rd, Callicoon Center, NY 12724
  • /33

    $375,000

    • 5 Beds
    • 2 Baths
    • 2,500 Sq Ft

    359 County Road 95, Obernburg, NY 12767

    Step back in time with this 1909 farmhouse, nestled in the heart of the Catskills in the town of Fremont, NY. This spacious 5-bedroom, 2-bath home has lots of character with its original built-ins, hardwood floors and charm. Plenty of space for family, guests, or even a potential bed & breakfast. The property includes a leased US Post Office, offering a unique investment opportunity (currently 1

    Fleur Bailey Carole Edwards Realty

    359 County Road 95, Obernburg, NY 12767
  • /37

    $995,000

    • 4 Beds
    • 2 Baths
    • 4,000 Sq Ft

    301 & 305 Hust, Jeffersonville, NY 12748

    Remarkable 84-Acre Historic Estate Step into history with this extraordinary 84-acre estate, featuring an authentic 19th-century stagecoach depot and a beautifully preserved period barn with a charming guest cottage or rental opportunity.The main building showcases stunning timber frame construction, original wide-plank floors, and timeless craftsmanship. The sprawling grounds

    Diane Butler Diane C. Butler

    301 & 305 Hust, Jeffersonville, NY 12748
  • /30

    $550,000

    • 3 Beds
    • 1 Bath
    • 1,584 Sq Ft

    Tr #34 10 Hoffman Rd, Fremont Center, NY 12736

    Escape to the tranquility of country living in this charming 3 - bedroom home nestled in the western end of Sullivan County in the Town of Fremont. This home offers a peaceful retreat with ample space for both indoor and outdoor activities. The home has not one, but two generously sized living rooms, offering versatility for various activities and gatherings, added bonus of a wood stove for

    Anna Milucky Century 21 Country Realty

    Tr #34 10 Hoffman Rd, Fremont Center, NY 12736
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