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Callicoon Center, NY Homes for Sale with Garage

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  • /43

    $1,230,000

    $170K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,461 Sq Ft

    600 Jeffersonville North Branch Rd, North Branch, NY 12766

    87+ Acres, Farmhouse with 2 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 waterwheel, and wide open fields, the property offers the perfect backdrop for peaceful

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    600 Jeffersonville North Branch Rd, North Branch, NY 12766
  • /50

    $624,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,048 Sq Ft

    519 County Route 164, Callicoon, NY 12723

    Welcome to Doc Holiday's Little Farm in Callicoon's Beechwoods hills! Coming to this warm and cozy house is like meeting your soulmate and falling head over heels ... in love! It is obvious that sellers of this little farm are animal lovers. Horse and donkey will greet you by the barn; the chickens are happy in their little houses; in the basement for now are cages with little rabbits patiently

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 498-0861

    519 County Route 164, Callicoon, NY 12723
  • /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

    Agent Photo

    Barry Becker

    Keller Williams Hudson Valley

    (845) 443-4418

    63 Sky View Dr, Callicoon, NY 12723
  • /44

    $545,000

    • 3 Beds
    • 1.5 Baths
    • 2,805 Sq Ft

    4700 State Route 52, Jeffersonville, NY 12748

    Love grand old homes, privacy and large airy rooms with lots of natural light? Have porch goals? Then this is the home for you. The home has been lovingly undergoing a restoration. Wood floors have been brought back to life in most of the home reflecting the care that was taken with them. The bathrooms have stayed true to the original time period with fully functioning sinks, toilets and clawfoot

    Penni-Jo Buchal Callicoon Real Estate LLC

    4700 State Route 52, Jeffersonville, NY 12748
  • /32

    $389,000

    • 3 Beds
    • 1.5 Baths
    • 1,856 Sq Ft

    5026 State Route 52, Jeffersonville, NY 12748

    Kohler Craftsman is a charming 105-year-old storybook home located in the vibrant Village of Jeffersonville. Rich in character and history, this well-maintained residence offers 3 bedrooms, 1 full bathroom, and 1 half bathroom on a beautifully landscaped and private 0.38-acre lot. The fenced yard features a heated above-ground pool, grassy lawn, and a spacious two-car garage. Originally built by

    William Baldwin Country House Realty Inc

    5026 State Route 52, Jeffersonville, NY 12748
  • /46

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 2,754 Sq Ft

    99 John Deitz Rd, Jeffersonville, NY 12748

    Perched atop a scenic mountain setting on 15.5 secluded acres, this contemporary country home offers sweeping panoramic views of the western Catskills, overlooking endless rolling hills, valleys, and open countryside. Surrounded by expansive lawns, professional landscaping, and mature woods, the property provides exceptional privacy and a peaceful setting in the heart of Sullivan County. A

    Eileen Jasper Chapin Sotheby's Intl Rlty

    99 John Deitz Rd, Jeffersonville, NY 12748
  • /45

    $899,000

    $50K PRICE DROP
    • 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
  • /36

    $524,900

    $44K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,663 Sq Ft

    4741 State Route 52, Jeffersonville, NY 12748

    Enjoy unforgettable sunsets from this beautifully renovated 4 bedroom, 3 bath home set on 1.5 acres. Designed for both comfort and entertaining, the home features oversized double back decks that seamlessly extend your living space outdoors. Inside, warm wood floors, recessed lighting, and spacious rooms create a bright and inviting atmosphere, complemented by large walk in closets and a

    Tammy Ierardi Modern Solutions Realty, LLC

    4741 State Route 52, Jeffersonville, NY 12748
  • /28

    $279,900

    • 2 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    10 Fred Hessinger Rd, Callicoon Center, NY 12724

    Sunny and Charming Home with a Great Price and Location! This bright and charming Arts & Crafts–style Cape has a cheerful and comfortable feeling throughout with great natural light and mountain views. A large picture window flanked by shelves is both fun and practical, adding character to the open and spacious kitchen and living area. Upstairs are two bedrooms, a full bath, and a bright office

    Jessica Maloney Compass Greater NY, LLC

    10 Fred Hessinger Rd, Callicoon Center, NY 12724
  • /10

    $415,000

    • 2 Beds
    • 1.5 Baths
    • 1,781 Sq Ft

    1751 Shandelee Rd, Livingston Manor, NY 12758

    Fully Remodeled Ranch in the Heart of Youngsville. Welcome to this beautifully updated 3-bedroom, 2-bath ranch-style home situated on 1.56 peaceful acres in the heart of Youngsville! This move-in ready property offers the perfect blend of comfort, space, and outdoor living. Inside, you’ll find a fully remodeled interior with a bright and inviting layout, including a spacious sunroom, gorgeous

    Jonathan Minerick HomeCoin.com

    1751 Shandelee Rd, Livingston Manor, NY 12758
  • /50

    $399,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    292 County Road 93, Roscoe, NY 12776

    Versatile 9.2 acre compound featuring a 3-bedroom, 2-bath ranch with spacious front and back decks. The full walkout basement provides livable space, plus room for storage. Two detached garages-one with an apartment above-plus a large shed, small barn and chicken coop provide additional storage and multi-use options. The apartment needs some finishing and includes a kitchen with stove and

    Linda Mulligan Matthew J Freda Real Estate

    292 County Road 93, Roscoe, NY 12776
  • /23

    $330,000

    • 3 Beds
    • 1.5 Baths
    • 1,378 Sq Ft

    40 Jefferson Ave, Jeffersonville, NY 12748

    Enjoy the convenience of in-town living at this newly gut renovated brick ranch in Jeffersonville, NY. Bright, airy, easy single floor living with modern upgrades make this a great family home, or potential investment as a rental property. Fully renovated in 2023, the home features a brand new kitchen, bathroom, windows, hot water heater, and back deck. There are three ground floor bedrooms and

    Jared Gluckstern Country House Realty Inc

    40 Jefferson Ave, Jeffersonville, NY 12748
  • /31

    $299,000

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

    1779 Shandelee Rd, Livingston Manor, NY 12758

    You'll be wowed by the classic character of this Arts and Crafts home with so many original details! This 3 bedroom, 2 bath home is solid, and you'll find so many extras! (A couple of nice 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 exceptional detail! There

    Lynne Freda Matthew J Freda Real Estate

    1779 Shandelee Rd, Livingston Manor, NY 12758
  • /30

    $130,000

    • 5 Beds
    • 1 Bath
    • 1,274 Sq Ft

    28 Banuat Rd, North Branch, NY 12766

    Farmhouse with 5 bedrooms on 1.47 acres in country setting in "handy-man-fixer upper" condition. Property consists of level yard with large 2-story barn, 1-car garage and shed. Water source is a shared spring with deeded rights. This home has been in same family for many years. Set on a private road, enjoy pastoral views of horses, wildlife, yet just a few minutes away from the small hamlet of

    Susan Busing Matthew J Freda Real Estate

    28 Banuat Rd, North Branch, NY 12766
  • /30

    $875,000

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    227 Anawanda Lake Rd, Roscoe, NY 12776

    An idyllic c1875 farmhouse set across 21.76 acres of rolling fields, wooded trails, and curated gardens. Featured on the Magnolia Network, this charming property has been reimagined with a refined modern English farmhouse aesthetic that balances historic character with timeless comfort. Winding trails lined with blueberry bushes meander through the property, leading to hidden moments tucked into

    Annabel Taylor Four Seasons Sotheby's Int.

    227 Anawanda Lake Rd, Roscoe, NY 12776
  • /27

    $615,000

    • 2 Beds
    • 2 Baths
    • 4,320 Sq Ft

    876 N Branch Hortonville Rd, North Branch, NY 12766

    Unique Opportunity: Historic North Branch Firehouse We are proud to present a rare opportunity to own the historic Old North Branch Firehouse, a versatile property offering endless residential and commercial possibilities. Ideal for an event space, gallery, studio, gym or dance school, Airbnb, workshop, or a variety of new business ventures for the area. First Floor With its own private entrance,

    Thelonious Johnson Hart & Johnson Realty

    876 N Branch Hortonville Rd, North Branch, NY 12766
  • /26

    $225,000

    • 4 Beds
    • 1 Bath
    • 1,740 Sq Ft

    7 Old Route 52, Jeffersonville, NY 12748

    4 Bedroom Cape. Fantastic Location in Jeffersonville, right on the creek! Fish in your back yard! It doesn't get any better than this. This Sullivan Co. property consists of 2 lots (1.93 Ac & .34 Ac.) Total 2.27 Acs. Bordering 500 ft of the East Branch of Callicoon Creek -one of the best trout streams In NYS. Old Rte 52 is Your Driveway & is maintained by the Town! Located at the corner of Rt 52

    Siobhan Scanlan Win Morrison Realty-K

    7 Old Route 52, Jeffersonville, NY 12748
  • /40

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,014 Sq Ft

    4929 State Route 52, Delaware, NY 12748

    Waterfront on Main- 4929 Route 52 is a beautifully maintained 1930s-era Sears kit home, showcasing timeless character and an array of charming original details throughout. Recent renovations have thoughtfully restored and highlighted the home's original woodwork, bringing its historic charm back to life. The property features more than 90 feet of frontage on the Callicoon Creek and enjoys a

    Alan Wieder Catskills Home Services

    4929 State Route 52, Delaware, NY 12748
  • /26

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    50 Hahn Rd, Callicoon Center, NY 12724

    Discover 7.8 stunning acres of pure tranquility. Perched high on rolling hills with breathtaking views in every direction, this beautiful 3-bedroom, 2 full bath home offers the perfect blend of comfort and peaceful country living. Featuring an open-concept kitchen, dining room, and living room, the home is designed for both everyday living and entertaining. Enjoy a full unfinished basement

    Sandra Murray Signature Premier Properties

    50 Hahn Rd, Callicoon Center, NY 12724
  • /33

    $779,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    624 County Road 93, Fremont Center, NY 12736

    Set just outside Roscoe, New York, this newer home on 103 acres offers more than land—it offers a lifestyle rooted in the charm and quiet beauty of the western Catskills. Tucked away from the road and surrounded by fields, woods and mature blueberry bushes, the property feels like a private retreat where peace and space come naturally. Roscoe, known as “Trout Town, USA,” is beloved for its

    Philip Eggleton Eagle River Realty LLC

    624 County Road 93, Fremont Center, NY 12736
  • /37

    $478,000

    $517K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 4,000 Sq Ft

    301 & 305 Hust, Jeffersonville, NY 12748

    Remarkable! 12 plus acres. Step into history with this extraordinary 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 include rolling meadows, fertile

    Diane Butler Diane C. Butler

    301 & 305 Hust, Jeffersonville, NY 12748
  • /38

    $449,000

    • 3 Beds
    • 1.5 Baths
    • 1,470 Sq Ft

    35 Yaun Rd, Livingston Manor, NY 12758

    Escape to a true Catskills retreat where privacy, charm, and natural beauty come together on over 5 picturesque acres. Tucked away behind a private driveway, this beautifully renovated property offers a peaceful setting surrounded by beautiful stone walls and scenic wooded landscapes. The inviting home features 3 bedrooms and 1.5 baths, thoughtfully updated while maintaining its warm country

    Thelonious Johnson Hart & Johnson Realty

    35 Yaun Rd, Livingston Manor, NY 12758
  • /47

    $1,195,000

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

    150 Bethlehem Rd, Callicoon Center, NY 12724

    Set high above the surrounding countryside, where eagles glide and the air shifts a little quieter, this extraordinary hilltop retreat offers architectural distinction, total privacy, and a true sense of escape - approximately two hours from the bustle of New York City.A winding, forested drive reveals the home gradually, heightening the arrival. Custom-built with Californian and Japanese

    Catherine Quintard Compass Greater NY, LLC

    150 Bethlehem Rd, Callicoon Center, NY 12724
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