22

Callicoon Center, NY Homes for Sale with Garage

Section Image Section Image
  • /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

    KW Hudson Valley United

    63 Sky View Dr, Callicoon, NY 12723
  • /50

    $599,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,048 Sq Ft

    519 County Route 164, Callicoon, NY 12723

    A rare opportunity in the heart of the Catskills — this stunning 5-acre property offers a true million-dollar view, unmatched privacy, and direct access to a championship 18-hole golf course. Whether you’re dreaming of a peaceful country home, a high-earning VRBO retreat, or a charming bed-and-breakfast, this property delivers location, scenery, and potential that simply can’t be replicated. The

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    519 County Route 164, Callicoon, NY 12723
  • /39

    $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

    $865,000

    $30K PRICE DROP
    • 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
    • 4 Beds
    • 3 Baths
    • 2,400 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 (included in beds/baths and 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

    Jennifer Grimes Country House Realty Inc

    1680 Gulf Rd, Callicoon Center, NY 12724
  • /36

    $523,900

    $45K 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
  • /43

    $230,000

    • 3 Beds
    • 2 Baths
    • 1,904 Sq Ft

    673 Hessinger and Lare Rd, Jeffersonville, NY 12748

    Enjoy space, scenery, and easy access to the best of the Sullivan Catskills with this well-maintained 3-bedroom, 2-bath mobile home set on 4.42 acres. The home features a large living room, comfortable layout, and plenty of room to relax indoors or out.A spacious deck accented by natural wood and stone invites you to take in the beautiful views and enjoy quiet mornings, outdoor meals, or

    Anna Milucky Century 21 Country Realty

    673 Hessinger and Lare Rd, Jeffersonville, NY 12748
  • /10

    $399,999

    $15K PRICE DROP
    • 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

    $379,000

    $70K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    292 County Road 93, Roscoe, NY 12776

    Versatile 9.2 acre retreat 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
  • /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
  • /40

    $469,900

    $29K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft

    545 Stump Pond Rd, Livingston Manor, NY 12758

    Great location with year round beautiful mountain views... this well maintained house with 3 bedrooms and 2 bathrooms on over 1 acre....the house sits on 1.28 acres..wood floors..large wrap round deck..2 car garage..finished basement with a wood burning stove and full bathroom ..split units to cool the house in the summer and heat the house in the winter...fenced in backyard. ..paved driveway

    Peter Feinberg KW Hudson Valley United

    545 Stump Pond Rd, Livingston Manor, NY 12758
  • /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

    $195,000

    $30K PRICE DROP
    • 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
  • /44

    $595,000

    • 3 Beds
    • 1.5 Baths
    • 1,806 Sq Ft

    63 Cape Rd, Youngsville, NY 12791

    Tucked away on a long private dead-end road, this charming modern farmhouse offers the perfect blend of rustic character, modern comfort, and peaceful country living. Surrounded by nature, this beautifully updated 3-bedroom home welcomes you with a renovated galley kitchen featuring timeless Shaker cabinetry, butcher block countertops, a large stainless farmhouse sink, stainless steel

    Ronny Murphy WOODSTOCK WAY REALTY LLC

    63 Cape Rd, Youngsville, NY 12791
  • /29

    $460,000

    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft

    5089 State Route 52, Jeffersonville, NY 12748

    Country Living with Callicoon Creek Frontage Welcome to 5089 Route 52, Jeffersonville, New York—a peaceful country property offering over 2 acres combined across two lots with beautiful Callicoon Creek frontage, mature trees, open lawn areas, and a private setting just minutes from the village. This 3-bedroom, 2-bath split-level home features comfortable living space, while the oversized garage

    Jennifer Dwan Payne Team LLC

    5089 State 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
  • /40

    $689,000

    New Construction $90K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    624 County Road 93, Fremont Center, NY 12736

    103 Acres of Catskills ParadiseA Rare Legacy Estate Near Roscoe, New YorkRarely does a property of this scale, beauty, and location become available in the Western Catskills. Just minutes from Roscoe, New York—known worldwide as "Trout Town, USA"—this 103-acre estate offers an opportunity to own a private sanctuary surrounded by fields, mature forests, abundant wildlife, and breathtaking

    Philip Eggleton Eagle River Realty LLC

    624 County Road 93, Fremont Center, NY 12736
  • /43

    $315,000

    • 3 Beds
    • 1.5 Baths
    • 1,150 Sq Ft

    22 Kratz Rd, Callicoon, NY 12723

    We are proud to present this wonderful home in the highly sought-after Beechwoods area, renowned for its breathtaking countryside views and peaceful rural setting. This well-maintained residence features three bedrooms and one-and-a-half bathrooms, including a primary bedroom with its own private half-bath ensuite. The home also offers an attached two-car garage and a spacious basement, providing

    Thelonious Johnson Hart & Johnson Realty

    22 Kratz Rd, Callicoon, NY 12723
  • /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
How to Buy a Home How to Finance a Home How to Sell a Home