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Callicoon Center, NY Houses for Sale

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  • /22

    $729,000

    • 3 Beds
    • 3 Baths
    • 2,345 Sq Ft

    1211 Gulf Rd, Roscoe, NY 12776

    Newly constructed, gated luxury chalet with a pond. (The photos are of a model home--This home will have light color hardwood bamboo floors and off-white kitchen cabinets). Nestled on 3 acres this home boasts 2,345 sq. ft. of elegant living space complemented by a generous 1,375 sq. ft. semi-finished walk-out basement. Interior includes 3 Bed/3 Baths with 2 master suites with en-suite bathrooms.

    Agent Photo

    Joy Romano

    Joy Romano Realty

    (607) 536-9813

    1211 Gulf Rd, Roscoe, NY 12776
  • /30

    $485,000

    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    581 Hessinger and Lare Rd, Jeffersonville, NY 12748

    This Home Has A Tiled Entryway, An Open Kitchen And Dining Area With A Large Island, And Ample Cabinetry. The Living Room Features A Stone Fireplace, There Is An Office, A Sunny Family Room (Potential Fourth Bedroom), Laundry Facilities, And A Half Bath. The Second Floor Has A Spacious Primary Bedroom With A Walk-In Closet, A Generous Bath With A Jacuzzi Tub, Double Sinks, And A Glass-Enclosed

    Agent Photo

    Dawn Curreri

    EAGLE VALLEY REALTY

    (845) 366-2889

    581 Hessinger and Lare Rd, Jeffersonville, NY 12748
  • /36

    $489,000

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

    807 Swiss Hill Rd N, Jeffersonville, NY 12748

    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 that hosts a primary bedroom w/ a full

    Agent Photo

    Dawn Curreri

    EAGLE VALLEY REALTY

    (845) 576-9694

    807 Swiss Hill Rd N, Jeffersonville, NY 12748
  • /36

    $449,000

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft

    165 Boband Rd, Jeffersonville, NY 12748

    Welcome to the Boband Bungalow! This charming two bedroom, one bath house boasts some of the most epic views you can imagine! Nestled on just over 21 acres, Boband Bungalow offers the perfect blend of privacy, comfort, and charm. Enjoy the views of the sweeping rolling hills from the living room & master bedroom and the wrap around deck. It's a front row seat to all of nature's wonders.

    Agent Photo

    Edward Rabon

    Century 21 Geba Realty

    (845) 713-8341

    165 Boband Rd, Jeffersonville, NY 12748
  • /9

    $949,000

    • 4 Beds
    • 1.5 Baths
    • 2,344 Sq Ft

    187 Hahn Rd, Livingston Manor, NY 12758

    This mountain top farm has a long history of agriculture. The 1800's farmhouse is full of historic charm with wide plank floors and wood burning cookstove all set alongside a babbling brook. The entire property exudes pastoral beauty and charm. Roughly half the property is open hay field and pasture and half a mix of hardwood and hemlock forest. The barns are old and sound and aching for some new

    Travis O'Dell Land and Water Realty LLC

    187 Hahn Rd, Livingston Manor, NY 12758
  • /29

    $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
  • /28

    $619,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    612 Beechwoods Rd, Callicoon, NY 12723

    Discover Beechwoods Cottage, an efficient newly constructed home built on 2.75 acres of serene country meadow. Located less than 15 minutes from Jeffersonville and Callicoon, and just over 2 hours from New York City, this 3-bedroom, 2-bathroom retreat offers sweeping mountain views and serves as an ideal primary residence or weekend getaway.Inside, the home features high ceilings and expansive

    William Baldwin Country House Realty Inc

    612 Beechwoods Rd, Callicoon, NY 12723
  • /26

    $689,000

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

    377 Hubert Rd, Jeffersonville, NY 12748

    In a quiet corner of the Western Catskills, sits Woodsview Hideaway, a stylish modern retreat. Designed with an eye towards maximizing the enjoyment of the surrounding landscape, this beautiful home in Jeffersonville, NY is brand new and move-in ready for its first owners. The entranceway offers a convenient coat closet and guides you into the sleek and spacious kitchen. Modern flat front black

    Megan Kinealy-Hill Country House Realty Inc

    377 Hubert Rd, Jeffersonville, NY 12748
  • /41

    $950,000

    • 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
  • /40

    $717,000

    • 4 Beds
    • 3 Baths
    • 2,903 Sq Ft

    605 Dutch Hill Rd, Roscoe, NY 12776

    Drive down the winding lane through lush greenery and experience the joy as the view opens to your own secluded compound: an immaculate contemporary home, a 36'x32' horse barn, run-in stable, workshop/studio, multiple-use buildings, fenced paddocks, and mowed paths throughout the almost 20 pastoral acres of your private sanctuary. This gorgeous property is located just minutes from the popular

    Joe Freda Matthew J Freda Real Estate

    605 Dutch Hill Rd, Roscoe, NY 12776
  • /45

    $984,000

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

    99 John Deitz Rd, Jeffersonville, NY 12748

    This immaculate 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 on a mountaintop. In addition, the property features two large, spring-fed ponds with a constant flow of water that keeps both ponds fed with clean and clear

    John Ducey Keller Williams Hudson Valley

    99 John Deitz Rd, Jeffersonville, NY 12748
  • /33

    $649,000

    • 4 Beds
    • 3.5 Baths
    • 2,754 Sq Ft

    39 Cr96, Fremont, NY 12736

    Just in time for summer! From the North end of Tennanah Lake you have the view and the lake frontage facing due south the entire length of the lake. Tennanah is one of the only, and arguably the most pure mountain lake that is completely private with motorboats allowed. The house is upgraded throughout with a brand new septic system installed in 2022. Currently a short term rental, it is a very

    Travis O'Dell Land and Water Realty LLC

    39 Cr96, Fremont, NY 12736
  • /41

    $1,250,000

    • 4 Beds
    • 2 Baths
    • 2,108 Sq Ft

    1556 Gulf Rd, Callicoon Center, NY 12724

    Tucked into a hidden hillside meadow of wild apple trees, this 1880s Catskills farmhouse feels like a well-kept secret. Set on nearly 11 acres of cultivated wilderness, the home is both private and conveniently located—just over two hours from NYC and minutes to dining and essentials.Inside, a mudroom leads to an open-concept kitchen, dining, and living space. Designed by the restaurateur-owner,

    Robin Jones Anatole House LLC

    1556 Gulf Rd, Callicoon Center, NY 12724
  • /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
  • /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 layout

    William Baldwin Country House Realty Inc

    877 Shandelee Rd, Livingston Manor, NY 12758
  • /31

    $399,000

    • 2 Beds
    • 1 Bath
    • 1,162 Sq Ft

    117 Buddenhagen Rd, Callicoon, NY 12723

    This charming country home in Callicoon’s beautiful Beechwoods area is privately set off a quiet road. The serenity of bird song fills the air. The well-maintained Cape Cod style house is nestled nicely on a lush lawn. The vibe is completely pastoral: Surrounded by stone walls, the yard has a fenced garden area, several perennial gardens, apple trees and a mix of open and wooded areas. There’s

    Joe Freda Matthew J Freda Real Estate

    117 Buddenhagen Rd, Callicoon, NY 12723
  • /44

    $339,000

    • 3 Beds
    • 2.5 Baths
    • 2,512 Sq Ft

    242 Callicoon Center Rd, Jeffersonville, NY 12748

    WOW! Where else are you going to find this type of property in the majestic Catskills for this price?! Unique & eclectic chalet/cape style home with 3 bedrooms, 2 1/2 bathrooms, a huge & usable walkout basement/lower level, a 600 square foot detached garage/workshop built in 2021, lots of decks, patios & balconies, a hot tub, AND a relaxation shed! NEW upgrades include main floor full bathroom

    Dean Diltz Keller Williams Realty

    242 Callicoon Center Rd, Jeffersonville, NY 12748
  • /23

    $229,000

    • 3 Beds
    • 1 Bath
    • 1,872 Sq Ft

    934 County Road 93, Roscoe, NY 12776

    LOCATION! Fixer upper. Good bones on this home looking for a new chapter. 2 lots included 934 and 932 County Rd. #93.Are you handy? Looking to get into the market? Come take a look.

    Philip Eggleton Eagle River Realty LLC

    934 County Road 93, Roscoe, NY 12776
  • /33

    $1,295,000

    • 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
  • /18

    $335,000

    • 3 Beds
    • 1.5 Baths
    • 1,688 Sq Ft

    57 Menges Rd, Youngsville, NY 12791

    Beautiful farmhouse recently renovated with a lot to offer! The roof and deck are just 8 years old. The exterior is re-painted. Windows are new. New flooring throughout the home. Brand new refrigerator, microwave, vent fan. New center island installed in kitchen. New cabinets in kitchen and bathroom. New recessed lighting throughout. Updated electrical. Located in a quiet hamlet. All furniture is

    Sean Walker Keller Williams Realty

    57 Menges Rd, Youngsville, NY 12791
  • /29

    $710,000

    • 3 Beds
    • 2 Baths
    • 2,350 Sq Ft

    168 Meyer Rd, Livingston Manor, NY 12758

    Looking for the right log home in the Catskills? This spacious chalet sits above both the very desired Livingston Manor and Youngsville. An open floor plan with a large, dining room and living room area with the center piece the large stone fireplace. Step out through either of the large glass doors leading to a large rear deck to enjoy nature. The kitchen consists of beautiful hickory cabinets

    Ryan Edwards Carole Edwards Realty

    168 Meyer Rd, Livingston Manor, NY 12758
  • /20

    $177,000

    • 2 Beds
    • 1 Bath
    • 560 Sq Ft

    24 Lovett Ln, Jeffersonville, NY 12748

    Charming 2 bedroom new listing, thoughtfully built from the ground up with attention to every detail. This home boasts a range of updated features, including brand-new appliances, modern bathroom, new siding, fresh flooring, updated paint, and stylish wood cedar roof and lighting decor with tons more. Additionally, a newly constructed wood porch graces both the front and rear, adding to the

    Sean Walker Keller Williams Realty

    24 Lovett Ln, Jeffersonville, NY 12748
  • /48

    $349,900

    • 3 Beds
    • 3 Baths
    • 1,782 Sq Ft

    521 Hessinger and Lare Rd, Jeffersonville, NY 12748

    3 bed 3 bath ranch style home for sale that offers a perfect blend of modern updates and rural charm. Situated on a peaceful 3.19-acre lot in Jeffersonville, New York, near Livingston Manor and Callicoon. This property provides ample space for relaxation, entertainment, and outdoor activities. With over 1,782 square feet of beautifully maintained living space, this home is designed for comfort

    David Luczyski Resort Realty

    521 Hessinger and Lare Rd, Jeffersonville, NY 12748
  • /48

    $485,000

    • 3 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    581 Hessinger Lare Rd, Jeffersonville, NY 12748

    Great Location! This Unique Stone-Sided Contemporary Home Has A Tiled Entryway, An Open Kitchen And Dining Area With A Large Island, And Ample Cabinetry. The Living Room Features A Stone Fireplace, There Is An Office, A Sunny Family Room (Potential Fourth Bedroom), Laundry Facilities, And A Half Bath. The Second Floor Has A Spacious Primary Bedroom With A Walk-In Closet, A Generous Bath With A

    Maria Wagner Eagle Valley Realty

    581 Hessinger Lare Rd, Jeffersonville, NY 12748
  • /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

    $300,000

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

    704 Cattail Rd, Livingston Manor, NY 12758

    Nestled on a serene 5-acre lot, this home offers the perfect blend of tranquility and convenience. This charming 3-bedroom, 2-bathroom ranch-style home boasts 1,350 square feet of beautifully maintained living space. Step inside to find gleaming hardwood floors, a cozy dining area, and a spacious first-floor master bedroom. The full, unfinished basement provides ample storage or the potential for

    Kewin Garabito eXp Realty

    704 Cattail Rd, Livingston Manor, NY 12758
  • /33

    $449,900

    • 4 Beds
    • 3 Baths
    • 1,680 Sq Ft

    206 Yaun Rd, Livingston Manor, NY 12758

    Million Dollar View for half the price! This 4 BR, 3 bath home is ready for the next chapter. Needs updating and some work to make it beautiful, but this gorgeous location makes it worth all the effort. Absolutely stunning views will greet you every day from the home’s main attraction, which is the sunroom with walls of windows taking in the glorious scenery. Every day offers a different vista

    Carol Malek Malek Properties

    206 Yaun Rd, Livingston Manor, NY 12758
  • /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
  • /34

    $298,000

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    4088 State Route 52, Youngsville, NY 12791

    Well built cape with many upgrades in EXCELLENT condition on 1 full acre. Convenient location in Youngsville, NY, minutes from the Village of Jeffersonville and Callicoon for shopping and restaurants. Updated kitchen, formal dining room with bay window, cozy living room with walk-out to private covered porch, bedroom and full bath all on first floor for easy living. Two large upstairs bedrooms

    Deborah Gorenflo Land and Water Realty LLC

    4088 State Route 52, Youngsville, NY 12791
  • /14

    $1,199,000

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    139 Callicoon Center Rd, Jeffersonville, NY 12748

    Stone Wall Farms a Jeffersonville mainstay is now for sale. This farm has been home to an innumerable amount of farm animals, livestock and memories throughout the years. The large horse barn measures 96x120 with 18 stalls, a 60x120 indoor riding arena, full hay loft, 2 tack rooms, wash stall, and an office. Besides 2 three sided commodities sheds for the hay, manure, and equipment storage the

    Ian Blumenthal Catskill Sales Associates Inc

    139 Callicoon Center Rd, Jeffersonville, NY 12748
  • /40

    $499,999

    • 4 Beds
    • 2 Baths
    • 2,568 Sq Ft

    5090 State Route 52, Jeffersonville, NY 12748

    UPDATED: SURVEY IS NOW IN PHOTOSPictures will not express the peaceful setting of this beautiful vintage home located just a moments drive into the heart of iconic Jeffersonville, NY in Sullivan County NY.So let me share what it is like to stand on this property.Immediately, you are welcomed by the front porch that gives the allure of days gone by. Sitting here is

    Jennifer Dwan Payne Team LLC

    5090 State Route 52, Jeffersonville, NY 12748
  • /35

    $460,000

    • 3 Beds
    • 3 Baths
    • 2,784 Sq Ft

    43 Obernburg Rd, Obernburg, NY 12767

    COUNTRY RANCH ON 23 ACRES!! THIS PRIVATE RANCH HAS 3 LARGE BEDROOMS AND 3 FULL BATHS, FORCED HOT AIR HEAT WITH 2 WOOD STOVES FOR BACKUP, AND 23 ACRES WITH A SMALL FISHING POND. 15 MINUTES FROM ROSCOE AND RTE 17 AND 10 MINUTES FROM CALLICOON. PROPERTY USED TO BE LEASED FOR HORSES YEARS AGE AND WOULD BE A GREAT PARCEL TO RAISE YOUR FAVORITE PETS., Beds Description: 2+BedL, Beds Description:

    William Phillips RE/MAX WAYNE

    43 Obernburg Rd, Obernburg, NY 12767
  • /28

    $300,000

    • 2 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    4369 State Route 52, Jeffersonville, NY 12748

    Looking for that special project?? Well than look no further! Fields, stream, some woods and more..... Main house has new electrical service and 200 Amp breaker panel, LR with Fireplace, full basement, wood floors and 2.5 Baths. Separate 3BR Apt in the rear Aux. building with an over abundance of storage still let in the building, older 2 story small barn, detached 2 car garage with shop space

    Carole Barotti Elliott & Pomeroy Inc

    4369 State Route 52, Jeffersonville, NY 12748
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