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Callicoon Center, NY Houses for Sale

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  • /36

    $429,000

    • 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.

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    Edward Rabon

    Century 21 Geba Realty

    (845) 713-8341

    165 Boband Rd, Jeffersonville, NY 12748
  • /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.

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    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

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    Dawn Curreri

    EAGLE VALLEY REALTY

    (845) 366-2889

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

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    Dawn Curreri

    Eagle Valley Realty

    (845) 576-9694

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

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    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    600 Jeffersonville North Branch Rd, North Branch, NY 12766
  • /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
  • /21

    $719,000

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

    96 Yaun Rd, Livingston Manor, NY 12758

    Discover Yaun Road Cabin, a stunning new construction on a quiet country road near vibrant Livingston Manor, NY. This 3-bedroom, 2-bathroom home sits on nearly 5 acres of versatile land, blending open fields and secluded woodlands for a perfect balance of relaxation and recreation.The property’s expansive grounds are brimming with potential for your vision. Outside, a staircase descends

    William Baldwin Country House Realty Inc

    96 Yaun Rd, Livingston Manor, NY 12758
  • /50

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,404 Sq Ft

    178 Grebel Rd, Jeffersonville, NY 12748

    Welcome to your modern country retreat! This beautifully maintained 2-bedroom, 2-bathroom ranch home offers the perfect blend of comfort, efficiency, and outdoor living on 4.82 private acres in the heart of the Sullivan County Catskills.Built in 2017, this 1,400 sq ft home features an open-concept layout with recent 2024 updates, including new flooring, sliding doors, a refreshed primary

    Sean Drown Land and Water Realty LLC

    178 Grebel Rd, Jeffersonville, NY 12748
  • /30

    $599,000

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

    231 Boband Rd, Jeffersonville, NY 12748

    Nestled into a picturesque hillside between the sleepy hamlets of Youngsville and Jeffersonville NY, Blue Hill is a turnkey, peaceful getaway just two hours from NYC. Every room is thoughtfully designed to take advantage of natural light and beautiful surroundings. From the spacious, wraparound deck, you enter the home into the well-appointed kitchen, featuring shaker style-cabinets and

    Megan Kinealy-Hill Country House Realty, Inc.

    231 Boband Rd, Jeffersonville, NY 12748
  • /31

    $599,000

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

    231 Boband Rd, Youngsville, NY 12791

    Nestled into a picturesque hillside between the sleepy hamlets of Youngsville and Jeffersonville NY, Blue Hill is a turnkey, peaceful getaway just two hours from NYC. Every room is thoughtfully designed to take advantage of natural light and beautiful surroundings. From the spacious, wraparound deck, you enter the home into the well-appointed kitchen, featuring shaker style-cabinets and

    Megan Kinealy-Hill Country House Realty Inc

    231 Boband Rd, Youngsville, NY 12791
  • /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

    $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
  • /50

    $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

    John Ducey Keller Williams Hudson Valley

    99 John Deitz Rd, 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
  • /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

    • 5 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 5 bedroom, 2 bath home is solid, and you'll find so many extras! 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 doorknobs, solid wooden

    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
  • /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

    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
  • /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
  • /18

    $325,000

    • 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

    $339,900

    • 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

    $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
  • /40

    $459,000

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

    5090 State Route 52, Jeffersonville, NY 12748

    Welcome to small town living at its best. This vintage home with period accents offers 4 large bedrooms and 2 full bathrooms. Enter from the front covered porch into a formal living room on one side and dining room on the other. This center hall colonial home is rich with history and charm, warmth and potential. Upstairs offers those four large bedrooms and a full bath. A walk up attic for future

    Jennifer Dwan Payne Team LLC

    5090 State Route 52, 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
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