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Callicoon Township Sullivan, NY Homes for Sale with Acreage

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  • /34

    $395,000

    • 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 offers 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 sweeping views of the rolling hills from the living room and primary bedroom and the wrap around deck. It's a front row seat to all of nature's wonders and

    Agent Photo

    Edward Rabon

    Compass Greater NY, LLC

    (845) 581-7717

    165 Boband Rd, Jeffersonville, NY 12748
  • /43

    $1,250,000

    • 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
  • /36

    $459,900

    • 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
  • /29

    $300,000

    • 2 Beds
    • 1.5 Baths
    • 1,284 Sq Ft

    612 Jeffersonville N Branch Rd, North Branch, NY 12766

    Located in North Branch, Sullivan County, NY, this charming two-bedroom, one-and-a-half-bath farmhouse sits on just over two acres of peaceful countryside. A gentle stream borders a picturesque lawn, and your closest neighbor is a tranquil pond. The perfect country setting. Inside, the living room’s beautiful fireplace brings that cozy, welcoming feel everyone loves. The spacious two-story garage

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    612 Jeffersonville N Branch Rd, North Branch, NY 12766
  • /8

    $180,000

    • Land
    • 10.28 Acres
    • $17,510 per Acre

    290 Stump Pond Rd, Livingston Manor, NY 12758

    Located on a beautiful country road in the Youngsville/ Livingston Manor area this 10+ acres offers open and level meadow as well as gently sloped wooded area. Up the hill with a few trees removed you can seemingly realize some lovely bucolic and distant mountain views. Tons of wildlife on this quiet and peaceful land. Zoning is CD – Conservation District - which allows for 3-acre minimum lot

    Carol Malek Malek Properties

    290 Stump Pond Rd, Livingston Manor, NY 12758
  • /47

    $464,500

    • 6 Beds
    • 2 Baths
    • 2,174 Sq Ft

    299 Stump Pond Rd, Livingston Manor, NY 12758

    Beautiful farmstead with 23+ acres of property (additional land available) has been in the same family for generations. Includes two vintage handyman farmhouses and multiple outbuildings plus a large rustic barn in need of repair. Land is gorgeous with open meadows, some woods, stone walls and a lovely pastoral view. The homes each offer 3 bedrooms; one has two enclosed porches and a walk-up

    Carol Malek Malek Properties

    299 Stump Pond Rd, Livingston Manor, NY 12758
  • /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 & Water Realty

    187 Hahn Rd, Livingston Manor, NY 12758
  • /42

    $875,000

    • 3 Beds
    • 2 Baths
    • 1,988 Sq Ft

    788 Swiss Hill Rd N, Jeffersonville, NY 12748

    Come and relax in this modern and comfortable lakefront home. Home features four bedrooms with nature and lake views from almost everywhere. Wrap around deck on first floor, and decks on all three of the upstairs bedrooms. All new kitchen, bathrooms, and basement with movie theater. Hot tub, fire pit, dock on lake for swimming, fishing and boating. Outdoor dining on main deck with grill. Lush

    Nancy Barnhart Elliott & Pomeroy Inc

    788 Swiss Hill Rd N, Jeffersonville, NY 12748
  • /42

    $599,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 1,663 Sq Ft

    4741 State Route 52, Jeffersonville, NY 12748

    Paradise Found!! Walk into this newly renovated home and fall in love. Experience the ultimate lakeside living in this beautifully renovated home, boasting breathtaking lake views and watching the sunset right from your newly constructed back deck. Unwind after a long day enjoying the serene and peaceful unobstructed lake views. With four spacious bedrooms and three modern bathrooms, this

    Tammy Ierardi Malek Properties

    4741 State Route 52, Jeffersonville, NY 12748
  • /32

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,455 Sq Ft

    446 Shandelee Rd, Livingston Manor, NY 12758

    MAJOR PRICE DROP! Wake up to the sound of Shandelee Brook and the freedom of fully owned solar living in the Catskills.Tucked on 13+ peaceful acres, this 4-bedroom, 3-bath farmhouse blends rustic character with modern sustainability—featuring fully owned solar panels that keep energy costs low while you live close to nature. Inside, the home glows with custom cherry woodwork, a grand

    April DeMaio Keller Williams Hudson Valley

    446 Shandelee Rd, Livingston Manor, NY 12758
  • /29

    $685,000

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

    168 Meyer Rd, Livingston Manor, NY 12758

    Have you ever dreamed of owning a cabin in the woods? A place away from the hustle and bustle where you can relax and tune-in to nature? Tucked away on a quiet secondary road in the scenic Western Catskills, this meticulously-maintained log home provides the perfect blend of rustic charm and modern comfort, plus the peace and privacy you are looking for. Inside you will find a spacious

    John Roynon Land and Water Realty LLC

    168 Meyer Rd, Livingston Manor, NY 12758
  • /24

    $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
  • /21

    $775,000

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    146 Buddenhagen Rd, Callicoon, NY 12723

    Resting on a serene 3-acre meadow in the picturesque Western Catskills, Buddenhagen Barn captures the essence of open country living amid rolling hills and scattered trees from its days as farmland. This stunning new home from Western Sullivan Properties, serves beautifully as a primary residence or a tranquil retreat. As you meander down the gravel driveway, the modern façade of the house

    William Baldwin Country House Realty Inc

    146 Buddenhagen Rd, Callicoon, NY 12723
  • /39

    $795,000

    • 6 Beds
    • 1.5 Baths
    • 2,400 Sq Ft

    578 Bethlehem Rd, Roscoe, NY 12776

    Set on more than 36 acres along one of the most coveted country roads in the area, this classic three-story farmhouse offers a perfect blend of spacious rural charm and expansive outdoor living. Built in 1908, the home is framed by lush lawns dotted with fruit trees and anchored by a serene swimming pond with dock. Inside, the layout centers around a retro-vibe kitchen with dining alcove crowned

    Jennifer Grimes Country House Realty, Inc.

    578 Bethlehem Rd, Roscoe, NY 12776
  • /19

    $119,000

    • Land
    • 5.8 Acres
    • $20,517 per Acre

    0 Blackberry Lake Rd Unit KEY932984, Callicoon, NY 12748

    Beautiful building parcel located in Blackberry Lake Estates and offering distant views plus lake frontage! There is an existing grass driveway through the woods which opens onto a cleared meadow. A cleared path leads to 75 feet of scenic lake frontage. This diverse property would make a great homesite with so much to offer!

    Linda Mulligan Matthew J Freda Real Estate

    0 Blackberry Lake Rd Unit KEY932984, Callicoon, NY 12748
  • /43

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 1,404 Sq Ft

    812 Obernberg Rd, North Branch, NY 12766

    Charming Country Retreat with Stunning Views and Modern Comforts Discover this beautifully maintained 3-bedroom, 2-bath home offering the perfect blend of comfort, space, and scenic country living. Step inside to an expansive open-concept living room filled with natural light and sweeping countryside views — ideal for relaxing or entertaining guests. The spacious kitchen is designed for both

    Thelonious Johnson Hart & Johnson Realty

    812 Obernberg Rd, North Branch, NY 12766
  • /50

    $299,000

    • 2 Beds
    • 2 Baths
    • 1,184 Sq Ft

    31 Erlemann Rd, Jeffersonville, NY 12748

    2 bedroom, 2 bath ranch home set on a level 1.5 acres surrounded by farmland, scattered woods and occasional houses. Serenity & privacy here!Inside find a custom stainless steel kitchen, oak cabinets, and gleaming quartz counter tops. You can see the large level yard from the garden window above the sink. The bathrooms are custom too - lavish tile and fine workmanship. The one bathroom has a

    Susan Busing Matthew J Freda Real Estate

    31 Erlemann Rd, Jeffersonville, NY 12748
  • /32

    $134,900

    • 3 Beds
    • 1 Bath
    • 1,214 Sq Ft

    908 County Road 95, North Branch, NY 12766

    Charming 3-Bedroom Home on 3 Acres – Selling As-Is. This 3 bed, 1 bath, 1,214 sq. ft. home sits on a beautiful 3-acre lot in Sullivan County. Features include a full basement, attic, 1-car garage, brand new windows, and an updated roof (2018). While it may need some minor repairs, the home is livable and offers great potential.

    Derek Greene Greene Realty Group

    908 County Road 95, North Branch, NY 12766
  • /11

    $189,999

    • Land
    • 3.12 Acres
    • $60,897 per Acre

    27 Hust Rd, North Branch, NY 12766

    Trout Creek Retreat – Ready to Build!Discover this exceptional property set along a tranquil trout creek that runs the entire length of the land. With mature apple trees and a serene natural setting, this parcel is the perfect canvas for your waterfront dream home or getaway.All major essentials are already in place: septic, well, and electric are installed, and the newly redone

    Thelonious Johnson Hart & Johnson Realty

    27 Hust Rd, North Branch, NY 12766
  • /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
  • /8

    $180,000

    • Land
    • 10.28 Acres
    • $17,510 per Acre

    0 Stump Pond Rd Unit KEY899504, Livingstn Mnr, NY 12758

    Located on a beautiful country road in the Youngsville/ Livingston Manor area this 10+ acres offers open and level meadow as well as gently sloped wooded area. Up the hill with a few trees removed you can seemingly realize some lovely bucolic and distant mountain views. Tons of wildlife on this quiet and peaceful land. Zoning is CD – Conservation District - which allows for 3-acre minimum lot

    Carol Malek Malek Properties

    0 Stump Pond Rd Unit KEY899504, Livingstn Mnr, NY 12758
  • /8

    $180,000

    • Land
    • 10.28 Acres
    • $17,510 per Acre

    Tbd Stump Pond Rd, Livingstn Mnr, NY 12758

    Located on a beautiful country road in the Youngsville/ Livingston Manor area this 10+ acres offers open and level meadow as well as gently sloped wooded area. Up the hill with a few trees removed you can seemingly realize some lovely bucolic and distant mountain views. Tons of wildlife on this quiet and peaceful land. Zoning is CD - Conservation District - which allows for 3-acre minimum lot

    Carol Malek Malek Properties, Inc.

    Tbd Stump Pond Rd, Livingstn Mnr, NY 12758
  • /49

    $474,500

    • 6 Beds
    • 2 Baths
    • 2,174 Sq Ft

    301 Stump Pond Rd, Livingston Manor, NY 12758

    Beautiful farmstead with 23+ acres of property (additional land available) has been in the same family for generations. Includes two vintage handyman farmhouses and multiple outbuildings plus a large rustic barn in need of repair. Land is gorgeous with open meadows, some woods, stone walls and a lovely pastoral view. The homes each offer 3 bedrooms; one has two enclosed porches and a walk-up

    Carol Malek Malek Properties, Inc.

    301 Stump Pond Rd, Livingston Manor, NY 12758
  • /16

    $239,000

    • 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
  • /18

    $299,999

    • Land
    • 55 Acres
    • $5,455 per Acre

    0 Hessinger and Lare Rd, Youngsville, NY 12791

    55 Acres in Youngsville, Sullivan County – Two Deeded Parcels! A rare opportunity to own 55 acres of natural beauty in the heart of Sullivan County. This unique property consists of two separately deeded parcels (49.9 acres + 5 acres), offering flexibility for building, investment, or recreation. Engineering has been completed on the 49.9 acre parcel. Features include mature woods, scenic trails,

    Susan Giordano John J Lease REALTORS Inc

    0 Hessinger and Lare Rd, Youngsville, NY 12791
  • /50

    $895,000

    • 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
  • /17

    $60,000

    • Land
    • 1.47 Acres
    • $40,816 per Acre

    53 Menges Rd, Callicoon, NY 12758

    Discover the potential of this 1.47-acre parcel in the picturesque Town of Callicoon! Nestled in a peaceful setting with a charming small pond, this property offers a great opportunity to build your dream home or explore various development possibilities. Zoned Settlement District (SD), the lot allows for a wide range of permitted uses—see the permitted uses list for full details. Whether you're

    Cesar Landestoy Keller Williams Hudson Valley

    53 Menges Rd, Callicoon, NY 12758
  • /19

    $275,000

    • Land
    • 25 Acres
    • $11,000 per Acre

    295 Pleasant Valley Rd, North Branch, NY 12766

    Beautifully Wooded 25; Acre Parcel in Callicoon, NYNestled in the heart of New York’s farming community, this lovely 25 acre parcel in the Town of Callicoon offers a perfect blend of privacy, nature, and rural charm. With abundant wildlife, serene mountain views, and endless opportunities to explore the countryside, this is an ideal spot to build your dream home or start a small

    Diane Butler Diane C. Butler

    295 Pleasant Valley Rd, North Branch, NY 12766
  • /17

    $799,000

    • Land
    • 88 Acres
    • $9,080 per Acre

    0 Stump Pond Rd, Callicoon, NY 12724

    Nestled near the charming towns of Jeffersonville, Livingston Manor, Callicoon, and the Delaware National River Basin in western Sullivan County, this stunning 88-acre property in Shandelee offers a unique blend of natural beauty and potential — all for an amazing price of just $799,000!The land features 10.8 acres of open meadow with breathtaking southeastern views, ideal for building

    Diane Butler Diane C. Butler

    0 Stump Pond Rd, Callicoon, NY 12724
  • /24

    $299,000

    • Land
    • 48.1 Acres
    • $6,216 per Acre

    0 Shandelee Rd, Youngsville, NY 12791

    Gorgeous acreage in Youngsville! Bring your ideas to life on this scenic 48 acre lot with direct street access to Shandelee Rd/CR-149. Enjoy a prime location, only 25 minutes from the Monticello Casino, 20 minutes from Bethel Woods, and a 15 minute drive to Route 17 (I-86). This lot has amazing potential to create a breathtaking primary residence, campground, potential subdivision, or nature

    Victoria Wander Divine Realty NY, LLC

    0 Shandelee Rd, Youngsville, NY 12791
  • /11

    $465,000

    • Land
    • 53.61 Acres
    • $8,674 per Acre

    0 Shandelee Rd Unit KEY804620, Callicoon, NY 12758

    Gorgeous property in Livingston Manor! Look no further for privacy and serenity, this property is about a half mile from the county road and is the ultimate nature lover's paradise. Upon entering the property you will find approximately half an acre of cleared land, perfect to build your dream home! The rest of the 50+ acres are a wonderful combination of level ground, slopes and curves, as well

    Victoria Wander Divine Realty NY, LLC

    0 Shandelee Rd Unit KEY804620, Callicoon, NY 12758
  • /5

    $295,000

    • Land
    • 31.65 Acres
    • $9,321 per Acre

    4861 Swiss Hill, Jeffersonville, NY 12748

    Private and Pristine! 31.68 acres of mature evergreen tree's will welcome you home. Build your future dream in the heart of the country. Close to the beautiful villiage of Jeffersonville and only a stones thow to the Delaware River National Park!

    Diane Butler Diane C. Butler

    4861 Swiss Hill, Jeffersonville, NY 12748
  • /49

    $949,000

    • 7 Beds
    • 6 Baths

    354 E Hill Rd, Jeffersonville, NY 12748

    Majestic Grand Lady from days gone past. Started life as a 20 room boarding house, 1 bdrm guest house & dairy farm & in the 1960's the main building was turned into 5 apartments, 1-2 bdrm, 1 studio, 1 efficiency & 2- 1 bdrm. Also 9 bedrooms on the third floor but there is no heat or plumbing on that floor. Scenic views abound on the 47+ acre farm with over 30 acres of fertile pasture land, apple

    Darlene O'Dell Resort Realty

    354 E Hill Rd, Jeffersonville, NY 12748
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