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Callicoon Township Sullivan, NY Homes for Sale

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  • /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
  • /28

    $625,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft

    47 Hemmer Rd, Jeffersonville, NY 12748

    Set against a backdrop of sweeping pastoral and mountain views, this thoughtfully renovated rustic barn blends timeless character with modern comfort in all the right ways. With its striking silhouette, hand-hewn beams, and sliding doors that frame the landscape like a living painting, the home captures the romance of its agricultural past while offering a turnkey retreat designed for effortless

    Agent Photo

    Catherine Quintard

    Compass Greater NY, LLC

    (845) 605-7846

    47 Hemmer Rd, Jeffersonville, NY 12748
  • /34

    $369,000

    • 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 every

    Agent Photo

    Edward Rabon

    Compass Greater NY, LLC

    (845) 581-7717

    165 Boband Rd, Jeffersonville, NY 12748
  • /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
  • /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
  • /48

    $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
  • /34

    $649,900

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

    446 Shandelee Rd, Livingston Manor, NY 12758

    Wake up to the sound of Shandelee Brook flowing through the property and the rare freedom of fully owned solar living in the Catskills. Set on over 13 private acres in Livingston Manor, this 4-bedroom, 3-bath farmhouse offers a lifestyle rooted in nature, sustainability, and space — space to explore, create, and live with intention. Inside, the home blends rustic character with modern efficiency,

    April DeMaio Keller Williams Hudson Valley

    446 Shandelee Rd, Livingston Manor, NY 12758
  • /42

    $599,000

    • 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
  • /39

    $650,000

    • 4 Beds
    • 4 Baths
    • 2,912 Sq Ft

    526 Jeffersonville North Branch Rd, North Branch, NY 12766

    Twin Ponds is a rare opportunity to own a beautifully renovated Catskills retreat set on 11+ hillside acres with sweeping valley views and two private ponds. The extensive interior renovation, completed in 2022, left no detail untouched, creating a serene and luxurious atmosphere throughout more than 2,900 square feet. Four spacious bedrooms and four full bathrooms are complemented by expansive

    Jared Gluckstern Country House Realty Inc

    526 Jeffersonville North Branch Rd, North Branch, NY 12766
  • /34

    $750,000

    • 3 Beds
    • 2 Baths

    47 Hemmer Rd, Jeffersonville, NY 12748

    Welcome to 47 Hemmer Road - A Rare Find in Livingston Manor bordering Jeffersonville, Sullivan County Tucked away on a picturesque 3 bedroom and 2 bathroom, 2.76-acre parcel, this one-of-a-kind property blends rustic charm with modern potential. Set in the highly sought-after and serene countryside of Livingston Manor, this listing offers a unique combination of residential living, income

    Mendy Lipsker MENDY REALTY INC

    47 Hemmer Rd, Jeffersonville, NY 12748
  • /37

    $525,000

    • 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

    Diane Butler Diane C. Butler

    301 & 305 Hust, Jeffersonville, NY 12748
  • /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
  • /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
  • /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
  • /26

    $294,000

    • 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. Built-in shelves and a large picture window are both fun and practical, and add character to the open and spacious kitchen and living area. Upstairs are two bedrooms, a full bath, and a bright

    Jessica Maloney Compass Greater NY, LLC

    10 Fred Hessinger Rd, Callicoon Center, NY 12724
  • /20

    $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
  • /5

    $135,000

    • 1 Bed
    • 2 Baths
    • 1,222 Sq Ft

    4714 State Route 52, Jeffersonville, NY 12748

    Lowest-Priced Home in the Area!Spacious 1-bedroom home with the potential to convert into a 2-bedroom. Features an open-layout kitchen and living room with great flow and natural light. The attic was previously finished and offers additional potential but will need to be redone. The home does require work—price reflects condition. Enjoy a nice, private patio, perfect for outdoor space.

    Leib Glanz Point Realty USA

    4714 State Route 52, Jeffersonville, NY 12748
  • /32

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,980 Sq Ft

    8 Chapel St, Jeffersonville, NY 12748

    Your Quaint Upstate Retreat tucked away just off of Main St awaits you. This Victorian home has only been home to 4 special owners in its lifetime and offers a warmth to its Victorian Charm. Nestled in the up and coming Jeffersonville sits this large 4 Bedroom, 2 Full Bath home. The large rooms are so true to the design of the 1800's Victorians built. High ceilings, picture molding, multiple Bay

    Michele Rios BHHS Hudson Valley Properties

    8 Chapel St, Jeffersonville, NY 12748
  • /13

    $179,000

    • 3 Beds
    • 1 Bath
    • 728 Sq Ft

    4178 State Route 52, Youngsville, NY 12791

    Nestled in the peaceful countryside just seconds from the charming town of Youngsville, this cozy bungalow offers endless potential. Whether you're seeking a full-time residence or a relaxing weekend getaway, this home is the perfect opportunity to create your own retreat in the heart of Sullivan County. Step inside and imagine the possibilities — with a little TLC and vision, you can transform

    Eugene Doyle Carole Edwards Realty

    4178 State Route 52, Youngsville, NY 12791
  • /5

    $245,000

    • Land
    • 31.65 Acres
    • $7,741 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
  • /15

    $150,000

    • 4 Beds
    • 2 Baths
    • 1,738 Sq Ft

    865 N Branch Rd, Hortonville, NY 12745

    Attention investors and rehab buyers: discover a premier value-add opportunity in the highly sought-after Western Catskills market. This 4-bedroom, 2-bathroom single-family home offers approximately 1,738 square feet of potential, serving as a blank canvas for a creative redesign, full renovation, or high-yield rental conversion. Ideally located in the Hortonville/Callicoon area, this property

    Alexander DeLaCruz Howard Hanna Rand Realty

    865 N Branch Rd, Hortonville, NY 12745
  • /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
  • /34

    $299,000

    • Land
    • 31.55 Acres
    • $9,477 per Acre

    0 Menges Rd Unit KEY867163, Callicoon, NY 12791

    31.55 acres with beautiful views, ancient stone walls, fertile maintained meadows blending into a pristine forest. Perfect for a small farm or estate to build your dream house on, as the land is perfect for farming, gardening, hunting, ATV riding, and all of the outdoor sports. Prime subdivision potential here because the overall parcel is 31 acres and it consists of 3 tax parcels; two-6.38 acre

    Tom Freda Matthew J Freda Real Estate

    0 Menges Rd Unit KEY867163, Callicoon, NY 12791
  • /49

    $899,000

    • 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

Why Live in Callicoon Township Sullivan

Callicoon Township is a collection of hamlets and villages in the foothills of the Catskill Mountains, about 10 miles from the Pennsylvania border in southeastern New York. Rural roads wind past ranch-style homes, farmhouses and luxury estates on multiacre lots. Residents enjoy access to horseback riding and hiking in the Crystal Lake Wild Forest and fishing and boating on the Delaware River. For dining, locals gather for pub grub at The Cabin, grab pizza from Michaelangelo's Restaurant & Pizzeria or head to Tavern on Main for date nights. Peck's Market and Sullivan Sundries sell groceries, but more options are available in Callicoon, about 10 miles away, and Roscoe, about 8. New York State Route 52 runs through Jeffersonville and connects to nearby towns. Students start at Sullivan West Elementary School, which receives a Niche grade of B-minus, followed by Sullivan West High School. The Shandelee Music Festival hosts classical artists in a scenic pavilion every August.

Frequently Asked Questions

What are the most popular zip codes in Callicoon Township Sullivan, NY?
The most popular zip codes in Callicoon Township Sullivan, NY include 12776, 12748, 12766, 12758 and 12791.
How are the schools in Callicoon Township Sullivan, NY?
Callicoon Township Sullivan, NY has highly rated public and private schools. Some of the best schools in Callicoon Township Sullivan based on Niche Grades are Livingston Manor Elementary School, Sullivan West Elementary School and Sullivan West High School at Lake Huntington. Browse all the schools in Callicoon Township Sullivan, NY to learn more.
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