27

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

    • 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
  • /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
  • /49

    $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
  • /50

    $464,500

    • 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
  • /33

    $649,900

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

    446 Shandelee Rd, Livingston Manor, NY 12758

    Own a sustainable 13.2-acre compound in Livingston Manor with a fully owned solar system and an estimated annual electric bill of just $200. Experience the rare freedom of a move-in ready home with minimal monthly overhead. This 4-bedroom, 3-bath farmhouse sits on over 13 private acres, offering a diverse mix of flat, usable land near the home and wooded hillsides perfect for trekking and

    April DeMaio Keller Williams Hudson Valley

    446 Shandelee Rd, Livingston Manor, NY 12758
  • /30

    $620,000

    • 5 Beds
    • 3 Baths
    • 1,158 Sq Ft

    381 Dutch Hill Rd, Roscoe, NY 12776

    Escape to the heart of Roscoe, NY – Trout Town USA with this authentic rustic retreat set on over 30 private acres of scenic countryside. Whether you’re seeking a peaceful getaway or an outdoorsman’s paradise, this property delivers the perfect balance of comfort and adventure. The home features 5 bedrooms and 3 full bathrooms, offering plenty of space for guests. Inside, you’ll find a welcoming

    Carole Edwards Carole Edwards Realty

    381 Dutch Hill Rd, Roscoe, NY 12776
  • /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
  • /30

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    305 Old Danzer Rd, Livingston Manor, NY 12758

    The Danzer House is a newly constructed 3-bedroom, 2-bathroom residence situated on approximately 3.5 private acres in the peaceful town of Livingston Manor, New York. Crafted by Western Sullivan Properties, a respected local builder, this latest design reflects their distinctive contemporary aesthetic—clean lines, thoughtful proportions, and modern functionality. Accessed via a long

    William Baldwin Country House Realty Inc

    305 Old Danzer Rd, Livingston Manor, NY 12758
  • /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
  • /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

    $275,000

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

    295 Pleasant Valley Rd, North Branch, NY 12766

    Beautifully Wooded 25; Acre Parcel in Callicoon, NY Nestled 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 farm. Enjoy the

    Diane Butler Diane C. Butler

    295 Pleasant Valley Rd, North Branch, NY 12766
  • /26

    $289,900

    • 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
  • /35

    $292,000

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

    4088 State Route 52, Youngsville, NY 12791

    Set on a full acre in the heart of Youngsville, this well-built and lovingly updated home offers comfort, charm, and true move-in-ready ease. Ideally located just minutes from the historic Village of Jeffersonville, you'll enjoy convenient access to unique shops, restaurants, grocery stores, boutiques, parks, and numerous amenities all while savoring a peaceful country setting. Inside, the home

    Deborah Gorenflo Land and Water Realty LLC

    4088 State Route 52, Youngsville, NY 12791
  • /35

    $299,000

    • Land
    • 32.47 Acres
    • $9,209 per Acre

    0 Menges Rd Unit KEY976899, Callicoon, NY 12791

    32 acres-wooded with stream. Drive up to the property off a quiet paved road and walk into it through a pristine meadow that is dotted with wild blueberry bushes. Walking further into a mature stand of maple, birch, cherry and other assorted trees, you will find cairns and stone walls that are along the edges and interior of the land. There is a small stream that runs through the back of the

    Tom Freda Matthew J Freda Real Estate

    0 Menges Rd Unit KEY976899, Callicoon, NY 12791
  • /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

    $249,000

    • Land
    • 31 Acres
    • $8,032 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
  • /26

    $225,000

    • 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
  • /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
  • /26

    $1,525,000

    • 3 Beds
    • 2.5 Baths
    • 1,783 Sq Ft

    15 Manor Falls Dr, Livingstn Mnr, NY 12758

    Built to rigorous Passive House standards, Red Hill is a newly constructed 1,738 sq ft, 3-bedroom, 2.5-bath home just minutes from Livingston Manor, nestled within The Catskill Project's 90-acre community. Enjoy the best of the Catskills lifestyle while benefiting from a home designed to support your health, comfort, and well-being for generations to come. Certified to meet both PHIUS (Passive

    Erik Freeland Country House Realty Inc

    15 Manor Falls Dr, Livingstn Mnr, NY 12758
  • /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
  • /12

    $160,000

    • Land
    • 10.28 Acres
    • $15,564 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

    Tbd Stump Pond Rd, Livingstn Mnr, NY 12758
  • /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
  • /14

    $89,000

    • Land
    • 8 Acres
    • $11,125 per Acre

    0 Hubert Rd, Callicoon, NY 12748

    This 8-acre property features beautiful mountain and valley views and is located on a quiet country road outside of Jeffersonville in the western Catskills. Approximately one-third to one-half of this lot is open and cleared and the back portion is wooded. The terrain is level to gently sloping and the back wooded portion of the lot is more sloped. The East Branch of the Callicoon Creek is

    Linda Mulligan Matthew J Freda Real Estate

    0 Hubert Rd, Callicoon, 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, 12758, 12748, 12766 and 12745.
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 Livingston Manor High School. Browse all the schools in Callicoon Township Sullivan, NY to learn more.
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