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Callicoon Township Sullivan, NY Homes for Sale

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  • /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
  • /47

    $1,195,000

    • 3 Beds
    • 3 Baths
    • 2,958 Sq Ft

    150 Bethlehem Rd, Callicoon Center, NY 12724

    Set high above the surrounding countryside, where eagles glide and the air shifts a little quieter, this extraordinary hilltop retreat offers architectural distinction, total privacy, and a true sense of escape - approximately two hours from the bustle of New York City.A winding, forested drive reveals the home gradually, heightening the arrival. Custom-built with Californian and Japanese

    Agent Photo

    Catherine Quintard

    Compass Greater NY, LLC

    (833) 868-5436

    150 Bethlehem Rd, Callicoon Center, NY 12724
  • /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
  • /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
  • /50

    $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
  • /46

    $949,000

    • 3 Beds
    • 2 Baths
    • 1,875 Sq Ft

    1680 Gulf Rd, Callicoon Center, NY 12724

    Overbrook House is a design-forward Catskills retreat on nearly an acre that lives much larger thanks to multiple eye-popping indoor/outdoor spaces including a dreamy separate Guest Studio (not included in square footage). The meticulously styled main house features a den paneled with reclaimed barnwood, while the more formal living room's gas fireplace is great for ease of use and tidiness. A

    Jennifer Grimes Country House Realty Inc

    1680 Gulf Rd, Callicoon Center, NY 12724
  • /49

    $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
  • /36

    $569,000

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

    4741 State Route 52, Jeffersonville, NY 12748

    Enjoy serene lake views and unforgettable sunsets from this beautifully renovated 4 bedroom, 3 bath home set on 1.5 acres backing up to Lake Jeff. Designed for both comfort and entertaining, the home features oversized double back decks that seamlessly extend your living space outdoors. Inside, warm wood floors, recessed lighting, and spacious rooms create a bright and inviting atmosphere,

    Tammy Ierardi Modern Solutions Realty, LLC

    4741 State Route 52, Jeffersonville, NY 12748
  • /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

    $478,000

    • 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 meadows, fertile

    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
  • /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
  • /40

    $299,900

    • 4 Beds
    • 2 Baths
    • 1,620 Sq Ft

    4188 State Route 52, Youngsville, NY 12791

    Mobile-home in very good condition set on one acre just outside Youngsville NY. Many amenities and quality upgrades went into this 4 bedroom 2 full bath home. There are stainless kitchen appliances and a large kitchen island with plenty of cabinetry. Laundry room with washer and dryer. It has is central air and heat (propane), an alarm system, camera system for security, new septic system,

    Steven Beeson Diane C. Butler

    4188 State Route 52, Youngsville, NY 12791
  • /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
  • /10

    $415,000

    • 2 Beds
    • 1.5 Baths
    • 1,781 Sq Ft

    1751 Shandelee Rd, Livingston Manor, NY 12758

    Fully Remodeled Ranch in the Heart of Youngsville. Welcome to this beautifully updated 3-bedroom, 2-bath ranch-style home situated on 1.56 peaceful acres in the heart of Youngsville! This move-in ready property offers the perfect blend of comfort, space, and outdoor living. Inside, you’ll find a fully remodeled interior with a bright and inviting layout, including a spacious sunroom, gorgeous

    Jonathan Minerick HomeCoin.com

    1751 Shandelee Rd, Livingston Manor, NY 12758
  • /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
  • /31

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft

    1779 Shandelee Rd, Livingston Manor, NY 12758

    You'll be wowed by the classic character of this Arts and Crafts home with so many original details! This 3 bedroom, 2 bath home is solid, and you'll find so many extras! (A couple of nice bonus rooms!) 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 exceptional detail! There

    Lynne Freda Matthew J Freda Real Estate

    1779 Shandelee Rd, Livingston Manor, NY 12758
  • /19

    $99,000

    • Land
    • 12 Acres
    • $8,250 per Acre

    0 Bethlehem Rd Unit KEY987885, Callicoon, NY 12724

    Enjoy the peaceful serenity offered by this 12-acre wooded property. Located on a quiet, very low traveled road, it provides privacy and seclusion, but you're not far away from the amenities of Sullivan County hamlets of Callicoon Center, Roscoe, Livingston Manor, and Callicoon. An old, abandoned town road runs the length of the eastern boundary of the property; it makes for a good walking trail.

    Joe Freda Matthew J Freda Real Estate

    0 Bethlehem Rd Unit KEY987885, Callicoon, NY 12724
  • /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
  • /20

    $245,000

    • 3 Beds
    • 2.5 Baths
    • 1,582 Sq Ft

    484 N Branch Callicoon Ctr Rd, North Branch, NY 12766

    This charming 1940s farmhouse is a special find. It’s mid-gut renovation so all the difficult and expensive work has been completed, waiting for you to bring the finishing touches. The design and floorplan layout has been thoughtfully re-imagined. A professional interior designer has transformed it from a 1-bed/1-bath (1,146 sq ft) to a 3-bed/2.5-bath (1,542 sq ft), enhancing space, flow, and

    Ashley Trattner Listing by Keller Williams Upstate NY Properties

    484 N Branch Callicoon Ctr Rd, North Branch, NY 12766
  • /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
  • /26

    $189,900

    • 2 Beds
    • 1 Bath
    • 1,152 Sq Ft

    42 Back Shandelee Rd, Livingston Manor, NY 12758

    Opportunity meets location in the heart of the Livingston Manor and the scenic Catskill Mountains. Tucked away off the road on 1 private acre with peaceful wooded views, this 3-bedroom, 1-bath home, with an additional home office space offers the perfect setting for those looking to create their own country retreat. 2 bedrooms upstairs and a potential additional bedroom in basement. Set back for

    Daria Sienitsky Resort Realty

    42 Back Shandelee Rd, Livingston Manor, NY 12758
  • /20

    $219,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    63 N Branch Callicoon Ctr Rd, North Branch, NY 12766

    Two story home which consists of main floor, fully renovated 3-bedroom 1 bathroom. New floors, stainless steel appliances, updated bathroom and freshly painted. New sliders leading to large deck. New furnace. New Hot water heater. Walk out lower level is finished and consists of additional bathroom, small kitchenette area, additional 2 rooms. Great for guests, since it has its own entrance. Each

    Ellie Hyde Century 21 Country Realty

    63 N Branch Callicoon Ctr Rd, North Branch, NY 12766
  • /8

    $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 your

    Diane Butler Diane C. Butler

    0 Stump Pond Rd, Callicoon, NY 12724
  • /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
  • /19

    $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 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 features some clearings, stone walls and a spring feeding into a small

    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 12766, 12776, 12758, 12748 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 Livingston Manor High School. Browse all the schools in Callicoon Township Sullivan, NY to learn more.
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