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Callicoon Township Sullivan, NY Homes for Sale

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  • /29

    $295,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /13

    $135,000

    • 1 Bed
    • 1 Bath
    • 1,023 Sq Ft

    787 Callicoon Center Rd, Jeffersonville, NY 12748

    Charming Mixed-Use Home in Callicoon CenterWelcome to this exceptional property located in the heart of Callicoon Center! Perfectly zoned for both residential and commercial use, this versatile home offers endless possibilities for living, working, or investing. Step inside to find an inviting open floor plan on both levels, creating a spacious and flexible layout ideal for modern

    Thelonious Johnson Hart & Johnson Realty

    787 Callicoon Center Rd, Jeffersonville, NY 12748
  • /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
  • /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
  • /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
  • /8

    $68,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    4066 State Rt 52, Youngsville, NY 12791

    Mixed use commercial/residential lot. Complete tear down or renovation in the center of youngsville. Half acre flag lot. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,

    David Ferstand Daf Realty

    4066 State Rt 52, Youngsville, NY 12791
  • /32

    $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
  • /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
  • /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
  • /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
  • /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
  • /15

    $250,000

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

    865 N Branch Rd, Hortonville, NY 12745

    Attention investors and rehab buyers — here’s a strong value-add opportunity in Hortonville/Callicoon. This 4-bed, 2-bath single-family home offers approx. 1,738 sq ft and plenty of potential for a creative redesign or full renovation. Ideal for generating rental income, holding as a long-term investment, or transforming into a refreshed resale property. Enjoy creek frontage right from the

    Alexander DeLaCruz Howard Hanna Rand Realty

    865 N Branch Rd, Hortonville, NY 12745
  • /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

    $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
  • /31

    $299,000

    • 3 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 3bedroom, 2 bath home is solid, and you'll find so many extras! (a couple 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 detail! There are leaded glass windows, crystal

    Lynne Freda Matthew J Freda Real Estate

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

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, 12748, 12758, 12776 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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