23

Callicoon Township Sullivan, NY Homes for Sale under $500,000

Section Image Section Image
  • /43

    $499,000

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    60 Mountain Terrace Rd, Livingston Manor, NY 12758

    Some homes are simply places to live. This is a place to belong. Tucked away on 1.77 private acres in the Town of Rockland, this beautifully renovated year-round home offers something that's becoming increasingly rare: true peace. Combined with the benefit of lower Town of Rockland taxes and coveted access to Hunter Lake, this is where you'll find yourself slowing down, breathing deeper, and

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    60 Mountain Terrace Rd, Livingston Manor, NY 12758
  • /36

    $325,000

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

    8 Chapel St, Jeffersonville, NY 12748

    Some streets just have a feeling, and Chapel Street is one of them. Towering shade trees and classic homes line this beloved street in the Village of Jeffersonville, welcoming you to a timeless Victorian ready for its next chapter. Step inside to discover four bedrooms, two full bathrooms, and beautiful hardwood floors that speak to the craftsmanship of another era. Every room offers the

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    8 Chapel St, Jeffersonville, NY 12748
  • /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
  • /19

    $275,000

    $40K PRICE DROP
    • 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
  • /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
  • /6

    $349,900

    • Land
    • 35 Acres
    • $9,997 per Acre

    TBD Jeffersonville North Branch Rd, Jeffersonville, NY 12748

    Discover the perfect setting for your dream home, country getaway, or recreational retreat on this beautiful 35± acre property in Western Sullivan County. A gentle rise in elevation creates stunning bucolic views and offers multiple ideal building sites to take advantage of the picturesque landscape. Featuring a wonderful blend of open meadows and wooded areas, the property is rich in character

    Carol Malek Malek Properties

    TBD Jeffersonville North Branch Rd, Jeffersonville, 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
  • /43

    $230,000

    • 3 Beds
    • 2 Baths
    • 1,904 Sq Ft

    673 Hessinger and Lare Rd, Jeffersonville, NY 12748

    Enjoy space, scenery, and easy access to the best of the Sullivan Catskills with this well-maintained 3-bedroom, 2-bath mobile home set on 4.42 acres. The home features a large living room, comfortable layout, and plenty of room to relax indoors or out.A spacious deck accented by natural wood and stone invites you to take in the beautiful views and enjoy quiet mornings, outdoor meals, or

    Anna Milucky Century 21 Country Realty

    673 Hessinger and Lare Rd, Jeffersonville, NY 12748
  • /10

    $399,999

    $15K PRICE DROP
    • 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
  • /20

    $399,900

    • Land
    • 70 Acres
    • $5,713 per Acre

    301 & 305 Hust Road Hust Rd, Jeffersonville, NY 12748

    stunning building lot with plenty of room to grow. Long distance views, fields meadows and starry night skys. Unimproved raw land on the edge of a farm.

    Diane Butler Diane C. Butler

    301 & 305 Hust Road Hust Rd, Jeffersonville, NY 12748
  • /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
  • /40

    $469,900

    $29K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft

    545 Stump Pond Rd, Livingston Manor, NY 12758

    Great location with year round beautiful mountain views... this well maintained house with 3 bedrooms and 2 bathrooms on over 1 acre....the house sits on 1.28 acres..wood floors..large wrap round deck..2 car garage..finished basement with a wood burning stove and full bathroom ..split units to cool the house in the summer and heat the house in the winter...fenced in backyard. ..paved driveway

    Peter Feinberg KW Hudson Valley United

    545 Stump Pond Rd, Livingston Manor, NY 12758
  • /33

    $299,000

    • Land
    • 14.38 Acres
    • $20,793 per Acre

    Tbd Church Lake Rd, Livingston Manor, NY 12758

    It's rare to come across improved land where the long, often unglamorous work of preparing to build has already been done. Fourteen surveyed acres of mature and wonderfully wild timber situate Shandelee Forest at the base of the Catskill Park. This dreamscape is threaded with historic walking paths, rock formations, fern fields, and set in the wooded hills just outside Livingston Manor. The

    Arlena Armstrong Anatole House LLC

    Tbd Church Lake Rd, Livingston Manor, NY 12758
  • /11

    $285,000

    • Land
    • 53.61 Acres
    • $5,316 per Acre

    0 Shandelee Rd Unit KEY1005045, Callicoon, NY 12758

    Gorgeous acreage for sale in the highly sought after 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

    Victoria Wander Divine Realty NY, LLC

    0 Shandelee Rd Unit KEY1005045, Callicoon, NY 12758
  • /5

    $249,000

    $46K PRICE DROP
    • 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
  • /20

    $245,000

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

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

    Bring your vision to this thoughtfully reimagined 1940s farmhouse, where the most difficult and expensive renovation work has already been completed. Redesigned from a 1-bedroom, 1-bath home into a planned 3-bedroom, 2.5-bath layout, this property is ready for its next owner to add the finishing touches. Major improvements include new 200-amp electric service, all-new plumbing, high ceilings,

    Ashley Trattner Listing by Keller Williams Upstate NY Properties

    484 N Branch Callicoon Ctr Rd, North Branch, NY 12766
  • /2

    $300,000

    • Land
    • 13 Acres
    • $23,077 per Acre

    130 Dyker Rd, North Branch, NY 12766

    13-Acres of gorgeous view, pasture, woods, and a serene pond located in North Branch. Ready to build, this property has a drilled well, existing septic, and an active spring with spring house. Located close to Jeffersonville, Callicoon, Narrowsburg, Livingston Manor, Bethel Woods Center for the Arts, and more!

    Thelonious Johnson Hart & Johnson Realty

    130 Dyker Rd, North Branch, NY 12766
  • /45

    $375,000

    $5K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    4109 State Route 52, Youngsville, NY 12791

    Streamfront Retreat | 5 Bedrooms | Newly Renovated | Youngsville, NY Welcome to your Catskills escape! This beautifully renovated 5-bedroom home, set along a peaceful stream in Youngsville, offers the perfect blend of space, comfort, and natural beauty. Step inside to discover a brand-new kitchen that flows seamlessly into a bright, open living area, complemented by a formal dining room—ideal for

    Thelonious Johnson Hart & Johnson Realty

    4109 State Route 52, Youngsville, NY 12791
  • /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
  • /7

    $349,900

    • Land
    • 35 Acres
    • $9,997 per Acre

    *00 Jeffersonville North Branch Rd, Jeffersonville, NY 12748

    Discover the perfect setting for your dream home, country getaway, or recreational retreat on this beautiful 35± acre property in Western Sullivan County. A gentle rise in elevation creates stunning bucolic views and offers multiple ideal building sites to take advantage of the picturesque landscape. Featuring a wonderful blend of open meadows and wooded areas, the property is rich in character

    Carol Malek Malek Properties, Inc.

    *00 Jeffersonville North Branch Rd, Jeffersonville, NY 12748
  • /37

    $478,000

    $517K PRICE DROP
    • 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
  • /38

    $449,000

    • 3 Beds
    • 1.5 Baths
    • 1,470 Sq Ft

    35 Yaun Rd, Livingston Manor, NY 12758

    Escape to a true Catskills retreat where privacy, charm, and natural beauty come together on over 5 picturesque acres. Tucked away behind a private driveway, this beautifully renovated property offers a peaceful setting surrounded by beautiful stone walls and scenic wooded landscapes. The inviting home features 3 bedrooms and 1.5 baths, thoughtfully updated while maintaining its warm country

    Thelonious Johnson Hart & Johnson Realty

    35 Yaun Rd, Livingston Manor, NY 12758
  • /40

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,014 Sq Ft

    4929 State Route 52, Delaware, NY 12748

    Waterfront on Main- 4929 Route 52 is a beautifully maintained 1930s-era Sears kit home, showcasing timeless character and an array of charming original details throughout. Recent renovations have thoughtfully restored and highlighted the home's original woodwork, bringing its historic charm back to life. The property features more than 90 feet of frontage on the Callicoon Creek and enjoys a

    Alan Wieder Catskills Home Services

    4929 State Route 52, Delaware, NY 12748
How to Buy a Home How to Finance a Home How to Sell a Home