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Callicoon Township Sullivan, NY Homes for Sale with Acreage

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  • /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
  • /29

    $669,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,670 Sq Ft

    57 Sheryl Davis Rd, Livingston Manor, NY 12758

    Set at the end of a quiet country drive just outside Livingston Manor, 57 Sheryl Davis Road offers the kind of privacy and connection to nature that defines the best of Catskills living. Surrounded by woods and bordered by a dramatic moss-covered bluestone rock face, this contemporary take on the many historic barns that dot the country roads in the area balances thoughtful design with warmth,

    Agent Photo

    Edward Rabon

    Compass Greater NY, LLC

    57 Sheryl Davis Rd, Livingston Manor, NY 12758
  • /8

    $160,000

    $20K PRICE DROP
    • Land
    • 10.28 Acres
    • $15,564 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
  • /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
  • /39

    $545,000

    • 3 Beds
    • 1.5 Baths
    • 2,805 Sq Ft

    4700 State Route 52, Jeffersonville, NY 12748

    Love grand old homes, privacy and large airy rooms with lots of natural light? Have porch goals? Then this is the home for you. The home has been lovingly undergoing a restoration. Wood floors have been brought back to life in most of the home reflecting the care that was taken with them. The bathrooms have stayed true to the original time period with fully functioning sinks, toilets and clawfoot

    Penni-Jo Buchal Callicoon Real Estate LLC

    4700 State Route 52, Jeffersonville, NY 12748
  • /46

    $865,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,754 Sq Ft

    99 John Deitz Rd, Jeffersonville, NY 12748

    Perched atop a scenic mountain setting on 15.5 secluded acres, this contemporary country home offers sweeping panoramic views of the western Catskills, overlooking endless rolling hills, valleys, and open countryside. Surrounded by expansive lawns, professional landscaping, and mature woods, the property provides exceptional privacy and a peaceful setting in the heart of Sullivan County. A

    Eileen Jasper Chapin Sotheby's Intl Rlty

    99 John Deitz Rd, Jeffersonville, NY 12748
  • /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

    $523,900

    $45K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,663 Sq Ft

    4741 State Route 52, Jeffersonville, NY 12748

    Enjoy unforgettable sunsets from this beautifully renovated 4 bedroom, 3 bath home set on 1.5 acres. 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, complemented by large walk in closets and a

    Tammy Ierardi Modern Solutions Realty, LLC

    4741 State Route 52, Jeffersonville, NY 12748
  • /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
  • /26

    $175,000

    • Land
    • 15.16 Acres
    • $11,544 per Acre

    52 E Hill Rd, Jeffersonville, NY 12748

    This exceptional parcel with great views offers a rare combination of location, accessibility, and homesite potential. Situated in a desirable and growing area, the expansive property features optimal topography, excellent road frontage, and convenient access to many local towns including Jeffersonville, Callicoon, LIberty and Roscoe where you'll find many of the areas restaurants and shopping.

    Steven Beeson Diane C. Butler

    52 E Hill 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
  • /34

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,351 Sq Ft

    22 J Spielman Rd, Jeffersonville, NY 12748

    Let country roads take you home to this charming retreat, set on a beautifully private parcel. Tucked deep into the rolling hills of Jeffersonville, this well-maintained and recently updated, custom-built 2004 home delivers a rare combination of total privacy, timeless craftsmanship, and stylish modern updates—all just minutes from town. Set far back from the road amid native landscaping, private

    Heather Quaintance Country House Realty Inc

    22 J Spielman Rd, Jeffersonville, NY 12748
  • /47

    $849,900

    New Construction
    • 3 Beds
    • 3 Baths
    • 3,720 Sq Ft

    1227 Gulf Rd, Callicoon Center, NY 12724

    Welcome to Stonegate House. Set back from the road at the end of a strikingly gated driveway, this delightful home is perched on a knoll overlooking its own private pond. The spacious interior offers that sought-after chalet vibe with a modern flair. Open and airy, with expansive windows that showcase the surrounding scenery, this property certainly checks all the boxes for the discerning buyer.

    Carol Malek Malek Properties, Inc.

    1227 Gulf Rd, Callicoon Center, NY 12724
  • /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
  • /26

    $195,000

    $30K PRICE DROP
    • 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
  • /44

    $595,000

    • 3 Beds
    • 1.5 Baths
    • 1,806 Sq Ft

    63 Cape Rd, Youngsville, NY 12791

    Tucked away on a long private dead-end road, this charming modern farmhouse offers the perfect blend of rustic character, modern comfort, and peaceful country living. Surrounded by nature, this beautifully updated 3-bedroom home welcomes you with a renovated galley kitchen featuring timeless Shaker cabinetry, butcher block countertops, a large stainless farmhouse sink, stainless steel

    Ronny Murphy WOODSTOCK WAY REALTY LLC

    63 Cape Rd, Youngsville, NY 12791
  • /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
  • /37

    $975,000

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft

    15 Back Shandelee Rd, Livingston Manor, NY 12758

    Created as the personal residence of the duo behind Homestedt, this is what happens when a design studio builds for itself. After falling in love with the property for its setting, they set about completely reimagining the original structure. Inspired by their Scandinavian roots, they created a space that exudes craftsmanship, warmth and simplicity, but also functions to make daily living,

    Erica Keberle Anatole House LLC

    15 Back Shandelee Rd, Livingston Manor, NY 12758
  • /26

    $1,525,000

    New Construction
    • 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
  • /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
  • /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
  • /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
  • /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

    Catherine Quintard Compass Greater NY, LLC

    150 Bethlehem Rd, Callicoon Center, 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
  • /44

    $549,000

    • 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

    Catherine Quintard Compass Greater NY, LLC

    47 Hemmer Rd, Jeffersonville, NY 12748
  • /49

    $849,000

    $150K PRICE DROP
    • 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

    $79,000

    $10K PRICE DROP
    • Land
    • 8 Acres
    • $9,875 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
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