Callicoon Center, NY Homes for Sale

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  $40,000

  16 Beechwoods Rd, Callicoon, NY 12723

  This 0.82 acre property has Beechwoods Rd address, however, access is through ROW. Trailer has been removed and old barn and storage building remain. Both are filled with wood, metal, doors, etc. Mobile home was removed some years back but another mobile home could be placed here again. There is shallow well and there was septic. No representations made as to condition of well or septic. Cash

  

  Rosemarie DeCristofaro

  Callicoon Real Estate LLC

  16 Beechwoods Rd, Callicoon, NY 12723
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  /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,

  

  Edward Rabon

  Compass Greater NY, LLC

  57 Sheryl Davis Rd, Livingston Manor, NY 12758
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  /50

  $1,048,000

  • 4 Beds
  • 3.5 Baths
  • 3,750 Sq Ft

  63 Sky View Dr, Callicoon, NY 12723

  Step into serene sophistication with this immaculate custom contemporary Gambrel-style country home, a true architectural showpiece blending rustic charm with modern design. The expansive open-concept living space stuns with soaring 30-foot Hemlock wood ceilings, dramatic exposed beams, and a floor-to-ceiling stone fireplace. Gleaming hardwood floors and panoramic windows flood the home with

  

  Barry Becker

  KW Hudson Valley United

  63 Sky View Dr, Callicoon, NY 12723
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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

  

  Elizabeth Bernitt

  Century 21 Geba Realty

  60 Mountain Terrace Rd, Livingston Manor, NY 12758
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  /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

  

  Elizabeth Bernitt

  Century 21 Geba Realty

  8 Chapel St, Jeffersonville, NY 12748
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  /50

  $599,000

  $50K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,048 Sq Ft

  519 County Route 164, Callicoon, NY 12723

  A rare opportunity in the heart of the Catskills — this stunning 5-acre property offers a true million-dollar view, unmatched privacy, and direct access to a championship 18-hole golf course. Whether you’re dreaming of a peaceful country home, a high-earning VRBO retreat, or a charming bed-and-breakfast, this property delivers location, scenery, and potential that simply can’t be replicated. The

  

  Rosemarie DeCristofaro

  Callicoon Real Estate LLC

  519 County Route 164, Callicoon, NY 12723
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  $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
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  /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
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  /70

  $588,500

  $61K PRICE DROP

  • Land
  • 58.85 Acres
  • $10,000 per Acre

  25 Robertson Rd, Liberty, NY 12758

  Looking for that special spot that offers the potential to build the home of your dreams? Look no further. This unique property offers a blend of open fields, lush forest, and 360-degree views. The paved road leads you into the bottom area of the parcel. This area has electricity available along the road and offers an open field with amazing views of the distant countryside along with a 320 sq ft

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  25 Robertson Rd, Liberty, NY 12758
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  /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
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  /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
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  /7

  $190,000

  • Land
  • 5.99 Acres
  • $31,720 per Acre

  TBD Meadow Ln, Fremont, NY 12766

  This is a wonderful opportunity to build a dream waterfront home, situated in a cozy corner of the Sullivan Catskills, amongst the rolling hills and pastures. The 5.99 acres slope gently down towards Reichmann Pond, which feels more like a small lake. There is over 200 feet of waterfront and an easily buildable site. The water is clear, fresh, and known locally for great fishing. Build out a dock

  Erik Freeland Country House Realty Inc

  TBD Meadow Ln, Fremont, NY 12766
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  $389,000

  • 3 Beds
  • 1.5 Baths
  • 1,856 Sq Ft

  5026 State Route 52, Jeffersonville, NY 12748

  Kohler Craftsman is a charming 105-year-old storybook home located in the vibrant Village of Jeffersonville. Rich in character and history, this well-maintained residence offers 3 bedrooms, 1 full bathroom, and 1 half bathroom on a beautifully landscaped and private 0.38-acre lot. The fenced yard features a heated above-ground pool, grassy lawn, and a spacious two-car garage. Originally built by

  William Baldwin Country House Realty Inc

  5026 State Route 52, Jeffersonville, NY 12748
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  $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
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  /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
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  $899,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,400 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 (included in beds/baths and 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

  Jennifer Grimes Country House Realty Inc

  1680 Gulf Rd, Callicoon Center, NY 12724
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  /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
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  /7

  $275,000

  $60K PRICE DROP

  • Land
  • 7.43 Acres
  • $37,012 per Acre

  0 Beechwoods Rd Unit KEY901475, Delaware, NY 12723

  Own a stunning 7.4-acre property with panoramic views in the highly desirable Beechwoods section of Callicoon. Build your dream home and embrace the beauty of nature. Don't miss this incredible opportunity!

  Ian Blumenthal Catskill Sales Associates Inc

  0 Beechwoods Rd Unit KEY901475, Delaware, NY 12723
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  $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
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  /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
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  /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
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  /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
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  /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
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  $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
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  /50

  $379,000

  $70K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  292 County Road 93, Roscoe, NY 12776

  Versatile 9.2 acre retreat featuring a 3-bedroom, 2-bath ranch with spacious front and back decks. The full walkout basement provides livable space, plus room for storage. Two detached garages-one with an apartment above-plus a large shed, small barn and chicken coop provide additional storage and multi-use options. The apartment needs some finishing and includes a kitchen with stove and

  Linda Mulligan Matthew J Freda Real Estate

  292 County Road 93, Roscoe, NY 12776
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  /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
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  /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
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  /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
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  /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
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  /14

  $249,000

  $51K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,380 Sq Ft

  257 Cr 134, Fremont Center, NY 12736

  Presenting a ranch-style residence situated on an expansive 10-acre parcel, this property offers abundant opportunities for outdoor recreation, gardening, and nature-inspired pursuits. Featuring two bedrooms and a full bath, the home provides a comfortable foundation for those seeking to tailor their living space to reflect personal preferences. Although some renovation is required, the recently

  Anna Milucky Century 21 Country Realty

  257 Cr 134, Fremont Center, NY 12736
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /15

  $125,000

  $125K PRICE DROP

  • 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

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