Callicoon Center, NY Homes for Sale with Acreage

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  /50

  $624,000

  $25K PRICE DROP

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

  519 County Route 164, Callicoon, NY 12723

  Welcome to Doc Holiday's Little Farm in Callicoon's Beechwoods hills! Coming to this warm and cozy house is like meeting your soulmate and falling head over heels ... in love! It is obvious that sellers of this little farm are animal lovers. Horse and donkey will greet you by the barn; the chickens are happy in their little houses; in the basement for now are cages with little rabbits patiently

  

  Rosemarie DeCristofaro

  Callicoon Real Estate LLC

  (845) 498-0861

  519 County Route 164, Callicoon, NY 12723
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  /29

  $699,000

  • 4 Beds
  • 2 Baths
  • 1,440 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

  (845) 409-0770

  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

  Keller Williams Hudson Valley

  (845) 443-4418

  63 Sky View Dr, Callicoon, NY 12723
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  /11

  $450,000

  $50K PRICE DROP

  • Land
  • 5.12 Acres
  • $87,891 per Acre

  LOT 9 Wood Lake Trail, Roscoe, NY 12736

  Lot 9 at Florence Lake Estates is a premier direct waterfront homesite, offering rare, unobstructed access to the tranquil shores of Lake Florence. This spacious lot is ideal for a custom lakefront home, with gentle topography that lends itself to expansive decks, outdoor living spaces, and panoramic water views. Owners will enjoy access to the private community boat house, making it easy to

  

  Alicia Goldman

  Christie's Int. Real Estate

  (845) 299-2065

  LOT 9 Wood Lake Trail, Roscoe, NY 12736
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  /11

  $350,000

  • Land
  • 5.01 Acres
  • $69,860 per Acre

  LOT 10 Wood Lake Trail, Roscoe, NY 12736

  Lot 10 at Florence Lake Estates is a beautiful homesite offering the potential for seasonal views of both the golf course and Lake Florence, blending wooded privacy with glimpses of fairways and water as the seasons change. This lot provides a flexible canvas for a custom lodge-style, farmhouse, or contemporary home within a thoughtfully planned luxury community. Owners also enjoy access to the

  

  Alicia Goldman

  Christie's Int. Real Estate

  (845) 614-9678

  LOT 10 Wood Lake Trail, Roscoe, NY 12736
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  /43

  $1,230,000

  $170K PRICE DROP

  • 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

  

  Elizabeth Bernitt

  Century 21 Geba Realty

  (845) 807-6947

  600 Jeffersonville North Branch Rd, North Branch, NY 12766
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  /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
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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

  $649,900

  • Land
  • 58.85 Acres
  • $11,043 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

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  25 Robertson Rd, Liberty, NY 12758
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  /11

  $300,000

  • Land
  • 31.53 Acres
  • $9,515 per Acre

  0 Beechwoods Rd Unit KEY977156, Delaware, NY 12723

  Build your dream home on this beautiful slice of paradise in Callicoon! Surround yourself with 31.53 acres of rolling fields and private woods. Close to the Villa Roma and amenities. Bring your imagination and your construction plans today!

  Steven Beeson Diane C. Butler

  0 Beechwoods Rd Unit KEY977156, Delaware, NY 12723
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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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  /44

  $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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  /46

  $895,000

  • 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

  $899,000

  $100K 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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  /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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  /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
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  /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
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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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  /36

  $524,900

  $44K 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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  /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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  /20

  $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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  /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
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  /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
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  /50

  $399,000

  $50K PRICE DROP

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

  292 County Road 93, Roscoe, NY 12776

  Versatile 9.2 acre compound 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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  /54

  $599,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  49 Yaun Rd, Livingston Manor, NY 12758

  Hollyhock sits a long way back from a quiet country road on 10.13 acres of meadow, woods, and historic stone walls. The house is properly private and still only a few minutes from Livingston Manor's main street, which is the increasingly rare combination people drive up here to find. The interiors are where it gets interesting: someone has been making confident, pattern-loving, vintage-respecting

  Arlena Armstrong Anatole House LLC

  49 Yaun Rd, Livingston Manor, NY 12758
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  /30

  $130,000

  • 5 Beds
  • 1 Bath
  • 1,274 Sq Ft

  28 Banuat Rd, North Branch, NY 12766

  Farmhouse with 5 bedrooms on 1.47 acres in country setting in "handy-man-fixer upper" condition. Property consists of level yard with large 2-story barn, 1-car garage and shed. Water source is a shared spring with deeded rights. This home has been in same family for many years. Set on a private road, enjoy pastoral views of horses, wildlife, yet just a few minutes away from the small hamlet of

  Susan Busing Matthew J Freda Real Estate

  28 Banuat Rd, North Branch, NY 12766
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  /30

  $875,000

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  227 Anawanda Lake Rd, Roscoe, NY 12776

  An idyllic c1875 farmhouse set across 21.76 acres of rolling fields, wooded trails, and curated gardens. Featured on the Magnolia Network, this charming property has been reimagined with a refined modern English farmhouse aesthetic that balances historic character with timeless comfort. Winding trails lined with blueberry bushes meander through the property, leading to hidden moments tucked into

  Annabel Taylor Four Seasons Sotheby's Int.

  227 Anawanda Lake Rd, Roscoe, NY 12776
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  /14

  $276,000

  $24K 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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  /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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  /30

  $799,000

  New Construction

  • 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
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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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  /43

  $985,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  104 William Herbert Rd, Fremont Center, NY 12736

  Ensconced in the rolling hills of Obernburg, in the township of Fremont, this 93-acre expanse may be one of the most enchanting blends of forest and pasture to come to market in years. Once the heart of Hillside Dairy, the land carries a quiet legacy of working fields and open sky. •The farmhouse dates to 1909 and is ideally situated, tucked away in its own private world at the end of a long

  Erik Freeland Country House Realty Inc

  104 William Herbert Rd, Fremont Center, NY 12736
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  /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
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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

  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
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  /26

  $330,000

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  50 Hahn Rd, Callicoon Center, NY 12724

  Discover 7.8 stunning acres of pure tranquility. Perched high on rolling hills with breathtaking views in every direction, this beautiful 3-bedroom, 2 full bath home offers the perfect blend of comfort and peaceful country living. Featuring an open-concept kitchen, dining room, and living room, the home is designed for both everyday living and entertaining. Enjoy a full unfinished basement

  Sandra Murray Signature Premier Properties

  50 Hahn Rd, Callicoon Center, NY 12724
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  /33

  $779,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  624 County Road 93, Fremont Center, NY 12736

  Set just outside Roscoe, New York, this newer home on 103 acres offers more than land—it offers a lifestyle rooted in the charm and quiet beauty of the western Catskills. Tucked away from the road and surrounded by fields, woods and mature blueberry bushes, the property feels like a private retreat where peace and space come naturally. Roscoe, known as “Trout Town, USA,” is beloved for its

  Philip Eggleton Eagle River Realty LLC

  624 County Road 93, Fremont Center, NY 12736
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  /26

  $1,525,000

  New Construction Open Sat 11AM - 1PM

  • 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

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