Callicoon Center, NY Homes for Sale with Acreage

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  /29

  $599,000

  $100K 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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  /44

  $596,500

  $53K PRICE DROP

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

  519 County Route 164, Callicoon, NY 12723

  A rare opportunity in the heart of Sullivan County's Catskills — this stunning 5-acre property offers a spectacular 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. The home exudes warmth and

  

  Rosemarie DeCristofaro

  Callicoon Real Estate LLC

  519 County Route 164, Callicoon, NY 12723
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  /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
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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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  /48

  $949,900

  • 4 Beds
  • 2.5 Baths
  • 2,461 Sq Ft

  600 Jeffersonville North Branch Rd, North Branch, NY 12766

  Nestled among the rolling hills of scenic Western Sullivan County, this charming 1800s farmhouse is ready to begin its next chapter. Set on an extraordinary 87+ acres of open meadows and mature woods, the property features two picturesque ponds, two barns, a pickleball court, and endless opportunities to create the country lifestyle you've been dreaming of. The spacious home offers four bedrooms,

  Carol Malek Malek Properties, Inc.

  600 Jeffersonville North Branch Rd, North Branch, NY 12766
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  /6

  $349,900

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

  295 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

  295 Jeffersonville North Branch Rd, Jeffersonville, NY 12748
• 

  

  /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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  /50

  $950,000

  • 5 Beds
  • 2 Baths
  • 1,792 Sq Ft

  139 Callicoon Center Rd, Jeffersonville, NY 12748

  Exceptional 33-Acre Equestrian Farm with Income PotentialWe are proud to present an incredible opportunity to own your very own equestrian farm with substantial income-producing potential. Welcome to Stone Wall Farm, a successful and well-established horse property situated on approximately 33 beautiful acres, just outside the sought-after hamlet of Jeffersonville.The impressive

  Thelonious Johnson Hart & Johnson Realty

  139 Callicoon Center Rd, Jeffersonville, NY 12748
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  /49

  $825,000

  $174K 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
• 

  

  /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
• 

  

  /23

  $189,000

  • Land
  • 6.56 Acres
  • $28,811 per Acre

  Waterfront Lot 15 Meadow Ln, Fremont Center, NY 12736

  This peaceful, pastoral 6.56-acre building lot in the upscale Crest development offers 149' of waterfront on non-motorboat Reichmann Pond. The land is level and gently sloping with an open field, mature trees, and partial woods. The view of the pond is south-facing, providing optimal solar exposure for a homesite. Reichmann Pond is perfect for calm-water boating; bring your paddleboards, kayaks,

  Joe Freda Matthew J Freda Real Estate

  Waterfront Lot 15 Meadow Ln, Fremont Center, NY 12736
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  /4

  $329,900

  • 5 Beds
  • 2.5 Baths
  • 2,781 Sq Ft

  4369 State Route 52, Jeffersonville, NY 12748

  Diamond in the rough. Main house has been used as a two family in years past, building at back of property has one 3 bedroom, one bath apartment and the other apartment has been started but not completed. This property consists of 15 +- acres located in the RB district in the town of Callicoon, which means several possibilities for development including gas station. The East branch of the

  Ian Blumenthal Catskill Sales Associates Inc

  4369 State Route 52, Jeffersonville, NY 12748
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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

  $549,000

  Open Sun 11AM - 1PM $20K 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

  $289,000

  $3K PRICE DROP

  • 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

  $220,000

  $10K PRICE DROP

  • 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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  /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
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  /50

  $339,000

  $110K 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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  /40

  $469,900

  $29K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,564 Sq Ft

  545 Stump Pond Rd, Livingston Manor, NY 12758

  PRICE REDUCED..Great location with year round beautiful mountain views... this well maintained house with 3 bedrooms and 2 bathrooms on over 5+ acres....the house sits on 1.28 acres plus an additional 4.7 acres SBL 9-1-4.3 that is contiguous with the house parcel..wood floors..large wrap round deck..2 car garage..finished basement with a wood burning stove and full bathroom ..split units to cool

  Peter Feinberg KW Hudson Valley United

  545 Stump Pond Rd, Livingston Manor, NY 12758
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  /13

  $230,000

  $70K 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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  /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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  /13

  $795,000

  • Land
  • 145 Acres
  • $5,483 per Acre

  344 Midway Rd, Livingstn Mnr, NY 12758

  SPECTACULAR 145+ ACRES WITH PANORAMIC MOUNTAINTOP VIEWS LOCATED IN LIVINGSTON MANOR, NY - This parcel is tucked away on a quiet road with a discrete entry point. Once you’re on the trails that meander within this parcel you’ll ride through a beautiful lush forest that offers a mix of mature trees, stone walls and interesting topography. As you ride through the property the trails open up to the

  Caroline Akt Caroline Akt Realty LLC

  344 Midway Rd, Livingstn Mnr, NY 12758
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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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  /38

  $659,000

  Open Sun 11AM - 2PM $30K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,726 Sq Ft

  366 County Road 93, Roscoe, NY 12776

  AGGRESSIVELY MOTIVATED Sellers! OPEN HOUSE Sept. 6, 2026 11-2PM. Country Contemporary on 12 Acres.This 5-bedroom, 3.5-bath country contemporary sits on 12 private acres just minutes from Roscoe, Callicoon, and Jeffersonville. Built in 2017 and recently updated, the home offers a turn-key layout optimized for country living.Inside, the open floor plan connects the living spaces under soaring

  Philip Eggleton Eagle River Realty LLC

  366 County Road 93, Roscoe, NY 12776
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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
• 

  

  /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
• 

  

  /35

  $555,000

  $8K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,956 Sq Ft

  909 County Road 93, Roscoe, NY 12776

  Start making memories in this "stunning" well kept, turn key Architectural American Foursquare Home on 6.17 acres. Three bedrooms with two extra rooms for a craft room or a private office. Formal dining room with a gorgeous stained glass window allowing beautiful natural sunlight and chandelier along with built in cabinets, 2 fireplaces, hardwood and parquet flooring, tile floors, full pull down

  Lillian Constant Elliott & Pomeroy Inc

  909 County Road 93, Roscoe, NY 12776
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  /29

  $189,000

  • Land
  • 5.69 Acres
  • $33,216 per Acre

  Waterfront Lot 14 Meadow Ln, Fremont Center, NY 12736

  This lush, private 5.69-acre building lot features woods, open land and a beautiful waterfront on a large clear pond. The land is diverse: level, sloping and steep. There is an old house on the property that is not being represented; and no associated infrastructure such as well or septic is represented. Tuck your new house into the edge of the woods and look out upon 145' of peaceful pond-front.

  Joe Freda Matthew J Freda Real Estate

  Waterfront Lot 14 Meadow Ln, Fremont Center, NY 12736
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  /32

  $460,000

  • 5 Beds
  • 4 Baths
  • 3,032 Sq Ft

  587 Dutch Hill Rd, Roscoe, NY 12776

  Escape to the Catskills and enjoy country living just minutes from the heart of Roscoe! This spacious 5-bedroom, 4-bath home offers approximately 3,000 sq. ft., guest quarters with a second kitchen, and aflexible layout with many possibilities. Set on 6.25 acres and being sold together with the adjoining 5-acre parcel for approximately 11.25 acres total, there is plenty of room to

  Sharon D'Orazio Keller Williams Realty

  587 Dutch Hill Rd, Roscoe, NY 12776
• 

  

  /6

  $35,000

  • Land
  • 5 Acres
  • $7,000 per Acre

  0 Dutch Hill Rd Unit KEY1034911, Rockland, NY 12776

  Unimproved raw land adjacent to 587 Dutch Hill Rd, making a total of approximately 11 acres bundled only with the house adjacent.

  Sharon D'Orazio Keller Williams Realty

  0 Dutch Hill Rd Unit KEY1034911, Rockland, NY 12776
• 

  

  /31

  $1,495,000

  New Construction $30K PRICE DROP

  • 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

  Erik Freeland Country House Realty Inc

  15 Manor Falls Dr, Livingstn Mnr, NY 12758
• 

  

  /23

  $689,000

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

  624 County Road 93, Roscoe, NY 12776

  Set on 103 acres across three separate parcels, this Western Catskills property is for the buyer who wants room to stretch their legs and land that can actually be enjoyed. The three bedroom, two bath mobile home offers a comfortable home base surrounded by woods, open areas, and the kind of privacy that is getting harder to find.Step outside and spend the day hiking your own ground,

  Carole Edwards Carole Edwards Realty

  624 County Road 93, Roscoe, NY 12776
• 

  

  /30

  $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

Showing Results 1 - 40, Page 1 of 2