Callicoon Township Sullivan, NY Homes for Sale

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  /46

  $850,000

  $45K 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

  

  Christine Vande Vrede

  Chapin Sotheby's Intl Rlty

  99 John Deitz Rd, Jeffersonville, NY 12748
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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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  /39

  $299,000

  • 4 Beds
  • 1 Bath
  • 1,294 Sq Ft

  5 Bethlehem Rd, Roscoe, NY 12776

  Here is just the place to escape to when the city life gets to be too much! Charming 1930's bungalow style home with 4+ bedrooms, a full bath, living room and spacious kitchen. The front entrance leads from a wonderful enclosed porch to the living room. Or enter over the back stairs onto the deck and into the mudroom. Perfect to keep those little boots that little people need to play outside or

  

  Rosemarie DeCristofaro

  Callicoon Real Estate LLC

  5 Bethlehem Rd, Roscoe, NY 12776
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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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  /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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  /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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  /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
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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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  /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

  $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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  /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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  /36

  $549,000

  $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

  $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

  $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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  /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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  /34

  $650,000

  $25K PRICE DROP

  • 2 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
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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

  $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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  /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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  /45

  $375,000

  $5K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  4109 State Route 52, Youngsville, NY 12791

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

  Thelonious Johnson Hart & Johnson Realty

  4109 State Route 52, Youngsville, NY 12791
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  /27

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,964 Sq Ft

  174 Bayer Rd, North Branch, NY 12766

  We are proud to present this exceptional Catskills retreat, offering over 61 breathtaking acres of pristine countryside. A rare opportunity to own your own private paradise, this remarkable property combines panoramic views, rolling fields, mature woodlands, and outstanding privacy in one extraordinary setting. A long private driveway winds through the property, leading to the home and creating a

  Thelonious Johnson Hart & Johnson Realty

  174 Bayer Rd, North Branch, NY 12766
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  /21

  $359,000

  • 4 Beds
  • 2 Baths
  • 1,975 Sq Ft

  51 Shandelee Lake Rd, Livingston Manor, NY 12758

  Livingston Manor has become one of the Catskills’ most sought-after mountain communities, where scenic beauty, outdoor recreation, and small-town charm come together just two hours from New York City. Nestled in the mountains less than five minutes from the heart of Livingston Manor, this four-bedroom home offers generous living space in a location that puts you close to restaurants, breweries,

  Ryan Edwards Carole Edwards Realty

  51 Shandelee Lake Rd, Livingston Manor, NY 12758
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  /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
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  /30

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft

  12 Durr Rd, Jeffersonville, NY 12748

  Built in 2023 and set on 2.87 acres with a mountain view, this 3-bedroom, 2-bath home offers the benefits of new construction without the work that typically follows. Since completion, the property has been professionally graded and landscaped, evergreen trees have been planted, and a hot tub has been added, creating an established setting from day one. Inside, 1,370 square feet of bright, open

  Jill Borenstein Anatole House LLC

  12 Durr Rd, Jeffersonville, NY 12748
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  /48

  $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

  1227 Gulf Rd, Callicoon Center, NY 12724
• 

  

  /20

  $219,000

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

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

  Two story home which consists of main floor, fully renovated 3-bedroom 1 bathroom. New floors, stainless steel appliances, updated bathroom and freshly painted. New sliders leading to large deck. New furnace. New Hot water heater. Walk out lower level is finished and consists of additional bathroom, small kitchenette area, additional 2 rooms. Great for guests, since it has its own entrance. Each

  Ellie Hyde Century 21 Country Realty

  63 N Branch Callicoon Ctr Rd, North Branch, NY 12766
• 

  

  /7

  $349,900

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

  *00 Jeffersonville North Branch Rd, Jeffersonville, NY 12748

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

  Carol Malek Malek Properties, Inc.

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

  

  /37

  $478,000

  $517K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 4,000 Sq Ft

  301 & 305 Hust, Jeffersonville, NY 12748

  Remarkable! 12 plus acres. Step into history with this extraordinary estate, featuring an authentic 19th-century stagecoach depot and a beautifully preserved period barn with a charming guest cottage or rental opportunity. The main building showcases stunning timber frame construction, original wide-plank floors, and timeless craftsmanship. The sprawling grounds include rolling meadows, fertile

  Diane Butler Diane C. Butler

  301 & 305 Hust, Jeffersonville, NY 12748

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