Callicoon Center, NY Homes for Sale

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  /28

  $229,000

  • 3 Beds
  • 1.5 Baths
  • 1,148 Sq Ft

  5010 State Route 52, Jeffersonville, NY 12748

  1920s Two story farmhouse! This home welcomes you with it's rocking chair front porch which leads to the open dining and kitchen area with an extra space that could be a mud/laundry room or a big pantry, living room with a lot of windows and a half bath, high ceilings. The second level boasts 3 bedrooms and a full tiled bath with a tub. There is an attic and a basement. Nice back yard! ***New

  

  Dawn Curreri

  Eagle Valley Realty

  (845) 409-8770

  5010 State Route 52, Jeffersonville, NY 12748
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  /37

  $459,900

  • 4 Beds
  • 2.5 Baths
  • 3,634 Sq Ft

  807 Swiss Hill Rd N, Jeffersonville, NY 12748

  Million Dollar Views!! This Once In A Lifetime Property Won't Disappoint. Let This Home Welcome You With It's Bright And Airy Rooms. The Lower Level Boasts A Foyer, Large Bedrooms With Plenty Of Windows And An En Suite Bath, A Gym, Utility Room/Storage And A 2 Car Garage. Upstairs On The Main Level Features Radiant Heat And Central AC. As You Enter The Stunning Great Room With A Wall Of Windows,

  

  Dawn Curreri

  Eagle Valley Realty

  (845) 576-9694

  807 Swiss Hill Rd N, Jeffersonville, NY 12748
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  /29

  $295,000

  • 2 Beds
  • 1.5 Baths
  • 1,284 Sq Ft

  612 Jeffersonville N Branch Rd, North Branch, NY 12766

  Located in North Branch, Sullivan County, NY, this charming two-bedroom, one-and-a-half-bath farmhouse sits on just over two acres of peaceful countryside. A gentle stream borders a picturesque lawn, and your closest neighbor is a tranquil pond. The perfect country setting. Inside, the living room’s beautiful fireplace brings that cozy, welcoming feel everyone loves. The spacious two-story garage

  

  Elizabeth Bernitt

  Century 21 Geba Realty

  (845) 807-6947

  612 Jeffersonville N Branch Rd, North Branch, NY 12766
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  /34

  $369,000

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  165 Boband Rd, Jeffersonville, NY 12748

  Welcome to the Boband Bungalow! This charming two bedroom, one bath house offers some of the most epic views you can imagine! Nestled on just over 21 acres, Boband Bungalow offers the perfect blend of privacy, comfort, and charm. Enjoy sweeping views of the rolling hills from the living room and primary bedroom and the wrap around deck. It's a front row seat to all of nature's wonders and every

  

  Edward Rabon

  Compass Greater NY, LLC

  (845) 581-7717

  165 Boband Rd, Jeffersonville, NY 12748
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  /47

  $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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  /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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  /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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  /9

  $949,000

  • 4 Beds
  • 1.5 Baths
  • 2,344 Sq Ft

  187 Hahn Rd, Livingston Manor, NY 12758

  This mountain top farm has a long history of agriculture. The 1800's farmhouse is full of historic charm with wide plank floors and wood burning cookstove all set alongside a babbling brook. The entire property exudes pastoral beauty and charm. Roughly half the property is open hay field and pasture and half a mix of hardwood and hemlock forest. The barns are old and sound and aching for some new

  Travis O'Dell Land & Water Realty

  187 Hahn Rd, Livingston Manor, NY 12758
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  /32

  $134,900

  • 3 Beds
  • 1 Bath
  • 1,214 Sq Ft

  908 County Road 95, North Branch, NY 12766

  Charming 3-Bedroom Home on 3 Acres – Selling As-Is. This 3 bed, 1 bath, 1,214 sq. ft. home sits on a beautiful 3-acre lot in Sullivan County. Features include a full basement, attic, 1-car garage, brand new windows, and an updated roof (2018). While it may need some minor repairs, the home is livable and offers great potential.

  Derek Greene Greene Realty Group

  908 County Road 95, North Branch, NY 12766
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  /19

  $275,000

  • Land
  • 25 Acres
  • $11,000 per Acre

  295 Pleasant Valley Rd, North Branch, NY 12766

  Beautifully Wooded 25; Acre Parcel in Callicoon, NYNestled 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

  Diane Butler Diane C. Butler

  295 Pleasant Valley Rd, North Branch, NY 12766
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  /35

  $264,900

  • 3 Beds
  • 2 Baths
  • 2,320 Sq Ft

  2 County Road 164, Jeffersonville, NY 12748

  Single-family home with legal accessory apartment. Live in one and rent the other. Large spacious two-family home with in-ground pool and sauna, tons of potential, and a giant detached 2/3 car garage. Just a short stroll from the charm of downtown Jeffersonville and minutes from the world-renowned Bethel Woods Center for the Arts, this beautifully appointed Colonial home artfully balances

  Barbara Allen HomeSmart Homes & Estates

  2 County Road 164, Jeffersonville, NY 12748
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  /43

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  812 Obernberg Rd, North Branch, NY 12766

  Charming Country Retreat with Stunning Views and Modern Comforts Discover this beautifully maintained 3-bedroom, 2-bath home offering the perfect blend of comfort, space, and scenic country living. Step inside to an expansive open-concept living room filled with natural light and sweeping countryside views — ideal for relaxing or entertaining guests. The spacious kitchen is designed for both

  Thelonious Johnson Hart & Johnson Realty

  812 Obernberg Rd, North Branch, NY 12766
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  /25

  $350,000

  • 7 Beds
  • 4 Baths
  • 3,376 Sq Ft

  5041 New York 52, Jeffersonville, NY 12748

  Just outside of the quaint hamlet of Jeffersonville in the heart of Sullivan County is this 7- bedroom farmhouse on a .46 cleared and level lot just waiting for someone to add their finishing touches.Home features hard wood flooring through out the main floor. Open concept kitchen, living/dining area. First floor suite with en suite full bathrooms, second full bathrooms on main level along with

  Jason Grossman Keller Williams Hudson Valley

  5041 New York 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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  /49

  $899,000

  • 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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  /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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  /8

  $68,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  4066 State Rt 52, Youngsville, NY 12791

  Mixed use commercial/residential lot. Complete tear down or renovation in the center of youngsville. Half acre flag lot. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,

  David Ferstand Daf Realty

  4066 State Rt 52, Youngsville, NY 12791
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  /7

  $275,000

  • 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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  /27

  $409,000

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  21 County Road 164, Jeffersonville, NY 12748

  Charming Colonial on 3.73 Acres in Jeffersonville, NYWelcome to 21 County Road 164 — a spacious 2,464 sq. ft. Colonial set on 3.73 serene acres just minutes from the heart of Jeffersonville. With classic curb appeal, a covered front porch, and a paved driveway leading to a 2-car garage, this home blends privacy, comfort, and convenience.Inside, you’ll find a thoughtful open floor plan

  Maxine Schulte The Maxx Group LLC

  21 County Road 164, Jeffersonville, NY 12748
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  /42

  $599,000

  • 4 Beds
  • 3 Baths
  • 1,663 Sq Ft

  4741 State Route 52, Jeffersonville, NY 12748

  Paradise Found!! Walk into this newly renovated home and fall in love. Experience the ultimate lakeside living in this beautifully renovated home, boasting breathtaking lake views and watching the sunset right from your newly constructed back deck. Unwind after a long day enjoying the serene and peaceful unobstructed lake views. With four spacious bedrooms and three modern bathrooms, this

  Tammy Ierardi Malek Properties

  4741 State Route 52, Jeffersonville, NY 12748
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  /46

  $449,000

  • 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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  /32

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,980 Sq Ft

  8 Chapel St, Jeffersonville, NY 12748

  Your Quaint Upstate Retreat tucked away just off of Main St awaits you. This Victorian home has only been home to 4 special owners in its lifetime and offers a warmth to its Victorian Charm. Nestled in the up and coming Jeffersonville sits this large 4 Bedroom, 2 Full Bath home. The large rooms are so true to the design of the 1800's Victorians built. High ceilings, picture molding, multiple Bay

  Michele Rios BHHS Hudson Valley Properties

  8 Chapel St, Jeffersonville, NY 12748
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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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  /34

  $750,000

  • 3 Beds
  • 2 Baths

  47 Hemmer Rd, Jeffersonville, NY 12748

  Welcome to 47 Hemmer Road - A Rare Find in Livingston Manor bordering Jeffersonville, Sullivan County Tucked away on a picturesque 3 bedroom and 2 bathroom, 2.76-acre parcel, this one-of-a-kind property blends rustic charm with modern potential. Set in the highly sought-after and serene countryside of Livingston Manor, this listing offers a unique combination of residential living, income

  Mendy Lipsker MENDY REALTY INC

  47 Hemmer Rd, Jeffersonville, NY 12748
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  /5

  $295,000

  • Land
  • 31.65 Acres
  • $9,321 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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  /8

  $180,000

  • Land
  • 10.28 Acres
  • $17,510 per Acre

  0 Stump Pond Rd Unit KEY899504, Livingstn Mnr, NY 12758

  Located on a beautiful country road in the Youngsville/ Livingston Manor area this 10+ acres offers open and level meadow as well as gently sloped wooded area. Up the hill with a few trees removed you can seemingly realize some lovely bucolic and distant mountain views. Tons of wildlife on this quiet and peaceful land. Zoning is CD – Conservation District - which allows for 3-acre minimum lot

  Carol Malek Malek Properties

  0 Stump Pond Rd Unit KEY899504, Livingstn Mnr, NY 12758
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  /8

  $180,000

  • Land
  • 10.28 Acres
  • $17,510 per Acre

  Tbd Stump Pond Rd, Livingstn Mnr, NY 12758

  Located on a beautiful country road in the Youngsville/ Livingston Manor area this 10+ acres offers open and level meadow as well as gently sloped wooded area. Up the hill with a few trees removed you can seemingly realize some lovely bucolic and distant mountain views. Tons of wildlife on this quiet and peaceful land. Zoning is CD - Conservation District - which allows for 3-acre minimum lot

  Carol Malek Malek Properties, Inc.

  Tbd Stump Pond Rd, Livingstn Mnr, NY 12758
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  /15

  $250,000

  • 4 Beds
  • 2 Baths
  • 1,738 Sq Ft

  865 N Branch Rd, Hortonville, NY 12745

  Attention investors and rehab buyers — here’s a strong value-add opportunity in Hortonville/Callicoon. This 4-bed, 2-bath single-family home offers approx. 1,738 sq ft and plenty of potential for a creative redesign or full renovation. Ideal for generating rental income, holding as a long-term investment, or transforming into a refreshed resale property. Enjoy creek frontage right from the

  Alexander DeLaCruz Howard Hanna Rand Realty

  865 N Branch Rd, Hortonville, NY 12745
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  /46

  $949,000

  • 3 Beds
  • 2 Baths
  • 1,875 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 (not included in 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 tidiness. A

  Jennifer Grimes Country House Realty Inc

  1680 Gulf Rd, Callicoon Center, NY 12724
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  /48

  $689,000

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

  366 County Road 93, Roscoe, NY 12776

  Country Contemporary on 12 Acres – Turn-Key and Ready Set on 12 private acres just minutes from Roscoe, Callicoon, and Jeffersonville, this beautiful 5-bedroom, 3.5-bath country contemporary strikes the perfect balance of style, comfort, and space. Originally built in 2017 and thoughtfully updated by its current owners, the home has been elevated to a new level of modern country living. Step

  Philip Eggleton Listing by Eagle River Realty, LLC

  

  366 County Road 93, Roscoe, NY 12776
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  /49

  $474,500

  • 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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  /31

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,575 Sq Ft

  1779 Shandelee Rd, Livingston Manor, NY 12758

  Take a look at this sprawling Arts and Crafts home with so many original details! This 3bedroom, 2 bath home is solid, and you'll find so many extras! (a couple 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 detail! There are leaded glass windows, crystal

  Lynne Freda Matthew J Freda Real Estate

  1779 Shandelee Rd, Livingston Manor, NY 12758
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  /18

  $299,999

  • Land
  • 55 Acres
  • $5,455 per Acre

  0 Hessinger and Lare Rd, Youngsville, NY 12791

  55 Acres in Youngsville, Sullivan County – Two Deeded Parcels! A rare opportunity to own 55 acres of natural beauty in the heart of Sullivan County. This unique property consists of two separately deeded parcels (49.9 acres + 5 acres), offering flexibility for building, investment, or recreation. Engineering has been completed on the 49.9 acre parcel. Features include mature woods, scenic trails,

  Susan Giordano John J Lease REALTORS Inc

  0 Hessinger and Lare Rd, Youngsville, NY 12791
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  /37

  $525,000

  • 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

  Diane Butler Diane C. Butler

  301 & 305 Hust, Jeffersonville, NY 12748
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  /34

  $299,000

  • Land
  • 31.55 Acres
  • $9,477 per Acre

  0 Menges Rd Unit KEY867163, Callicoon, NY 12791

  31.55 acres with beautiful views, ancient stone walls, fertile maintained meadows blending into a pristine forest. Perfect for a small farm or estate to build your dream house on, as the land is perfect for farming, gardening, hunting, ATV riding, and all of the outdoor sports. Prime subdivision potential here because the overall parcel is 31 acres and it consists of 3 tax parcels; two-6.38 acre

  Tom Freda Matthew J Freda Real Estate

  0 Menges Rd Unit KEY867163, Callicoon, NY 12791
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  /30

  $550,000

  • 3 Beds
  • 1 Bath
  • 1,584 Sq Ft

  Tr #34 10 Hoffman Rd, Fremont Center, NY 12736

  Escape to the tranquility of country living in this charming 3 - bedroom home nestled in the western end of Sullivan County in the Town of Fremont. This home offers a peaceful retreat with ample space for both indoor and outdoor activities. The home has not one, but two generously sized living rooms, offering versatility for various activities and gatherings, added bonus of a wood stove for

  Anna Milucky Century 21 Country Realty

  Tr #34 10 Hoffman Rd, Fremont Center, NY 12736
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  /46

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,896 Sq Ft

  669 Shandelee Rd, Livingston Manor, NY 12758

  Welcome to the Shandelee Mountain House – a rare chance to claim your own slice of the Catskills on 8.25 acres, just minutes from the ever-popular hamlet of Livingston Manor. This 3-bedroom, 2.5-bath home blends solid bones with an open invitation for the next owner to bring fresh style and modern touches. Perched along a peaceful, winding mountain road, the property greets you with a gently

  James Karpowicz Listing by Coldwell Banker Timberland Properties

  

  669 Shandelee Rd, Livingston Manor, NY 12758
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  /17

  $60,000

  • Land
  • 1.47 Acres
  • $40,816 per Acre

  53 Menges Rd, Callicoon, NY 12758

  Discover the potential of this 1.47-acre parcel in the picturesque Town of Callicoon! Nestled in a peaceful setting with a charming small pond, this property offers a great opportunity to build your dream home or explore various development possibilities. Zoned Settlement District (SD), the lot allows for a wide range of permitted uses—see the permitted uses list for full details. Whether you're

  Cesar Landestoy Keller Williams Hudson Valley

  53 Menges Rd, Callicoon, NY 12758
• 

  

  /17

  $799,000

  • Land
  • 88 Acres
  • $9,080 per Acre

  0 Stump Pond Rd, Callicoon, NY 12724

  Nestled near the charming towns of Jeffersonville, Livingston Manor, Callicoon, and the Delaware National River Basin in western Sullivan County, this stunning 88-acre property in Shandelee offers a unique blend of natural beauty and potential — all for an amazing price of just $799,000!The land features 10.8 acres of open meadow with breathtaking southeastern views, ideal for building

  Diane Butler Diane C. Butler

  0 Stump Pond Rd, Callicoon, NY 12724

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