Callicoon Township Sullivan, NY Homes for Sale

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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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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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  /45

  $899,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  1680 Gulf Rd, Callicoon Center, NY 12724

  Overbrook House is a design-forward Catskills retreat on nearly an acre that lives much larger thanks to multiple eye-popping indoor/outdoor spaces including a dreamy separate Guest Studio (included in beds/baths and square footage). The meticulously styled main house features a den paneled with reclaimed barnwood, while the more formal living room's gas fireplace is great for ease of use and

  Jennifer Grimes Country House Realty Inc

  1680 Gulf Rd, Callicoon Center, NY 12724
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  /49

  $464,500

  • 6 Beds
  • 2 Baths
  • 2,174 Sq Ft

  301 Stump Pond Rd, Livingston Manor, NY 12758

  Beautiful farmstead with 23+ acres of property (additional land available) has been in the same family for generations. Includes two vintage handyman farmhouses and multiple outbuildings plus a large rustic barn in need of repair. Land is gorgeous with open meadows, some woods, stone walls and a lovely pastoral view. The homes each offer 3 bedrooms; one has two enclosed porches and a walk-up

  Carol Malek Malek Properties, Inc.

  301 Stump Pond Rd, Livingston Manor, NY 12758
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  /35

  $119,000

  • Land
  • 5.8 Acres
  • $20,517 per Acre

  0 Blackberry Lake Rd Unit KEY932984, Callicoon, NY 12748

  Lakefront 5.8 acres with beautiful building parcel located in Blackberry Lake Estates and offering distant views. 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! Located close to Jeffersonville, Livingston Manor, and Callicoon

  Linda Mulligan Matthew J Freda Real Estate

  0 Blackberry Lake Rd Unit KEY932984, Callicoon, NY 12748
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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
• 

  

  /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
• 

  

  /43

  $230,000

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft

  673 Hessinger and Lare Rd, Jeffersonville, NY 12748

  Enjoy space, scenery, and easy access to the best of the Sullivan Catskills with this well-maintained 3-bedroom, 2-bath mobile home set on 4.42 acres. The home features a large living room, comfortable layout, and plenty of room to relax indoors or out.A spacious deck accented by natural wood and stone invites you to take in the beautiful views and enjoy quiet mornings, outdoor meals, or

  Anna Milucky Century 21 Country Realty

  673 Hessinger and Lare Rd, Jeffersonville, NY 12748
• 

  

  /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
• 

  

  /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
• 

  

  /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

  $675,000

  • 3 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
• 

  

  /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
• 

  

  /31

  $299,000

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

  1779 Shandelee Rd, Livingston Manor, NY 12758

  You'll be wowed by the classic character of this Arts and Crafts home with so many original details! This 3 bedroom, 2 bath home is solid, and you'll find so many extras! (A couple of nice bonus rooms!) The covered front porch welcomes you in to a time gone by. Check out the gleaming original wood floors, built in the 30's, when craftsmen really cared about quality and exceptional detail! There

  Lynne Freda Matthew J Freda Real Estate

  1779 Shandelee Rd, Livingston Manor, NY 12758
• 

  

  /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
• 

  

  /40

  $499,000

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

  545 Stump Pond Rd, Livingston Manor, NY 12758

  Great location with year round beautiful mountain views... this well maintained house with 3 bedrooms and 2 bathrooms on almost 6 flat acres..the house sits on 1.28 aces with a contiguous 4.70 additional acres included in the asking price but has it's own SBL(9-1-4.3) of vacant land which has road frontage on Weissman Road..wood floors..large deck..2 car garage..finished basement with a wood

  Peter Feinberg KW Hudson Valley United

  545 Stump Pond Rd, Livingston Manor, NY 12758
• 

  

  /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
• 

  

  /33

  $299,000

  • Land
  • 14.38 Acres
  • $20,793 per Acre

  Tbd Church Lake Rd, Livingston Manor, NY 12758

  It's rare to come across improved land where the long, often unglamorous work of preparing to build has already been done. Fourteen surveyed acres of mature and wonderfully wild timber situate Shandelee Forest at the base of the Catskill Park. This dreamscape is threaded with historic walking paths, rock formations, fern fields, and set in the wooded hills just outside Livingston Manor. The

  Arlena Armstrong Anatole House LLC

  Tbd Church Lake Rd, Livingston Manor, NY 12758
• 

  

  /30

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  37 Dewitts Flats Rd, Jeffersonville, NY 12748

  Welcome to Flats Modern — a beautifully reimagined home on a quiet country road where modern design meets relaxed Catskills living. Finished in striking black and situated on a half-acre of lawn, lush gardens and mature landscaping, this bright, fully renovated home blends thoughtful contemporary design with warmth and comfort throughout. Inside, vaulted ceilings and oversized windows fill the

  Heather Quaintance Country House Realty Inc

  37 Dewitts Flats Rd, Jeffersonville, NY 12748
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  /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
• 

  

  /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
• 

  

  /26

  $1,525,000

  New Construction

  • 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
• 

  

  /44

  $549,000

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  47 Hemmer Rd, Jeffersonville, NY 12748

  Set against a backdrop of sweeping pastoral and mountain views, this thoughtfully renovated rustic barn blends timeless character with modern comfort in all the right ways. With its striking silhouette, hand-hewn beams, and sliding doors that frame the landscape like a living painting, the home captures the romance of its agricultural past while offering a turnkey retreat designed for effortless

  Catherine Quintard Compass Greater NY, LLC

  47 Hemmer Rd, Jeffersonville, NY 12748
• 

  

  /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
• 

  

  /38

  $449,000

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  35 Yaun Rd, Livingston Manor, NY 12758

  Escape to a true Catskills retreat where privacy, charm, and natural beauty come together on over 5 picturesque acres. Tucked away behind a private driveway, this beautifully renovated property offers a peaceful setting surrounded by beautiful stone walls and scenic wooded landscapes. The inviting home features 3 bedrooms and 1.5 baths, thoughtfully updated while maintaining its warm country

  Thelonious Johnson Hart & Johnson Realty

  35 Yaun Rd, Livingston Manor, NY 12758
• 

  

  /8

  $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 your

  Diane Butler Diane C. Butler

  0 Stump Pond Rd, Callicoon, NY 12724
• 

  

  /21

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  10 Fred Hessinger Rd, Callicoon Center, NY 12724

  Full of character and timeless appeal, this 1940 Craftsman-style home offers 3 bedrooms, 1.5 bathrooms, and an inviting open floor plan in the charming hamlet of Callicoon Center.Warm original hardwood floors and abundant natural light create a bright and welcoming atmosphere throughout the home. The spacious living and dining areas flow seamlessly together, providing an ideal setting for

  Fleur Bailey Carole Edwards Realty

  10 Fred Hessinger Rd, Callicoon Center, NY 12724

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