1,403

Sullivan, NY Homes

Section Image Section Image
  • /44

    $750,000 Pending

    • 5 Beds
    • 1 Bath
    • 3,060 Sq Ft

    535 Beechwoods Rd, Callicoon, NY 12723

    Have you been dreaming of your own farm or starting an agricultural business? Or do you just love puttering around in your garden, having a nice flock of backyard chickens and plenty of room for your dogs to roam? Windy Willow Farm was meticulously restored to be the perfect balance of original farmhouse charm & modern-day living, from the custom-designed cottage-style chicken coop &

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    535 Beechwoods Rd, Callicoon, NY 12723
  • 432 Villa Roma Rd Unit 2A, Callicoon, NY 12723

    $165,000 Sold Aug 05, 2025

    • 1,148 Sq Ft
    • $144/SF
    • 108 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1996

    432 Villa Roma Rd Unit 2A, Callicoon, NY 12723

    Rare Opportunity: Ground Floor 2-Bedroom, 2-Bathroom Condo with Golf Course ViewsThis rarely available 2-bedroom, 2-bathroom ground floor condominium offers stunning views of the lush golf course, providing a serene and private setting. The spacious open-plan living area features a bright and sunny kitchen, dining, and living room perfect for entertaining or relaxing. The newly updated

    Dominique Jenkins Keller Williams Hudson Valley

    432 Villa Roma Rd Unit 2A, Callicoon, NY 12723
  • /41

    $450,000

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

    136 Kautz Rd, Callicoon, NY 12723

    Tucked away on a quiet country road and surrounded by beauty, 136 Kautz Road offers a rare opportunity to own a lovingly maintained ranch home in one of Sullivan County’s most desirable locations. Built in 1978, this 3-bedroom, 2.5 bath home has timeless appeal, with hardwood floors throughout and a stunning brick fireplace that anchors the spacious living area. The home sits gracefully back from

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    136 Kautz Rd, Callicoon, NY 12723
  • 132 Hospital Rd, Callicoon, NY 12723

    $525,250 Sold Jun 30, 2025

    • 1,249 Sq Ft
    • $421/SF
    • 38 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    132 Hospital Rd, Callicoon, NY 12723

    The Sanctuary – A Rare, Multi-Use Retreat on 6+ Acres Near Callicoon. Welcome to The Sanctuary, a truly unique and versatile property nestled on over 6 serene acres with two flowing streams, just minutes from the heart of Callicoon and the Delaware River. This move-in ready Catskills gem is a rare opportunity for those seeking a peaceful homestead, a live/work lifestyle, or a retreat-centered

    Barry Becker Keller Williams Hudson Valley

    132 Hospital Rd, Callicoon, NY 12723
  • /21

    $190,000

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    11 Joe D Dr Unit 11B, Callicoon, NY 12723

    Looking for year-round fun at Villa Roma Resort in a lovely condo at the edge of a beautiful golf course? As you can see, seller and the entire family took advantage of all the fun the VR offers. Pop golfed; and the young generation enjoyed the pools, played tennis, etc. A timeshare unit is included in the sale so that you may do the same. There is a yearly maintenance fee for that unit in the

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 552-1235

    11 Joe D Dr Unit 11B, Callicoon, NY 12723
  • 4322 State Route 17b, Callicoon, NY 12723

    $257,500 Sold Jun 10, 2025

    • 1,644 Sq Ft
    • $157/SF
    • 173 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1939

    4322 State Route 17b, Callicoon, NY 12723

    Located on the edge of the quaint town of Hortonville is this charming 3-bedroom 1 ½ bath colonial home. Amazing details include gorgeous hard wood floors, amazing woodwork including arched french doors, antique lights that can be found throughout the home. The unique eat-in country kitchen has butcherblock + stainless countertops and lots of cabinetry. The terrific, enclosed porch

    Joshua Murphy Woodstock Way Realty LLC

    4322 State Route 17b, Callicoon, NY 12723
  • /22

    $195,000

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    10 Joe D Dr Unit 10B, Callicoon, NY 12723

    Resort Living at Its Finest – Villa Roma Golf Course Condo: Live like you're on vacation every day in this beautifully maintained one-story condo located at the renowned Villa Roma Resort and Golf Course. This spacious home features two bedrooms and two full bathrooms, offering comfort and ease of living in a serene setting. Enjoy your morning coffee or evening relaxation in the finished lanai,

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    10 Joe D Dr Unit 10B, Callicoon, NY 12723
  • 5733 New York 52, Callicoon, NY 12723

    $790,000 Sold May 23, 2025

    • 1,300 Sq Ft
    • $608/SF
    • 115 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 2023

    5733 New York 52, Callicoon, NY 12723

    Among the most desirable elements of any country house is a water feature, after all who doesn’t love a dip in a lake or a pool? Well, The Nest, a newly built 2 bed, 1.5 bath home, is not only a lake front home with 210 feet of Kenoza lake frontage, but also features an in-ground pool for those who prefer the comforts of saline water. Built over the course of 2023 and 2024, The Nest offers a

    Jared Gluckstern Country House Realty Inc

    5733 New York 52, Callicoon, NY 12723
  • /44

    $335,000

    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    221 Gabel Rd, Callicoon, NY 12723

    Escape to tranquility in this beautiful 3-bedroom, 2.5-bathroom home perched atop five picturesque acres with breathtaking long-range views of rolling fields and majestic mountains. Just minutes from Callicoon’s charming Main Street and beloved farmers’ market, this property offers the perfect blend of privacy and convenience. Step inside to find a gracious formal living room, a cozy den, and a

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    221 Gabel Rd, Callicoon, NY 12723
  • 186 County Route 164, Callicoon, NY 12723

    $960,000 Sold May 23, 2025

    • 3,186 Sq Ft
    • $301/SF
    • 535 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1985

    186 County Route 164, Callicoon, NY 12723

    Welcome to your secluded hilltop paradise! This exquisite 4-bedroom, 3-bathroom home is nestled on an expansive 46-acre estate, offering unparalleled privacy and breathtaking panoramic views that stretch as far as the eye can see. Boasting an impressive pool house and 50 x 20 pool, this property is the epitome of luxury living.As you enter the main residence, you'll be greeted by an abundance of

    Ian Blumenthal Catskill Sales Associates Inc

    186 County Route 164, Callicoon, NY 12723
  • /50

    $699,000

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

    189 Fulton Hill Rd, Callicoon, NY 12723

    Privacy and a cozy home await you in the hills of Callicoon! Charming log cabin with front porch and deck overlooking a beautiful pond, with frontage on an even larger pond where you might train for the next Delaware River regatta! And not to forget the 26 acres of property for hiking and enjoying, a detached 2 car garage with car port in the rear, and a large barn/studio for all your creative

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 385-2856

    189 Fulton Hill Rd, Callicoon, NY 12723
  • 94 Hessinger Lare Rd, Callicoon, NY 12758

    $164,000 Sold Apr 17, 2025

    • 1,344 Sq Ft
    • $122/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    94 Hessinger Lare Rd, Callicoon, NY 12758

    Come see this charming ranch-style home with rustic appeal, located in Youngsville. This home offers 3 bedrooms, a spacious kitchen with a large island, a cozy living room, and a full bathroom, all set on over an acre of land. The walk-out basement includes an additional full bathroom, providing added convenience and extra living space. Enjoy the serene views from your covered porch. The home

    Desiree Beecham River Realty Services, Inc.

    94 Hessinger Lare Rd, Callicoon, NY 12758
  • /49

    $538,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,496 Sq Ft

    23 River Rd, Callicoon, NY 12723

    A delightful, unpretentious farm house on over 2.3 acres of river front land in sweet Callicoon on the Delaware! It was owned for over 2 decades by a family as their escape from city life. Lots of memories were made here. Charming to the core, it had been totally remodeled when they bought and sellers have meticulously maintained or replaced systems over time. (Agent, please find separate list in

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 712-9935

    23 River Rd, Callicoon, NY 12723
  • 87 Gabel Rd, Callicoon, NY 12723

    $402,500 Sold Apr 17, 2025

    • 2,385 Sq Ft
    • $169/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    87 Gabel Rd, Callicoon, NY 12723

    This spacious colonial in Callicoon's desirable Beechwoods area sits on a quiet road with a 3.32-acre lot that's evenly divided between lawn and woods. It has been extensively renovated with many upgrades: front porch, hardwood floors, windows and doors, siding, decks, kitchen with GE Profile appliances, bathrooms, light fixtures, fans, electrical outlets, thermostats -- the entire interior and

    Joe Freda Matthew J Freda Real Estate

    87 Gabel Rd, Callicoon, NY 12723
  • /21

    $195,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    12 Joe D Dr Unit 12A, Callicoon, NY 12723

    By the 10th hole of the beautiful Villa Roma golf course is a 2 bedroom, 2 bath attached townhouse condominium in excellent conditiion. Cherished by the sellers during their many years of ownership, the time has come for a younger generation to enjoy all 4 seasons in the Sullivan Catskills and its premier Villa Roma Resort in the Delaware River valley in western Sullivan County. The rear porch

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 409-8104

    12 Joe D Dr Unit 12A, Callicoon, NY 12723
  • 766 Hessinger Lare Rd, Callicoon, NY 12724

    $420,000 Sold Apr 17, 2025

    • 3,892 Sq Ft
    • $108/SF
    • 490 Days On Market
    • 8 Beds
    • 3 Baths
    • Built 1899

    766 Hessinger Lare Rd, Callicoon, NY 12724

    PRICE REDUCED TO $499,000....Turn of the century Large Victorian house..off the road up a tree lined driveway..Privacy and secluded on 20 + acres..8 bedrooms and full and 1/2 bathrooms..This is a gem with large rooms and detailed woodwork..House is being sold as is..Seller makes no disclosure on drilled well and cesspool.plumbing or heating...Needs some work to bring it back to it's original

    Peter Feinberg Keller Williams Hudson Valley

    766 Hessinger Lare Rd, Callicoon, NY 12724
  • /31

    $396,000 Pending

    • 6 Beds
    • 3 Baths
    • 3,352 Sq Ft

    69 Fremont St, Callicoon, NY 12723

    2 very spacious units in a sunny location along town maintained road. Live in one and rent the other. Or get income from both. Units have been renovated and are in excellent condition. Each unit has spacious kitchen, large living room, formal dining room, 2 bedrooms with closets, main bedroom with additional room as walk-in closet/storage/office. Downstairs unit has 2 full baths. Upstairs unit

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 999-0572

    69 Fremont St, Callicoon, NY 12723
  • 174 Kenoza Trail, Callicoon, NY 12723

    $115,000 Sold Feb 12, 2025

    • Land
    • 5 Acres
    • $22,727 per Acre
    • 292 Days On Market

    174 Kenoza Trail, Callicoon, NY 12723

    "The Perch" is one of the most unique lots in the Kenoza Lake Estates community, offering scenic views to the east overlooking Hust Pond. The variety of trees in this tranquil oasis provide a lush and private landscape for any future home. There is a natural grade to install a driveway leading to a home site at the edge of a high plateau, with an alternate or additional home site at the foot of

    Jared Gluckstern Country House Realty Inc

    174 Kenoza Trail, Callicoon, NY 12723
  • /38

    $2,250,000 New Construction

    • 6 Beds
    • 4 Baths
    • 4,015 Sq Ft

    56 Winkelstern Ln, Callicoon, NY 12723

    Nestled on 145 acres of unspoiled natural beauty, this extraordinary estate offers a rare blend of privacy, adventure, and modern comfort. With three other surrounding parcels thoughtfully acquired to preserve peace and prevent future development, this is more than a home, it's a destination designed for those who value space, serenity, and an elevated lifestyle.Whether you're looking for

    Agent Photo

    Sherret Chase

    Four Seasons Sotheby's Int'l R

    (845) 630-1626

    56 Winkelstern Ln, Callicoon, NY 12723
  • 9 River Rd, Callicoon, NY 12723

    $890,000 Sold Jan 30, 2025

    • 5,796 Sq Ft
    • $154/SF
    • 56 Days On Market
    • 8 Beds
    • 8 Baths
    • Built 1884

    9 River Rd, Callicoon, NY 12723

    Here's an opportunity to own a successful hotel in a bustling Catskills town. Nine River Road is a turnkey boutique hotel with a proven track record in Callicoon. With frontage on the Delaware River, your guests can stroll from the back porch down a sloping lawn to take a swim or launch a kayak. Or walk to Callicoon's many amenities: restaurants & coffee shops, pubs & distillery, antiques &

    Joe Freda Matthew J Freda Real Estate

    9 River Rd, Callicoon, NY 12723
  • /32

    $384,000

    • 4 Beds
    • 2 Baths
    • 1,740 Sq Ft

    215 Kautz Rd, Callicoon, NY 12723

    Enjoy the benefits of Country living but the convenience of being just 10 minutes from historic Callicoon. You'll find unique clothing shops, Famous Farmer's Market every Sunday, eateries, Brewery & Theater. Plenty of elbow room in this 4 bedroom, 2 full bath raised ranch home on 3.64 acres. This conscientious seller has taken care of this property with many regular maintenance as well as

    Joan Hale Listing by Howard Hanna

    215 Kautz Rd, Callicoon, NY 12723
  • 1656 Gulf Rd, Callicoon, NY 12724

    $330,000 Sold Dec 20, 2024

    • 1,044 Sq Ft
    • $316/SF
    • 41 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1930

    1656 Gulf Rd, Callicoon, NY 12724

    Welcome to your dream turnkey farmhouse! Nestled in a serene landscape, this charming property offers the perfect blend of rustic charm and modern comforts. With stunning views from the large picture windows and direct access to a peaceful creek, this is the ideal retreat for nature lovers and those seeking tranquility. Enjoy the cozy, open-concept living/dining room with large windows that fill

    Paul Heintz Anatole House LLC

    1656 Gulf Rd, Callicoon, NY 12724
  • /44

    $549,000

    • 4 Beds
    • 4 Baths
    • 2,631 Sq Ft

    5 Hess Rd, Callicoon, NY 12723

    Sustainable Catskills Retreat with Mountain Views & Solar Setup | Renovated 4BR Ranch on 2+ AcresCallicoon Country Living with Mountain Views – Fully Renovated Ranch on 2+ Acres. Welcome to your dream retreat in the heart of the beautiful Catskills! This fully renovated 4-bedroom, 2 full bath, 2 half bath ranch-style home (2022) offers a seamless blend of modern efficiency and timeless

    Barry Becker Keller Williams Hudson Valley

    5 Hess Rd, Callicoon, NY 12723
  • 217 County Route 131, Callicoon, NY 12723

    $520,000 Sold Dec 20, 2024

    • 2,153 Sq Ft
    • $242/SF
    • 80 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1942

    217 County Route 131, Callicoon, NY 12723

    Enchanting 1940s Farmhouse Retreat on 7.5 Acres – A Blend of Nature and Modern Comfort. Welcome to your countryside retreat! This charming 1940s cedar-shingled farmhouse is beautifully nestled among flowering shrubs, perennials, ferns, and stone walls, set against a backdrop of wooded landscapes and distant hilly views, complete with ponds and the soothing sounds of Callicoon Creek. Located just

    Barry Becker Keller Williams Hudson Valley

    217 County Route 131, Callicoon, NY 12723
  • /38

    $385,000

    • 2 Beds
    • 1 Bath
    • 1,288 Sq Ft

    55 Upper Main St, Callicoon, NY 12723

    Stylized, Convenient, In-Town 1940s Cottage with Modern Updates & Endless Possibilities! Home went through complete renovation! Welcome to this beautifully updated 1940s cottage—a perfect blend of classic character and modern convenience, right in the heart of town. With 2 spacious bedrooms and a renovated full bathroom, this home offers move-in ready comfort and style. The generous kitchen

    Barry Becker Keller Williams Hudson Valley

    55 Upper Main St, Callicoon, NY 12723
  • 0 Menges Rd Unit KEYL3530041, Callicoon, NY 12791

    $550,000 Sold Dec 12, 2024

    • Land
    • 74 Acres
    • $7,462 per Acre
    • 21 Days On Market

    0 Menges Rd Unit KEYL3530041, Callicoon, NY 12791

    Spectacular views with this mountain retreat with 73.71 acres of cleared pastures for farming & hardwood forest. An insulated, 12,000 sq ft warehouse with a 1000 sq ft basement. Main house with 4 bedrooms & a separate 2 family house to help with additional rental income. Also a small studio, pond & spring. Currently used for aging soybean paste & kimchi, drying herbs , growing vegetables & honey

    Jane Gao Douglas Elliman Real Estate

    0 Menges Rd Unit KEYL3530041, Callicoon, NY 12791
  • /49

    $3,250,000

    • Land
    • 60 Acres
    • $53,879 per Acre

    356 Gabel Rd, Callicoon, NY 12723

    Unique offering! This 9-lot subdivision can make serious developers/ builders a fortune! Package consists of two beautiful upscale modern farmhouses, one is complete and one is in progress, the original 1890’s farmhouse which has been tastefully updated, two barns, PLUS 6 shovel-ready lots. The two homes are ready to be sold immediately if you choose, or establish this community as a family

    Carol Malek Malek Properties

    356 Gabel Rd, Callicoon, NY 12723

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home