Sullivan, NY Homes

/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

Rosemarie DeCristofaro

Callicoon Real Estate LLC

(845) 999-0572

69 Fremont St, 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

Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,589 Sq Ft
429 Peters Rd, Callicoon, NY 12723

429 Peters Rd, Callicoon, NY 12723

/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 &

Elizabeth Bernitt

Century 21 Geba Realty

(845) 807-6947

535 Beechwoods 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

Not Listed For Sale
- 5 Beds
18 Mill St, Callicoon, NY 12723

18 Mill St, 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

Elizabeth Bernitt

Century 21 Geba Realty

(845) 807-6947

136 Kautz Rd, 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

Est $221,398 Not Listed For Sale
- 2 Beds
- 1 Bath
- 936 Sq Ft
3716 State Route 17b, Callicoon, NY 12723

3716 State Route 17b, 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

Rosemarie DeCristofaro

Callicoon Real Estate LLC

(845) 552-1235

11 Joe D Dr Unit 11B, 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

Est $687,656 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,742 Sq Ft
83 Sky View Dr, Callicoon, NY 12723

83 Sky View Dr, 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,

Elizabeth Bernitt

Century 21 Geba Realty

(845) 807-6947

10 Joe D Dr Unit 10B, 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

Est $258,416 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,104 Sq Ft
881 County Route 164, Callicoon, NY 12723

881 County Route 164, 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

Elizabeth Bernitt

Century 21 Geba Realty

(845) 807-6947

221 Gabel Rd, Callicoon, NY 12723
$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

Est $369,238 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,734 Sq Ft
54 Del Vue Rd, Callicoon, NY 12723

54 Del Vue Rd, 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

Rosemarie DeCristofaro

Callicoon Real Estate LLC

(845) 385-2856

189 Fulton Hill 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

Est $403,928 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,940 Sq Ft
684 County Route 164, Callicoon, NY 12723

684 County Route 164, Callicoon, NY 12723

/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

Rosemarie DeCristofaro

Callicoon Real Estate LLC

(845) 712-9935

23 River Rd, Callicoon, NY 12723
$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

Est $463,152 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,260 Sq Ft
27 Gabel Rd, Callicoon, NY 12723

27 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

Rosemarie DeCristofaro

Callicoon Real Estate LLC

(845) 409-8104

12 Joe D Dr Unit 12A, 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

Est $392,323 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,624 Sq Ft
155 Graby Rd, Callicoon, NY 12723

155 Graby Rd, 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

Sherret Chase

Four Seasons Sotheby's Int'l R

(845) 630-1626

56 Winkelstern Ln, 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

Est $404,407 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
520 Beechwoods Rd, Callicoon, NY 12723

520 Beechwoods 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
$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

Est $410,818 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,584 Sq Ft
264 Robisch Hill Rd, Callicoon, NY 12723

264 Robisch Hill Rd, Callicoon, NY 12723

/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
$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

Est $637,755 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,503 Sq Ft
149 Fulton Hill Rd, Callicoon, NY 12723

149 Fulton Hill Rd, 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
$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

Est $45,769 Not Listed For Sale
- 2 Beds
26 Fulton Hill Rd, Callicoon, NY 12723

26 Fulton Hill Rd, Callicoon, NY 12723

/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

New York Sullivan County Callicoon

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage