Callicoon, NY Homes

/50
$1,048,000
- 4 Beds
- 3.5 Baths
- 3,750 Sq Ft
63 Sky View Dr, Callicoon, NY 12723

Step into serene sophistication with this immaculate custom contemporary Gambrel-style country home, a true architectural showpiece blending rustic charm with modern design. The expansive open-concept living space stuns with soaring 30-foot Hemlock wood ceilings, dramatic exposed beams, and a floor-to-ceiling stone fireplace. Gleaming hardwood floors and panoramic windows flood the home with

Barry Becker

KW Hudson Valley United

63 Sky View Dr, Callicoon, NY 12723
/33
$2,150 Per Month
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- Apartment for Rent
857 County Route 164 Unit B, Callicoon, NY 12723

Dream apartment with open plan living, light, airy and views not to be believed. Fireplace, large jetted tub with view. Huge deck with views off open plan living room, dining room, kitchen. Second deck off of the primary bedroom. Storage in the attic, washer dryer. Best of all there is a working fireplace to keep the chill off of you. The primary bedroom also has th 1,000 mile view as well. You

Dominique Jenkins

KW Hudson Valley United

857 County Route 164 Unit B, Callicoon, NY 12723
$712,500

Sold Aug 31, 2026

140 Country Rd, Callicoon, NY 12723
- 3 Beds
- 2 Baths
- 1,540 Sq Ft
- Built 2026
Last Sold Summary
- 3% Below List Price
- $463/SF
- 159 Days On Market
Current Estimated Value $715,173

Last Listing Agent Travis O'Dell Land and Water Realty LLC

140 Country Rd, Callicoon, NY 12723

Not Listed For Sale

766 Hessinger Lare Rd, Callicoon, NY 12724
- 8 Beds
- 3 Baths
- 3,892 Sq Ft
- Built 1899
766 Hessinger Lare Rd, Callicoon, NY 12724

Last Sold Summary
- 490 Days On Market
Last Listing Agent Peter Feinberg KW Hudson Valley United

/30
$439,000

$26K PRICE DROP
- 4 Beds
- 2 Baths
- 2,885 Sq Ft
58 Polster Rd, Callicoon, NY 12723

Historic Beechwoods Farmhouse on 14+ Acres, Major Improvements Already Made & Ready for Your VisionA rare opportunity in the highly desirable Beechwoods area of Callicoon. Set on more than 14 scenic acres between Callicoon and Jeffersonville, this historic four-bedroom, two-bath farmhouse offers the character, land, and setting you are looking for in the Sullivan Catskills. Along with an

Elizabeth Bernitt

Century 21 Geba Realty

58 Polster Rd, Callicoon, NY 12723
/28
$1,500 - $2,200

Total Monthly Price
- 1 - 3 Beds
- 2 Baths
- 700 Sq Ft
- Condo for Rent
857 County Route 164, Callicoon, NY 12723

Ground level apartment overlooking thirty miles of beautiful mountainside valleys near the villa roma resort 7 minutes to 2 towns. On three acres of land electric included. Small pets, okay $,50 extra a month. Washer and dryer hookup extra gas heat. Must see beautiful skies and quiet

857 County Route 164, Callicoon, NY 12723
$385,000

Sold Jun 25, 2026

9478 State Route 97, Callicoon, NY 12723
- 4 Beds
- 2 Baths
- 2,256 Sq Ft
- Built 1970
Last Sold Summary
- 9% Below List Price
- $171/SF
- 187 Days On Market
Current Estimated Value $382,273

Last Listing Agent Elizabeth Bernitt Century 21 Geba Realty

9478 State Route 97, Callicoon, NY 12723

Not Listed For Sale

620 Beechwoods Rd, Callicoon, NY 12723
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- Built 2025
620 Beechwoods Rd, Callicoon, NY 12723

Last Sold Summary
- 90 Days On Market
Last Listing Agent William Baldwin Country House Realty Inc

/21
$485,000
- 3 Beds
- 1.5 Baths
- 1,503 Sq Ft
22 Mill St, Callicoon, NY 12723

Steps from Callicoon’s charming Main Street and the Delaware River, this beautifully preserved 1900 Craftsman pairs the soul of another era with a decidedly modern point of view. Designed and built by Kohler Lumber, the local mill responsible for some of the area’s most distinctive early homes, it remains a remarkable showcase of period craftsmanship. Original Victorian 'stick and ball' millwork,

Edward Rabon

Compass Greater NY, LLC

22 Mill St, Callicoon, NY 12723
/19
$2,000 Per Month
- 3 Beds
- 1.5 Baths
- 1,450 Sq Ft
- Property for Rent
851 County Route 164, Callicoon, NY 12723

Newly renovated, with all new everything. Very clean, with the best views of the mountains on a well maintained road. Quiet location, rent and feel like you are on vacation every day. Ten minutes to Callicoon and 15 minutes to Jeffersonville. Sit outside on the lawn and be inspired by the natural beauty all around you. The owner has spared no expense in this renovated property and is an excellent

Dominique Jenkins

KW Hudson Valley United

851 County Route 164, Callicoon, NY 12723
$599,000

Sold Oct 22, 2025

612 Beechwoods Rd, Callicoon, NY 12723
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $428/SF
- 84 Days On Market
Last Listing Agent William Baldwin Country House Realty Inc

612 Beechwoods Rd, Callicoon, NY 12723

Not Listed For Sale

0 Menges Rd Unit KEYL3530041, Callicoon, NY 12791
0 Menges Rd Unit KEYL3530041, Callicoon, NY 12791

Last Sold Summary
- 21 Days On Market
Last Listing Agent Jane Gao Douglas Elliman Real Estate

/32
$349,000
- 3 Beds
- 2.5 Baths
- 1,438 Sq Ft
7 Villa Vista Dr Unit 702, Callicoon, NY 12723

Welcome to this immaculate Beechwood Estates II condominium townhouse in Callicoon's Beechwoods hills. Pride of ownership is visible throughout. A 3 bedroom, living/dining room, eat-in kitchen, 2 full baths, and a covered porch with an open deck offer lots of space for the weekend warriors or full time residents. The attached garage and the fully finished basement with a half bath complete the

Rosemarie DeCristofaro

Callicoon Real Estate LLC

7 Villa Vista Dr Unit 702, Callicoon, NY 12723
/11
$1,450 Per Month
- 2 Beds
- 1 Bath
- Condo for Rent
18 Mill St Unit 1, Callicoon, NY 12723

Property Id: 1473258 Freshly painted ground level unit with new refrigerator and dishwasher. Landlord pays for heat and water. Tenant must have a credit score of at least 700. Debt to income ratio 36% or lower for rent ?

18 Mill St Unit 1, Callicoon, NY 12723
$345,000

Sold Oct 15, 2025

62 Gabel Rd, Callicoon, NY 12723
- 4 Beds
- 1.5 Baths
- 1,880 Sq Ft
- Built 1960
Last Sold Summary
- 10% Below List Price
- $184/SF
- 114 Days On Market
Current Estimated Value $410,605

Last Listing Agent John Ducey KW Hudson Valley United

62 Gabel Rd, Callicoon, NY 12723

Not Listed For Sale

18 Mill St, Callicoon, NY 12723
- 5 Beds
- Built 1900
18 Mill St, Callicoon, NY 12723

Last Sold Summary
- 473 Days On Market
Last Listing Agent Irene Nickolai Irene Nickolai

/2
$85,000
- Land
- 2.15 Acres
- $39,535 per Acre
32 Conroy Rd, Callicoon, NY 12723

Discover the opportunity to create your own private retreat on this beautiful 2.15-acre residential parcel located at 32 Conroy Road in Callicoon, NY. Set along a quiet, private road, this property offers a peaceful setting surrounded by the natural beauty of Sullivan County.With over two acres of land, there is plenty of potential to design and build the home you've been dreaming

Paula Esteves

Century 21 Full Service Realty

32 Conroy Rd, Callicoon, NY 12723
/14
$1,200 Per Month
- 1 Bed
- 1 Bath
- 899 Sq Ft
- Apartment for Rent
1360 Gulf Rd, Callicoon, NY 12724

Come see this spacious and comfortable one bedroom 2nd floor apartment that overlooks a quaint stream with shared yard and garage space. Close to Bethel Woods and all of the Sullivan Co. River towns.

Carole Barotti Elliott & Pomeroy Inc

1360 Gulf Rd, Callicoon, NY 12724
$112,000

Sold Sep 16, 2026

0 Blackberry Lake Rd Unit KEY932984, Callicoon, NY 12748
- Land
- 5.8 Acres
- $19,310 per Acre
Last Sold Summary
- 6% Below List Price
- 252 Days On Market
Last Listing Agent Linda Mulligan Matthew J Freda Real Estate

0 Blackberry Lake Rd Unit KEY932984, Callicoon, NY 12748

Not Listed For Sale

5733 New York 52, Callicoon, NY 12723
- 2 Beds
- 1.5 Baths
- 1,300 Sq Ft
- Built 2023
5733 New York 52, Callicoon, NY 12723

Last Sold Summary
- 115 Days On Market
Last Listing Agent Jared Gluckstern Country House Realty Inc

/5
$40,000
16 Beechwoods Rd, Callicoon, NY 12723

This 0.82 acre property has Beechwoods Rd address, however, access is through ROW. Trailer has been removed and old barn and storage building remain. Both are filled with wood, metal, doors, etc. Mobile home was removed some years back but another mobile home could be placed here again. There is shallow well and there was septic. No representations made as to condition of well or septic. Cash

Rosemarie DeCristofaro

Callicoon Real Estate LLC

16 Beechwoods Rd, Callicoon, NY 12723
/9
$1,500 Per Month
- 1 Bed
- 1 Bath
- 950 Sq Ft
- Apartment for Rent
30 Tonjes Rd, Callicoon, NY 12723

Recently renovated one-bedroom apartment with a stand-alone garage included. The apartment features a modern open space kitchen, dining room and living area. Located in a in a Quiet and peaceful location that is close to Bethel Woods Performing Arts Center and the Villa Roma. Electric, cable. heat and hot water to be paid by the tenant. A deposit will be required for a small dog or a cat.

Art Knapp R J Katz Realty

30 Tonjes Rd, Callicoon, NY 12723
$389,000

Sold Mar 23, 2026

21 Mitchell Ave, Callicoon, NY 12723
- 3 Beds
- 2 Baths
- 1,292 Sq Ft
- Built 1900
Last Sold Summary
- 9% Below List Price
- $301/SF
- 178 Days On Market
Current Estimated Value $387,471

Last Listing Agent Steven Beeson Diane C. Butler

21 Mitchell Ave, Callicoon, NY 12723

Not Listed For Sale

174 Kenoza Trail, Callicoon, NY 12723
174 Kenoza Trail, Callicoon, NY 12723

Last Sold Summary
- 292 Days On Market
Last Listing Agent Jared Gluckstern Country House Realty Inc

/18
$74,990
- Land
- 7.97 Acres
- $9,409 per Acre
00 Polster, Callicoon, NY 12726

7.97 Acres for Sale in the Sullivan Catskills – Build Your Dream Home in the BeechwoodsDiscover nearly 8 acres of beautiful Catskills land in the highly desirable Beechwoods area of Sullivan County, New York. This lightly wooded 7.97-acre parcel offers the perfect blend of privacy, natural beauty, and development potential for buyers seeking a future homesite, country retreat, vacation

Elizabeth Bernitt

Century 21 Geba Realty

00 Polster, Callicoon, NY 12726
$160,000

Sold Jan 20, 2026

10 Joe D Dr Unit 10B, Callicoon, NY 12723
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
- Built 1996
Last Sold Summary
- 24% Below List Price
- $139/SF
- 239 Days On Market
Current Estimated Value $168,581

Last Listing Agent Elizabeth Bernitt Century 21 Geba Realty

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

Est $876,012

Not Listed For Sale

535 Beechwoods Rd, Callicoon, NY 12723
- 5 Beds
- 1 Bath
- 3,060 Sq Ft
- Built 1909
535 Beechwoods Rd, Callicoon, NY 12723

Last Sold Summary
- 27 Days On Market
Last Listing Agent Elizabeth Bernitt Century 21 Geba Realty

/25
$444,000

$5K PRICE DROP
- 2 Beds
- 2 Baths
- 1,600 Sq Ft
10 W Simmon Rd, Callicoon, NY 12723

Price reduction and offer of $20k credit plus new furnace! This 26.43 acre parcel of land features a home with 2 bedrooms, 2 full baths, and a spacious loft area that serves as the 3rd bedroom. The sunny, bright great room has a cathedral ceiling. There is a full basement and a one car garage underneath. You will also find a shed and a lovely pond where only the ducks are missing! House and deck

Rosemarie DeCristofaro

Callicoon Real Estate LLC

10 W Simmon Rd, Callicoon, NY 12723
/19
$177,500

Sold Aug 26, 2026

85 Bauernfeind Rd, Callicoon, NY 12723
- 3 Beds
- 2.5 Baths
- 1,153 Sq Ft
- Built 1988
Last Sold Summary
- 9% Below List Price
- $154/SF
- 17 Days On Market
Last Listing Agent William Phillips RE/MAX WAYNE

85 Bauernfeind Rd, Callicoon, NY 12723

Est $541,099

Not Listed For Sale

132 Hospital Rd, Callicoon, NY 12723
- 2 Beds
- 2 Baths
- 1,249 Sq Ft
- Built 1990
132 Hospital Rd, Callicoon, NY 12723

Last Sold Summary
- 38 Days On Market
Last Listing Agent Barry Becker KW Hudson Valley United

/30
$596,500
- 4 Beds
- 2 Baths
- 2,048 Sq Ft
519 County Route 164, Callicoon, NY 12723

A little country club, a little horse country. Set on five private acres in Callicoon’s Beechwoods, Little Holiday Farm is a beautifully updated Catskills farmhouse pairing sweeping pastoral views, a horse ready barn, and direct access to an 18-hole championship golf course.Originally built in 1948 and extensively renovated in 2015, the four-bedroom, two-bath home has the warmth and character

Edward Rabon

Compass Greater NY, LLC

519 County Route 164, Callicoon, NY 12723
$675,000

Sold Oct 28, 2025

189 Fulton Hill Rd, Callicoon, NY 12723
- 3 Beds
- 2 Baths
- 2,400 Sq Ft
- Built 2007
Last Sold Summary
- 19% Below List Price
- $281/SF
- 232 Days On Market
Current Estimated Value $702,992

Last Listing Agent Rosemarie DeCristofaro Callicoon Real Estate LLC

189 Fulton Hill Rd, Callicoon, NY 12723

/29
Est $810,031

Not Listed For Sale

450 Beechwoods Rd, Callicoon, NY 12723
- 3 Beds
- 2.5 Baths
- 2,050 Sq Ft
- Built 2004
450 Beechwoods Rd, Callicoon, NY 12723

Last Sold Summary
- 16 Days On Market
Last Listing Agent Jennifer Grimes Country House Realty, Inc.

/49
$2,750,000

$1M PRICE DROP
- Land
- 60.32 Acres
- $45,590 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 1890s 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
$445,000

Sold Jan 13, 2026

174 Fulton Hill Rd, Callicoon, NY 12723
- 3 Beds
- 2.5 Baths
- 1,512 Sq Ft
- Built 2007
Last Sold Summary
- 3% Below List Price
- $294/SF
- 91 Days On Market
Last Listing Agent Jill Barnes Cabins & Canoes Real Estate

174 Fulton Hill Rd, Callicoon, NY 12723

Est $714,131

Not Listed For Sale

83 Sky View Dr, Callicoon, NY 12723
- 3 Beds
- 2 Baths
- 1,742 Sq Ft
- Built 1999
83 Sky View Dr, Callicoon, NY 12723

Last Sold Summary
- 107 Days On Market
Last Listing Agent Joe Freda Matthew J Freda Real Estate

/49
$2,750,000

$245K PRICE DROP
- Land
- 60.32 Acres
- $45,590 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 your own

Carol Malek Malek Properties

356 Gabel Rd, Callicoon, NY 12723
$240,000

Sold Sep 10, 2026

0 Menges Rd Unit KEY976899, Callicoon, NY 12791
- Land
- 32.47 Acres
- $7,391 per Acre
Last Sold Summary
- 20% Below List Price
- 88 Days On Market
Last Listing Agent Tom Freda Matthew J Freda Real Estate

0 Menges Rd Unit KEY976899, Callicoon, NY 12791

Est $543,220

Not Listed For Sale

217 County Route 131, Callicoon, NY 12723
- 3 Beds
- 2.5 Baths
- 2,153 Sq Ft
- Built 1942
217 County Route 131, Callicoon, NY 12723

Last Sold Summary
- 80 Days On Market
Last Listing Agent Barry Becker KW Hudson Valley United

/50
$379,000

$70K PRICE DROP
- 5 Beds
- 1.5 Baths
- 2,536 Sq Ft
11 Highview Ave, Callicoon, NY 12723

Three story Victorian 5-BR home located on the end of a quiet cul-de-sac overlooking the bustling village of Callicoon, the Callicoon Creek and the Delaware River. In-town living doesn't get better than this.Enter on a large wrap-around porch and into a well-built home. You are greeted by an expanse of gleaming wood floors and a large living room and dining room. The updated eat- in kitchen

Susan Busing Matthew J Freda Real Estate

11 Highview Ave, Callicoon, NY 12723

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