Real Estate Investment Properties for Sale in Callicoon, NY
Looking for investment property in Callicoon, NY with high ROI ?
Explore a variety of short-term homes & houses in Callicoon, NY. Invest wisely with VRBO & Callicoon, NY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Callicoon, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
63 Sky View DriveCallicoon, NYStep into serene sophistication with this immaculate custom contemporary Gambrel-style cou... |
4 beds | 4 baths | 3,750 sq.ft. |
$1,048,000 |
Airbnb cash on cash: -1.6%
|
54 Graby RoadCallicoon, NYWelcome to your dream country retreat! This beautifully upgraded 3-bedroom, 2-bathroom rai... |
3 beds | 2 baths | 1,400 sq.ft. |
$385,000 |
Airbnb cash on cash: 2.89%
|
Tbd Gabel RoadCallicoon, NYâThe Long Farmâ is a distinctive rural development in Callicoon NY with homesites rang... |
4 beds | 4 baths | 2,300 sq.ft. |
$989,000 |
Airbnb cash on cash: -1.48%
|
62 Gabel RoadCallicoon, NYThis solid brick ranch home sits on an acre of open space in the desirable Beechwoods area... |
4 beds | 2 baths | 1,880 sq.ft. |
$384,000 |
Airbnb cash on cash: -0.35%
|
276 Gabel RoadCallicoon, NYWelcome to âThe Long Farmâ. This newly constructed home is ready for your finishing to... |
4 beds | 4 baths | 2,645 sq.ft. |
$899,000 |
Airbnb cash on cash: -1.42%
|
Lot 5 Long Farm WayCallicoon, NYWelcome to âLong Farmâ. Begging to be the backdrop of your most memorable moments, thi... |
4 beds | 4 baths | 2,544 sq.ft. |
$989,000 |
Airbnb cash on cash: -1.48%
|
189 Fulton HillCallicoon, NYPrivacy and a cozy home await you in the hills of Callicoon! Charming log cabin with front... |
3 beds | 2 baths | 2,400 sq.ft. |
$699,000 |
Airbnb cash on cash: -0.16%
|
55 Upper Main StreetCallicoon, NYStylized, Convenient, In-Town 1940s Cottage with Modern Updates & Endless Possibilities! H... |
2 beds | 1 baths | 1,288 sq.ft. |
$375,000 |
Airbnb cash on cash: -0.49%
|
5 Hess RoadCallicoon, NYSolar-Powered Catskills Retreat with Mountain Views | Renovated 4BR Ranch on 2+ Acres Exp... |
4 beds | 4 baths | 2,631 sq.ft. |
$529,000 |
Airbnb cash on cash: -0.77%
|
23 River RoadCallicoon, NYA delightful, unpretentious farm house on over 2.3 acres of river front land in sweet Call... |
2 beds | 2 baths | 1,496 sq.ft. |
$538,000 |
Airbnb cash on cash: -0.93%
|
69 Fremont StreetCallicoon, NY2 very spacious units in a sunny location along town maintained road. Live in one and rent... |
6 beds | 3 baths | 3,352 sq.ft. |
$396,000 |
Airbnb cash on cash: -0.77%
|
4261 State Route 17BCallicoon, NYDiscover serenity at this charming 3-bedroom, 2-bathroom ranch-style home nestled on a 1.1... |
3 beds | 2 baths | 1,400 sq.ft. |
$249,000 |
Airbnb cash on cash: 5.79%
|
11 Joe D Drive #11BCallicoon, NYLooking for year-round fun at Villa Roma Resort in a lovely condo at the edge of a beautif... |
2 beds | 2 baths | 1,148 sq.ft. |
$190,000 |
Airbnb cash on cash: -1.63%
|
Lot 7 Long Farm WayCallicoon, NYWelcome to ''The Long Farm''. This to-be-built home is a fabulous modern ranch design. Pic... |
3 beds | 4 baths | 2,240 sq.ft. |
$874,900 |
Airbnb cash on cash: 0.3%
|
Lot 3 Long Farm WayCallicoon, NYWelcome to ''Long Farm''. This is a to-be-built modern farmhouse (model is featured in pho... |
4 beds | 4 baths | 2,544 sq.ft. |
$1,150,000 |
Airbnb cash on cash: -1.5%
|
21 Mitchell AvenueCallicoon, NYNestled in the heart of Callicoon, NYâranked one of the top 10 small towns in New Yorkâ... |
3 beds | 2 baths | 1,292 sq.ft. |
$429,000 |
Airbnb cash on cash: 2.61%
|
669 Shandelee RoadCallicoon, NYWelcome to the Shandelee Mountain House â a rare chance to claim your own slice of the C... |
3 beds | 3 baths | 1,896 sq.ft. |
$399,000 |
Airbnb cash on cash: 1.85%
|
Real Estate investment in Callicoon, NY
There are 17 properties for sale in the city of Callicoon . The median list price in Callicoon is $529,000 and the average price per square foot is $248. In September 2025, the average monthly cash on cash return in Callicoon is 3.00%. The average monthly rental income in Callicoon is $3,099.