Real Estate Investment Properties for Sale in Pawling, NY
Looking for investment property in Pawling, NY with high ROI ?
Explore a variety of short-term homes & houses in Pawling, NY. Invest wisely with VRBO & Pawling, NY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Condos for Sale in Pawling, NY
Search for Condos for Sale in Pawling, New York. Browse all of Mashvisor’s Condos listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 15 Condos listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1125 Old Quaker Hill RoadPawling, NYTucked away in the prestigious Quaker Hill area of Pawling, this cozy ranch-style country ... |
3 beds | 2 baths | 2,048 sq.ft. |
$875,000 |
Airbnb cash on cash: -1.03%
|
13 Cushing Green SPawling, NYA rare find and an incredible opportunity awaits in Squire Green with this two-story end-u... |
2 beds | 3 baths | 1,567 sq.ft. |
$425,000 |
Airbnb cash on cash: -0.8%
|
14 Old Route 55Pawling, NYWelcome HOME to this charming and historic 3-bedroom, 1-bath residence located in the hear... |
3 beds | 1 baths | 1,653 sq.ft. |
$269,950 |
Airbnb cash on cash: 3.5%
|
126 Old Route 55Pawling, NYBack on the market, the deal fell through from the buyer side. 9/17/2025 This house is own... |
4 beds | 5 baths | 2,361 sq.ft. |
$598,500 |
Airbnb cash on cash: 0.03%
|
7 Juniper LanePawling, NYWelcome home to your spacious and cozy tri-level end unit in the Cedar Valley complex! The... |
2 beds | 2 baths | 2,596 sq.ft. |
$420,000 |
Airbnb cash on cash: -0.82%
|
26 Rodina DrivePawling, NYBe the first to live in this stunning four bedroom, two and a half bath home nestled on a ... |
4 beds | 3 baths | 3,200 sq.ft. |
$799,000 |
Airbnb cash on cash: -0.7%
|
15 Kirby Hill RoadPawling, NYKirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest... |
4 beds | 4 baths | 3,942 sq.ft. |
$14,995,000 |
Airbnb cash on cash: -2.31%
|
21 Kings WayPawling, NYWelcome to 21 Kings Way, a charming 3-bedroom, 2.5-bathroom townhome nestled in a wonderfu... |
3 beds | 3 baths | 1,960 sq.ft. |
$368,888 |
Airbnb cash on cash: 1.66%
|
4 Mane WayPawling, NYElegant and Updated Center Hall Colonial, ideally situated in The Highlands-a beautiful an... |
4 beds | 3 baths | 3,611 sq.ft. |
$775,000 |
Airbnb cash on cash: -1.13%
|
2 Coburn Road W, Sherman Coburn Road WPawling, NYDiscover the rare opportunity to build your custom modern ranch in the tranquil countrysid... |
3 beds | 2 baths | 2,240 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 0.38%
|
64 S Quaker Hill RoadPawling, NYWelcome to Country Living at Its Finest! Nestled on 24.5 scenic acres, this classic 1910 f... |
5 beds | 4 baths | 4,248 sq.ft. |
$1,175,000 |
Airbnb cash on cash: -1.61%
|
168 Old Route 55Pawling, NYStep into the very year our nation was born and own a piece of American history! Originall... |
2 beds | 2 baths | 2,196 sq.ft. |
$599,000 |
Airbnb cash on cash: -1.09%
|
20 Saratoga StreetPawling, NYWelcome to this stunning 3-bedroom, 3.5-bath end-unit townhome in the highly desirable Dee... |
3 beds | 4 baths | 2,503 sq.ft. |
$485,000 |
Airbnb cash on cash: 0.81%
|
79 W Main StreetPawling, NYOne of the prettiest homes you will see! Lovingly maintained home has all the original cha... |
3 beds | 2 baths | 2,254 sq.ft. |
$595,000 |
Airbnb cash on cash: 0.32%
|
1 Cushing Green NPawling, NYThis great 2 bedroom 2.5 bath townhome is a must see. Many great amenities including attac... |
2 beds | 3 baths | 1,567 sq.ft. |
$345,000 |
Airbnb cash on cash: -1.01%
|