Real Estate Investment Properties for Sale in Ossining, NY
Looking for investment property in Ossining, NY with high ROI ?
Explore a variety of short-term homes & houses in Ossining, NY. Invest wisely with VRBO & Ossining, 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 Ossining, NY
Search for Condo for Sale in Ossining, New York. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 24 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
135 Main St #201Ossining, NYBeautiful bright one-bedroom apartment in the quaint downtown area of Ossining. Cafes, Res... |
1 beds | 1 baths | 729 sq.ft. |
$202,500 |
Airbnb cash on cash: -1.47%
|
16 Rockledge Ave #5P-2Ossining, NYWhen You Have Unobstructed Hudson River And Palisades Mountain Views From Every Window In ... |
2 beds | 2 baths | 1,580 sq.ft. |
$425,000 |
Airbnb cash on cash: -4.79%
|
135 Main Street #203Ossining, NYFully available as f 1/7/2026. Exciting 2-bedroom condo in the Village of Ossining! Enjoy ... |
2 beds | 1 baths | 951 sq.ft. |
$210,000 |
Airbnb cash on cash: 0.83%
|
16 Rockledge Ave #5K-1Ossining, NYWelcome to Scarborough Manor, A Co-Op That Offers The Perfect Balance Of Tranquility And C... |
2 beds | 2 baths | 1,580 sq.ft. |
$423,000 |
Airbnb cash on cash: 1.33%
|
63 Deerfield Lane #63Ossining, NYWelcome to Deerfield Condominium Complex....A middle unit recently updated. This unit feat... |
2 beds | 3 baths | 1,547 sq.ft. |
$609,000 |
Airbnb cash on cash: -0.3%
|
14 Bridle Path RoadOssining, NYWelcome to this tastefully updated one-bedroom townhouse with loft in the highly desirable... |
1 beds | 2 baths | 1,152 sq.ft. |
$525,000 |
Airbnb cash on cash: -1.92%
|
127-1 South Highland Ave #B3Ossining, NY127-1 South Highland Ave #B3, Ossining, NY 10562 | Condo/Coop |
2 beds | 1 baths | 950 sq.ft. |
$235,000 |
Airbnb cash on cash: 4.49%
|
3 Hudson View HillOssining, NYWelcome to 3 Hudson View Hill, a charming end-unit townhome tucked into the sought-after R... |
2 beds | 2 baths | 1,311 sq.ft. |
$475,000 |
Airbnb cash on cash: -0.29%
|
16 Rockledge Ave #2D-1Ossining, NYDiscover The Perfect Blend Of Tranquility And Convenience In This Stunning Second Floor En... |
1 beds | 1 baths | 1,250 sq.ft. |
$350,000 |
Airbnb cash on cash: -0.98%
|
122 Woods Brooke CirOssining, NYTucked within the beautifully maintained Woods in Westchester, this townhome offers a wond... |
2 beds | 2 baths | 1,390 sq.ft. |
$575,000 |
Airbnb cash on cash: -0.49%
|
23 Hudson Point LnOssining, NYRare Hudson River View Home with Resort-Style Amenities This beautiful main-level home ... |
2 beds | 2 baths | N/A |
$615,000 |
Airbnb cash on cash: 0.86%
|
86 Woods Brooke TerOssining, NYExperience turnkey luxury in this beautifully renovated corner unit at The Woods, where ev... |
2 beds | 2 baths | 1,899 sq.ft. |
$724,222 |
Airbnb cash on cash: -0.89%
|
83 Deerfield LnOssining, NY83 Deerfield Ln, Ossining, NY 10562 | Condo/Coop |
3 beds | 2 baths | 1,539 sq.ft. |
$625,000 |
Airbnb cash on cash: -1.81%
|
54 Mystic DrOssining, NY54 Mystic Dr, Ossining, NY 10562 | Condo/Coop |
2 beds | 1 baths | 1,623 sq.ft. |
$619,000 |
Airbnb cash on cash: -1.48%
|
70 Spring Pond DrOssining, NY70 Spring Pond Dr, Ossining, NY 10562 | Condo/Coop |
2 beds | 2 baths | 1,711 sq.ft. |
$629,900 |
Airbnb cash on cash: -1.36%
|
135 S Highland Ave #5D6Ossining, NY135 S Highland Ave #5D6, Ossining, NY 10562 | Condo/Coop |
2 beds | 1 baths | 950 sq.ft. |
$242,000 |
Airbnb cash on cash: -1.83%
|
16 Rockledge Ave #6E-1Ossining, NY16 Rockledge Ave #6E-1, Ossining, NY 10562 | Condo/Coop |
3 beds | 2 baths | 2,050 sq.ft. |
$675,000 |
Airbnb cash on cash: -5.56%
|
191 Horseshoe CirOssining, NY191 Horseshoe Cir, Ossining, NY 10562 | Condo/Coop |
2 beds | 3 baths | 1,784 sq.ft. |
$699,000 |
Airbnb cash on cash: -1.26%
|
101 Eagle Bay DrOssining, NY101 Eagle Bay Dr, Ossining, NY 10562 | Condo/Coop |
1 beds | 1 baths | 1,080 sq.ft. |
$419,000 |
Airbnb cash on cash: -3.23%
|
129-3 S Highland Ave #A2Ossining, NY129-3 S Highland Ave #A2, Ossining, NY 10562 | Condo/Coop |
1 beds | 1 baths | 750 sq.ft. |
$150,000 |
Airbnb cash on cash: 1.27%
|
150 Charter Cir #150Ossining, NY150 Charter Cir #150, Ossining, NY 10562 | Condo/Coop |
2 beds | 1 baths | 905 sq.ft. |
$259,900 |
Airbnb cash on cash: 3.81%
|
56 Pond View CtOssining, NY56 Pond View Ct, Ossining, NY 10562 | Condo/Coop |
2 beds | 2 baths | 2,000 sq.ft. |
$675,000 |
Airbnb cash on cash: -1.43%
|
93 Bridle Path RdOssining, NY93 Bridle Path Rd, Ossining, NY 10562 | Condo/Coop |
1 beds | 1 baths | 1,152 sq.ft. |
$539,999 |
Airbnb cash on cash: -2.45%
|
119 S Highland Ave #5EOssining, NY119 S Highland Ave #5E, Ossining, NY 10562 | Condo/Coop |
2 beds | 1 baths | 900 sq.ft. |
$229,222 |
Airbnb cash on cash: -1.99%
|