Real Estate Investment Properties for Sale in Peekskill, NY
Looking for investment property in Peekskill, NY with high ROI ?
Explore a variety of short-term homes & houses in Peekskill, NY. Invest wisely with VRBO & Peekskill, 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 Peekskill, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
58 Villa DrivePeekskill, NYIncredible Opportunity at a Fantastic Price to Own this Incredible Condominium that Lives ... |
1 beds | 2 baths | 1,200 sq.ft. |
$349,900 |
Airbnb cash on cash: -1.67%
|
31 Bleakley DrivePeekskill, NYThis spacious 1-bedroom plus den unit offers the flexibility and comfort today's buyers ar... |
1 beds | 2 baths | 1,200 sq.ft. |
$299,900 |
Airbnb cash on cash: -2.63%
|
200 School House Road #4EPeekskill, NYBeautifully renovated loft-style condominium where exposed brick and soaring 11+ ft ceilin... |
2 beds | 3 baths | 1,250 sq.ft. |
$585,000 |
Airbnb cash on cash: -1.74%
|
4 Nottingham CirclePeekskill, NYBeautifully maintained first-floor 2BR/2BA condo in the desirable Society Hill II communit... |
2 beds | 2 baths | 1,200 sq.ft. |
$415,000 |
Airbnb cash on cash: -1.07%
|
925 Constant AvenuePeekskill, NYWelcome to 925 Constant Avenue in Peekskill! Charming and versatile, this home features 2 ... |
2 beds | 1 baths | 968 sq.ft. |
$364,999 |
Airbnb cash on cash: 0.03%
|
53 Villa DrivePeekskill, NYWelcome to this beautifully renovated bi-level townhouse in the sought-after Woods III com... |
2 beds | 3 baths | 1,290 sq.ft. |
$465,000 |
Airbnb cash on cash: -1.07%
|
108 Union AvenuePeekskill, NYThis lovely and well-maintained 2-family home, located in the vibrant & historic City of P... |
4 beds | 2 baths | N/A |
$650,000 |
Airbnb cash on cash: 0.29%
|
1879 Crompond Road #D15Peekskill, NYMove-In Ready Gem at 1879 Crompond Rd D15, Peekskill NY 10566. This is an absolutely turn-... |
1 beds | 1 baths | 700 sq.ft. |
$144,500 |
Airbnb cash on cash: -4.21%
|
728 Frost AvenuePeekskill, NYIncredible Investment Opportunity! This ideally situated 2-family home is located in the v... |
2 beds | 2 baths | N/A |
$539,000 |
Airbnb cash on cash: -0.8%
|
527 Union AvenuePeekskill, NYTo Be Built - Your Dream Home Awaits! Imagine moving into a brand new home with all the be... |
4 beds | 3 baths | 2,500 sq.ft. |
$784,222 |
Airbnb cash on cash: -1.22%
|
1879 Crompond Road unit: F13Peekskill, NYCompletely renovated first-floor 1-bedroom co-op at The Commons in Peekskill! This move-in... |
1 beds | 1 baths | 750 sq.ft. |
$160,000 |
Airbnb cash on cash: 2.12%
|
669 N Division StreetPeekskill, NYA fully renovated 2-bedroom home with bonus space and true expansion potential. Step insid... |
2 beds | 1 baths | 884 sq.ft. |
$385,000 |
Airbnb cash on cash: 0.24%
|
150 Overlook Avenue #1SPeekskill, NYBright and spacious, this beautifully renovated first-floor cooperative unit offers comfor... |
1 beds | 1 baths | 775 sq.ft. |
$165,000 |
Airbnb cash on cash: 1.97%
|
1879 Crompond Road #F13Peekskill, NYCompletely renovated first-floor 1-bedroom co-op at The Commons in Peekskill! This move-in... |
1 beds | 1 baths | 750 sq.ft. |
$160,000 |
Airbnb cash on cash: -3.91%
|
112 Riverbend DrivePeekskill, NYWelcome to 112 Riverbend Dr in Peekskill, a spacious 3-bedroom, 2-bath condominium offerin... |
2 beds | 2 baths | 1,250 sq.ft. |
$360,000 |
Airbnb cash on cash: -0.1%
|
150 Overlook Avenue unit: 1SPeekskill, NYBright and spacious, this beautifully renovated first-floor cooperative unit offers comfor... |
1 beds | 1 baths | 775 sq.ft. |
$165,000 |
Airbnb cash on cash: 1.97%
|
1 Rolling Way #CPeekskill, NYSpacious 1 bedroom / 1 bath first floor condo. No stairs. Private balcony. Freshly painted... |
1 beds | 1 baths | 750 sq.ft. |
$225,000 |
Airbnb cash on cash: -2.22%
|
1840 Crompond Road #9B7Peekskill, NYWelcome home to this sunny, garden-style 1-bedroom co-op in highly desirable Stonegate, fe... |
1 beds | 1 baths | 700 sq.ft. |
$129,900 |
Airbnb cash on cash: -3.73%
|
1767 Park StreetPeekskill, NYTo Be Built -- Brand new 3-bedroom, 2.5-bath Colonial offering modern comfort in a conveni... |
3 beds | 3 baths | 1,872 sq.ft. |
$750,000 |
Airbnb cash on cash: -1.21%
|
1763 Park StreetPeekskill, NYTo Be Built -- Brand new 3-bedroom, 2.5-bath Colonial offering modern comfort in a conveni... |
3 beds | 3 baths | 1,872 sq.ft. |
$750,000 |
Airbnb cash on cash: -1.21%
|
1840 Crompond Road #7C6Peekskill, NYWelcome to your peaceful retreat at the sought-after Stonegate Co-op. This beautifully mai... |
1 beds | 1 baths | 940 sq.ft. |
$173,000 |
Airbnb cash on cash: 1.76%
|
5108 Villa At ThePeekskill, NYWelcome To Villa At The woods. A Historic building close to downtown Peekskill. Enjoy a pl... |
2 beds | 1 baths | 900 sq.ft. |
$375,000 |
Airbnb cash on cash: -0.98%
|
121 Northview CourtPeekskill, NYWelcome to 121 Northview Court, a beautifully maintained end unit in the sought after Rive... |
2 beds | 3 baths | 1,562 sq.ft. |
$575,000 |
Airbnb cash on cash: -1.74%
|
115 Viewpoint TerracePeekskill, NYExperience the charm of Riverbend, Peekskill's stunning resort-style riverfront condominiu... |
2 beds | 3 baths | 1,315 sq.ft. |
$499,900 |
Airbnb cash on cash: -0.35%
|
200 Husted AvenuePeekskill, NYAccepted offer but still showing it for back up offers . Step into this charming, well-mai... |
3 beds | 2 baths | 1,600 sq.ft. |
$578,900 |
Airbnb cash on cash: -0.02%
|
863 North StreetPeekskill, NY863 North Street presents a rare opportunity to plant roots in the heart of up-and-coming ... |
3 beds | 3 baths | 1,422 sq.ft. |
$479,000 |
Airbnb cash on cash: -0.46%
|
2028 Oakwood DrivePeekskill, NYOpportunity awaits at 2028 Oakwood Drive in Peekskill. This property offers a solid layout... |
3 beds | 2 baths | 1,500 sq.ft. |
$459,000 |
Airbnb cash on cash: 1.65%
|
Real Estate investment in Peekskill, NY
There are 27 properties for sale in the city of Peekskill . The median list price in Peekskill is $370,000 and the average price per square foot is $330. In April 2026, the average monthly cash on cash return in Peekskill is 4.00%. The average monthly rental income in Peekskill is $2,509.