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 Campus RoadPeekskill, NYMove-in-Ready 2 Bedroom 2.5 Bath condo in desirable Society Hill complex. This popular co... |
2 beds | 3 baths | 1,147 sq.ft. |
$399,000 |
Airbnb cash on cash: -0.49%
|
97 Hillcrest LanePeekskill, NYHighly desirable Chapel Hill community welcomes you to this conveniently placed townhome n... |
3 beds | 3 baths | 2,608 sq.ft. |
$685,000 |
Airbnb cash on cash: 0.06%
|
1624 Park StreetPeekskill, NYDiscover this beautifully updated 2-bedroom, 2-bathroom townhome in the heart of Peekskill... |
2 beds | 2 baths | 1,681 sq.ft. |
$349,000 |
Airbnb cash on cash: 0.66%
|
1840 Crompond Road #9C5Peekskill, NYWelcome to this delightful two-bedroom coop, perfectly situated on the Peekskill/ Cortland... |
2 beds | 1 baths | 1,036 sq.ft. |
$194,500 |
Airbnb cash on cash: -2.25%
|
150 Overlook Avenue #PH - 8EPeekskill, NYThis spacious 2 bedroom/2 bath penthouse in the highly sought after River House has everyt... |
2 beds | 2 baths | 1,256 sq.ft. |
$275,000 |
Airbnb cash on cash: -4.96%
|
931 N Division StreetPeekskill, NYDiscover a prime investment opportunity in Peekskill, offering incredible upside potential... |
10 beds | 4 baths | 3,091 sq.ft. |
$1,150,000 |
Airbnb cash on cash: -0.23%
|
3 Woods End Circle #3PPeekskill, NYThis building has just been rebuilt! Be the first to live in this brand new 1 bedroom 1 ba... |
1 beds | 1 baths | 713 sq.ft. |
$243,000 |
Airbnb cash on cash: -1.01%
|
3 Woods End Circle #DPeekskill, NYCome see this brand new 1 bed/1 bath in Hillcrest Park in Peekskill! This condo is nicely ... |
1 beds | 1 baths | 700 sq.ft. |
$245,000 |
Airbnb cash on cash: -0.99%
|
1014 Main StreetPeekskill, NYMixed-Use property now available on Main Street in the heart of Downtown Peekskill! Brand ... |
N/A beds | N/A baths | 4,100 sq.ft. |
$875,000 |
Airbnb cash on cash: -2.42%
|
3 Woods End Circle #GPeekskill, NYNewly built condominium nestled in Peekskill. This top-floor 1-bed/1-bath features upgrade... |
1 beds | 1 baths | 697 sq.ft. |
$249,500 |
Airbnb cash on cash: -0.99%
|
217 Ringgold StreetPeekskill, NYCharming Cape Cod with Endless Potential in Prime Peekskill Location! Welcome to 217 Ringg... |
4 beds | 2 baths | 1,500 sq.ft. |
$450,000 |
Airbnb cash on cash: 7.34%
|
3 Woods End Circle #APeekskill, NYWelcome to Hillcrest Park! Discover modern living in this brand new 2 bed, 1 bath condo fe... |
2 beds | 1 baths | 900 sq.ft. |
$319,000 |
Airbnb cash on cash: 0.27%
|
1840 Crompond Road #7-D6Peekskill, NYWelcome home to the comfort and convenience of the highly sought after Stonegate Co-op com... |
1 beds | 1 baths | 1,040 sq.ft. |
$165,000 |
Airbnb cash on cash: 2.31%
|
126 Underhill LanePeekskill, NYDiscover the charm and comfort of Chapel Hill! This bright and airy end-unit townhome is s... |
3 beds | 3 baths | 2,740 sq.ft. |
$675,000 |
Airbnb cash on cash: -0.18%
|
1731 Maple Ave Maple AvenuePeekskill, NYWelcome to 1731 Maple Ave, 2 Bedroom 1.5 Bathroom. |
2 beds | 2 baths | 1,100 sq.ft. |
$455,000 |
Airbnb cash on cash: 0.87%
|
803 Oakwood DrivePeekskill, NYNestled on a beautiful and spacious piece of land, this charming two-bedroom home offers t... |
2 beds | 1 baths | 1,150 sq.ft. |
$399,000 |
Airbnb cash on cash: 0.07%
|
33 Villa DrivePeekskill, NYTucked away in the picturesque and coveted community The Woods III, you will find your dre... |
1 beds | 2 baths | 1,080 sq.ft. |
$385,000 |
Airbnb cash on cash: -1.54%
|
150 Overlook Avenue #8VPeekskill, NYBeautiful views from this 1-Bedroom Penthouse unit at The River House Experience eleva... |
1 beds | 1 baths | 700 sq.ft. |
$156,000 |
Airbnb cash on cash: 2.59%
|
1219 S Division StreetPeekskill, NYExceptional Investment Property in the Heart of Downtown Peekskill! This well-maintained l... |
N/A beds | 3 baths | 2,800 sq.ft. |
$599,900 |
Airbnb cash on cash: -1.6%
|
55 Winchester AvenuePeekskill, NYGreat three bedroom Townhouse is available on Society Hill. Main floor offers a living ro... |
3 beds | 3 baths | 1,293 sq.ft. |
$445,000 |
Airbnb cash on cash: 1.4%
|
32 Huntington Circle #(Building 19)Peekskill, NYWelcome to care-free living in one of Peekskillâs most desirable garden-style communitie... |
2 beds | 2 baths | 1,100 sq.ft. |
$335,000 |
Airbnb cash on cash: -0.04%
|
1449 Riverview AvenuePeekskill, NYWelcome to this beautifully preserved and tastefully updated 1958 center-hall Colonial, ne... |
4 beds | 4 baths | 2,434 sq.ft. |
$799,000 |
Airbnb cash on cash: 2.21%
|
108 Union AvenuePeekskill, NYThis lovely and well-maintained 2-family home, located in the vibrant & historic City of P... |
4 beds | 2 baths | 2,085 sq.ft. |
$569,000 |
Airbnb cash on cash: 5.51%
|
1222 Brook StreetPeekskill, NYWelcome to this 2 Family Home, offering a 2 BR Unit, entering from the rear of the home wi... |
5 beds | 3 baths | 2,000 sq.ft. |
$628,000 |
Airbnb cash on cash: 4.44%
|
11 Beverly LanePeekskill, NYWelcome to Your Private Retreat--tucked away in a serene and intimate setting, this warm a... |
4 beds | 2 baths | 2,128 sq.ft. |
$669,900 |
Airbnb cash on cash: 3.76%
|
1 Lakeview Drive #6RPeekskill, NYDiscover the breathtaking views from this 6th-floor apartment, situated in the Peekskill T... |
2 beds | 2 baths | 1,400 sq.ft. |
$240,000 |
Airbnb cash on cash: -3.12%
|
36 Huntington CirclePeekskill, NYWelcome to care-free living in one of Peekskillâs most desirable garden-style communitie... |
2 beds | 2 baths | 1,100 sq.ft. |
$364,900 |
Airbnb cash on cash: 1.12%
|
150 Overlook Avenue #7APeekskill, NYWelcome to the River House! This lovely spacious 1 bedroom co-op is located on the 7th flo... |
1 beds | 1 baths | 700 sq.ft. |
$145,000 |
Airbnb cash on cash: 2.98%
|
220 Bleloch AvenuePeekskill, NYWelcome to Comfort, Character & Convenience in Historic Peekskill! First Time on the Mark... |
3 beds | 2 baths | 1,289 sq.ft. |
$499,500 |
Airbnb cash on cash: 2.1%
|
2 Woods End Circle #PPeekskill, NYWhy rent when you can own? Step into homeownership with this beautifully maintained and s... |
1 beds | 1 baths | 700 sq.ft. |
$218,000 |
Airbnb cash on cash: -1.99%
|
962 Pemart AvenuePeekskill, NYNestled in a charming neighborhood, this cozy Cape Cod-style single-family home offers a w... |
2 beds | 1 baths | 850 sq.ft. |
$325,000 |
Airbnb cash on cash: 0.26%
|
126 Viewpoint TerracePeekskill, NYThis beautifully renovated townhouse combines modern elegance with an unbeatable Hudson Ri... |
2 beds | 3 baths | 1,264 sq.ft. |
$515,000 |
Airbnb cash on cash: -1.01%
|
27 Waterview EstatePeekskill, NYThis delightful two-bedroom, one-and-a-half-bath townhouse offers a perfect blend of comfo... |
2 beds | 2 baths | 1,100 sq.ft. |
$395,000 |
Airbnb cash on cash: -1.22%
|
239 Smith StreetPeekskill, NYFULLY RENOVATED | Great opportunity in Peekskill! This single-family home has been renovat... |
3 beds | 2 baths | 1,921 sq.ft. |
$650,000 |
Airbnb cash on cash: 0.88%
|
112 Woodale AvenuePeekskill, NYWelcome to this charming and versatile 2-bedroom, 2-bath ranch-style home nestled on a qui... |
2 beds | 2 baths | 1,740 sq.ft. |
$499,000 |
Airbnb cash on cash: 0.08%
|
1879 Crompond Road #F9Peekskill, NYWelcome to this sun-filled 1-bedroom co-op at The Commons in Peekskill - a move-in ready u... |
1 beds | 1 baths | 750 sq.ft. |
$145,000 |
Airbnb cash on cash: 2.98%
|
317 Ringgold StreetPeekskill, NYEnjoy the many perks of Peekskill living along the riverfront with its scenic park, flower... |
3 beds | 4 baths | 2,400 sq.ft. |
$699,000 |
Airbnb cash on cash: 2.14%
|
7 N James Street #IPeekskill, NYWelcome to 7 N James Street, Peekskill, NY, where modern living meets convenience in this ... |
2 beds | 1 baths | 1,068 sq.ft. |
$295,000 |
Airbnb cash on cash: -0.93%
|
Real Estate investment in Peekskill, NY
There are 38 properties for sale in the city of Peekskill . The median list price in Peekskill is $390,000 and the average price per square foot is $264. In September 2025, the average monthly cash on cash return in Peekskill is 4.00%. The average monthly rental income in Peekskill is $2,957.