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 |
|---|---|---|---|
4 Rolling Way #DPeekskill, NYStep into this one bedroom/one bathroom unit located on the first floor complete with its ... |
1 beds | 1 baths | 750 sq.ft. |
$224,900 |
Airbnb cash on cash: -1.22%
|
612 Ringgold StPeekskill, NYYoung contemporary in a beautiful park-like setting on a quiet dead-end street in one of t... |
3 beds | 3 baths | 2,200 sq.ft. |
$734,900 |
Airbnb cash on cash: 0.41%
|
31 Bleakley DrPeekskill, NYThis spacious 1-bedroom plus den unit offers the flexibility and comfort today's buyers ar... |
1 beds | 2 baths | 1,200 sq.ft. |
$315,000 |
Airbnb cash on cash: -1.81%
|
16 Winchester AvenuePeekskill, NYLocated in desirable Society Hills II complex, this 2BR, 2.5 BA townhome offers a convenie... |
2 beds | 3 baths | 1,200 sq.ft. |
$445,000 |
Airbnb cash on cash: 0.12%
|
2409 Villa At The WoodsPeekskill, NYBring All Offers! Easy to Show. Freshly Painted! Beautiful Studio w. Sleeping Loft, Fully ... |
N/A beds | 1 baths | 700 sq.ft. |
$265,000 |
Airbnb cash on cash: 0.8%
|
6 Stowe RoadPeekskill, NYThis well-designed multi-family Colonial with two residential units offers a versatile opp... |
4 beds | 2 baths | N/A |
$515,000 |
Airbnb cash on cash: 1.36%
|
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: -1.11%
|
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: 3.36%
|
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: 1.48%
|
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: -0.13%
|
53 Villa DrPeekskill, NYWelcome to this beautifully renovated bi-level townhouse in the sought-after Woods III com... |
2 beds | 2 baths | 1,290 sq.ft. |
$465,000 |
Airbnb cash on cash: 0.21%
|
1879 Crompond Rd #D15Peekskill, NYFully Furnished Move-In Ready Gem at 1879 Crompond Rd D15, Peekskill NY 10566. This is an ... |
1 beds | 1 baths | 700 sq.ft. |
$154,500 |
Airbnb cash on cash: -2.62%
|
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: -1.98%
|
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: 4.18%
|
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. |
$385,000 |
Airbnb cash on cash: -0.51%
|
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: 0.63%
|
1879 Crompond Road #F9Peekskill, NYWelcome to this sun-filled 1-bedroom co-op at The Commons in Peekskillâmove-in ready, of... |
1 beds | 1 baths | 750 sq.ft. |
$135,000 |
Airbnb cash on cash: 4.67%
|
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: 0.48%
|
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. |
$300,000 |
Airbnb cash on cash: -0.01%
|
531 Kissam RoadPeekskill, NYWelcome to 531 Kissam Road, a beautifully updated ranch-style home situated on a quiet str... |
3 beds | 3 baths | 2,000 sq.ft. |
$570,000 |
Airbnb cash on cash: 0.32%
|
1840 Crompond Road #5C4Peekskill, NYWelcome to 1840 Crompond Road â a beautifully updated, second-floor, 1-bedroom, 1-bathro... |
1 beds | 1 baths | 900 sq.ft. |
$150,000 |
Airbnb cash on cash: 3.96%
|
1010 Orchard StreetPeekskill, NYAn incredible investment or owner-occupied opportunity in the heart of Peekskill. This wel... |
9 beds | 4 baths | 3,024 sq.ft. |
$950,000 |
Airbnb cash on cash: -1.48%
|
1840 Crompond Road unit: 2C2 #2C2Peekskill, NYNew Improved Price! An outstanding opportunity to step into homeownership with this beauti... |
1 beds | 1 baths | 900 sq.ft. |
$169,000 |
Airbnb cash on cash: 3.23%
|
5108 Villa At The WoodsPeekskill, NYWelcome to Villa at the Woods. Great open concept "2" bedroom unit with laundry in unit an... |
2 beds | 1 baths | 900 sq.ft. |
$269,999 |
Airbnb cash on cash: 1.59%
|
616 N Division StreetPeekskill, NYExceptional Investment Opportunity â Legal 3-Family Home in Peekskill! Discover this rar... |
4 beds | 3 baths | 2,000 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.73%
|
1879 Crompond Road #F-15Peekskill, NYTerrific top-floor unit at The Commons with a beautifully updated kitchen and an abundance... |
1 beds | 1 baths | 750 sq.ft. |
$144,222 |
Airbnb cash on cash: -2.77%
|
150 Overlook Avenue #6TPeekskill, NYMove right in to this beautifully renovated 1-bedroom co-op in the sought-after River Hous... |
1 beds | 1 baths | 803 sq.ft. |
$160,000 |
Airbnb cash on cash: 3.56%
|
1475 Elm StreetPeekskill, NYCharming stone and stucco Cape Cod located in the Mortgage Hill section of Peekskill. Nic... |
2 beds | 2 baths | 1,630 sq.ft. |
$589,000 |
Airbnb cash on cash: -0.44%
|
204 Mallard WayPeekskill, NYWelcome to 204 Mallard Way a townhouse condo in Peekskill at Greenacres, a 55-unit enclave... |
2 beds | 3 baths | 1,332 sq.ft. |
$430,000 |
Airbnb cash on cash: 0.06%
|
916 Bernard RoadPeekskill, NYWelcome to this Charming Cape Cod Home in Peekskill's Highland Park! Lovingly maintained a... |
3 beds | 2 baths | 1,500 sq.ft. |
$580,000 |
Airbnb cash on cash: 0.58%
|
710 Main StPeekskill, NYDiscover the perfect blend of style, space, and convenience in this beautiful triplex town... |
3 beds | 2 baths | 1,756 sq.ft. |
$599,999 |
Airbnb cash on cash: 0.67%
|
728 Frost AvenuePeekskill, NYIncredible Investment Opportunity! This ideally situated 2-family home is located in the v... |
2 beds | 2 baths | 1,686 sq.ft. |
$539,000 |
Airbnb cash on cash: 1.04%
|
527 Viewpoint TerracePeekskill, NYDiscover Serenity and Modern Comfort in this beautiful 2-bedroom, 2.5-bath townhome showca... |
2 beds | 3 baths | 1,264 sq.ft. |
$495,000 |
Airbnb cash on cash: -0.41%
|
527 Union AvePeekskill, NYTo Be Built - Your Dream Home Awaits! Imagine moving into a brand new home with all the be... |
4 beds | 1 baths | 2,500 sq.ft. |
$784,222 |
Airbnb cash on cash: -0.3%
|
13 Meadowlark CirclePeekskill, NYWelcome to this beautifully maintained townhouse in one of Peekskill's most sought-after n... |
2 beds | 3 baths | 1,600 sq.ft. |
$435,000 |
Airbnb cash on cash: 1.78%
|
1879 Crompond Road unit: F13 #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: 3.56%
|
669 N Division StPeekskill, NYA fully renovated 2-bedroom home with bonus space and true expansion potential. Step insid... |
2 beds | 1 baths | 884 sq.ft. |
$399,999 |
Airbnb cash on cash: 1.68%
|
1879 Crompond Road unit: #D15 #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. |
$154,500 |
Airbnb cash on cash: 3.77%
|
1106 Orchard StPeekskill, NY1106 Orchard St, Peekskill, NY 10566 | Single Family Residential |
4 beds | 1 baths | 1,600 sq.ft. |
$549,000 |
Airbnb cash on cash: 1.87%
|
1840 Crompond Rd #5C8Peekskill, NY1840 Crompond Rd #5C8, Peekskill, NY 10566 | Condo/Coop |
2 beds | 1 baths | 1,036 sq.ft. |
$170,000 |
Airbnb cash on cash: 7.22%
|
Real Estate investment in Peekskill, NY
There are 56 properties for sale in the city of Peekskill . The median list price in Peekskill is $367,450 and the average price per square foot is $281. In February 2026, the average monthly cash on cash return in Peekskill is 4.00%. The average monthly rental income in Peekskill is $2,317.