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 |
|---|---|---|---|
323 Waterside ClosePeekskill, NYWake up each morning to sweeping, unobstructed views of the Hudson River and Bear Mountain... |
2 beds | 3 baths | 1,264 sq.ft. |
$541,111 |
Airbnb cash on cash: -0.82%
|
4 Cumberland CtPeekskill, NYNestled high atop a quiet cul-de-sac in Peekskill, this extraordinary sun-filled 3 bedroom... |
3 beds | 3 baths | 1,750 sq.ft. |
$555,000 |
Airbnb cash on cash: 0.31%
|
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: -1.96%
|
7 Buena Vista AvenuePeekskill, NYBeautifully renovated throughout, this exceptional home in Peekskill's Buena Vista neighbo... |
4 beds | 3 baths | 2,078 sq.ft. |
$825,000 |
Airbnb cash on cash: 1.45%
|
200 School House Road #4EPeekskill, NYAO --continuing to show----Beautifully renovated loft-style condominium where exposed bric... |
2 beds | 3 baths | 1,250 sq.ft. |
$540,000 |
Airbnb cash on cash: -1.04%
|
113 Old Bay StPeekskill, NY113 Old Bay St, Peekskill, NY 10566 | Multi Family |
4 beds | 2 baths | 1,324 sq.ft. |
$650,000 |
Airbnb cash on cash: -0.35%
|
324 Viewpoint TerracePeekskill, NYRiverbend Condominiums offering a Hudson River lifestyle community. Open concept living wi... |
2 beds | 3 baths | 1,264 sq.ft. |
$489,999 |
Airbnb cash on cash: -0.82%
|
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. |
$255,000 |
Airbnb cash on cash: -3.54%
|
200 Nelson AvenuePeekskill, NYWhere timeless character meets modern comfort in the heart of Peekskill's Historic Distric... |
5 beds | 2 baths | 2,500 sq.ft. |
$769,000 |
Airbnb cash on cash: 0.91%
|
925 Constant AvenuePeekskill, NYWelcome to 925 Constant Avenue in Peekskill! Charming and versatile, this home features 2 ... |
2 beds | 1 baths | 968 sq.ft. |
$395,999 |
Airbnb cash on cash: 0.99%
|
6 Stowe RdPeekskill, NYThis well-designed multi-family Colonial with two residential units offers a versatile opp... |
4 beds | 2 baths | 1,873 sq.ft. |
$649,000 |
Airbnb cash on cash: -0.63%
|
1463 Lincoln TerPeekskill, NYIntroducing a new property nestled in the vibrant heart of Peekskill, boasting a prime loc... |
3 beds | 2 baths | 1,340 sq.ft. |
$490,000 |
Airbnb cash on cash: 1.6%
|
106 Leila StreetPeekskill, NYIntroducing a lucrative triplex at 106 Leila Street in Peekskill, NY, ideally located abou... |
7 beds | 3 baths | N/A |
$999,999 |
Airbnb cash on cash: 1%
|
103 S Broad StreetPeekskill, NYBeautifully renovated home in the heart of Peekskill! This move-in ready property features... |
3 beds | 3 baths | 1,734 sq.ft. |
$689,000 |
Airbnb cash on cash: 1.52%
|
710 Main StreetPeekskill, NYIn the heart of Peekskill, this well-maintained townhouse offers 3 bedrooms, a home office... |
3 beds | 3 baths | 1,756 sq.ft. |
$580,000 |
Airbnb cash on cash: 0.79%
|
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: 0.72%
|
23 Nottingham Cir #23Peekskill, NY23 Nottingham Cir #23, Peekskill, NY 10566 | Condo/Coop |
2 beds | 2 baths | 1,200 sq.ft. |
$375,000 |
Airbnb cash on cash: 0.02%
|
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: 1.03%
|
9 N James St #BPeekskill, NY9 N James St #B, Peekskill, NY 10566 | Condo/Coop |
2 beds | 1 baths | 900 sq.ft. |
$275,000 |
Airbnb cash on cash: -0.27%
|
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. |
$135,000 |
Airbnb cash on cash: -2.24%
|
1840 Crompond Rd #4A3Peekskill, NY1840 Crompond Rd #4A3, Peekskill, NY 10566 | Condo/Coop |
1 beds | 1 baths | 750 sq.ft. |
$122,000 |
Airbnb cash on cash: 5.16%
|
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: -0.39%
|
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: -0.39%
|
1840 Crompond Rd #2A3Peekskill, NY1840 Crompond Rd #2A3, Peekskill, NY 10566 | Condo/Coop |
1 beds | 1 baths | 720 sq.ft. |
$125,000 |
Airbnb cash on cash: -2.2%
|
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: 2.91%
|
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: 0.11%
|
1206 Main StPeekskill, NY1206 Main St, Peekskill, NY 10566 | Multi Family |
4 beds | 4 baths | 2,800 sq.ft. |
$775,000 |
Airbnb cash on cash: -0.73%
|
200 Husted AvenuePeekskill, NYStep into this charming, well-maintained 1923 home and experience the timeless appeal that... |
3 beds | 2 baths | 1,600 sq.ft. |
$578,900 |
Airbnb cash on cash: 1.04%
|
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. |
$459,000 |
Airbnb cash on cash: 0.89%
|
422 Highridge Court #422Peekskill, NYLocation! Location! Location!! No Car.. No Problem! Enjoy the ease of everyday living wher... |
2 beds | 3 baths | 1,264 sq.ft. |
$507,500 |
Airbnb cash on cash: -0.71%
|
6 Rolling Way #6DPeekskill, NYUpdated ground floor one-bedroom unit located in the heart of Peekskill. This inviting hom... |
1 beds | 1 baths | 750 sq.ft. |
$247,000 |
Airbnb cash on cash: -1.3%
|
130 Benefield BlvdPeekskill, NY130 Benefield Blvd, Peekskill, NY 10566 | Single Family Residential |
4 beds | 2 baths | 2,200 sq.ft. |
$599,000 |
Airbnb cash on cash: 2.82%
|
9 Armstrong AvePeekskill, NY9 Armstrong Ave, Peekskill, NY 10566 | Single Family Residential |
3 beds | 1 baths | 988 sq.ft. |
$425,000 |
Airbnb cash on cash: 2.43%
|
540 N James StPeekskill, NY540 N James St, Peekskill, NY 10566 | Single Family Residential |
3 beds | 1 baths | 1,435 sq.ft. |
$499,999 |
Airbnb cash on cash: 1.66%
|
170 Washington StPeekskill, NY170 Washington St, Peekskill, NY 10566 | Other |
N/A beds | N/A baths | N/A |
$299,999 |
Airbnb cash on cash: -1.77%
|
1840 Crompond #5C2Peekskill, NYWelcome to Stonegate- comfort, convenience and effortless living at an affordable price! T... |
1 beds | 1 baths | 750 sq.ft. |
$120,000 |
Airbnb cash on cash: -2.41%
|
1879 Crompond Road #C10Peekskill, NYDiscover easy, low-maintenance living in this updated one-bedroom unit at The Commons in P... |
1 beds | 1 baths | 750 sq.ft. |
$145,000 |
Airbnb cash on cash: -3.03%
|
841 King StPeekskill, NY841 King St, Peekskill, NY 10566 | Single Family Residential |
3 beds | 1 baths | 1,300 sq.ft. |
$550,000 |
Airbnb cash on cash: 1.27%
|
115 Fields LanePeekskill, NYWelcome to this end-unit townhouse in sought-after Chapel Hill, a serene residential commu... |
2 beds | 2 baths | 1,293 sq.ft. |
$620,000 |
Airbnb cash on cash: 0.19%
|
5211 Villa At ThePeekskill, NYCompletely renovated 1-bedroom, 1-bath condominium offering modern finishes and effortless... |
1 beds | 1 baths | 759 sq.ft. |
$260,000 |
Airbnb cash on cash: 1.43%
|
Real Estate investment in Peekskill, NY
There are 74 properties for sale in the city of Peekskill . The median list price in Peekskill is $496,141 and the average price per square foot is $365. In July 2026, the average monthly cash on cash return in Peekskill is 3.00%. The average monthly rental income in Peekskill is $2,909.