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 |
|---|---|---|---|
10 Field StPeekskill, NYNicely priced starter home!! In Need of A little TLC, This Single family features three be... |
3 beds | 2 baths | 1,250 sq.ft. |
$539,000 |
Airbnb cash on cash: 2.44%
|
9 Redtwig CtPeekskill, NYBeautifully maintained and spacious brick townhouse with hardwood floors, granite counter... |
2 beds | 2 baths | 1,430 sq.ft. |
$495,000 |
Airbnb cash on cash: -0.58%
|
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: -0.84%
|
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: 0.47%
|
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: -1.75%
|
601 Mallard WayPeekskill, NYWonderful two bedroom condo in Green Acres! Walk up and enter your new home! This convenie... |
2 beds | 3 baths | 1,326 sq.ft. |
$499,000 |
Airbnb cash on cash: -0.4%
|
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: 1.83%
|
629 Belden StPeekskill, NYPeekskill is Trending! 3-bed 3-bath home delivering lots of sunlight and charm. First leve... |
3 beds | 3 baths | 2,200 sq.ft. |
$640,000 |
Airbnb cash on cash: 0.96%
|
211 Pomeroy StPeekskill, NY211 Pomeroy St, Peekskill, NY 10566 | Single Family Residential |
4 beds | 2 baths | 2,328 sq.ft. |
$615,000 |
Airbnb cash on cash: 4.34%
|
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: -1.06%
|
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: -0.36%
|
313 Depew StPeekskill, NYAbsolute Bargain! Unbelievable Price! Priced Low & Firm For Your Pre Approved Buyer Who Wa... |
3 beds | 1 baths | 1,485 sq.ft. |
$525,000 |
Airbnb cash on cash: 1.78%
|
931 2nd StPeekskill, NYAmazing opportunity to own one of the hottest cities in Westchester , revitalization is on... |
5 beds | 2 baths | 1,800 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.89%
|
324 Viewpoint TerPeekskill, NYRiverbend Condominiums offering a Hudson River lifestyle community. Open concept living wi... |
2 beds | 2 baths | 1,264 sq.ft. |
$489,999 |
Airbnb cash on cash: -0.84%
|
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. |
$249,000 |
Airbnb cash on cash: -1.8%
|
200 Nelson AvePeekskill, 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: -0.64%
|
925 Constant AvePeekskill, 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: 0.96%
|
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. |
$645,000 |
Airbnb cash on cash: -0.64%
|
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. |
$470,000 |
Airbnb cash on cash: 1.9%
|
106 Leila StPeekskill, NYIntroducing a lucrative triplex at 106 Leila Street in Peekskill, NY, ideally located abou... |
7 beds | 3 baths | 2,500 sq.ft. |
$999,999 |
Airbnb cash on cash: 0.33%
|
103 S Broad StPeekskill, NYBeautifully renovated home in the heart of Peekskill! This move-in ready property features... |
3 beds | 2 baths | 1,734 sq.ft. |
$648,000 |
Airbnb cash on cash: 1.81%
|
312 Bay StPeekskill, NYWelcome to this charming, well-maintained colonial home on a quiet street. Conveniently lo... |
5 beds | 2 baths | 1,549 sq.ft. |
$660,000 |
Airbnb cash on cash: 0.39%
|
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: 0.95%
|
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: 1.12%
|
669 N Division StPeekskill, NYA fully renovated 2-bedroom home with bonus space and true expansion potential. Step insid... |
2 beds | 1 baths | 898 sq.ft. |
$380,000 |
Airbnb cash on cash: 1.3%
|
1 Lakeview Dr #LL5Peekskill, NY1 Lakeview Dr #LL5, Peekskill, NY 10566 | Condo/Coop |
1 beds | 1 baths | 900 sq.ft. |
$99,000 |
Airbnb cash on cash: -2.62%
|
23 Nottingham Cir #23Peekskill, NY23 Nottingham Cir #23, Peekskill, NY 10566 | Condo/Coop |
2 beds | 2 baths | 1,200 sq.ft. |
$389,900 |
Airbnb cash on cash: -0.1%
|
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%
|
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: -0.31%
|
414 Highridge CtPeekskill, NY414 Highridge Ct, Peekskill, NY 10566 | Condo/Coop |
2 beds | 2 baths | 1,295 sq.ft. |
$515,000 |
Airbnb cash on cash: -1.08%
|
1840 Crompond Rd #9B7Peekskill, NYWelcome home to this sunny, garden-style 1-bedroom co-op in highly desirable Stonegate, fe... |
1 beds | 1 baths | 700 sq.ft. |
$120,000 |
Airbnb cash on cash: -1.69%
|
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: 5.65%
|
1767 Park StPeekskill, NYTo Be Built -- Brand new 3-bedroom, 2.5-bath Colonial offering modern comfort in a conveni... |
3 beds | 2 baths | 1,872 sq.ft. |
$750,000 |
Airbnb cash on cash: -0.27%
|
1763 Park StPeekskill, NYTo Be Built -- Brand new 3-bedroom, 2.5-bath Colonial offering modern comfort in a conveni... |
3 beds | 2 baths | 1,872 sq.ft. |
$750,000 |
Airbnb cash on cash: -0.27%
|
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: -1.73%
|
1840 Crompond Rd #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: 3.25%
|
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: 0.08%
|
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: -0.74%
|
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: 1.2%
|
863 North StPeekskill, 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: 1.09%
|
Real Estate investment in Peekskill, NY
There are 132 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 $344. In October 2026, the average monthly cash on cash return in Peekskill is 3.00%. The average monthly rental income in Peekskill is $2,905.