Real Estate Investment Properties for Sale in Poughkeepsie, NY
Looking for investment property in Poughkeepsie, NY with high ROI ?
Explore a variety of short-term homes & houses in Poughkeepsie, NY. Invest wisely with VRBO & Poughkeepsie, 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 Poughkeepsie, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
28 Amber CourtPoughkeepsie, NYWelcome to 28 Amber Court â A Charming Townhome in Crystal Glen! Nestled in the desirabl... |
2 beds | 2 baths | 1,455 sq.ft. |
$289,000 |
Airbnb cash on cash: -1.81%
|
29 Kelsey RoadPoughkeepsie, NYClassic Colonial Charm Near the Walkway Over the Hudson! This traditional Colonial blends ... |
3 beds | 2 baths | 1,700 sq.ft. |
$459,000 |
Airbnb cash on cash: 0.87%
|
2 Oriole DrivePoughkeepsie, NYSpacious and welcoming 4-bedroom, 2 full bath multi split level on a large corner lot all ... |
4 beds | 2 baths | 1,998 sq.ft. |
$465,000 |
Airbnb cash on cash: 0.4%
|
77 Carroll StreetPoughkeepsie, NYThree family home located on a quiet street in the desirable South Side of Poughkeepsie. T... |
10 beds | 3 baths | 3,052 sq.ft. |
$455,000 |
Airbnb cash on cash: 1.77%
|
93 Delafield StreetPoughkeepsie, NYDonât miss this excellent two-family investment property in the heart of Poughkeepsie. W... |
4 beds | 2 baths | 2,750 sq.ft. |
$385,000 |
Airbnb cash on cash: 3.85%
|
1 Davis RoadPoughkeepsie, NYDiscover one level refined living at this renovated residence on Davis Road. The kitchen s... |
3 beds | 2 baths | 1,619 sq.ft. |
$400,000 |
Airbnb cash on cash: 1.15%
|
148 Bower RoadPoughkeepsie, NYWelcome home to this beautifully updated 3-bedroom, 1-bath ranch offering modern comfort a... |
3 beds | 1 baths | 1,200 sq.ft. |
$429,900 |
Airbnb cash on cash: 0.68%
|
4008 Deer PathPoughkeepsie, NYMove-in ready condo with stylish updates and rare upgrades! Originally built as the show ... |
2 beds | 2 baths | 1,040 sq.ft. |
$299,900 |
Airbnb cash on cash: -0.66%
|
23 Cedar LanePoughkeepsie, NYFor Sale: Spacious Cape Cod on a Corner Lot â 4 Beds, 2 Baths Discover this super spaci... |
4 beds | 2 baths | 1,483 sq.ft. |
$385,000 |
Airbnb cash on cash: 1.15%
|
156 Bart DrivePoughkeepsie, NYOne level living at its finest! Immaculate 3-bedroom, 2 full bath Ranch style home, situa... |
3 beds | 2 baths | 1,336 sq.ft. |
$469,900 |
Airbnb cash on cash: 0.74%
|
21 Forbus StreetPoughkeepsie, NYThis tastefully updated 4-bedroom, 2-bath, Turn of the Century Cape-style home blends clas... |
4 beds | 2 baths | 2,024 sq.ft. |
$425,000 |
Airbnb cash on cash: 2.12%
|
34 Pine Echo DrivePoughkeepsie, NYWelcome to this stunning, fully renovated ranch-style home! This charming 3-bedroom, 2-bat... |
3 beds | 2 baths | 1,032 sq.ft. |
$379,500 |
Airbnb cash on cash: 0.56%
|
190 Winnikee AvenuePoughkeepsie, NYExceptional investment opportunity in the City of Poughkeepsie! Legal two-family property ... |
N/A beds | 2 baths | N/A |
$325,000 |
Airbnb cash on cash: 2.49%
|
12 Beechwood TerracePoughkeepsie, NYBack on market! Dont miss this fabulous house!! Welcome to this beautiful and charming Co... |
3 beds | 2 baths | 2,457 sq.ft. |
$424,900 |
Airbnb cash on cash: 0.6%
|
22 Forbus StreetPoughkeepsie, NYFully updated and ready to go, this 4-unit multifamily property at 22 Forbus Street is a g... |
7 beds | 5 baths | 3,848 sq.ft. |
$849,000 |
Airbnb cash on cash: -0.31%
|
115 Fulton AvenuePoughkeepsie, NYCharming Duplex Near Vassar â Great Investment Opportunity! Don't miss this fantastic o... |
N/A beds | 2 baths | 2,250 sq.ft. |
$450,000 |
Airbnb cash on cash: 0.06%
|
13 Hooker AvenuePoughkeepsie, NYCharming duplex located on Poughkeepsie's South Side, this home is just steps from parks, ... |
2 beds | 2 baths | N/A |
$309,000 |
Airbnb cash on cash: 2.47%
|
102 Rinaldi BoulevardPoughkeepsie, NYFreshly Updated 3-Bedroom Townhouse with Stunning Views â Walk to Metro-North & More!. ... |
3 beds | 2 baths | 1,040 sq.ft. |
$280,000 |
Airbnb cash on cash: 2.63%
|
74 Ferris LanePoughkeepsie, NYWelcome to a 4 BEDROOM COLONIAL WITH A DETACHED TWO-CAR GARAGE nestled in the heart of Pou... |
4 beds | 3 baths | 2,080 sq.ft. |
$499,000 |
Airbnb cash on cash: 0.77%
|
10 Lyford LanePoughkeepsie, NYWelcome to 10 Lyford Lane, a beautifully updated contemporary home nestled in the highly d... |
3 beds | 2 baths | 1,476 sq.ft. |
$450,000 |
Airbnb cash on cash: 0.02%
|
51 Loockerman AvenuePoughkeepsie, NYPOUGHKEEPSIE SCHOOLS!!! INGROUND POOL!!! Welcome to this beautifully updated 4 Bedroom, 2.... |
3 beds | 3 baths | 2,062 sq.ft. |
$585,000 |
Airbnb cash on cash: 0.2%
|
10 Grant StreetPoughkeepsie, NYWelcome to this charming two-story home nestled in the heart of Poughkeepsie's historic Co... |
4 beds | 1 baths | 1,280 sq.ft. |
$235,000 |
Airbnb cash on cash: 5.24%
|
14 Flower Hill RoadPoughkeepsie, NYStunning and exceptional Center Hall Colonial located in the lovely Flower Hill neighborho... |
4 beds | 4 baths | 3,851 sq.ft. |
$805,000 |
Airbnb cash on cash: -1.57%
|
163 N Hamilton StreetPoughkeepsie, NYAbsolutely Beautiful colonial in the city of Poughkeepsie located just minutes to shopping... |
3 beds | 2 baths | 1,491 sq.ft. |
$345,000 |
Airbnb cash on cash: 1.98%
|
5 Wood StreetPoughkeepsie, NYWelcome to this beautifully maintained raised ranch located in the desirable Town of Pough... |
3 beds | 3 baths | 1,608 sq.ft. |
$385,999 |
Airbnb cash on cash: 0.53%
|
11 Du Bois AvenuePoughkeepsie, NYCharming Cape Cod Dutch Colonial featuring timeless design and modern conveniences. Welcom... |
4 beds | 2 baths | 1,428 sq.ft. |
$369,000 |
Airbnb cash on cash: 1.48%
|
29 Chestnut StreetPoughkeepsie, NYFall in love with this adorable 2-bedroom, 1-bath home that blends timeless charm with tho... |
2 beds | 1 baths | 960 sq.ft. |
$310,000 |
Airbnb cash on cash: -0.89%
|
31 Old Farms RoadPoughkeepsie, NYSpackenkill Town of Poughkeepsie NY beautiful split-level home 4BR 3 Baths set on plush pr... |
4 beds | 3 baths | 2,517 sq.ft. |
$569,900 |
Airbnb cash on cash: 0.86%
|
375 Salt Point Turnpike #3FPoughkeepsie, NYWelcome to this beautifully maintained 3-bedroom, 1.5-bath townhome offering 1,388 sq ft o... |
3 beds | 2 baths | 1,388 sq.ft. |
$299,900 |
Airbnb cash on cash: 1.53%
|
217 Aspen TerracePoughkeepsie, NYPicturesque Springside, is the perfect canvas for this highly desirable 2 Br.,2.5 Bath Tow... |
2 beds | 3 baths | 2,202 sq.ft. |
$469,000 |
Airbnb cash on cash: -2.2%
|
26 Balding AvenuePoughkeepsie, NYWelcome to 26 Balding Avenue! a well-maintained duplex offering two spacious 3-bedroom uni... |
6 beds | 2 baths | 3,222 sq.ft. |
$419,000 |
Airbnb cash on cash: -0.63%
|
238 Innis AvenuePoughkeepsie, NYLike-new construction! This completely renovated home features 3 spacious bedrooms, 2.5 mo... |
3 beds | 3 baths | 1,539 sq.ft. |
$425,000 |
Airbnb cash on cash: 1.42%
|
224 Manchester RoadPoughkeepsie, NYWelcome to your next chapter in the heart of the Town of Poughkeepsie. Conveniently tucked... |
4 beds | 2 baths | 2,172 sq.ft. |
$445,700 |
Airbnb cash on cash: 0.5%
|
59 Montgomery StreetPoughkeepsie, NYFantastic Opportunity for business and/or residential! Multiple possibilities abound with... |
3 beds | 1 baths | 3,976 sq.ft. |
$400,000 |
Airbnb cash on cash: 0.02%
|
65 Old Field RoadPoughkeepsie, NYTo Be Built: The primary feature of this charming 3 bedroom 2.5 bath Monroe model home is ... |
3 beds | 3 baths | 2,034 sq.ft. |
$739,000 |
Airbnb cash on cash: 0.98%
|
45 Manor Drive WPoughkeepsie, NYNew construction Colonial in the city of Lagrange, and the Arlington School District and c... |
5 beds | 5 baths | 3,456 sq.ft. |
$849,000 |
Airbnb cash on cash: -0.16%
|
117 Talmadge StreetPoughkeepsie, NYDuplex in the heart of Poughkeepsie on a quiet street. Unit 1 renovated in 2018 with stain... |
7 beds | 2 baths | 2,000 sq.ft. |
$375,000 |
Airbnb cash on cash: 3.18%
|
83 Montgomery StreetPoughkeepsie, NY**Charming 1880 Triplex with Endless Potential** Welcome to this spacious multi-family ... |
N/A beds | N/A baths | 2,536 sq.ft. |
$359,900 |
Airbnb cash on cash: -1.5%
|
Lot 54 Edwin RoadPoughkeepsie, NYTO BE BUILT! Adams model, a 4,317 SF contemporary Colonial-style home. Reputable, local b... |
4 beds | 4 baths | 4,064 sq.ft. |
$1,060,000 |
Airbnb cash on cash: 0.33%
|
Lot 19b Old Field RoadPoughkeepsie, NYThe Madison model is nearly 2800 SF and offers 4 BRs, 2.5 BAs. Highlights of this home inc... |
4 beds | 3 baths | 2,794 sq.ft. |
$749,000 |
Airbnb cash on cash: 1.19%
|
Real Estate investment in Poughkeepsie, NY
There are 127 properties for sale in the city of Poughkeepsie . The median list price in Poughkeepsie is $399,000 and the average price per square foot is $198. In September 2025, the average monthly cash on cash return in Poughkeepsie is 4.00%. The average monthly rental income in Poughkeepsie is $3,029.