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 |
|---|---|---|---|
214 Winnikee AvenuePoughkeepsie, NY** AO 12/18/24. Showing for back-up** Great 4 unit home in the heart of Poughkeepsie. The... |
N/A beds | N/A baths | 3,184 sq.ft. |
$288,750 |
Airbnb cash on cash: N/A
|
3 Hook Road #14EPoughkeepsie, NYMaintenance-free investment opportunity awaits in Poughkeepsie. This is a spacious 2-bedro... |
2 beds | 2 baths | 923 sq.ft. |
$189,900 |
Airbnb cash on cash: 5.76%
|
77 Whittier BoulevardPoughkeepsie, NYWelcome to this beautifully remodeled home nestled at the end of a tranquil cul-de-sac. Th... |
3 beds | 2 baths | 1,457 sq.ft. |
$419,000 |
Airbnb cash on cash: 3.96%
|
23 Jewett AvenuePoughkeepsie, NYLive in one unit and rent out the other! Discover this delightful two-family residence loc... |
4 beds | 2 baths | 2,000 sq.ft. |
$405,000 |
Airbnb cash on cash: N/A
|
4002 Fox LanePoughkeepsie, NYBeautifully updated 2 bed, 1.5 bath end unit in the highly sought after Fox Hill Community... |
2 beds | 2 baths | 1,040 sq.ft. |
$290,000 |
Airbnb cash on cash: 3.62%
|
54 Hillcrest DrivePoughkeepsie, NYCharming 3 bed, 1 full bath Cape Cod in the heart of Lagrange. Home features hardwood floo... |
3 beds | 1 baths | 1,152 sq.ft. |
$349,900 |
Airbnb cash on cash: 4.89%
|
509 Vassar RoadPoughkeepsie, NYPriced to Sell! This spacious 4-bedroom, 2.5-bathroom brick home offers 3,230 sq ft of bu... |
4 beds | 2 baths | 1,935 sq.ft. |
$450,000 |
Airbnb cash on cash: 6.63%
|
13 Nichols CourtPoughkeepsie, NYWelcome to 13 Nichols Ct, a stunning home in the coveted Glens community of LaGrange. This... |
4 beds | 3 baths | 1,970 sq.ft. |
$597,000 |
Airbnb cash on cash: 3.54%
|
39 Marple RoadPoughkeepsie, NYWelcome to this charming 3-bedroom, 1-bath colonial located in Arlington School District! ... |
3 beds | 1 baths | 1,320 sq.ft. |
$359,000 |
Airbnb cash on cash: 3.65%
|
7 Fox TerracePoughkeepsie, NYPrime Investment Opportunity in Poughkeepsie: Discover an exceptional investment in this c... |
6 beds | 2 baths | 2,000 sq.ft. |
$425,000 |
Airbnb cash on cash: N/A
|
59 N Grand AvePoughkeepsie, NYThis newly renovated cape in the Town of Poughkeepsie is a must-see! This gorgeous home bo... |
3 beds | 2 baths | 1,644 sq.ft. |
$460,000 |
Airbnb cash on cash: 2.22%
|
96 Hudson AvenuePoughkeepsie, NYLIKE NEW! This super cute colonial just underwent a full renovation and no details were sp... |
3 beds | 2 baths | 1,080 sq.ft. |
$299,999 |
Airbnb cash on cash: 7.3%
|
70 Marple Rd ExtPoughkeepsie, NYWelcome to this meticulously maintained 3 bedroom, 1 bath cape cod style home in the Arlin... |
3 beds | 1 baths | 1,608 sq.ft. |
$385,000 |
Airbnb cash on cash: 3.38%
|
34 Parkwood BoulevardPoughkeepsie, NYThis single-family custom-designed split level home was built in 1960. The house has under... |
3 beds | 2 baths | 1,750 sq.ft. |
$390,000 |
Airbnb cash on cash: 3.98%
|
13 Peter Cooper DrivePoughkeepsie, NYWelcome to your perfect home in Poughkeepsie! This charming three-bedroom, one-bath ranch-... |
3 beds | 1 baths | 875 sq.ft. |
$299,900 |
Airbnb cash on cash: 5.55%
|
88 Academy StreetPoughkeepsie, NYFully occupied 4-family in the Academy Street Historic District just outside Downtown Poug... |
7 beds | 4 baths | 5,202 sq.ft. |
$699,000 |
Airbnb cash on cash: N/A
|
27 Bower RoadPoughkeepsie, NYWelcome to 27 Bower Road in the town of Poughkeepsie, Arlington Schools. This large, updat... |
3 beds | 2 baths | 2,154 sq.ft. |
$599,000 |
Airbnb cash on cash: 1.58%
|
2903 Fox LanePoughkeepsie, NYBeautifully updated first floor condo in the highly sought after Fox Hill Community! Situa... |
2 beds | 2 baths | 1,053 sq.ft. |
$295,000 |
Airbnb cash on cash: 3.18%
|
18 Hooker AvenuePoughkeepsie, NYAmazing opportunity to own a fully renovated 4-Family home in the heart of Downtown Poughk... |
8 beds | 8 baths | 4,640 sq.ft. |
$800,000 |
Airbnb cash on cash: N/A
|
117 Academy StreetPoughkeepsie, NYWalk into a piece of Poughkeepsie's deep history in this 1859 built custom Victorian proud... |
5 beds | 5 baths | 6,637 sq.ft. |
$735,000 |
Airbnb cash on cash: 1.03%
|
18 Dorland AvePoughkeepsie, NYRedevelopment Opportunity in Arlington School District Dutchess County NY, Don't miss this... |
3 beds | 2 baths | 1,252 sq.ft. |
$699,775 |
Airbnb cash on cash: 2.15%
|
359 MILL StreetPoughkeepsie, NYAmazing opportunity in the heart of Downtown Poughkeepsie! Possible re-development play br... |
3 beds | 5 baths | 10,227 sq.ft. |
$1,750,000 |
Airbnb cash on cash: -1.12%
|
67 S Randolph AvenuePoughkeepsie, NYTax records indicate the original home was built in 1927. Since then the home has been add... |
5 beds | 4 baths | 7,224 sq.ft. |
$1,100,000 |
Airbnb cash on cash: -0.14%
|
61 Peach RoadPoughkeepsie, NY**TO BE BUILT** The highly sought after Jefferson Model. Custom Colonial style home in the... |
4 beds | 3 baths | 2,434 sq.ft. |
$692,000 |
Airbnb cash on cash: 5.21%
|
22 Dartmouth DrivePoughkeepsie, NYQuick delivery home in the desirable Stratford Farms Community. The popular Princeton Gran... |
4 beds | 3 baths | 3,149 sq.ft. |
$799,000 |
Airbnb cash on cash: 2.38%
|
26 Cooper Road #504Poughkeepsie, NYCharming one-bedroom co-op located in the desirable High View Estates community. This well... |
1 beds | 1 baths | 800 sq.ft. |
$84,900 |
Airbnb cash on cash: 10%
|
5 Cabin WayPoughkeepsie, NYUnique 4 level split home with many updates! Through the Main doors is the large foyer giv... |
4 beds | 3 baths | 2,924 sq.ft. |
$519,999 |
Airbnb cash on cash: 5.13%
|
137 Vassar RoadPoughkeepsie, NYWhat a gorgeous Cape Cod style home in a desired area! Flavor of yesteryear w/modern vibe... |
4 beds | 2 baths | 1,960 sq.ft. |
$419,900 |
Airbnb cash on cash: 7.73%
|
1016 Dutchess TurnpikePoughkeepsie, NYLOCATION, LOCATION, LOCATION!!!Nestled in the vibrant heart of Arlington, 1016 Dutchess Tu... |
3 beds | 2 baths | 1,602 sq.ft. |
$415,000 |
Airbnb cash on cash: 3.21%
|
207 Rochdale RoadPoughkeepsie, NYFrom the moment you walk up to the house and see the beautiful Christmas tree growing on t... |
3 beds | 2 baths | 2,036 sq.ft. |
$485,000 |
Airbnb cash on cash: 1.75%
|
27 Verazzano BoulevardPoughkeepsie, NYWelcome to this two-bedroom, two-bathroom home newly renovated both inside and out. The go... |
2 beds | 2 baths | 1,004 sq.ft. |
$309,000 |
Airbnb cash on cash: 4.8%
|
1 Russet RoadPoughkeepsie, NYWelcome home! Beautifully remodeled End Unit Townhome located in a convenient location, c... |
3 beds | 1 baths | 1,300 sq.ft. |
$329,900 |
Airbnb cash on cash: 6.09%
|
18 Four Winds DrivePoughkeepsie, NYThis "not your cookie-cutter " spacious home is a true gem and Great for Extended Family! ... |
3 beds | 3 baths | 2,687 sq.ft. |
$605,000 |
Airbnb cash on cash: 1.56%
|
20 Seitz TerracePoughkeepsie, NY102K PRICE CUT. Residential Ranch 1908 Sq Ft, 4 Bedrooms, 2 Bathrooms, Living Room with F... |
4 beds | 2 baths | 1,908 sq.ft. |
$398,000 |
Airbnb cash on cash: 7.75%
|
51 S Gate DrivePoughkeepsie, NYWelcome to this beautiful 4 bedroom, 2 bathroom Ranch style home. Lovingly maintained over... |
4 beds | 2 baths | 1,842 sq.ft. |
$390,000 |
Airbnb cash on cash: 8.19%
|
35 Robin RoadPoughkeepsie, NYIn Spackenkill, just north of the Poughkeepsie Galleria, on a calm road in the quiet Crown... |
4 beds | 2 baths | 1,660 sq.ft. |
$400,000 |
Airbnb cash on cash: 7.19%
|
131 Cavo DrivePoughkeepsie, NY4 bed, 4.5 bath ranch house in the cul-de-sac on secluded 1.8 acres in the Arlington Schoo... |
4 beds | 5 baths | 3,175 sq.ft. |
$719,000 |
Airbnb cash on cash: 3.86%
|
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: -0.12%
|
29 Carriage Hill LanePoughkeepsie, NYWelcome to this stunning home located in the sought-after Carriage Hill community in the T... |
4 beds | 3 baths | 2,550 sq.ft. |
$555,500 |
Airbnb cash on cash: 5.05%
|
16 Friendly LanePoughkeepsie, NYWelcome to 16 Friendly Lane. Charming Ranch living nestled on a corner property. Step insi... |
3 beds | 1 baths | 1,479 sq.ft. |
$299,900 |
Airbnb cash on cash: 4.86%
|
Real Estate investment in Poughkeepsie, NY
There are 113 properties for sale in the city of Poughkeepsie . The median list price in Poughkeepsie is $419,000 and the average price per square foot is $186. In January 2025, the average monthly cash on cash return in Poughkeepsie is 4.00%. The average monthly rental income in Poughkeepsie is $3,070.