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 |
|---|---|---|---|
29 Kelsey RoadPoughkeepsie, NYClassic Colonial Charm Near the Walkway Over the Hudson! This traditional Colonial blends ... |
3 beds | 2 baths | 1,700 sq.ft. |
$440,000 |
Airbnb cash on cash: 0.79%
|
77 Carroll StreetPoughkeepsie, NYFully available.... Three family home located on a quiet street in the desirable South Sid... |
10 beds | 3 baths | N/A |
$460,000 |
Airbnb cash on cash: 1.12%
|
48 Columbia StreetPoughkeepsie, NYTurnkey investment opportunity delivering an 8.7% cap rate in Poughkeepsie's Campus Develo... |
5 beds | 4 baths | 3,480 sq.ft. |
$899,000 |
Airbnb cash on cash: -2.67%
|
15 E Dogwood DrPoughkeepsie, NYDonât miss your chance to own this charming home in the desirable Town of Poughkeepsie, ... |
2 beds | 2 baths | 852 sq.ft. |
$469,000 |
Airbnb cash on cash: -1.87%
|
32 Balding AvePoughkeepsie, NYWelcome to this well-maintained and versatile 2-family residence, perfectly suited for mul... |
4 beds | 2 baths | 2,452 sq.ft. |
$410,000 |
Airbnb cash on cash: -0.11%
|
35 Fallkill AvePoughkeepsie, NYSeller is now offering a $10,000 seller's concession. Don't miss out on this offer. A grea... |
2 beds | 1 baths | 1,025 sq.ft. |
$250,000 |
Airbnb cash on cash: -1.09%
|
320 Mansion StreetPoughkeepsie, NYExcellent investment opportunity in the City of Poughkeepsie! This legal 2-family offers a... |
5 beds | 2 baths | 2,272 sq.ft. |
$335,000 |
Airbnb cash on cash: -0.24%
|
25 Garfield PlacePoughkeepsie, NYVictorianhome in Restored National Historic District. Step back in time with this Victoria... |
4 beds | 3 baths | 3,042 sq.ft. |
$649,900 |
Airbnb cash on cash: -1.1%
|
2710 South Road unit: A4 #A4Poughkeepsie, NYWelcome to this 2-bedroom, 1-bath condo located in the highly sought-after Spackenkill Sch... |
2 beds | 1 baths | 880 sq.ft. |
$205,000 |
Airbnb cash on cash: -3.22%
|
68 Gerald Drive #D1Poughkeepsie, NYNEW PRICE! RIGHT ON THE HUDSON RIVER! Welcome to this beautifully updated 2-bedroom, 1-bat... |
2 beds | 1 baths | 935 sq.ft. |
$299,500 |
Airbnb cash on cash: -2.22%
|
115 Innis AvePoughkeepsie, NYRare 2-Family Opportunity in the Town of Poughkeepsie - Arlington Schools! Whether you're ... |
5 beds | 2 baths | 2,328 sq.ft. |
$385,000 |
Airbnb cash on cash: 1.68%
|
34 Smith StPoughkeepsie, NYNew Year and new beginnings at 34 Smith Street - Spacious & Move-In Ready with a Motivated... |
3 beds | 2 baths | 2,200 sq.ft. |
$346,000 |
Airbnb cash on cash: 2.15%
|
210 Smith StreetPoughkeepsie, NYSpacious Center Hall Colonial on Double City Lot.Welcome to this charming two-story home o... |
4 beds | 2 baths | 1,840 sq.ft. |
$299,888 |
Airbnb cash on cash: 0.82%
|
28 Hudson Heights Drive unit: 28 #28Poughkeepsie, NYEnjoy low-maintenance living with stunning Hudson River views in this beautifully refreshe... |
3 beds | 2 baths | 1,200 sq.ft. |
$350,000 |
Airbnb cash on cash: 1.87%
|
32 Hurlihe unit: C #CPoughkeepsie, NYUpdated 1-Bedroom Co-op with River Views - City of Poughkeepsie Beautifully updated one-be... |
1 beds | 1 baths | 900 sq.ft. |
$220,000 |
Airbnb cash on cash: -0.35%
|
33 Virginia AvePoughkeepsie, NYUnlock the potential of steady income, long term income with this well maintained multi fa... |
4 beds | 4 baths | 5,055 sq.ft. |
$620,000 |
Airbnb cash on cash: -1.13%
|
34 Wilmar TerPoughkeepsie, NYMove-In Ready & Fully Renovated! Welcome to worry-free living in this beautifully renovate... |
2 beds | 1 baths | 1,045 sq.ft. |
$339,900 |
Airbnb cash on cash: -0.9%
|
28 Cardinal DrPoughkeepsie, NYSpackenkill Ranch! Lovely 3-bedroom Ranch located in a nice established neighborhood. This... |
3 beds | 1 baths | 1,500 sq.ft. |
$439,900 |
Airbnb cash on cash: 0.8%
|
34 Adriance AvenuePoughkeepsie, NYWelcome to 34 Adriance Avenue, a beautifully renovated 4-bedroom, 2.5-bath home filled wit... |
4 beds | 3 baths | 2,374 sq.ft. |
$515,000 |
Airbnb cash on cash: -1.18%
|
302-304 Main StreetPoughkeepsie, NYProperty Overview: Mixed-Use Building in Poughkeepsie Prime Location: Main Street, Heart o... |
N/A beds | N/A baths | N/A |
$1,290,000 |
Airbnb cash on cash: -3.17%
|
22 Wendover DrPoughkeepsie, NYCharming Cape nestled on a quiet cul-de-sac. The sun-filled living room with fireplace flo... |
3 beds | 2 baths | 1,764 sq.ft. |
$435,000 |
Airbnb cash on cash: 0.86%
|
328-330 Main StreetPoughkeepsie, NY328 & 330 Main Street Poughkeepsie are twin 4-story mixed-use rowhouses located in Downtow... |
N/A beds | N/A baths | N/A |
$1,450,000 |
Airbnb cash on cash: -2.22%
|
Real Estate investment in Poughkeepsie, NY
There are 210 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 $147. In February 2026, the average monthly cash on cash return in Poughkeepsie is 4.00%. The average monthly rental income in Poughkeepsie is $2,914.