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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
96 Hooker Ave Poughkeepsie, NY Rare offering featuring 3,458 square feet of living space along with a buildable side lot....	4 beds \| 4 baths \| 3,458 sq.ft.	$595,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 4.84% Airbnb Rental Income: $2386 Traditional Rental Income: $5649 Airbnb ROI: -0.56% Traditional ROI: 4.84%
63 Thompson St Poughkeepsie, NY BACK ON THE MARKET DUE TO BUYERS FINANCING! Beautiful 1940 Traditional 2 Family in Poughke...	4 beds \| 2 baths \| N/A	$409,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 5.18% Airbnb Rental Income: $2386 Traditional Rental Income: $3345 Airbnb ROI: 1.34% Traditional ROI: 5.18%
161 Union St Poughkeepsie, NY Fantastic investment opportunity in the heart of Poughkeepsie! This great 2-unit home is c...	4 beds \| 2 baths \| N/A	$399,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 5.6% Airbnb Rental Income: $2386 Traditional Rental Income: $3323 Airbnb ROI: 1.53% Traditional ROI: 5.6%
26 Ziegler Ave Poughkeepsie, NY Come see this newly renovated 3-bedroom 2 bath home in the town of Poughkeepsie in the Arl...	3 beds \| 2 baths \| 1,334 sq.ft.	$405,000	Airbnb cash on cash: 2.31% Traditional cash on cash: 5.85% Airbnb Rental Income: $2447 Traditional Rental Income: $3061 Airbnb ROI: 2.31% Traditional ROI: 5.85%
163 N Hamilton St Poughkeepsie, NY Welcome home to this absolutely stunning Colonial nestled in the city of Poughkeepsie, con...	3 beds \| 1 baths \| 1,491 sq.ft.	$355,460	Airbnb cash on cash: 3.16% Traditional cash on cash: 5.29% Airbnb Rental Income: $2804 Traditional Rental Income: $2861 Airbnb ROI: 3.16% Traditional ROI: 5.29%
31 Old Farms Rd Poughkeepsie, NY Spackenkill Town of Poughkeepsie NY beautifully renovated 4BR/3BA home offering modern upd...	4 beds \| 2 baths \| 2,067 sq.ft.	$549,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 5.39% Airbnb Rental Income: $2386 Traditional Rental Income: $4103 Airbnb ROI: 0.9% Traditional ROI: 5.39%
50 Academy St Poughkeepsie, NY Academy Street Development Opportunity Multi-Family + 2 Vacant Parcels \| Value-Add + Redev...	9 beds \| 3 baths \| 3,828 sq.ft.	$700,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 1.01% Airbnb Rental Income: $1533 Traditional Rental Income: $1793 Airbnb ROI: -0.06% Traditional ROI: 1.01%
159 Rombout Rd Poughkeepsie, NY Experience refined living in this stunning Great Hall Colonial, offering 3,225 sq ft of th...	4 beds \| 3 baths \| 4,657 sq.ft.	$699,999	Airbnb cash on cash: -0.66% Traditional cash on cash: 3.08% Airbnb Rental Income: $2386 Traditional Rental Income: $4706 Airbnb ROI: -0.66% Traditional ROI: 3.08%
8 Fox Ter Poughkeepsie, NY Prime Investment Opportunity in Poughkeepsie: Discover an exceptional investment in this c...	7 beds \| 3 baths \| 3,774 sq.ft.	$699,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 2.92% Airbnb Rental Income: $1533 Traditional Rental Income: $3603 Airbnb ROI: -0.94% Traditional ROI: 2.92%
4 Corine Dr Poughkeepsie, NY Stunning New Construction Bi-Level in Town of Poughkeepsie. Welcome to this exceptional br...	4 beds \| 3 baths \| 2,392 sq.ft.	$639,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 5.18% Airbnb Rental Income: $2386 Traditional Rental Income: $4068 Airbnb ROI: 1.38% Traditional ROI: 5.18%
150 Rinaldi Blvd #1c Poughkeepsie, NY Bright and inviting 1 bed, 1 bath co-op located in a well-maintained community. Enjoy acce...	1 beds \| 1 baths \| 850 sq.ft.	$189,999	Airbnb cash on cash: 0.01% Traditional cash on cash: 6.7% Airbnb Rental Income: $923 Traditional Rental Income: $1788 Airbnb ROI: 0.01% Traditional ROI: 6.7%
10 Lori St Poughkeepsie, NY 3 Level 4 Bedroom 1.5 bath Split Level home on .32 acre lot in Town of Poughkeepsie! Huge ...	4 beds \| 1 baths \| 1,525 sq.ft.	$340,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 5.47% Airbnb Rental Income: $2386 Traditional Rental Income: $3254 Airbnb ROI: 1.28% Traditional ROI: 5.47%
6 Zimmer Ave Poughkeepsie, NY Fully occupied and income producing two-family home in a convenient Poughkeepsie location,...	4 beds \| 2 baths \| N/A	$310,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 7.04% Airbnb Rental Income: $2386 Traditional Rental Income: $3004 Airbnb ROI: 2.91% Traditional ROI: 7.04%
22 Old Mill Rd Poughkeepsie, NY A Rare Find! 24 hour notice, tenants, need confirmation. This large brick home needs work ...	4 beds \| 3 baths \| 3,156 sq.ft.	$449,900	Airbnb cash on cash: -1.28% Traditional cash on cash: 4.19% Airbnb Rental Income: $2386 Traditional Rental Income: $4102 Airbnb ROI: -1.28% Traditional ROI: 4.19%
7 Pearlbush Ln Poughkeepsie, NY Nestled in the desirable Wappingers School District, this charming 3-bedroom, 2.5-bath Col...	3 beds \| 2 baths \| 1,741 sq.ft.	$519,900	Airbnb cash on cash: 0.76% Traditional cash on cash: 2.97% Airbnb Rental Income: $2804 Traditional Rental Income: $3236 Airbnb ROI: 0.76% Traditional ROI: 2.97%
32 Hurlihe #C Poughkeepsie, NY Updated 1-Bedroom Co-op with River Views - City of Poughkeepsie Beautifully updated one-be...	1 beds \| 1 baths \| 900 sq.ft.	$180,000	Airbnb cash on cash: -4.57% Traditional cash on cash: 1.81% Airbnb Rental Income: $923 Traditional Rental Income: $1673 Airbnb ROI: -4.57% Traditional ROI: 1.81%
330 Main St Poughkeepsie, NY 330 Main Street Poughkeepsie is beautifully restored 4-story mixed-use rowhouse located in...	N/A beds \| N/A baths \| 5,814 sq.ft.	$775,000	Airbnb cash on cash: -1.8% Traditional cash on cash: -0.33% Airbnb Rental Income: $902 Traditional Rental Income: $1655 Airbnb ROI: -1.8% Traditional ROI: -0.33%
328 Main St Poughkeepsie, NY 328 Main Street Poughkeepsie is beautifully restored 4-story mixed-use rowhouse located in...	N/A beds \| N/A baths \| 5,586 sq.ft.	$775,000	Airbnb cash on cash: -1.75% Traditional cash on cash: -0.33% Airbnb Rental Income: $902 Traditional Rental Income: $1610 Airbnb ROI: -1.75% Traditional ROI: -0.33%
26 Cooper Rd #411 Poughkeepsie, NY Welcome to High View Estates! This spacious 1-bedroom, 1-bath end-unit co-op offers approx...	1 beds \| 1 baths \| 900 sq.ft.	$107,500	Airbnb cash on cash: 1.71% Traditional cash on cash: 8.05% Airbnb Rental Income: $923 Traditional Rental Income: $1285 Airbnb ROI: 1.71% Traditional ROI: 8.05%
26 Cooper Rd #811 Poughkeepsie, NY Top-Floor in Highview Estates - One of the Largest Layouts in the Complex! Welcome to this...	2 beds \| 1 baths \| 1,200 sq.ft.	$144,900	Airbnb cash on cash: -3.91% Traditional cash on cash: 7.43% Airbnb Rental Income: $1213 Traditional Rental Income: $2396 Airbnb ROI: -3.91% Traditional ROI: 7.43%
4 Tanglewood Ln Poughkeepsie, NY Perfection.......always sought after but rarely found. Sitting on 2 cul-de-sacs in a well-...	3 beds \| 2 baths \| 1,890 sq.ft.	$544,900	Airbnb cash on cash: 0.83% Traditional cash on cash: 3.14% Airbnb Rental Income: $2804 Traditional Rental Income: $3412 Airbnb ROI: 0.83% Traditional ROI: 3.14%
26 Kimlin Ct Poughkeepsie, NY TO-BE-BUILT Welcome to your dream home in the Town of Poughkeepsie, Spackenkill School...	4 beds \| 3 baths \| 3,455 sq.ft.	$1,595,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 2.29% Airbnb Rental Income: $2386 Traditional Rental Income: $5309 Airbnb ROI: -0.08% Traditional ROI: 2.29%
44 Glenwood Ave Poughkeepsie, NY Welcome to 44 Glenwood Ave in Poughkeepsie, a recently renovated 4-bedroom home offering a...	4 beds \| 1 baths \| 1,956 sq.ft.	$349,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 4.19% Airbnb Rental Income: $2386 Traditional Rental Income: $2708 Airbnb ROI: 1.61% Traditional ROI: 4.19%
41 Martin Dr Poughkeepsie, NY Welcome to your own Hudson Valley retreat in the highly sought-after Noxon Knolls subdivis...	3 beds \| 4 baths \| 3,168 sq.ft.	$599,900	Airbnb cash on cash: 0.45% Traditional cash on cash: 5.35% Airbnb Rental Income: $2804 Traditional Rental Income: $5231 Airbnb ROI: 0.45% Traditional ROI: 5.35%
95 Cannon St Poughkeepsie, NY EXCEPTIONAL investment opportunity in the heart of Poughkeepsie! Endless potential awaits ...	6 beds \| 3 baths \| N/A	$350,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 2.84% Airbnb Rental Income: $1533 Traditional Rental Income: $1912 Airbnb ROI: 0.34% Traditional ROI: 2.84%
136 Hudson Pointe Dr Poughkeepsie, NY Perched directly on the Hudson River inside the gated community of Hudson Pointe, this exc...	2 beds \| 2 baths \| 3,450 sq.ft.	$850,000	Airbnb cash on cash: -1.82% Traditional cash on cash: 1.34% Airbnb Rental Income: $1213 Traditional Rental Income: $3469 Airbnb ROI: -1.82% Traditional ROI: 1.34%
100 Innis Ave Poughkeepsie, NY This charming three-bedroom, two-bathroom home offers spacious living with timeless charac...	3 beds \| 2 baths \| 1,400 sq.ft.	$385,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 3.6% Airbnb Rental Income: $2804 Traditional Rental Income: $2812 Airbnb ROI: 1.87% Traditional ROI: 3.6%
33 Manitou Ave Poughkeepsie, NY Well maintained income producing duplex located in the City of Poughkeepsie offering an ex...	6 beds \| 2 baths \| N/A	$449,999	Airbnb cash on cash: -1.75% Traditional cash on cash: 3.95% Airbnb Rental Income: $1533 Traditional Rental Income: $3488 Airbnb ROI: -1.75% Traditional ROI: 3.95%
15 Duane St Poughkeepsie, NY Investment Opportunity - Package Sale in Poughkeepsie. Rare development and investment opp...	N/A beds \| N/A baths \| N/A	$399,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 3.21% Airbnb Rental Income: $902 Traditional Rental Income: $1956 Airbnb ROI: -0.1% Traditional ROI: 3.21%
621 Sheafe #162 Poughkeepsie, NY Welcome to easy, low maintenance living in desirable Camelot Village! This beautifully upd...	3 beds \| 2 baths \| 1,100 sq.ft.	$199,999	Airbnb cash on cash: 6.95% Traditional cash on cash: 9.31% Airbnb Rental Income: $2804 Traditional Rental Income: $2651 Airbnb ROI: 6.95% Traditional ROI: 9.31%
51 Sutton Park Rd Poughkeepsie, NY Meticulously cared for contemporary raised ranch located in the desirable Sutton Park comm...	3 beds \| 3 baths \| 2,140 sq.ft.	$549,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 2.78% Airbnb Rental Income: $2804 Traditional Rental Income: $3526 Airbnb ROI: 0.21% Traditional ROI: 2.78%
8 Mildred Ave Poughkeepsie, NY Welcome to 8 Mildred Avenue! This well-maintained home offers the perfect blend of charact...	3 beds \| 1 baths \| 1,572 sq.ft.	$399,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 2.43% Airbnb Rental Income: $2804 Traditional Rental Income: $2383 Airbnb ROI: 1.8% Traditional ROI: 2.43%
14 Victor Ln Poughkeepsie, NY What if your electric bill simply disappeared? Tucked away on 1.2 private acres in the Tow...	4 beds \| 3 baths \| 2,907 sq.ft.	$565,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 4.28% Airbnb Rental Income: $2386 Traditional Rental Income: $4179 Airbnb ROI: -0.04% Traditional ROI: 4.28%

Real Estate investment in Poughkeepsie, NY

There are 65 properties for sale in the city of Poughkeepsie . The median list price in Poughkeepsie is $387,268 and the average price per square foot is $113. In August 2026, the average monthly cash on cash return in Poughkeepsie is 4.00%. The average monthly rental income in Poughkeepsie is $2,970.

Poughkeepsie, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 65 investment properties available for sale in Poughkeepsie.

In 2026, the best neighborhood to buy investment property is Poughkeepsie.

The ROI for Long-Term is higher than the Short-Term in Poughkeepsie with average rental income of $2,970.

Your search for investment property begins and ends here

Investment Property for Sale in Poughkeepsie, NY

96 Hooker Ave

Poughkeepsie, NY

4 beds | 4 baths | 3,458 sq.ft.

$595,000

Airbnb cash on cash: -0.56%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $2386

Traditional Rental Income: $5649

Airbnb ROI: -0.56%

Traditional ROI: 4.84%

63 Thompson St

Poughkeepsie, NY

4 beds | 2 baths | N/A

$409,000

Airbnb cash on cash: 1.34%

Traditional cash on cash: 5.18%

Airbnb Rental Income: $2386

Traditional Rental Income: $3345

Airbnb ROI: 1.34%

Traditional ROI: 5.18%

161 Union St

Poughkeepsie, NY

4 beds | 2 baths | N/A

$399,000

Airbnb cash on cash: 1.53%

Traditional cash on cash: 5.6%

Airbnb Rental Income: $2386

Traditional Rental Income: $3323

Airbnb ROI: 1.53%

Traditional ROI: 5.6%

26 Ziegler Ave

Poughkeepsie, NY

3 beds | 2 baths | 1,334 sq.ft.

$405,000

Airbnb cash on cash: 2.31%

Traditional cash on cash: 5.85%

Airbnb Rental Income: $2447

Traditional Rental Income: $3061

Airbnb ROI: 2.31%

Traditional ROI: 5.85%

163 N Hamilton St

Poughkeepsie, NY

3 beds | 1 baths | 1,491 sq.ft.

$355,460

Airbnb cash on cash: 3.16%

Traditional cash on cash: 5.29%

Airbnb Rental Income: $2804

Traditional Rental Income: $2861

Airbnb ROI: 3.16%

Traditional ROI: 5.29%

31 Old Farms Rd

Poughkeepsie, NY

4 beds | 2 baths | 2,067 sq.ft.

$549,000

Airbnb cash on cash: 0.9%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $2386

Traditional Rental Income: $4103

Airbnb ROI: 0.9%

Traditional ROI: 5.39%

50 Academy St

Poughkeepsie, NY

9 beds | 3 baths | 3,828 sq.ft.

$700,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 1.01%

Airbnb Rental Income: $1533

Traditional Rental Income: $1793

Airbnb ROI: -0.06%

Traditional ROI: 1.01%

159 Rombout Rd

Poughkeepsie, NY

4 beds | 3 baths | 4,657 sq.ft.

$699,999

Airbnb cash on cash: -0.66%

Traditional cash on cash: 3.08%

Airbnb Rental Income: $2386

Traditional Rental Income: $4706

Airbnb ROI: -0.66%