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
26 Wildflower Ridge Poughkeepsie, NY Looking For Privacy? This beautiful 2,644 square foot 4 bedroom 2.5 bath center hall colon...	4 beds \| 3 baths \| 2,644 sq.ft.	$595,000	Airbnb cash on cash: 5.87% Traditional cash on cash: 2.65% Airbnb Rental Income: $6621 Traditional Rental Income: $3540 Airbnb ROI: 5.87% Traditional ROI: 2.65%
52 Cardinal Drive Poughkeepsie, NY Charming Raised Ranch in the heart of the Town of Poughkeepsie; Spackenkill Schools. Home ...	4 beds \| 2 baths \| 1,660 sq.ft.	$445,000	Airbnb cash on cash: 8.96% Traditional cash on cash: 3.73% Airbnb Rental Income: $6621 Traditional Rental Income: $3150 Airbnb ROI: 8.96% Traditional ROI: 3.73%
4002 Fox Lane Poughkeepsie, NY Beautifully 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: 3.42% Traditional cash on cash: 4.59% Airbnb Rental Income: $2824 Traditional Rental Income: $2484 Airbnb ROI: 3.42% Traditional ROI: 4.59%
54 Hillcrest Drive Poughkeepsie, NY Charming 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: 5.2% Traditional cash on cash: 3.67% Airbnb Rental Income: $3571 Traditional Rental Income: $2283 Airbnb ROI: 5.2% Traditional ROI: 3.67%
13 Nichols Court Poughkeepsie, NY Welcome 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: 5.26% Traditional cash on cash: 2.07% Airbnb Rental Income: $6621 Traditional Rental Income: $3547 Airbnb ROI: 5.26% Traditional ROI: 2.07%
59 N Grand Ave Poughkeepsie, NY This 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: 2.46% Traditional cash on cash: 2.8% Airbnb Rental Income: $3571 Traditional Rental Income: $2932 Airbnb ROI: 2.46% Traditional ROI: 2.8%
96 Hudson Avenue Poughkeepsie, NY LIKE 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: 7.67% Traditional cash on cash: 6.43% Airbnb Rental Income: $3571 Traditional Rental Income: $2437 Airbnb ROI: 7.67% Traditional ROI: 6.43%
70 Marple Rd Ext Poughkeepsie, NY Welcome 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: 3.67% Traditional cash on cash: 2.77% Airbnb Rental Income: $3571 Traditional Rental Income: $2463 Airbnb ROI: 3.67% Traditional ROI: 2.77%
34 Parkwood Boulevard Poughkeepsie, NY This 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: 4.26% Traditional cash on cash: 4.15% Airbnb Rental Income: $3571 Traditional Rental Income: $2745 Airbnb ROI: 4.26% Traditional ROI: 4.15%
13 Peter Cooper Drive Poughkeepsie, NY Welcome 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: 5.92% Traditional cash on cash: 2.99% Airbnb Rental Income: $3571 Traditional Rental Income: $1960 Airbnb ROI: 5.92% Traditional ROI: 2.99%
15 Hasbrouck Drive Poughkeepsie, NY All redone from top to bottom: new macadam drive, new walkway, new soffits, new gutters, b...	3 beds \| 1 baths \| 1,281 sq.ft.	$389,000	Airbnb cash on cash: 4.22% Traditional cash on cash: 2.57% Airbnb Rental Income: $3571 Traditional Rental Income: $2184 Airbnb ROI: 4.22% Traditional ROI: 2.57%
27 Bower Road Poughkeepsie, NY Welcome 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: 1.77% Traditional cash on cash: 2.51% Airbnb Rental Income: $3571 Traditional Rental Income: $3199 Airbnb ROI: 1.77% Traditional ROI: 2.51%
2903 Fox Lane Poughkeepsie, NY Beautifully 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: 2.99% Traditional cash on cash: 3.15% Airbnb Rental Income: $2824 Traditional Rental Income: $2209 Airbnb ROI: 2.99% Traditional ROI: 3.15%
117 Academy Street Poughkeepsie, NY Walk into a piece of Poughkeepsie's deep history in this 1859 built custom Victorian proud...	5 beds \| 5 baths \| 6,637 sq.ft.	$750,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 4.82% Airbnb Rental Income: $4041 Traditional Rental Income: $5405 Airbnb ROI: 1.63% Traditional ROI: 4.82%
18 Dorland Ave Poughkeepsie, NY Redevelopment 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: 2.31% Traditional cash on cash: 2.05% Airbnb Rental Income: $3571 Traditional Rental Income: $2616 Airbnb ROI: 2.31% Traditional ROI: 2.05%
0 Sedgewick Road Poughkeepsie, NY TO BE BUILT: Spacious, 2176 SF 3 BR 2BA raised ranch featuring vaulted first floor ceiling...	3 beds \| 2 baths \| 2,176 sq.ft.	$550,000	Airbnb cash on cash: 3.69% Traditional cash on cash: 4.57% Airbnb Rental Income: $3571 Traditional Rental Income: $3235 Airbnb ROI: 3.69% Traditional ROI: 4.57%
67 S Randolph Avenue Poughkeepsie, NY Tax 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: 0.3% Traditional cash on cash: 1.72% Airbnb Rental Income: $4041 Traditional Rental Income: $4625 Airbnb ROI: 0.3% Traditional ROI: 1.72%
22 Dartmouth Drive Poughkeepsie, NY Quick 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: 3.67% Traditional cash on cash: 1.82% Airbnb Rental Income: $6621 Traditional Rental Income: $3948 Airbnb ROI: 3.67% Traditional ROI: 1.82%
26 Cooper Road #504 Poughkeepsie, NY Charming 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: 8.93% Traditional cash on cash: 8.84% Airbnb Rental Income: $2283 Traditional Rental Income: $1706 Airbnb ROI: 8.93% Traditional ROI: 8.84%
5 Cabin Way Poughkeepsie, NY Unique 4 level split home with many updates! Through the Main doors is the large foyer giv...	4 beds \| 3 baths \| 2,924 sq.ft.	$529,999	Airbnb cash on cash: 6.95% Traditional cash on cash: 5.11% Airbnb Rental Income: $6621 Traditional Rental Income: $4419 Airbnb ROI: 6.95% Traditional ROI: 5.11%
9 Hook Road Poughkeepsie, NY Welcome to your new home or a great location for an investor! Located on almost an acre of...	3 beds \| 2 baths \| 1,850 sq.ft.	$400,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 2.89% Airbnb Rental Income: $3571 Traditional Rental Income: $2718 Airbnb ROI: 3.07% Traditional ROI: 2.89%
1016 Dutchess Turnpike Poughkeepsie, NY LOCATION, 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: 3.48% Traditional cash on cash: 3.81% Airbnb Rental Income: $3571 Traditional Rental Income: $2917 Airbnb ROI: 3.48% Traditional ROI: 3.81%
207 Rochdale Road Poughkeepsie, NY From 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: 1.97% Traditional cash on cash: 3.21% Airbnb Rental Income: $3571 Traditional Rental Income: $3348 Airbnb ROI: 1.97% Traditional ROI: 3.21%
27 Verazzano Boulevard Poughkeepsie, NY Welcome to this two-bedroom, two-bathroom home newly renovated both inside and out. The go...	2 beds \| 2 baths \| 1,004 sq.ft.	$319,000	Airbnb cash on cash: 4.44% Traditional cash on cash: 5% Airbnb Rental Income: $2824 Traditional Rental Income: $2332 Airbnb ROI: 4.44% Traditional ROI: 5%
160 Academy Street #5A Poughkeepsie, NY Welcome to Executive Towers! This 1 bedroom 1 bath unit on 5th floor offers High Rise livi...	1 beds \| 1 baths \| 624 sq.ft.	$119,900	Airbnb cash on cash: 4.8% Traditional cash on cash: 3.79% Airbnb Rental Income: $2283 Traditional Rental Income: $1597 Airbnb ROI: 4.8% Traditional ROI: 3.79%
18 Four Winds Drive Poughkeepsie, NY This "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: 1.74% Traditional cash on cash: 3.29% Airbnb Rental Income: $3571 Traditional Rental Income: $3660 Airbnb ROI: 1.74% Traditional ROI: 3.29%
35 Robin Road Poughkeepsie, NY In 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: 9.75% Traditional cash on cash: 3.47% Airbnb Rental Income: $6621 Traditional Rental Income: $2975 Airbnb ROI: 9.75% Traditional ROI: 3.47%
17 Park Avenue Poughkeepsie, NY Tour today, this three bedroom one bath foursquare style home! Featuring stunning hardwood...	3 beds \| 1 baths \| 1,555 sq.ft.	$334,900	Airbnb cash on cash: 4.36% Traditional cash on cash: 2.6% Airbnb Rental Income: $3571 Traditional Rental Income: $2235 Airbnb ROI: 4.36% Traditional ROI: 2.6%
17 Old Mill Road Poughkeepsie, NY DIAMOND IN THE ROUGH! THIS HOUSE HAS SO MUCH POTENTIAL WITH THE RIGHT VISION. HOME SITS L...	4 beds \| 3 baths \| 2,236 sq.ft.	$359,999	Airbnb cash on cash: 9.83% Traditional cash on cash: 6.75% Airbnb Rental Income: $6621 Traditional Rental Income: $4288 Airbnb ROI: 9.83% Traditional ROI: 6.75%
14 Horseshoe Drive Poughkeepsie, NY Welcome to this charming 3-bedroom, 1.5-bathroom ranch home in LaGrange, where comfort mee...	3 beds \| 2 baths \| 1,374 sq.ft.	$349,000	Airbnb cash on cash: 4.43% Traditional cash on cash: 4.17% Airbnb Rental Income: $3571 Traditional Rental Income: $2700 Airbnb ROI: 4.43% Traditional ROI: 4.17%
131 Cavo Drive Poughkeepsie, NY 4 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: 5.29% Traditional cash on cash: 6.48% Airbnb Rental Income: $6621 Traditional Rental Income: $6128 Airbnb ROI: 5.29% Traditional ROI: 6.48%
29 Carriage Hill Lane Poughkeepsie, NY Welcome to this stunning home located on a picture perfect level homesite in the sought-af...	4 beds \| 3 baths \| 2,550 sq.ft.	$555,500	Airbnb cash on cash: 6.96% Traditional cash on cash: 3.41% Airbnb Rental Income: $6621 Traditional Rental Income: $3487 Airbnb ROI: 6.96% Traditional ROI: 3.41%
16 Friendly Lane Poughkeepsie, NY Welcome 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: 5.22% Traditional cash on cash: 3.4% Airbnb Rental Income: $3571 Traditional Rental Income: $2273 Airbnb ROI: 5.22% Traditional ROI: 3.4%
73 Round Hill Road Poughkeepsie, NY Come fall in love with this beautiful 3 bedroom 3 bath Spackenkill home that is totally ex...	3 beds \| 3 baths \| 2,224 sq.ft.	$524,930	Airbnb cash on cash: 2.56% Traditional cash on cash: 4.09% Airbnb Rental Income: $3571 Traditional Rental Income: $3536 Airbnb ROI: 2.56% Traditional ROI: 4.09%
21 Manor Drive Poughkeepsie, NY Welcome to this lovely residence, first time on the market. This expansive home was loving...	4 beds \| 4 baths \| 2,773 sq.ft.	$599,900	Airbnb cash on cash: 5.9% Traditional cash on cash: 3.69% Airbnb Rental Income: $6621 Traditional Rental Income: $4092 Airbnb ROI: 5.9% Traditional ROI: 3.69%
125 Sleight Plass Road Poughkeepsie, NY Don't miss this immaculate and elegant ranch-style home that has everything you desire! If...	3 beds \| 2 baths \| 1,751 sq.ft.	$479,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 3.34% Airbnb Rental Income: $3571 Traditional Rental Income: $2869 Airbnb ROI: 3.16% Traditional ROI: 3.34%
71 Hillis Terrace Poughkeepsie, NY With a little imagination this can become your perfect home. Ranch style home sitting on 1...	3 beds \| 2 baths \| 1,424 sq.ft.	$429,000	Airbnb cash on cash: 2.68% Traditional cash on cash: 2.46% Airbnb Rental Income: $3571 Traditional Rental Income: $2698 Airbnb ROI: 2.68% Traditional ROI: 2.46%
22 Wilmot Terrace Poughkeepsie, NY a/o 09/22 This charming updated three-bedroom, one-bath home, nestled on a quiet cul-de-sa...	3 beds \| 1 baths \| 1,278 sq.ft.	$375,000	Airbnb cash on cash: 5.02% Traditional cash on cash: 3.25% Airbnb Rental Income: $3571 Traditional Rental Income: $2163 Airbnb ROI: 5.02% Traditional ROI: 3.25%
62 Hillcrest Drive Poughkeepsie, NY Unlock the Potential of This Ranch Style Home! This property presents a fantastic opportun...	3 beds \| 2 baths \| 1,344 sq.ft.	$319,900	Airbnb cash on cash: 5.52% Traditional cash on cash: 5.39% Airbnb Rental Income: $3571 Traditional Rental Income: $2749 Airbnb ROI: 5.52% Traditional ROI: 5.39%
11 Sherwood Lane Poughkeepsie, NY Available for immediate occupancy for this 3-4 BRs in Greenfields subdivision. Home locate...	3 beds \| 3 baths \| 1,841 sq.ft.	$359,888	Airbnb cash on cash: 4.72% Traditional cash on cash: 5.94% Airbnb Rental Income: $3571 Traditional Rental Income: $3198 Airbnb ROI: 4.72% Traditional ROI: 5.94%

Real Estate investment in Poughkeepsie, NY

There are 77 properties for sale in the city of Poughkeepsie . The median list price in Poughkeepsie is $392,500 and the average price per square foot is $197. In November 2024, the average monthly cash on cash return in Poughkeepsie is 4.00%. The average monthly rental income in Poughkeepsie is $2,932.

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

There are 77 investment properties available for sale in Poughkeepsie.

In 2024, the best neighborhood to buy investment property is Poughkeepsie.

The ROI for Short-Term is higher than the Long-Term in Poughkeepsie with average rental income of $3,571.

Your search for investment property begins and ends here

Investment Property for Sale in Poughkeepsie, NY

26 Wildflower Ridge

Poughkeepsie, NY

4 beds | 3 baths | 2,644 sq.ft.

$595,000

Airbnb cash on cash: 5.87%

Traditional cash on cash: 2.65%

Airbnb Rental Income: $6621

Traditional Rental Income: $3540

Airbnb ROI: 5.87%

Traditional ROI: 2.65%

52 Cardinal Drive

Poughkeepsie, NY

4 beds | 2 baths | 1,660 sq.ft.

$445,000

Airbnb cash on cash: 8.96%

Traditional cash on cash: 3.73%

Airbnb Rental Income: $6621

Traditional Rental Income: $3150

Airbnb ROI: 8.96%

Traditional ROI: 3.73%

4002 Fox Lane

Poughkeepsie, NY

2 beds | 2 baths | 1,040 sq.ft.

$290,000

Airbnb cash on cash: 3.42%

Traditional cash on cash: 4.59%

Airbnb Rental Income: $2824

Traditional Rental Income: $2484

Airbnb ROI: 3.42%

Traditional ROI: 4.59%

54 Hillcrest Drive

Poughkeepsie, NY

3 beds | 1 baths | 1,152 sq.ft.

$349,900

Airbnb cash on cash: 5.2%

Traditional cash on cash: 3.67%

Airbnb Rental Income: $3571

Traditional Rental Income: $2283

Airbnb ROI: 5.2%

Traditional ROI: 3.67%

13 Nichols Court

Poughkeepsie, NY

4 beds | 3 baths | 1,970 sq.ft.

$597,000

Airbnb cash on cash: 5.26%

Traditional cash on cash: 2.07%

Airbnb Rental Income: $6621

Traditional Rental Income: $3547

Airbnb ROI: 5.26%

Traditional ROI: 2.07%

59 N Grand Ave

Poughkeepsie, NY

3 beds | 2 baths | 1,644 sq.ft.

$460,000

Airbnb cash on cash: 2.46%

Traditional cash on cash: 2.8%

Airbnb Rental Income: $3571

Traditional Rental Income: $2932

Airbnb ROI: 2.46%

Traditional ROI: 2.8%

96 Hudson Avenue

Poughkeepsie, NY

3 beds | 2 baths | 1,080 sq.ft.

$299,999

Airbnb cash on cash: 7.67%

Traditional cash on cash: 6.43%

Airbnb Rental Income: $3571

Traditional Rental Income: $2437

Airbnb ROI: 7.67%

Traditional ROI: 6.43%

70 Marple Rd Ext

Poughkeepsie, NY

3 beds | 1 baths | 1,608 sq.ft.

$385,000

Airbnb cash on cash: 3.67%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $3571

Traditional Rental Income: $2463

Airbnb ROI: 3.67%