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.

Single Family Homes for Sale in Poughkeepsie, NY

Search for Single Family Residential for Sale in Poughkeepsie, New York. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 73 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
51 Woodland Avenue Poughkeepsie, NY Welcome to 51 Woodland Avenue, a stunning stone-front Colonial located in the highly desir...	3 beds \| 2 baths \| 1,712 sq.ft.	$509,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 3.29% Airbnb Rental Income: $1959 Traditional Rental Income: $2998 Airbnb ROI: 0.03% Traditional ROI: 3.29%
24 Greenhouse Lane Poughkeepsie, NY Super location for the end of cul de sac location duplex. There are no common charges for ...	3 beds \| 2 baths \| 1,206 sq.ft.	$345,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 4.91% Airbnb Rental Income: $1959 Traditional Rental Income: $2599 Airbnb ROI: 1.34% Traditional ROI: 4.91%
375 Salt Point Turnpike #1G Poughkeepsie, NY Welcome to 375 Salt Point Turnpike - a beautifully maintained end-unit townhome offering 3...	3 beds \| 3 baths \| 1,418 sq.ft.	$299,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 5.68% Airbnb Rental Income: $1959 Traditional Rental Income: $3000 Airbnb ROI: 0.17% Traditional ROI: 5.68%
85 Sunset Avenue Poughkeepsie, NY This 4-bedroom, 1-bathroom property offers a layout ideal for renting, with close proximit...	4 beds \| 1 baths \| 1,144 sq.ft.	$365,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 2.45% Airbnb Rental Income: $2063 Traditional Rental Income: $2207 Airbnb ROI: 0.48% Traditional ROI: 2.45%
8 Van Wyck Drive Poughkeepsie, NY One level living at it's finest! With all the updates and maintenance items completed, all...	3 beds \| 1 baths \| 875 sq.ft.	$324,930	Airbnb cash on cash: 1.01% Traditional cash on cash: 2.95% Airbnb Rental Income: $1959 Traditional Rental Income: $2035 Airbnb ROI: 1.01% Traditional ROI: 2.95%
18 Cardinal Drive Poughkeepsie, NY Charming ranch-style home offering comfortable one-level living in Poughkeepsie. This 3-be...	3 beds \| 2 baths \| 1,080 sq.ft.	$449,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 1.86% Airbnb Rental Income: $1959 Traditional Rental Income: $2547 Airbnb ROI: -0.76% Traditional ROI: 1.86%
12 W Dogwood Drive Poughkeepsie, NY Welcome to this fully renovated home ideally located near IBM Headquarters, Marist College...	3 beds \| 2 baths \| 1,652 sq.ft.	$425,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 3.26% Airbnb Rental Income: $2239 Traditional Rental Income: $3071 Airbnb ROI: -0.24% Traditional ROI: 3.26%
104 SUTTON PARK Road Poughkeepsie, NY Renovated and move in ready. This spacious Raised Ranch has been refurbished with many new...	3 beds \| 2 baths \| 2,298 sq.ft.	$469,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 4.19% Airbnb Rental Income: $1959 Traditional Rental Income: $3203 Airbnb ROI: 0.19% Traditional ROI: 4.19%
13 Timberline Drive Poughkeepsie, NY Pastoral park-like setting on a quiet street embraces this beautiful three bedroom, two an...	3 beds \| 3 baths \| 1,812 sq.ft.	$534,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 2.73% Airbnb Rental Income: $1959 Traditional Rental Income: $3329 Airbnb ROI: -1.05% Traditional ROI: 2.73%
163 N Hamilton Street Poughkeepsie, NY Welcome home to this absolutely stunning Colonial nestled in the city of Poughkeepsie, con...	3 beds \| 2 baths \| 1,491 sq.ft.	$355,460	Airbnb cash on cash: 1.05% Traditional cash on cash: 5.29% Airbnb Rental Income: $1959 Traditional Rental Income: $2861 Airbnb ROI: 1.05% Traditional ROI: 5.29%
25 Woodcliff Avenue Poughkeepsie, NY Opportunity knocks at 25 Woodcliff Ave! This 3-bedroom, 1.5-bath home offers strong upside...	3 beds \| 2 baths \| 1,531 sq.ft.	$199,000	Airbnb cash on cash: 3.54% Traditional cash on cash: 5.71% Airbnb Rental Income: $2239 Traditional Rental Income: $2087 Airbnb ROI: 3.54% Traditional ROI: 5.71%
30 Garfield Place Poughkeepsie, NY Opportunity awaits with this spacious 4 bedroom, 3 bath Southside Poughkeepsie home in a s...	4 beds \| 3 baths \| 2,952 sq.ft.	$350,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 7.61% Airbnb Rental Income: $2063 Traditional Rental Income: $3801 Airbnb ROI: 0.7% Traditional ROI: 7.61%
159 Rombout Road Poughkeepsie, NY Experience refined living in this stunning Great Hall Colonial, offering 3,225 sq ft of th...	4 beds \| 4 baths \| 4,657 sq.ft.	$850,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 3.01% Airbnb Rental Income: $2063 Traditional Rental Income: $4706 Airbnb ROI: -1.01% Traditional ROI: 3.01%
42 Beechwood Park Poughkeepsie, NY Welcome to 42 Beechwood Park, a well-maintained and inviting home nestled on a quiet, tree...	4 beds \| 3 baths \| 2,993 sq.ft.	$529,990	Airbnb cash on cash: -1.2% Traditional cash on cash: 4.1% Airbnb Rental Income: $2063 Traditional Rental Income: $4156 Airbnb ROI: -1.2% Traditional ROI: 4.1%
18 Dorland Ave Poughkeepsie, NY 18 Dorland Ave, Poughkeepsie, NY 12603 Arlington School District â¢ 1.65 Acres â¢ RM Zo...	3 beds \| 2 baths \| N/A	$699,975	Airbnb cash on cash: 0.23% Traditional cash on cash: 2.02% Airbnb Rental Income: $1959 Traditional Rental Income: $2616 Airbnb ROI: 0.23% Traditional ROI: 2.02%
113 Hooker Avenue Poughkeepsie, NY Discover the timeless charm of this 1915 Grand Colonial Estate on Poughkeepsie's desirable...	5 beds \| 6 baths \| 4,800 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.65% Airbnb Rental Income: $null Traditional Rental Income: $7851 Airbnb ROI: N/A Traditional ROI: 11.65%
34 Woodland Avenue Poughkeepsie, NY Price Improvement - Your Dream Home Just Got Closer! A Deal is to be made and back on the ...	3 beds \| 3 baths \| 1,850 sq.ft.	$389,900	Airbnb cash on cash: 0.74% Traditional cash on cash: 6.53% Airbnb Rental Income: $1959 Traditional Rental Income: $3563 Airbnb ROI: 0.74% Traditional ROI: 6.53%
35 Fallkill Avenue Poughkeepsie, NY Welcome to 35 Fallkill Ave, a beautifully reimagined Colonial that blends timeless charm w...	2 beds \| 1 baths \| 1,025 sq.ft.	$240,000	Airbnb cash on cash: -1.96% Traditional cash on cash: 3.41% Airbnb Rental Income: $1123 Traditional Rental Income: $1965 Airbnb ROI: -1.96% Traditional ROI: 3.41%
10 Lori Street Poughkeepsie, NY 3 Level 4 Bedroom 1.5 bath Split Level home on .32 acre lot in Town of Poughkeepsie! Huge ...	4 beds \| 2 baths \| 1,525 sq.ft.	$370,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 5.47% Airbnb Rental Income: $2063 Traditional Rental Income: $3254 Airbnb ROI: 0.51% Traditional ROI: 5.47%
22 Old Mill Road 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: -1.91% Traditional cash on cash: 4.19% Airbnb Rental Income: $2063 Traditional Rental Income: $4102 Airbnb ROI: -1.91% Traditional ROI: 4.19%
56 Daley Road Poughkeepsie, NY Hudson Valley Haven - 56 Daley Rd, Poughkeepsie, NY Step into your private retreat in the ...	5 beds \| 2 baths \| 2,823 sq.ft.	$570,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.63% Airbnb Rental Income: $null Traditional Rental Income: $3971 Airbnb ROI: N/A Traditional ROI: 4.63%
16 Kingwood Lane Poughkeepsie, NY TO BE BUILT NEW CONSTRUCTION IN THE PRESTIGIOUS KINGWOOD PARK DEVELOPMENT WITHIN THE S...	4 beds \| 4 baths \| 3,867 sq.ft.	$1,595,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 2.37% Airbnb Rental Income: $2063 Traditional Rental Income: $5588 Airbnb ROI: -0.37% Traditional ROI: 2.37%
6 North Drive Poughkeepsie, NY Welcome to this beautiful home located in a quiet neighborhood. This home offers the perfe...	5 beds \| 3 baths \| 2,362 sq.ft.	$580,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $3931 Airbnb ROI: N/A Traditional ROI: 4.54%
14 W Dogwood Drive Poughkeepsie, NY In Poughkeepsie, this home presents an exceptional opportunity with 3 bedrooms, 1 full bat...	3 beds \| 1 baths \| 1,144 sq.ft.	$430,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 2.28% Airbnb Rental Income: $1959 Traditional Rental Income: $2376 Airbnb ROI: -0.03% Traditional ROI: 2.28%
15 Milano Drive Poughkeepsie, NY Motivated Seller. Welcome to 15 Milano Drive, an updated 3-bedroom house, 2 bath gem nestl...	3 beds \| 2 baths \| 2,700 sq.ft.	$459,900	Airbnb cash on cash: -0.41% Traditional cash on cash: 3.7% Airbnb Rental Income: $1959 Traditional Rental Income: $3212 Airbnb ROI: -0.41% Traditional ROI: 3.7%
28 Cardinal Drive Poughkeepsie, NY Spackenkill Ranch! Lovely 3-bedroom Ranch located in a nice established neighborhood. This...	3 beds \| 2 baths \| 1,500 sq.ft.	$439,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 3.79% Airbnb Rental Income: $1959 Traditional Rental Income: $2899 Airbnb ROI: 0.25% Traditional ROI: 3.79%
14 Bellmore Drive Poughkeepsie, NY Attention INVESTORS & Home Flippers! Opportunity knocks at 14 Bellmore Dr in Poughkeepsie....	3 beds \| 2 baths \| 1,724 sq.ft.	$290,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 6.14% Airbnb Rental Income: $1959 Traditional Rental Income: $2970 Airbnb ROI: 0.55% Traditional ROI: 6.14%
45 Old Farms Rd Poughkeepsie, NY A beautifully updated and maintained large property with lots of possibilities. Five large...	5 beds \| 3 baths \| 2,406 sq.ft.	$680,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.06% Airbnb Rental Income: $null Traditional Rental Income: $4238 Airbnb ROI: N/A Traditional ROI: 3.06%
111 S Hamilton Street Poughkeepsie, NY Welcome to 111 S Hamilton Street, Poughkeepsie! Located in Poughkeepsie's desirable South ...	4 beds \| 2 baths \| 1,900 sq.ft.	$415,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 5.17% Airbnb Rental Income: $2063 Traditional Rental Income: $3238 Airbnb ROI: 0.78% Traditional ROI: 5.17%
7 Birkdale Court Poughkeepsie, NY Take advantage of the opportunity to own this move-in ready 2 bedroom, 2.5 bath townhouse ...	2 beds \| 3 baths \| 1,329 sq.ft.	$395,000	Airbnb cash on cash: -3.32% Traditional cash on cash: 2.31% Airbnb Rental Income: $1123 Traditional Rental Income: $2832 Airbnb ROI: -3.32% Traditional ROI: 2.31%
409 Baker Street Poughkeepsie, NY This 1921 Colonial in Poughkeepsie offers a solid opportunity for buyers looking for an in...	3 beds \| 1 baths \| 1,276 sq.ft.	$199,900	Airbnb cash on cash: 3.27% Traditional cash on cash: 7.44% Airbnb Rental Income: $1959 Traditional Rental Income: $2236 Airbnb ROI: 3.27% Traditional ROI: 7.44%
220 Wilbur Boulevard Poughkeepsie, NY Located in the Spackenkill School District, this well-maintained Ranch styled home sits on...	3 beds \| 2 baths \| 1,896 sq.ft.	$399,999	Airbnb cash on cash: -0.1% Traditional cash on cash: 4.29% Airbnb Rental Income: $1959 Traditional Rental Income: $3091 Airbnb ROI: -0.1% Traditional ROI: 4.29%
261 Titusville Road Poughkeepsie, NY This well-maintained 2-bedroom, 1-bath ranch is set along Titusville Road in LaGrange, off...	2 beds \| 1 baths \| 1,098 sq.ft.	$295,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 1.84% Airbnb Rental Income: $1123 Traditional Rental Income: $1499 Airbnb ROI: -0.87% Traditional ROI: 1.84%
487 Sheafe Road Poughkeepsie, NY UNDER CONSTRUCTION Beautiful, new, open floorplan concept in this 21st Century Raised ...	4 beds \| 3 baths \| 2,700 sq.ft.	$589,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 5.35% Airbnb Rental Income: $2063 Traditional Rental Income: $3770 Airbnb ROI: 1.28% Traditional ROI: 5.35%
4 Walnut Street Poughkeepsie, NY Welcome to 4 Walnut Street - a beautifully renovated Cape Cod home in the heart of Hyde Pa...	4 beds \| 2 baths \| 1,400 sq.ft.	$448,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.01% Airbnb Rental Income: $2063 Traditional Rental Income: $2820 Airbnb ROI: 0.94% Traditional ROI: 4.01%
34 Smith Street Poughkeepsie, NY Move-In Ready \| Commuter-Friendly \| Motivated Seller. Welcome to 34 Smith Street-a beautif...	3 beds \| 2 baths \| 2,200 sq.ft.	$324,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 6.8% Airbnb Rental Income: $1959 Traditional Rental Income: $3023 Airbnb ROI: 1.62% Traditional ROI: 6.8%
15 E Dogwood Drive Poughkeepsie, NY Move in ready 2 Bed, 2 Bath Home with Pool and Finished Basement! Beautifully updated home...	2 beds \| 2 baths \| 852 sq.ft.	$429,000	Airbnb cash on cash: -2.13% Traditional cash on cash: 2.04% Airbnb Rental Income: $1123 Traditional Rental Income: $2424 Airbnb ROI: -2.13% Traditional ROI: 2.04%
310 Bridgeview Drive Poughkeepsie, NY Welcome to 310 Bridgeview at Hudson Pointe, a premier gated waterfront community along the...	2 beds \| 3 baths \| 1,688 sq.ft.	$479,999	Airbnb cash on cash: -3.49% Traditional cash on cash: 2.09% Airbnb Rental Income: $1123 Traditional Rental Income: $3254 Airbnb ROI: -3.49% Traditional ROI: 2.09%
20 Hillview Drive Poughkeepsie, NY Picture yourself in this charming, LaGrange colonial in the Arlington Central School Distr...	4 beds \| 3 baths \| 2,464 sq.ft.	$530,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 4.47% Airbnb Rental Income: $2063 Traditional Rental Income: $4209 Airbnb ROI: -0.94% Traditional ROI: 4.47%

Your search for investment property begins and ends here

Single Family Homes for Sale in Poughkeepsie, NY

51 Woodland Avenue

Poughkeepsie, NY

3 beds | 2 baths | 1,712 sq.ft.

$509,000

Airbnb cash on cash: 0.03%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $1959

Traditional Rental Income: $2998

Airbnb ROI: 0.03%

Traditional ROI: 3.29%

24 Greenhouse Lane

Poughkeepsie, NY

3 beds | 2 baths | 1,206 sq.ft.

$345,000

Airbnb cash on cash: 1.34%

Traditional cash on cash: 4.91%

Airbnb Rental Income: $1959

Traditional Rental Income: $2599

Airbnb ROI: 1.34%

Traditional ROI: 4.91%

375 Salt Point Turnpike #1G

Poughkeepsie, NY

3 beds | 3 baths | 1,418 sq.ft.

$299,900

Airbnb cash on cash: 0.17%

Traditional cash on cash: 5.68%

Airbnb Rental Income: $1959

Traditional Rental Income: $3000

Airbnb ROI: 0.17%

Traditional ROI: 5.68%

85 Sunset Avenue

Poughkeepsie, NY

4 beds | 1 baths | 1,144 sq.ft.

$365,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 2.45%

Airbnb Rental Income: $2063

Traditional Rental Income: $2207

Airbnb ROI: 0.48%

Traditional ROI: 2.45%

8 Van Wyck Drive

Poughkeepsie, NY

3 beds | 1 baths | 875 sq.ft.

$324,930

Airbnb cash on cash: 1.01%

Traditional cash on cash: 2.95%

Airbnb Rental Income: $1959

Traditional Rental Income: $2035

Airbnb ROI: 1.01%

Traditional ROI: 2.95%

18 Cardinal Drive

Poughkeepsie, NY

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

$449,000

Airbnb cash on cash: -0.76%

Traditional cash on cash: 1.86%

Airbnb Rental Income: $1959

Traditional Rental Income: $2547

Airbnb ROI: -0.76%

Traditional ROI: 1.86%

12 W Dogwood Drive

Poughkeepsie, NY

3 beds | 2 baths | 1,652 sq.ft.

$425,000

Airbnb cash on cash: -0.24%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $2239

Traditional Rental Income: $3071

Airbnb ROI: -0.24%

Traditional ROI: 3.26%

104 SUTTON PARK Road

Poughkeepsie, NY

3 beds | 2 baths | 2,298 sq.ft.

$469,900

Airbnb cash on cash: 0.19%

Traditional cash on cash: 4.19%

Airbnb Rental Income: $1959

Traditional Rental Income: $3203

Airbnb ROI: 0.19%