Real Estate Investment Properties for Sale in Middletown, NY

Looking for investment property in Middletown, NY with high ROI ?

Explore a variety of short-term homes & houses in Middletown, NY. Invest wisely with VRBO & Middletown, NY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Multi Family for Sale in Middletown, NY

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

Showing 1 Multi Family 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
126 W Main Street Middletown, NY STUNNING MIDDLETOWN MULTI-FAMILY is now available for your purchase!! This 2-family Coloni...	6 beds \| 4 baths \| 2,074 sq.ft.	$575,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 5.18% Airbnb Rental Income: $1439 Traditional Rental Income: $3988 Airbnb ROI: -0.37% Traditional ROI: 5.18%
Other Investment Properties for Sale in Middletown
100 Excelsior Avenue Middletown , NY Welcome home to this 3 bedroom, 2.5 bath colonial tucked away on a quiet side street in th...	3 beds \| 3 baths \| 1,643 sq.ft.	$400,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 5.67% Airbnb Rental Income: $1439 Traditional Rental Income: $3128 Airbnb ROI: 0.02% Traditional ROI: 5.67%
179 Reservoir Road Middletown , NY Warmth, comfort & space in the Hudson Valley. Welcome home to this spacious Colonial on 2....	3 beds \| 2 baths \| 3,080 sq.ft.	$620,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 2.98% Airbnb Rental Income: $1439 Traditional Rental Income: $3438 Airbnb ROI: -1.21% Traditional ROI: 2.98%
295 Lybolt Road Middletown , NY A/O 9.1.25 ... Spacious home with large yard on a quiet street - what more could you want?...	3 beds \| 2 baths \| 1,222 sq.ft.	$470,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 3.44% Airbnb Rental Income: $1439 Traditional Rental Income: $2800 Airbnb ROI: -0.63% Traditional ROI: 3.44%
115 Vincent Drive Middletown , NY Check out 115 Vincent Drive, a unique split ranch in Middletown, NY. Itâs close to every...	3 beds \| 2 baths \| 1,964 sq.ft.	$320,000	Airbnb cash on cash: -1.42% Traditional cash on cash: 5.66% Airbnb Rental Income: $1439 Traditional Rental Income: $3141 Airbnb ROI: -1.42% Traditional ROI: 5.66%
482 Scotchtown Avenue Middletown , NY Classic 1863 Farmhouse in Mint Condition - Riverfront Property in Goshen School District. ...	5 beds \| 3 baths \| 2,828 sq.ft.	$759,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.82% Airbnb Rental Income: $null Traditional Rental Income: $3892 Airbnb ROI: N/A Traditional ROI: 2.82%
5 Oak Ridge Road Middletown , NY Built in 2020, this spacious 2,392 sq ft home offers 4 bedrooms, 3 full bathrooms, and a 2...	4 beds \| 3 baths \| 2,392 sq.ft.	$599,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 3.71% Airbnb Rental Income: $2323 Traditional Rental Income: $3865 Airbnb ROI: -0.08% Traditional ROI: 3.71%
24 Kent Court Middletown , NY Elegant 2-Bedroom, 3-Bath End Unit in Sought-After Waters Edge Community Welcome to this b...	2 beds \| 3 baths \| 1,241 sq.ft.	$325,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 6.38% Airbnb Rental Income: $1504 Traditional Rental Income: $2931 Airbnb ROI: 0.27% Traditional ROI: 6.38%
5 Raleigh Close Middletown , NY CANTERBURY KNOLLS of Wallkill now offers this GORGEOUS TURN-KEY Contemporary style home ju...	3 beds \| 2 baths \| 1,608 sq.ft.	$375,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 5.09% Airbnb Rental Income: $1439 Traditional Rental Income: $2999 Airbnb ROI: -0.56% Traditional ROI: 5.09%
5 Peace Drive Middletown , NY Commuter's Dream in the Town Of Wallkill ! This 3 Bedroom Raised Ranch offers hardwood flo...	3 beds \| 1 baths \| 1,144 sq.ft.	$395,000	Airbnb cash on cash: 0% Traditional cash on cash: 3.85% Airbnb Rental Income: $1439 Traditional Rental Income: $2437 Airbnb ROI: 0% Traditional ROI: 3.85%
77 Prince Street Middletown , NY Welcome to this beautiful well maintained contemporary two story home nestled in the heart...	3 beds \| 3 baths \| 1,245 sq.ft.	$399,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 4.18% Airbnb Rental Income: $1439 Traditional Rental Income: $2783 Airbnb ROI: -0.56% Traditional ROI: 4.18%
65 Monhagen Avenue Middletown , NY This beautifully updated Cape Cod-style single-family home offers 3 bedrooms and 2.5 baths...	3 beds \| 3 baths \| 930 sq.ft.	$350,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 5.42% Airbnb Rental Income: $1439 Traditional Rental Income: $2788 Airbnb ROI: 0.01% Traditional ROI: 5.42%
44 Houston Avenue Middletown , NY Excellent opportunity to own a 2 family house whether you are an investor or want to live ...	5 beds \| 2 baths \| N/A	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.72% Airbnb Rental Income: $null Traditional Rental Income: $3397 Airbnb ROI: N/A Traditional ROI: 6.72%
350 Concord Lane Middletown , NY Welcome to this beautiful 2-bedroom, 2-bathroom condo located in the heart of Middletown, ...	2 beds \| 2 baths \| 955 sq.ft.	$213,999	Airbnb cash on cash: -0.65% Traditional cash on cash: 4.94% Airbnb Rental Income: $1504 Traditional Rental Income: $2198 Airbnb ROI: -0.65% Traditional ROI: 4.94%
565 Prosperous Valley Road Middletown , NY Your dream countryside retreat located in Orange County NY. This custom-built 4,000 sq. ft...	4 beds \| 3 baths \| 4,000 sq.ft.	$1,600,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 0.74% Airbnb Rental Income: $2323 Traditional Rental Income: $3993 Airbnb ROI: -0.77% Traditional ROI: 0.74%
6 Tice Lane Middletown , NY Set on 3 peaceful acres in a private country setting, this well-maintained raised ranch of...	3 beds \| 2 baths \| 2,070 sq.ft.	$449,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 4.49% Airbnb Rental Income: $1439 Traditional Rental Income: $3160 Airbnb ROI: -0.63% Traditional ROI: 4.49%

Your search for investment property begins and ends here

Multi Family for Sale in Middletown, NY

126 W Main Street

Middletown, NY

6 beds | 4 baths | 2,074 sq.ft.

$575,000

Airbnb cash on cash: -0.37%

Traditional cash on cash: 5.18%

Airbnb Rental Income: $1439

Traditional Rental Income: $3988

Airbnb ROI: -0.37%

Traditional ROI: 5.18%

Other Investment Properties for Sale in Middletown

Middletown , NY

3 beds | 3 baths | 1,643 sq.ft.

$400,000

Airbnb cash on cash: 0.02%

Traditional cash on cash: 5.67%

Airbnb Rental Income: $1439

Traditional Rental Income: $3128

Airbnb ROI: 0.02%

Traditional ROI: 5.67%

Middletown , NY

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

$620,000

Airbnb cash on cash: -1.21%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $1439

Traditional Rental Income: $3438

Airbnb ROI: -1.21%

Traditional ROI: 2.98%

Middletown , NY

3 beds | 2 baths | 1,222 sq.ft.

$470,000

Airbnb cash on cash: -0.63%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $1439

Traditional Rental Income: $2800

Airbnb ROI: -0.63%

Traditional ROI: 3.44%

Middletown , NY

3 beds | 2 baths | 1,964 sq.ft.

$320,000

Airbnb cash on cash: -1.42%

Traditional cash on cash: 5.66%

Airbnb Rental Income: $1439

Traditional Rental Income: $3141

Airbnb ROI: -1.42%

Traditional ROI: 5.66%

Middletown , NY

5 beds | 3 baths | 2,828 sq.ft.

$759,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.82%

Airbnb Rental Income: $null

Traditional Rental Income: $3892

Airbnb ROI: N/A

Traditional ROI: 2.82%

Middletown , NY

4 beds | 3 baths | 2,392 sq.ft.

$599,000

Airbnb cash on cash: -0.08%

Traditional cash on cash: 3.71%

Airbnb Rental Income: $2323

Traditional Rental Income: $3865

Airbnb ROI: -0.08%

Traditional ROI: 3.71%

Middletown , NY

2 beds | 3 baths | 1,241 sq.ft.

$325,000

Airbnb cash on cash: 0.27%

Traditional cash on cash: 6.38%

Airbnb Rental Income: $1504

Traditional Rental Income: $2931

Airbnb ROI: 0.27%

Traditional ROI: 6.38%

Middletown , NY

3 beds | 2 baths | 1,608 sq.ft.

$375,000

Airbnb cash on cash: -0.56%

Traditional cash on cash: 5.09%