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 4 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
20 John St Middletown, NY For Sale: Income-Producing Mixed-Use Building in Prime Downtown Middletown Take advantage ...	3 beds \| 3 baths \| 5,157 sq.ft.	$575,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 3.75% Airbnb Rental Income: $1592 Traditional Rental Income: $3434 Airbnb ROI: -0.53% Traditional ROI: 3.75%
317 E Main St #309 Middletown, NY Welcome to this beautiful two-family home located on E Main Street! Perfect for owner-occu...	10 beds \| 4 baths \| N/A	$599,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 5.42% Airbnb Rental Income: $2221 Traditional Rental Income: $4622 Airbnb ROI: 0.13% Traditional ROI: 5.42%
37 Monhagen Ave Middletown, NY Welcome to an opportunity that is becoming harder and harder to find. This multi-family pr...	5 beds \| 3 baths \| N/A	$399,900	Airbnb cash on cash: 1.54% Traditional cash on cash: 7.88% Airbnb Rental Income: $2221 Traditional Rental Income: $4040 Airbnb ROI: 1.54% Traditional ROI: 7.88%
Other Investment Properties for Sale in Middletown
31 Bendlin Ln Middletown , NY Situated on its own road in the sought after Minisink Valley School District, this 3 bedro...	3 beds \| 2 baths \| 2,024 sq.ft.	$549,999	Airbnb cash on cash: -0.33% Traditional cash on cash: 4.08% Airbnb Rental Income: $1592 Traditional Rental Income: $3325 Airbnb ROI: -0.33% Traditional ROI: 4.08%
179 Reservoir Rd 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.	$550,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 3.11% Airbnb Rental Income: $1592 Traditional Rental Income: $3438 Airbnb ROI: -0.99% Traditional ROI: 3.11%
5 Kendal Ln Middletown , NY Modern Comfort & Lake Access - The Best of Waters Edge! Welcome to this beautifully mainta...	2 beds \| 2 baths \| 1,241 sq.ft.	$333,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 6.22% Airbnb Rental Income: $1479 Traditional Rental Income: $2651 Airbnb ROI: 1.08% Traditional ROI: 6.22%
5 Oak Ridge Rd 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.	$575,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 3.81% Airbnb Rental Income: $2881 Traditional Rental Income: $3865 Airbnb ROI: 0.79% Traditional ROI: 3.81%
217-219 Highland Ave Middletown , NY Spacious and charming 3-bedroom, 2.5-bath home featuring a welcoming wraparound porch and ...	3 beds \| 2 baths \| 2,228 sq.ft.	$479,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 5.12% Airbnb Rental Income: $1592 Traditional Rental Income: $3651 Airbnb ROI: -0.49% Traditional ROI: 5.12%
568 County Route 49 #2C Middletown , NY Privately set in a quiet and intimate four-unit HOA community, this bright and welcoming h...	3 beds \| 2 baths \| 1,593 sq.ft.	$399,900	Airbnb cash on cash: -1.07% Traditional cash on cash: 4.06% Airbnb Rental Income: $1592 Traditional Rental Income: $3061 Airbnb ROI: -1.07% Traditional ROI: 4.06%
15 Kendal Ln Middletown , NY Beautifully maintained end-unit townhouse in the highly desirable Water's Edge community! ...	2 beds \| 2 baths \| 1,241 sq.ft.	$349,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 4.78% Airbnb Rental Income: $1479 Traditional Rental Income: $2540 Airbnb ROI: 0.21% Traditional ROI: 4.78%
512 County Route 49 Middletown , NY Welcome to this stunning, meticulously maintained Chesterfield Colonial offering breathtak...	4 beds \| 2 baths \| 2,906 sq.ft.	$749,900	Airbnb cash on cash: 0.47% Traditional cash on cash: 2.97% Airbnb Rental Income: $2881 Traditional Rental Income: $3963 Airbnb ROI: 0.47% Traditional ROI: 2.97%
145 Wawayanda Ave Middletown , NY Nestled in one of Middletown's most convenient residential neighborhoods. This property bl...	3 beds \| 2 baths \| 1,248 sq.ft.	$369,900	Airbnb cash on cash: 0.08% Traditional cash on cash: 4.71% Airbnb Rental Income: $1592 Traditional Rental Income: $2743 Airbnb ROI: 0.08% Traditional ROI: 4.71%
129 Concord Ln Middletown , NY An exceptional opportunity for homeowners and savvy investors, this sun-drenched, southeas...	2 beds \| 1 baths \| 1,230 sq.ft.	$259,000	Airbnb cash on cash: 1.23% Traditional cash on cash: 7.7% Airbnb Rental Income: $1479 Traditional Rental Income: $2626 Airbnb ROI: 1.23% Traditional ROI: 7.7%
57 Boorman Rd Middletown , NY Renovated Dutch Colonial on 5+ private acres in the Minisink school district, just minutes...	3 beds \| 3 baths \| 2,074 sq.ft.	$425,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 4.4% Airbnb Rental Income: $1592 Traditional Rental Income: $2968 Airbnb ROI: -0.2% Traditional ROI: 4.4%
83 Deer Ct Dr Middletown , NY Beautifully renovated 3-bedroom, 2.5-bathroom, 1-car garage, two-story townhouse located i...	3 beds \| 2 baths \| 1,919 sq.ft.	$399,900	Airbnb cash on cash: -0.6% Traditional cash on cash: 5.25% Airbnb Rental Income: $1592 Traditional Rental Income: $3329 Airbnb ROI: -0.6% Traditional ROI: 5.25%
59 Woodside Knolls Dr Middletown , NY Welcome home to this impeccably maintained, tri-level townhouse nestled in the heart of th...	3 beds \| 2 baths \| 2,427 sq.ft.	$489,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 4.52% Airbnb Rental Income: $1592 Traditional Rental Income: $3656 Airbnb ROI: -0.99% Traditional ROI: 4.52%
226 Concord Ln Middletown , NY Renovated in 2021 is this first floor 1 bedroom condo in Buttonwood conveniently located c...	1 beds \| 1 baths \| 735 sq.ft.	$160,000	Airbnb cash on cash: -5.57% Traditional cash on cash: 4.95% Airbnb Rental Income: $560 Traditional Rental Income: $1885 Airbnb ROI: -5.57% Traditional ROI: 4.95%
89 Prince St Middletown , NY There is a particular kind of quiet that arrives when a place becomes yours. The last box ...	2 beds \| 1 baths \| 1,008 sq.ft.	$329,900	Airbnb cash on cash: 0.07% Traditional cash on cash: 5.28% Airbnb Rental Income: $1479 Traditional Rental Income: $2660 Airbnb ROI: 0.07% Traditional ROI: 5.28%

Your search for investment property begins and ends here

Multi Family for Sale in Middletown, NY

20 John St

Middletown, NY

3 beds | 3 baths | 5,157 sq.ft.

$575,000

Airbnb cash on cash: -0.53%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $1592

Traditional Rental Income: $3434

Airbnb ROI: -0.53%

Traditional ROI: 3.75%

317 E Main St #309

Middletown, NY

10 beds | 4 baths | N/A

$599,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: 5.42%

Airbnb Rental Income: $2221

Traditional Rental Income: $4622

Airbnb ROI: 0.13%

Traditional ROI: 5.42%

37 Monhagen Ave

Middletown, NY

5 beds | 3 baths | N/A

$399,900

Airbnb cash on cash: 1.54%

Traditional cash on cash: 7.88%

Airbnb Rental Income: $2221

Traditional Rental Income: $4040

Airbnb ROI: 1.54%

Traditional ROI: 7.88%

Other Investment Properties for Sale in Middletown

Middletown , NY

3 beds | 2 baths | 2,024 sq.ft.

$549,999

Airbnb cash on cash: -0.33%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $1592

Traditional Rental Income: $3325

Airbnb ROI: -0.33%

Traditional ROI: 4.08%

Middletown , NY

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

$550,000

Airbnb cash on cash: -0.99%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $1592

Traditional Rental Income: $3438

Airbnb ROI: -0.99%

Traditional ROI: 3.11%

Middletown , NY

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

$333,000

Airbnb cash on cash: 1.08%

Traditional cash on cash: 6.22%

Airbnb Rental Income: $1479

Traditional Rental Income: $2651

Airbnb ROI: 1.08%

Traditional ROI: 6.22%

Middletown , NY

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

$575,000

Airbnb cash on cash: 0.79%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $2881

Traditional Rental Income: $3865

Airbnb ROI: 0.79%

Traditional ROI: 3.81%

Middletown , NY

3 beds | 2 baths | 2,228 sq.ft.

$479,000

Airbnb cash on cash: -0.49%

Traditional cash on cash: 5.12%

Airbnb Rental Income: $1592

Traditional Rental Income: $3651

Airbnb ROI: -0.49%

Traditional ROI: 5.12%

Middletown , NY

3 beds | 2 baths | 1,593 sq.ft.

$399,900