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.

Townhouses for Sale in Middletown, NY

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

Showing 3 Townhouse 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
38 Woodside Knolls Drive Middletown, NY Welcome to Woodside Knolls! Discover this stunning tri-level townhouse located in one of t...	3 beds \| 4 baths \| 1,899 sq.ft.	$479,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 5.09% Airbnb Rental Income: $1260 Traditional Rental Income: $3844 Airbnb ROI: -1.56% Traditional ROI: 5.09%
2 Rivervale Road Middletown, NY Charming Corner Townhouse in Middletown â No HOA Fees! Welcome to 2 Riverdale Road, a de...	3 beds \| 2 baths \| 1,484 sq.ft.	$350,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 5.51% Airbnb Rental Income: $1260 Traditional Rental Income: $2763 Airbnb ROI: -0.27% Traditional ROI: 5.51%
3 Allan Park Mews Middletown, NY Welcome to the highly desired Canterbury Knolls in Town of Wallkill. Conveniently located ...	3 beds \| 2 baths \| 1,248 sq.ft.	$324,500	Airbnb cash on cash: -0.61% Traditional cash on cash: 5.07% Airbnb Rental Income: $1260 Traditional Rental Income: $2595 Airbnb ROI: -0.61% Traditional ROI: 5.07%
Other Investment Properties for Sale in Middletown
30 East Avenue Middletown , NY CALLING ALL INVESTORS! Turn of the century charmer located right in the heart of Middletow...	5 beds \| 2 baths \| 1,941 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.12% Airbnb Rental Income: $null Traditional Rental Income: $3302 Airbnb ROI: N/A Traditional ROI: 9.12%
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: -0.97% Traditional cash on cash: 3.44% Airbnb Rental Income: $1260 Traditional Rental Income: $2800 Airbnb ROI: -0.97% 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: -1.92% Traditional cash on cash: 5.66% Airbnb Rental Income: $1260 Traditional Rental Income: $3141 Airbnb ROI: -1.92% Traditional ROI: 5.66%
482 Scotchtown Avenue Middletown , NY Classic 1863 Farmhouse in Mint Condition â Riverfront Property in Goshen School District...	5 beds \| 3 baths \| 2,828 sq.ft.	$799,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.62% Airbnb Rental Income: $null Traditional Rental Income: $3892 Airbnb ROI: N/A Traditional ROI: 2.62%
24 Kent Court Middletown , NY Elegant 2-Bedroom, 3-Bath End Unit in Sought-After Waters Edge Community Welcome to this ...	2 beds \| 3 baths \| 1,241 sq.ft.	$349,900	Airbnb cash on cash: 0.44% Traditional cash on cash: 5.86% Airbnb Rental Income: $1606 Traditional Rental Income: $2931 Airbnb ROI: 0.44% Traditional ROI: 5.86%
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: -0.99% Traditional cash on cash: 5.09% Airbnb Rental Income: $1260 Traditional Rental Income: $2999 Airbnb ROI: -0.99% 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: -0.4% Traditional cash on cash: 3.85% Airbnb Rental Income: $1260 Traditional Rental Income: $2437 Airbnb ROI: -0.4% 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.	$409,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 4.05% Airbnb Rental Income: $1260 Traditional Rental Income: $2783 Airbnb ROI: -0.96% Traditional ROI: 4.05%
167 Rockwell Avenue Middletown , NY Charming Single-Family Home for Sale Welcome to this beautifully designed, spacious single...	4 beds \| 3 baths \| 2,040 sq.ft.	$415,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 7.62% Airbnb Rental Income: $2396 Traditional Rental Income: $4018 Airbnb ROI: 1.94% Traditional ROI: 7.62%
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 \| 2,440 sq.ft.	$369,900	Airbnb cash on cash: 2.14% Traditional cash on cash: 6.72% Airbnb Rental Income: $2396 Traditional Rental Income: $3397 Airbnb ROI: 2.14% 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: -0.23% Traditional cash on cash: 4.94% Airbnb Rental Income: $1606 Traditional Rental Income: $2198 Airbnb ROI: -0.23% 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: -0.73% Traditional cash on cash: 0.74% Airbnb Rental Income: $2396 Traditional Rental Income: $3993 Airbnb ROI: -0.73% 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: -0.98% Traditional cash on cash: 4.49% Airbnb Rental Income: $1260 Traditional Rental Income: $3160 Airbnb ROI: -0.98% Traditional ROI: 4.49%
24 Edinburgh Road Middletown , NY Looking for something different? This spacious 4 bedroom 2 full bath contemporary raised r...	4 beds \| 2 baths \| 1,796 sq.ft.	$360,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 6.87% Airbnb Rental Income: $2396 Traditional Rental Income: $3385 Airbnb ROI: 2.21% Traditional ROI: 6.87%

Your search for investment property begins and ends here

Townhouses for Sale in Middletown, NY

38 Woodside Knolls Drive

Middletown, NY

3 beds | 4 baths | 1,899 sq.ft.

$479,000

Airbnb cash on cash: -1.56%

Traditional cash on cash: 5.09%

Airbnb Rental Income: $1260

Traditional Rental Income: $3844

Airbnb ROI: -1.56%

Traditional ROI: 5.09%

2 Rivervale Road

Middletown, NY

3 beds | 2 baths | 1,484 sq.ft.

$350,000

Airbnb cash on cash: -0.27%

Traditional cash on cash: 5.51%

Airbnb Rental Income: $1260

Traditional Rental Income: $2763

Airbnb ROI: -0.27%

Traditional ROI: 5.51%

3 Allan Park Mews

Middletown, NY

3 beds | 2 baths | 1,248 sq.ft.

$324,500

Airbnb cash on cash: -0.61%

Traditional cash on cash: 5.07%

Airbnb Rental Income: $1260

Traditional Rental Income: $2595

Airbnb ROI: -0.61%

Traditional ROI: 5.07%

Other Investment Properties for Sale in Middletown

Middletown , NY

5 beds | 2 baths | 1,941 sq.ft.

$280,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.12%

Airbnb Rental Income: $null

Traditional Rental Income: $3302

Airbnb ROI: N/A

Traditional ROI: 9.12%

Middletown , NY

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

$470,000

Airbnb cash on cash: -0.97%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $1260

Traditional Rental Income: $2800

Airbnb ROI: -0.97%

Traditional ROI: 3.44%

Middletown , NY

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

$320,000

Airbnb cash on cash: -1.92%

Traditional cash on cash: 5.66%

Airbnb Rental Income: $1260

Traditional Rental Income: $3141

Airbnb ROI: -1.92%

Traditional ROI: 5.66%

Middletown , NY

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

$799,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.62%

Airbnb Rental Income: $null

Traditional Rental Income: $3892

Airbnb ROI: N/A

Traditional ROI: 2.62%

Middletown , NY

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

$349,900

Airbnb cash on cash: 0.44%

Traditional cash on cash: 5.86%

Airbnb Rental Income: $1606

Traditional Rental Income: $2931

Airbnb ROI: 0.44%

Traditional ROI: 5.86%

Middletown , NY

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

$375,000