Real Estate Investment Properties for Sale in Middletown, OH

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

Explore a variety of short-term homes & houses in Middletown, OH. Invest wisely with VRBO & Middletown, OH 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 Middletown, OH

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4008 Lisa Lane Middletown, OH 3 bedroom, 1 full bath and 2 half bath tri-level with a spacious, well-designed layout. We...	3 beds \| 3 baths \| 1,558 sq.ft.	$310,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.3% Airbnb Rental Income: $null Traditional Rental Income: $2090 Airbnb ROI: N/A Traditional ROI: 4.3%
500 Florence Street Middletown, OH Fall in love the moment you walk in! This beautifully remodeled 3-bedroom, 3-bath brick ra...	3 beds \| 2 baths \| 1,374 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.91% Airbnb Rental Income: $null Traditional Rental Income: $1783 Airbnb ROI: N/A Traditional ROI: 4.91%
2413 Buckingham Court Middletown, OH Bi-level located in the heart of Middletown. Close to schools, parks, the interstate and h...	3 beds \| 2 baths \| 1,108 sq.ft.	$172,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.88% Airbnb Rental Income: $null Traditional Rental Income: $1475 Airbnb ROI: N/A Traditional ROI: 5.88%
5001 Central Avenue Middletown, OH Welcome to this delightful ranch-style home, offering comfort, functionality and future po...	3 beds \| 1 baths \| N/A	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.68% Airbnb Rental Income: $null Traditional Rental Income: $1030 Airbnb ROI: N/A Traditional ROI: 1.68%
3906 HARDEN AVENUE Middletown, OH Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,044 sq.ft.	$233,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.81% Airbnb Rental Income: $null Traditional Rental Income: $1430 Airbnb ROI: N/A Traditional ROI: 3.81%
3504 Brian Court Middletown, OH Very nice 2 story home in a cul de sac. This floorplan has a large living room and kitchen...	4 beds \| 3 baths \| 1,508 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $1733 Airbnb ROI: N/A Traditional ROI: 4.54%
1808 Waynebrook Drive Middletown, OH Rare 4 bedroom find in Middletown with so many updates! New kitchen flooring, hvac 2022, w...	4 beds \| 1 baths \| 1,126 sq.ft.	$194,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.93% Airbnb Rental Income: $null Traditional Rental Income: $1694 Airbnb ROI: N/A Traditional ROI: 6.93%
3466 Renaissance Court Middletown, OH Welcome home! Beautifully maintained 3-bedroom, 2-bath ranch with private office and full ...	3 beds \| 2 baths \| 2,192 sq.ft.	$489,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.19% Airbnb Rental Income: $null Traditional Rental Income: $2323 Airbnb ROI: N/A Traditional ROI: 2.19%
4827 Riverview Avenue Middletown, OH Welcome Home to 4827 Riverview! Enjoy carefree condo living with over 2150sqft in this ver...	3 beds \| 4 baths \| 2,152 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.85% Airbnb Rental Income: $null Traditional Rental Income: $2121 Airbnb ROI: N/A Traditional ROI: 2.85%
2418 Sherman Avenue Middletown, OH Home features a brand new hot water heater, brand new windows, brand new gutters, new pain...	3 beds \| 1 baths \| 1,116 sq.ft.	$204,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.87% Airbnb Rental Income: $null Traditional Rental Income: $1320 Airbnb ROI: N/A Traditional ROI: 4.87%
2208 Linden Avenue Middletown, OH Charming 4-bedroom, 2-bath home rich with character. Original hardwood floors, a brick fir...	4 beds \| 2 baths \| 1,986 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.62% Airbnb Rental Income: $null Traditional Rental Income: $1191 Airbnb ROI: N/A Traditional ROI: 2.62%
712 Buena Avenue Middletown, OH Cute 3 bedroom home in Lemon Township. This home features a first floor primary bedroom wi...	3 beds \| 1 baths \| 1,042 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.2% Airbnb Rental Income: $null Traditional Rental Income: $1342 Airbnb ROI: N/A Traditional ROI: 6.2%
4524 Manchester Road Middletown, OH Spacious 4 bedroom, 2 full bath home offering a flexible layout and a good-sized yard. New...	4 beds \| 2 baths \| 1,392 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.2% Airbnb Rental Income: $null Traditional Rental Income: $1263 Airbnb ROI: N/A Traditional ROI: 3.2%
200 Lylburn Road Middletown, OH Located at 200 Lylburn Road in Middletown, this well-situated property offers the ideal bl...	3 beds \| 2 baths \| 1,170 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.51% Airbnb Rental Income: $null Traditional Rental Income: $1262 Airbnb ROI: N/A Traditional ROI: 2.51%
1938 Erie Avenue Middletown, OH Low maintenance ranch in Middletown featuring full unfinished basement, granite countertop...	3 beds \| 1 baths \| 900 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.62% Airbnb Rental Income: $null Traditional Rental Income: $1006 Airbnb ROI: N/A Traditional ROI: 3.62%
3301 Central Avenue Middletown, OH Step into the charm of this beautifully updated 1900-built home, where classic character m...	3 beds \| 2 baths \| 1,878 sq.ft.	$244,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $1454 Airbnb ROI: N/A Traditional ROI: 3.82%
2121 Roosevelt Boulevard Middletown, OH Beautifully renovated home with great craftsmanship! Brand new roof, furnace, A/C, water h...	3 beds \| 2 baths \| 784 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.22% Airbnb Rental Income: $null Traditional Rental Income: $1016 Airbnb ROI: N/A Traditional ROI: 4.22%
1808 Meadow Avenue Middletown, OH SHORT SALE. Bank is willing to take less than is owed. Great value add opportunity. Proper...	3 beds \| 1 baths \| 1,056 sq.ft.	$125,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.14% Airbnb Rental Income: $null Traditional Rental Income: $1380 Airbnb ROI: N/A Traditional ROI: 8.14%
707 Fifteenth Avenue Middletown, OH Charming, move-in ready bungalow featuring a new roof and siding and thoughtfully updated ...	2 beds \| 1 baths \| 844 sq.ft.	$184,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.87% Airbnb Rental Income: $null Traditional Rental Income: $1038 Airbnb ROI: N/A Traditional ROI: 2.87%
1907 Hill Avenue Middletown, OH Opportunity you don't want to miss! This property features an ADU, offering the perfect ch...	5 beds \| 2 baths \| 1,988 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.31% Airbnb Rental Income: $null Traditional Rental Income: $2178 Airbnb ROI: N/A Traditional ROI: 7.31%
5482 Sheldon Close Middletown, OH New construction by Fischer Homes in the stunning Renaissance community, featuring the Mit...	4 beds \| 3 baths \| 2,757 sq.ft.	$609,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.12% Airbnb Rental Income: $null Traditional Rental Income: $2817 Airbnb ROI: N/A Traditional ROI: 2.12%
5482 Sheldon Close Road Middletown, OH New construction by Fischer Homes in the stunning Renaissance community, featuring the Mit...	4 beds \| 3 baths \| 2,757 sq.ft.	$609,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.72% Airbnb Rental Income: $null Traditional Rental Income: $2783 Airbnb ROI: N/A Traditional ROI: 1.72%
6841 Traditions Street unit: 26 Middletown, OH Convenient one-floor living in this 2-bedroom, 2 full bath 'no steps' ranch design. Approx...	2 beds \| 2 baths \| 1,280 sq.ft.	$262,895	Airbnb cash on cash: N/A Traditional cash on cash: 3.12% Airbnb Rental Income: $null Traditional Rental Income: $1657 Airbnb ROI: N/A Traditional ROI: 3.12%
6843 Traditions Street unit: 27 Middletown, OH Convenient one-floor living in this 2-bedroom, 2 full bath 'no steps' ranch design. Approx...	2 beds \| 2 baths \| 1,278 sq.ft.	$271,895	Airbnb cash on cash: N/A Traditional cash on cash: 2.94% Airbnb Rental Income: $null Traditional Rental Income: $1658 Airbnb ROI: N/A Traditional ROI: 2.94%
19 McKinley Street Middletown, OH This beautifully updated Victorian two-story, ideally situated on a desirable corner lot, ...	4 beds \| 2 baths \| 2,120 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.14% Airbnb Rental Income: $null Traditional Rental Income: $2287 Airbnb ROI: N/A Traditional ROI: 7.14%
6777 Crystal Harbour Drive Middletown, OH Better than new and beautifully upgraded, this 3-year-young ranch offers turn-key, mainten...	3 beds \| 2 baths \| N/A	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.12% Airbnb Rental Income: $null Traditional Rental Income: $1928 Airbnb ROI: N/A Traditional ROI: 4.12%
1321 First Ave Middletown, OH Discover the perfect blend of modern style and urban living in this fully renovated ('24) ...	3 beds \| 2 baths \| 1,944 sq.ft.	$184,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.3% Airbnb Rental Income: $null Traditional Rental Income: $2349 Airbnb ROI: N/A Traditional ROI: 10.3%
709 Fourteenth Avenue Middletown, OH Don't miss this 2 bedroom 1.5 bath home in South Middletown. Updated appliances, stair lif...	2 beds \| 2 baths \| 990 sq.ft.	$124,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.33% Airbnb Rental Income: $null Traditional Rental Income: $1279 Airbnb ROI: N/A Traditional ROI: 7.33%
2128 Lamberton Street Middletown, OH You'll love the charming architecture of this exceptionally priced Ranch remodel! Located ...	2 beds \| 1 baths \| N/A	$149,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.63% Airbnb Rental Income: $null Traditional Rental Income: $1114 Airbnb ROI: N/A Traditional ROI: 4.63%
6842 Traditions Street unit: 41 Middletown, OH Convenient one-floor living in this 2-bedroom, 2 full bath 'no steps' ranch design. Approx...	2 beds \| 2 baths \| 1,278 sq.ft.	$282,275	Airbnb cash on cash: N/A Traditional cash on cash: 0.71% Airbnb Rental Income: $null Traditional Rental Income: $1612 Airbnb ROI: N/A Traditional ROI: 0.71%
6840 Traditions Street unit: 42 Middletown, OH Convenient one-floor living in this 2-bedroom, 2 full bath 'no steps' ranch design. Approx...	2 beds \| 2 baths \| 1,280 sq.ft.	$261,300	Airbnb cash on cash: N/A Traditional cash on cash: 0.85% Airbnb Rental Income: $null Traditional Rental Income: $1612 Airbnb ROI: N/A Traditional ROI: 0.85%
6838 Traditions Street unit: 43 Middletown, OH Convenient one-floor living in this 2-bedroom, 2 full bath 'no steps' ranch design. Approx...	2 beds \| 2 baths \| 1,280 sq.ft.	$248,800	Airbnb cash on cash: N/A Traditional cash on cash: 0.94% Airbnb Rental Income: $null Traditional Rental Income: $1612 Airbnb ROI: N/A Traditional ROI: 0.94%
6834 Traditions Street unit: 45 Middletown, OH Convenient one-floor living in this 2-bedroom, 2 full bath 'no steps' ranch design. Approx...	2 beds \| 2 baths \| 1,280 sq.ft.	$261,300	Airbnb cash on cash: N/A Traditional cash on cash: 0.85% Airbnb Rental Income: $null Traditional Rental Income: $1612 Airbnb ROI: N/A Traditional ROI: 0.85%
6832 Traditions Street unit: 46 Middletown, OH Convenient one-floor living in this 2-bedroom, 2 full bath 'no steps' ranch design. Approx...	2 beds \| 2 baths \| 1,278 sq.ft.	$267,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.81% Airbnb Rental Income: $null Traditional Rental Income: $1612 Airbnb ROI: N/A Traditional ROI: 0.81%
427 Mckinley Street Middletown, OH Step inside this charming 2-bedroom, 1-bath home where everything feels fresh, bright, and...	2 beds \| 1 baths \| 864 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.54% Airbnb Rental Income: $null Traditional Rental Income: $1180 Airbnb ROI: N/A Traditional ROI: 6.54%
4105 Rosedale Road Middletown, OH Distinctive Mid-Century Modern retreat offering nearly 5,000 square feet of architecturall...	4 beds \| 4 baths \| 4,451 sq.ft.	$460,097	Airbnb cash on cash: N/A Traditional cash on cash: 5.56% Airbnb Rental Income: $null Traditional Rental Income: $3627 Airbnb ROI: N/A Traditional ROI: 5.56%
801 14th Avenue Middletown, OH Discover the potential in this spacious 3-bedroom home situated on a desirable corner lot!...	3 beds \| 2 baths \| 1,308 sq.ft.	$145,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.45% Airbnb Rental Income: $null Traditional Rental Income: $1604 Airbnb ROI: N/A Traditional ROI: 9.45%
6800 Fielders Way Middletown, OH Take advantage of this nearly new home loaded with large corner lot and upgraded features....	3 beds \| 2 baths \| 1,368 sq.ft.	$343,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.77% Airbnb Rental Income: $null Traditional Rental Income: $1884 Airbnb ROI: N/A Traditional ROI: 2.77%
908 5th Avenue Middletown, OH Professional photos are coming! Step inside this beautifully remodeled 4-bedroom, 2-bath ...	4 beds \| 2 baths \| 1,596 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.34% Airbnb Rental Income: $null Traditional Rental Income: $1986 Airbnb ROI: N/A Traditional ROI: 10.34%
602 Ross Street Middletown, OH Estate sale! Welcome home to 602 Ross Street, a well-maintained and spacious 2-bedroom, 1....	2 beds \| 2 baths \| 1,786 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.02% Airbnb Rental Income: $null Traditional Rental Income: $1843 Airbnb ROI: N/A Traditional ROI: 7.02%

Real Estate investment in Middletown, OH

There are 76 properties for sale in the city of Middletown . The median list price in Middletown is $261,300 and the average price per square foot is $169. In April 2026, the average monthly cash on cash return in Middletown is 4.00%. The average monthly rental income in Middletown is $1,594.

Middletown, OH Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 76 investment properties available for sale in Middletown.

The ROI for Short-Term is higher than the Long-Term in Middletown with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, OH

4008 Lisa Lane

Middletown, OH

3 beds | 3 baths | 1,558 sq.ft.

$310,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.3%

Airbnb Rental Income: $null

Traditional Rental Income: $2090

Airbnb ROI: N/A

Traditional ROI: 4.3%

500 Florence Street

Middletown, OH

3 beds | 2 baths | 1,374 sq.ft.

$240,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.91%

Airbnb Rental Income: $null

Traditional Rental Income: $1783

Airbnb ROI: N/A

Traditional ROI: 4.91%

2413 Buckingham Court

Middletown, OH

3 beds | 2 baths | 1,108 sq.ft.

$172,500

Airbnb cash on cash: N/A

Traditional cash on cash: 5.88%

Airbnb Rental Income: $null

Traditional Rental Income: $1475

Airbnb ROI: N/A

Traditional ROI: 5.88%

5001 Central Avenue

Middletown, OH

3 beds | 1 baths | N/A

$235,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.68%

Airbnb Rental Income: $null

Traditional Rental Income: $1030

Airbnb ROI: N/A

Traditional ROI: 1.68%

3906 HARDEN AVENUE

Middletown, OH

3 beds | 2 baths | 1,044 sq.ft.

$233,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.81%

Airbnb Rental Income: $null

Traditional Rental Income: $1430

Airbnb ROI: N/A

Traditional ROI: 3.81%

3504 Brian Court

Middletown, OH

4 beds | 3 baths | 1,508 sq.ft.

$245,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.54%

Airbnb Rental Income: $null

Traditional Rental Income: $1733

Airbnb ROI: N/A

Traditional ROI: 4.54%

1808 Waynebrook Drive

Middletown, OH

4 beds | 1 baths | 1,126 sq.ft.

$194,500

Airbnb cash on cash: N/A

Traditional cash on cash: 6.93%

Airbnb Rental Income: $null

Traditional Rental Income: $1694

Airbnb ROI: N/A

Traditional ROI: 6.93%

3466 Renaissance Court

Middletown, OH

3 beds | 2 baths | 2,192 sq.ft.

$489,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.19%

Airbnb Rental Income: $null

Traditional Rental Income: $2323

Airbnb ROI: N/A