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
1219 Ellen Drive Middletown, OH Welcome home to this wellmaintained 3-bedroom, 1-bath property nestled in a quiet, pedestr...	3 beds \| 1 baths \| 864 sq.ft.	$177,900	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.85% Airbnb Rental Income: $1093 Traditional Rental Income: $1174 Airbnb ROI: 1.18% Traditional ROI: 3.85%
1243 Ellen Drive Middletown, OH ready for an opportunity for equity in this very appealing ranch home, conveniently locate...	2 beds \| 1 baths \| 1,012 sq.ft.	$149,900	Airbnb cash on cash: -3.25% Traditional cash on cash: 2.56% Airbnb Rental Income: $215 Traditional Rental Income: $823 Airbnb ROI: -3.25% Traditional ROI: 2.56%
40 Crawford St Middletown, OH Fully occupied Duplex located in prime location bringing over $1850 per month. Market rent...	5 beds \| 2 baths \| 2,176 sq.ft.	$194,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.89% Airbnb Rental Income: $null Traditional Rental Income: $1285 Airbnb ROI: N/A Traditional ROI: 4.89%
2212 Arlington Avenue Middletown, OH Welcome home! 4-bed, 1-bath residence where timeless craftsmanship meets thoughtful modern...	4 beds \| 1 baths \| 1,810 sq.ft.	$255,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 4.35% Airbnb Rental Income: $1116 Traditional Rental Income: $1532 Airbnb ROI: 1.07% Traditional ROI: 4.35%
4121 Lisa Lane Middletown, OH This is a beautiful A-frame home nestled back off of the street. This home offers lots of ...	3 beds \| 3 baths \| 2,422 sq.ft.	$334,900	Airbnb cash on cash: 0.57% Traditional cash on cash: 6.12% Airbnb Rental Income: $1093 Traditional Rental Income: $2470 Airbnb ROI: 0.57% Traditional ROI: 6.12%
2005 Tullis Drive Middletown, OH Authentic Mid-Century Modern ranch offering over 3,300 square feet of updated living space...	4 beds \| 4 baths \| 3,310 sq.ft.	$449,900	Airbnb cash on cash: -0.31% Traditional cash on cash: 4.42% Airbnb Rental Income: $1116 Traditional Rental Income: $2737 Airbnb ROI: -0.31% Traditional ROI: 4.42%
501 Orchard St Middletown, OH Newly remodeled home with major updates completed in 2024, including a new furnace, A/C, r...	4 beds \| 2 baths \| 1,224 sq.ft.	$239,900	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.88% Airbnb Rental Income: $1116 Traditional Rental Income: $1609 Airbnb ROI: 1.13% Traditional ROI: 4.88%
5298 Donatello Drive Middletown, OH Welcome to your dream home! 5bd 4bth luxury Masterpiece Collection, built 2021, fts: incre...	5 beds \| 4 baths \| 5,300 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.14% Airbnb Rental Income: $null Traditional Rental Income: $3436 Airbnb ROI: N/A Traditional ROI: 2.14%
1216 Young St Middletown, OH Fantastic addition to any investment portfolio! This duplex is updated, rented and ready f...	4 beds \| 3 baths \| 1,716 sq.ft.	$175,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 3.33% Airbnb Rental Income: $1116 Traditional Rental Income: $1070 Airbnb ROI: 1.35% Traditional ROI: 3.33%
3219 August Avenue Middletown, OH Welcome home to this beautifully updated 3-bedroom, 1-bath ranch offering nearly 1,300 squ...	3 beds \| 1 baths \| 1,292 sq.ft.	$189,900	Airbnb cash on cash: 1.77% Traditional cash on cash: 4.46% Airbnb Rental Income: $1093 Traditional Rental Income: $1207 Airbnb ROI: 1.77% Traditional ROI: 4.46%
1938 Erie Ave Middletown, OH Low maintenance ranch in Middletown featuring full unfinished basement, granite countertop...	3 beds \| 1 baths \| 900 sq.ft.	$174,900	Airbnb cash on cash: 1.98% Traditional cash on cash: 3.65% Airbnb Rental Income: $1093 Traditional Rental Income: $1006 Airbnb ROI: 1.98% Traditional ROI: 3.65%
6644 Rivulet Dr Middletown, OH Welcome home! This stunning 3 bedroom, 2.5 bath is loaded with upgrades above the builder ...	3 beds \| 3 baths \| N/A	$322,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.73% Airbnb Rental Income: $1093 Traditional Rental Income: $1855 Airbnb ROI: -0.02% Traditional ROI: 3.73%
707 Moore St Middletown, OH Investor Opportunity With Immediate Cash Flow! Tenant-occupied single-family home currentl...	2 beds \| 1 baths \| 1,143 sq.ft.	$124,900	Airbnb cash on cash: -3.35% Traditional cash on cash: 6.73% Airbnb Rental Income: $215 Traditional Rental Income: $1249 Airbnb ROI: -3.35% Traditional ROI: 6.73%
1811 Theresa Ct Middletown, OH Welcome to 1811 Theresa Ct in Middletown, OH! This well-maintained 3-bedroom, 2-bath home ...	3 beds \| 1 baths \| 1,232 sq.ft.	$235,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 5.75% Airbnb Rental Income: $1093 Traditional Rental Income: $1790 Airbnb ROI: 0.94% Traditional ROI: 5.75%
20 Ardmore Dr Middletown, OH Welcome home to this beautifully updated 3-bedroom, 1.5-bath just steps from the park. Tho...	3 beds \| 1 baths \| 1,752 sq.ft.	$325,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 4.63% Airbnb Rental Income: $1093 Traditional Rental Income: $2124 Airbnb ROI: 0.23% Traditional ROI: 4.63%
1907 Hill Ave 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.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.9% Airbnb Rental Income: $null Traditional Rental Income: $2178 Airbnb ROI: N/A Traditional ROI: 7.9%
6840 Traditions Street #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: -5.73% Traditional cash on cash: 0.85% Airbnb Rental Income: $215 Traditional Rental Income: $1612 Airbnb ROI: -5.73% Traditional ROI: 0.85%
6838 Traditions Street #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.	$239,900	Airbnb cash on cash: -6.14% Traditional cash on cash: 1.01% Airbnb Rental Income: $215 Traditional Rental Income: $1612 Airbnb ROI: -6.14% Traditional ROI: 1.01%
6832 Traditions Street #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.	$259,900	Airbnb cash on cash: -5.75% Traditional cash on cash: 0.86% Airbnb Rental Income: $215 Traditional Rental Income: $1612 Airbnb ROI: -5.75% Traditional ROI: 0.86%
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: -1.14% Traditional cash on cash: 5.56% Airbnb Rental Income: $1116 Traditional Rental Income: $3627 Airbnb ROI: -1.14% Traditional ROI: 5.56%
5371 Sheldon Close Road Middletown, OH New construction by Fischer Homes in the stunning Renaissance community, featuring the Mit...	4 beds \| 3 baths \| 3,082 sq.ft.	$689,900	Airbnb cash on cash: -1.95% Traditional cash on cash: 1.34% Airbnb Rental Income: $1116 Traditional Rental Income: $2854 Airbnb ROI: -1.95% Traditional ROI: 1.34%
933 8th Ave Middletown, OH	3 beds \| 3 baths \| 4,752 sq.ft.	$249,900	Airbnb cash on cash: 0.13% Traditional cash on cash: 10.03% Airbnb Rental Income: $1093 Traditional Rental Income: $3059 Airbnb ROI: 0.13% Traditional ROI: 10.03%
4613 Rosedale Road Middletown, OH Beautiful custom-built 5BR, 3.5BA home offering 3,234 sq ft of living space. Features 9' c...	5 beds \| 4 baths \| 3,234 sq.ft.	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.2% Airbnb Rental Income: $null Traditional Rental Income: $3484 Airbnb ROI: N/A Traditional ROI: 5.2%
5220 Long Meadow Drive Middletown, OH New construction by Fischer Homes in the beautiful Renaissance community, This single-stor...	3 beds \| 2 baths \| 1,727 sq.ft.	$489,900	Airbnb cash on cash: -1.17% Traditional cash on cash: 1.73% Airbnb Rental Income: $1093 Traditional Rental Income: $2051 Airbnb ROI: -1.17% Traditional ROI: 1.73%
722 Elwood Street Middletown, OH Move-in ready 3-bedroom, 1-bath home with 1,470 sq ft of living space in Middletown's Lake...	3 beds \| 2 baths \| 1,470 sq.ft.	$149,900	Airbnb cash on cash: 1.86% Traditional cash on cash: 9.52% Airbnb Rental Income: $1093 Traditional Rental Income: $1821 Airbnb ROI: 1.86% Traditional ROI: 9.52%
921 Fourteenth Ave Middletown, OH Come see this 3 bedroom Cape Cod home that has 1 full bath. It has character of its own. w...	3 beds \| 1 baths \| 1,008 sq.ft.	$170,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 5.11% Airbnb Rental Income: $1093 Traditional Rental Income: $1346 Airbnb ROI: 1.3% Traditional ROI: 5.11%
4518 Renaissance Park Middletown, OH New construction in the beautiful Renaissance community, featuring the stunning Maxwell de...	2 beds \| 2 baths \| 1,905 sq.ft.	$549,900	Airbnb cash on cash: -2.87% Traditional cash on cash: 1.61% Airbnb Rental Income: $215 Traditional Rental Income: $2296 Airbnb ROI: -2.87% Traditional ROI: 1.61%
2001 Woodlawn Avenue Middletown, OH Welcome to this beautifully renovated 3-bedroom, 2 full-bath home where modern design meet...	3 beds \| 2 baths \| 1,866 sq.ft.	$224,900	Airbnb cash on cash: 0.42% Traditional cash on cash: 5.89% Airbnb Rental Income: $1093 Traditional Rental Income: $1887 Airbnb ROI: 0.42% Traditional ROI: 5.89%
6473 Hendrickson Rd Middletown, OH Set on a spacious half-acre lot in the Lebanon School District, this beautifully updated h...	3 beds \| 1 baths \| N/A	$325,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 3.01% Airbnb Rental Income: $958 Traditional Rental Income: $1791 Airbnb ROI: -0.85% Traditional ROI: 3.01%
3672 Amity Ln Middletown, OH Rural country living in this brick ranch home with Monroe Schools. Laminate flooring, Huge...	3 beds \| 2 baths \| 1,188 sq.ft.	$199,900	Airbnb cash on cash: -0.77% Traditional cash on cash: 2.95% Airbnb Rental Income: $779 Traditional Rental Income: $1236 Airbnb ROI: -0.77% Traditional ROI: 2.95%
123 Garfield St Middletown, OH This fully renovated home features spacious rooms and soaring tall ceilings that create an...	2 beds \| 2 baths \| 925 sq.ft.	$190,000	Airbnb cash on cash: -3.1% Traditional cash on cash: 2.21% Airbnb Rental Income: $215 Traditional Rental Income: $950 Airbnb ROI: -3.1% Traditional ROI: 2.21%
6847 Traditions St #29 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.	$250,890	Airbnb cash on cash: -2.33% Traditional cash on cash: 1.29% Airbnb Rental Income: $1044 Traditional Rental Income: $1540 Airbnb ROI: -2.33% Traditional ROI: 1.29%
6853 Traditions St #32 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.	$275,385	Airbnb cash on cash: -2.21% Traditional cash on cash: 1.13% Airbnb Rental Income: $1044 Traditional Rental Income: $1549 Airbnb ROI: -2.21% Traditional ROI: 1.13%
412 Staton St Middletown, OH Don't judge a Book by its Cover with this Impressive Well-Maintained Move-In-Condition 4 B...	4 beds \| 1 baths \| 1,452 sq.ft.	$219,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 2.96% Airbnb Rental Income: $1116 Traditional Rental Income: $1262 Airbnb ROI: 0.51% Traditional ROI: 2.96%
3120 Illinois Ave Middletown, OH This unique property features two separate single-family homes on a single parcel - perfec...	4 beds \| 2 baths \| 1,830 sq.ft.	$174,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.09% Airbnb Rental Income: $null Traditional Rental Income: $1696 Airbnb ROI: N/A Traditional ROI: 7.09%
1008 Midway Street Middletown, OH Brand new roof, exterior paint, interior paint, refinished hardwood floors, updated window...	2 beds \| 1 baths \| 848 sq.ft.	$179,900	Airbnb cash on cash: -3.13% Traditional cash on cash: 1.1% Airbnb Rental Income: $215 Traditional Rental Income: $715 Airbnb ROI: -3.13% Traditional ROI: 1.1%
2304 Wilbraham Road Middletown, OH Come See the Beauty of it all that this Newly built 3 bedroom (1st Floor Master), 2.5 bath...	3 beds \| 3 baths \| N/A	$310,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 2.22% Airbnb Rental Income: $1093 Traditional Rental Income: $1482 Airbnb ROI: -0.39% Traditional ROI: 2.22%

Real Estate investment in Middletown, OH

There are 187 properties for sale in the city of Middletown . The median list price in Middletown is $214,871 and the average price per square foot is $126. In August 2026, the average monthly cash on cash return in Middletown is 5.00%. The average monthly rental income in Middletown is $1,803.

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

There are 187 investment properties available for sale in Middletown.

In 2026, the best neighborhood to buy investment property is Middletown.

The ROI for Short-Term is higher than the Long-Term in Middletown with average rental income of $1,093.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, OH

1219 Ellen Drive

Middletown, OH

3 beds | 1 baths | 864 sq.ft.

$177,900

Airbnb cash on cash: 1.18%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $1093

Traditional Rental Income: $1174

Airbnb ROI: 1.18%

Traditional ROI: 3.85%

1243 Ellen Drive

Middletown, OH

2 beds | 1 baths | 1,012 sq.ft.

$149,900

Airbnb cash on cash: -3.25%

Traditional cash on cash: 2.56%

Airbnb Rental Income: $215

Traditional Rental Income: $823

Airbnb ROI: -3.25%

Traditional ROI: 2.56%

40 Crawford St

Middletown, OH

5 beds | 2 baths | 2,176 sq.ft.

$194,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.89%

Airbnb Rental Income: $null

Traditional Rental Income: $1285

Airbnb ROI: N/A

Traditional ROI: 4.89%

2212 Arlington Avenue

Middletown, OH

4 beds | 1 baths | 1,810 sq.ft.

$255,000

Airbnb cash on cash: 1.07%

Traditional cash on cash: 4.35%

Airbnb Rental Income: $1116

Traditional Rental Income: $1532

Airbnb ROI: 1.07%

Traditional ROI: 4.35%

4121 Lisa Lane

Middletown, OH

3 beds | 3 baths | 2,422 sq.ft.

$334,900

Airbnb cash on cash: 0.57%

Traditional cash on cash: 6.12%

Airbnb Rental Income: $1093

Traditional Rental Income: $2470

Airbnb ROI: 0.57%

Traditional ROI: 6.12%

2005 Tullis Drive

Middletown, OH

4 beds | 4 baths | 3,310 sq.ft.

$449,900

Airbnb cash on cash: -0.31%

Traditional cash on cash: 4.42%

Airbnb Rental Income: $1116

Traditional Rental Income: $2737

Airbnb ROI: -0.31%

Traditional ROI: 4.42%

501 Orchard St

Middletown, OH

4 beds | 2 baths | 1,224 sq.ft.

$239,900

Airbnb cash on cash: 1.13%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $1116

Traditional Rental Income: $1609

Airbnb ROI: 1.13%

Traditional ROI: 4.88%

5298 Donatello Drive

Middletown, OH

5 beds | 4 baths | 5,300 sq.ft.

$750,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.14%

Airbnb Rental Income: $null

Traditional Rental Income: $3436

Airbnb ROI: N/A