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
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.	$612,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.1% Airbnb Rental Income: $null Traditional Rental Income: $2817 Airbnb ROI: N/A Traditional ROI: 2.1%
2900 Morgan Street Middletown, OH Move-in ready, this 3-bedroom, 1-bathroom home on a slab offers both comfort and style. Th...	3 beds \| 1 baths \| 1,212 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.57% Airbnb Rental Income: $null Traditional Rental Income: $1624 Airbnb ROI: N/A Traditional ROI: 5.57%
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.	$612,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.7% Airbnb Rental Income: $null Traditional Rental Income: $2783 Airbnb ROI: N/A Traditional ROI: 1.7%
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%
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.	$679,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.4% Airbnb Rental Income: $null Traditional Rental Income: $2854 Airbnb ROI: N/A Traditional ROI: 1.4%
1913 Brentwood St Middletown, OH This is a foreclosure auction. No interior access. Min. Bid $114,000. Register and bid you...	3 beds \| 1 baths \| 1,231 sq.ft.	$114,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.69% Airbnb Rental Income: $null Traditional Rental Income: $1451 Airbnb ROI: N/A Traditional ROI: 9.69%
3209 Rufus St Middletown, OH 3209 Rufus St, Middletown, OH 45044 \| Single Family Residential	3 beds \| 1 baths \| 1,081 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.1% Airbnb Rental Income: $null Traditional Rental Income: $900 Airbnb ROI: N/A Traditional ROI: 3.1%
1812 Carroll Ave Middletown, OH Awesome investment opportunity! 2-story offering living + dining spaces with wood floors, ...	2 beds \| 1 baths \| 1,048 sq.ft.	$109,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.34% Airbnb Rental Income: $null Traditional Rental Income: $1121 Airbnb ROI: N/A Traditional ROI: 7.34%
608 Richardson Dr Middletown, OH 608 Richardson Dr, Middletown, OH 45042 \| Single Family Residential	3 beds \| 2 baths \| 1,440 sq.ft.	$144,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.12% Airbnb Rental Income: $null Traditional Rental Income: $1431 Airbnb ROI: N/A Traditional ROI: 7.12%
1306 Michigan Ave Middletown, OH Rent ready 2 bedroom in popular area	2 beds \| 1 baths \| 812 sq.ft.	$109,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.95% Airbnb Rental Income: $null Traditional Rental Income: $1040 Airbnb ROI: N/A Traditional ROI: 6.95%
1211 Short St Middletown, OH 1211 Short St, Middletown, OH 45042 \| Single Family Residential	3 beds \| 1 baths \| 1,584 sq.ft.	$190,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.17% Airbnb Rental Income: $null Traditional Rental Income: $1123 Airbnb ROI: N/A Traditional ROI: 3.17%
506 Aberdeen Dr Middletown, OH Come own a piece of history with this charming post-WWII Lustron home! This unique steel-f...	2 beds \| 1 baths \| 990 sq.ft.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.53% Airbnb Rental Income: $null Traditional Rental Income: $906 Airbnb ROI: N/A Traditional ROI: 3.53%
4422 Riviera Dr Middletown, OH 4422 Riviera Dr, Middletown, OH 45042 \| Single Family Residential	3 beds \| 1 baths \| 1,056 sq.ft.	$190,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.38% Airbnb Rental Income: $null Traditional Rental Income: $980 Airbnb ROI: N/A Traditional ROI: 2.38%
3108 Buttercup Ct Middletown, OH 3108 Buttercup Ct, Middletown, OH 45042 \| Single Family Residential	3 beds \| 2 baths \| 1,278 sq.ft.	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.18% Airbnb Rental Income: $null Traditional Rental Income: $1309 Airbnb ROI: N/A Traditional ROI: 3.18%
6496 Lorraine Dr Middletown, OH 6496 Lorraine Dr, Middletown, OH 45042 \| Single Family Residential	3 beds \| 1 baths \| 1,144 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.82% Airbnb Rental Income: $null Traditional Rental Income: $1001 Airbnb ROI: N/A Traditional ROI: 1.82%
1316 Middletown Eaton Rd Middletown, OH 1316 Middletown Eaton Rd, Middletown, OH 45042 \| Single Family Residential	3 beds \| 1 baths \| 1,904 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.89% Airbnb Rental Income: $null Traditional Rental Income: $1058 Airbnb ROI: N/A Traditional ROI: 0.89%
2104 Grand Ave Middletown, OH 2104 Grand Ave, Middletown, OH 45044 \| Single Family Residential	3 beds \| 1 baths \| 885 sq.ft.	$140,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.77% Airbnb Rental Income: $null Traditional Rental Income: $938 Airbnb ROI: N/A Traditional ROI: 3.77%
704 Dover Ave Middletown, OH 704 Dover Ave, Middletown, OH 45044 \| Single Family Residential	3 beds \| 2 baths \| 1,892 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.49% Airbnb Rental Income: $null Traditional Rental Income: $1233 Airbnb ROI: N/A Traditional ROI: 2.49%
3516 Jewell St Middletown, OH 3516 Jewell St, Middletown, OH 45042 \| Single Family Residential	2 beds \| 1 baths \| 874 sq.ft.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.17% Airbnb Rental Income: $null Traditional Rental Income: $724 Airbnb ROI: N/A Traditional ROI: 2.17%
1924 Tipperary Dr Middletown, OH 1924 Tipperary Dr, Middletown, OH 45042 \| Single Family Residential	2 beds \| 2 baths \| N/A	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.09% Airbnb Rental Income: $null Traditional Rental Income: $1304 Airbnb ROI: N/A Traditional ROI: 0.09%
808 The Alameda Middletown, OH 808 The Alameda, Middletown, OH 45044 \| Single Family Residential	3 beds \| 1 baths \| 1,746 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.7% Airbnb Rental Income: $null Traditional Rental Income: $1093 Airbnb ROI: N/A Traditional ROI: 1.7%
704 Fourteenth Ave Middletown, OH 704 Fourteenth Ave, Middletown, OH 45044 \| Single Family Residential	2 beds \| 1 baths \| 864 sq.ft.	$119,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.66% Airbnb Rental Income: $null Traditional Rental Income: $693 Airbnb ROI: N/A Traditional ROI: 2.66%
307 Curtis St Middletown, OH 307 Curtis St, Middletown, OH 45044 \| Single Family Residential	3 beds \| 1 baths \| 1,691 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.68% Airbnb Rental Income: $null Traditional Rental Income: $1127 Airbnb ROI: N/A Traditional ROI: 4.68%
1503 Brown St Middletown, OH 1503 Brown St, Middletown, OH 45044 \| Single Family Residential	2 beds \| 1 baths \| 888 sq.ft.	$99,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.86% Airbnb Rental Income: $null Traditional Rental Income: $713 Airbnb ROI: N/A Traditional ROI: 3.86%
209 Monroe St Middletown, OH Enjoy upcoming summer evenings relaxing on the large covered front porch. This beautiful, ...	4 beds \| 1 baths \| 1,852 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.22% Airbnb Rental Income: $null Traditional Rental Income: $2081 Airbnb ROI: N/A Traditional ROI: 6.22%
5800 Trenton Franklin Rd Middletown, OH Opportunity in Madison Township with 8 wooded acres. This property is being sold as-is and...	3 beds \| 2 baths \| 1,960 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.09% Airbnb Rental Income: $null Traditional Rental Income: $2144 Airbnb ROI: N/A Traditional ROI: 7.09%
3113 Ohio Ave Middletown, OH 3113 Ohio Ave, Middletown, OH 45042 \| Single Family Residential	2 beds \| 1 baths \| 684 sq.ft.	$104,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.66% Airbnb Rental Income: $null Traditional Rental Income: $620 Airbnb ROI: N/A Traditional ROI: 2.66%
229 Edith Dr Middletown, OH 229 Edith Dr, Middletown, OH 45042 \| Single Family Residential	4 beds \| 2 baths \| 2,419 sq.ft.	$344,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.62% Airbnb Rental Income: $null Traditional Rental Income: $2091 Airbnb ROI: N/A Traditional ROI: 3.62%
2818 Shartle St Middletown, OH 2818 Shartle St, Middletown, OH 45042 \| Single Family Residential	3 beds \| 2 baths \| 1,392 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.51% Airbnb Rental Income: $null Traditional Rental Income: $1381 Airbnb ROI: N/A Traditional ROI: 3.51%
113 N Sutphin St Middletown, OH 113 N Sutphin St, Middletown, OH 45042 \| Single Family Residential	3 beds \| 1 baths \| 1,380 sq.ft.	$109,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.43% Airbnb Rental Income: $null Traditional Rental Income: $1364 Airbnb ROI: N/A Traditional ROI: 9.43%
7185 Middletown Germantown Rd Middletown, OH 7185 Middletown Germantown Rd, Middletown, OH 45042 \| Single Family Residential	3 beds \| 1 baths \| 1,074 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.7% Airbnb Rental Income: $null Traditional Rental Income: $979 Airbnb ROI: N/A Traditional ROI: 0.7%
540 Tremont Ct Middletown, OH 540 Tremont Ct, Middletown, OH 45044 \| Single Family Residential	3 beds \| 1 baths \| N/A	$229,500	Airbnb cash on cash: N/A Traditional cash on cash: 1.12% Airbnb Rental Income: $null Traditional Rental Income: $887 Airbnb ROI: N/A Traditional ROI: 1.12%
4532 Miller Rd Middletown, OH 4532 Miller Rd, Middletown, OH 45042 \| Single Family Residential	5 beds \| 3 baths \| 3,324 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.71% Airbnb Rental Income: $null Traditional Rental Income: $2283 Airbnb ROI: N/A Traditional ROI: 1.71%
7943 Peaceful Way Middletown, OH 7943 Peaceful Way, Monroe, OH 45044 \| Single Family Residential	3 beds \| 2 baths \| 1,958 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.93% Airbnb Rental Income: $null Traditional Rental Income: $1735 Airbnb ROI: N/A Traditional ROI: 0.93%
224 Yankee Rd Middletown, OH Welcome home to the South Main Historic District! This historic home has been beautifully ...	3 beds \| 2 baths \| 1,964 sq.ft.	$205,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.22% Airbnb Rental Income: $null Traditional Rental Income: $2502 Airbnb ROI: N/A Traditional ROI: 11.22%
410 Fulton Ln Middletown, OH Solid, beautiful brick ranch on quiet street in Middletown! Fresh paint, updated kitchen w...	3 beds \| 2 baths \| 1,832 sq.ft.	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.56% Airbnb Rental Income: $null Traditional Rental Income: $1820 Airbnb ROI: N/A Traditional ROI: 6.56%
5251 Trenton Franklin Rd Middletown, OH 5251 Trenton Franklin Rd, Middletown, OH 45042 \| Single Family Residential	3 beds \| 1 baths \| 1,405 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.02% Airbnb Rental Income: $null Traditional Rental Income: $1070 Airbnb ROI: N/A Traditional ROI: 3.02%
7 Glenmore Dr Middletown, OH 7 Glenmore Dr, Middletown, OH 45042 \| Single Family Residential	3 beds \| 2 baths \| 1,757 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.92% Airbnb Rental Income: $null Traditional Rental Income: $1557 Airbnb ROI: N/A Traditional ROI: 3.92%
7760 Middletown Germantown Rd Middletown, OH	3 beds \| 1 baths \| N/A	$290,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.35% Airbnb Rental Income: $null Traditional Rental Income: $882 Airbnb ROI: N/A Traditional ROI: 0.35%
5235 Brookfield Ln Middletown, OH 5235 Brookfield Ln, Middletown, OH 45044 \| Single Family Residential	5 beds \| 3 baths \| N/A	$654,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.86% Airbnb Rental Income: $null Traditional Rental Income: $2239 Airbnb ROI: N/A Traditional ROI: 0.86%

Real Estate investment in Middletown, OH

There are 241 properties for sale in the city of Middletown . The median list price in Middletown is $230,000 and the average price per square foot is $143. In March 2026, the average monthly cash on cash return in Middletown is 3.00%. The average monthly rental income in Middletown is $1,381.

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

There are 241 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 $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, OH

5482 Sheldon Close

Middletown, OH

4 beds | 3 baths | 2,757 sq.ft.

$612,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.1%

Airbnb Rental Income: $null

Traditional Rental Income: $2817

Airbnb ROI: N/A

Traditional ROI: 2.1%

2900 Morgan Street

Middletown, OH

3 beds | 1 baths | 1,212 sq.ft.

$199,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.57%

Airbnb Rental Income: $null

Traditional Rental Income: $1624

Airbnb ROI: N/A

Traditional ROI: 5.57%

5482 Sheldon Close Road

Middletown, OH

4 beds | 3 baths | 2,757 sq.ft.

$612,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.7%

Airbnb Rental Income: $null

Traditional Rental Income: $2783

Airbnb ROI: N/A

Traditional ROI: 1.7%

6800 Fielders Way

Middletown, OH

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%

5371 Sheldon Close Road

Middletown, OH

4 beds | 3 baths | 3,082 sq.ft.

$679,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.4%

Airbnb Rental Income: $null

Traditional Rental Income: $2854

Airbnb ROI: N/A

Traditional ROI: 1.4%

1913 Brentwood St

Middletown, OH

3 beds | 1 baths | 1,231 sq.ft.

$114,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.69%

Airbnb Rental Income: $null

Traditional Rental Income: $1451

Airbnb ROI: N/A

Traditional ROI: 9.69%

3209 Rufus St

Middletown, OH

3 beds | 1 baths | 1,081 sq.ft.

$149,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.1%

Airbnb Rental Income: $null

Traditional Rental Income: $900

Airbnb ROI: N/A

Traditional ROI: 3.1%

1812 Carroll Ave

Middletown, OH

2 beds | 1 baths | 1,048 sq.ft.

$109,500

Airbnb cash on cash: N/A

Traditional cash on cash: 7.34%

Airbnb Rental Income: $null

Traditional Rental Income: $1121

Airbnb ROI: N/A