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
2010 Sherman Avenue Middletown, OH New Roof, Interior & Exterior Paint, Refinished Hardwood Floors, Laminate Floors, Kitchen ...	2 beds \| 1 baths \| 684 sq.ft.	$139,900	Airbnb cash on cash: 2.58% Traditional cash on cash: 5.18% Airbnb Rental Income: $980 Traditional Rental Income: $976 Airbnb ROI: 2.58% Traditional ROI: 5.18%
2004 Minnesota Street Middletown, OH Welcome to this inviting 3-bedroom, 2-bath home in the heart of Middletown! The spacious s...	3 beds \| 2 baths \| 1,128 sq.ft.	$180,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 6.98% Airbnb Rental Income: $1218 Traditional Rental Income: $1722 Airbnb ROI: 1.75% Traditional ROI: 6.98%
3210 Wildwood Road Middletown, OH Spacious 4 bed / 2 bath, second floor laundry, fenced backyard, and major updates- new win...	4 beds \| 2 baths \| 1,989 sq.ft.	$240,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 6.63% Airbnb Rental Income: $1711 Traditional Rental Income: $2174 Airbnb ROI: 2.5% Traditional ROI: 6.63%
934 Eighth Avenue Middletown, OH Welcome to this spacious home in Middletown, offering over 2,000 sq ft of living space on ...	4 beds \| 2 baths \| 2,144 sq.ft.	$169,900	Airbnb cash on cash: 4.53% Traditional cash on cash: 11.09% Airbnb Rental Income: $1711 Traditional Rental Income: $2299 Airbnb ROI: 4.53% Traditional ROI: 11.09%
501 Tara Oaks Drive Middletown, OH Welcome Home! This spacious 3000 sqft home features 4 bedrooms, 3.5 baths with finished ba...	4 beds \| 4 baths \| 3,000 sq.ft.	$349,999	Airbnb cash on cash: 0.94% Traditional cash on cash: 6.91% Airbnb Rental Income: $1711 Traditional Rental Income: $3201 Airbnb ROI: 0.94% Traditional ROI: 6.91%
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: 1.07% Traditional cash on cash: 3.81% Airbnb Rental Income: $1218 Traditional Rental Income: $1430 Airbnb ROI: 1.07% Traditional ROI: 3.81%
1808 Waynebrook Drive Middletown, OH Rare find in Middletown! 4 bedroom ranch, with huge open floorplan, fenced in rear yard, t...	3 beds \| 1 baths \| 1,126 sq.ft.	$195,900	Airbnb cash on cash: 2.21% Traditional cash on cash: 6.88% Airbnb Rental Income: $1218 Traditional Rental Income: $1694 Airbnb ROI: 2.21% Traditional ROI: 6.88%
704 Twentieth Avenue Middletown, OH Charming Updated Cape Cod Home Step into this beautifully updated Cape Cod-style reside...	3 beds \| 2 baths \| 1,612 sq.ft.	$181,573	Airbnb cash on cash: 1.71% Traditional cash on cash: 8.82% Airbnb Rental Income: $1218 Traditional Rental Income: $2054 Airbnb ROI: 1.71% Traditional ROI: 8.82%
112 Ardmore Drive Middletown, OH Open House Sat 8/16 12:30-2pm. Refinished hardwood floors, newer furnace and hot water hea...	2 beds \| 1 baths \| 900 sq.ft.	$199,900	Airbnb cash on cash: 0.28% Traditional cash on cash: 3.48% Airbnb Rental Income: $980 Traditional Rental Income: $1234 Airbnb ROI: 0.28% Traditional ROI: 3.48%
1909 Cleopatra Drive Middletown, OH Practically New & Absolutely Stunning in Lebanon Schools! This 3-year-old beauty checks al...	4 beds \| 3 baths \| 2,731 sq.ft.	$569,900	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.12% Airbnb Rental Income: $1711 Traditional Rental Income: $2102 Airbnb ROI: -0.5% Traditional ROI: 1.12%
712 Eaton Avenue Middletown, OH This home is 7 minutes from Chipotle. So yes, you could technically be on your couch unwra...	3 beds \| 2 baths \| 1,176 sq.ft.	$200,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 6.43% Airbnb Rental Income: $1218 Traditional Rental Income: $1669 Airbnb ROI: 1.99% Traditional ROI: 6.43%
507 Gideon Road Middletown, OH Newer roof, newer furnace, newer kitchen with granite counter tops and newer cabinets. New...	2 beds \| 1 baths \| 810 sq.ft.	$159,900	Airbnb cash on cash: 1.56% Traditional cash on cash: 4.4% Airbnb Rental Income: $980 Traditional Rental Income: $1061 Airbnb ROI: 1.56% Traditional ROI: 4.4%
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.	$200,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 5.53% Airbnb Rental Income: $1218 Traditional Rental Income: $1624 Airbnb ROI: 1.33% Traditional ROI: 5.53%
1808 Meadow Avenue Middletown, OH This home is waiting for you. fenced in and ready for any pets you may have. Take advant...	3 beds \| 1 baths \| 1,056 sq.ft.	$145,000	Airbnb cash on cash: 2.93% Traditional cash on cash: 6.92% Airbnb Rental Income: $1218 Traditional Rental Income: $1380 Airbnb ROI: 2.93% Traditional ROI: 6.92%
3620 S Main Street Middletown, OH 1.54 total acreage. Step inside this beautifully remodeled ranch with basement featuring a...	3 beds \| 2 baths \| 1,302 sq.ft.	$249,000	Airbnb cash on cash: 0.58% Traditional cash on cash: 4.21% Airbnb Rental Income: $1218 Traditional Rental Income: $1681 Airbnb ROI: 0.58% Traditional ROI: 4.21%
1112 Girard Avenue Middletown, OH Come see this gorgeous colonial-style home, renovated with 4 bedrooms and 2 full baths wit...	4 beds \| 2 baths \| 2,432 sq.ft.	$210,000	Airbnb cash on cash: 4.1% Traditional cash on cash: 9.05% Airbnb Rental Income: $1711 Traditional Rental Income: $2221 Airbnb ROI: 4.1% Traditional ROI: 9.05%
2403 Central Avenue Middletown, OH Open House Sun 8/3, 12-30-2pm Brand new construction in the heart of Middletown. 1650 sq f...	3 beds \| 2 baths \| 1,615 sq.ft.	$274,900	Airbnb cash on cash: 1.62% Traditional cash on cash: 6.33% Airbnb Rental Income: $1218 Traditional Rental Income: $2047 Airbnb ROI: 1.62% Traditional ROI: 6.33%
2456 Wilbraham Road Middletown, OH Back on Market due to Buyers Health Issues! New electric, new plumbing, brand new furnace,...	2 beds \| 1 baths \| 728 sq.ft.	$154,900	Airbnb cash on cash: 1.55% Traditional cash on cash: 5.22% Airbnb Rental Income: $980 Traditional Rental Income: $1171 Airbnb ROI: 1.55% Traditional ROI: 5.22%
5170 Long Meadow Drive Middletown, OH New Construction in the beautiful Renaissance community with the Camden plan. This plan of...	3 beds \| 2 baths \| N/A	$514,900	Airbnb cash on cash: -1.11% Traditional cash on cash: 1.17% Airbnb Rental Income: $1218 Traditional Rental Income: $1925 Airbnb ROI: -1.11% Traditional ROI: 1.17%
1100 Hughes Street Middletown, OH Welcome home!Beautifully Renovated corner lot home in a quiet neighborhood. New dream kirc...	3 beds \| 2 baths \| 1,885 sq.ft.	$215,995	Airbnb cash on cash: 1.5% Traditional cash on cash: 7.02% Airbnb Rental Income: $1218 Traditional Rental Income: $1957 Airbnb ROI: 1.5% Traditional ROI: 7.02%
3111 Omaha Street Middletown, OH New roof 2025, Windows 2025, Stainless Steel kitchen appliances 2025, laminate floors 2025...	3 beds \| 1 baths \| 1,046 sq.ft.	$162,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 5.52% Airbnb Rental Income: $1218 Traditional Rental Income: $1278 Airbnb ROI: 2.6% Traditional ROI: 5.52%
13 Monroe Street Middletown, OH New HVAC, water heater, new LTV flooring, new carpet, fresh paint, both bathrooms remodele...	3 beds \| 2 baths \| 1,800 sq.ft.	$253,900	Airbnb cash on cash: 1.13% Traditional cash on cash: 5.68% Airbnb Rental Income: $1218 Traditional Rental Income: $1916 Airbnb ROI: 1.13% Traditional ROI: 5.68%
4823 Beechwood Lane Middletown, OH Bring An Offer! Sellers are Very Motivated! A MUST SEE! This condo feels like a cabin in t...	2 beds \| 3 baths \| 2,307 sq.ft.	$305,000	Airbnb cash on cash: -3.13% Traditional cash on cash: 3.45% Airbnb Rental Income: $980 Traditional Rental Income: $2515 Airbnb ROI: -3.13% Traditional ROI: 3.45%
1713 Lafayette Avenue Middletown, OH Charming and full of potential, this vacant 2-bedroom, 1-bath home offers 912 sq ft of com...	2 beds \| 1 baths \| 912 sq.ft.	$89,000	Airbnb cash on cash: 3.36% Traditional cash on cash: 7.67% Airbnb Rental Income: $980 Traditional Rental Income: $1003 Airbnb ROI: 3.36% Traditional ROI: 7.67%
3108 Ohio Avenue Middletown, OH Charming Updated Bungalow with Modern Touches! Welcome to this beautifully updated 2-...	2 beds \| 1 baths \| 788 sq.ft.	$134,500	Airbnb cash on cash: 2.2% Traditional cash on cash: 5.01% Airbnb Rental Income: $980 Traditional Rental Income: $991 Airbnb ROI: 2.2% Traditional ROI: 5.01%
3218 Keays Avenue Middletown, OH Tucked away on a quiet no outlet street,this turnkey 3 bed, 1 bath ranch is ready for you ...	3 beds \| 1 baths \| 960 sq.ft.	$165,000	Airbnb cash on cash: 2.12% Traditional cash on cash: 4.9% Airbnb Rental Income: $1218 Traditional Rental Income: $1264 Airbnb ROI: 2.12% Traditional ROI: 4.9%
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: -0.66% Traditional cash on cash: 2.1% Airbnb Rental Income: $1711 Traditional Rental Income: $2817 Airbnb ROI: -0.66% Traditional ROI: 2.1%
5441 Sheldon Close Middletown, OH New Construction by Fischer Homes in the beautiful Renaissance community with the Clay pla...	4 beds \| 3 baths \| N/A	$554,737	Airbnb cash on cash: -0.47% Traditional cash on cash: 2.21% Airbnb Rental Income: $1711 Traditional Rental Income: $2624 Airbnb ROI: -0.47% Traditional ROI: 2.21%
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: -0.66% Traditional cash on cash: 2.04% Airbnb Rental Income: $1711 Traditional Rental Income: $2783 Airbnb ROI: -0.66% Traditional ROI: 2.04%
5190 Long Meadow Drive Middletown, OH New Construction by Fischer Homes in the beautiful community of Renaissance, featuring the...	2 beds \| 2 baths \| 1,778 sq.ft.	$464,462	Airbnb cash on cash: -1.41% Traditional cash on cash: 2.24% Airbnb Rental Income: $980 Traditional Rental Income: $2215 Airbnb ROI: -1.41% Traditional ROI: 2.24%
3605 Greenview Drive Middletown, OH Wonderful find at an affordable price in Middletown! 3 bed with two bathrooms with an amaz...	3 beds \| 2 baths \| 1,734 sq.ft.	$199,900	Airbnb cash on cash: 1.53% Traditional cash on cash: 7.23% Airbnb Rental Income: $1218 Traditional Rental Income: $1908 Airbnb ROI: 1.53% Traditional ROI: 7.23%
9 Kenwood Drive Middletown, OH Back on market due to job relocation. What isn't new? Roof, furnace, a/c, wiring, plumbing...	3 beds \| 2 baths \| 1,542 sq.ft.	$279,900	Airbnb cash on cash: 0.76% Traditional cash on cash: 4.76% Airbnb Rental Income: $1218 Traditional Rental Income: $1879 Airbnb ROI: 0.76% Traditional ROI: 4.76%
6833 Traditions Street Middletown, OH The Aspen Design by Cristo Homes! Ultra convenient one-floor living in this 2 bedroom, 2 f...	2 beds \| 2 baths \| 1,278 sq.ft.	$286,870	Airbnb cash on cash: -0.61% Traditional cash on cash: 3.21% Airbnb Rental Income: $980 Traditional Rental Income: $1660 Airbnb ROI: -0.61% Traditional ROI: 3.21%
6835 Traditions Street Middletown, OH The Aspen Design by Cristo Homes! Ultra convenient one-floor living in this 2 bedroom, 2 f...	2 beds \| 2 baths \| 1,280 sq.ft.	$262,895	Airbnb cash on cash: -0.44% Traditional cash on cash: 3.71% Airbnb Rental Income: $980 Traditional Rental Income: $1657 Airbnb ROI: -0.44% Traditional ROI: 3.71%

Real Estate investment in Middletown, OH

There are 65 properties for sale in the city of Middletown . The median list price in Middletown is $233,500 and the average price per square foot is $156. In September 2025, the average monthly cash on cash return in Middletown is 5.00%. The average monthly rental income in Middletown is $1,688.

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

There are 65 investment properties available for sale in Middletown.

In 2025, the best neighborhood to buy investment property is Middletown.

The ROI for Long-Term is higher than the Short-Term in Middletown with average rental income of $1,688.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, OH

2010 Sherman Avenue

Middletown, OH

2 beds | 1 baths | 684 sq.ft.

$139,900

Airbnb cash on cash: 2.58%

Traditional cash on cash: 5.18%

Airbnb Rental Income: $980

Traditional Rental Income: $976

Airbnb ROI: 2.58%

Traditional ROI: 5.18%

2004 Minnesota Street

Middletown, OH

3 beds | 2 baths | 1,128 sq.ft.

$180,000

Airbnb cash on cash: 1.75%

Traditional cash on cash: 6.98%

Airbnb Rental Income: $1218

Traditional Rental Income: $1722

Airbnb ROI: 1.75%

Traditional ROI: 6.98%

3210 Wildwood Road

Middletown, OH

4 beds | 2 baths | 1,989 sq.ft.

$240,000

Airbnb cash on cash: 2.5%

Traditional cash on cash: 6.63%

Airbnb Rental Income: $1711

Traditional Rental Income: $2174

Airbnb ROI: 2.5%

Traditional ROI: 6.63%

934 Eighth Avenue

Middletown, OH

4 beds | 2 baths | 2,144 sq.ft.

$169,900

Airbnb cash on cash: 4.53%

Traditional cash on cash: 11.09%

Airbnb Rental Income: $1711

Traditional Rental Income: $2299

Airbnb ROI: 4.53%

Traditional ROI: 11.09%

501 Tara Oaks Drive

Middletown, OH

4 beds | 4 baths | 3,000 sq.ft.

$349,999

Airbnb cash on cash: 0.94%

Traditional cash on cash: 6.91%

Airbnb Rental Income: $1711

Traditional Rental Income: $3201

Airbnb ROI: 0.94%

Traditional ROI: 6.91%

3906 HARDEN AVENUE

Middletown, OH

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

$233,000

Airbnb cash on cash: 1.07%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $1218

Traditional Rental Income: $1430

Airbnb ROI: 1.07%

Traditional ROI: 3.81%

1808 Waynebrook Drive

Middletown, OH

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

$195,900

Airbnb cash on cash: 2.21%

Traditional cash on cash: 6.88%

Airbnb Rental Income: $1218

Traditional Rental Income: $1694

Airbnb ROI: 2.21%

Traditional ROI: 6.88%

704 Twentieth Avenue

Middletown, OH

3 beds | 2 baths | 1,612 sq.ft.

$181,573

Airbnb cash on cash: 1.71%

Traditional cash on cash: 8.82%

Airbnb Rental Income: $1218

Traditional Rental Income: $2054

Airbnb ROI: 1.71%