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
2708 Bradford Dr Middletown, OH 2708 Bradford Dr, Middletown, OH 45044 \| Single Family Residential	3 beds \| 1 baths \| 1,576 sq.ft.	$269,900	Airbnb cash on cash: -0.03% Traditional cash on cash: 1.83% Airbnb Rental Income: $1104 Traditional Rental Income: $1206 Airbnb ROI: -0.03% Traditional ROI: 1.83%
2204 Hawthorne St Middletown, OH Welcome Home! This 3 bedroom ranch offers new eat-in kitchen w/stainless appliances & ampl...	3 beds \| 1 baths \| 936 sq.ft.	$140,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 4.88% Airbnb Rental Income: $1104 Traditional Rental Income: $1087 Airbnb ROI: 2.23% Traditional ROI: 4.88%
2574 Leonardo Way Middletown, OH All New in 2019, This Cumberland American Classic Plan by Fischer Homes, is Located in Leb...	4 beds \| 3 baths \| 2,080 sq.ft.	$450,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 3.05% Airbnb Rental Income: $1181 Traditional Rental Income: $2516 Airbnb ROI: -1.03% Traditional ROI: 3.05%
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: 1.24% Traditional cash on cash: 3.85% Airbnb Rental Income: $1104 Traditional Rental Income: $1174 Airbnb ROI: 1.24% Traditional ROI: 3.85%
1243 Ellen Dr 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: -3.28% Traditional cash on cash: 2.56% Airbnb Rental Income: $210 Traditional Rental Income: $823 Airbnb ROI: -3.28% Traditional ROI: 2.56%
308 Arcadia Dr Middletown, OH 2 car garage and this location for this price? THIS THING IS A STEAL!!! BRAND NEW roof 10/...	3 beds \| 1 baths \| 1,040 sq.ft.	$199,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 2.37% Airbnb Rental Income: $1104 Traditional Rental Income: $1019 Airbnb ROI: 0.84% Traditional ROI: 2.37%
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: 1.89% Traditional cash on cash: 4.89% Airbnb Rental Income: $1104 Traditional Rental Income: $1285 Airbnb ROI: 1.89% Traditional ROI: 4.89%
215 Monroe Street Middletown, OH Beautifully renovated 2-bedroom home featuring a detached 1-car garage, additional off-str...	2 beds \| 1 baths \| 1,152 sq.ft.	$179,900	Airbnb cash on cash: -3.16% Traditional cash on cash: 3.68% Airbnb Rental Income: $210 Traditional Rental Income: $1156 Airbnb ROI: -3.16% Traditional ROI: 3.68%
2381 Middletown Eaton Rd Middletown, OH Country charm in Madison at its finest! 4 bedrooms, granite countertops, fresh paint, over...	4 beds \| 1 baths \| 1,848 sq.ft.	$265,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 3.72% Airbnb Rental Income: $1181 Traditional Rental Income: $1397 Airbnb ROI: 1.31% Traditional ROI: 3.72%
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: 0.64% Traditional cash on cash: 3.81% Airbnb Rental Income: $1104 Traditional Rental Income: $1430 Airbnb ROI: 0.64% Traditional ROI: 3.81%
2005 Tullis Dr Middletown, OH This immaculate sprawling ranch offers 3,310 sq. ft. of beautifully updated living space f...	4 beds \| 3 baths \| 3,310 sq.ft.	$485,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 4.04% Airbnb Rental Income: $1181 Traditional Rental Income: $2737 Airbnb ROI: -0.24% Traditional ROI: 4.04%
102 Franklin St Middletown, OH Welcome home to this spacious 4-bedroom, 2-bath property in Middletown! The oversized fron...	4 beds \| 2 baths \| 1,125 sq.ft.	$220,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 5.09% Airbnb Rental Income: $1181 Traditional Rental Income: $1683 Airbnb ROI: 0.83% Traditional ROI: 5.09%
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.	$249,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 4.79% Airbnb Rental Income: $1181 Traditional Rental Income: $1609 Airbnb ROI: 1.33% Traditional ROI: 4.79%
3021 Mohawk St Middletown, OH Cute 3 bedroom, 1 bathroom ranch in Middletown. New paint, new flooring, new HVAC, newer s...	3 beds \| 1 baths \| 1,260 sq.ft.	$139,000	Airbnb cash on cash: 3.32% Traditional cash on cash: 7.8% Airbnb Rental Income: $1104 Traditional Rental Income: $1328 Airbnb ROI: 3.32% Traditional ROI: 7.8%
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: 1.82% Traditional cash on cash: 4.46% Airbnb Rental Income: $1104 Traditional Rental Income: $1207 Airbnb ROI: 1.82% 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.	$178,900	Airbnb cash on cash: 2.03% Traditional cash on cash: 3.65% Airbnb Rental Income: $1104 Traditional Rental Income: $1006 Airbnb ROI: 2.03% 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: 0.01% Traditional cash on cash: 3.73% Airbnb Rental Income: $1104 Traditional Rental Income: $1855 Airbnb ROI: 0.01% 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.	$129,900	Airbnb cash on cash: -3.38% Traditional cash on cash: 6.73% Airbnb Rental Income: $210 Traditional Rental Income: $1249 Airbnb ROI: -3.38% Traditional ROI: 6.73%
2302 Woodburn Avenue Middletown, OH Charming and full of potential, cozy 2-bedroom, 2-bath ranch with a basement offers comfor...	2 beds \| 2 baths \| 784 sq.ft.	$187,000	Airbnb cash on cash: -3.13% Traditional cash on cash: 4.54% Airbnb Rental Income: $210 Traditional Rental Income: $1350 Airbnb ROI: -3.13% Traditional ROI: 4.54%
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: 0.99% Traditional cash on cash: 5.75% Airbnb Rental Income: $1104 Traditional Rental Income: $1790 Airbnb ROI: 0.99% Traditional ROI: 5.75%
5386 Mosiman Rd Middletown, OH Welcome Home! All ready to be your new home! Nestled on 5+ acres away from the hustle and ...	3 beds \| 2 baths \| 2,080 sq.ft.	$435,900	Airbnb cash on cash: -5.29% Traditional cash on cash: -1.91% Airbnb Rental Income: $1104 Traditional Rental Income: $2108 Airbnb ROI: -5.29% Traditional ROI: -1.91%
1808 Meadow Ave 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: 2.74% Traditional cash on cash: 8.14% Airbnb Rental Income: $1104 Traditional Rental Income: $1380 Airbnb ROI: 2.74% Traditional ROI: 8.14%
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.	$205,000	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%
4823 Beechwood Lane Middletown, OH Welcome home to maintenance-free living at its absolute finest! Tucked away in the highly ...	3 beds \| 3 baths \| 2,307 sq.ft.	$325,000	Airbnb cash on cash: -2.66% Traditional cash on cash: 3.18% Airbnb Rental Income: $1104 Traditional Rental Income: $2515 Airbnb ROI: -2.66% Traditional ROI: 3.18%
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.	$234,900	Airbnb cash on cash: 0.63% Traditional cash on cash: 7.34% Airbnb Rental Income: $1181 Traditional Rental Income: $2287 Airbnb ROI: 0.63% Traditional ROI: 7.34%
6842 Traditions Street #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.	$276,800	Airbnb cash on cash: -5.48% Traditional cash on cash: 0.75% Airbnb Rental Income: $210 Traditional Rental Income: $1612 Airbnb ROI: -5.48% Traditional ROI: 0.75%
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: -5.75% Traditional cash on cash: 0.85% Airbnb Rental Income: $210 Traditional Rental Income: $1612 Airbnb ROI: -5.75% 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: -6.16% Traditional cash on cash: 1.01% Airbnb Rental Income: $210 Traditional Rental Income: $1612 Airbnb ROI: -6.16% 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: -5.77% Traditional cash on cash: 0.86% Airbnb Rental Income: $210 Traditional Rental Income: $1612 Airbnb ROI: -5.77% Traditional ROI: 0.86%
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: -1.78% Traditional cash on cash: 6.54% Airbnb Rental Income: $210 Traditional Rental Income: $1180 Airbnb ROI: -1.78% Traditional ROI: 6.54%
1306 Michigan Ave Middletown, OH Rent ready 2 bedroom in popular area	3 beds \| 1 baths \| 812 sq.ft.	$84,900	Airbnb cash on cash: 5.37% Traditional cash on cash: 9.09% Airbnb Rental Income: $1104 Traditional Rental Income: $1040 Airbnb ROI: 5.37% Traditional ROI: 9.09%
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: -1.01% Traditional cash on cash: 5.56% Airbnb Rental Income: $1181 Traditional Rental Income: $3627 Airbnb ROI: -1.01% 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: -1.86% Traditional cash on cash: 1.34% Airbnb Rental Income: $1181 Traditional Rental Income: $2854 Airbnb ROI: -1.86% Traditional ROI: 1.34%
6 Beal Rd Middletown, OH 6 Beal Rd, Middletown, OH 45005 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$169,600	Airbnb cash on cash: N/A Traditional cash on cash: 1.81% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: 1.81%
881 Middletown Eaton Rd Middletown, OH 881 Middletown Eaton Rd, Middletown, OH 45042 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$3,950,000	Airbnb cash on cash: N/A Traditional cash on cash: -2.47% Airbnb Rental Income: $null Traditional Rental Income: $408 Airbnb ROI: N/A Traditional ROI: -2.47%
640 Hill St Middletown, OH 640 Hill St, Middletown, OH 45042 \| Single Family Residential	4 beds \| 3 baths \| 3,614 sq.ft.	$399,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 2.85% Airbnb Rental Income: $1181 Traditional Rental Income: $2110 Airbnb ROI: -0.67% Traditional ROI: 2.85%
489 Emerson Rd Middletown, OH 489 Emerson Rd, Middletown, OH 45042 \| Single Family Residential	4 beds \| 4 baths \| 4,740 sq.ft.	$1,150,000	Airbnb cash on cash: -1.89% Traditional cash on cash: 0.03% Airbnb Rental Income: $1181 Traditional Rental Income: $2856 Airbnb ROI: -1.89% Traditional ROI: 0.03%

Real Estate investment in Middletown, OH

There are 170 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 $127. In July 2026, the average monthly cash on cash return in Middletown is 4.00%. The average monthly rental income in Middletown is $1,595.

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

There are 170 investment properties available for sale in Middletown.

In 2026, 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 $1,595.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, OH

2708 Bradford Dr

Middletown, OH

3 beds | 1 baths | 1,576 sq.ft.

$269,900

Airbnb cash on cash: -0.03%

Traditional cash on cash: 1.83%

Airbnb Rental Income: $1104

Traditional Rental Income: $1206

Airbnb ROI: -0.03%

Traditional ROI: 1.83%

2204 Hawthorne St

Middletown, OH

3 beds | 1 baths | 936 sq.ft.

$140,000

Airbnb cash on cash: 2.23%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $1104

Traditional Rental Income: $1087

Airbnb ROI: 2.23%

Traditional ROI: 4.88%

2574 Leonardo Way

Middletown, OH

4 beds | 3 baths | 2,080 sq.ft.

$450,000

Airbnb cash on cash: -1.03%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1181

Traditional Rental Income: $2516

Airbnb ROI: -1.03%

Traditional ROI: 3.05%

1219 Ellen Drive

Middletown, OH

3 beds | 1 baths | 864 sq.ft.

$177,900

Airbnb cash on cash: 1.24%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $1104

Traditional Rental Income: $1174

Airbnb ROI: 1.24%

Traditional ROI: 3.85%

1243 Ellen Dr

Middletown, OH

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

$149,900

Airbnb cash on cash: -3.28%

Traditional cash on cash: 2.56%

Airbnb Rental Income: $210

Traditional Rental Income: $823

Airbnb ROI: -3.28%

Traditional ROI: 2.56%

308 Arcadia Dr

Middletown, OH

3 beds | 1 baths | 1,040 sq.ft.

$199,000

Airbnb cash on cash: 0.84%

Traditional cash on cash: 2.37%

Airbnb Rental Income: $1104

Traditional Rental Income: $1019

Airbnb ROI: 0.84%

Traditional ROI: 2.37%

40 Crawford St

Middletown, OH

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

$194,900

Airbnb cash on cash: 1.89%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $1104

Traditional Rental Income: $1285

Airbnb ROI: 1.89%

Traditional ROI: 4.89%

215 Monroe Street

Middletown, OH

2 beds | 1 baths | 1,152 sq.ft.

$179,900

Airbnb cash on cash: -3.16%

Traditional cash on cash: 3.68%

Airbnb Rental Income: $210

Traditional Rental Income: $1156

Airbnb ROI: -3.16%