Real Estate Investment Properties for Sale in Chesterland, OH

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
10640 Butternut Rd Chesterland, OH Architecturally striking, 4 bedroom, 3.5 bath, multi-level home sits on over 9 acres of pr...	4 beds \| 3 baths \| 2,324 sq.ft.	$699,900	Airbnb cash on cash: -0.07% Traditional cash on cash: 3.27% Airbnb Rental Income: $2283 Traditional Rental Income: $3889 Airbnb ROI: -0.07% Traditional ROI: 3.27%
7981 Mulberry Road Chesterland, OH Beautifully updated 4 bedroom, 2.5 bathroom colonial situated on 3.05 picturesque acres. T...	4 beds \| 3 baths \| 3,252 sq.ft.	$569,900	Airbnb cash on cash: 0.95% Traditional cash on cash: 3.77% Airbnb Rental Income: $2283 Traditional Rental Income: $3216 Airbnb ROI: 0.95% Traditional ROI: 3.77%
7775 Woodlands Trail Chesterland, OH Nestled on three wooded acres on a quiet street, this extraordinary estate combines refine...	5 beds \| 5 baths \| 7,462 sq.ft.	$995,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.32% Airbnb Rental Income: $null Traditional Rental Income: $5200 Airbnb ROI: N/A Traditional ROI: 3.32%
7885 Pear Tree Drive Chesterland, OH Set amidst over 5 acres of breathtaking, manicured grounds, this exceptional estate offers...	5 beds \| 5 baths \| 7,266 sq.ft.	$1,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.34% Airbnb Rental Income: $null Traditional Rental Income: $5516 Airbnb ROI: N/A Traditional ROI: 2.34%
12555 Hovey Drive Chesterland, OH Bring your vision and creativity to this rare opportunity in the heart of Chesterland! Loc...	3 beds \| 2 baths \| 1,008 sq.ft.	$215,000	Airbnb cash on cash: 2.56% Traditional cash on cash: 5.59% Airbnb Rental Income: $1655 Traditional Rental Income: $1807 Airbnb ROI: 2.56% Traditional ROI: 5.59%
9087 Ranch Dr Chesterland, OH Full general home inspection, septic and well inspections, along with a third-party apprai...	3 beds \| 1 baths \| 1,254 sq.ft.	$250,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 5.03% Airbnb Rental Income: $1655 Traditional Rental Income: $1818 Airbnb ROI: 2.38% Traditional ROI: 5.03%
11710 Sherwood Trail Chesterland, OH Tucked away on a quiet, picturesque cul-de-sac and set back along a stunning tree-lined dr...	4 beds \| 4 baths \| 3,649 sq.ft.	$674,900	Airbnb cash on cash: -0.05% Traditional cash on cash: 0.81% Airbnb Rental Income: $2283 Traditional Rental Income: $2253 Airbnb ROI: -0.05% Traditional ROI: 0.81%
9201 Wilson Mills Road Chesterland, OH	3 beds \| 3 baths \| 3,258 sq.ft.	$550,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 2.98% Airbnb Rental Income: $1655 Traditional Rental Income: $2881 Airbnb ROI: -0.31% Traditional ROI: 2.98%
11905 Sandgate Drive Chesterland, OH Tucked away on a peaceful cul-de-sac in Chesterland, this beautifully updated and meticulo...	4 beds \| 3 baths \| 3,168 sq.ft.	$450,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 5.04% Airbnb Rental Income: $2283 Traditional Rental Income: $3209 Airbnb ROI: 1.49% Traditional ROI: 5.04%
9350 Hidden Lake Drive Chesterland, OH Welcome to your secluded retreat situated on five acres of serene woods. This Colonial res...	5 beds \| 4 baths \| 4,740 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.28% Airbnb Rental Income: $null Traditional Rental Income: $3920 Airbnb ROI: N/A Traditional ROI: 4.28%
8550 Sharp Lane Chesterland, OH Nestled in a beautiful setting, this spacious bi-level home offers 3 bedrooms, 2 full bath...	3 beds \| 2 baths \| 2,268 sq.ft.	$349,900	Airbnb cash on cash: 1.19% Traditional cash on cash: 5.19% Airbnb Rental Income: $1655 Traditional Rental Income: $2506 Airbnb ROI: 1.19% Traditional ROI: 5.19%
11251 Lake Forest Drive Chesterland, OH Privately situated at the end of a quiet cul-de-sac on over 5 beautiful wooded acres on on...	5 beds \| 4 baths \| 5,955 sq.ft.	$995,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.13% Airbnb Rental Income: $null Traditional Rental Income: $3878 Airbnb ROI: N/A Traditional ROI: 2.13%

Real Estate investment in Chesterland, OH

There are 13 properties for sale in the city of Chesterland . The median list price in Chesterland is $375,806 and the average price per square foot is $114. In June 2026, the average monthly cash on cash return in Chesterland is 4.00%. The average monthly rental income in Chesterland is $3,213.

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

There are 13 investment properties available for sale in Chesterland.

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

The ROI for Long-Term is higher than the Short-Term in Chesterland with average rental income of $3,213.

Your search for investment property begins and ends here

Investment Property for Sale in Chesterland, OH

10640 Butternut Rd

Chesterland, OH

4 beds | 3 baths | 2,324 sq.ft.

$699,900

Airbnb cash on cash: -0.07%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $2283

Traditional Rental Income: $3889

Airbnb ROI: -0.07%

Traditional ROI: 3.27%

7981 Mulberry Road

Chesterland, OH

4 beds | 3 baths | 3,252 sq.ft.

$569,900

Airbnb cash on cash: 0.95%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $2283

Traditional Rental Income: $3216

Airbnb ROI: 0.95%

Traditional ROI: 3.77%

7775 Woodlands Trail

Chesterland, OH

5 beds | 5 baths | 7,462 sq.ft.

$995,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.32%

Airbnb Rental Income: $null

Traditional Rental Income: $5200

Airbnb ROI: N/A

Traditional ROI: 3.32%

7885 Pear Tree Drive

Chesterland, OH

5 beds | 5 baths | 7,266 sq.ft.

$1,495,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.34%

Airbnb Rental Income: $null

Traditional Rental Income: $5516

Airbnb ROI: N/A

Traditional ROI: 2.34%

12555 Hovey Drive

Chesterland, OH

3 beds | 2 baths | 1,008 sq.ft.

$215,000

Airbnb cash on cash: 2.56%

Traditional cash on cash: 5.59%

Airbnb Rental Income: $1655

Traditional Rental Income: $1807

Airbnb ROI: 2.56%

Traditional ROI: 5.59%

9087 Ranch Dr

Chesterland, OH

3 beds | 1 baths | 1,254 sq.ft.

$250,000

Airbnb cash on cash: 2.38%

Traditional cash on cash: 5.03%

Airbnb Rental Income: $1655

Traditional Rental Income: $1818

Airbnb ROI: 2.38%

Traditional ROI: 5.03%

11710 Sherwood Trail

Chesterland, OH

4 beds | 4 baths | 3,649 sq.ft.

$674,900

Airbnb cash on cash: -0.05%

Traditional cash on cash: 0.81%

Airbnb Rental Income: $2283

Traditional Rental Income: $2253

Airbnb ROI: -0.05%

Traditional ROI: 0.81%

9201 Wilson Mills Road

Chesterland, OH

3 beds | 3 baths | 3,258 sq.ft.

$550,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $1655

Traditional Rental Income: $2881

Airbnb ROI: -0.31%