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 Road Chesterland, OH Architecturally striking, 4 bedroom, 3.5 bath, multi-level home sits on over 9 acres of pr...	4 beds \| 4 baths \| 3,376 sq.ft.	$725,000	Airbnb cash on cash: -0.74% Traditional cash on cash: 3.07% Airbnb Rental Income: $1809 Traditional Rental Income: $3889 Airbnb ROI: -0.74% Traditional ROI: 3.07%
8494 Sharp Lane Chesterland, OH Welcome to this delightful ranch home nestled in a peaceful neighborhood within the West G...	4 beds \| 2 baths \| 1,554 sq.ft.	$260,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 7.51% Airbnb Rental Income: $1809 Traditional Rental Income: $2452 Airbnb ROI: 2.89% Traditional ROI: 7.51%
10685 Butternut Road Chesterland, OH Welcome to this 4 bedroom colonial situated on a wooded lot with a lake in the backyard. H...	4 beds \| 3 baths \| 2,876 sq.ft.	$399,900	Airbnb cash on cash: 0.79% Traditional cash on cash: 6.91% Airbnb Rental Income: $1809 Traditional Rental Income: $3614 Airbnb ROI: 0.79% Traditional ROI: 6.91%
12790 Heath Road Chesterland, OH Welcome to your dream home in the heart of Chesterland! Nestled on a serene 1.71-acre lot,...	4 beds \| 3 baths \| 2,470 sq.ft.	$448,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 4.55% Airbnb Rental Income: $1809 Traditional Rental Income: $2873 Airbnb ROI: 0.85% Traditional ROI: 4.55%
13228 Boulder Glen Drive Chesterland, OH Wonderful original owner colonial ready for a new generation to make this their home. The ...	4 beds \| 2 baths \| 2,796 sq.ft.	$429,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.54% Airbnb Rental Income: $1809 Traditional Rental Income: $2789 Airbnb ROI: 0.88% Traditional ROI: 4.54%
7730 Cedar Road Chesterland, OH This cozy, rustic Chesterland ranch has all the warm vibes AND is in a qualified are for a...	4 beds \| 2 baths \| 1,796 sq.ft.	$289,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 7.06% Airbnb Rental Income: $1809 Traditional Rental Income: $2598 Airbnb ROI: 2.36% Traditional ROI: 7.06%
9502 Winchester Valley Chesterland, OH Rare find with full first floor in-law or teen suite with large bedroom, full bath, full a...	5 beds \| 3 baths \| 3,326 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.64% Airbnb Rental Income: $null Traditional Rental Income: $3385 Airbnb ROI: N/A Traditional ROI: 4.64%
10263 Wye Road Chesterland, OH Have you been searching for a Ranch home that is ready to move in? We have one for you now...	3 beds \| 2 baths \| 1,436 sq.ft.	$339,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 4.78% Airbnb Rental Income: $1077 Traditional Rental Income: $2181 Airbnb ROI: 0.17% Traditional ROI: 4.78%
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.	$925,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $5200 Airbnb ROI: N/A Traditional ROI: 3.7%
13031 Dorothy Drive Chesterland, OH Great opportunity to own a sprawling Ranch style home in the center of Chesterland / Famil...	4 beds \| 2 baths \| 2,028 sq.ft.	$279,900	Airbnb cash on cash: 2.41% Traditional cash on cash: 7.69% Airbnb Rental Income: $1809 Traditional Rental Income: $2712 Airbnb ROI: 2.41% Traditional ROI: 7.69%
12120 Caves Road Chesterland, OH Welcome to this spacious contemporary-style home situated on just over 5 acres with an orn...	5 beds \| 4 baths \| 3,972 sq.ft.	$470,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.24% Airbnb Rental Income: $null Traditional Rental Income: $4231 Airbnb ROI: N/A Traditional ROI: 7.24%
12470 Caves Road Chesterland, OH This beautiful home, situated in bucolic Chesterland, is ready for a new family to settle ...	3 beds \| 4 baths \| 2,750 sq.ft.	$524,900	Airbnb cash on cash: -1.31% Traditional cash on cash: 3.95% Airbnb Rental Income: $1077 Traditional Rental Income: $3290 Airbnb ROI: -1.31% Traditional ROI: 3.95%
13170 Caves Road Chesterland, OH Great opportunity to own a 3 bedroom, 2 1/2 bath Ranch with walk-out basement on 3.16 acre...	3 beds \| 3 baths \| N/A	$379,900	Airbnb cash on cash: -0.69% Traditional cash on cash: 5.24% Airbnb Rental Income: $1077 Traditional Rental Income: $2821 Airbnb ROI: -0.69% Traditional ROI: 5.24%
7501 Mayfield Road Chesterland, OH Endless potential with this gutted ranch home set on a spacious 1-acre lot with a barn and...	3 beds \| 2 baths \| 1,288 sq.ft.	$150,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 11.41% Airbnb Rental Income: $1077 Traditional Rental Income: $2068 Airbnb ROI: 1.94% Traditional ROI: 11.41%
8585 Carmichael Drive Chesterland, OH Meticulously Maintained Four-Level Split with Custom Addition on a One-Acre Lot! Updated 3...	3 beds \| 2 baths \| 3,018 sq.ft.	$469,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 3.64% Airbnb Rental Income: $1077 Traditional Rental Income: $2578 Airbnb ROI: -0.62% Traditional ROI: 3.64%
9613 Kim Drive Chesterland, OH Beautifully renovated 3 bedroom, 1.5 bath Ranch offering just over 1,500 sq ft. of stylish...	3 beds \| 2 baths \| 1,528 sq.ft.	$342,500	Airbnb cash on cash: 0.13% Traditional cash on cash: 5.23% Airbnb Rental Income: $1077 Traditional Rental Income: $2351 Airbnb ROI: 0.13% Traditional ROI: 5.23%
10331 Butternut Road Chesterland, OH Nestled on nearly 3 private acres in Munson Township, this beautifully renovated home comb...	5 beds \| 5 baths \| 5,560 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.66% Airbnb Rental Income: $null Traditional Rental Income: $5309 Airbnb ROI: N/A Traditional ROI: 6.66%
8189 Mulberry Road Chesterland, OH Welcome home to this beautifully updated 4-bedroom, 3-full-bath ranch set on a picturesque...	4 beds \| 3 baths \| 1,784 sq.ft.	$350,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 6.43% Airbnb Rental Income: $1809 Traditional Rental Income: $2876 Airbnb ROI: 1.7% Traditional ROI: 6.43%
11661 Sherwood Trail Chesterland, OH LOCATION LOCATION LOCATION! Welcome to your charming, rustic retreat in sought after Chest...	4 beds \| 3 baths \| 3,371 sq.ft.	$675,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 3.03% Airbnb Rental Income: $1809 Traditional Rental Income: $3280 Airbnb ROI: -0.09% Traditional ROI: 3.03%
8886 Ranch Drive Chesterland, OH Well maintained & lovingly cared for 4+ bdrm, 3.5 bath, sprawling Chesterland colonial w/ ...	4 beds \| 4 baths \| 2,816 sq.ft.	$415,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 7.89% Airbnb Rental Income: $1809 Traditional Rental Income: $3833 Airbnb ROI: 1.43% Traditional ROI: 7.89%
9471 Sherman Road Chesterland, OH Exquisite log home on 5 serene acres nestled in the heart of Chesterland, OH. This stunnin...	4 beds \| 2 baths \| 3,015 sq.ft.	$595,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 2.81% Airbnb Rental Income: $1809 Traditional Rental Income: $2779 Airbnb ROI: 0.18% Traditional ROI: 2.81%
12910 Westchester Trail Chesterland, OH This ranch has beautiful views with large windows and an open floor design for entertainin...	3 beds \| 3 baths \| N/A	$274,900	Airbnb cash on cash: 0.02% Traditional cash on cash: 7.3% Airbnb Rental Income: $1077 Traditional Rental Income: $2595 Airbnb ROI: 0.02% Traditional ROI: 7.3%

Real Estate investment in Chesterland, OH

There are 22 properties for sale in the city of Chesterland . The median list price in Chesterland is $422,000 and the average price per square foot is $145. In December 2025, the average monthly cash on cash return in Chesterland is 5.00%. The average monthly rental income in Chesterland is $2,873.

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

There are 22 investment properties available for sale in Chesterland.

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

The ROI for Short-Term is higher than the Long-Term in Chesterland with average rental income of $1,809.

Your search for investment property begins and ends here

Investment Property for Sale in Chesterland, OH

10640 Butternut Road

Chesterland, OH

4 beds | 4 baths | 3,376 sq.ft.

$725,000

Airbnb cash on cash: -0.74%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $1809

Traditional Rental Income: $3889

Airbnb ROI: -0.74%

Traditional ROI: 3.07%

8494 Sharp Lane

Chesterland, OH

4 beds | 2 baths | 1,554 sq.ft.

$260,000

Airbnb cash on cash: 2.89%

Traditional cash on cash: 7.51%

Airbnb Rental Income: $1809

Traditional Rental Income: $2452

Airbnb ROI: 2.89%

Traditional ROI: 7.51%

10685 Butternut Road

Chesterland, OH

4 beds | 3 baths | 2,876 sq.ft.

$399,900

Airbnb cash on cash: 0.79%

Traditional cash on cash: 6.91%

Airbnb Rental Income: $1809

Traditional Rental Income: $3614

Airbnb ROI: 0.79%

Traditional ROI: 6.91%

12790 Heath Road

Chesterland, OH

4 beds | 3 baths | 2,470 sq.ft.

$448,900

Airbnb cash on cash: 0.85%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $1809

Traditional Rental Income: $2873

Airbnb ROI: 0.85%

Traditional ROI: 4.55%

13228 Boulder Glen Drive

Chesterland, OH

4 beds | 2 baths | 2,796 sq.ft.

$429,000

Airbnb cash on cash: 0.88%

Traditional cash on cash: 4.54%

Airbnb Rental Income: $1809

Traditional Rental Income: $2789

Airbnb ROI: 0.88%

Traditional ROI: 4.54%

7730 Cedar Road

Chesterland, OH

4 beds | 2 baths | 1,796 sq.ft.

$289,000

Airbnb cash on cash: 2.36%

Traditional cash on cash: 7.06%

Airbnb Rental Income: $1809

Traditional Rental Income: $2598

Airbnb ROI: 2.36%

Traditional ROI: 7.06%

9502 Winchester Valley

Chesterland, OH

5 beds | 3 baths | 3,326 sq.ft.

$500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.64%

Airbnb Rental Income: $null

Traditional Rental Income: $3385

Airbnb ROI: N/A

Traditional ROI: 4.64%

10263 Wye Road

Chesterland, OH

3 beds | 2 baths | 1,436 sq.ft.

$339,900

Airbnb cash on cash: 0.17%

Traditional cash on cash: 4.78%

Airbnb Rental Income: $1077

Traditional Rental Income: $2181

Airbnb ROI: 0.17%