Real Estate Investment Properties for Sale in Wooster, OH

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2715 Eastwood Drive Wooster, OH Beautifully updated attached cluster home offering easy, stylish living! Enjoy fresh vinyl...	3 beds \| 3 baths \| 2,040 sq.ft.	$279,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 6.3% Airbnb Rental Income: $1352 Traditional Rental Income: $2298 Airbnb ROI: 1.13% Traditional ROI: 6.3%
323 N Grant Street Wooster, OH Investment opportunity! This triplex has two 1 bedroom / 1 bathroom units and a studio apa...	3 beds \| 3 baths \| N/A	$189,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 9.79% Airbnb Rental Income: $1352 Traditional Rental Income: $2243 Airbnb ROI: 2.53% Traditional ROI: 9.79%
3940 Batdorf Road Wooster, OH Very large home with a total 3,600 sq ft including a finished basement, four bedrooms, thr...	4 beds \| 3 baths \| 3,721 sq.ft.	$359,900	Airbnb cash on cash: 1.55% Traditional cash on cash: 4.53% Airbnb Rental Income: $1897 Traditional Rental Income: $2399 Airbnb ROI: 1.55% Traditional ROI: 4.53%
594 Forest Creek Drive Wooster, OH Are you looking for a quiet retreat surrounded by nature, but still close to all the ameni...	2 beds \| 2 baths \| 1,143 sq.ft.	$214,900	Airbnb cash on cash: 0.86% Traditional cash on cash: 2.48% Airbnb Rental Income: $1224 Traditional Rental Income: $1162 Airbnb ROI: 0.86% Traditional ROI: 2.48%
3393 Friendsville Road Wooster, OH Discover this beautifully maintained 5-bedroom, 3-bathroom home nestled on 3.64 acres of s...	5 beds \| 3 baths \| 3,678 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $2875 Airbnb ROI: N/A Traditional ROI: 4.86%
2530 Portage Grove Court Wooster, OH Hidden gem in a small condominium complex. This open-concept home offers two bedrooms, one...	2 beds \| 1 baths \| 996 sq.ft.	$195,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 2.17% Airbnb Rental Income: $1224 Traditional Rental Income: $1031 Airbnb ROI: 1.09% Traditional ROI: 2.17%
1425 Hickory Lane Wooster, OH Welcome home to 1425 Hickory Lane in Wooster, perfectly situated at the end of a peaceful ...	4 beds \| 2 baths \| 2,744 sq.ft.	$314,999	Airbnb cash on cash: 0.44% Traditional cash on cash: 4.39% Airbnb Rental Income: $1897 Traditional Rental Income: $2561 Airbnb ROI: 0.44% Traditional ROI: 4.39%
3125 Henderson Road Wooster, OH This stunning 2,600 sq. ft. log home combines rustic charm with modern amenities. Situated...	2 beds \| 3 baths \| 2,592 sq.ft.	$524,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 3.31% Airbnb Rental Income: $1224 Traditional Rental Income: $2514 Airbnb ROI: -0.12% Traditional ROI: 3.31%
4156 Fieldridge Court Wooster, OH Welcome to 4156 Fieldridge Court! This brand-new ranch-style home offers effortless one-le...	3 beds \| 2 baths \| 1,414 sq.ft.	$389,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 2.01% Airbnb Rental Income: $1352 Traditional Rental Income: $1895 Airbnb ROI: -0.61% Traditional ROI: 2.01%
1740 Barnes Drive Wooster, OH This sprawling, open-concept ranch offers the perfect blend of privacy, comfort, and versa...	3 beds \| 4 baths \| 3,946 sq.ft.	$489,000	Airbnb cash on cash: 0% Traditional cash on cash: 4.6% Airbnb Rental Income: $1352 Traditional Rental Income: $3042 Airbnb ROI: 0% Traditional ROI: 4.6%
4293 Clear Creek Valley Road Wooster, OH Welcome to Clear Creek Valley Farm! A rare and beautiful 27-acre organic homestead situate...	5 beds \| 5 baths \| 3,009 sq.ft.	$1,175,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.41% Airbnb Rental Income: $null Traditional Rental Income: $4280 Airbnb ROI: N/A Traditional ROI: 2.41%
2447 Wetherington Lane unit: 130 #130 Wooster, OH Here's a move-in ready condo in Wetherington Estates. Open floorplan with corner fireplace...	2 beds \| 2 baths \| 1,276 sq.ft.	$225,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 3.86% Airbnb Rental Income: $1224 Traditional Rental Income: $1679 Airbnb ROI: -0.12% Traditional ROI: 3.86%
5167 Overton Road Wooster, OH Welcome to this charming 3-bedroom, 2-bathroom raised ranch situated on just over half an ...	3 beds \| 2 baths \| 1,134 sq.ft.	$179,000	Airbnb cash on cash: 3.09% Traditional cash on cash: 6.59% Airbnb Rental Income: $1352 Traditional Rental Income: $1534 Airbnb ROI: 3.09% Traditional ROI: 6.59%
3322 Aspen Drive Wooster, OH 3322 Aspen Drive. UPDATE: Seller has contracted with WEST HOLMES ROOFING Replaced shingles...	4 beds \| 3 baths \| 2,396 sq.ft.	$430,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 3.82% Airbnb Rental Income: $1897 Traditional Rental Income: $2651 Airbnb ROI: 0.7% Traditional ROI: 3.82%
888 Flag Stone Avenue Wooster, OH Homes like this don't come around too often! Built in 2016, this beautifully designed home...	4 beds \| 5 baths \| 2,476 sq.ft.	$539,900	Airbnb cash on cash: 0.15% Traditional cash on cash: 5.56% Airbnb Rental Income: $1897 Traditional Rental Income: $4122 Airbnb ROI: 0.15% Traditional ROI: 5.56%
2117 Canterbury Lane Wooster, OH Stunning home located in one of Wooster's most sought-after neighborhoods sits this 4-bedr...	4 beds \| 4 baths \| 3,326 sq.ft.	$449,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 6.23% Airbnb Rental Income: $1897 Traditional Rental Income: $3615 Airbnb ROI: 0.94% Traditional ROI: 6.23%
2710 E Hutton Road Wooster, OH This beautiful custom built Swartzentruber home is nestled in the privacy of 6.3 acres and...	4 beds \| 4 baths \| N/A	$990,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 1.42% Airbnb Rental Income: $1897 Traditional Rental Income: $2968 Airbnb ROI: -0.29% Traditional ROI: 1.42%
2560 Rutt Court Wooster, OH Discover this beautifully maintained 4-bedroom, 3-bath home on over 5 acres, walking dista...	4 beds \| 3 baths \| 2,420 sq.ft.	$450,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 3.91% Airbnb Rental Income: $1897 Traditional Rental Income: $2578 Airbnb ROI: 1.09% Traditional ROI: 3.91%
227 N Walnut Street Wooster, OH Luxury. Location. Lifestyle- Experience refined urban living in this one-of-a-kind luxury ...	2 beds \| 3 baths \| 2,000 sq.ft.	$550,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 3.4% Airbnb Rental Income: $1224 Traditional Rental Income: $2625 Airbnb ROI: -0.09% Traditional ROI: 3.4%
227 Walnut Wooster, OH Luxury. Location. Lifestyle. Experience refined urban living in this one-of-a-kind luxury ...	2 beds \| 3 baths \| 2,000 sq.ft.	$550,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 3.31% Airbnb Rental Income: $1224 Traditional Rental Income: $2551 Airbnb ROI: -0.04% Traditional ROI: 3.31%
1665 Sandalwood Drive Wooster, OH Discover timeless charm in this classic colonial home located in one of Wooster's most des...	3 beds \| 3 baths \| 2,632 sq.ft.	$375,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 5.02% Airbnb Rental Income: $1352 Traditional Rental Income: $2650 Airbnb ROI: 0.15% Traditional ROI: 5.02%
207 Valley View Drive Wooster, OH Four bedroom home in Triway School District with many large updates that include roof shin...	4 beds \| 2 baths \| 1,728 sq.ft.	$215,000	Airbnb cash on cash: 4.84% Traditional cash on cash: 8.54% Airbnb Rental Income: $1897 Traditional Rental Income: $2147 Airbnb ROI: 4.84% Traditional ROI: 8.54%
4157 Fieldridge Court Wooster, OH Experience the perfect blend of quality craftsmanship and modern convenience in this beaut...	3 beds \| 2 baths \| 1,482 sq.ft.	$409,500	Airbnb cash on cash: -0.34% Traditional cash on cash: 2.09% Airbnb Rental Income: $1352 Traditional Rental Income: $1871 Airbnb ROI: -0.34% Traditional ROI: 2.09%
2021 Cleveland Road Wooster, OH This 3-bedroom, 2-bath Cape Cod has all the charm you'd expect-plus the thoughtful updates...	3 beds \| 3 baths \| 1,540 sq.ft.	$224,900	Airbnb cash on cash: 1.84% Traditional cash on cash: 6.96% Airbnb Rental Income: $1352 Traditional Rental Income: $2027 Airbnb ROI: 1.84% Traditional ROI: 6.96%
2633 Prairie Lane Wooster, OH This stunning Bedford Ranch plan by Drees Homes perfectly blends modern design with functi...	3 beds \| 4 baths \| 4,152 sq.ft.	$1,042,031	Airbnb cash on cash: -0.19% Traditional cash on cash: 1.85% Airbnb Rental Income: $1352 Traditional Rental Income: $2924 Airbnb ROI: -0.19% Traditional ROI: 1.85%
1544 Eden Drive Wooster, OH Welcome to this beautifully appointed 4-bedroom, 3.5-bath ranch nestled in the highly soug...	4 beds \| 4 baths \| 3,518 sq.ft.	$584,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 5.32% Airbnb Rental Income: $1897 Traditional Rental Income: $4112 Airbnb ROI: 0.34% Traditional ROI: 5.32%
1174 Columbus Road Wooster, OH Great Triway ranch! Sellers are motivated! The home is in a great location with many updat...	3 beds \| 2 baths \| 1,888 sq.ft.	$220,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 7.42% Airbnb Rental Income: $1352 Traditional Rental Income: $2053 Airbnb ROI: 2.07% Traditional ROI: 7.42%
1043 N Honeytown Road Wooster, OH Peaceful Country Living Just Minutes from Town - Nearly 6 Acres! Welcome to your dream ret...	5 beds \| 4 baths \| 2,664 sq.ft.	$659,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.97% Airbnb Rental Income: $null Traditional Rental Income: $3146 Airbnb ROI: N/A Traditional ROI: 2.97%
2208 Cleveland Road Wooster, OH Stately Tudor Charm Meets Modern Comfort,This impressive Tudor home on a corner lot offers...	4 beds \| 6 baths \| N/A	$485,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 11.12% Airbnb Rental Income: $1897 Traditional Rental Income: $6025 Airbnb ROI: 0.91% Traditional ROI: 11.12%
2644 Prairie Lane Wooster, OH Drees Homes Crestwood floorplan. This home is to be built to customer specifications. Phot...	4 beds \| 5 baths \| 4,981 sq.ft.	$1,102,275	Airbnb cash on cash: 0.21% Traditional cash on cash: 3.39% Airbnb Rental Income: $1897 Traditional Rental Income: $4652 Airbnb ROI: 0.21% Traditional ROI: 3.39%
3433 Fredericksburg Road Wooster, OH Welcome to this charming and tastefully updated Cape Cod-style home, conveniently located ...	4 beds \| 2 baths \| 1,204 sq.ft.	$365,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 3.56% Airbnb Rental Income: $1897 Traditional Rental Income: $1889 Airbnb ROI: 2.11% Traditional ROI: 3.56%
3306 Sylvan Road Wooster, OH	2 beds \| 2 baths \| 836 sq.ft.	$209,900	Airbnb cash on cash: 1.76% Traditional cash on cash: 4.46% Airbnb Rental Income: $1224 Traditional Rental Income: $1369 Airbnb ROI: 1.76% Traditional ROI: 4.46%
1661 Lemar Drive Wooster, OH Nestled in a quiet residential neighborhood, this well-maintained Cape Cod offers both cha...	4 beds \| 2 baths \| 1,638 sq.ft.	$249,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 6.3% Airbnb Rental Income: $1897 Traditional Rental Income: $2088 Airbnb ROI: 3.34% Traditional ROI: 6.3%
657 N Bever Street Wooster, OH Brick duplex in Wooster. Two 2 bedroom and 1 bathroom units that each currently bring in $...	4 beds \| 2 baths \| N/A	$199,000	Airbnb cash on cash: 4.49% Traditional cash on cash: 8.51% Airbnb Rental Income: $1897 Traditional Rental Income: $2150 Airbnb ROI: 4.49% Traditional ROI: 8.51%
458 Mather Hill Drive Wooster, OH This spacious 4-bedroom, 2.5-bath home has been beautifully updated and offers a versatile...	4 beds \| 3 baths \| 2,952 sq.ft.	$314,999	Airbnb cash on cash: 2.31% Traditional cash on cash: 7.16% Airbnb Rental Income: $1897 Traditional Rental Income: $2827 Airbnb ROI: 2.31% Traditional ROI: 7.16%
8743 Ashland Road Wooster, OH Charming Four bedroom century colonial farmhouse located on nearly 1 acre of country livin...	4 beds \| 1 baths \| 1,770 sq.ft.	$235,000	Airbnb cash on cash: 4.11% Traditional cash on cash: 4.89% Airbnb Rental Income: $1897 Traditional Rental Income: $1564 Airbnb ROI: 4.11% Traditional ROI: 4.89%
1024 Kadas Lane Wooster, OH Welcome to 1024 Kadas Ln in Wooster, a stunning completed former model home offering 3 bed...	3 beds \| 3 baths \| 2,424 sq.ft.	$449,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 4.62% Airbnb Rental Income: $1352 Traditional Rental Income: $2813 Airbnb ROI: 0.16% Traditional ROI: 4.62%
211 Minerva Street Wooster, OH Welcome to this beautifully remodeled ranch home on two spacious city lots. this charming ...	3 beds \| 1 baths \| 900 sq.ft.	$165,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 5.19% Airbnb Rental Income: $1352 Traditional Rental Income: $1204 Airbnb ROI: 3.5% Traditional ROI: 5.19%
1457 Fox Lake Road Wooster, OH Have you been looking for a home outsid eof town, with lots of space? Welcome to this Spli...	4 beds \| 2 baths \| N/A	$389,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 3.6% Airbnb Rental Income: $1897 Traditional Rental Income: $2177 Airbnb ROI: 1.45% Traditional ROI: 3.6%
1238 Kieffer Street Wooster, OH Welcome to 1238 Kieffer St in Wooster, a beautifully updated 4-bedroom, 2.5-bath home fill...	4 beds \| 3 baths \| 2,700 sq.ft.	$289,900	Airbnb cash on cash: 2.58% Traditional cash on cash: 7.74% Airbnb Rental Income: $1897 Traditional Rental Income: $2802 Airbnb ROI: 2.58% Traditional ROI: 7.74%

Real Estate investment in Wooster, OH

There are 61 properties for sale in the city of Wooster . The median list price in Wooster is $314,999 and the average price per square foot is $148. In October 2025, the average monthly cash on cash return in Wooster is 5.00%. The average monthly rental income in Wooster is $2,298.

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

There are 61 investment properties available for sale in Wooster.

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

The ROI for Long-Term is higher than the Short-Term in Wooster with average rental income of $2,298.

Your search for investment property begins and ends here

Investment Property for Sale in Wooster, OH

2715 Eastwood Drive

Wooster, OH

3 beds | 3 baths | 2,040 sq.ft.

$279,000

Airbnb cash on cash: 1.13%

Traditional cash on cash: 6.3%

Airbnb Rental Income: $1352

Traditional Rental Income: $2298

Airbnb ROI: 1.13%

Traditional ROI: 6.3%

323 N Grant Street

Wooster, OH

3 beds | 3 baths | N/A

$189,000

Airbnb cash on cash: 2.53%

Traditional cash on cash: 9.79%

Airbnb Rental Income: $1352

Traditional Rental Income: $2243

Airbnb ROI: 2.53%

Traditional ROI: 9.79%

3940 Batdorf Road

Wooster, OH

4 beds | 3 baths | 3,721 sq.ft.

$359,900

Airbnb cash on cash: 1.55%

Traditional cash on cash: 4.53%

Airbnb Rental Income: $1897

Traditional Rental Income: $2399

Airbnb ROI: 1.55%

Traditional ROI: 4.53%

594 Forest Creek Drive

Wooster, OH

2 beds | 2 baths | 1,143 sq.ft.

$214,900

Airbnb cash on cash: 0.86%

Traditional cash on cash: 2.48%

Airbnb Rental Income: $1224

Traditional Rental Income: $1162

Airbnb ROI: 0.86%

Traditional ROI: 2.48%

3393 Friendsville Road

Wooster, OH

5 beds | 3 baths | 3,678 sq.ft.

$424,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.86%

Airbnb Rental Income: $null

Traditional Rental Income: $2875

Airbnb ROI: N/A

Traditional ROI: 4.86%

2530 Portage Grove Court

Wooster, OH

2 beds | 1 baths | 996 sq.ft.

$195,000

Airbnb cash on cash: 1.09%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $1224

Traditional Rental Income: $1031

Airbnb ROI: 1.09%

Traditional ROI: 2.17%

1425 Hickory Lane

Wooster, OH

4 beds | 2 baths | 2,744 sq.ft.

$314,999

Airbnb cash on cash: 0.44%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $1897

Traditional Rental Income: $2561

Airbnb ROI: 0.44%

Traditional ROI: 4.39%

3125 Henderson Road

Wooster, OH

2 beds | 3 baths | 2,592 sq.ft.

$524,900

Airbnb cash on cash: -0.12%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $1224

Traditional Rental Income: $2514

Airbnb ROI: -0.12%