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
2457 Barrington Way unit: 315 #315 Wooster, OH Fresh paint all rooms even closets and garage walls, new carpet, new lighting, and so clea...	2 beds \| 2 baths \| 1,576 sq.ft.	$239,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 4.52% Airbnb Rental Income: $1208 Traditional Rental Income: $1942 Airbnb ROI: -0.46% Traditional ROI: 4.52%
2715 Eastwood Drive Wooster, OH Beautifully updated cluster home offering easy, stylish living! Enjoy fresh vinyl flooring...	3 beds \| 3 baths \| 2,040 sq.ft.	$290,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 6.03% Airbnb Rental Income: $1549 Traditional Rental Income: $2298 Airbnb ROI: 1.65% Traditional ROI: 6.03%
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: 3.44% Traditional cash on cash: 9.79% Airbnb Rental Income: $1549 Traditional Rental Income: $2243 Airbnb ROI: 3.44% 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: 2.56% Traditional cash on cash: 4.53% Airbnb Rental Income: $2305 Traditional Rental Income: $2399 Airbnb ROI: 2.56% 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.	$220,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 2.4% Airbnb Rental Income: $1208 Traditional Rental Income: $1162 Airbnb ROI: 0.75% Traditional ROI: 2.4%
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%
1525 Hemlock Drive Wooster, OH Don't miss this exceptional mid-century modern home that is a perfect blend of timeless de...	3 beds \| 4 baths \| 4,820 sq.ft.	$575,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 3.19% Airbnb Rental Income: $1549 Traditional Rental Income: $3368 Airbnb ROI: -1.03% Traditional ROI: 3.19%
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: 3.34% Traditional cash on cash: 6.14% Airbnb Rental Income: $2305 Traditional Rental Income: $2561 Airbnb ROI: 3.34% Traditional ROI: 6.14%
1013 Old Columbus Road Wooster, OH Got Hobby? Need Garage? Recently remolded home. This home features a large 2 car attached ...	3 beds \| 1 baths \| 1,960 sq.ft.	$170,000	Airbnb cash on cash: 4.42% Traditional cash on cash: 6.09% Airbnb Rental Income: $1549 Traditional Rental Income: $1373 Airbnb ROI: 4.42% Traditional ROI: 6.09%
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.	$549,900	Airbnb cash on cash: -0.18% Traditional cash on cash: 3.12% Airbnb Rental Income: $1208 Traditional Rental Income: $2514 Airbnb ROI: -0.18% Traditional ROI: 3.12%
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: -0.16% Traditional cash on cash: 2.01% Airbnb Rental Income: $1549 Traditional Rental Income: $1895 Airbnb ROI: -0.16% Traditional ROI: 2.01%
4331 Hunters Chase Wooster, OH Take a look at this move in ready 2 Br 2 Bath easy living condo. Situated in Wooster's nor...	2 beds \| 2 baths \| 1,155 sq.ft.	$192,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 4.23% Airbnb Rental Income: $1208 Traditional Rental Income: $1587 Airbnb ROI: 0.01% Traditional ROI: 4.23%
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.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.21% Airbnb Rental Income: $null Traditional Rental Income: $4280 Airbnb ROI: N/A Traditional ROI: 2.21%
6660 Cleveland Road Wooster, OH This completely renovated bungalow blends modern updates with classic charm-all nestled ju...	3 beds \| 2 baths \| 1,622 sq.ft.	$229,900	Airbnb cash on cash: 2.52% Traditional cash on cash: 5.74% Airbnb Rental Income: $1549 Traditional Rental Income: $1801 Airbnb ROI: 2.52% Traditional ROI: 5.74%
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: -0.19% Traditional cash on cash: 3.86% Airbnb Rental Income: $1208 Traditional Rental Income: $1679 Airbnb ROI: -0.19% 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: 4.05% Traditional cash on cash: 6.59% Airbnb Rental Income: $1549 Traditional Rental Income: $1534 Airbnb ROI: 4.05% Traditional ROI: 6.59%
4090 Melrose Drive Wooster, OH Quality 3-bedroom, 2.5-bathroom ranch home located in Wooster, Ohio. The home was built in...	3 beds \| 3 baths \| 1,656 sq.ft.	$239,900	Airbnb cash on cash: 2.36% Traditional cash on cash: 6.88% Airbnb Rental Income: $1549 Traditional Rental Income: $2127 Airbnb ROI: 2.36% Traditional ROI: 6.88%
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: 1.54% Traditional cash on cash: 3.82% Airbnb Rental Income: $2305 Traditional Rental Income: $2651 Airbnb ROI: 1.54% Traditional ROI: 3.82%
3333 Bayberry Cove Wooster, OH Welcome home to 3333 Bay Cove Circle! This stunning two-bedroom condo features an open flo...	2 beds \| 2 baths \| 1,102 sq.ft.	$220,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 4.29% Airbnb Rental Income: $1208 Traditional Rental Income: $1420 Airbnb ROI: 1.4% Traditional ROI: 4.29%
834 Northwestern Avenue Wooster, OH Charming home in a convenient Wooster location! This property features spacious living are...	3 beds \| 2 baths \| 1,690 sq.ft.	$255,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 5.12% Airbnb Rental Income: $1549 Traditional Rental Income: $1805 Airbnb ROI: 2.2% Traditional ROI: 5.12%
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: 0.82% Traditional cash on cash: 5.56% Airbnb Rental Income: $2305 Traditional Rental Income: $4122 Airbnb ROI: 0.82% 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.	$459,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 6.07% Airbnb Rental Income: $2305 Traditional Rental Income: $3615 Airbnb ROI: 1.69% Traditional ROI: 6.07%
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	$995,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 1.41% Airbnb Rental Income: $2305 Traditional Rental Income: $2968 Airbnb ROI: 0.07% Traditional ROI: 1.41%
2026 Orchard Dr Wooster, OH Charming Colonial in the heart of Wooster! This 3-bedroom, 1-bath home offers 1,274 sq ft ...	3 beds \| 1 baths \| 1,274 sq.ft.	$219,900	Airbnb cash on cash: 2.88% Traditional cash on cash: 4.38% Airbnb Rental Income: $1549 Traditional Rental Income: $1414 Airbnb ROI: 2.88% Traditional ROI: 4.38%
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: 1.9% Traditional cash on cash: 3.91% Airbnb Rental Income: $2305 Traditional Rental Income: $2578 Airbnb ROI: 1.9% 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: -0.11% Traditional cash on cash: 3.4% Airbnb Rental Income: $1208 Traditional Rental Income: $2625 Airbnb ROI: -0.11% 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: -0.07% Traditional cash on cash: 3.31% Airbnb Rental Income: $1208 Traditional Rental Income: $2551 Airbnb ROI: -0.07% 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.	$390,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 4.79% Airbnb Rental Income: $1549 Traditional Rental Income: $2650 Airbnb ROI: 0.56% Traditional ROI: 4.79%
1073 Porter Drive Wooster, OH Looking for a wonderful ranch but not looking to live in town? This neighborhood is conven...	3 beds \| 2 baths \| 1,144 sq.ft.	$225,000	Airbnb cash on cash: 2.79% Traditional cash on cash: 4.64% Airbnb Rental Income: $1549 Traditional Rental Income: $1496 Airbnb ROI: 2.79% Traditional ROI: 4.64%
2533 Estate Drive Wooster, OH Brand new, beautifully crafted 3 bedroom, 2 bathroom ranch home built with superior qualit...	3 beds \| 2 baths \| 1,401 sq.ft.	$415,900	Airbnb cash on cash: 1.49% Traditional cash on cash: 3.4% Airbnb Rental Income: $1549 Traditional Rental Income: $1847 Airbnb ROI: 1.49% Traditional ROI: 3.4%
1476 Arthur Drive Wooster, OH This amazing ranch home with its fabulous curb appeal, nestled in the middle of its's own ...	5 beds \| 3 baths \| 3,250 sq.ft.	$519,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.87% Airbnb Rental Income: $null Traditional Rental Income: $2861 Airbnb ROI: N/A Traditional ROI: 3.87%
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: 6.5% Traditional cash on cash: 8.54% Airbnb Rental Income: $2305 Traditional Rental Income: $2147 Airbnb ROI: 6.5% 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: 0.08% Traditional cash on cash: 2.09% Airbnb Rental Income: $1549 Traditional Rental Income: $1871 Airbnb ROI: 0.08% 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.	$234,900	Airbnb cash on cash: 2.46% Traditional cash on cash: 6.63% Airbnb Rental Income: $1549 Traditional Rental Income: $2027 Airbnb ROI: 2.46% Traditional ROI: 6.63%
2255 E Messner Road Wooster, OH Welcome to 2255 E. Messner Road in the Triway School District. This one-owner home, built ...	3 beds \| 2 baths \| 1,232 sq.ft.	$310,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 2.55% Airbnb Rental Income: $1549 Traditional Rental Income: $1620 Airbnb ROI: 0.77% Traditional ROI: 2.55%
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: -0.03% Traditional cash on cash: 1.85% Airbnb Rental Income: $1549 Traditional Rental Income: $2924 Airbnb ROI: -0.03% 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: 0.97% Traditional cash on cash: 5.32% Airbnb Rental Income: $2305 Traditional Rental Income: $4112 Airbnb ROI: 0.97% Traditional ROI: 5.32%
3677 Dewitte Street Wooster, OH Welcome to this charming three-bedroom ranch nestled in a serene country setting! Located ...	3 beds \| 1 baths \| 1,991 sq.ft.	$249,900	Airbnb cash on cash: 2.43% Traditional cash on cash: 3.92% Airbnb Rental Income: $1549 Traditional Rental Income: $1455 Airbnb ROI: 2.43% Traditional ROI: 3.92%
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.	$699,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.75% Airbnb Rental Income: $null Traditional Rental Income: $3146 Airbnb ROI: N/A Traditional ROI: 2.75%

Real Estate investment in Wooster, OH

There are 51 properties for sale in the city of Wooster . The median list price in Wooster is $307,500 and the average price per square foot is $143. In September 2025, the average monthly cash on cash return in Wooster is 5.00%. The average monthly rental income in Wooster is $2,121.

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

There are 51 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 $2,121.

Your search for investment property begins and ends here

Investment Property for Sale in Wooster, OH

2457 Barrington Way unit: 315 #315

Wooster, OH

2 beds | 2 baths | 1,576 sq.ft.

$239,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 4.52%

Airbnb Rental Income: $1208

Traditional Rental Income: $1942

Airbnb ROI: -0.46%

Traditional ROI: 4.52%

2715 Eastwood Drive

Wooster, OH

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

$290,000

Airbnb cash on cash: 1.65%

Traditional cash on cash: 6.03%

Airbnb Rental Income: $1549

Traditional Rental Income: $2298

Airbnb ROI: 1.65%

Traditional ROI: 6.03%

323 N Grant Street

Wooster, OH

3 beds | 3 baths | N/A

$189,000

Airbnb cash on cash: 3.44%

Traditional cash on cash: 9.79%

Airbnb Rental Income: $1549

Traditional Rental Income: $2243

Airbnb ROI: 3.44%

Traditional ROI: 9.79%

3940 Batdorf Road

Wooster, OH

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

$359,900

Airbnb cash on cash: 2.56%

Traditional cash on cash: 4.53%

Airbnb Rental Income: $2305

Traditional Rental Income: $2399

Airbnb ROI: 2.56%

Traditional ROI: 4.53%

594 Forest Creek Drive

Wooster, OH

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

$220,000

Airbnb cash on cash: 0.75%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $1208

Traditional Rental Income: $1162

Airbnb ROI: 0.75%

Traditional ROI: 2.4%

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%

1525 Hemlock Drive

Wooster, OH

3 beds | 4 baths | 4,820 sq.ft.

$575,000

Airbnb cash on cash: -1.03%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $1549

Traditional Rental Income: $3368

Airbnb ROI: -1.03%

Traditional ROI: 3.19%

1425 Hickory Lane

Wooster, OH

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

$314,999

Airbnb cash on cash: 3.34%

Traditional cash on cash: 6.14%

Airbnb Rental Income: $2305

Traditional Rental Income: $2561

Airbnb ROI: 3.34%