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
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: N/A Traditional cash on cash: 1.85% Airbnb Rental Income: $null Traditional Rental Income: $2924 Airbnb ROI: N/A Traditional ROI: 1.85%
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: N/A Traditional cash on cash: 3.39% Airbnb Rental Income: $null Traditional Rental Income: $4652 Airbnb ROI: N/A Traditional ROI: 3.39%
220 Kinney St Wooster, OH Looking for a sprawling brick ranch on Wooster's north end? This wonderfully updated home...	3 beds \| 2 baths \| 2,185 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.45% Airbnb Rental Income: $null Traditional Rental Income: $1730 Airbnb ROI: N/A Traditional ROI: 2.45%
331 Derr Ave Wooster, OH Welcome to 331 Derr Avenue in Wooster! This charming, brick colonial style home offers ove...	4 beds \| 1 baths \| 2,048 sq.ft.	$187,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.84% Airbnb Rental Income: $null Traditional Rental Income: $1518 Airbnb ROI: N/A Traditional ROI: 5.84%
2782 Tanglewood Dr Wooster, OH Looking for a home that is move in ready? 2782 Tanglewood is ready for you! This unique ...	4 beds \| 2 baths \| 2,016 sq.ft.	$359,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.34% Airbnb Rental Income: $null Traditional Rental Income: $2079 Airbnb ROI: N/A Traditional ROI: 3.34%
339 LUCCA ST Wooster, OH Invest with success and buy through Auction.com. This bank-owned investment property is a ...	N/A beds \| N/A baths \| N/A	$107,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.59% Airbnb Rental Income: $null Traditional Rental Income: $790 Airbnb ROI: N/A Traditional ROI: 4.59%
1718 Armadale Isle Wooster, OH Behind the gates of Wooster's only gated community, 1718 Armadale Isle offers a rare blend...	4 beds \| 2 baths \| 2,968 sq.ft.	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.09% Airbnb Rental Income: $null Traditional Rental Income: $2620 Airbnb ROI: N/A Traditional ROI: 2.09%
4156 Fieldridge Ct 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: N/A Traditional cash on cash: 2.01% Airbnb Rental Income: $null Traditional Rental Income: $1895 Airbnb ROI: N/A Traditional ROI: 2.01%
2710 E Hutton Rd Wooster, OH This beautiful custom built Swartzentruber home is nestled in the privacy of 6.3 acres and...	4 beds \| 3 baths \| N/A	$979,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.44% Airbnb Rental Income: $null Traditional Rental Income: $2968 Airbnb ROI: N/A Traditional ROI: 1.44%
2208 Cleveland Rd Wooster, OH Stately Tudor charm meets modern comfort in this exceptional corner-lot home, thoughtfully...	4 beds \| 5 baths \| 2,610 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.38% Airbnb Rental Income: $null Traditional Rental Income: $6025 Airbnb ROI: N/A Traditional ROI: 11.38%
1024 Kadas Ln Wooster, OH Welcome to 1024 Kadas Ln in Wooster, a stunning completed former model home offering 3 bed...	3 beds \| 2 baths \| 2,424 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.66% Airbnb Rental Income: $null Traditional Rental Income: $2813 Airbnb ROI: N/A Traditional ROI: 4.66%
2457 Barrington Way #327 Wooster, OH Welcome to easy living in one of Wooster's most desirable communities! This well-cared-for...	2 beds \| 2 baths \| 1,276 sq.ft.	$262,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.04% Airbnb Rental Income: $null Traditional Rental Income: $2199 Airbnb ROI: N/A Traditional ROI: 5.04%
211 Oakley Rd Wooster, OH A little piece of paradise in the heart of everything Wooster. Great open concept living r...	4 beds \| 2 baths \| 1,576 sq.ft.	$389,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.03% Airbnb Rental Income: $null Traditional Rental Income: $3330 Airbnb ROI: N/A Traditional ROI: 7.03%
1315 E Milltown Rd Wooster, OH Experience the perfect blend of space, character, and location at 1315 E Milltown Road. Si...	5 beds \| 2 baths \| 2,842 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.95% Airbnb Rental Income: $null Traditional Rental Income: $2828 Airbnb ROI: N/A Traditional ROI: 6.95%
3094 Briarwood Dr Wooster, OH Welcome to this spacious ranch-style home offering over 2,000 square feet of living space ...	3 beds \| 4 baths \| 2,706 sq.ft.	$515,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.97% Airbnb Rental Income: $null Traditional Rental Income: $3575 Airbnb ROI: N/A Traditional ROI: 4.97%
2360 Star Dr Wooster, OH This lovely ranch home has wonderful curb appeal and awesome amenities. The .55 acre lot a...	3 beds \| 2 baths \| 1,758 sq.ft.	$434,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.73% Airbnb Rental Income: $null Traditional Rental Income: $2122 Airbnb ROI: N/A Traditional ROI: 2.73%
4553 Deer Creek Dr Wooster, OH Welcome to 4553 Deer Creek Drive here in Wooster. This one-owner home was built in 1997 an...	2 beds \| 2 baths \| 1,500 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.65% Airbnb Rental Income: $null Traditional Rental Income: $1883 Airbnb ROI: N/A Traditional ROI: 3.65%
708 N Bever St Wooster, OH Nice 4 bed, 2 bath updated home near C.O.W. New HVAC and some duct work, new kitchen with ...	4 beds \| 2 baths \| N/A	$193,500	Airbnb cash on cash: N/A Traditional cash on cash: 9.13% Airbnb Rental Income: $null Traditional Rental Income: $2079 Airbnb ROI: N/A Traditional ROI: 9.13%
645 Ridgewood Dr Wooster, OH Convenient living on one floor. The entrance to the spacious living room with lots of natu...	2 beds \| 2 baths \| 1,057 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.32% Airbnb Rental Income: $null Traditional Rental Income: $1754 Airbnb ROI: N/A Traditional ROI: 5.32%
8995 Ridge Rd Wooster, OH Calling All Horse Enthusiasts! Have you ever dreamed of owning a custom-built, one-of-a-ki...	4 beds \| 3 baths \| 2,958 sq.ft.	$1,199,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.24% Airbnb Rental Income: $null Traditional Rental Income: $3231 Airbnb ROI: N/A Traditional ROI: 1.24%
3459 Burbank Rd Wooster, OH Charming Cape Cod located in Wooster's desirable north end with a convenient location clos...	4 beds \| 2 baths \| 1,649 sq.ft.	$242,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.07% Airbnb Rental Income: $null Traditional Rental Income: $1914 Airbnb ROI: N/A Traditional ROI: 6.07%
2632 Peach Ln Wooster, OH Welcome to this newly constructed modern home, designed with exceptional craftsmanship, hi...	2 beds \| 1 baths \| 1,272 sq.ft.	$269,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.49% Airbnb Rental Income: $null Traditional Rental Income: $2032 Airbnb ROI: N/A Traditional ROI: 6.49%
2630 Bauman Dr Wooster, OH Welcome home to this raised ranch sits on 1.65 acres and offers a list of recent upgrades ...	4 beds \| 2 baths \| 1,268 sq.ft.	$242,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.28% Airbnb Rental Income: $null Traditional Rental Income: $1705 Airbnb ROI: N/A Traditional ROI: 5.28%
2717 Timothy Pl Wooster, OH Lovely ranch home located in a welcoming, family friendly neighborhood, is this exceptiona...	3 beds \| 2 baths \| 3,230 sq.ft.	$394,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.9% Airbnb Rental Income: $null Traditional Rental Income: $2005 Airbnb ROI: N/A Traditional ROI: 2.9%
2011 Burbank Rd Wooster, OH Opportunities to buy a stately home, 1992 sq ft, with a large lot, centrally located, don'...	4 beds \| 1 baths \| 1,992 sq.ft.	$324,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.82% Airbnb Rental Income: $null Traditional Rental Income: $2219 Airbnb ROI: N/A Traditional ROI: 4.82%
588 Forest Creek Dr Wooster, OH Must see inside this beautifully designed detached condo offers 3 bedrooms and 2 1/2 baths...	3 beds \| 2 baths \| 1,436 sq.ft.	$244,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.08% Airbnb Rental Income: $null Traditional Rental Income: $2536 Airbnb ROI: N/A Traditional ROI: 7.08%
1446 Nupp Dr Wooster, OH North End neighborhood ranch on a large city lot. Many Improvements like- new metal garage...	3 beds \| 1 baths \| N/A	$248,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.43% Airbnb Rental Income: $null Traditional Rental Income: $1175 Airbnb ROI: N/A Traditional ROI: 2.43%
851 Park Blvd Wooster, OH 851 Park Blvd, Wooster, OH 44691 \| Single Family Residential	6 beds \| 2 baths \| 2,688 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.05% Airbnb Rental Income: $null Traditional Rental Income: $1922 Airbnb ROI: N/A Traditional ROI: 2.05%
240 Winkler Dr Wooster, OH Welcome to this beautifully updated split-level home in the Taylor Manor neighborhood of W...	3 beds \| 1 baths \| 2,022 sq.ft.	$354,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.23% Airbnb Rental Income: $null Traditional Rental Income: $1499 Airbnb ROI: N/A Traditional ROI: 2.23%
869 Meadow Ln Wooster, OH Welcome to this stunning Weaver Custom Home nestled in the desirable Meadows neighborhood ...	4 beds \| 3 baths \| 2,828 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.43% Airbnb Rental Income: $null Traditional Rental Income: $2482 Airbnb ROI: N/A Traditional ROI: 2.43%
4348 Buss Rd Wooster, OH Discover the Scheufler Farm, a premier 30.406-acre legacy estate in the heart of Ohio's Am...	2 beds \| 2 baths \| 1,144 sq.ft.	$2,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.51% Airbnb Rental Income: $null Traditional Rental Income: $1542 Airbnb ROI: N/A Traditional ROI: -0.51%
5852 Cleveland Rd #5 Wooster, OH 5852 Cleveland Rd #5, Wooster, OH 44691 \| Single Family Residential	2 beds \| 1 baths \| N/A	$30,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.09% Airbnb Rental Income: $null Traditional Rental Income: $548 Airbnb ROI: N/A Traditional ROI: -1.09%
2586 Taylor St Wooster, OH 2586 Taylor St, Wooster, OH 44691 \| Single Family Residential	4 beds \| 2 baths \| 2,014 sq.ft.	$305,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.28% Airbnb Rental Income: $null Traditional Rental Income: $1764 Airbnb ROI: N/A Traditional ROI: 3.28%
2552 Monterey St Wooster, OH 4-bed 2-bath Ranch in a great location! new roof and gutters 2023. Exterior paint 2024. Ne...	4 beds \| 2 baths \| N/A	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.52% Airbnb Rental Income: $null Traditional Rental Income: $1600 Airbnb ROI: N/A Traditional ROI: 4.52%
2677 Taylor St Wooster, OH Welcome to this beautifully maintained 4-bedroom, 2.5 bathroom home nestled in a fantastic...	4 beds \| 2 baths \| 2,100 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.13% Airbnb Rental Income: $null Traditional Rental Income: $2290 Airbnb ROI: N/A Traditional ROI: 5.13%
3065 Dover Rd Wooster, OH 3065 Dover Rd, Wooster, OH 44691 \| Single Family Residential	2 beds \| 1 baths \| N/A	$229,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.54% Airbnb Rental Income: $null Traditional Rental Income: $527 Airbnb ROI: N/A Traditional ROI: -0.54%
2291 Armstrong Rd Wooster, OH 2291 Armstrong Rd, Wooster, OH 44691 \| Single Family Residential	3 beds \| 2 baths \| 1,923 sq.ft.	$415,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.57% Airbnb Rental Income: $null Traditional Rental Income: $1694 Airbnb ROI: N/A Traditional ROI: 1.57%
1717 Carlin Trl Wooster, OH 1717 Carlin Trl, Wooster, OH 44691 \| Single Family Residential	3 beds \| 2 baths \| 1,366 sq.ft.	$300,485	Airbnb cash on cash: N/A Traditional cash on cash: 2.46% Airbnb Rental Income: $null Traditional Rental Income: $1507 Airbnb ROI: N/A Traditional ROI: 2.46%
1117 Quinby Ave Wooster, OH 1117 Quinby Ave, Wooster, OH 44691 \| Single Family Residential	3 beds \| 2 baths \| 2,106 sq.ft.	$332,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.58% Airbnb Rental Income: $null Traditional Rental Income: $1692 Airbnb ROI: N/A Traditional ROI: 2.58%
1960 Autumn Run Wooster, OH 1960 Autumn Run, Wooster, OH 44691 \| Single Family Residential	6 beds \| 7 baths \| 7,313 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.94% Airbnb Rental Income: $null Traditional Rental Income: $5709 Airbnb ROI: N/A Traditional ROI: 2.94%

Real Estate investment in Wooster, OH

There are 86 properties for sale in the city of Wooster . The median list price in Wooster is $300,238 and the average price per square foot is $154. In February 2026, the average monthly cash on cash return in Wooster is 3.00%. The average monthly rental income in Wooster is $1,588.

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

There are 86 investment properties available for sale in Wooster.

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

The ROI for Short-Term is higher than the Long-Term in Wooster with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Wooster, OH

2633 Prairie Lane

Wooster, OH

3 beds | 4 baths | 4,152 sq.ft.

$1,042,031

Airbnb cash on cash: N/A

Traditional cash on cash: 1.85%

Airbnb Rental Income: $null

Traditional Rental Income: $2924

Airbnb ROI: N/A

Traditional ROI: 1.85%

2644 Prairie Lane

Wooster, OH

4 beds | 5 baths | 4,981 sq.ft.

$1,102,275

Airbnb cash on cash: N/A

Traditional cash on cash: 3.39%

Airbnb Rental Income: $null

Traditional Rental Income: $4652

Airbnb ROI: N/A

Traditional ROI: 3.39%

220 Kinney St

Wooster, OH

3 beds | 2 baths | 2,185 sq.ft.

$349,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.45%

Airbnb Rental Income: $null

Traditional Rental Income: $1730

Airbnb ROI: N/A

Traditional ROI: 2.45%

331 Derr Ave

Wooster, OH

4 beds | 1 baths | 2,048 sq.ft.

$187,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.84%

Airbnb Rental Income: $null

Traditional Rental Income: $1518

Airbnb ROI: N/A

Traditional ROI: 5.84%

2782 Tanglewood Dr

Wooster, OH

4 beds | 2 baths | 2,016 sq.ft.

$359,500

Airbnb cash on cash: N/A

Traditional cash on cash: 3.34%

Airbnb Rental Income: $null

Traditional Rental Income: $2079

Airbnb ROI: N/A

Traditional ROI: 3.34%

339 LUCCA ST

Wooster, OH

N/A beds | N/A baths | N/A

$107,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.59%

Airbnb Rental Income: $null

Traditional Rental Income: $790

Airbnb ROI: N/A

Traditional ROI: 4.59%

1718 Armadale Isle

Wooster, OH

4 beds | 2 baths | 2,968 sq.ft.

$600,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.09%

Airbnb Rental Income: $null

Traditional Rental Income: $2620

Airbnb ROI: N/A

Traditional ROI: 2.09%

4156 Fieldridge Ct

Wooster, OH

3 beds | 2 baths | 1,414 sq.ft.

$389,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.01%

Airbnb Rental Income: $null

Traditional Rental Income: $1895

Airbnb ROI: N/A