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.

Windcrest Investment Property for Sale in Wooster, OH

Search for Windcrest Investment Property for Sale in Wooster, Ohio. Browse all of Mashvisor’s Windcrest Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 47 Windcrest Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
331 Derr Avenue Wooster, OH Welcome to 331 Derr Avenue in Wooster! This charming, brick colonial style home offers ove...	4 beds \| 2 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%
419 Nold Avenue Wooster, OH Experience timeless quality and exceptional craftsmanship in this stunning like new Amish-...	3 beds \| 3 baths \| 1,731 sq.ft.	$284,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.46% Airbnb Rental Income: $null Traditional Rental Income: $2203 Airbnb ROI: N/A Traditional ROI: 6.46%
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 \| 3 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 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: N/A Traditional cash on cash: 2.64% Airbnb Rental Income: $null Traditional Rental Income: $1895 Airbnb ROI: N/A Traditional ROI: 2.64%
2447 Wetherington Lane unit: 130 Wooster, OH Move-in ready condo in Wetherington Estates offering low-maintenance living and a comforta...	2 beds \| 2 baths \| 1,276 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.16% Airbnb Rental Income: $null Traditional Rental Income: $1679 Airbnb ROI: N/A Traditional ROI: 4.16%
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	$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%
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.	$519,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.66% Airbnb Rental Income: $null Traditional Rental Income: $2625 Airbnb ROI: N/A Traditional ROI: 3.66%
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%
2208 Cleveland Road Wooster, OH Stately Tudor charm meets modern comfort in this exceptional corner-lot home, thoughtfully...	4 beds \| 6 baths \| 3,955 sq.ft.	$460,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.78% Airbnb Rental Income: $null Traditional Rental Income: $6025 Airbnb ROI: N/A Traditional ROI: 11.78%
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%
2457 Barrington Way unit: 327 Wooster, OH Welcome to easy living in one of Wooster's most desirable communities! This well-cared-for...	2 beds \| 2 baths \| 1,852 sq.ft.	$259,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.11% Airbnb Rental Income: $null Traditional Rental Income: $2199 Airbnb ROI: N/A Traditional ROI: 5.11%
1315 E Milltown Road Wooster, OH Experience the perfect blend of space, character, and location at 1315 E Milltown Road. Si...	5 beds \| 3 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%
2360 Star Drive Wooster, OH This lovely custom built ranch home has wonderful curb appeal and awesome amenities. The ....	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 Drive 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.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $1883 Airbnb ROI: N/A Traditional ROI: 3.72%
8995 Ridge Road Wooster, OH 8995 Ridge Road - Wooster, Ohio A rare opportunity to own a newly constructed, investment-...	4 beds \| 4 baths \| 2,958 sq.ft.	$1,120,000	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%
223 E Larwill Street Wooster, OH Modern Comfort Meets Downtown Convenience Welcome to this beautifully remodeled home! This...	3 beds \| 2 baths \| N/A	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.94% Airbnb Rental Income: $null Traditional Rental Income: $1801 Airbnb ROI: N/A Traditional ROI: 7.94%
2632 Peach Lane 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%
2011 Burbank Road Wooster, OH Opportunities to buy a stately home, 1992 sq ft, with a large lot, centrally located, don'...	4 beds \| 2 baths \| 1,992 sq.ft.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.89% Airbnb Rental Income: $null Traditional Rental Income: $2219 Airbnb ROI: N/A Traditional ROI: 4.89%
588 Forest Creek Drive Wooster, OH Must see inside this beautifully designed detached condo offers 3 bedrooms and 2 1/2 baths...	3 beds \| 3 baths \| 2,220 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.24% Airbnb Rental Income: $null Traditional Rental Income: $2536 Airbnb ROI: N/A Traditional ROI: 7.24%
1446 Nupp Drive Wooster, OH Updated North End Ranch on a Rare .61-Acre Lot - Move-In Ready! ? Don't miss this beautifu...	3 beds \| 1 baths \| N/A	$228,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.72% Airbnb Rental Income: $null Traditional Rental Income: $1175 Airbnb ROI: N/A Traditional ROI: 2.72%
240 Winkler Drive Wooster, OH Welcome to this beautifully updated split-level home in the Taylor Manor neighborhood of W...	3 beds \| 2 baths \| 2,022 sq.ft.	$344,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.32% Airbnb Rental Income: $null Traditional Rental Income: $1499 Airbnb ROI: N/A Traditional ROI: 2.32%
869 Meadow Lane 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%
2552 Monterey Street Wooster, OH 4-bed 2-bath Ranch in a great location! new roof and gutters 2023. Exterior paint 2024. Ne...	4 beds \| 3 baths \| N/A	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.72% Airbnb Rental Income: $null Traditional Rental Income: $1600 Airbnb ROI: N/A Traditional ROI: 4.72%
1430 Ashton Way Wooster, OH Welcome home to 1430 Ashton Way, located on the north end of town and just minutes from sh...	3 beds \| 2 baths \| 1,442 sq.ft.	$327,500	Airbnb cash on cash: N/A Traditional cash on cash: 1.72% Airbnb Rental Income: $null Traditional Rental Income: $1377 Airbnb ROI: N/A Traditional ROI: 1.72%
3365 Bayberry Cove Wooster, OH immediate possession is available with this solid brick 2-bedrom, 2-bath condo located in ...	2 beds \| 2 baths \| 1,102 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.38% Airbnb Rental Income: $null Traditional Rental Income: $1101 Airbnb ROI: N/A Traditional ROI: 1.38%
2633 Eastwood Drive Wooster, OH First-floor living at its finest! This beautifully maintained 2-bedroom, 2-bathroom ranch ...	2 beds \| 2 baths \| 1,472 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.68% Airbnb Rental Income: $null Traditional Rental Income: $1283 Airbnb ROI: N/A Traditional ROI: 2.68%
2520 Barrington Way Wooster, OH Welcome to easy, low-maintenance living at 2520 Barrington Way, Unit 526 in Wooster. This ...	2 beds \| 2 baths \| 1,233 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $1618 Airbnb ROI: N/A Traditional ROI: 3.26%
2251 Robinhood Drive Wooster, OH Great opportunity in one of Wooster's desirable neighborhoods! This 3-bedroom, 2 full bath...	3 beds \| 2 baths \| 1,204 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.71% Airbnb Rental Income: $null Traditional Rental Income: $1132 Airbnb ROI: N/A Traditional ROI: 2.71%
1225 Barnard Road Wooster, OH Here it is!! A country property in Waynedale local school district. This stout brick has p...	3 beds \| 2 baths \| 1,691 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.39% Airbnb Rental Income: $null Traditional Rental Income: $1107 Airbnb ROI: N/A Traditional ROI: 1.39%
2240 Grandview Avenue Wooster, OH Beautifully maintained and updated 4BR/3.5BA home situated in a desirable neighborhood, fe...	4 beds \| 4 baths \| 2,151 sq.ft.	$379,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.41% Airbnb Rental Income: $null Traditional Rental Income: $1951 Airbnb ROI: N/A Traditional ROI: 3.41%

Your search for investment property begins and ends here

Windcrest Investment Property for Sale in Wooster, OH

331 Derr Avenue

Wooster, OH

4 beds | 2 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%

419 Nold Avenue

Wooster, OH

3 beds | 3 baths | 1,731 sq.ft.

$284,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.46%

Airbnb Rental Income: $null

Traditional Rental Income: $2203

Airbnb ROI: N/A

Traditional ROI: 6.46%

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 | 3 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 Court

Wooster, OH

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

$389,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.64%

Airbnb Rental Income: $null

Traditional Rental Income: $1895

Airbnb ROI: N/A

Traditional ROI: 2.64%

2447 Wetherington Lane unit: 130

Wooster, OH

2 beds | 2 baths | 1,276 sq.ft.

$215,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.16%

Airbnb Rental Income: $null

Traditional Rental Income: $1679

Airbnb ROI: N/A

Traditional ROI: 4.16%

2710 E Hutton Road

Wooster, OH

4 beds | 4 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%

227 N Walnut Street

Wooster, OH

2 beds | 3 baths | 2,000 sq.ft.

$519,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.66%

Airbnb Rental Income: $null

Traditional Rental Income: $2625

Airbnb ROI: N/A