Real Estate Investment Properties for Sale in Wheeling, IL

Looking for investment property in Wheeling, IL with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
791 Lakeside Circle Drive WHEELING, IL FHA APPROVED! Rare find 3 bedroom townhouse with a FULL basement! Make yourself at home in...	3 beds \| 2 baths \| 1,552 sq.ft.	$309,900	Airbnb cash on cash: -1.7% Traditional cash on cash: 3.97% Airbnb Rental Income: $1288 Traditional Rental Income: $2539 Airbnb ROI: -1.7% Traditional ROI: 3.97%
195 7th Street WHEELING, IL Dream Home Alert! Modern Comfort Meets Classic Charm! Welcome to 195 7th Street - a bea...	3 beds \| 3 baths \| 1,760 sq.ft.	$469,000	Airbnb cash on cash: -1.15% Traditional cash on cash: 3.4% Airbnb Rental Income: $1288 Traditional Rental Income: $2881 Airbnb ROI: -1.15% Traditional ROI: 3.4%
640 Mchenry Road #301 WHEELING, IL Stunning Corner Unit in Luxury Park Pont! This rarely available largest model offers a fle...	2 beds \| 3 baths \| 2,162 sq.ft.	$429,900	Airbnb cash on cash: -3.97% Traditional cash on cash: 1.67% Airbnb Rental Income: $876 Traditional Rental Income: $2812 Airbnb ROI: -3.97% Traditional ROI: 1.67%
528 Surf Court WHEELING, IL Rare on the market beautifully updated Duplex! Tucked away on a quiet cul-de-sac, this sun...	3 beds \| 2 baths \| 1,335 sq.ft.	$364,500	Airbnb cash on cash: -0.72% Traditional cash on cash: 3.89% Airbnb Rental Income: $1288 Traditional Rental Income: $2460 Airbnb ROI: -0.72% Traditional ROI: 3.89%
325 Shadowbend Drive WHEELING, IL Spacious and fully remodeled townhouse in a green and highly sought-after Shadowbend commu...	2 beds \| 3 baths \| 2,000 sq.ft.	$358,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 4.5% Airbnb Rental Income: $876 Traditional Rental Income: $2600 Airbnb ROI: -1.63% Traditional ROI: 4.5%
1425 Sandpebble Drive #340 WHEELING, IL Spacious 2-bedroom 2 full bath condo in desirable Sand Pebble Walk. Kitchen features plent...	2 beds \| 2 baths \| N/A	$214,900	Airbnb cash on cash: -2.36% Traditional cash on cash: 6.34% Airbnb Rental Income: $876 Traditional Rental Income: $2314 Airbnb ROI: -2.36% Traditional ROI: 6.34%
266 12th Street #3B WHEELING, IL This is a 1ST FLOOR unit, 2-bedroom, 1-bath condo and offers a great blend of comfort ...	2 beds \| 1 baths \| 999 sq.ft.	$183,000	Airbnb cash on cash: -3.03% Traditional cash on cash: 4.18% Airbnb Rental Income: $876 Traditional Rental Income: $1796 Airbnb ROI: -3.03% Traditional ROI: 4.18%
1430 Sandstone Drive #202 WHEELING, IL Very clean and well cared for condo in move in condition. Desirable second floor unit with...	2 beds \| 2 baths \| 1,200 sq.ft.	$219,900	Airbnb cash on cash: -2.24% Traditional cash on cash: 6.11% Airbnb Rental Income: $876 Traditional Rental Income: $2280 Airbnb ROI: -2.24% Traditional ROI: 6.11%
62 LEGACY Lane WHEELING, IL EXPECT TO BE IMPRESSED! Built in 2012, this stunning brick and stone luxury rowhome offers...	3 beds \| 3 baths \| 2,070 sq.ft.	$449,000	Airbnb cash on cash: -1.75% Traditional cash on cash: 3.29% Airbnb Rental Income: $1288 Traditional Rental Income: $3001 Airbnb ROI: -1.75% Traditional ROI: 3.29%
754 River Walk Drive WHEELING, IL Welcome to this bright, airy, and spacious corner end-unit condo located in the highly des...	3 beds \| 4 baths \| 2,700 sq.ft.	$394,000	Airbnb cash on cash: -2.15% Traditional cash on cash: 4.76% Airbnb Rental Income: $1288 Traditional Rental Income: $3436 Airbnb ROI: -2.15% Traditional ROI: 4.76%
905 Wilshire Drive WHEELING, IL Welcome to this beautifully updated 3-bedroom, 1.5 bath ranch nestled on a peaceful cul-de...	3 beds \| 2 baths \| 1,331 sq.ft.	$364,900	Airbnb cash on cash: -0.48% Traditional cash on cash: 4.34% Airbnb Rental Income: $1288 Traditional Rental Income: $2536 Airbnb ROI: -0.48% Traditional ROI: 4.34%
511 Prestwick Lane #302 WHEELING, IL This fabulous 2 bed condo has brand new appliances and furnace & A/C unit. As you enter t...	2 beds \| 2 baths \| 1,426 sq.ft.	$329,000	Airbnb cash on cash: -2.76% Traditional cash on cash: 3.44% Airbnb Rental Income: $876 Traditional Rental Income: $2458 Airbnb ROI: -2.76% Traditional ROI: 3.44%
823 Cambridge Place #823 WHEELING, IL Beautifully Renovated 3-Bedroom Condo with Modern Finishes in Desirable area \| Move-In Rea...	3 beds \| 1 baths \| N/A	$279,900	Airbnb cash on cash: -0.54% Traditional cash on cash: 3.59% Airbnb Rental Income: $1288 Traditional Rental Income: $1973 Airbnb ROI: -0.54% Traditional ROI: 3.59%
1637 Tahoe Circle Drive WHEELING, IL Beautiful Townhome in the Heart of Wheeling! Welcome home to this charming 3-bedroom, 1.5...	3 beds \| 2 baths \| 1,395 sq.ft.	$279,500	Airbnb cash on cash: -0.88% Traditional cash on cash: 5.07% Airbnb Rental Income: $1288 Traditional Rental Income: $2451 Airbnb ROI: -0.88% Traditional ROI: 5.07%
40 Prairie Park Drive #707 WHEELING, IL Extremely desirable 2-bedroom, 2-bathroom penthouse unit in Prairie Park Condos. Enjoy a ...	2 beds \| 2 baths \| 1,522 sq.ft.	$430,000	Airbnb cash on cash: -3.89% Traditional cash on cash: 1.23% Airbnb Rental Income: $876 Traditional Rental Income: $2603 Airbnb ROI: -3.89% Traditional ROI: 1.23%

Real Estate investment in Wheeling, IL

There are 24 properties for sale in the city of Wheeling . The median list price in Wheeling is $322,000 and the average price per square foot is $212. In December 2025, the average monthly cash on cash return in Wheeling is 4.00%. The average monthly rental income in Wheeling is $2,493.

Wheeling, IL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 24 investment properties available for sale in Wheeling.

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

The ROI for Long-Term is higher than the Short-Term in Wheeling with average rental income of $2,493.

Your search for investment property begins and ends here

Investment Property for Sale in Wheeling, IL

791 Lakeside Circle Drive

WHEELING, IL

3 beds | 2 baths | 1,552 sq.ft.

$309,900

Airbnb cash on cash: -1.7%

Traditional cash on cash: 3.97%

Airbnb Rental Income: $1288

Traditional Rental Income: $2539

Airbnb ROI: -1.7%

Traditional ROI: 3.97%

195 7th Street

WHEELING, IL

3 beds | 3 baths | 1,760 sq.ft.

$469,000

Airbnb cash on cash: -1.15%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $1288

Traditional Rental Income: $2881

Airbnb ROI: -1.15%

Traditional ROI: 3.4%

640 Mchenry Road #301

WHEELING, IL

2 beds | 3 baths | 2,162 sq.ft.

$429,900

Airbnb cash on cash: -3.97%

Traditional cash on cash: 1.67%

Airbnb Rental Income: $876

Traditional Rental Income: $2812

Airbnb ROI: -3.97%

Traditional ROI: 1.67%

528 Surf Court

WHEELING, IL

3 beds | 2 baths | 1,335 sq.ft.

$364,500

Airbnb cash on cash: -0.72%

Traditional cash on cash: 3.89%

Airbnb Rental Income: $1288

Traditional Rental Income: $2460

Airbnb ROI: -0.72%

Traditional ROI: 3.89%

325 Shadowbend Drive

WHEELING, IL

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

$358,000

Airbnb cash on cash: -1.63%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $876

Traditional Rental Income: $2600

Airbnb ROI: -1.63%

Traditional ROI: 4.5%

1425 Sandpebble Drive #340

WHEELING, IL

2 beds | 2 baths | N/A

$214,900

Airbnb cash on cash: -2.36%

Traditional cash on cash: 6.34%

Airbnb Rental Income: $876

Traditional Rental Income: $2314

Airbnb ROI: -2.36%

Traditional ROI: 6.34%

266 12th Street #3B

WHEELING, IL

2 beds | 1 baths | 999 sq.ft.

$183,000

Airbnb cash on cash: -3.03%

Traditional cash on cash: 4.18%

Airbnb Rental Income: $876

Traditional Rental Income: $1796

Airbnb ROI: -3.03%

Traditional ROI: 4.18%

1430 Sandstone Drive #202

WHEELING, IL

2 beds | 2 baths | 1,200 sq.ft.

$219,900

Airbnb cash on cash: -2.24%

Traditional cash on cash: 6.11%

Airbnb Rental Income: $876

Traditional Rental Income: $2280

Airbnb ROI: -2.24%