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 Rare find 3 bedroom townhouse with a FULL basement! Make yourself at home in this bright, ...	3 beds \| 2 baths \| 1,552 sq.ft.	$315,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 3.89% Airbnb Rental Income: $1476 Traditional Rental Income: $2539 Airbnb ROI: -1.16% Traditional ROI: 3.89%
195 7th Street WHEELING, IL Dream Home Alert! Welcome to your perfect blend of modern upgrades and cozy charm! This sp...	3 beds \| 3 baths \| 1,760 sq.ft.	$479,900	Airbnb cash on cash: -0.79% Traditional cash on cash: 3.3% Airbnb Rental Income: $1476 Traditional Rental Income: $2881 Airbnb ROI: -0.79% Traditional ROI: 3.3%
751 Garth Road WHEELING, IL Stunning Home with Exceptional Outdoor Living! This beautifully updated home with over 300...	4 beds \| 3 baths \| 2,240 sq.ft.	$599,900	Airbnb cash on cash: 1.7% Traditional cash on cash: 2.98% Airbnb Rental Income: $3022 Traditional Rental Income: $3046 Airbnb ROI: 1.7% Traditional ROI: 2.98%
161 Lucerne Court WHEELING, IL This charming end-unit offers 2 bedrooms, 2 full baths, and a versatile loft that can easi...	2 beds \| 2 baths \| 1,800 sq.ft.	$364,900	Airbnb cash on cash: -2.97% Traditional cash on cash: 2.21% Airbnb Rental Income: $1213 Traditional Rental Income: $2597 Airbnb ROI: -2.97% Traditional ROI: 2.21%
493 McHENRY Road #3B WHEELING, IL Why rent when you can own this spacious and updated 2-bedroom, 1-bath condo in a prime Whe...	2 beds \| 1 baths \| 900 sq.ft.	$170,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 5.15% Airbnb Rental Income: $1213 Traditional Rental Income: $1747 Airbnb ROI: -0.56% Traditional ROI: 5.15%
1201 PLEASANT RUN Drive #312 WHEELING, IL Spacious 2-Bedroom Condo in Wheeling's Desirable Pleasant Run Community** Welcome to 1201 ...	2 beds \| 2 baths \| 1,000 sq.ft.	$220,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 5.43% Airbnb Rental Income: $1213 Traditional Rental Income: $2144 Airbnb ROI: -0.92% Traditional ROI: 5.43%
70 Prairie Court WHEELING, IL LUXURIOUS 3BD, 4 1/2 BA END UNIT TOWNHOME IN THE PRESTIGOUS VILLAS AT PRAIRIE PARK! This ...	3 beds \| 5 baths \| 2,426 sq.ft.	$694,900	Airbnb cash on cash: -1.08% Traditional cash on cash: 3.03% Airbnb Rental Income: $1476 Traditional Rental Income: $3703 Airbnb ROI: -1.08% Traditional ROI: 3.03%
492 Bernice Court WHEELING, IL YOU WILL FALL IN LOVE WITH THIS 4 BEDROOMS, 3 BATHROOMS HOME COMPLETALLY REMODELED IN 2017...	4 beds \| 3 baths \| 2,328 sq.ft.	$529,900	Airbnb cash on cash: 1.72% Traditional cash on cash: 3.55% Airbnb Rental Income: $3022 Traditional Rental Income: $3238 Airbnb ROI: 1.72% Traditional ROI: 3.55%
720 PRESTWICK Lane #207 WHEELING, IL Astor Place. Rarely available. Spacious, corner 2 bedroom, 2 bathroom unit with a balcony....	2 beds \| 2 baths \| N/A	$339,500	Airbnb cash on cash: -2.08% Traditional cash on cash: 2.88% Airbnb Rental Income: $1213 Traditional Rental Income: $2404 Airbnb ROI: -2.08% Traditional ROI: 2.88%
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: -0.79% Traditional cash on cash: 4.5% Airbnb Rental Income: $1213 Traditional Rental Income: $2600 Airbnb ROI: -0.79% 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	$229,900	Airbnb cash on cash: -0.99% Traditional cash on cash: 5.87% Airbnb Rental Income: $1213 Traditional Rental Income: $2314 Airbnb ROI: -0.99% Traditional ROI: 5.87%
450 PLUM CREEK Drive #512 WHEELING, IL Welcome home to Plum Creek's largest condo in the entire subdivision! Don't miss this affo...	3 beds \| 2 baths \| 1,400 sq.ft.	$219,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 6.18% Airbnb Rental Income: $1476 Traditional Rental Income: $2485 Airbnb ROI: -0.79% Traditional ROI: 6.18%
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.	$185,900	Airbnb cash on cash: -1.09% Traditional cash on cash: 4.42% Airbnb Rental Income: $1213 Traditional Rental Income: $1796 Airbnb ROI: -1.09% Traditional ROI: 4.42%
584 Fairway View Drive #1I WHEELING, IL Discover effortless living with this bright and inviting 1-bedroom, first-floor condo feat...	1 beds \| 1 baths \| 700 sq.ft.	$150,000	Airbnb cash on cash: -1.41% Traditional cash on cash: 5.06% Airbnb Rental Income: $859 Traditional Rental Income: $1456 Airbnb ROI: -1.41% Traditional ROI: 5.06%
1430 Sandstone Drive #202 WHEELING, IL Very nice condo in great condition!!!Move in ready!! Desirable second floor! 2 bedrooms...	2 beds \| 2 baths \| 1,200 sq.ft.	$228,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 5.9% Airbnb Rental Income: $1213 Traditional Rental Income: $2280 Airbnb ROI: -0.86% Traditional ROI: 5.9%
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: -1.38% Traditional cash on cash: 3.29% Airbnb Rental Income: $1476 Traditional Rental Income: $3001 Airbnb ROI: -1.38% Traditional ROI: 3.29%
1062 Driftwood Court #B1 WHEELING, IL Located in the desirable Lexington Commons, this updated and remodeled ground-floor unit i...	2 beds \| 2 baths \| 1,100 sq.ft.	$298,900	Airbnb cash on cash: -1.43% Traditional cash on cash: 3.42% Airbnb Rental Income: $1213 Traditional Rental Income: $2188 Airbnb ROI: -1.43% Traditional ROI: 3.42%
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.	$406,000	Airbnb cash on cash: -1.7% Traditional cash on cash: 4.59% Airbnb Rental Income: $1476 Traditional Rental Income: $3436 Airbnb ROI: -1.7% Traditional ROI: 4.59%
150 LUCERNE Court WHEELING, IL Beautiful End-Unit Home: Move-in-ready 3-bedroom, 2-bath home with a freshly painted inte...	3 beds \| 2 baths \| 1,760 sq.ft.	$354,900	Airbnb cash on cash: -2.37% Traditional cash on cash: 2.35% Airbnb Rental Income: $1476 Traditional Rental Income: $2615 Airbnb ROI: -2.37% Traditional ROI: 2.35%
910 Vera Lane WHEELING, IL Welcome to 910 Vera Lane - a spacious and inviting 4 bedroom, 3 bath home set on an impres...	4 beds \| 3 baths \| 1,992 sq.ft.	$429,900	Airbnb cash on cash: 2.11% Traditional cash on cash: 3.58% Airbnb Rental Income: $3022 Traditional Rental Income: $2923 Airbnb ROI: 2.11% Traditional ROI: 3.58%
934 N Norman Lane WHEELING, IL Expanded ranch home with nicely landscaped yard and oversized 2.5 car garage. Primary bed...	3 beds \| 2 baths \| 1,716 sq.ft.	$360,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 5.08% Airbnb Rental Income: $1476 Traditional Rental Income: $2507 Airbnb ROI: 0.74% Traditional ROI: 5.08%
1044 Creekside Court #2B WHEELING, IL Welcome to Lake of the Winds! 1,600Sq where space, style, and serenity come together. This...	3 beds \| 2 baths \| 1,600 sq.ft.	$299,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 4.53% Airbnb Rental Income: $1476 Traditional Rental Income: $2526 Airbnb ROI: -0.75% Traditional ROI: 4.53%
110 N Milwaukee Avenue #305 WHEELING, IL Bright and desirable 2 bedroom, 2 bath condo with western views! One parking spot (#55) ...	2 beds \| 2 baths \| 1,572 sq.ft.	$280,000	Airbnb cash on cash: -2.1% Traditional cash on cash: 5.37% Airbnb Rental Income: $1213 Traditional Rental Income: $2794 Airbnb ROI: -2.1% Traditional ROI: 5.37%
543 Wynn Court #543 WHEELING, IL Completely Remodeled Beauty in Wheeling! Step into this move-in ready 3-bedroom, 1-bath ...	3 beds \| 1 baths \| 900 sq.ft.	$255,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 3.22% Airbnb Rental Income: $1476 Traditional Rental Income: $1843 Airbnb ROI: -0.11% Traditional ROI: 3.22%
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: -0.02% Traditional cash on cash: 4.34% Airbnb Rental Income: $1476 Traditional Rental Income: $2536 Airbnb ROI: -0.02% Traditional ROI: 4.34%
1324 Alpine Court #1324 WHEELING, IL Attention Investors! Excellent investment opportunity in the desirable Cedar Run Subdivisi...	3 beds \| 1 baths \| 1,080 sq.ft.	$255,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 3.56% Airbnb Rental Income: $1476 Traditional Rental Income: $1943 Airbnb ROI: -0.19% Traditional ROI: 3.56%

Real Estate investment in Wheeling, IL

There are 37 properties for sale in the city of Wheeling . The median list price in Wheeling is $300,000 and the average price per square foot is $194. In October 2025, the average monthly cash on cash return in Wheeling is 4.00%. The average monthly rental income in Wheeling is $2,507.

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

There are 37 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 $2,507.

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.

$315,000

Airbnb cash on cash: -1.16%

Traditional cash on cash: 3.89%

Airbnb Rental Income: $1476

Traditional Rental Income: $2539

Airbnb ROI: -1.16%

Traditional ROI: 3.89%

195 7th Street

WHEELING, IL

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

$479,900

Airbnb cash on cash: -0.79%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $1476

Traditional Rental Income: $2881

Airbnb ROI: -0.79%

Traditional ROI: 3.3%

751 Garth Road

WHEELING, IL

4 beds | 3 baths | 2,240 sq.ft.

$599,900

Airbnb cash on cash: 1.7%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $3022

Traditional Rental Income: $3046

Airbnb ROI: 1.7%

Traditional ROI: 2.98%

161 Lucerne Court

WHEELING, IL

2 beds | 2 baths | 1,800 sq.ft.

$364,900

Airbnb cash on cash: -2.97%

Traditional cash on cash: 2.21%

Airbnb Rental Income: $1213

Traditional Rental Income: $2597

Airbnb ROI: -2.97%

Traditional ROI: 2.21%

493 McHENRY Road #3B

WHEELING, IL

2 beds | 1 baths | 900 sq.ft.

$170,000

Airbnb cash on cash: -0.56%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $1213

Traditional Rental Income: $1747

Airbnb ROI: -0.56%

Traditional ROI: 5.15%

1201 PLEASANT RUN Drive #312

WHEELING, IL

2 beds | 2 baths | 1,000 sq.ft.

$220,000

Airbnb cash on cash: -0.92%

Traditional cash on cash: 5.43%

Airbnb Rental Income: $1213

Traditional Rental Income: $2144

Airbnb ROI: -0.92%

Traditional ROI: 5.43%

70 Prairie Court

WHEELING, IL

3 beds | 5 baths | 2,426 sq.ft.

$694,900

Airbnb cash on cash: -1.08%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $1476

Traditional Rental Income: $3703

Airbnb ROI: -1.08%

Traditional ROI: 3.03%

492 Bernice Court

WHEELING, IL

4 beds | 3 baths | 2,328 sq.ft.

$529,900

Airbnb cash on cash: 1.72%

Traditional cash on cash: 3.55%

Airbnb Rental Income: $3022

Traditional Rental Income: $3238

Airbnb ROI: 1.72%