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
333 12th St WHEELING, IL Owners hate to leave this Custom 3 Bedroom, 2 Full Baths Ranch Home on Quiet Cul-De-Sac! I...	4 beds \| 2 baths \| 1,488 sq.ft.	$419,000	Airbnb cash on cash: 4.11% Traditional cash on cash: 2.61% Airbnb Rental Income: $3482 Traditional Rental Income: $2125 Airbnb ROI: 4.11% Traditional ROI: 2.61%
571 Fairway View Dr #3K WHEELING, IL Beautifully maintained condo in Wheeling featuring a bright and open layout with spacious ...	2 beds \| 1 baths \| N/A	$158,000	Airbnb cash on cash: 3.66% Traditional cash on cash: 5.65% Airbnb Rental Income: $1973 Traditional Rental Income: $1756 Airbnb ROI: 3.66% Traditional ROI: 5.65%
45 Prairie Park Dr #208 WHEELING, IL The largest one bedroom rare available in desirable Prairie Park with a South exposure! Op...	1 beds \| 1 baths \| 1,278 sq.ft.	$330,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 0.23% Airbnb Rental Income: $1763 Traditional Rental Income: $1664 Airbnb ROI: -1.01% Traditional ROI: 0.23%
1951 Potomac Ct WHEELING, IL Spacious END UNIT Townhome with 2,200+ Sq Ft of Bright and Sunny Living on Three Levels! W...	3 beds \| 2 baths \| 2,219 sq.ft.	$449,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 1.95% Airbnb Rental Income: $2363 Traditional Rental Income: $2472 Airbnb ROI: 0.3% Traditional ROI: 1.95%
180 Lucerne Ct WHEELING, IL UPDATED AND SPACIOUS,THIS 3 BEDROOM 2 BATH TOWNHOME HAS A OPEN FLOR PLAN WITH A BEAUTIFUL ...	3 beds \| 2 baths \| 1,870 sq.ft.	$399,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 1.59% Airbnb Rental Income: $2363 Traditional Rental Income: $2288 Airbnb ROI: 0.23% Traditional ROI: 1.59%
156 Wille Ave WHEELING, IL Home is sold as is. 2 Separate Lots. 1 with Home & Garage. & 1 with garage - Buildable. E...	4 beds \| 2 baths \| 2,760 sq.ft.	$439,000	Airbnb cash on cash: 4.21% Traditional cash on cash: 3.54% Airbnb Rental Income: $3482 Traditional Rental Income: $2440 Airbnb ROI: 4.21% Traditional ROI: 3.54%
1134 Hawthorne Ct #B2 WHEELING, IL SOLD WHILE IN THE PLN. MOST BEAUTIFUL HOME IN LEXINGTON COMMONS! COMPLETELY UPDATED 2BR/2B...	2 beds \| 2 baths \| 1,200 sq.ft.	$269,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 4.07% Airbnb Rental Income: $1973 Traditional Rental Income: $2159 Airbnb ROI: 1.3% Traditional ROI: 4.07%
1299 Longacre Ln WHEELING, IL Redone and clean and ready to go! New furnace and Water heater. new oven and microwave, ne...	2 beds \| 1 baths \| 875 sq.ft.	$249,900	Airbnb cash on cash: 1.25% Traditional cash on cash: 2.78% Airbnb Rental Income: $1973 Traditional Rental Income: $1817 Airbnb ROI: 1.25% Traditional ROI: 2.78%
586 Williamsburg Ct #A1 WHEELING, IL This rare 1st-floor unit has been beautifully updated and is move-in ready! Offering 3 bed...	3 beds \| 2 baths \| 1,320 sq.ft.	$324,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 2.73% Airbnb Rental Income: $2363 Traditional Rental Income: $2298 Airbnb ROI: 1.03% Traditional ROI: 2.73%
1165 Pleasant Run Dr #510 WHEELING, IL BRIGHT, COZY, SHARP, NEUTRAL 2ND FLOOR UNIT WITH LARGE BALCONY. NEWER APPLIANCES, CARPET, ...	2 beds \| 1 baths \| 1,000 sq.ft.	$190,000	Airbnb cash on cash: 3.85% Traditional cash on cash: 3.51% Airbnb Rental Income: $1973 Traditional Rental Income: $1394 Airbnb ROI: 3.85% Traditional ROI: 3.51%
660 Prestwick Ln #507 WHEELING, IL Beautiful top floor sun filled spacious 2 BR,2 BATH condo with an amazing view land grea...	2 beds \| 2 baths \| 1,425 sq.ft.	$315,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 2.99% Airbnb Rental Income: $1973 Traditional Rental Income: $2374 Airbnb ROI: -0.11% Traditional ROI: 2.99%
100 Deborah Ln #B18 WHEELING, IL	1 beds \| 1 baths \| 667 sq.ft.	$175,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 5.06% Airbnb Rental Income: $1763 Traditional Rental Income: $1405 Airbnb ROI: 4.31% Traditional ROI: 5.06%
100 Prairie Park Dr #701 WHEELING, IL WELCOME HOME TO YOUR NEW PENTHOUSE HOME IN PRESTIGIOUS PRAIRIE PARK! NEWEST BUILDING IN TH...	2 beds \| 2 baths \| 1,418 sq.ft.	$429,900	Airbnb cash on cash: -1.64% Traditional cash on cash: 0.74% Airbnb Rental Income: $1973 Traditional Rental Income: $2414 Airbnb ROI: -1.64% Traditional ROI: 0.74%
63 W Manchester Dr WHEELING, IL Ranch Living at its finest . Happy New Year .... WOW !!! What a present to give to yoursel...	3 beds \| 1 baths \| 1,213 sq.ft.	$379,900	Airbnb cash on cash: 1.99% Traditional cash on cash: 2.67% Airbnb Rental Income: $2363 Traditional Rental Income: $2024 Airbnb ROI: 1.99% Traditional ROI: 2.67%
812 Maple Ln WHEELING, IL Don't miss this ideally located townhome! Offering 2 bedrooms, 2.5 bathrooms, an oversized...	2 beds \| 2 baths \| N/A	$325,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 4.94% Airbnb Rental Income: $1973 Traditional Rental Income: $2669 Airbnb ROI: 0.96% Traditional ROI: 4.94%
572 Fairway View Dr #1B WHEELING, IL BEAUTIFUL UPGRADED 2 BED 1 BATH CONDO ,GRANITE COUNTERTOPS,BEAUTIFUL BACKSPLASH,STAINLESS...	2 beds \| 1 baths \| 900 sq.ft.	$175,000	Airbnb cash on cash: 3.21% Traditional cash on cash: 3.16% Airbnb Rental Income: $1973 Traditional Rental Income: $1447 Airbnb ROI: 3.21% Traditional ROI: 3.16%
1430 Sandstone Dr #115 WHEELING, IL REMODELED CONDO UNIT FROM THE HEART AND MODERN DESIGNERS TOUCH. OPEN FLOOR LAYOUT, KITCHEN...	2 beds \| 2 baths \| 1,100 sq.ft.	$275,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 4.2% Airbnb Rental Income: $1973 Traditional Rental Income: $2023 Airbnb ROI: 2.01% Traditional ROI: 4.2%
350 Plum Creek Dr #403 WHEELING, IL New windows being replaced next year by the airport! Recently updated floors, baths and ki...	2 beds \| 2 baths \| 1,110 sq.ft.	$224,900	Airbnb cash on cash: 0.13% Traditional cash on cash: 0.87% Airbnb Rental Income: $1973 Traditional Rental Income: $1614 Airbnb ROI: 0.13% Traditional ROI: 0.87%
231 N Milwaukee Ave WHEELING, IL This property is zoned by the city of Wheeling Illinois for business and residency. Great ...	2 beds \| 1 baths \| 1,648 sq.ft.	$480,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.78% Airbnb Rental Income: $1973 Traditional Rental Income: $2946 Airbnb ROI: 0.46% Traditional ROI: 3.78%
115 E Dundee Rd #3N WHEELING, IL Absolutely gorgeous 2 bedroom condo, top floor unit!!! Updated, from top to bottom with b...	2 beds \| 1 baths \| 900 sq.ft.	$205,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 4.25% Airbnb Rental Income: $1973 Traditional Rental Income: $1404 Airbnb ROI: 4.51% Traditional ROI: 4.25%
680 Mill Cir #203 WHEELING, IL Absolutely the best investment or living in the area! This Sunny 2 beds, 2 bathrooms unit ...	2 beds \| 2 baths \| 1,150 sq.ft.	$315,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 4.8% Airbnb Rental Income: $1973 Traditional Rental Income: $2425 Airbnb ROI: 1.53% Traditional ROI: 4.8%
65 Laurel Trl WHEELING, IL Welcome to your completely updated and move-in ready dream home! This stunning 3 bed 2 bat...	3 beds \| 2 baths \| 1,299 sq.ft.	$414,500	Airbnb cash on cash: 1.92% Traditional cash on cash: 3.7% Airbnb Rental Income: $2363 Traditional Rental Income: $2472 Airbnb ROI: 1.92% Traditional ROI: 3.7%
1307 Fall Ct WHEELING, IL EXCELLENT 2 - UPDATED STORY. CAR GARAGE 1.1 BATHS. NEW FLOORING, NEWER FURNACE, AC. FRESH...	2 beds \| 1 baths \| 850 sq.ft.	$229,788	Airbnb cash on cash: 1.78% Traditional cash on cash: 2.46% Airbnb Rental Income: $1973 Traditional Rental Income: $1602 Airbnb ROI: 1.78% Traditional ROI: 2.46%
1575 Sandpebble Dr #110 WHEELING, IL Updated 2 bedroom ground level condo in highly desirable Sandpebble Walk! Unit features up...	2 beds \| 2 baths \| 1,100 sq.ft.	$220,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 5.56% Airbnb Rental Income: $1973 Traditional Rental Income: $2132 Airbnb ROI: 2.32% Traditional ROI: 5.56%
127 N Wolf Rd #58B WHEELING, IL TERRIFIC TWO-BEDROOM ONE BATH UNIT IN A WELL-MANAGED AND SECURE BUILDING. 2ND FLOOR UNIT ...	2 beds \| 1 baths \| 810 sq.ft.	$185,000	Airbnb cash on cash: 4.73% Traditional cash on cash: 5.7% Airbnb Rental Income: $1973 Traditional Rental Income: $1625 Airbnb ROI: 4.73% Traditional ROI: 5.7%
290 E Norman Ln WHEELING, IL Welcome to 290 East Norman Lane in Wheeling, an exceptional new construction home poised t...	4 beds \| 3 baths \| 2,000 sq.ft.	$595,000	Airbnb cash on cash: 2.65% Traditional cash on cash: 2.07% Airbnb Rental Income: $3482 Traditional Rental Income: $2390 Airbnb ROI: 2.65% Traditional ROI: 2.07%
660 Mchenry Rd #207 WHEELING, IL BEAUTIFUL BRIGHT & SUNNY 2ND FLOOR CONDO IN BRICK ELEVATOR BUILDING WITH HEATED GARAGE & S...	2 beds \| 2 baths \| 1,520 sq.ft.	$354,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 2.01% Airbnb Rental Income: $1973 Traditional Rental Income: $2393 Airbnb ROI: -0.81% Traditional ROI: 2.01%
1021 Harbour Ct #2BL WHEELING, IL Rare and sought after 3 bedroom, 2 bath unit in popular Lake of the Winds! Enter to an exp...	3 beds \| 2 baths \| 1,463 sq.ft.	$300,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 4.73% Airbnb Rental Income: $2363 Traditional Rental Income: $2671 Airbnb ROI: 1.58% Traditional ROI: 4.73%
163 W Manchester Dr WHEELING, IL *SHORT SALE OPPORTUNITY* Enjoy the tranquility of a well-established community whil...	4 beds \| 2 baths \| 2,100 sq.ft.	$514,900	Airbnb cash on cash: 2.81% Traditional cash on cash: 2.74% Airbnb Rental Income: $3482 Traditional Rental Income: $2682 Airbnb ROI: 2.81% Traditional ROI: 2.74%
1404 Nottingham Ct #D1 WHEELING, IL BEAUTIFUL SPACIOUS 1st FLOOR PINE MODEL RARELY AVAILABLE IN SOUGHT AFTER ARLINGTON CLUB! F...	3 beds \| 2 baths \| 1,296 sq.ft.	$299,900	Airbnb cash on cash: 2.84% Traditional cash on cash: 5.92% Airbnb Rental Income: $2363 Traditional Rental Income: $2651 Airbnb ROI: 2.84% Traditional ROI: 5.92%
813 Valley Stream Dr #A WHEELING, IL Welcome home! Inviting two-bedroom, one-bath condo, located in Wheeling, IL. Recent upgrad...	2 beds \| 1 baths \| 800 sq.ft.	$225,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 5.12% Airbnb Rental Income: $1973 Traditional Rental Income: $1846 Airbnb ROI: 3.28% Traditional ROI: 5.12%
715 Astor Ln #201 WHEELING, IL Great value in super conveniently located Astor Place! This is a two bedroom and two full ...	2 beds \| 2 baths \| 1,400 sq.ft.	$314,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 3.71% Airbnb Rental Income: $1973 Traditional Rental Income: $2480 Airbnb ROI: 0.25% Traditional ROI: 3.71%
1160 Northbury Ln #C1 WHEELING, IL BEAUTIFUL 1ST FLOOR RANCH IN LEXINGTON COMMONS WITH OPEN FLOOR PLAN. SPACIOUS LIVING ROOM ...	2 beds \| 1 baths \| 1,100 sq.ft.	$234,900	Airbnb cash on cash: 1.14% Traditional cash on cash: 2.8% Airbnb Rental Income: $1973 Traditional Rental Income: $1825 Airbnb ROI: 1.14% Traditional ROI: 2.8%
1655 Geneva Dr #1655 WHEELING, IL Stunning Move-In Ready End Unit Townhouse - open on 3 sides. It has soaring ceilings with ...	2 beds \| 2 baths \| 1,800 sq.ft.	$357,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 3.12% Airbnb Rental Income: $1973 Traditional Rental Income: $2719 Airbnb ROI: -0.65% Traditional ROI: 3.12%
1033 S Wheeling Rd WHEELING, IL 1033 S Wheeling Rd, WHEELING, IL 60090 \| Other	3 beds \| 1 baths \| N/A	$750,000	Airbnb cash on cash: -0.84% Traditional cash on cash: -1.66% Airbnb Rental Income: $2363 Traditional Rental Income: $1211 Airbnb ROI: -0.84% Traditional ROI: -1.66%
121 Commons Court WHEELING, IL Largest model townhome in the area, over 2000+ square feet of living space on 2 levels in ...	3 beds \| 3 baths \| 2,000 sq.ft.	$444,444	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.44% Airbnb Rental Income: $2363 Traditional Rental Income: $2793 Airbnb ROI: 0.01% Traditional ROI: 2.44%
241 S Milwaukee Ave WHEELING, IL	3 beds \| N/A baths \| N/A	$2,099,000	Airbnb cash on cash: -2.4% Traditional cash on cash: -2.9% Airbnb Rental Income: $2363 Traditional Rental Income: $799 Airbnb ROI: -2.4% Traditional ROI: -2.9%
575 Greystone Ln #A2 WHEELING, IL 575 Greystone Ln #A2, WHEELING, IL 60090 \| Condo/Coop	3 beds \| 2 baths \| 1,373 sq.ft.	$307,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 1.24% Airbnb Rental Income: $2363 Traditional Rental Income: $1920 Airbnb ROI: 0.76% Traditional ROI: 1.24%
1321 Marcy Ln WHEELING, IL Great opportunity in a beautiful Wheeling location! This 3-bedroom, 2-bath home is ideally...	3 beds \| 1 baths \| 1,431 sq.ft.	$449,999	Airbnb cash on cash: 1.62% Traditional cash on cash: 3.36% Airbnb Rental Income: $2363 Traditional Rental Income: $2511 Airbnb ROI: 1.62% Traditional ROI: 3.36%
40 Prairie Park Dr #608 WHEELING, IL Welcome Home to Prairie Park Paradise, This Beautiful Unit in Prestigious Prairie Park Com...	1 beds \| 1 baths \| 1,286 sq.ft.	$345,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 2.07% Airbnb Rental Income: $1763 Traditional Rental Income: $2396 Airbnb ROI: -1.38% Traditional ROI: 2.07%

Real Estate investment in Wheeling, IL

There are 169 properties for sale in the city of Wheeling . The median list price in Wheeling is $299,821 and the average price per square foot is $185. In October 2026, the average monthly cash on cash return in Wheeling is 2.00%. The average monthly rental income in Wheeling is $2,056.

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

There are 169 investment properties available for sale in Wheeling.

In 2026, 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 $2,056.

Your search for investment property begins and ends here

Investment Property for Sale in Wheeling, IL

333 12th St

WHEELING, IL

4 beds | 2 baths | 1,488 sq.ft.

$419,000

Airbnb cash on cash: 4.11%

Traditional cash on cash: 2.61%

Airbnb Rental Income: $3482

Traditional Rental Income: $2125

Airbnb ROI: 4.11%

Traditional ROI: 2.61%

571 Fairway View Dr #3K

WHEELING, IL

2 beds | 1 baths | N/A

$158,000

Airbnb cash on cash: 3.66%

Traditional cash on cash: 5.65%

Airbnb Rental Income: $1973

Traditional Rental Income: $1756

Airbnb ROI: 3.66%

Traditional ROI: 5.65%

45 Prairie Park Dr #208

WHEELING, IL

1 beds | 1 baths | 1,278 sq.ft.

$330,000

Airbnb cash on cash: -1.01%

Traditional cash on cash: 0.23%

Airbnb Rental Income: $1763

Traditional Rental Income: $1664

Airbnb ROI: -1.01%

Traditional ROI: 0.23%

1951 Potomac Ct

WHEELING, IL

3 beds | 2 baths | 2,219 sq.ft.

$449,000

Airbnb cash on cash: 0.3%

Traditional cash on cash: 1.95%

Airbnb Rental Income: $2363

Traditional Rental Income: $2472

Airbnb ROI: 0.3%

Traditional ROI: 1.95%

180 Lucerne Ct

WHEELING, IL

3 beds | 2 baths | 1,870 sq.ft.

$399,000

Airbnb cash on cash: 0.23%

Traditional cash on cash: 1.59%

Airbnb Rental Income: $2363

Traditional Rental Income: $2288

Airbnb ROI: 0.23%

Traditional ROI: 1.59%

156 Wille Ave

WHEELING, IL

4 beds | 2 baths | 2,760 sq.ft.

$439,000

Airbnb cash on cash: 4.21%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $3482

Traditional Rental Income: $2440

Airbnb ROI: 4.21%

Traditional ROI: 3.54%

1134 Hawthorne Ct #B2

WHEELING, IL

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

$269,000

Airbnb cash on cash: 1.3%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $1973

Traditional Rental Income: $2159

Airbnb ROI: 1.3%

Traditional ROI: 4.07%

1299 Longacre Ln

WHEELING, IL

2 beds | 1 baths | 875 sq.ft.

$249,900

Airbnb cash on cash: 1.25%

Traditional cash on cash: 2.78%

Airbnb Rental Income: $1973

Traditional Rental Income: $1817

Airbnb ROI: 1.25%