Real Estate Investment Properties for Sale in Waukegan, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2323 N Sheridan Road WAUKEGAN, IL Exceptional Custom Brick Home by Renowned Drobnick Builders - 2,713 Sq. Ft. Discover this ...	4 beds \| 5 baths \| 2,800 sq.ft.	$389,900	Airbnb cash on cash: 2.4% Traditional cash on cash: 8.02% Airbnb Rental Income: $2880 Traditional Rental Income: $4268 Airbnb ROI: 2.4% Traditional ROI: 8.02%
2110 N Green Bay Road WAUKEGAN, IL Recently renovated inside and out, this move-in-ready home offers comfort today and flexib...	3 beds \| 2 baths \| 950 sq.ft.	$265,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 5.57% Airbnb Rental Income: $2094 Traditional Rental Income: $2047 Airbnb ROI: 3.61% Traditional ROI: 5.57%
3320 Burr Oak Drive WAUKEGAN, IL Welcome Home to this stunning raised ranch, perfectly situated within highly sought-after ...	4 beds \| 2 baths \| 1,310 sq.ft.	$329,900	Airbnb cash on cash: 2.48% Traditional cash on cash: 1.94% Airbnb Rental Income: $2880 Traditional Rental Income: $2044 Airbnb ROI: 2.48% Traditional ROI: 1.94%
838 Hickory Street WAUKEGAN, IL An excellent opportunity for homeowners and investors alike! This move-in-ready three-bedr...	3 beds \| 1 baths \| 1,330 sq.ft.	$212,900	Airbnb cash on cash: 4.62% Traditional cash on cash: 5.23% Airbnb Rental Income: $2094 Traditional Rental Income: $1679 Airbnb ROI: 4.62% Traditional ROI: 5.23%
325 N JACKSON Street WAUKEGAN, IL Spacious 4 Bedroom/2 bath home with bonus room on the 2nd floor for kids play area or addi...	4 beds \| 2 baths \| 1,680 sq.ft.	$339,900	Airbnb cash on cash: 3.63% Traditional cash on cash: 3.35% Airbnb Rental Income: $2880 Traditional Rental Income: $2123 Airbnb ROI: 3.63% Traditional ROI: 3.35%
4442 W Tucker Lane WAUKEGAN, IL Beautiful and spacious 3-bed/2.5-bath home ready for new owners! Step inside to find an ex...	3 beds \| 3 baths \| 1,809 sq.ft.	$420,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 1.63% Airbnb Rental Income: $2094 Traditional Rental Income: $2219 Airbnb ROI: -0.06% Traditional ROI: 1.63%
1700 N Linden Avenue WAUKEGAN, IL Welcome to this well-maintained 3BD/2BA ranch-style home offering comfort and versatility ...	3 beds \| 2 baths \| 1,770 sq.ft.	$335,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 2.53% Airbnb Rental Income: $2094 Traditional Rental Income: $1917 Airbnb ROI: 1.38% Traditional ROI: 2.53%
2515 W Atlantic Avenue WAUKEGAN, IL CHARMING 2-STORY LARGE CLASSIC HOME WITH 4 BEDROOMS/2.1 BATHS and a Bonus Room in the larg...	4 beds \| 3 baths \| 2,702 sq.ft.	$360,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 4.03% Airbnb Rental Income: $2880 Traditional Rental Income: $2448 Airbnb ROI: 3.33% Traditional ROI: 4.03%
1504 W Glen Flora Avenue WAUKEGAN, IL Three parcels of property being bundled together. 1504 Glen Flora is zoned residential wit...	4 beds \| 1 baths \| 1,174 sq.ft.	$475,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 0.89% Airbnb Rental Income: $2880 Traditional Rental Income: $1918 Airbnb ROI: 1.55% Traditional ROI: 0.89%
1006 Rogers Court WAUKEGAN, IL Recently renovated 3-bed, 1.5 bath home. Very unique and peaceful house with a lot of priv...	3 beds \| 2 baths \| 1,908 sq.ft.	$339,000	Airbnb cash on cash: 2.06% Traditional cash on cash: 5.51% Airbnb Rental Income: $2094 Traditional Rental Income: $2654 Airbnb ROI: 2.06% Traditional ROI: 5.51%
1930 Arthur Drive WAUKEGAN, IL With accepted offer, seller is offering a 2-1 rate buy down on your loan amount. This will...	3 beds \| 2 baths \| 1,164 sq.ft.	$279,700	Airbnb cash on cash: 2.73% Traditional cash on cash: 5.64% Airbnb Rental Income: $2094 Traditional Rental Income: $2322 Airbnb ROI: 2.73% Traditional ROI: 5.64%
2444 Linden Avenue WAUKEGAN, IL Welcome to your peaceful sanctuary in a highly desirable residential area of Waukegan! Thi...	3 beds \| 3 baths \| 1,164 sq.ft.	$314,900	Airbnb cash on cash: 2.17% Traditional cash on cash: 5.06% Airbnb Rental Income: $2094 Traditional Rental Income: $2413 Airbnb ROI: 2.17% Traditional ROI: 5.06%
2218 Pearsall Parkway WAUKEGAN, IL First time on the market! This 3-bedroom, 2-bath home is full of potential and ready for i...	3 beds \| 2 baths \| 2,164 sq.ft.	$259,000	Airbnb cash on cash: 4.49% Traditional cash on cash: 4.35% Airbnb Rental Income: $2094 Traditional Rental Income: $1523 Airbnb ROI: 4.49% Traditional ROI: 4.35%
929 Adams Street WAUKEGAN, IL Welcome to a nice cozy Home! Features: 5 Bedrooms, 2 full bathrooms,newer kitchen cabinets...	5 beds \| 2 baths \| 2,080 sq.ft.	$285,000	Airbnb cash on cash: 8.43% Traditional cash on cash: 6.41% Airbnb Rental Income: $3862 Traditional Rental Income: $2489 Airbnb ROI: 8.43% Traditional ROI: 6.41%
1091 S Normandy Road WAUKEGAN, IL Nestled on a beautiful wooded lot in the desirable Coventry Woods subdivision, this inviti...	3 beds \| 3 baths \| 2,085 sq.ft.	$399,900	Airbnb cash on cash: -0.29% Traditional cash on cash: 1.81% Airbnb Rental Income: $2094 Traditional Rental Income: $2344 Airbnb ROI: -0.29% Traditional ROI: 1.81%
2811 FOREST Lane WAUKEGAN, IL LOCATION! LOCATION! BONNIE BROOK GOLF COURSE. SPACIOUS 4 BEDROOM, 2 BATH UPDATED RANCH HOM...	4 beds \| 2 baths \| 2,559 sq.ft.	$314,900	Airbnb cash on cash: 4.01% Traditional cash on cash: 4.56% Airbnb Rental Income: $2880 Traditional Rental Income: $2375 Airbnb ROI: 4.01% Traditional ROI: 4.56%
964 N Lewis Avenue WAUKEGAN, IL CORNER LOT HOME 3 BEDROOMS AND 1 BATHROOM ON MAIN FLOOR AND A FINISHED ROOM IN ATTIC THAT ...	3 beds \| 1 baths \| 1,221 sq.ft.	$249,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 3.67% Airbnb Rental Income: $2094 Traditional Rental Income: $1633 Airbnb ROI: 3.34% Traditional ROI: 3.67%
621 N Ash Street WAUKEGAN, IL	2 beds \| 1 baths \| 800 sq.ft.	$184,900	Airbnb cash on cash: 5.64% Traditional cash on cash: 5.03% Airbnb Rental Income: $1987 Traditional Rental Income: $1361 Airbnb ROI: 5.64% Traditional ROI: 5.03%
524 N Butrick Street WAUKEGAN, IL COMPLETELY RENOVATED BRICK CAPE COD! Welcome to this beautifully updated home featurin...	3 beds \| 2 baths \| 1,887 sq.ft.	$274,900	Airbnb cash on cash: 2.33% Traditional cash on cash: 4.54% Airbnb Rental Income: $2094 Traditional Rental Income: $2127 Airbnb ROI: 2.33% Traditional ROI: 4.54%
112 Washington Park WAUKEGAN, IL Great 2 Story home in an excellent location. Located Walking distance to shops, restaurant...	3 beds \| 2 baths \| 1,444 sq.ft.	$229,900	Airbnb cash on cash: 3.65% Traditional cash on cash: 3.31% Airbnb Rental Income: $2094 Traditional Rental Income: $1481 Airbnb ROI: 3.65% Traditional ROI: 3.31%
4141 Continental Drive WAUKEGAN, IL TOWNHOUSE - 4 BEDROOMS, 1 FULL & 1 HALF BATHROOMS WITH FULL FINISHED BASEMENT in GURNEE & ...	3 beds \| 2 baths \| 1,320 sq.ft.	$225,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 2.58% Airbnb Rental Income: $2094 Traditional Rental Income: $1601 Airbnb ROI: 2.37% Traditional ROI: 2.58%
3468 Charleston Road WAUKEGAN, IL Welcome to 3468 Charleston Road! This charming and beautifully maintained home offers comf...	3 beds \| 3 baths \| 1,250 sq.ft.	$315,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 2.32% Airbnb Rental Income: $2094 Traditional Rental Income: $1939 Airbnb ROI: 1.03% Traditional ROI: 2.32%

Real Estate investment in Waukegan, IL

There are 60 properties for sale in the city of Waukegan . The median list price in Waukegan is $285,864 and the average price per square foot is $188. In November 2026, the average monthly cash on cash return in Waukegan is 5.00%. The average monthly rental income in Waukegan is $1,924.

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

There are 60 investment properties available for sale in Waukegan.

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

The ROI for Long-Term is higher than the Short-Term in Waukegan with average rental income of $1,924.

Your search for investment property begins and ends here

Investment Property for Sale in Waukegan, IL

2323 N Sheridan Road

WAUKEGAN, IL

4 beds | 5 baths | 2,800 sq.ft.

$389,900

Airbnb cash on cash: 2.4%

Traditional cash on cash: 8.02%

Airbnb Rental Income: $2880

Traditional Rental Income: $4268

Airbnb ROI: 2.4%

Traditional ROI: 8.02%

2110 N Green Bay Road

WAUKEGAN, IL

3 beds | 2 baths | 950 sq.ft.

$265,000

Airbnb cash on cash: 3.61%

Traditional cash on cash: 5.57%

Airbnb Rental Income: $2094

Traditional Rental Income: $2047

Airbnb ROI: 3.61%

Traditional ROI: 5.57%

3320 Burr Oak Drive

WAUKEGAN, IL

4 beds | 2 baths | 1,310 sq.ft.

$329,900

Airbnb cash on cash: 2.48%

Traditional cash on cash: 1.94%

Airbnb Rental Income: $2880

Traditional Rental Income: $2044

Airbnb ROI: 2.48%

Traditional ROI: 1.94%

838 Hickory Street

WAUKEGAN, IL

3 beds | 1 baths | 1,330 sq.ft.

$212,900

Airbnb cash on cash: 4.62%

Traditional cash on cash: 5.23%

Airbnb Rental Income: $2094

Traditional Rental Income: $1679

Airbnb ROI: 4.62%

Traditional ROI: 5.23%

325 N JACKSON Street

WAUKEGAN, IL

4 beds | 2 baths | 1,680 sq.ft.

$339,900

Airbnb cash on cash: 3.63%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $2880

Traditional Rental Income: $2123

Airbnb ROI: 3.63%

Traditional ROI: 3.35%

4442 W Tucker Lane

WAUKEGAN, IL

3 beds | 3 baths | 1,809 sq.ft.

$420,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 1.63%

Airbnb Rental Income: $2094

Traditional Rental Income: $2219

Airbnb ROI: -0.06%

Traditional ROI: 1.63%

1700 N Linden Avenue

WAUKEGAN, IL

3 beds | 2 baths | 1,770 sq.ft.

$335,000

Airbnb cash on cash: 1.38%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $2094

Traditional Rental Income: $1917

Airbnb ROI: 1.38%

Traditional ROI: 2.53%

2515 W Atlantic Avenue

WAUKEGAN, IL

4 beds | 3 baths | 2,702 sq.ft.

$360,000

Airbnb cash on cash: 3.33%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $2880

Traditional Rental Income: $2448

Airbnb ROI: 3.33%