Real Estate Investment Properties for Sale in Skokie, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
5251 Galitz Street unit: 410 SKOKIE, IL Downtown Skokie, steps from the live entertainment corridor of Lincoln Ave./Oakton St. a v...	2 beds \| 2 baths \| 1,350 sq.ft.	$257,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 4.07% Airbnb Rental Income: $1794 Traditional Rental Income: $2380 Airbnb ROI: -0.36% Traditional ROI: 4.07%
9010 BRONX Avenue SKOKIE, IL brick 2-Flat. Each unit has 3 bedrooms and 1.5 bathrooms, large living room and dining roo...	7 beds \| 5 baths \| N/A	$649,900	Airbnb cash on cash: 0.32% Traditional cash on cash: N/A Airbnb Rental Income: $2473 Traditional Rental Income: $0 Airbnb ROI: 0.32% Traditional ROI: N/A
10015 Beverly Drive unit: 404 SKOKIE, IL Bright & updated 2 bed, 2 bath condo in Skokie featuring an open-concept living and dining...	2 beds \| 2 baths \| 1,338 sq.ft.	$319,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 2.37% Airbnb Rental Income: $1794 Traditional Rental Income: $1762 Airbnb ROI: 0.85% Traditional ROI: 2.37%
9725 Woods Drive unit: 1913 SKOKIE, IL MUST SEE THIS LUXURY AND ELEGANT PENTHOUSE ON THE 19TH FLOOR OF AN APARTMENT BUILDING. IT ...	5 beds \| 4 baths \| 4,100 sq.ft.	$1,695,000	Airbnb cash on cash: -3.2% Traditional cash on cash: -1.47% Airbnb Rental Income: $2473 Traditional Rental Income: $4582 Airbnb ROI: -3.2% Traditional ROI: -1.47%
9655 Woods Drive unit: 517 SKOKIE, IL Welcome to this stunning condominium located at 9655 Woods Dr in Skokie. This unit has spa...	2 beds \| 2 baths \| 1,600 sq.ft.	$420,000	Airbnb cash on cash: -2.39% Traditional cash on cash: 1.31% Airbnb Rental Income: $1794 Traditional Rental Income: $2760 Airbnb ROI: -2.39% Traditional ROI: 1.31%
4949 Golf Road unit: 308 SKOKIE, IL right, Spacious & Fully Renovated in Prime Old Orchard Location! Welcome to this beautiful...	2 beds \| 2 baths \| 1,400 sq.ft.	$339,900	Airbnb cash on cash: -0.25% Traditional cash on cash: 2.47% Airbnb Rental Income: $1794 Traditional Rental Income: $2173 Airbnb ROI: -0.25% Traditional ROI: 2.47%
9117 Kenneth Avenue SKOKIE, IL Welcome to 9117 Kenneth, a gorgeous 6 bed 4 bath, extensively upgraded home on one of Skok...	5 beds \| 4 baths \| 5,083 sq.ft.	$1,025,000	Airbnb cash on cash: -0.74% Traditional cash on cash: 2.6% Airbnb Rental Income: $2473 Traditional Rental Income: $5054 Airbnb ROI: -0.74% Traditional ROI: 2.6%
8600 E Prairie Road SKOKIE, IL Step into this beautifully reimagined home where classic charm meets modern luxury. From t...	3 beds \| 4 baths \| 2,422 sq.ft.	$689,999	Airbnb cash on cash: 0.43% Traditional cash on cash: 3.85% Airbnb Rental Income: $1929 Traditional Rental Income: $3624 Airbnb ROI: 0.43% Traditional ROI: 3.85%
7412 Keeler Avenue SKOKIE, IL Charming & updated Cape-Cod house nestled on Tree-Lined Ave., offering a perfect blend of ...	4 beds \| 3 baths \| 1,416 sq.ft.	$519,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.73% Airbnb Rental Income: $2060 Traditional Rental Income: $2668 Airbnb ROI: 1.38% Traditional ROI: 3.73%
3801 Kirk Street SKOKIE, IL This beautifully rehabbed modern Georgian blends classic curb appeal with contemporary com...	4 beds \| 3 baths \| 2,450 sq.ft.	$699,999	Airbnb cash on cash: -0.23% Traditional cash on cash: 2.79% Airbnb Rental Income: $2060 Traditional Rental Income: $3501 Airbnb ROI: -0.23% Traditional ROI: 2.79%
4950 Greenwood Street SKOKIE, IL Rarely Available and Well Maintained Six Unit Multifamily Apartment Building in Skokie! Fo...	14 beds \| 6 baths \| N/A	$1,750,000	Airbnb cash on cash: -0.95% Traditional cash on cash: -0.82% Airbnb Rental Income: $2473 Traditional Rental Income: $2086 Airbnb ROI: -0.95% Traditional ROI: -0.82%
4956 LOUISE Street SKOKIE, IL Turn-key investor opportunity in downtown Skokie, located in the Niles West High School Di...	8 beds \| 4 baths \| N/A	$859,900	Airbnb cash on cash: -0.82% Traditional cash on cash: N/A Airbnb Rental Income: $2473 Traditional Rental Income: $0 Airbnb ROI: -0.82% Traditional ROI: N/A
9242 Gross Point Road unit: 310 SKOKIE, IL Beautiful and Spacious 2 bedroom, 2 bath condo offering an open-concept floor plan ideal f...	2 beds \| 2 baths \| 1,560 sq.ft.	$335,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 4.19% Airbnb Rental Income: $1794 Traditional Rental Income: $2497 Airbnb ROI: 0.4% Traditional ROI: 4.19%
5039 Warren Street SKOKIE, IL Live/Work space in Downtown Skokie. Rare mixed-use townhouse with f simple ownership (home...	2 beds \| 3 baths \| 1,473 sq.ft.	$499,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 1.72% Airbnb Rental Income: $1794 Traditional Rental Income: $2422 Airbnb ROI: -0.67% Traditional ROI: 1.72%
9529 Bronx Avenue unit: 401 SKOKIE, IL Highly desired 3 bedroom unit for the price of 2 in elegant Barcelona Complex. Top floor c...	3 beds \| 2 baths \| 1,700 sq.ft.	$339,900	Airbnb cash on cash: -0.98% Traditional cash on cash: 2.46% Airbnb Rental Income: $1929 Traditional Rental Income: $2517 Airbnb ROI: -0.98% Traditional ROI: 2.46%
8938 Keeler Avenue SKOKIE, IL Perfectly positioned in Skokie's highly sought-after Devonshire neighborhood, 8938 Keeler ...	4 beds \| 3 baths \| N/A	$995,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 1.27% Airbnb Rental Income: $2060 Traditional Rental Income: $3324 Airbnb ROI: -0.67% Traditional ROI: 1.27%
7745 KENTON Avenue SKOKIE, IL Welcome to this beautiful custom-built two-story home, built in 2008 and offering approxim...	4 beds \| 6 baths \| 3,465 sq.ft.	$890,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 2.71% Airbnb Rental Income: $2060 Traditional Rental Income: $4042 Airbnb ROI: -0.32% Traditional ROI: 2.71%
9714 Kedvale Avenue SKOKIE, IL This almost 1700 sq ft brick ranch has large room sizes and a desirable location walking d...	3 beds \| 2 baths \| 1,684 sq.ft.	$499,900	Airbnb cash on cash: 0.78% Traditional cash on cash: 2.57% Airbnb Rental Income: $1929 Traditional Rental Income: $2256 Airbnb ROI: 0.78% Traditional ROI: 2.57%

Real Estate investment in Skokie, IL

There are 54 properties for sale in the city of Skokie . The median list price in Skokie is $499,950 and the average price per square foot is $271. In March 2026, the average monthly cash on cash return in Skokie is 2.00%. The average monthly rental income in Skokie is $2,272.

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

There are 54 investment properties available for sale in Skokie.

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

The ROI for Short-Term is higher than the Long-Term in Skokie with average rental income of $1,929.

Your search for investment property begins and ends here

Investment Property for Sale in Skokie, IL

5251 Galitz Street unit: 410

SKOKIE, IL

2 beds | 2 baths | 1,350 sq.ft.

$257,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $1794

Traditional Rental Income: $2380

Airbnb ROI: -0.36%

Traditional ROI: 4.07%

9010 BRONX Avenue

SKOKIE, IL

7 beds | 5 baths | N/A

$649,900

Airbnb cash on cash: 0.32%

Traditional cash on cash: N/A

Airbnb Rental Income: $2473

Traditional Rental Income: $0

Airbnb ROI: 0.32%

Traditional ROI: N/A

10015 Beverly Drive unit: 404

SKOKIE, IL

2 beds | 2 baths | 1,338 sq.ft.

$319,900

Airbnb cash on cash: 0.85%

Traditional cash on cash: 2.37%

Airbnb Rental Income: $1794

Traditional Rental Income: $1762

Airbnb ROI: 0.85%

Traditional ROI: 2.37%

9725 Woods Drive unit: 1913

SKOKIE, IL

5 beds | 4 baths | 4,100 sq.ft.

$1,695,000

Airbnb cash on cash: -3.2%

Traditional cash on cash: -1.47%

Airbnb Rental Income: $2473

Traditional Rental Income: $4582

Airbnb ROI: -3.2%

Traditional ROI: -1.47%

9655 Woods Drive unit: 517

SKOKIE, IL

2 beds | 2 baths | 1,600 sq.ft.

$420,000

Airbnb cash on cash: -2.39%

Traditional cash on cash: 1.31%

Airbnb Rental Income: $1794

Traditional Rental Income: $2760

Airbnb ROI: -2.39%

Traditional ROI: 1.31%

4949 Golf Road unit: 308

SKOKIE, IL

2 beds | 2 baths | 1,400 sq.ft.

$339,900

Airbnb cash on cash: -0.25%

Traditional cash on cash: 2.47%

Airbnb Rental Income: $1794

Traditional Rental Income: $2173

Airbnb ROI: -0.25%

Traditional ROI: 2.47%

9117 Kenneth Avenue

SKOKIE, IL

5 beds | 4 baths | 5,083 sq.ft.

$1,025,000

Airbnb cash on cash: -0.74%

Traditional cash on cash: 2.6%

Airbnb Rental Income: $2473

Traditional Rental Income: $5054

Airbnb ROI: -0.74%

Traditional ROI: 2.6%

8600 E Prairie Road

SKOKIE, IL

3 beds | 4 baths | 2,422 sq.ft.

$689,999

Airbnb cash on cash: 0.43%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $1929

Traditional Rental Income: $3624

Airbnb ROI: 0.43%