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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8541 Lotus Ave #712 SKOKIE, IL Move right in to this sunny, spacious and conveniently located condo set on a dead-end str...	1 beds \| 1 baths \| N/A	$155,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 5.95% Airbnb Rental Income: $1353 Traditional Rental Income: $1575 Airbnb ROI: 1.65% Traditional ROI: 5.95%
5032 Crain St SKOKIE, IL *multiple offers received highest and best due by 7pm Thursday 1/29/26* Ideal location...	8 beds \| 3 baths \| N/A	$674,900	Airbnb cash on cash: -0.19% Traditional cash on cash: 1.97% Airbnb Rental Income: $2473 Traditional Rental Income: $3232 Airbnb ROI: -0.19% Traditional ROI: 1.97%
5251 Galitz St #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%
9725 Woods Dr #309 SKOKIE, IL Live in the heart of luxury at the iconic Optima in this beautifully designed 2-bedroom co...	2 beds \| 2 baths \| 1,445 sq.ft.	$360,000	Airbnb cash on cash: -1.32% Traditional cash on cash: 2.3% Airbnb Rental Income: $1794 Traditional Rental Income: $2529 Airbnb ROI: -1.32% Traditional ROI: 2.3%
10015 Beverly Dr #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 Dr #1913 SKOKIE, IL MUST SEE THIS LUXURY AND ELEGANT PENTHOUSE ON THE 19TH FLOOR OF AN APARTMENT BUILDING. IT ...	5 beds \| 3 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%
4454 Concord Ln SKOKIE, IL Discover one of Skokie's most unique residential settings on exclusive Private Concord Lan...	4 beds \| 2 baths \| 3,000 sq.ft.	$579,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 2.93% Airbnb Rental Income: $2060 Traditional Rental Income: $3375 Airbnb ROI: -0.49% Traditional ROI: 2.93%
4901 Golf Rd #310 SKOKIE, IL Loan fell through. Prime location, "Barcelona", 2-bedrooms, 2-baths unit features nice air...	2 beds \| 2 baths \| N/A	$273,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 3.25% Airbnb Rental Income: $1794 Traditional Rental Income: $2176 Airbnb ROI: -0.13% Traditional ROI: 3.25%
4811 Main St SKOKIE, IL Wonderful live/work opportunity in the heart of the Skokie business district. This propert...	2 beds \| 1 baths \| N/A	$579,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 0.6% Airbnb Rental Income: $1794 Traditional Rental Income: $2004 Airbnb ROI: -0.69% Traditional ROI: 0.6%
8600 E Prairie Rd SKOKIE, IL Step into this beautifully reimagined home where classic charm meets modern luxury. From t...	3 beds \| 3 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%
7500 Laramie Ave SKOKIE, IL Welcome to this beautifully maintained and upgraded townhome in the desirable Laramie Park...	3 beds \| 3 baths \| 1,900 sq.ft.	$510,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 2.32% Airbnb Rental Income: $1929 Traditional Rental Income: $2649 Airbnb ROI: -0.26% Traditional ROI: 2.32%
7842 E Prairie Road SKOKIE, IL Prepare to be impressed! This stunning 4-bedroom, 3-bath custom-built home offers close to...	4 beds \| 3 baths \| 3,449 sq.ft.	$965,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 0.6% Airbnb Rental Income: $2060 Traditional Rental Income: $3071 Airbnb ROI: -1.12% Traditional ROI: 0.6%
4218 Main St SKOKIE, IL Beautifully updated split-level home designed for modern living! Step inside and be greete...	3 beds \| 2 baths \| N/A	$539,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 2.01% Airbnb Rental Income: $1929 Traditional Rental Income: $2507 Airbnb ROI: -0.15% Traditional ROI: 2.01%
8414 Crawford Avenue SKOKIE, IL Estate sale. As is condition. 3 Bedrooms, 2 bath Bi-Level house in Skokie. Dettached 2 car...	3 beds \| 2 baths \| 1,600 sq.ft.	$399,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 4.94% Airbnb Rental Income: $1929 Traditional Rental Income: $2620 Airbnb ROI: 1.73% Traditional ROI: 4.94%
9100 Kenton Ave SKOKIE, IL This beautifully remodeled 5-bedroom, 5.5 bath home with a spacious addition offers the pe...	5 beds \| 5 baths \| 4,000 sq.ft.	$1,195,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 3.96% Airbnb Rental Income: $2473 Traditional Rental Income: $6693 Airbnb ROI: -0.38% Traditional ROI: 3.96%
8415 Trumbull Ave SKOKIE, IL Welcome to this beautifully renovated home featuring a modern open-concept layout and high...	4 beds \| 2 baths \| 2,400 sq.ft.	$529,999	Airbnb cash on cash: -0.11% Traditional cash on cash: 2.65% Airbnb Rental Income: $1929 Traditional Rental Income: $2788 Airbnb ROI: -0.11% Traditional ROI: 2.65%
3801 Kirk St SKOKIE, IL This beautifully rehabbed modern Georgian blends classic curb appeal with contemporary com...	4 beds \| 2 baths \| 2,450 sq.ft.	$699,999	Airbnb cash on cash: -0.26% Traditional cash on cash: 2.66% Airbnb Rental Income: $2060 Traditional Rental Income: $3501 Airbnb ROI: -0.26% Traditional ROI: 2.66%
3916 Keeney Street SKOKIE, IL Gorgeous Georgian Home With Endless Potential Welcome to this beautiful Georgian home, fu...	2 beds \| 2 baths \| 1,575 sq.ft.	$449,900	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.15% Airbnb Rental Income: $1794 Traditional Rental Income: $2705 Airbnb ROI: -0.17% Traditional ROI: 3.15%
4950 Greenwood Street SKOKIE, IL Rarely Available and Well Maintained Six Unit Multifamily Apartment Building in Skokie! Fo...	14 beds \| N/A 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%
3404 Crain Street SKOKIE, IL Presenting a unique estate sale opportunity at 3404 Crain Street, Skokie, Illinois. This c...	3 beds \| 2 baths \| 2,000 sq.ft.	$465,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 4.08% Airbnb Rental Income: $1929 Traditional Rental Income: $2662 Airbnb ROI: 1.22% Traditional ROI: 4.08%
8434 Keystone Ave SKOKIE, IL Beautiful and charming Georgian Single-Family Home in a prime Skokie location! Move-In Rea...	3 beds \| 2 baths \| N/A	$550,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 2.38% Airbnb Rental Income: $1929 Traditional Rental Income: $2843 Airbnb ROI: -0.39% Traditional ROI: 2.38%
4900 Foster Street unit: 412 #412 SKOKIE, IL Welcome to this beautifully remodeled condo in the desirable Barcelona condominium complex...	2 beds \| 2 baths \| 1,500 sq.ft.	$315,900	Airbnb cash on cash: 1.77% Traditional cash on cash: 5.22% Airbnb Rental Income: $1794 Traditional Rental Income: $2330 Airbnb ROI: 1.77% Traditional ROI: 5.22%
9240 gross point Road unit: 403 #403 SKOKIE, IL Jumbo-Sized 2-Bedroom 2 Bath Condo with Balcony, Golf Course Views in Prime Skokie Locatio...	2 beds \| 2 baths \| N/A	$200,000	Airbnb cash on cash: 3.55% Traditional cash on cash: 9.3% Airbnb Rental Income: $1794 Traditional Rental Income: $2397 Airbnb ROI: 3.55% Traditional ROI: 9.3%
8500 Skokie Blvd #3A SKOKIE, IL Well-maintained 2-bedroom, 2 full-bath condo in a convenient Skokie location. This home fe...	2 beds \| 2 baths \| 1,130 sq.ft.	$224,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 5.05% Airbnb Rental Income: $1794 Traditional Rental Income: $2199 Airbnb ROI: 0.84% Traditional ROI: 5.05%
4710 Russett Ln #R1 SKOKIE, IL 4710 Russett Ln #R1, SKOKIE, IL 60076 \| Condo/Coop	2 beds \| 2 baths \| 1,101 sq.ft.	$224,000	Airbnb cash on cash: 3.03% Traditional cash on cash: 10.96% Airbnb Rental Income: $1932 Traditional Rental Income: $3102 Airbnb ROI: 3.03% Traditional ROI: 10.96%
7427 Tripp Ave SKOKIE, IL 7427 Tripp Ave, SKOKIE, IL 60076 \| Single Family Residential	4 beds \| 3 baths \| 2,000 sq.ft.	$499,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 2.92% Airbnb Rental Income: $2064 Traditional Rental Income: $3149 Airbnb ROI: -0.35% Traditional ROI: 2.92%
8646 E Prairie Rd SKOKIE, IL 8646 E Prairie Rd, SKOKIE, IL 60076 \| Single Family Residential	3 beds \| 2 baths \| 2,095 sq.ft.	$525,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 0.88% Airbnb Rental Income: $2077 Traditional Rental Income: $2216 Airbnb ROI: -0.43% Traditional ROI: 0.88%
10116 Peach Pkwy #N110 SKOKIE, IL 10116 Peach Pkwy #N110, SKOKIE, IL 60076 \| Condo/Coop	3 beds \| 2 baths \| 1,500 sq.ft.	$229,900	Airbnb cash on cash: 2.73% Traditional cash on cash: 4.65% Airbnb Rental Income: $2062 Traditional Rental Income: $1991 Airbnb ROI: 2.73% Traditional ROI: 4.65%
9412 Kilbourn Ave SKOKIE, IL 9412 Kilbourn Ave, SKOKIE, IL 60076 \| Single Family Residential	4 beds \| 2 baths \| 2,300 sq.ft.	$749,000	Airbnb cash on cash: -1.2% Traditional cash on cash: 2.4% Airbnb Rental Income: $2060 Traditional Rental Income: $4042 Airbnb ROI: -1.2% Traditional ROI: 2.4%
4956 Louise St SKOKIE, IL Turn-key investor opportunity in downtown Skokie, located in the Niles West High School Di...	8 beds \| 4 baths \| N/A	$889,900	Airbnb cash on cash: -0.83% Traditional cash on cash: N/A Airbnb Rental Income: $2473 Traditional Rental Income: $0 Airbnb ROI: -0.83% Traditional ROI: N/A
9242 Gross Point Rd #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%
8454 Monticello Ave SKOKIE, IL 8454 Monticello Ave, SKOKIE, IL 60076 \| Single Family Residential	3 beds \| 1 baths \| 1,290 sq.ft.	$408,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 0.63% Airbnb Rental Income: $1929 Traditional Rental Income: $1617 Airbnb ROI: 0.12% Traditional ROI: 0.63%
8628 Kimball Ave SKOKIE, IL	5 beds \| 2 baths \| 1,274 sq.ft.	$499,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 0.65% Airbnb Rental Income: $1929 Traditional Rental Income: $1911 Airbnb ROI: -0.41% Traditional ROI: 0.65%

Real Estate investment in Skokie, IL

There are 72 properties for sale in the city of Skokie . The median list price in Skokie is $465,000 and the average price per square foot is $258. In February 2026, the average monthly cash on cash return in Skokie is 2.00%. The average monthly rental income in Skokie is $2,431.

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

There are 72 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

8541 Lotus Ave #712

SKOKIE, IL

1 beds | 1 baths | N/A

$155,000

Airbnb cash on cash: 1.65%

Traditional cash on cash: 5.95%

Airbnb Rental Income: $1353

Traditional Rental Income: $1575

Airbnb ROI: 1.65%

Traditional ROI: 5.95%

5032 Crain St

SKOKIE, IL

8 beds | 3 baths | N/A

$674,900

Airbnb cash on cash: -0.19%

Traditional cash on cash: 1.97%

Airbnb Rental Income: $2473

Traditional Rental Income: $3232

Airbnb ROI: -0.19%

Traditional ROI: 1.97%

5251 Galitz St #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%

9725 Woods Dr #309

SKOKIE, IL

2 beds | 2 baths | 1,445 sq.ft.

$360,000

Airbnb cash on cash: -1.32%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $1794

Traditional Rental Income: $2529

Airbnb ROI: -1.32%

Traditional ROI: 2.3%

10015 Beverly Dr #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 Dr #1913

SKOKIE, IL

5 beds | 3 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%

4454 Concord Ln

SKOKIE, IL

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

$579,000

Airbnb cash on cash: -0.49%

Traditional cash on cash: 2.93%

Airbnb Rental Income: $2060

Traditional Rental Income: $3375

Airbnb ROI: -0.49%

Traditional ROI: 2.93%

4901 Golf Rd #310

SKOKIE, IL

2 beds | 2 baths | N/A

$273,000

Airbnb cash on cash: -0.13%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $1794

Traditional Rental Income: $2176

Airbnb ROI: -0.13%