Real Estate Investment Properties for Sale in Oak Lawn, IL

Looking for investment property in Oak Lawn, IL with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4108 W 103RD Street Oak Lawn, IL Vintage Colonial in the heart of Oak Lawn offering classic charm, generous space, and grea...	4 beds \| 2 baths \| 1,800 sq.ft.	$399,900	Airbnb cash on cash: -1.73% Traditional cash on cash: 3.83% Airbnb Rental Income: $986 Traditional Rental Income: $2718 Airbnb ROI: -1.73% Traditional ROI: 3.83%
4112 W 98th Street #102 Oak Lawn, IL Beautifully remodeled 2 bed, 2 bath first-floor condo in desirable Oak Lawn. The updated k...	2 beds \| 2 baths \| 1,000 sq.ft.	$219,900	Airbnb cash on cash: -1.55% Traditional cash on cash: 5.78% Airbnb Rental Income: $892 Traditional Rental Income: $2081 Airbnb ROI: -1.55% Traditional ROI: 5.78%
9440 S 51st Avenue #502 Oak Lawn, IL Top Floor Unit! This is a very spacious unit with an open concept living/dining combo, thi...	1 beds \| 1 baths \| 1,052 sq.ft.	$189,900	Airbnb cash on cash: -1.77% Traditional cash on cash: 5.1% Airbnb Rental Income: $1090 Traditional Rental Income: $1959 Airbnb ROI: -1.77% Traditional ROI: 5.1%
10828 S PULASKI Road Oak Lawn, IL Beautifully transformed Brick Ranch - Move-In Ready! Welcome home to this beautiful solid ...	3 beds \| 1 baths \| 1,198 sq.ft.	$325,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 3.39% Airbnb Rental Income: $1006 Traditional Rental Income: $1932 Airbnb ROI: -0.81% Traditional ROI: 3.39%
5549 W 102nd Street Oak Lawn, IL COME AND SEE THIS BEAUTIFUL RAISED RANCH HOME THAT INCLUDES, HARDWOOD FLOORS, MODERN KITCH...	3 beds \| 2 baths \| 1,157 sq.ft.	$324,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 4.01% Airbnb Rental Income: $1006 Traditional Rental Income: $2258 Airbnb ROI: -1.27% Traditional ROI: 4.01%
9529 MEADE AVE Oak Lawn, IL Invest with success and buy through Auction.com. This bank-owned investment property is a ...	N/A beds \| N/A baths \| N/A	$221,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.64% Airbnb Rental Income: $null Traditional Rental Income: $1382 Airbnb ROI: N/A Traditional ROI: 2.64%
10344 S Pulaski Road #304 Oak Lawn, IL Stunning, move in ready condo in highly sought after Oak Lawn offering the largest floorpl...	2 beds \| 2 baths \| 1,379 sq.ft.	$185,000	Airbnb cash on cash: -1.62% Traditional cash on cash: 4.68% Airbnb Rental Income: $892 Traditional Rental Income: $1662 Airbnb ROI: -1.62% Traditional ROI: 4.68%
5800 W 105th Street #2C Oak Lawn, IL Welcome to this beautifully updated 2-bedroom, 1.5-bath condo in the heart of Oak Lawn! Lo...	2 beds \| 2 baths \| 1,100 sq.ft.	$230,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 5.94% Airbnb Rental Income: $892 Traditional Rental Income: $2120 Airbnb ROI: -1.25% Traditional ROI: 5.94%
5123 Wolfe Drive Oak Lawn, IL Step into this spacious brick split level Oak Lawn home you where you will be greeted with...	3 beds \| 2 baths \| 1,513 sq.ft.	$389,900	Airbnb cash on cash: -1.35% Traditional cash on cash: 3.96% Airbnb Rental Income: $1006 Traditional Rental Income: $2589 Airbnb ROI: -1.35% Traditional ROI: 3.96%
4921 W 109th Street #304 Oak Lawn, IL	2 beds \| 1 baths \| 950 sq.ft.	$164,900	Airbnb cash on cash: -0.69% Traditional cash on cash: 6% Airbnb Rental Income: $892 Traditional Rental Income: $1607 Airbnb ROI: -0.69% Traditional ROI: 6%
4450 W 111th Street #22 Oak Lawn, IL Great one bedroom condo in excellent location! Close to dining and shopping with a bus sto...	1 beds \| 1 baths \| N/A	$135,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 6.69% Airbnb Rental Income: $1090 Traditional Rental Income: $1541 Airbnb ROI: 0.35% Traditional ROI: 6.69%
9721 S Cicero Avenue #3E Oak Lawn, IL Charming 2-Bedroom Condo in Prime Oak Lawn Location Welcome to this 2-bedroom, 1-bathroom ...	2 beds \| 1 baths \| 980 sq.ft.	$114,900	Airbnb cash on cash: -0.33% Traditional cash on cash: 9.76% Airbnb Rental Income: $892 Traditional Rental Income: $1675 Airbnb ROI: -0.33% Traditional ROI: 9.76%
10340 S Pulaski Road #103 Oak Lawn, IL Welcome to this 2-bedroom, 1.5-bath main-level condo offering comfort, convenience, and lo...	2 beds \| 2 baths \| 1,050 sq.ft.	$135,000	Airbnb cash on cash: -1.66% Traditional cash on cash: 2.18% Airbnb Rental Income: $892 Traditional Rental Income: $1052 Airbnb ROI: -1.66% Traditional ROI: 2.18%
9821 Natoma Avenue Oak Lawn, IL	4 beds \| 2 baths \| 1,200 sq.ft.	$360,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.91% Airbnb Rental Income: $986 Traditional Rental Income: $2306 Airbnb ROI: -0.05% Traditional ROI: 4.91%
6630 W 95th Street #3D Oak Lawn, IL Welcome to this charming and move-in ready 2-bedroom, 1-bath condo that perfectly blends c...	2 beds \| 1 baths \| 950 sq.ft.	$169,500	Airbnb cash on cash: -2.03% Traditional cash on cash: 4.3% Airbnb Rental Income: $892 Traditional Rental Income: $1576 Airbnb ROI: -2.03% Traditional ROI: 4.3%
9617 E Shore Drive Oak Lawn, IL Welcome home to waterfront living in the heart of Oak Lawn! Step inside to an inviting liv...	4 beds \| 3 baths \| 2,050 sq.ft.	$315,000	Airbnb cash on cash: -1.34% Traditional cash on cash: 5.74% Airbnb Rental Income: $986 Traditional Rental Income: $2729 Airbnb ROI: -1.34% Traditional ROI: 5.74%
9721 S CICERO Avenue #3C Oak Lawn, IL Beautifully remodeled in 2024, hosting 2 bedrooms and 1 bathroom - this amazing unit offer...	2 beds \| 1 baths \| 880 sq.ft.	$164,900	Airbnb cash on cash: -0.75% Traditional cash on cash: 5.42% Airbnb Rental Income: $892 Traditional Rental Income: $1525 Airbnb ROI: -0.75% Traditional ROI: 5.42%
9740 S Pulaski Road #306 Oak Lawn, IL Welcome to this beautifully updated end-unit condominium located in Oak Lawn. This spaciou...	2 beds \| 2 baths \| 1,170 sq.ft.	$143,000	Airbnb cash on cash: -2.7% Traditional cash on cash: 7.6% Airbnb Rental Income: $892 Traditional Rental Income: $1966 Airbnb ROI: -2.7% Traditional ROI: 7.6%
10312 S Pulaski Rd #302A Oak Lawn, IL Welcome to your new home! This beautifully maintained condominium offers 2 spacious bedroo...	2 beds \| 1 baths \| 1,250 sq.ft.	$180,000	Airbnb cash on cash: -1.77% Traditional cash on cash: 4.26% Airbnb Rental Income: $892 Traditional Rental Income: $1587 Airbnb ROI: -1.77% Traditional ROI: 4.26%
4530 W 93rd Street #2B Oak Lawn, IL Beautiful freshly painted 2nd Floor Condo with 2 bedrooms, 2 full bathrooms (both remodele...	2 beds \| 2 baths \| 1,200 sq.ft.	$249,900	Airbnb cash on cash: -2.57% Traditional cash on cash: 4.98% Airbnb Rental Income: $892 Traditional Rental Income: $2335 Airbnb ROI: -2.57% Traditional ROI: 4.98%
9827 Melvina Avenue Oak Lawn, IL Buyers Financing Fell Through!Seller Wants it SOLD! Opportunity awaits with this unique pr...	3 beds \| 2 baths \| 1,505 sq.ft.	$250,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 6.85% Airbnb Rental Income: $1006 Traditional Rental Income: $2497 Airbnb ROI: -0.98% Traditional ROI: 6.85%
9418 Tulley Avenue Oak Lawn, IL Welcome to this stunning, move-in-ready, 5 bed/4 bath home in the heart of Oak Lawn. This ...	4 beds \| 4 baths \| 2,750 sq.ft.	$469,900	Airbnb cash on cash: -1.83% Traditional cash on cash: 4.83% Airbnb Rental Income: $986 Traditional Rental Income: $3564 Airbnb ROI: -1.83% Traditional ROI: 4.83%
4024 W 106th Street Oak Lawn, IL Big Backyard. Beautiful Updates. Prime Location! Welcome home to this beautifully updated ...	3 beds \| 2 baths \| 1,700 sq.ft.	$372,900	Airbnb cash on cash: -1.34% Traditional cash on cash: 2.13% Airbnb Rental Income: $1006 Traditional Rental Income: $1864 Airbnb ROI: -1.34% Traditional ROI: 2.13%
10745 LOCKWOOD Avenue Oak Lawn, IL showings after 4:30 PM Monday- Thursday, Saturday and Sunday after 10:00 Desirable Elegant...	4 beds \| 4 baths \| 3,178 sq.ft.	$629,000	Airbnb cash on cash: -2.05% Traditional cash on cash: 3.15% Airbnb Rental Income: $986 Traditional Rental Income: $3687 Airbnb ROI: -2.05% Traditional ROI: 3.15%
9523 S Kostner Avenue Oak Lawn, IL Oak Lawn Prime location immaculate brick split level, this affordable beauty offers a spac...	3 beds \| 2 baths \| 1,286 sq.ft.	$339,000	Airbnb cash on cash: -1.57% Traditional cash on cash: 3.54% Airbnb Rental Income: $1006 Traditional Rental Income: $2279 Airbnb ROI: -1.57% Traditional ROI: 3.54%
5555 W 90th Street Oak Lawn, IL	3 beds \| 2 baths \| 1,586 sq.ft.	$235,900	Airbnb cash on cash: -1.31% Traditional cash on cash: 6.96% Airbnb Rental Income: $1006 Traditional Rental Income: $2495 Airbnb ROI: -1.31% Traditional ROI: 6.96%
4232 W 109th Street Oak Lawn, IL Completely renovated brick home offering 4 bedrooms, 3 full bathrooms, and over 2,400 sq f...	3 beds \| 3 baths \| 2,400 sq.ft.	$429,000	Airbnb cash on cash: -1.11% Traditional cash on cash: 1.92% Airbnb Rental Income: $1006 Traditional Rental Income: $1868 Airbnb ROI: -1.11% Traditional ROI: 1.92%
8758 Central Avenue Oak Lawn, IL THIS 2500 SQ FT PROPERTY IN THE HEART OF OAK LAWN OFFERS A RARE, VERSATILE OPPORTUNITY FOR...	2 beds \| 1 baths \| 2,500 sq.ft.	$319,900	Airbnb cash on cash: -1.71% Traditional cash on cash: 4.96% Airbnb Rental Income: $892 Traditional Rental Income: $2561 Airbnb ROI: -1.71% Traditional ROI: 4.96%
9047 S 50th Avenue Oak Lawn, IL This spacious 3-bedroom, 1.5-bath home offers 1,830 square feet above grade and is brimmin...	3 beds \| 2 baths \| 1,830 sq.ft.	$275,000	Airbnb cash on cash: -1.81% Traditional cash on cash: 5.88% Airbnb Rental Income: $1006 Traditional Rental Income: $2644 Airbnb ROI: -1.81% Traditional ROI: 5.88%
4123 W 98th Street #C Oak Lawn, IL Welcome to your next chapter in the heart of Oak Lawn! This charming second-floor condo in...	2 beds \| 2 baths \| 1,200 sq.ft.	$215,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 6.98% Airbnb Rental Income: $892 Traditional Rental Income: $2185 Airbnb ROI: -1.03% Traditional ROI: 6.98%

Real Estate investment in Oak-lawn, IL

There are 99 properties for sale in the city of Oak Lawn . The median list price in Oak Lawn is $250,000 and the average price per square foot is $188. In May 2026, the average monthly cash on cash return in Oak Lawn is 5.00%. The average monthly rental income in Oak Lawn is $2,159.

Oak-lawn, IL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 99 investment properties available for sale in Oak-lawn.

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

The ROI for Long-Term is higher than the Short-Term in Oak-lawn with average rental income of $2,159.

Your search for investment property begins and ends here

Investment Property for Sale in Oak Lawn, IL

4108 W 103RD Street

Oak Lawn, IL

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

$399,900

Airbnb cash on cash: -1.73%

Traditional cash on cash: 3.83%

Airbnb Rental Income: $986

Traditional Rental Income: $2718

Airbnb ROI: -1.73%

Traditional ROI: 3.83%

4112 W 98th Street #102

Oak Lawn, IL

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

$219,900

Airbnb cash on cash: -1.55%

Traditional cash on cash: 5.78%

Airbnb Rental Income: $892

Traditional Rental Income: $2081

Airbnb ROI: -1.55%

Traditional ROI: 5.78%

9440 S 51st Avenue #502

Oak Lawn, IL

1 beds | 1 baths | 1,052 sq.ft.

$189,900

Airbnb cash on cash: -1.77%

Traditional cash on cash: 5.1%

Airbnb Rental Income: $1090

Traditional Rental Income: $1959

Airbnb ROI: -1.77%

Traditional ROI: 5.1%

10828 S PULASKI Road

Oak Lawn, IL

3 beds | 1 baths | 1,198 sq.ft.

$325,000

Airbnb cash on cash: -0.81%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $1006

Traditional Rental Income: $1932

Airbnb ROI: -0.81%

Traditional ROI: 3.39%

5549 W 102nd Street

Oak Lawn, IL

3 beds | 2 baths | 1,157 sq.ft.

$324,000

Airbnb cash on cash: -1.27%

Traditional cash on cash: 4.01%

Airbnb Rental Income: $1006

Traditional Rental Income: $2258

Airbnb ROI: -1.27%

Traditional ROI: 4.01%

9529 MEADE AVE

Oak Lawn, IL

N/A beds | N/A baths | N/A

$221,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.64%

Airbnb Rental Income: $null

Traditional Rental Income: $1382

Airbnb ROI: N/A

Traditional ROI: 2.64%

10344 S Pulaski Road #304

Oak Lawn, IL

2 beds | 2 baths | 1,379 sq.ft.

$185,000

Airbnb cash on cash: -1.62%

Traditional cash on cash: 4.68%

Airbnb Rental Income: $892

Traditional Rental Income: $1662

Airbnb ROI: -1.62%

Traditional ROI: 4.68%

5800 W 105th Street #2C

Oak Lawn, IL

2 beds | 2 baths | 1,100 sq.ft.

$230,000

Airbnb cash on cash: -1.25%

Traditional cash on cash: 5.94%

Airbnb Rental Income: $892

Traditional Rental Income: $2120

Airbnb ROI: -1.25%