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: -0.21% Traditional cash on cash: 3.83% Airbnb Rental Income: $1670 Traditional Rental Income: $2718 Airbnb ROI: -0.21% Traditional ROI: 3.83%
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: 0.55% Traditional cash on cash: 4.01% Airbnb Rental Income: $1674 Traditional Rental Income: $2258 Airbnb ROI: 0.55% 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%
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.	$205,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 6.77% Airbnb Rental Income: $1386 Traditional Rental Income: $2120 Airbnb ROI: 0.83% Traditional ROI: 6.77%
5721 W 103rd Street #203 Oak Lawn, IL Welcome home to this beautifully updated 1 bedroom, 1 bath condo that perfectly blends com...	1 beds \| 1 baths \| 700 sq.ft.	$145,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 4.38% Airbnb Rental Income: $1083 Traditional Rental Income: $1367 Airbnb ROI: -0.32% Traditional ROI: 4.38%
10048 S Pulaski Road #3E Oak Lawn, IL STUNNING MOVE IN READY RECENTLY UPGRADED TWO-BEDROOM, TWO-BATH CONDO IN DESIRABLE ELEVATOR...	2 beds \| 2 baths \| 1,080 sq.ft.	$159,900	Airbnb cash on cash: 0.59% Traditional cash on cash: 5.59% Airbnb Rental Income: $1386 Traditional Rental Income: $1730 Airbnb ROI: 0.59% Traditional ROI: 5.59%
6259 W 91st Place Oak Lawn, IL All Brick Corner Tri-Level Property. When you walk in you are greeted by vaulted ceilings ...	3 beds \| 2 baths \| 1,160 sq.ft.	$319,900	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.87% Airbnb Rental Income: $1674 Traditional Rental Income: $2377 Airbnb ROI: -0.02% Traditional ROI: 3.87%
9725 S Karlov Ave #401 Oak Lawn, IL Large 2 bedroom, 1.5 bath unit on 4th floor. Huge living room/formal dining combo & big m...	2 beds \| 1 baths \| 1,000 sq.ft.	$165,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 7.44% Airbnb Rental Income: $1386 Traditional Rental Income: $2070 Airbnb ROI: 0.43% Traditional ROI: 7.44%
9601 S Karlov Avenue #101 Oak Lawn, IL Beautiful first-floor condo now available in desirable Oak Lawn! This well-maintained 2-be...	2 beds \| 2 baths \| 1,000 sq.ft.	$235,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 6.11% Airbnb Rental Income: $1386 Traditional Rental Income: $1993 Airbnb ROI: 1.49% Traditional ROI: 6.11%
9330 S 51st Avenue Oak Lawn, IL Awesome 2 flat in a great residential area. One tenant 10 + years renting in lower unit. A...	4 beds \| 2 baths \| N/A	$450,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 2.94% Airbnb Rental Income: $1670 Traditional Rental Income: $2537 Airbnb ROI: -0.23% Traditional ROI: 2.94%
5840 W 104th Street #415 Oak Lawn, IL Welcome home to this rarely available top-floor corner unit offering an elevated blend of ...	2 beds \| 2 baths \| 1,200 sq.ft.	$189,999	Airbnb cash on cash: -0.56% Traditional cash on cash: 5.01% Airbnb Rental Income: $1386 Traditional Rental Income: $1971 Airbnb ROI: -0.56% Traditional ROI: 5.01%
9821 Natoma Avenue Oak Lawn, IL	4 beds \| 2 baths \| 1,200 sq.ft.	$310,000	Airbnb cash on cash: 2.06% Traditional cash on cash: 5.84% Airbnb Rental Income: $1670 Traditional Rental Income: $2306 Airbnb ROI: 2.06% Traditional ROI: 5.84%
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.	$159,500	Airbnb cash on cash: 0.61% Traditional cash on cash: 4.62% Airbnb Rental Income: $1386 Traditional Rental Income: $1576 Airbnb ROI: 0.61% Traditional ROI: 4.62%
9740 S Pulaski Rd #605 Oak Lawn, IL Your Search is Over - Don't miss this rarely available, spacious Corner unit 2 bedroom, 1....	2 beds \| 1 baths \| 1,015 sq.ft.	$172,500	Airbnb cash on cash: 0.58% Traditional cash on cash: 1.49% Airbnb Rental Income: $1386 Traditional Rental Income: $1115 Airbnb ROI: 0.58% Traditional ROI: 1.49%
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.	$159,900	Airbnb cash on cash: 1.96% Traditional cash on cash: 5.62% Airbnb Rental Income: $1386 Traditional Rental Income: $1525 Airbnb ROI: 1.96% Traditional ROI: 5.62%
10300 S Pulaski Rd #110A Oak Lawn, IL 2 Bedroom Condo located in the Longwood Place Condominium complex. Open Living/Dining roo...	2 beds \| 1 baths \| N/A	$179,900	Airbnb cash on cash: 1.94% Traditional cash on cash: 5.04% Airbnb Rental Income: $1386 Traditional Rental Income: $1497 Airbnb ROI: 1.94% Traditional ROI: 5.04%
10448 S Pulaski Rd Oak Lawn, IL 10448 S Pulaski Rd, Chicago, IL 60453 \| Other	N/A beds \| N/A baths \| N/A	$1,650,000	Airbnb cash on cash: N/A Traditional cash on cash: -2.33% Airbnb Rental Income: $null Traditional Rental Income: $1517 Airbnb ROI: N/A Traditional ROI: -2.33%
9013 S 49th Court Oak Lawn, IL Welcome home to this charming ranch style residence featuring 3 spacious bedrooms- 1 full ...	3 beds \| 1 baths \| 1,100 sq.ft.	$299,900	Airbnb cash on cash: 1.26% Traditional cash on cash: 3.83% Airbnb Rental Income: $1674 Traditional Rental Income: $1932 Airbnb ROI: 1.26% Traditional ROI: 3.83%
6634 W 95th Street #1D Oak Lawn, IL Completely updated 1st floor condo offering modern style and comfortable living! This move...	2 beds \| 1 baths \| 900 sq.ft.	$184,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 4.01% Airbnb Rental Income: $1386 Traditional Rental Income: $1606 Airbnb ROI: 0.36% Traditional ROI: 4.01%
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: -0.82% Traditional cash on cash: 4.98% Airbnb Rental Income: $1386 Traditional Rental Income: $2335 Airbnb ROI: -0.82% Traditional ROI: 4.98%
4042 Trafalgar Lane #4042 Oak Lawn, IL Move right into this spacious 3-bedroom, 2.5-bath townhome offering 1,780 sq. ft. of comfo...	3 beds \| 3 baths \| 1,780 sq.ft.	$265,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 2.28% Airbnb Rental Income: $1674 Traditional Rental Income: $2030 Airbnb ROI: -1.01% Traditional ROI: 2.28%
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: -0.54% Traditional cash on cash: 4.83% Airbnb Rental Income: $1670 Traditional Rental Income: $3564 Airbnb ROI: -0.54% Traditional ROI: 4.83%
9720 S PULASKI Road #306 Oak Lawn, IL Newly renovated and move-in ready! Spacious, sun-filled, and perfectly situated-this beaut...	2 beds \| 2 baths \| 1,000 sq.ft.	$149,500	Airbnb cash on cash: 0.62% Traditional cash on cash: 7.59% Airbnb Rental Income: $1386 Traditional Rental Income: $1964 Airbnb ROI: 0.62% Traditional ROI: 7.59%
4037 Trafalgar Ln Oak Lawn, IL 4037 Trafalgar Ln, Chicago, IL 60453 \| Townhouse	2 beds \| 1 baths \| 988 sq.ft.	$211,500	Airbnb cash on cash: -0.35% Traditional cash on cash: 1.85% Airbnb Rental Income: $1386 Traditional Rental Income: $1407 Airbnb ROI: -0.35% Traditional ROI: 1.85%
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.	$364,995	Airbnb cash on cash: 0.28% Traditional cash on cash: 2.2% Airbnb Rental Income: $1674 Traditional Rental Income: $1864 Airbnb ROI: 0.28% Traditional ROI: 2.2%
6625 W 91ST Place Oak Lawn, IL HERE IS YOUR OPPORTUNITY TO OWN THIS BEAUTIFUL 4/5 BEDROOM, 3 1/2 BATH HOME IN CONVENIENT ...	4 beds \| 4 baths \| 2,844 sq.ft.	$630,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 3.11% Airbnb Rental Income: $1670 Traditional Rental Income: $3630 Airbnb ROI: -1.02% Traditional ROI: 3.11%
10002 S Pulaski Rd #207 Oak Lawn, IL MULTIPLE OFFERS RECEIVED: SUBMIT HIGHEST & BEST OFFER by WEDNESDAY 9/24/25 @ 12:00 pm... W...	2 beds \| 1 baths \| 960 sq.ft.	$175,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 3% Airbnb Rental Income: $1386 Traditional Rental Income: $1402 Airbnb ROI: 0.39% Traditional ROI: 3%
10036 Kedvale Avenue Oak Lawn, IL Discover this stunning raised ranch in a prime Oak Lawn location! This gorgeous brick home...	3 beds \| 3 baths \| 1,735 sq.ft.	$462,700	Airbnb cash on cash: -0.22% Traditional cash on cash: 3.28% Airbnb Rental Income: $1674 Traditional Rental Income: $2722 Airbnb ROI: -0.22% Traditional ROI: 3.28%
4232 W 109th Street Oak Lawn, IL Welcome to 4232 W. 109th Street, a completely renovated home offering the perfect blend of...	3 beds \| 3 baths \| 2,400 sq.ft.	$429,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 1.92% Airbnb Rental Income: $1674 Traditional Rental Income: $1868 Airbnb ROI: 0.27% Traditional ROI: 1.92%
8762 Central Avenue Oak Lawn, IL A SPACIOUS 2,OOO SQ FT, TWO-STORY HOME FEATURING 4 BEDROOMS AND 2 BATH LOCATED IN OAK LAWN...	4 beds \| 2 baths \| 2,000 sq.ft.	$219,900	Airbnb cash on cash: 2.76% Traditional cash on cash: 10.3% Airbnb Rental Income: $1670 Traditional Rental Income: $2773 Airbnb ROI: 2.76% Traditional ROI: 10.3%

Real Estate investment in Oak-lawn, IL

There are 122 properties for sale in the city of Oak Lawn . The median list price in Oak Lawn is $299,845 and the average price per square foot is $211. In June 2026, the average monthly cash on cash return in Oak Lawn is 5.00%. The average monthly rental income in Oak Lawn is $2,132.

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

There are 122 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 $2,132.

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: -0.21%

Traditional cash on cash: 3.83%

Airbnb Rental Income: $1670

Traditional Rental Income: $2718

Airbnb ROI: -0.21%

Traditional ROI: 3.83%

5549 W 102nd Street

Oak Lawn, IL

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

$324,000

Airbnb cash on cash: 0.55%

Traditional cash on cash: 4.01%

Airbnb Rental Income: $1674

Traditional Rental Income: $2258

Airbnb ROI: 0.55%

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%

5800 W 105th Street #2C

Oak Lawn, IL

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

$205,000

Airbnb cash on cash: 0.83%

Traditional cash on cash: 6.77%

Airbnb Rental Income: $1386

Traditional Rental Income: $2120

Airbnb ROI: 0.83%

Traditional ROI: 6.77%

5721 W 103rd Street #203

Oak Lawn, IL

1 beds | 1 baths | 700 sq.ft.

$145,000

Airbnb cash on cash: -0.32%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $1083

Traditional Rental Income: $1367

Airbnb ROI: -0.32%

Traditional ROI: 4.38%

10048 S Pulaski Road #3E

Oak Lawn, IL

2 beds | 2 baths | 1,080 sq.ft.

$159,900

Airbnb cash on cash: 0.59%

Traditional cash on cash: 5.59%

Airbnb Rental Income: $1386

Traditional Rental Income: $1730

Airbnb ROI: 0.59%

Traditional ROI: 5.59%

6259 W 91st Place

Oak Lawn, IL

3 beds | 2 baths | 1,160 sq.ft.

$319,900

Airbnb cash on cash: -0.02%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $1674

Traditional Rental Income: $2377

Airbnb ROI: -0.02%

Traditional ROI: 3.87%

9725 S Karlov Ave #401

Oak Lawn, IL

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

$165,000

Airbnb cash on cash: 0.43%

Traditional cash on cash: 7.44%

Airbnb Rental Income: $1386

Traditional Rental Income: $2070

Airbnb ROI: 0.43%