Real Estate Investment Properties for Sale in Oak Park, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
213 N Marion Street #2D OAK PARK, IL Welcome to your new home!! This 2-bedroom vintage condo located in downtown Oak Park is mu...	2 beds \| 1 baths \| 800 sq.ft.	$189,900	Airbnb cash on cash: 5.87% Traditional cash on cash: 3.8% Airbnb Rental Income: $2714 Traditional Rental Income: $1700 Airbnb ROI: 5.87% Traditional ROI: 3.8%
840 S Cuyler Avenue OAK PARK, IL Fall in love with this New Construction home in the highly coveted Art District area of Oa...	5 beds \| 5 baths \| 3,200 sq.ft.	$995,000	Airbnb cash on cash: 3.21% Traditional cash on cash: 3.11% Airbnb Rental Income: $6578 Traditional Rental Income: $5206 Airbnb ROI: 3.21% Traditional ROI: 3.11%
1130 Ontario Street #C1 OAK PARK, IL Penthouse Unit Double Door Entrance 2 Bedroom 1 Full Bath with 3 parking spots covered car...	2 beds \| 1 baths \| 999 sq.ft.	$185,000	Airbnb cash on cash: 4.67% Traditional cash on cash: 3.39% Airbnb Rental Income: $2714 Traditional Rental Income: $1847 Airbnb ROI: 4.67% Traditional ROI: 3.39%
635 Garfield Street #2 OAK PARK, IL Vintage 2 Bedroom 1 Bath Condo Super CleanVery Open Floor PlanGorgeous Hardwood Floors...	2 beds \| 1 baths \| 1,000 sq.ft.	$189,900	Airbnb cash on cash: 5.78% Traditional cash on cash: 3.9% Airbnb Rental Income: $2714 Traditional Rental Income: $1735 Airbnb ROI: 5.78% Traditional ROI: 3.9%
1135 Schneider Avenue #3B OAK PARK, IL This beautifully updated condo offers an ideal open concept layout, prime location, elevat...	2 beds \| 2 baths \| 1,500 sq.ft.	$329,400	Airbnb cash on cash: 1.43% Traditional cash on cash: 3.24% Airbnb Rental Income: $2714 Traditional Rental Income: $2635 Airbnb ROI: 1.43% Traditional ROI: 3.24%
420 Home Avenue #208N OAK PARK, IL Located in the heart of Oak Park within walking distance of Lake ST, Train and all downtow...	1 beds \| 1 baths \| N/A	$165,000	Airbnb cash on cash: 6.53% Traditional cash on cash: 5.52% Airbnb Rental Income: $2323 Traditional Rental Income: $1588 Airbnb ROI: 6.53% Traditional ROI: 5.52%
1185 S LOMBARD AVE OAK PARK, IL Invest with success and buy through Auction.com. This bank-owned investment property is a ...	4 beds \| 2 baths \| 1,349 sq.ft.	$401,000	Airbnb cash on cash: 7.59% Traditional cash on cash: 2.47% Airbnb Rental Income: $5287 Traditional Rental Income: $2293 Airbnb ROI: 7.59% Traditional ROI: 2.47%
226 N Austin Boulevard OAK PARK, IL Check out this 4 bed 2.5 bath in the gorgeous town of Oak Park. Walk into this classic ho...	4 beds \| 3 baths \| 2,187 sq.ft.	$449,000	Airbnb cash on cash: 4.98% Traditional cash on cash: 2.65% Airbnb Rental Income: $5287 Traditional Rental Income: $3237 Airbnb ROI: 4.98% Traditional ROI: 2.65%
715 South Boulevard #304 OAK PARK, IL Four units remaining!! 14 New construction condos, all with 3 bedrooms. ELEVATOR BUILDING...	3 beds \| 2 baths \| 1,856 sq.ft.	$654,900	Airbnb cash on cash: 1.79% Traditional cash on cash: 2.39% Airbnb Rental Income: $3022 Traditional Rental Income: $2693 Airbnb ROI: 1.79% Traditional ROI: 2.39%
715 South Boulevard #404 OAK PARK, IL Four units remaining!! 14 New construction condos, all with 3 bedrooms. ELEVATOR BUILDING!...	3 beds \| 2 baths \| 1,856 sq.ft.	$664,900	Airbnb cash on cash: 1.75% Traditional cash on cash: 2.33% Airbnb Rental Income: $3022 Traditional Rental Income: $2693 Airbnb ROI: 1.75% Traditional ROI: 2.33%
715 South Boulevard #301 OAK PARK, IL Four Units remaining! 14 New construction condos, all with 3 bedrooms. ELEVATOR BUILDING! ...	3 beds \| 2 baths \| 1,552 sq.ft.	$589,900	Airbnb cash on cash: 2.16% Traditional cash on cash: 2.51% Airbnb Rental Income: $3022 Traditional Rental Income: $2524 Airbnb ROI: 2.16% Traditional ROI: 2.51%
715 South Boulevard #203 OAK PARK, IL Four units remaining! 14 New construction condos, all with 3 bedrooms. ELEVATOR BUILDING!...	3 beds \| 2 baths \| 1,950 sq.ft.	$649,900	Airbnb cash on cash: 1.72% Traditional cash on cash: 2.36% Airbnb Rental Income: $3022 Traditional Rental Income: $2715 Airbnb ROI: 1.72% Traditional ROI: 2.36%
222 Washington Boulevard #107 OAK PARK, IL Spacious 3-bedroom, 2-bathroom main floor condo (no stairs) has been beautifully updated t...	3 beds \| 2 baths \| 1,426 sq.ft.	$220,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 3.85% Airbnb Rental Income: $3022 Traditional Rental Income: $2533 Airbnb ROI: 2.87% Traditional ROI: 3.85%
824 N AUSTIN Boulevard #3E OAK PARK, IL "Welcome to your dream home in Oak Park! This beautifully rehabbed 3-bedroom, 2-bath condo...	3 beds \| 2 baths \| 1,420 sq.ft.	$265,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 4.03% Airbnb Rental Income: $3022 Traditional Rental Income: $2327 Airbnb ROI: 4.04% Traditional ROI: 4.03%
1214 Hayes Avenue OAK PARK, IL Located on a private cul de sac dead end block on the north end of Oak Park, this large t...	4 beds \| 4 baths \| 2,360 sq.ft.	$545,000	Airbnb cash on cash: 4.59% Traditional cash on cash: 3.32% Airbnb Rental Income: $5287 Traditional Rental Income: $3568 Airbnb ROI: 4.59% Traditional ROI: 3.32%
1007 S Ridgeland Avenue OAK PARK, IL Charming Oak Park Bungalow that has a blend of classic and modern design! Upon entering th...	2 beds \| 1 baths \| 1,250 sq.ft.	$310,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 3.47% Airbnb Rental Income: $2714 Traditional Rental Income: $2173 Airbnb ROI: 3.12% Traditional ROI: 3.47%
170 N Marion Street #10 OAK PARK, IL Oversize two bed two and a half bath duplex in the heart of Oak Park! Hardwood floors thro...	2 beds \| 3 baths \| 1,600 sq.ft.	$369,900	Airbnb cash on cash: 0.47% Traditional cash on cash: 2.3% Airbnb Rental Income: $2714 Traditional Rental Income: $2708 Airbnb ROI: 0.47% Traditional ROI: 2.3%
332 Wesley Avenue #2A OAK PARK, IL An opportunity to own a rare vintage 2 floor apartment in the heart of Oak Park! This 2 be...	2 beds \| 2 baths \| N/A	$225,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 2.96% Airbnb Rental Income: $2714 Traditional Rental Income: $2195 Airbnb ROI: 2.38% Traditional ROI: 2.96%
222 Washington Boulevard #104 OAK PARK, IL Welcome to this beautifully updated first-floor unit-no stairs! This spacious 1-bedroom, 1...	1 beds \| 1 baths \| 840 sq.ft.	$136,000	Airbnb cash on cash: 5.14% Traditional cash on cash: 4.43% Airbnb Rental Income: $2323 Traditional Rental Income: $1655 Airbnb ROI: 5.14% Traditional ROI: 4.43%
423 S WISCONSIN AVE 1E OAK PARK, IL Charming rehabbed 1 Bedroom Condo unit in well maintained Vintage Building. All new Kitche...	1 beds \| 1 baths \| 700 sq.ft.	$137,900	Airbnb cash on cash: 6.34% Traditional cash on cash: 4.62% Airbnb Rental Income: $2323 Traditional Rental Income: $1520 Airbnb ROI: 6.34% Traditional ROI: 4.62%
1201 N Marion Street OAK PARK, IL HOT PROPERTY!!!! Rarely available, tasetfully renovated Mid Century Modern brick ranch in ...	3 beds \| 2 baths \| N/A	$799,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 0.58% Airbnb Rental Income: $3022 Traditional Rental Income: $2542 Airbnb ROI: 0.3% Traditional ROI: 0.58%
1170 Highland Avenue OAK PARK, IL Nestled in the heart of Oak Park, this charming 3-bedroom, 2-bath home combines historic c...	3 beds \| 2 baths \| 1,349 sq.ft.	$484,900	Airbnb cash on cash: 2.09% Traditional cash on cash: 2.26% Airbnb Rental Income: $3022 Traditional Rental Income: $2409 Airbnb ROI: 2.09% Traditional ROI: 2.26%
817 S Scoville Avenue OAK PARK, IL *OCCUPIED PROPERTY-DO NOT DISTURB OCCUPANTS!*DO NOT APPROACH OR OTHERWISE TRY TO CONTA...	3 beds \| 2 baths \| 1,752 sq.ft.	$357,500	Airbnb cash on cash: 2.93% Traditional cash on cash: 3.96% Airbnb Rental Income: $3022 Traditional Rental Income: $2673 Airbnb ROI: 2.93% Traditional ROI: 3.96%
139 N Humphrey Avenue OAK PARK, IL Investor Special!!! Investor Special!!! Great opportunity to own in prestigious Oak Park. ...	3 beds \| 2 baths \| 1,050 sq.ft.	$249,900	Airbnb cash on cash: 4.15% Traditional cash on cash: 4.83% Airbnb Rental Income: $3022 Traditional Rental Income: $2488 Airbnb ROI: 4.15% Traditional ROI: 4.83%
813 Lake Street #2N OAK PARK, IL GREAT 2 BEDROOM CONDO SITUATED IN A PRIME DOWNTOWN LOCATION, WALK TO EVERYTHING, CLOSE TO ...	2 beds \| 1 baths \| 1,100 sq.ft.	$200,000	Airbnb cash on cash: 5.76% Traditional cash on cash: 4.45% Airbnb Rental Income: $2714 Traditional Rental Income: $1824 Airbnb ROI: 5.76% Traditional ROI: 4.45%

Real Estate investment in Oak-park, IL

There are 48 properties for sale in the city of Oak Park . The median list price in Oak Park is $319,700 and the average price per square foot is $188. In December 2024, the average monthly cash on cash return in Oak Park is 3.00%. The average monthly rental income in Oak Park is $2,411.

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

There are 48 investment properties available for sale in Oak-park.

In 2024, the best neighborhood to buy investment property is OAK PARK.

The ROI for Short-Term is higher than the Long-Term in Oak-park with average rental income of $3,022.

Your search for investment property begins and ends here

Investment Property for Sale in Oak Park, IL

213 N Marion Street #2D

OAK PARK, IL

2 beds | 1 baths | 800 sq.ft.

$189,900

Airbnb cash on cash: 5.87%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $2714

Traditional Rental Income: $1700

Airbnb ROI: 5.87%

Traditional ROI: 3.8%

840 S Cuyler Avenue

OAK PARK, IL

5 beds | 5 baths | 3,200 sq.ft.

$995,000

Airbnb cash on cash: 3.21%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $6578

Traditional Rental Income: $5206

Airbnb ROI: 3.21%

Traditional ROI: 3.11%

1130 Ontario Street #C1

OAK PARK, IL

2 beds | 1 baths | 999 sq.ft.

$185,000

Airbnb cash on cash: 4.67%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $2714

Traditional Rental Income: $1847

Airbnb ROI: 4.67%

Traditional ROI: 3.39%

635 Garfield Street #2

OAK PARK, IL

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

$189,900

Airbnb cash on cash: 5.78%

Traditional cash on cash: 3.9%

Airbnb Rental Income: $2714

Traditional Rental Income: $1735

Airbnb ROI: 5.78%

Traditional ROI: 3.9%

1135 Schneider Avenue #3B

OAK PARK, IL

2 beds | 2 baths | 1,500 sq.ft.

$329,400

Airbnb cash on cash: 1.43%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $2714

Traditional Rental Income: $2635

Airbnb ROI: 1.43%

Traditional ROI: 3.24%

420 Home Avenue #208N

OAK PARK, IL

1 beds | 1 baths | N/A

$165,000

Airbnb cash on cash: 6.53%

Traditional cash on cash: 5.52%

Airbnb Rental Income: $2323

Traditional Rental Income: $1588

Airbnb ROI: 6.53%

Traditional ROI: 5.52%

1185 S LOMBARD AVE

OAK PARK, IL

4 beds | 2 baths | 1,349 sq.ft.

$401,000

Airbnb cash on cash: 7.59%

Traditional cash on cash: 2.47%

Airbnb Rental Income: $5287

Traditional Rental Income: $2293

Airbnb ROI: 7.59%

Traditional ROI: 2.47%

226 N Austin Boulevard

OAK PARK, IL

4 beds | 3 baths | 2,187 sq.ft.

$449,000

Airbnb cash on cash: 4.98%

Traditional cash on cash: 2.65%

Airbnb Rental Income: $5287

Traditional Rental Income: $3237

Airbnb ROI: 4.98%