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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
5902 W Madison St #3OAK PARK, IL5902 W Madison St #3, OAK PARK, IL 60644 | Condo/Coop |
1 beds | 1 baths | 750 sq.ft. |
$109,900 |
Airbnb cash on cash: 1.5%
|
222 N Grove Avenue #2BOAK PARK, ILOak Park's Premier Location in the Historic Frank Lloyd Wright District! This beautifully ... |
2 beds | 2 baths | 1,200 sq.ft. |
$305,000 |
Airbnb cash on cash: -1.51%
|
344 S MAPLE Avenue #3BOAK PARK, ILMOTIVATED SELLER...Absolutely lovely condo, rehabbed in 2008 including plumbing & electric... |
3 beds | 2 baths | 1,451 sq.ft. |
$322,000 |
Airbnb cash on cash: -2.13%
|
415 Wesley Avenue #21OAK PARK, ILSpectacular, pet-friendly condo with elevator access and an open floor plan. Sliding glass... |
1 beds | 1 baths | 850 sq.ft. |
$152,000 |
Airbnb cash on cash: -1.16%
|
19 Augusta StreetOAK PARK, ILGreat House! Great Location! Short distance to local shops, restaurants and schools. Nicel... |
3 beds | 3 baths | 1,426 sq.ft. |
$559,999 |
Airbnb cash on cash: -2.44%
|
1185 S LOMBARD AVEOAK PARK, ILInvest 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: 0.35%
|
928 Lyman AvenueOAK PARK, ILWelcome to 928 Lyman Avenue, a beautifully transformed three-story corner-lot home in Oak ... |
5 beds | 4 baths | 3,746 sq.ft. |
$975,000 |
Airbnb cash on cash: -0.94%
|
430 S Taylor AveOAK PARK, IL430 S Taylor Ave, OAK PARK, IL 60302 | Single Family Residential |
3 beds | 2 baths | 2,500 sq.ft. |
$210,000 |
Airbnb cash on cash: 1.65%
|
1041 Susan Collins Lane #304OAK PARK, ILWonderful opportunity to own this lovely 2 bedroom, corner unit in an elevator building! ... |
2 beds | 1 baths | 1,100 sq.ft. |
$215,000 |
Airbnb cash on cash: -1.41%
|
921 N Humphrey AvenueOAK PARK, ILWelcome to 921 N Humphrey Avenue in Oak Park - A Move-In Ready Renovated Two-Story Home wi... |
3 beds | 2 baths | 1,730 sq.ft. |
$599,900 |
Airbnb cash on cash: -1.1%
|
514 S Humphrey AveOAK PARK, IL514 S Humphrey Ave, OAK PARK, IL 60304 | Single Family Residential |
5 beds | 2 baths | 2,915 sq.ft. |
$650,000 |
Airbnb cash on cash: -0.92%
|
316 N Austin BlvdOAK PARK, IL316 N Austin Blvd, OAK PARK, IL 60302 | Other |
N/A beds | N/A baths | N/A |
$650,000 |
Airbnb cash on cash: -2.24%
|
915 S Oak Park Avenue #1BOAK PARK, ILStep outside your living room through a sliding glass door onto an impressive 24' x 19' pr... |
2 beds | 2 baths | 1,195 sq.ft. |
$325,000 |
Airbnb cash on cash: -1.5%
|
62 Chicago AveOAK PARK, IL
|
N/A beds | N/A baths | N/A |
$750,000 |
Airbnb cash on cash: -2.38%
|
425 Wisconsin Avenue #2WOAK PARK, ILWelcome to 425 Wisconsin Ave, a charming and well-maintained vintage building nestled in t... |
1 beds | 1 baths | N/A |
$120,000 |
Airbnb cash on cash: -0.18%
|
1104 Fair Oaks AvenueOAK PARK, ILBeautiful brick and stone exterior and an open front porch welcome you to this handsome Co... |
5 beds | 6 baths | 4,007 sq.ft. |
$1,199,000 |
Airbnb cash on cash: -1.75%
|
426 S Lombard Avenue #205OAK PARK, ILWhat a spacious 2 bed 2 bath condo. This layout features large bedrooms, hardwood floorin... |
2 beds | 2 baths | 1,000 sq.ft. |
$225,000 |
Airbnb cash on cash: -1.3%
|
1041 Susan Collins Lane #203OAK PARK, ILWalkable to both Downtown Oak Park and Downtown Forest Park, this well-maintained 2-bedroo... |
2 beds | 2 baths | 999 sq.ft. |
$215,000 |
Airbnb cash on cash: -0.53%
|
212 N Oak Park Avenue #2EEOAK PARK, ILThis beautifully maintained second-floor condo blends vintage charm with modern comfort. R... |
1 beds | 1 baths | N/A |
$176,000 |
Airbnb cash on cash: -1.41%
|
1101 S OAK PARK AvenueOAK PARK, ILDiscover this beautifully updated three-unit building in the heart of Oak Park, offering a... |
8 beds | N/A baths | N/A |
$1,375,000 |
Airbnb cash on cash: -1.47%
|
143 N Taylor AveOAK PARK, IL143 N Taylor Ave, OAK PARK, IL 60302 | Multi Family |
6 beds | 3 baths | N/A |
$785,000 |
Airbnb cash on cash: -1.32%
|
1037 Belleforte AvenueOAK PARK, ILImpeccably built home on an impressive 100' X 175' lot in the desirable and vibrant Oak Pa... |
5 beds | 6 baths | 5,735 sq.ft. |
$1,950,000 |
Airbnb cash on cash: -1.23%
|
237 Washington Boulevard #GOAK PARK, ILThis high garden corner unit offers the perfect blend of vintage charm and modern updates.... |
1 beds | 1 baths | 950 sq.ft. |
$155,000 |
Airbnb cash on cash: -1.12%
|
1032 N Austin Boulevard #1NOAK PARK, ILFully renovated 3-Bedroom 2-Bath Condo in Oak Park. Central Heat and central Air Condition... |
3 beds | 2 baths | 1,500 sq.ft. |
$249,900 |
Airbnb cash on cash: -0.78%
|
12 N Mayfield Ave #3NOAK PARK, IL12 N Mayfield Ave #3N, OAK PARK, IL 60644 | Condo/Coop |
2 beds | 1 baths | 1,000 sq.ft. |
$125,000 |
Airbnb cash on cash: 1.06%
|
Real Estate investment in Oak-park, IL
There are 49 properties for sale in the city of Oak Park . The median list price in Oak Park is $315,000 and the average price per square foot is $179. In December 2025, the average monthly cash on cash return in Oak Park is 1.00%. The average monthly rental income in Oak Park is $2,305.