Real Estate Investment Properties for Sale in Crestwood, IL
Looking for investment property in Crestwood, IL with high ROI ?
Explore a variety of short-term homes & houses in Crestwood, IL. Invest wisely with VRBO & Crestwood, 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 Crestwood, IL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
5230 Pleasant LnCrestwood, ILPerfect winter project in low tax area of very desirable Crestwood! Cape Cod with new roo... |
4 beds | 2 baths | 1,371 sq.ft. |
$335,000 |
Airbnb cash on cash: -1.53%
|
5237 James Ln #1217Crestwood, ILNICE SECOND FLOOR CONDO IN GREAT COMPLEX WITH POOL. 2 BEDROOMS 1 1/2 BATHS. MODERN KITCHEN... |
2 beds | 1 baths | 900 sq.ft. |
$179,900 |
Airbnb cash on cash: 2.24%
|
4933 E Circle Dr #107Crestwood, ILAWESOME TRUE FIRST FLOOR 2 BEDROOM 2 BATH CONDOMINIUM WITH IN UNIT LAUNDRY ROOM, A ONE CAR... |
2 beds | 2 baths | 1,100 sq.ft. |
$179,990 |
Airbnb cash on cash: 3.69%
|
5117 139th Pl #508Crestwood, ILWell-maintained second-floor condo in the desirable 55+ Crestpoint community. This 2-bedro... |
2 beds | 2 baths | 1,200 sq.ft. |
$208,000 |
Airbnb cash on cash: 1.65%
|
5237 Pleasant LnCrestwood, ILMove right in to this super clean and exceptionally well maintained 4 bedroom, two bath ho... |
4 beds | 2 baths | 1,836 sq.ft. |
$359,000 |
Airbnb cash on cash: -1.5%
|
5547 Fairway DrCrestwood, ILWelcome home to this exceptional Cape Cod that perfectly blends timeless character and eve... |
4 beds | 1 baths | 1,535 sq.ft. |
$275,000 |
Airbnb cash on cash: -1.67%
|
5700 128th St #9Crestwood, IL
|
2 beds | 1 baths | 800 sq.ft. |
$90,000 |
Airbnb cash on cash: 8.68%
|
4924 Circle Ct #404Crestwood, IL1st Floor unit with a great layout....Living Room, Dining Room, Eat-in Kitchen with a LARG... |
2 beds | 2 baths | 1,100 sq.ft. |
$194,800 |
Airbnb cash on cash: 2.26%
|
4930 134th St #110Crestwood, ILWelcome to your new home! This charming unit offers both comfort and convenience. The spac... |
2 beds | 2 baths | 810 sq.ft. |
$210,000 |
Airbnb cash on cash: 2.04%
|
5554 Linder CtCrestwood, ILBRICK HOME ON A CUL-DE-SAC SUBURBAN LOT. THIS 3-BEDROOM 2-BATH HOME IS ON A FULLY FENCED B... |
3 beds | 2 baths | 1,700 sq.ft. |
$339,999 |
Airbnb cash on cash: 1.68%
|
5418 135th StCrestwood, ILNEW CONSTRUCTION!! *TO BE BUILT* Welcome to The Coves of Crestwood, a brand-new luxury tow... |
3 beds | 2 baths | 1,963 sq.ft. |
$359,900 |
Airbnb cash on cash: 0.52%
|
5410 135th StCrestwood, ILNEW CONSTRUCTION!! *TO BE BUILT* Welcome to The Coves of Crestwood, a brand-new luxury tow... |
3 beds | 2 baths | 1,963 sq.ft. |
$359,900 |
Airbnb cash on cash: 0.52%
|
5416 135th StCrestwood, ILNEW CONSTRUCTION!! *TO BE BUILT* Welcome to The Coves of Crestwood, a brand-new luxury tow... |
3 beds | 2 baths | 1,514 sq.ft. |
$335,000 |
Airbnb cash on cash: 0.8%
|
5414 135th StCrestwood, ILNEW CONSTRUCTION!! *TO BE BUILT* Welcome to The Coves of Crestwood, a brand-new luxury tow... |
3 beds | 2 baths | 1,514 sq.ft. |
$335,000 |
Airbnb cash on cash: 0.8%
|
5412 135th StCrestwood, ILNEW CONSTRUCTION!! *TO BE BUILT* Welcome to The Coves of Crestwood, a brand-new luxury tow... |
3 beds | 2 baths | 1,514 sq.ft. |
$335,000 |
Airbnb cash on cash: 0.8%
|
14101 S Cicero AveCrestwood, IL14101 S Cicero Ave, Crestwood, IL 60418 | Other |
N/A beds | N/A baths | N/A |
$749,900 |
Airbnb cash on cash: -2.82%
|
5739 129th St #1BCrestwood, ILGREAT INVESTMENT FOR PROSPECTIVE BUYER, UNIT IS RENTABLE! Stop searching and start living!... |
2 beds | 1 baths | N/A |
$149,900 |
Airbnb cash on cash: 4.67%
|
4223 137th StCrestwood, IL4223 137th St, Crestwood, IL 60418 | Other |
3 beds | N/A baths | N/A |
$165,000 |
Airbnb cash on cash: 5.92%
|
5701 129th St #2DCrestwood, ILSecond floor 2 bedroom, 1 bath condo with private balcony and rare in-unit washer and drye... |
2 beds | 1 baths | 1,052 sq.ft. |
$153,000 |
Airbnb cash on cash: 4.62%
|
12841 Terrace LnCrestwood, ILWell-maintained ranch on a quiet street, yet near shopping and with easy highway access. K... |
3 beds | 1 baths | 1,631 sq.ft. |
$319,900 |
Airbnb cash on cash: 3.39%
|
14109 Kenneth CtCrestwood, IL14109 Kenneth Ct, Crestwood, IL 60418 | Single Family Residential |
5 beds | 3 baths | 2,900 sq.ft. |
$530,000 |
Airbnb cash on cash: 2.19%
|
4932 Circle Ct #502Crestwood, IL4932 Circle Ct #502, Crestwood, IL 60418 | Condo/Coop |
2 beds | 2 baths | 1,100 sq.ft. |
$189,000 |
Airbnb cash on cash: 1.84%
|
5545 W 127th StCrestwood, IL5545 W 127th St, Crestwood, IL 60418 | Other |
N/A beds | N/A baths | N/A |
$2,100,000 |
Airbnb cash on cash: -3.11%
|
13514 Short DrCrestwood, ILCozy one level living close to everything affordable Crestwood has to offer. Walk to schoo... |
3 beds | 2 baths | 1,200 sq.ft. |
$285,000 |
Airbnb cash on cash: 2.77%
|
14230 Keeler AveCrestwood, IL
|
3 beds | 2 baths | 1,426 sq.ft. |
$369,900 |
Airbnb cash on cash: 1.6%
|
5532 129th StCrestwood, IL5532 129th St, Crestwood, IL 60418 | Single Family Residential |
4 beds | 2 baths | 1,560 sq.ft. |
$364,900 |
Airbnb cash on cash: -2.56%
|
4600 W Cal Sag ChannelCrestwood, IL4600 W Cal Sag Channel, Crestwood, IL 60418 | Other |
N/A beds | N/A baths | N/A |
$75,000 |
Airbnb cash on cash: 0.91%
|
4910 134th Ct #101Crestwood, ILWelcome to Circle Crest Manor Condominium, a 55+ community featuring an all-brick, elevato... |
2 beds | 2 baths | 1,100 sq.ft. |
$214,900 |
Airbnb cash on cash: 2.31%
|
12850 Crestbrook Ct #7Crestwood, IL12850 Crestbrook Ct #7, Crestwood, IL 60418 | Condo/Coop |
2 beds | 1 baths | 900 sq.ft. |
$139,500 |
Airbnb cash on cash: 2.57%
|
12750 Carriage Ln #C2Crestwood, IL12750 Carriage Ln #C2, Crestwood, IL 60418 | Condo/Coop |
2 beds | 1 baths | 969 sq.ft. |
$149,000 |
Airbnb cash on cash: 2.51%
|
13911 James Dr #1011Crestwood, IL13911 James Dr #1011, Crestwood, IL 60418 | Condo/Coop |
2 beds | 1 baths | N/A |
$160,000 |
Airbnb cash on cash: 2.36%
|
13108 Fairway DrCrestwood, IL13108 Fairway Dr, Crestwood, IL 60418 | Single Family Residential |
3 beds | 1 baths | 1,014 sq.ft. |
$299,900 |
Airbnb cash on cash: 1.86%
|
13913 James Dr #1015Crestwood, IL13913 James Dr #1015, Crestwood, IL 60418 | Condo/Coop |
2 beds | 1 baths | 1,000 sq.ft. |
$169,900 |
Airbnb cash on cash: 1.97%
|
5446 Highland CtCrestwood, IL5446 Highland Ct, Crestwood, IL 60418 | Single Family Residential |
6 beds | 2 baths | 2,150 sq.ft. |
$335,000 |
Airbnb cash on cash: 5.32%
|
5432 137th StCrestwood, IL
|
3 beds | 3 baths | 1,325 sq.ft. |
$299,000 |
Airbnb cash on cash: 1.87%
|
5328 W 138th PlCrestwood, IL5328 W 138th Pl, Crestwood, IL 60418 | Single Family Residential |
3 beds | 2 baths | 1,305 sq.ft. |
$335,000 |
Airbnb cash on cash: 1.33%
|
13616 Lavergne AveCrestwood, IL13616 Lavergne Ave, Crestwood, IL 60418 | Single Family Residential |
3 beds | 2 baths | 1,249 sq.ft. |
$350,000 |
Airbnb cash on cash: 1.13%
|
4950 134th Ct #503Crestwood, IL4950 134th Ct #503, Crestwood, IL 60418 | Condo/Coop |
2 beds | 2 baths | 1,250 sq.ft. |
$220,000 |
Airbnb cash on cash: 1.07%
|
12750 Carriage Ln #A1Crestwood, IL12750 Carriage Ln #A1, Crestwood, IL 60418 | Condo/Coop |
2 beds | 1 baths | N/A |
$163,000 |
Airbnb cash on cash: 2.03%
|
5700 128th St #11Crestwood, IL5700 128th St #11, Crestwood, IL 60418 | Condo/Coop |
2 beds | 1 baths | N/A |
$90,000 |
Airbnb cash on cash: 7.53%
|
Real Estate investment in Crestwood, IL
There are 68 properties for sale in the city of Crestwood . The median list price in Crestwood is $196,382 and the average price per square foot is $149. In September 2026, the average monthly cash on cash return in Crestwood is 4.00%. The average monthly rental income in Crestwood is $1,789.