Real Estate Investment Properties for Sale in Highland Park, IL
Looking for investment property in Highland Park, IL with high ROI ?
Explore a variety of short-term homes & houses in Highland Park, IL. Invest wisely with VRBO & Highland 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 Highland Park, IL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
950 Augusta Way #115HIGHLAND PARK, ILLuxurious Legacy Club Beauty! Original Owners Have Taken Meticulous Care of This Open Conc... |
2 beds | 2 baths | 1,784 sq.ft. |
$559,900 |
Airbnb cash on cash: -1.9%
|
695 Roger Williams Ave #301HIGHLAND PARK, ILStunning top floor corner unit in mint condition! Quality throughout including gourmet ki... |
2 beds | 2 baths | 1,308 sq.ft. |
$549,000 |
Airbnb cash on cash: -0.29%
|
739 Concorde DrHIGHLAND PARK, ILCommuter's dream meets turnkey luxury! Tucked away in a highly convenient Highland Park lo... |
4 beds | 2 baths | 2,528 sq.ft. |
$475,000 |
Airbnb cash on cash: -0.68%
|
1320 Deerfield PlHIGHLAND PARK, ILSolid home located in Sunset Manor that was built to last! Plenty of space in the kitchen ... |
3 beds | 2 baths | 1,700 sq.ft. |
$615,000 |
Airbnb cash on cash: 1.83%
|
2009 Skyelar CtHIGHLAND PARK, ILWelcome to effortless luxurious living in Highland Park. This stunning custom contemporar... |
5 beds | 4 baths | 3,400 sq.ft. |
$1,399,000 |
Airbnb cash on cash: -1.7%
|
815 Laurel Ave #106HIGHLAND PARK, ILNew construction! Customize your finishes in this new luxury residence. Light filled with ... |
2 beds | 2 baths | 1,401 sq.ft. |
$695,000 |
Airbnb cash on cash: -2.44%
|
1235 Ferndale AveHIGHLAND PARK, ILFully remodeled home with spectacular contemporary designs and finishes that will impress ... |
4 beds | 2 baths | 1,822 sq.ft. |
$625,000 |
Airbnb cash on cash: 0.59%
|
2046 Saint Johns Ave #3EHIGHLAND PARK, ILLocation, Location, Location!!! Beautifully upgraded corner unit in the heart of downtown ... |
2 beds | 2 baths | 1,123 sq.ft. |
$285,000 |
Airbnb cash on cash: -0.2%
|
1000 Deerfield Rd #303HIGHLAND PARK, IL
|
2 beds | 2 baths | 1,926 sq.ft. |
$495,000 |
Airbnb cash on cash: -2.55%
|
1795 Lake Cook Rd #301HIGHLAND PARK, ILBright and spacious rarely available 2 bed, 2 bath condo at the Americana in Highland Park... |
2 beds | 2 baths | 1,410 sq.ft. |
$339,000 |
Airbnb cash on cash: 0.35%
|
650 Green Bay RdHIGHLAND PARK, ILBeautiful, classic Colonial with 5 bedrooms and 3.1 baths in desirable Ravinia area with 1... |
5 beds | 3 baths | 2,496 sq.ft. |
$899,000 |
Airbnb cash on cash: 0.48%
|
552 Burton AveHIGHLAND PARK, ILWelcome to the heart of Ravinia! This sun drenched 4 bed/2 bath all-brick split-level boas... |
4 beds | 2 baths | 1,818 sq.ft. |
$545,000 |
Airbnb cash on cash: 0.56%
|
3319 Western AveHIGHLAND PARK, ILDiscover this beautifully renovated gem in Highland Park, offering over 1,600 square feet ... |
3 beds | 2 baths | 1,620 sq.ft. |
$630,000 |
Airbnb cash on cash: 1.6%
|
891 Central Ave #219HIGHLAND PARK, ILThis beautiful, affordable living (senior community 62+), condo offers the perfect combina... |
2 beds | 2 baths | 1,030 sq.ft. |
$170,000 |
Airbnb cash on cash: 1.34%
|
1848 Balsam RdHIGHLAND PARK, ILFresh Foreclosure ready for renovationg make tripple digits porfit by rehabbing. 5 Bedroom... |
6 beds | 4 baths | 5,300 sq.ft. |
$1,750,000 |
Airbnb cash on cash: -0.3%
|
1490 Avignon CtHIGHLAND PARK, ILDon't miss it! Highly desirable 3 BR, 2.5 bath townhome in beautiful Chantilly. Very well ... |
3 beds | 2 baths | 1,890 sq.ft. |
$539,000 |
Airbnb cash on cash: 1.08%
|
263 Barberry RdHIGHLAND PARK, ILHUGE opportunity to take this Highland Park brick home to it's full potential. Calling all... |
4 beds | 2 baths | 2,496 sq.ft. |
$690,000 |
Airbnb cash on cash: 0.16%
|
34 Logan LoopHIGHLAND PARK, IL34 Logan Loop, HIGHLAND PARK, IL 60035 | Single Family Residential |
7 beds | 6 baths | 7,891 sq.ft. |
$3,800,000 |
Airbnb cash on cash: -2.6%
|
2441 Woodbridge LnHIGHLAND PARK, IL2441 Woodbridge Ln, HIGHLAND PARK, IL 60035 | Single Family Residential |
9 beds | 11 baths | 10,777 sq.ft. |
$4,995,000 |
Airbnb cash on cash: -2.73%
|
215 Prospect AveHIGHLAND PARK, IL215 Prospect Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 6 baths | 5,000 sq.ft. |
$1,599,000 |
Airbnb cash on cash: -1.59%
|
1795 Lake Cook Rd #110HIGHLAND PARK, IL1795 Lake Cook Rd #110, HIGHLAND PARK, IL 60035 | Condo/Coop |
2 beds | 2 baths | 1,410 sq.ft. |
$369,000 |
Airbnb cash on cash: -1.28%
|
493 Hazel AveHIGHLAND PARK, IL493 Hazel Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 6 baths | 8,256 sq.ft. |
$2,599,000 |
Airbnb cash on cash: -2.23%
|
1499 Sheridan RdHIGHLAND PARK, IL1499 Sheridan Rd, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 4 baths | 6,908 sq.ft. |
$1,780,000 |
Airbnb cash on cash: -1.76%
|
1630 Ridge RdHIGHLAND PARK, IL1630 Ridge Rd, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 7 baths | 9,886 sq.ft. |
$2,799,000 |
Airbnb cash on cash: -2.31%
|
117 Belle AveHIGHLAND PARK, IL117 Belle Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
5 beds | 8 baths | 8,186 sq.ft. |
$6,750,000 |
Airbnb cash on cash: -2.87%
|
0 Highmoor RdHIGHLAND PARK, IL0 Highmoor Rd, HIGHLAND PARK, IL 60035 | Other |
N/A beds | N/A baths | N/A |
$375,000 |
Airbnb cash on cash: -1.48%
|
830 Deerfield RdHIGHLAND PARK, IL
|
6 beds | 3 baths | 2,834 sq.ft. |
$779,900 |
Airbnb cash on cash: 0.15%
|
1551 Mill TrlHIGHLAND PARK, IL1551 Mill Trl, HIGHLAND PARK, IL 60035 | Single Family Residential |
4 beds | 5 baths | 5,590 sq.ft. |
$2,550,000 |
Airbnb cash on cash: -2.51%
|
980 Half Day RdHIGHLAND PARK, IL980 Half Day Rd, HIGHLAND PARK, IL 60035 | Single Family Residential |
4 beds | 3 baths | 3,000 sq.ft. |
$850,000 |
Airbnb cash on cash: -0.99%
|
2214 Churchill LnHIGHLAND PARK, IL2214 Churchill Ln, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 7 baths | 10,000 sq.ft. |
$3,850,000 |
Airbnb cash on cash: -2.57%
|
260 Beech StHIGHLAND PARK, IL260 Beech St, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 6 baths | 10,795 sq.ft. |
$1,995,000 |
Airbnb cash on cash: -1.92%
|
282 Linden Park PlHIGHLAND PARK, IL282 Linden Park Pl, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 5 baths | 6,325 sq.ft. |
$2,699,900 |
Airbnb cash on cash: -2.27%
|
87 Ravinoaks LnHIGHLAND PARK, IL87 Ravinoaks Ln, HIGHLAND PARK, IL 60035 | Single Family Residential |
3 beds | 2 baths | 2,669 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -1.03%
|
2648 Western AveHIGHLAND PARK, IL2648 Western Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
5 beds | 3 baths | 2,340 sq.ft. |
$550,000 |
Airbnb cash on cash: 1.57%
|
2617 Summit AveHIGHLAND PARK, IL2617 Summit Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
5 beds | 2 baths | 2,344 sq.ft. |
$479,000 |
Airbnb cash on cash: 2.28%
|
1619 Mcgovern AveHIGHLAND PARK, IL1619 Mcgovern Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
2 beds | 2 baths | 1,974 sq.ft. |
$799,000 |
Airbnb cash on cash: -1.54%
|
2665 Bentley RdHIGHLAND PARK, IL2665 Bentley Rd, HIGHLAND PARK, IL 60035 | Single Family Residential |
5 beds | 6 baths | 9,437 sq.ft. |
$4,399,900 |
Airbnb cash on cash: -2.66%
|
22 Lakeview TerHIGHLAND PARK, IL22 Lakeview Ter, HIGHLAND PARK, IL 60035 | Single Family Residential |
4 beds | 5 baths | 5,500 sq.ft. |
$3,800,000 |
Airbnb cash on cash: -2.76%
|
985 Coventry LnHIGHLAND PARK, IL985 Coventry Ln, HIGHLAND PARK, IL 60035 | Single Family Residential |
3 beds | 2 baths | 2,394 sq.ft. |
$799,000 |
Airbnb cash on cash: -0.88%
|
881 Marion AveHIGHLAND PARK, IL881 Marion Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
4 beds | 2 baths | 2,769 sq.ft. |
$1,175,000 |
Airbnb cash on cash: -1.61%
|
Real Estate investment in Highland-park, IL
There are 146 properties for sale in the city of Highland Park . The median list price in Highland Park is $843,995 and the average price per square foot is $266. In October 2026, the average monthly cash on cash return in Highland Park is N/A%. The average monthly rental income in Highland Park is $2,388.