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: -2.49%
|
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: 0.42%
|
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: -1.72%
|
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: -1.33%
|
1000 Deerfield Rd #303HIGHLAND PARK, IL
|
2 beds | 2 baths | 1,926 sq.ft. |
$495,000 |
Airbnb cash on cash: -3.21%
|
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. |
$349,000 |
Airbnb cash on cash: -0.61%
|
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. |
$575,000 |
Airbnb cash on cash: 1.39%
|
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. |
$1,900,000 |
Airbnb cash on cash: -0.38%
|
3464 Old Mill RdHIGHLAND PARK, ILExpanded and renovated in 2008, this two-story prairie-style executive home offers over 9,... |
5 beds | 5 baths | 5,819 sq.ft. |
$1,495,000 |
Airbnb cash on cash: -1.39%
|
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: 1.92%
|
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: -2.61%
|
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: -2.74%
|
215 Prospect AveHIGHLAND PARK, IL215 Prospect Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 6 baths | 5,000 sq.ft. |
$1,690,000 |
Airbnb cash on cash: -1.71%
|
1795 Lake Cook Rd #110HIGHLAND PARK, IL1795 Lake Cook Rd #110, HIGHLAND PARK, IL 60035 | Condo/Coop |
2 beds | 2 baths | 1,407 sq.ft. |
$369,900 |
Airbnb cash on cash: -2.17%
|
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: -2.25%
|
1499 Sheridan RdHIGHLAND PARK, IL1499 Sheridan Rd, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 4 baths | 6,908 sq.ft. |
$1,900,000 |
Airbnb cash on cash: -1.88%
|
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: 1.04%
|
830 Deerfield RdHIGHLAND PARK, IL
|
6 beds | 3 baths | 2,834 sq.ft. |
$779,900 |
Airbnb cash on cash: 0.1%
|
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: -2.31%
|
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: -0.37%
|
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: -2.58%
|
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: -1.94%
|
282 Linden Park PlHIGHLAND PARK, IL282 Linden Park Pl, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 5 baths | 6,325 sq.ft. |
$2,999,999 |
Airbnb cash on cash: -2.39%
|
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: 1.5%
|
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: 2.19%
|
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: -1.95%
|
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: -2.67%
|
22 Lakeview TerHIGHLAND PARK, IL22 Lakeview Ter, HIGHLAND PARK, IL 60035 | Single Family Residential |
4 beds | 5 baths | 5,500 sq.ft. |
$4,400,000 |
Airbnb cash on cash: -2.71%
|
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: -0.32%
|
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: -1.16%
|
1745 Sundrop CirHIGHLAND PARK, ILSurrounded by the peaceful, natural beauty of the Hybernia Preserve, this luxurious home o... |
6 beds | 6 baths | 5,339 sq.ft. |
$1,750,000 |
Airbnb cash on cash: -1.53%
|
1470 Saint Tropez CtHIGHLAND PARK, IL
|
3 beds | 2 baths | 2,528 sq.ft. |
$469,000 |
Airbnb cash on cash: 1.61%
|
2925 Parkside DrHIGHLAND PARK, IL2925 Parkside Dr, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 5 baths | 3,396 sq.ft. |
$1,095,000 |
Airbnb cash on cash: -0.86%
|
2490 Green Bay RdHIGHLAND PARK, IL2490 Green Bay Rd, HIGHLAND PARK, IL 60035 | Multi Family |
5 beds | 3 baths | N/A |
$700,000 |
Airbnb cash on cash: 0.48%
|
3107 Dato AveHIGHLAND PARK, IL3107 Dato Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
3 beds | 2 baths | 1,877 sq.ft. |
$625,000 |
Airbnb cash on cash: 1.74%
|
1071 Deerfield PlHIGHLAND PARK, ILWelcome to this absolutely charming 2-bedroom, 2.1-bath townhome in a highly sought-after ... |
2 beds | 2 baths | 1,548 sq.ft. |
$369,900 |
Airbnb cash on cash: -1.42%
|
1958 Castlewood RdHIGHLAND PARK, IL1958 Castlewood Rd, HIGHLAND PARK, IL 60035 | Single Family Residential |
3 beds | 2 baths | 2,751 sq.ft. |
$525,000 |
Airbnb cash on cash: 2.68%
|
550 Skokie AveHIGHLAND PARK, IL550 Skokie Ave, HIGHLAND PARK, IL 60035 | Other |
N/A beds | N/A baths | N/A |
$299,900 |
Airbnb cash on cash: 2.1%
|
1223 Ridgewood DrHIGHLAND PARK, IL**East Highland Park Craftsman with 3 bedrooms and 2 full baths. Well-maintained with many... |
3 beds | 2 baths | 1,750 sq.ft. |
$650,000 |
Airbnb cash on cash: 2.08%
|
Real Estate investment in Highland-park, IL
There are 96 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 $250. In August 2026, the average monthly cash on cash return in Highland Park is N/A%. The average monthly rental income in Highland Park is $2,431.