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 |
|---|---|---|---|
2009 Skyelar CourtHIGHLAND PARK, IL
|
4 beds | 5 baths | 3,400 sq.ft. |
$1,299,000 |
Airbnb cash on cash: -2.08%
|
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: -0.9%
|
1000 Deerfield Rd #303HIGHLAND PARK, IL
|
2 beds | 2 baths | 1,926 sq.ft. |
$495,000 |
Airbnb cash on cash: -2.96%
|
1494 Oakwood AveHIGHLAND PARK, ILSPACIOUS & CHARMING 3 BEDROOM & 3 BATHROOM MULTISTORY HOME IN DESIRABLE HIGHLAND PARK FEAT... |
4 beds | 3 baths | 2,228 sq.ft. |
$799,000 |
Airbnb cash on cash: 0%
|
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. |
$615,000 |
Airbnb cash on cash: 0.5%
|
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. |
$2,000,000 |
Airbnb cash on cash: -1.31%
|
3464 Old Mill RoadHIGHLAND PARK, ILExpanded and renovated in 2008, this two-story prairie-style executive home offers over 9,... |
5 beds | 6 baths | 5,819 sq.ft. |
$1,575,000 |
Airbnb cash on cash: -2.51%
|
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: 0.48%
|
1 Burtis AveHIGHLAND PARK, IL1 Burtis Ave, HIGHLAND PARK, IL 60035 | Other |
N/A beds | N/A baths | 0 sq.ft. |
$135,000 |
Airbnb cash on cash: 0.8%
|
1851 Cooper LaneHIGHLAND PARK, ILINTERIOR OF HOME CAN BE SHOWN STARTING 3/3. APPOINTMENT MUST BE CONFIRMED. PLEASE DO NOT C... |
3 beds | 3 baths | 3,164 sq.ft. |
$899,900 |
Airbnb cash on cash: -0.92%
|
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: -3.08%
|
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: -2.77%
|
1062 Livingston (lot 4) AveHIGHLAND PARK, IL
|
4 beds | 3 baths | 2,900 sq.ft. |
$1,199,900 |
Airbnb cash on cash: -1.96%
|
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: -1.83%
|
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: -2.82%
|
1630 Ridge RdHIGHLAND PARK, IL1630 Ridge Rd, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 7 baths | 9,886 sq.ft. |
$2,900,000 |
Airbnb cash on cash: -2.98%
|
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: -3.14%
|
830 Deerfield RdHIGHLAND PARK, IL
|
6 beds | 3 baths | 2,834 sq.ft. |
$779,900 |
Airbnb cash on cash: -2.19%
|
1551 Mill TrlHIGHLAND PARK, IL1551 Mill Trl, HIGHLAND PARK, IL 60035 | Single Family Residential |
4 beds | 5 baths | 5,590 sq.ft. |
$2,900,000 |
Airbnb cash on cash: -2.58%
|
636 Homewood AveHIGHLAND PARK, IL636 Homewood Ave, HIGHLAND PARK, IL 60035 | Multi Family |
4 beds | 2 baths | N/A |
$449,000 |
Airbnb cash on cash: 1.19%
|
980 Half Day RdHIGHLAND PARK, IL980 Half Day Rd, HIGHLAND PARK, IL 60035 | Single Family Residential |
4 beds | 3 baths | 3,000 sq.ft. |
$875,000 |
Airbnb cash on cash: -0.97%
|
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: -3.05%
|
260 Beech StHIGHLAND PARK, IL260 Beech St, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 6 baths | 10,795 sq.ft. |
$2,199,000 |
Airbnb cash on cash: -2.88%
|
282 Linden Park PlHIGHLAND PARK, IL282 Linden Park Pl, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 5 baths | 6,325 sq.ft. |
$3,199,999 |
Airbnb cash on cash: -3%
|
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: -1.75%
|
2130 Magnolia LnHIGHLAND PARK, IL2130 Magnolia Ln, HIGHLAND PARK, IL 60035 | Single Family Residential |
5 beds | 3 baths | 3,256 sq.ft. |
$1,199,999 |
Airbnb cash on cash: -2.57%
|
2617 Summit AveHIGHLAND PARK, IL2617 Summit Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
5 beds | 2 baths | 2,344 sq.ft. |
$489,995 |
Airbnb cash on cash: -1.57%
|
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: -1.8%
|
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: -3.07%
|
22 Lakeview TerHIGHLAND PARK, IL22 Lakeview Ter, HIGHLAND PARK, IL 60035 | Single Family Residential |
4 beds | 5 baths | 5,500 sq.ft. |
$4,500,000 |
Airbnb cash on cash: -2.82%
|
0 County Line RdHIGHLAND PARK, IL0 County Line Rd, HIGHLAND PARK, IL 60035 | Other |
N/A beds | N/A baths | N/A |
$60,000 |
Airbnb cash on cash: 5.48%
|
1350 Glencoe AveHIGHLAND PARK, IL1350 Glencoe Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 5 baths | 4,968 sq.ft. |
$2,500,000 |
Airbnb cash on cash: -2.93%
|
974 Princeton AveHIGHLAND PARK, IL974 Princeton Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
4 beds | 2 baths | 2,428 sq.ft. |
$699,000 |
Airbnb cash on cash: -0.39%
|
260 Whistler Rd #2BCHIGHLAND PARK, IL260 Whistler Rd #2BC, HIGHLAND PARK, IL 60035 | Condo/Coop |
3 beds | 3 baths | 3,488 sq.ft. |
$1,750,000 |
Airbnb cash on cash: -2.96%
|
1745 Sundrop CircleHIGHLAND PARK, ILSurrounded by the peaceful, natural beauty of the Hybernia Preserve, this luxurious home o... |
5 beds | 9 baths | 9,400 sq.ft. |
$1,850,000 |
Airbnb cash on cash: -2.47%
|
1470 Saint Tropez CtHIGHLAND PARK, IL
|
3 beds | 2 baths | 2,528 sq.ft. |
$469,000 |
Airbnb cash on cash: -0.05%
|
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: -2.5%
|
2490 Green Bay RdHIGHLAND PARK, IL2490 Green Bay Rd, HIGHLAND PARK, IL 60035 | Multi Family |
5 beds | 3 baths | N/A |
$725,000 |
Airbnb cash on cash: -2.11%
|
3107 Dato AveHIGHLAND PARK, IL3107 Dato Ave, HIGHLAND PARK, IL 60035 | Single Family Residential |
3 beds | 2 baths | 1,877 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.1%
|
1958 Castlewood RdHIGHLAND PARK, IL1958 Castlewood Rd, HIGHLAND PARK, IL 60035 | Single Family Residential |
3 beds | 2 baths | 1,616 sq.ft. |
$499,000 |
Airbnb cash on cash: 1.43%
|
Real Estate investment in Highland-park, IL
There are 63 properties for sale in the city of Highland Park . The median list price in Highland Park is $768,603 and the average price per square foot is $208. In June 2026, the average monthly cash on cash return in Highland Park is N/A%. The average monthly rental income in Highland Park is $2,948.