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 |
|---|---|---|---|
2325 Shady LaneHIGHLAND PARK, ILCharming brick bungalow sitting on almost an acre of lush, wooded private property in the ... |
3 beds | 3 baths | 1,387 sq.ft. |
$649,900 |
Airbnb cash on cash: -0.25%
|
650 Walnut Street #301HIGHLAND PARK, ILIntroducing the North Shore's most exquisite luxury residences, The Wolbright. Occupancy ... |
3 beds | 4 baths | 4,105 sq.ft. |
$2,840,000 |
Airbnb cash on cash: -1.42%
|
147 Central AvenueHIGHLAND PARK, ILDiscover a rare gem on Central Ave-this stunning Victorian historic landmark sprawls over ... |
4 beds | 4 baths | 4,600 sq.ft. |
$5,500,000 |
Airbnb cash on cash: -1.95%
|
1039 Deerfield Place #1039HIGHLAND PARK, ILBeautiful, recently renovated 3 bedroom and 2 full bathroom condo offering 1850 square fee... |
3 beds | 2 baths | 1,850 sq.ft. |
$449,900 |
Airbnb cash on cash: -1.03%
|
3464 Old Mill RoadHIGHLAND PARK, ILWELCOME TO 3464 OLD MILL ROAD - A MASTERFULLY CRAFTED PRAIRIE-STYLE ESTATE INSPIRED BY FRA... |
5 beds | 6 baths | 5,819 sq.ft. |
$1,599,999 |
Airbnb cash on cash: -1.34%
|
1672 Huntington LaneHIGHLAND PARK, ILNew Construction in Coveted Sherwood Forest - Highland Park, IL. Experience luxury living ... |
4 beds | 4 baths | 3,216 sq.ft. |
$1,399,999 |
Airbnb cash on cash: 0.09%
|
847 Marion AvenueHIGHLAND PARK, ILLovely and completely updated home nestled in the highly sought-after Braeside community a... |
4 beds | 2 baths | 2,350 sq.ft. |
$685,000 |
Airbnb cash on cash: 0.43%
|
644 Hyacinth PlaceHIGHLAND PARK, ILStunning Mid-Century Modern Retreat in the Heart of Highland Park. Step into timeless eleg... |
3 beds | 3 baths | N/A |
$679,900 |
Airbnb cash on cash: -0.49%
|
1610 Linden AvenueHIGHLAND PARK, ILStunning East Highland Park Gem! Just steps from Lake Michigan, the Metra station, and dow... |
4 beds | 5 baths | 3,685 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -1.61%
|
906 Pleasant AvenueHIGHLAND PARK, ILJust an adorable bungalow style home from the late 1930s, loaded with charming details in ... |
2 beds | 2 baths | 1,211 sq.ft. |
$419,700 |
Airbnb cash on cash: 0.07%
|
Real Estate investment in Highland-park, IL
There are 14 properties for sale in the city of Highland Park . The median list price in Highland Park is $682,450 and the average price per square foot is $235. In September 2025, the average monthly cash on cash return in Highland Park is 2.00%. The average monthly rental income in Highland Park is $2,815.