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 LnHIGHLAND PARK, ILCharming brick bungalow sitting on almost an acre of lush, wooded private property in the ... |
3 beds | 3 baths | 1,387 sq.ft. |
$649,000 |
Airbnb cash on cash: -0.4%
|
537 County Line RdHIGHLAND PARK, ILThis charming mid-century home offers 4 bedrooms, 2 updated baths, and a thoughtful blend ... |
4 beds | 2 baths | 2,030 sq.ft. |
$690,000 |
Airbnb cash on cash: -1.44%
|
1672 Huntington LnHIGHLAND PARK, ILNew Construction in Coveted Sherwood Forest - Highland Park, IL. Experience luxury living ... |
4 beds | 3 baths | 3,216 sq.ft. |
$1,399,999 |
Airbnb cash on cash: -0.49%
|
3079 Greenwood AvenueHIGHLAND PARK, ILProject not yet complete. Fully rebuilt from the studs - inside and out. This home lives l... |
5 beds | 3 baths | 3,000 sq.ft. |
$895,000 |
Airbnb cash on cash: -0.65%
|
1039 Deerfield Place unit: 1039 #1039HIGHLAND PARK, ILBeautiful, recently renovated 3 bedroom and 2 full bathroom condo offering 1850 square fee... |
3 beds | 2 baths | 1,850 sq.ft. |
$499,900 |
Airbnb cash on cash: -0.35%
|
1220 Park Ave W #134HIGHLAND PARK, ILWell-maintained and thoughtfully updated, this inviting 2nd floor unit at 1220 Park Avenue... |
2 beds | 2 baths | 1,260 sq.ft. |
$274,900 |
Airbnb cash on cash: -2.64%
|
1 Burtis AveHIGHLAND PARK, IL1 Burtis Ave, HIGHLAND PARK, IL 60035 | Other |
N/A beds | N/A baths | 0 sq.ft. |
$149,000 |
Airbnb cash on cash: N/A
|
840 Auburn CtHIGHLAND PARK, IL
|
3 beds | 3 baths | 1,722 sq.ft. |
$600,000 |
Airbnb cash on cash: -0.5%
|
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: -2.87%
|
55 S Deere Park DrHIGHLAND PARK, IL55 S Deere Park Dr, HIGHLAND PARK, IL 60035 | Single Family Residential |
5 beds | 6 baths | 9,749 sq.ft. |
$8,750,000 |
Airbnb cash on cash: N/A
|
2441 Woodbridge LnHIGHLAND PARK, IL
|
9 beds | 8 baths | 10,777 sq.ft. |
$5,999,000 |
Airbnb cash on cash: -3.02%
|
512 Hill StHIGHLAND PARK, IL512 Hill St, HIGHLAND PARK, IL 60035 | Single Family Residential |
4 beds | 3 baths | 2,079 sq.ft. |
$474,900 |
Airbnb cash on cash: -0.15%
|
0 Skokie AveHIGHLAND PARK, IL0 Skokie Ave, HIGHLAND PARK, IL 60035 | Other |
N/A beds | N/A baths | N/A |
$290,000 |
Airbnb cash on cash: N/A
|
375 Park AveHIGHLAND PARK, ILWelcome to 375 Park Avenue, a rare opportunity to own a stately 5-bedroom, 4-bathroom Vict... |
5 beds | 4 baths | 2,715 sq.ft. |
$800,000 |
Airbnb cash on cash: -1.11%
|
2103 Saint Johns Ave #AHIGHLAND PARK, ILCompletely remodeled Spacious one bedroom home in the heart of Highland Park. Refinished h... |
1 beds | 1 baths | 850 sq.ft. |
$255,000 |
Airbnb cash on cash: 0.53%
|
1499 Sheridan RdHIGHLAND PARK, IL1499 Sheridan Rd, HIGHLAND PARK, IL 60035 | Single Family Residential |
6 beds | 4 baths | 6,908 sq.ft. |
$2,480,000 |
Airbnb cash on cash: -2.66%
|
1695 2nd St #402HIGHLAND PARK, IL1695 2nd St #402, HIGHLAND PARK, IL 60035 | Condo/Coop |
2 beds | 2 baths | 1,600 sq.ft. |
$350,000 |
Airbnb cash on cash: -2.72%
|
650 Walnut Street unit: 301 #301HIGHLAND PARK, ILIntroducing the North Shore's most exquisite luxury residences, The Wolbright. Occupancy W... |
3 beds | 4 baths | 4,105 sq.ft. |
$2,840,000 |
Airbnb cash on cash: -1.45%
|
1490 Avignon CourtHIGHLAND PARK, ILDon't miss it! Highly desirable 3 BR, 2.5 bath townhome in beautiful Chantilly. Very well ... |
3 beds | 3 baths | 1,890 sq.ft. |
$395,000 |
Airbnb cash on cash: -1.8%
|
Real Estate investment in Highland-park, IL
There are 35 properties for sale in the city of Highland Park . The median list price in Highland Park is $675,000 and the average price per square foot is $249. In February 2026, the average monthly cash on cash return in Highland Park is 2.00%. The average monthly rental income in Highland Park is $3,003.