Real Estate Investment Properties for Sale in Highland, IL
Looking for investment property in Highland, IL with high ROI ?
Explore a variety of short-term homes & houses in Highland, IL. Invest wisely with VRBO & Highland, 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, IL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
614 Olive StreetHighland, ILMove right into this lovely 4 bedroom, 2 bath home in the heart of Highland! Itâs locate... |
4 beds | 2 baths | 1,972 sq.ft. |
$225,000 |
Airbnb cash on cash: N/A
|
1008 6th StreetHighland, ILWelcome to 1008 6th St in Highland! Located in the heart of this wonderful community and o... |
1 beds | 1 baths | 1,040 sq.ft. |
$150,000 |
Airbnb cash on cash: N/A
|
4 Frisse CourtHighland, ILCharming single-family home located on a quiet cul-de-sac in the desirable Tri-Land Subdiv... |
3 beds | 2 baths | 2,157 sq.ft. |
$315,000 |
Airbnb cash on cash: N/A
|
30 Black Wolf RunHighland, ILCome see this beautifully updated home offering space, comfort, and room for everyone in a... |
5 beds | 4 baths | 3,350 sq.ft. |
$425,000 |
Airbnb cash on cash: N/A
|
5 N Porte DriveHighland, ILBeautifully maintained 4-bed, 3-bath ranch in the highly desirable Cambridge Meadows neigh... |
4 beds | 3 baths | 2,968 sq.ft. |
$385,000 |
Airbnb cash on cash: N/A
|
1208 Main StreetHighland, ILGORGEOUS UPDATED 3 Bedroom, 2 Bath home w/ 9â ceilings, open stairway to upper level, lo... |
3 beds | 2 baths | 1,536 sq.ft. |
$239,900 |
Airbnb cash on cash: N/A
|
1345 Poplar Street #2AHighland, ILWelcome to effortless living in the beautifully updated 3-bedroom, 2-bath condo in the hea... |
3 beds | 2 baths | 1,450 sq.ft. |
$200,000 |
Airbnb cash on cash: N/A
|
70 Marker Drive #AHighland, ILWelcome to this well-maintained villa-style home offering convenient single-level living i... |
2 beds | 2 baths | 1,322 sq.ft. |
$249,900 |
Airbnb cash on cash: N/A
|
1511 Laurel StreetHighland, ILWelcome to this adorable 2-bedroom, 1-bath home nestled in the heart of Highland! This wel... |
2 beds | 1 baths | 724 sq.ft. |
$120,000 |
Airbnb cash on cash: N/A
|
1312 Old Trenton RoadHighland, ILNEW PRICE! MOTIVATED SELLER! Step back in time to when homes were built to last for gener... |
5 beds | 3 baths | 4,732 sq.ft. |
$359,000 |
Airbnb cash on cash: N/A
|
613 Washington StreetHighland, ILMOTIVATED SELLER!! Investorâs Dream â 3/1 Fixer Opportunity! This diamond in the roug... |
3 beds | 1 baths | 1,145 sq.ft. |
$115,000 |
Airbnb cash on cash: N/A
|
305 Kingsbury CourtHighland, IL1.5 Story Built in 1995 2 car garage Quality built, custom home with curb appeal and charm... |
4 beds | 4 baths | 3,428 sq.ft. |
$419,900 |
Airbnb cash on cash: N/A
|
213 BroadwayHighland, ILGreat investment opportunity right in town! This 5 unit building is very large with 2 of t... |
N/A beds | N/A baths | 6,519 sq.ft. |
$563,000 |
Airbnb cash on cash: N/A
|
902 Walnut StreetHighland, ILMOTIVATED SELLER!! Step back in time with this charming early 1900's historic home, featur... |
4 beds | 2 baths | 2,280 sq.ft. |
$225,000 |
Airbnb cash on cash: N/A
|
910 6th StreetHighland, ILDiscover the potential in this charming two-story fixer-upper offering 1,365 sq ft of livi... |
2 beds | 1 baths | 1,365 sq.ft. |
$134,900 |
Airbnb cash on cash: N/A
|
10854 Lake RoadHighland, ILYou will feel right at home in this cozy bungalow that offers the convenience of living cl... |
5 beds | 2 baths | 1,862 sq.ft. |
$325,000 |
Airbnb cash on cash: N/A
|
2100 Marine RoadHighland, ILCompletely remodeled ranch in Triad School district, located on 2.5 acres with an outbuild... |
4 beds | 4 baths | 2,585 sq.ft. |
$540,000 |
Airbnb cash on cash: N/A
|
4823 Fitz James CrossingHighland, ILGORGEOUS NEW CONTRUCTION W/BEAUTIFUL OPEN FLOOR PLAN W/DIVIDED BEDROOMS & BATHROOMS. ATTRA... |
3 beds | 2 baths | 1,664 sq.ft. |
$380,000 |
Airbnb cash on cash: N/A
|
601 8th StreetHighland, ILMODESTLY PRICED and conveniently located near everyday necessities! Eat-in kitchen feature... |
3 beds | 2 baths | 1,393 sq.ft. |
$99,000 |
Airbnb cash on cash: N/A
|
1420 13th StreetHighland, ILE N T I R E L Y - R E M O D E L E D - H O M E WITH HUGE 3 2 X 3 2 DETACHED - G A R A ... |
3 beds | 2 baths | 1,505 sq.ft. |
$269,900 |
Airbnb cash on cash: N/A
|
55 Bridgewater Lane #AHighland, ILRELAX & ENJOY THIS EXCELLENT WELL MAINTAINED HOME IN A QUIET ESTABLISHED NEIGHBORHOOD ON T... |
3 beds | 3 baths | 2,125 sq.ft. |
$284,900 |
Airbnb cash on cash: N/A
|
195 Baneberry DriveHighland, ILShowings begin Saturday, Feb. 28th. Spacious and beautifully maintained, this 4 bedroom, 3... |
4 beds | 3 baths | 2,369 sq.ft. |
$350,000 |
Airbnb cash on cash: N/A
|
2728 Pineview DriveHighland, ILWelcome to "House #12" built by the talented students of the Highland High School "Constru... |
3 beds | 2 baths | 1,683 sq.ft. |
$379,900 |
Airbnb cash on cash: N/A
|
1515 Laurel StreetHighland, ILWelcome home to this 1 story bungalow. New carpet in bedroom and living room in January 20... |
1 beds | 2 baths | 556 sq.ft. |
$125,000 |
Airbnb cash on cash: N/A
|
3051 Bella Vista CtHighland, ILWelcome to your private retreat on 7.77 breathtaking acres, where luxury, space, and thoug... |
4 beds | 4 baths | 2,663 sq.ft. |
$875,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Highland, IL
There are 45 properties for sale in the city of Highland . The median list price in Highland is $339,000 and the average price per square foot is $176. In March 2026, the average monthly cash on cash return in Highland is 3.00%. The average monthly rental income in Highland is $1,567.