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.

Single Family Homes for Sale in Highland, IL

Search for Single Family Residential for Sale in Highland, Illinois. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 22 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2131 HILL CREST DR Highland, IL EASY LIVING TUCKED INTO A PRIVATE NEIGHBORHOOD! This full brick backs up to a beautiful h...	2 beds \| 2 baths \| 1,068 sq.ft.	$210,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.27% Airbnb Rental Income: $null Traditional Rental Income: $1249 Airbnb ROI: N/A Traditional ROI: 3.27%
1312 Old Trenton Road Highland, IL Step back in time to when homes were built to last for generations to come! This 1870 Vic...	5 beds \| 3 baths \| 4,732 sq.ft.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.97% Airbnb Rental Income: $null Traditional Rental Income: $2806 Airbnb ROI: N/A Traditional ROI: 3.97%
4303 STATE ROUTE 160 Highland, IL 4.44 ACRES OF BEAUTIFUL TREES ADJOINING HIGHLAND SILVER LAKE! All brick home, remodeled k...	3 beds \| 3 baths \| 2,708 sq.ft.	$458,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.94% Airbnb Rental Income: $null Traditional Rental Income: $3570 Airbnb ROI: N/A Traditional ROI: 5.94%
613 Washington Street Highland, IL Charming 2-bed, 1-bath home with an oversized detached garage/workshop with loft for more...	2 beds \| 1 baths \| 1,145 sq.ft.	$133,333	Airbnb cash on cash: N/A Traditional cash on cash: 9.98% Airbnb Rental Income: $null Traditional Rental Income: $1514 Airbnb ROI: N/A Traditional ROI: 9.98%
35 Zbinden Lane Highland, IL Location! Location! Location! Close to Korte Rec Center, Glik Park, Walking Trails, School...	3 beds \| 1 baths \| 1,876 sq.ft.	$194,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.83% Airbnb Rental Income: $null Traditional Rental Income: $1652 Airbnb ROI: N/A Traditional ROI: 5.83%
316 Madison Street Highland, IL Welcome to this single-family home that can be used for your next home, or an investment o...	2 beds \| 1 baths \| 1,534 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.18% Airbnb Rental Income: $null Traditional Rental Income: $1534 Airbnb ROI: N/A Traditional ROI: 7.18%
902 Walnut Street Highland, IL Step back in time with this charming early 1900's historic home, featuring 4 bedrooms and ...	4 beds \| 2 baths \| 2,280 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.43% Airbnb Rental Income: $null Traditional Rental Income: $2452 Airbnb ROI: N/A Traditional ROI: 7.43%
910 6th Street Highland, IL Discover 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 Traditional cash on cash: 8.45% Airbnb Rental Income: $null Traditional Rental Income: $1550 Airbnb ROI: N/A Traditional ROI: 8.45%
20 Pin Oak Drive Highland, IL New Year! New Home! Start out 2026 in this lovely home tucked away on a cul-de-sac. Situat...	3 beds \| 2 baths \| 2,198 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.94% Airbnb Rental Income: $null Traditional Rental Income: $2273 Airbnb ROI: N/A Traditional ROI: 6.94%
55 Bridgewater Lane #B Highland, IL Enjoy This Excellent Well Maintained Home In A Quiet Established Neighborhood; FEATURING: ...	3 beds \| 3 baths \| 2,125 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.34% Airbnb Rental Income: $null Traditional Rental Income: $2358 Airbnb ROI: N/A Traditional ROI: 6.34%
180 Keeven Drive Highland, IL Welcome Home! You can be all settled into this well-maintained home for the holidays! This...	3 beds \| 2 baths \| 1,152 sq.ft.	$218,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.11% Airbnb Rental Income: $null Traditional Rental Income: $1770 Airbnb ROI: N/A Traditional ROI: 6.11%
340 Nottingham Lane Highland, IL	3 beds \| 2 baths \| 1,454 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.13% Airbnb Rental Income: $null Traditional Rental Income: $1981 Airbnb ROI: N/A Traditional ROI: 4.13%
12926 Maple Street Highland, IL Time moves a little slower here. This solidly built, all-brick ranch sits on a full acre i...	4 beds \| 2 baths \| 2,129 sq.ft.	$345,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.35% Airbnb Rental Income: $null Traditional Rental Income: $2335 Airbnb ROI: N/A Traditional ROI: 4.35%

Your search for investment property begins and ends here

Single Family Homes for Sale in Highland, IL

2131 HILL CREST DR

Highland, IL

2 beds | 2 baths | 1,068 sq.ft.

$210,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.27%

Airbnb Rental Income: $null

Traditional Rental Income: $1249

Airbnb ROI: N/A

Traditional ROI: 3.27%

1312 Old Trenton Road

Highland, IL

5 beds | 3 baths | 4,732 sq.ft.

$395,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.97%

Airbnb Rental Income: $null

Traditional Rental Income: $2806

Airbnb ROI: N/A

Traditional ROI: 3.97%

4303 STATE ROUTE 160

Highland, IL

3 beds | 3 baths | 2,708 sq.ft.

$458,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.94%

Airbnb Rental Income: $null

Traditional Rental Income: $3570

Airbnb ROI: N/A

Traditional ROI: 5.94%

613 Washington Street

Highland, IL

2 beds | 1 baths | 1,145 sq.ft.

$133,333

Airbnb cash on cash: N/A

Traditional cash on cash: 9.98%

Airbnb Rental Income: $null

Traditional Rental Income: $1514

Airbnb ROI: N/A

Traditional ROI: 9.98%

35 Zbinden Lane

Highland, IL

3 beds | 1 baths | 1,876 sq.ft.

$194,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.83%

Airbnb Rental Income: $null

Traditional Rental Income: $1652

Airbnb ROI: N/A

Traditional ROI: 5.83%

316 Madison Street

Highland, IL

2 beds | 1 baths | 1,534 sq.ft.

$165,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.18%

Airbnb Rental Income: $null

Traditional Rental Income: $1534

Airbnb ROI: N/A

Traditional ROI: 7.18%

902 Walnut Street

Highland, IL

4 beds | 2 baths | 2,280 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.43%

Airbnb Rental Income: $null

Traditional Rental Income: $2452

Airbnb ROI: N/A

Traditional ROI: 7.43%

910 6th Street

Highland, IL

2 beds | 1 baths | 1,365 sq.ft.

$134,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.45%

Airbnb Rental Income: $null

Traditional Rental Income: $1550

Airbnb ROI: N/A