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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
86 Memorial Court Highland, IL Opportunity awaits with this 3-bedroom, 2-bath home full of character and potential. Featu...	3 beds \| 2 baths \| 1,700 sq.ft.	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.49% Airbnb Rental Income: $null Traditional Rental Income: $2038 Airbnb ROI: N/A Traditional ROI: 7.49%
2712 VULLIET Road Highland, IL Welcome to the kind of property buyers wait years to find â a beautifully updated privat...	3 beds \| 2 baths \| 2,998 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.69% Airbnb Rental Income: $null Traditional Rental Income: $2802 Airbnb ROI: N/A Traditional ROI: 5.69%
125 Auburn Court #A Highland, IL Welcome Home! This 3 bedroom, 3 bathroom Villa offers a great location along with a spac...	3 beds \| 3 baths \| 2,188 sq.ft.	$225,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.98% Airbnb Rental Income: $null Traditional Rental Income: $2330 Airbnb ROI: N/A Traditional ROI: 7.98%
10 BURR OAK Drive Highland, IL Welcome home to this beautifully updated 3-bedroom, 2-bath ranch nestled on a peaceful cul...	3 beds \| 2 baths \| 1,137 sq.ft.	$232,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $1699 Airbnb ROI: N/A Traditional ROI: 4.84%
1416 Lindenthal Avenue Highland, IL Updated, Move-In Ready Home with Major Improvements in a Prime Location Charming 3-bedroo...	3 beds \| 1 baths \| 1,340 sq.ft.	$174,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.39% Airbnb Rental Income: $null Traditional Rental Income: $811 Airbnb ROI: N/A Traditional ROI: 1.39%
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: 4.19% Traditional cash on cash: 8.45% Airbnb Rental Income: $1425 Traditional Rental Income: $1550 Airbnb ROI: 4.19% Traditional ROI: 8.45%
150 Field Crossing Drive #A Highland, IL OPEN HOUSE SUNDAY JUNE 28th 11AM-1PM Welcome to this move-in ready 3 bed, 2 bath villa loc...	3 beds \| 2 baths \| 1,507 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.24% Airbnb Rental Income: $null Traditional Rental Income: $1953 Airbnb ROI: N/A Traditional ROI: 5.24%
1516 Ash Street Highland, IL Welcome home to this beautifully updated 3 bedroom, 2 bathroom home featuring modern finis...	3 beds \| 1 baths \| 1,342 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.88% Airbnb Rental Income: $null Traditional Rental Income: $1638 Airbnb ROI: N/A Traditional ROI: 5.88%
2707 Lemon Street Road Highland, IL Situated on nearly an acre, this property offers a rare blend of space, privacy, and conve...	4 beds \| 4 baths \| 3,151 sq.ft.	$342,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.45% Airbnb Rental Income: $null Traditional Rental Income: $3386 Airbnb ROI: N/A Traditional ROI: 7.45%
2210 Broadway Highland, IL "Coming Soon" Showings begin Monday, June 15th! Beautifully updated and move-in ready! G...	3 beds \| 3 baths \| 1,812 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.51% Airbnb Rental Income: $null Traditional Rental Income: $2273 Airbnb ROI: N/A Traditional ROI: 6.51%
2100 Steinkoenig School Road Highland, IL This lovely property is very spacious inside & out! Situated on a little over 3 acres with...	5 beds \| 3 baths \| 3,139 sq.ft.	$515,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.42% Airbnb Rental Income: $null Traditional Rental Income: $3372 Airbnb ROI: N/A Traditional ROI: 4.42%
1314 Pine Street #1 Highland, IL Welcome home to easy living in the heart of Highland! This beautifully updated 2-bedroom, ...	2 beds \| 2 baths \| 1,166 sq.ft.	$129,900	Airbnb cash on cash: 3.51% Traditional cash on cash: 9.58% Airbnb Rental Income: $1425 Traditional Rental Income: $1756 Airbnb ROI: 3.51% Traditional ROI: 9.58%
187 Northview Drive Highland, IL Welcome to 187 Northview Dr. in Highland! This well-maintained attached home offers comfor...	3 beds \| 1 baths \| 1,546 sq.ft.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.91% Airbnb Rental Income: $null Traditional Rental Income: $1575 Airbnb ROI: N/A Traditional ROI: 5.91%
50 Willow Lane Highland, IL Move in Ready and Fully Furnished! This well maintained 3 bedroom, 3 bath home offers comf...	3 beds \| 3 baths \| 2,140 sq.ft.	$329,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.02% Airbnb Rental Income: $null Traditional Rental Income: $2513 Airbnb ROI: N/A Traditional ROI: 5.02%
1817 Zschokke Street Highland, IL CHARMING 4 Bedroom/2 Bath Home With HUGE 32 x 22 DETACHED GARAGE & RV PARKING POSSIBLE; FE...	4 beds \| 2 baths \| 1,739 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.93% Airbnb Rental Income: $null Traditional Rental Income: $2177 Airbnb ROI: N/A Traditional ROI: 5.93%
95 Sunbeam Drive Highland, IL This beautifully updated/remodeled home offers 3 bedrooms, (4th non conforming bedroom in ...	3 beds \| 3 baths \| 2,370 sq.ft.	$310,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.48% Airbnb Rental Income: $null Traditional Rental Income: $3068 Airbnb ROI: N/A Traditional ROI: 7.48%
12532 Tree Line Drive Highland, IL Tucked away on a private, wooded 2.86-acre lot, this stunning atrium ranch with a mostly f...	4 beds \| 3 baths \| 3,336 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.41% Airbnb Rental Income: $null Traditional Rental Income: $2729 Airbnb ROI: N/A Traditional ROI: 3.41%
10904 Lake Road Highland, IL A Little Bit Country and a Lot of Great Features! Picture yourself enjoying the expansive ...	3 beds \| 2 baths \| 1,872 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.57% Airbnb Rental Income: $null Traditional Rental Income: $2424 Airbnb ROI: N/A Traditional ROI: 5.57%
55 Bridgewater Lane #A Highland, IL NESTLED ON THE EDGE OF CITY LIMIT RELAX & ENJOY THIS EXCELLENT WELL MAINTAINED HOME IN A Q...	3 beds \| 3 baths \| 2,125 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.18% Airbnb Rental Income: $null Traditional Rental Income: $2318 Airbnb ROI: N/A Traditional ROI: 6.18%
2728 Pineview Drive Highland, IL Welcome 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 Traditional cash on cash: 1.76% Airbnb Rental Income: $null Traditional Rental Income: $2092 Airbnb ROI: N/A Traditional ROI: 1.76%
605 Dolphin Drive W Highland, IL Where Mid-Century Character Meets Modern Living! This 1960's gem, features iconic mid cent...	3 beds \| 3 baths \| 1,784 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.52% Airbnb Rental Income: $null Traditional Rental Income: $2993 Airbnb ROI: N/A Traditional ROI: 7.52%
2101 Saint Michael Court Highland, IL PRICE REDUCTION! Welcome to a home that has been lovingly cared for by its original owner ...	3 beds \| 2 baths \| 2,094 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.53% Airbnb Rental Income: $null Traditional Rental Income: $1624 Airbnb ROI: N/A Traditional ROI: 4.53%

Real Estate investment in Highland, IL

There are 39 properties for sale in the city of Highland . The median list price in Highland is $242,375 and the average price per square foot is $136. In June 2026, the average monthly cash on cash return in Highland is 7.00%. The average monthly rental income in Highland is $2,038.

Highland, IL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 39 investment properties available for sale in Highland.

In 2026, the best neighborhood to buy investment property is Highland.

The ROI for Long-Term is higher than the Short-Term in Highland with average rental income of $2,038.

Your search for investment property begins and ends here

Investment Property for Sale in Highland, IL

86 Memorial Court

Highland, IL

3 beds | 2 baths | 1,700 sq.ft.

$200,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.49%

Airbnb Rental Income: $null

Traditional Rental Income: $2038

Airbnb ROI: N/A

Traditional ROI: 7.49%

2712 VULLIET Road

Highland, IL

3 beds | 2 baths | 2,998 sq.ft.

$365,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.69%

Airbnb Rental Income: $null

Traditional Rental Income: $2802

Airbnb ROI: N/A

Traditional ROI: 5.69%

125 Auburn Court #A

Highland, IL

3 beds | 3 baths | 2,188 sq.ft.

$225,999

Airbnb cash on cash: N/A

Traditional cash on cash: 7.98%

Airbnb Rental Income: $null

Traditional Rental Income: $2330

Airbnb ROI: N/A

Traditional ROI: 7.98%

10 BURR OAK Drive

Highland, IL

3 beds | 2 baths | 1,137 sq.ft.

$232,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.84%

Airbnb Rental Income: $null

Traditional Rental Income: $1699

Airbnb ROI: N/A

Traditional ROI: 4.84%

1416 Lindenthal Avenue

Highland, IL

3 beds | 1 baths | 1,340 sq.ft.

$174,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.39%

Airbnb Rental Income: $null

Traditional Rental Income: $811

Airbnb ROI: N/A

Traditional ROI: 1.39%

910 6th Street

Highland, IL

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

$134,900

Airbnb cash on cash: 4.19%

Traditional cash on cash: 8.45%

Airbnb Rental Income: $1425

Traditional Rental Income: $1550

Airbnb ROI: 4.19%

Traditional ROI: 8.45%

150 Field Crossing Drive #A

Highland, IL

3 beds | 2 baths | 1,507 sq.ft.

$225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.24%

Airbnb Rental Income: $null

Traditional Rental Income: $1953

Airbnb ROI: N/A

Traditional ROI: 5.24%

1516 Ash Street

Highland, IL

3 beds | 1 baths | 1,342 sq.ft.

$220,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.88%

Airbnb Rental Income: $null

Traditional Rental Income: $1638

Airbnb ROI: N/A