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
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.	$379,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.43% Airbnb Rental Income: $null Traditional Rental Income: $2802 Airbnb ROI: N/A Traditional ROI: 5.43%
1105 Tulip Lane Highland, IL This is the one! Welcome to this fully updated 3 bed, 3 bath stunner in Highland, where st...	3 beds \| 3 baths \| 1,890 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.76% Airbnb Rental Income: $null Traditional Rental Income: $2289 Airbnb ROI: N/A Traditional ROI: 5.76%
12801 Sarah Drive Highland, IL THIS BEAUTY HAS IT ALL!!! PEACEFUL, COUNTRY LIVING W/CITY CONVENIENCE LOCATED ON 2.18 ACRE...	3 beds \| 3 baths \| 2,735 sq.ft.	$470,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.52% Airbnb Rental Income: $null Traditional Rental Income: $2596 Airbnb ROI: N/A Traditional ROI: 3.52%
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%
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%
70 Marker Drive #A Highland, IL Welcome 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: 0.59% Traditional cash on cash: 0.93% Airbnb Rental Income: $1496 Traditional Rental Income: $1139 Airbnb ROI: 0.59% Traditional ROI: 0.93%
613 Washington Street Highland, IL MOTIVATED 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 Traditional cash on cash: 11.65% Airbnb Rental Income: $null Traditional Rental Income: $1514 Airbnb ROI: N/A Traditional ROI: 11.65%
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: 4.65% Traditional cash on cash: 8.45% Airbnb Rental Income: $1496 Traditional Rental Income: $1550 Airbnb ROI: 4.65% Traditional ROI: 8.45%
55 Bridgewater Lane #A Highland, IL RELAX & 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 Traditional cash on cash: 6.06% Airbnb Rental Income: $null Traditional Rental Income: $2318 Airbnb ROI: N/A Traditional ROI: 6.06%
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%
1515 Laurel Street Highland, IL Welcome 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 Traditional cash on cash: 8.92% Airbnb Rental Income: $null Traditional Rental Income: $1432 Airbnb ROI: N/A Traditional ROI: 8.92%
601 PINE Highland, IL Beautiful and move-in ready, this spacious 4-bedroom, 2-bath home offers the perfect blend...	4 beds \| 2 baths \| 1,576 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.2% Airbnb Rental Income: $null Traditional Rental Income: $2012 Airbnb ROI: N/A Traditional ROI: 7.2%
135 Independence Drive Highland, IL LIST/SOLD SAME DAY! Timeless & Elegant! Spectacular Walk-Out Ranch in the Gorgeous Libert...	3 beds \| 2 baths \| 2,247 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.4% Airbnb Rental Income: $null Traditional Rental Income: $2524 Airbnb ROI: N/A Traditional ROI: 2.4%
1914 Zschokke Street Highland, IL âComing Soonâ Showings begin Friday, April 17th! Welcome to your DREAM home! This be...	3 beds \| 2 baths \| 2,136 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.56% Airbnb Rental Income: $null Traditional Rental Income: $2475 Airbnb ROI: N/A Traditional ROI: 7.56%
2160 Hill Crest Drive Highland, IL EXCELLENT HOME IN SECLUDED NEIGHBORHOOD NEAR PARK, WALKING/BIKE TRAIL, & SCHOOLS; FEATURIN...	3 beds \| 3 baths \| 1,615 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.17% Airbnb Rental Income: $null Traditional Rental Income: $2224 Airbnb ROI: N/A Traditional ROI: 5.17%
13103 Trestle Road Highland, IL	3 beds \| 1 baths \| 2,078 sq.ft.	$300,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.79% Airbnb Rental Income: $null Traditional Rental Income: $1552 Airbnb ROI: N/A Traditional ROI: 2.79%
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! OPEN HOUSE THURSDAY MAY 14th 5pm-7pm and SUNDAY MAY 17th 1pm-3pm Welcome ...	3 beds \| 2 baths \| 2,094 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.33% Airbnb Rental Income: $null Traditional Rental Income: $1624 Airbnb ROI: N/A Traditional ROI: 4.33%
13102 Trestle Road Highland, IL Agent owned! Luxury living meets modern design in this nearly 5,000 sq ft, fully remodeled...	5 beds \| 5 baths \| 4,940 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.95% Airbnb Rental Income: $null Traditional Rental Income: $4892 Airbnb ROI: N/A Traditional ROI: 6.95%
150 Field Crossing Drive #A Highland, IL PRICE REDUCTION! Welcome to this move-in ready 3 bed, 2 bath villa located in the desirabl...	3 beds \| 2 baths \| 1,507 sq.ft.	$264,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $1953 Airbnb ROI: N/A Traditional ROI: 4.32%
1304 Main Street Highland, IL Charming 2-bed, 1-bath home with modern finishes and full brick exterior. Enjoy privacy wi...	2 beds \| 1 baths \| 896 sq.ft.	$159,000	Airbnb cash on cash: 3.81% Traditional cash on cash: 5.47% Airbnb Rental Income: $1496 Traditional Rental Income: $1310 Airbnb ROI: 3.81% Traditional ROI: 5.47%
200 Field Crossing Drive #A Highland, IL Charming and low-maintenance 1-story villa offering comfortable, accessible living! This w...	2 beds \| 2 baths \| 1,281 sq.ft.	$210,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 6.67% Airbnb Rental Income: $1496 Traditional Rental Income: $1944 Airbnb ROI: 2.22% Traditional ROI: 6.67%
85 Sunray Drive Highland, IL Lake Life! Come check out this split-level home that is right on the lake with a beautiful...	2 beds \| 3 baths \| 2,420 sq.ft.	$300,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 6.62% Airbnb Rental Income: $1496 Traditional Rental Income: $2798 Airbnb ROI: 0.46% Traditional ROI: 6.62%

Real Estate investment in Highland, IL

There are 37 properties for sale in the city of Highland . The median list price in Highland is $282,400 and the average price per square foot is $160. In May 2026, the average monthly cash on cash return in Highland is 6.00%. The average monthly rental income in Highland is $2,098.

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

There are 37 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 $2,098.

Your search for investment property begins and ends here

Investment Property for Sale in Highland, IL

2712 VULLIET Road

Highland, IL

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

$379,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.43%

Airbnb Rental Income: $null

Traditional Rental Income: $2802

Airbnb ROI: N/A

Traditional ROI: 5.43%

1105 Tulip Lane

Highland, IL

3 beds | 3 baths | 1,890 sq.ft.

$285,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.76%

Airbnb Rental Income: $null

Traditional Rental Income: $2289

Airbnb ROI: N/A

Traditional ROI: 5.76%

12801 Sarah Drive

Highland, IL

3 beds | 3 baths | 2,735 sq.ft.

$470,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.52%

Airbnb Rental Income: $null

Traditional Rental Income: $2596

Airbnb ROI: N/A

Traditional ROI: 3.52%

12532 Tree Line Drive

Highland, IL

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%

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%

70 Marker Drive #A

Highland, IL

2 beds | 2 baths | 1,322 sq.ft.

$249,900

Airbnb cash on cash: 0.59%

Traditional cash on cash: 0.93%

Airbnb Rental Income: $1496

Traditional Rental Income: $1139

Airbnb ROI: 0.59%

Traditional ROI: 0.93%

613 Washington Street

Highland, IL

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

$115,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.65%

Airbnb Rental Income: $null

Traditional Rental Income: $1514

Airbnb ROI: N/A

Traditional ROI: 11.65%

910 6th Street

Highland, IL

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

$134,900

Airbnb cash on cash: 4.65%

Traditional cash on cash: 8.45%

Airbnb Rental Income: $1496

Traditional Rental Income: $1550

Airbnb ROI: 4.65%