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
2020 Broadway Highland, IL INVESTOR/SELLER IS SELLING REAL ESTATE PORTFOLIO (15 PROPERTIES TOTAL)! ALL PROPERTIES ARE...	3 beds \| 1 baths \| 1,144 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.66% Airbnb Rental Income: $null Traditional Rental Income: $1642 Airbnb ROI: N/A Traditional ROI: 5.66%
1000 13th Street Highland, IL INVESTOR/SELLER IS SELLING REAL ESTATE PORTFOLIO (15 PROPERTIES TOTAL)! ALL PROPERTIES ARE...	3 beds \| 1 baths \| 1,062 sq.ft.	$139,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.99% Airbnb Rental Income: $null Traditional Rental Income: $1665 Airbnb ROI: N/A Traditional ROI: 8.99%
1011 13th Street Highland, IL INVESTOR/SELLER IS SELLING REAL ESTATE PORTFOLIO (15 PROPERTIES TOTAL)! ALL PROPERTIES ARE...	4 beds \| 2 baths \| 1,722 sq.ft.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.35% Airbnb Rental Income: $null Traditional Rental Income: $2271 Airbnb ROI: N/A Traditional ROI: 10.35%
3437 Fairway Drive Highland, IL Welcome to this STUNNING 1 1/2 story STATELY Custom-Built BEAUTY located on almost 1 acre ...	4 beds \| 4 baths \| 3,252 sq.ft.	$680,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.07% Airbnb Rental Income: $null Traditional Rental Income: $3854 Airbnb ROI: N/A Traditional ROI: 3.07%
1523 Pine Street Highland, IL INVESTOR/SELLER IS SELLING REAL ESTATE PORTFOLIO (15 PROPERTIES TOTAL)! ALL PROPERTIES ARE...	1 beds \| 1 baths \| 903 sq.ft.	$129,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.84% Airbnb Rental Income: $null Traditional Rental Income: $1430 Airbnb ROI: N/A Traditional ROI: 7.84%
13745 Kayser Road Highland, IL The moment you arrive you know you are home. Full brick open concept ranch on 3 acres. Inv...	4 beds \| 3 baths \| 3,219 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.05% Airbnb Rental Income: $null Traditional Rental Income: $2706 Airbnb ROI: N/A Traditional ROI: 4.05%
1325 Pine Street Highland, IL Downtown Highland, easy walking distance to the square and restaurants close by. Stately b...	4 beds \| 2 baths \| 1,784 sq.ft.	$198,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.55% Airbnb Rental Income: $null Traditional Rental Income: $1222 Airbnb ROI: N/A Traditional ROI: 3.55%
2149 Hill Crest Drive Highland, IL A beautiful home on a large lot with that "out of town" feel, but close enough to enjoy th...	3 beds \| 3 baths \| 1,950 sq.ft.	$254,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.12% Airbnb Rental Income: $null Traditional Rental Income: $2584 Airbnb ROI: N/A Traditional ROI: 7.12%
1132 New Trenton Road Highland, IL Here is your opportunity to invest in a 1.5 story house with a 2-car garage on a big lot. ...	3 beds \| 2 baths \| 2,952 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.28% Airbnb Rental Income: $null Traditional Rental Income: $2545 Airbnb ROI: N/A Traditional ROI: 2.28%
2617 Pine View Drive Highland, IL NO STEPS!!! QUALITY NEW CONSTRUCTION W/OPEN CONCEPT FLOOR PLAN with engineered wood floor...	3 beds \| 2 baths \| 1,621 sq.ft.	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 1% Airbnb Rental Income: $null Traditional Rental Income: $2113 Airbnb ROI: N/A Traditional ROI: 1%
1420 8th Street Highland, IL INVESTOR/SELLER IS SELLING REAL ESTATE PORTFOLIO (15 PROPERTIES TOTAL)! ALL PROPERTIES ARE...	3 beds \| 1 baths \| 1,622 sq.ft.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.95% Airbnb Rental Income: $null Traditional Rental Income: $1806 Airbnb ROI: N/A Traditional ROI: 9.95%
704 Washington Street Highland, IL INVESTOR/SELLER IS SELLING REAL ESTATE PORTFOLIO (15 PROPERTIES TOTAL)! ALL PROPERTIES ARE...	2 beds \| 1 baths \| 1,222 sq.ft.	$144,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.23% Airbnb Rental Income: $null Traditional Rental Income: $1654 Airbnb ROI: N/A Traditional ROI: 8.23%
219 Sycamore Street #A & B Highland, IL INVESTOR/SELLER IS SELLING REAL ESTATE PORTFOLIO (15 PROPERTIES TOTAL)! ALL PROPERTIES ARE...	N/A beds \| N/A baths \| 2,419 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.37% Airbnb Rental Income: $null Traditional Rental Income: $1679 Airbnb ROI: N/A Traditional ROI: 7.37%
1205 Zschokke Street Highland, IL INVESTOR/SELLER IS SELLING REAL ESTATE PORTFOLIO (15 PROPERTIES TOTAL)! ALL PROPERTIES ARE...	2 beds \| 1 baths \| 819 sq.ft.	$99,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.59% Airbnb Rental Income: $null Traditional Rental Income: $1392 Airbnb ROI: N/A Traditional ROI: 11.59%
900 12th Street Highland, IL INVESTOR/SELLER IS SELLING REAL ESTATE PORTFOLIO (15 PROPERTIES TOTAL)! ALL PROPERTIES ARE...	2 beds \| 1 baths \| 1,020 sq.ft.	$125,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.71% Airbnb Rental Income: $null Traditional Rental Income: $1506 Airbnb ROI: N/A Traditional ROI: 9.71%
1305 13th Street Highland, IL INVESTOR/SELLER IS SELLING REAL ESTATE PORTFOLIO (15 PROPERTIES TOTAL)! ALL PROPERTIES ARE...	3 beds \| 1 baths \| 1,556 sq.ft.	$149,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.16% Airbnb Rental Income: $null Traditional Rental Income: $1804 Airbnb ROI: N/A Traditional ROI: 9.16%
308 Walnut Street #A & B Highland, IL : INVESTOR/SELLER IS SELLING REAL ESTATE PORTFOLIO (15 PROPERTIES TOTAL)! ALL PROPERTIES A...	N/A beds \| N/A baths \| 2,037 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $1733 Airbnb ROI: N/A Traditional ROI: 3.96%
3321 Fairway Drive Highland, IL Exquisite architectural details and craftsmanship abound in this one owner home! Spectacu...	5 beds \| 6 baths \| 5,535 sq.ft.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.41% Airbnb Rental Income: $null Traditional Rental Income: $7001 Airbnb ROI: N/A Traditional ROI: 6.41%
807 9th Street Highland, IL Built in the 1860âs in the original section of Highland! Experience downtown living in ...	4 beds \| 2 baths \| 2,735 sq.ft.	$239,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.53% Airbnb Rental Income: $null Traditional Rental Income: $2349 Airbnb ROI: N/A Traditional ROI: 7.53%
14484 Shady Oak Lane Highland, IL ENJOY THE BEST OF COUNTRY LIVING ON YOUR 3 ACRE WILDLIFE SANCTUARY (DEER, TURKEY, FOXES......	3 beds \| 3 baths \| 2,116 sq.ft.	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.9% Airbnb Rental Income: $null Traditional Rental Income: $2714 Airbnb ROI: N/A Traditional ROI: 4.9%
1112 Lindenthal Highland, IL Get ready to enjoy this year's holiday parade right from the comfort of your yard! This de...	3 beds \| 2 baths \| 1,473 sq.ft.	$167,000	Airbnb cash on cash: N/A Traditional cash on cash: 10% Airbnb Rental Income: $null Traditional Rental Income: $2170 Airbnb ROI: N/A Traditional ROI: 10%
1418 19th Street Highland, IL Conveniently located near schools and park on a spacious corner lot, this home has so much...	3 beds \| 2 baths \| 1,340 sq.ft.	$157,500	Airbnb cash on cash: N/A Traditional cash on cash: 10.72% Airbnb Rental Income: $null Traditional Rental Income: $1948 Airbnb ROI: N/A Traditional ROI: 10.72%
5518 Oak Street Highland, IL Look no further you have found the one! This updated tri-level has so much to offer. It's ...	3 beds \| 3 baths \| 2,047 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.94% Airbnb Rental Income: $null Traditional Rental Income: $2999 Airbnb ROI: N/A Traditional ROI: 6.94%
4837 Cedar Spring Drive Highland, IL This beautiful home features an open floor plan with a newly remodeled kitchen, boasting s...	4 beds \| 3 baths \| 1,951 sq.ft.	$358,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.56% Airbnb Rental Income: $null Traditional Rental Income: $2423 Airbnb ROI: N/A Traditional ROI: 4.56%
13308 Field Crest Road Highland, IL Stunning custom built 2 story on 3.53 acres offers upscale amenities and a welcoming atmos...	5 beds \| 4 baths \| 3,132 sq.ft.	$569,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.25% Airbnb Rental Income: $null Traditional Rental Income: $3212 Airbnb ROI: N/A Traditional ROI: 3.25%
716 Zschokke Street Highland, IL Nice full brick, ranch style home in downtown Highland. Attached garage and concrete drive...	2 beds \| 1 baths \| 1,064 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.9% Airbnb Rental Income: $null Traditional Rental Income: $1564 Airbnb ROI: N/A Traditional ROI: 7.9%
13326 Sugar Creek Road Highland, IL Welcome Home! Step inside this brick front ranch 4 bedroom 4 bath home on a serene 2 acres...	4 beds \| 4 baths \| 3,041 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.2% Airbnb Rental Income: $null Traditional Rental Income: $3535 Airbnb ROI: N/A Traditional ROI: 7.2%
1229 Lynn Street Highland, IL Looking for a place to call home in a quiet neighborhood? Look no further! This cute cozy ...	2 beds \| 1 baths \| 980 sq.ft.	$140,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.39% Airbnb Rental Income: $null Traditional Rental Income: $1440 Airbnb ROI: N/A Traditional ROI: 7.39%

Real Estate investment in Highland, IL

There are 42 properties for sale in the city of Highland . The median list price in Highland is $198,500 and the average price per square foot is $93. In November 2024, the average monthly cash on cash return in Highland is 7.00%. The average monthly rental income in Highland is $2,113.

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

There are 42 investment properties available for sale in Highland.

The ROI for Short-Term is higher than the Long-Term in Highland with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Highland, IL

2020 Broadway

Highland, IL

3 beds | 1 baths | 1,144 sq.ft.

$199,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.66%

Airbnb Rental Income: $null

Traditional Rental Income: $1642

Airbnb ROI: N/A

Traditional ROI: 5.66%

1000 13th Street

Highland, IL

3 beds | 1 baths | 1,062 sq.ft.

$139,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.99%

Airbnb Rental Income: $null

Traditional Rental Income: $1665

Airbnb ROI: N/A

Traditional ROI: 8.99%

1011 13th Street

Highland, IL

4 beds | 2 baths | 1,722 sq.ft.

$175,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.35%

Airbnb Rental Income: $null

Traditional Rental Income: $2271

Airbnb ROI: N/A

Traditional ROI: 10.35%

3437 Fairway Drive

Highland, IL

4 beds | 4 baths | 3,252 sq.ft.

$680,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.07%

Airbnb Rental Income: $null

Traditional Rental Income: $3854

Airbnb ROI: N/A

Traditional ROI: 3.07%

1523 Pine Street

Highland, IL

1 beds | 1 baths | 903 sq.ft.

$129,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.84%

Airbnb Rental Income: $null

Traditional Rental Income: $1430

Airbnb ROI: N/A

Traditional ROI: 7.84%

13745 Kayser Road

Highland, IL

4 beds | 3 baths | 3,219 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.05%

Airbnb Rental Income: $null

Traditional Rental Income: $2706

Airbnb ROI: N/A

Traditional ROI: 4.05%

1325 Pine Street

Highland, IL

4 beds | 2 baths | 1,784 sq.ft.

$198,500

Airbnb cash on cash: N/A

Traditional cash on cash: 3.55%

Airbnb Rental Income: $null

Traditional Rental Income: $1222

Airbnb ROI: N/A

Traditional ROI: 3.55%

2149 Hill Crest Drive

Highland, IL

3 beds | 3 baths | 1,950 sq.ft.

$254,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.12%

Airbnb Rental Income: $null

Traditional Rental Income: $2584

Airbnb ROI: N/A