Real Estate Investment Properties for Sale in Highwood, IL

Looking for investment property in Highwood, IL with high ROI ?

Explore a variety of short-term homes & houses in Highwood, IL. Invest wisely with VRBO & Highwood, 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 Highwood, IL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
No properties are listed in Highwood, Illinois at the moment.
Other Investment Properties for Sale in Illinois
5737 S Maplewood Avenue Chicago , IL Legal 2 unit bluilding, with finished basement (4-2-1)Versatile 2-Flat) Discover the per...	4 beds \| N/A baths \| N/A	$414,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.27% Airbnb Rental Income: $null Traditional Rental Income: $2430 Airbnb ROI: N/A Traditional ROI: 4.27%
1155 W 111th Street Chicago , IL 2-bedroom, 1-bath half duplex in Morgan Park. This home has a full basement and detached ...	2 beds \| 1 baths \| 1,264 sq.ft.	$170,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.89% Airbnb Rental Income: $null Traditional Rental Income: $1570 Airbnb ROI: N/A Traditional ROI: 6.89%
5737 N Oriole Avenue Chicago , IL Perfect LOCATION! This lovely updated brick home is ideally situated close to exceptional ...	2 beds \| 2 baths \| 1,875 sq.ft.	$440,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 3.95% Airbnb Rental Income: $1741 Traditional Rental Income: $2596 Airbnb ROI: 0.71% Traditional ROI: 3.95%
4836 S Dorchester Avenue Chicago , IL Stunning 3-Flat Georgian Style Multi-Family Building in Hyde Park, where historical elegan...	6 beds \| N/A baths \| N/A	$1,150,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 0.32% Airbnb Rental Income: $7292 Traditional Rental Income: $2659 Airbnb ROI: 3.33% Traditional ROI: 0.32%
1122 W Catalpa Avenue #501 Chicago , IL Beautifully appointed move-in ready corner unit concrete loft drenched in natural light st...	2 beds \| 2 baths \| N/A	$299,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 1.51% Airbnb Rental Income: $2832 Traditional Rental Income: $2382 Airbnb ROI: 0.76% Traditional ROI: 1.51%
5455 N Sheridan Road #1415 Chicago , IL Incredible lake, park and city views from this corner unit 1 bed, 1 bath condo at Edgewate...	1 beds \| 1 baths \| 980 sq.ft.	$214,900	Airbnb cash on cash: 0.62% Traditional cash on cash: 2.44% Airbnb Rental Income: $2248 Traditional Rental Income: $2056 Airbnb ROI: 0.62% Traditional ROI: 2.44%
4624 N COMMONS Drive #309 Chicago , IL Bright and Spacious 3rd-Floor Condo in desirable Pueblo Commons on Chicago's Northwest Sid...	1 beds \| 1 baths \| 800 sq.ft.	$154,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 6.42% Airbnb Rental Income: $1663 Traditional Rental Income: $1781 Airbnb ROI: 2.45% Traditional ROI: 6.42%
1711 W Division Street #204 Chicago , IL Impressive, light-filled condo in a boutique elevator building set in the heart of Wicker ...	2 beds \| 2 baths \| 1,750 sq.ft.	$749,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 0.41% Airbnb Rental Income: $3941 Traditional Rental Income: $2848 Airbnb ROI: 0.77% Traditional ROI: 0.41%
1619 N BELL Avenue Chicago , IL Welcome to your new home that embodies the epitome of luxury, located in the vibrant heart...	5 beds \| 4 baths \| 4,350 sq.ft.	$1,899,000	Airbnb cash on cash: 1.05% Traditional cash on cash: -0.21% Airbnb Rental Income: $7817 Traditional Rental Income: $4093 Airbnb ROI: 1.05% Traditional ROI: -0.21%
840 N Lake Shore Drive #1502 Chicago , IL This stunning two-bedroom, two-and-a-half-bath condo in one of Chicago's premier buildings...	2 beds \| 3 baths \| 2,158 sq.ft.	$1,395,000	Airbnb cash on cash: -1.91% Traditional cash on cash: -2.14% Airbnb Rental Income: $5454 Traditional Rental Income: $4062 Airbnb ROI: -1.91% Traditional ROI: -2.14%
1815 N Harding Avenue Chicago , IL BRICK BUNGALOW LOCATED IN QUIET TREE LINED STREET. 3 LEVEL OF LIVING SPACE. ZIP CODE 60647...	4 beds \| 3 baths \| N/A	$519,000	Airbnb cash on cash: 8.95% Traditional cash on cash: 4.9% Airbnb Rental Income: $6798 Traditional Rental Income: $3509 Airbnb ROI: 8.95% Traditional ROI: 4.9%
3438 N Harlem Ave #2 Chicago , IL	3 beds \| 2 baths \| 1,500 sq.ft.	$339,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 2.96% Airbnb Rental Income: $1896 Traditional Rental Income: $2308 Airbnb ROI: 0.08% Traditional ROI: 2.96%

Real Estate investment in Highwood, IL

There are 0 properties for sale in the city of Highwood . The median list price in Highwood is $200,000 and the average price per square foot is $154. In December 2024, the average monthly cash on cash return in Highwood is 6.00%. The average monthly rental income in Highwood is $2,015.

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

There are 0 investment properties available for sale in Highwood.

In 2024, the best neighborhood to buy investment property is HIGHWOOD.

The ROI for Long-Term is higher than the Short-Term in Highwood with average rental income of $2,015.

Your search for investment property begins and ends here

Investment Property for Sale in Highwood, IL

Other Investment Properties for Sale in Illinois

Chicago , IL

4 beds | N/A baths | N/A

$414,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.27%

Airbnb Rental Income: $null

Traditional Rental Income: $2430

Airbnb ROI: N/A

Traditional ROI: 4.27%

Chicago , IL

2 beds | 1 baths | 1,264 sq.ft.

$170,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.89%

Airbnb Rental Income: $null

Traditional Rental Income: $1570

Airbnb ROI: N/A

Traditional ROI: 6.89%

Chicago , IL

2 beds | 2 baths | 1,875 sq.ft.

$440,000

Airbnb cash on cash: 0.71%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $1741

Traditional Rental Income: $2596

Airbnb ROI: 0.71%

Traditional ROI: 3.95%

Chicago , IL

6 beds | N/A baths | N/A

$1,150,000

Airbnb cash on cash: 3.33%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $7292

Traditional Rental Income: $2659

Airbnb ROI: 3.33%

Traditional ROI: 0.32%

Chicago , IL

2 beds | 2 baths | N/A

$299,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: 1.51%

Airbnb Rental Income: $2832

Traditional Rental Income: $2382

Airbnb ROI: 0.76%

Traditional ROI: 1.51%

Chicago , IL

1 beds | 1 baths | 980 sq.ft.

$214,900

Airbnb cash on cash: 0.62%

Traditional cash on cash: 2.44%

Airbnb Rental Income: $2248

Traditional Rental Income: $2056

Airbnb ROI: 0.62%

Traditional ROI: 2.44%

Chicago , IL

1 beds | 1 baths | 800 sq.ft.

$154,000

Airbnb cash on cash: 2.45%

Traditional cash on cash: 6.42%

Airbnb Rental Income: $1663

Traditional Rental Income: $1781

Airbnb ROI: 2.45%

Traditional ROI: 6.42%

Chicago , IL

2 beds | 2 baths | 1,750 sq.ft.

$749,000

Airbnb cash on cash: 0.77%

Traditional cash on cash: 0.41%

Airbnb Rental Income: $3941

Traditional Rental Income: $2848

Airbnb ROI: 0.77%

Traditional ROI: 0.41%

Chicago , IL

5 beds | 4 baths | 4,350 sq.ft.

$1,899,000

Airbnb cash on cash: 1.05%

Traditional cash on cash: -0.21%

Airbnb Rental Income: $7817