Real Estate Investment Properties for Sale in Highland Park, IL

Looking for investment property in Highland Park, IL with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1378 Mcdaniels Avenue HIGHLAND PARK, IL Experience this exquisite home, nestled on an extra large beautiful lot in Highland Park. ...	4 beds \| 5 baths \| 3,308 sq.ft.	$799,900	Airbnb cash on cash: 3.85% Traditional cash on cash: 3.41% Airbnb Rental Income: $6639 Traditional Rental Income: $5013 Airbnb ROI: 3.85% Traditional ROI: 3.41%
2680 Oak Street HIGHLAND PARK, IL Welcome to a stunning 4 bedroom 4.5 bath custom-build house ,nestled just a block away to ...	4 beds \| 5 baths \| 3,420 sq.ft.	$849,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 2.11% Airbnb Rental Income: $6639 Traditional Rental Income: $3842 Airbnb ROI: 4.01% Traditional ROI: 2.11%
1950 Sheridan Road #401 HIGHLAND PARK, IL Once in a lifetime opportunity to own this exquisite and dramatic penthouse. Welcome to P...	3 beds \| 5 baths \| 4,526 sq.ft.	$3,770,000	Airbnb cash on cash: -1.71% Traditional cash on cash: -1% Airbnb Rental Income: $3513 Traditional Rental Income: $5245 Airbnb ROI: -1.71% Traditional ROI: -1%
864 Sumac Road HIGHLAND PARK, IL Recently updated 4 bed/2.5 bath brick ranch home with fabulous floor plan, high vaulted ce...	4 beds \| 3 baths \| 2,310 sq.ft.	$519,900	Airbnb cash on cash: 7.79% Traditional cash on cash: 2.59% Airbnb Rental Income: $6639 Traditional Rental Income: $2815 Airbnb ROI: 7.79% Traditional ROI: 2.59%
650 Walnut Street #301 HIGHLAND PARK, IL Introducing the North Shore's most exquisite luxury residences, The Wolbright. Occupancy ...	3 beds \| 4 baths \| 4,105 sq.ft.	$2,760,000	Airbnb cash on cash: -0.85% Traditional cash on cash: -0.55% Airbnb Rental Income: $3513 Traditional Rental Income: $3489 Airbnb ROI: -0.85% Traditional ROI: -0.55%
1649 Ravine Terrace HIGHLAND PARK, IL Welcome to 1649 Ravine Terrace - an unparalleled expression of modern luxury living in Eas...	5 beds \| 6 baths \| 9,269 sq.ft.	$3,985,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.11% Airbnb Rental Income: $null Traditional Rental Income: $6273 Airbnb ROI: N/A Traditional ROI: -0.11%
388 N DEERE PARK Drive E HIGHLAND PARK, IL Welcome to an unparalleled residence of opulence and sophistication in prestigious Highlan...	5 beds \| 8 baths \| 14,000 sq.ft.	$2,800,000	Airbnb cash on cash: N/A Traditional cash on cash: -2.41% Airbnb Rental Income: $null Traditional Rental Income: $6301 Airbnb ROI: N/A Traditional ROI: -2.41%
990 Saxony Drive HIGHLAND PARK, IL When you pull up, 990 Saxony stuns you with its curb appeal. A seamless blending of color...	5 beds \| 6 baths \| 5,500 sq.ft.	$1,819,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.84% Airbnb Rental Income: $null Traditional Rental Income: $3887 Airbnb ROI: N/A Traditional ROI: 0.84%
973 Deerfield Road HIGHLAND PARK, IL WELCOME TO YOUR DREAM HOME IN DESIRABLE EAST HIGHLAND PARK! Nothing to do but to move in a...	3 beds \| 3 baths \| 1,504 sq.ft.	$629,900	Airbnb cash on cash: 2.29% Traditional cash on cash: 1.8% Airbnb Rental Income: $3513 Traditional Rental Income: $2451 Airbnb ROI: 2.29% Traditional ROI: 1.8%
1437 Mcdaniels Avenue HIGHLAND PARK, IL Step inside this beautifully located, custom-built home, built in 2016 and renovated in 20...	4 beds \| 5 baths \| 4,463 sq.ft.	$1,199,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 1.31% Airbnb Rental Income: $6639 Traditional Rental Income: $4871 Airbnb ROI: 1.73% Traditional ROI: 1.31%
200 Ivy Lane HIGHLAND PARK, IL Fantastic all brick Braeside home on private cul-de-sac ravine lot with gorgeous ravine vi...	3 beds \| 2 baths \| 2,297 sq.ft.	$875,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 0.41% Airbnb Rental Income: $3513 Traditional Rental Income: $2784 Airbnb ROI: 0.36% Traditional ROI: 0.41%
1560 Oakwood Avenue 205 HIGHLAND PARK, IL Ready now!! Fulton Development condo residence. Magnificient high-end finishes in this 3...	3 beds \| 3 baths \| 2,447 sq.ft.	$1,665,000	Airbnb cash on cash: -1.55% Traditional cash on cash: -1.39% Airbnb Rental Income: $3513 Traditional Rental Income: $2982 Airbnb ROI: -1.55% Traditional ROI: -1.39%
3319 Western Avenue HIGHLAND PARK, IL Welcome to this beautifully updated Limestone and Brick Ranch in Highland Park, offering a...	3 beds \| 2 baths \| 1,650 sq.ft.	$509,900	Airbnb cash on cash: 2.53% Traditional cash on cash: 2.17% Airbnb Rental Income: $3513 Traditional Rental Income: $2564 Airbnb ROI: 2.53% Traditional ROI: 2.17%
1211 Taylor Avenue HIGHLAND PARK, IL Enjoy your peace and quiet with this Highland Park charming brick 4 bedroom raised ranch h...	3 beds \| 2 baths \| 1,525 sq.ft.	$489,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 2.85% Airbnb Rental Income: $3513 Traditional Rental Income: $2539 Airbnb ROI: 3.29% Traditional ROI: 2.85%
1765 Orchid Court HIGHLAND PARK, IL Welcome to this exquisite 2 Bedroom + den "empty nester" ranch nestled in the highly desir...	2 beds \| 4 baths \| 5,208 sq.ft.	$1,275,000	Airbnb cash on cash: -1.34% Traditional cash on cash: -0.33% Airbnb Rental Income: $3250 Traditional Rental Income: $3723 Airbnb ROI: -1.34% Traditional ROI: -0.33%
1732 Richfield Avenue HIGHLAND PARK, IL Welcome Home! This Well-Maintained & Lovingly Cared For Brick/Siding Tri-Level Is Located ...	3 beds \| 2 baths \| 1,972 sq.ft.	$489,900	Airbnb cash on cash: 3.78% Traditional cash on cash: 3.9% Airbnb Rental Income: $3513 Traditional Rental Income: $2794 Airbnb ROI: 3.78% Traditional ROI: 3.9%
1635 Perennial Lane HIGHLAND PARK, IL Fully Renovated LARGE 5 bed 3 bath home with WALK OUT FINISHED BASEMENT to a quiet fenced ...	5 beds \| 3 baths \| 2,300 sq.ft.	$725,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.07% Airbnb Rental Income: $null Traditional Rental Income: $3121 Airbnb ROI: N/A Traditional ROI: 2.07%
1050 Devonshire Court HIGHLAND PARK, IL Welcome to 1050 Devonshire Court, a beautifully updated split-level home nestled on a tran...	4 beds \| 3 baths \| 1 sq.ft.	$575,000	Airbnb cash on cash: 7.09% Traditional cash on cash: 1.08% Airbnb Rental Income: $6639 Traditional Rental Income: $2119 Airbnb ROI: 7.09% Traditional ROI: 1.08%

Real Estate investment in Highland-park, IL

There are 29 properties for sale in the city of Highland Park . The median list price in Highland Park is $824,450 and the average price per square foot is $235. In November 2024, the average monthly cash on cash return in Highland Park is 1.00%. The average monthly rental income in Highland Park is $3,101.

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

There are 29 investment properties available for sale in Highland-park.

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

The ROI for Short-Term is higher than the Long-Term in Highland-park with average rental income of $3,513.

Your search for investment property begins and ends here

Investment Property for Sale in Highland Park, IL

1378 Mcdaniels Avenue

HIGHLAND PARK, IL

4 beds | 5 baths | 3,308 sq.ft.

$799,900

Airbnb cash on cash: 3.85%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $6639

Traditional Rental Income: $5013

Airbnb ROI: 3.85%

Traditional ROI: 3.41%

2680 Oak Street

HIGHLAND PARK, IL

4 beds | 5 baths | 3,420 sq.ft.

$849,000

Airbnb cash on cash: 4.01%

Traditional cash on cash: 2.11%

Airbnb Rental Income: $6639

Traditional Rental Income: $3842

Airbnb ROI: 4.01%

Traditional ROI: 2.11%

1950 Sheridan Road #401

HIGHLAND PARK, IL

3 beds | 5 baths | 4,526 sq.ft.

$3,770,000

Airbnb cash on cash: -1.71%

Traditional cash on cash: -1%

Airbnb Rental Income: $3513

Traditional Rental Income: $5245

Airbnb ROI: -1.71%

Traditional ROI: -1%

864 Sumac Road

HIGHLAND PARK, IL

4 beds | 3 baths | 2,310 sq.ft.

$519,900

Airbnb cash on cash: 7.79%

Traditional cash on cash: 2.59%

Airbnb Rental Income: $6639

Traditional Rental Income: $2815

Airbnb ROI: 7.79%

Traditional ROI: 2.59%

650 Walnut Street #301

HIGHLAND PARK, IL

3 beds | 4 baths | 4,105 sq.ft.

$2,760,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: -0.55%

Airbnb Rental Income: $3513

Traditional Rental Income: $3489

Airbnb ROI: -0.85%

Traditional ROI: -0.55%

1649 Ravine Terrace

HIGHLAND PARK, IL

5 beds | 6 baths | 9,269 sq.ft.

$3,985,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.11%

Airbnb Rental Income: $null

Traditional Rental Income: $6273

Airbnb ROI: N/A

Traditional ROI: -0.11%

388 N DEERE PARK Drive E

HIGHLAND PARK, IL

5 beds | 8 baths | 14,000 sq.ft.

$2,800,000

Airbnb cash on cash: N/A

Traditional cash on cash: -2.41%

Airbnb Rental Income: $null

Traditional Rental Income: $6301

Airbnb ROI: N/A

Traditional ROI: -2.41%

990 Saxony Drive

HIGHLAND PARK, IL

5 beds | 6 baths | 5,500 sq.ft.

$1,819,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.84%

Airbnb Rental Income: $null

Traditional Rental Income: $3887

Airbnb ROI: N/A