Real Estate Investment Properties for Sale in Shorewood, IL

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
313 N Raven Road SHOREWOOD, IL NEW YEARS RESOLUTIONS start HERE...with Shorewoods BEST BUY! Beautiful 4bedroom,3 bath spo...	4 beds \| 3 baths \| 2,510 sq.ft.	$389,444	Airbnb cash on cash: -0.2% Traditional cash on cash: 4.84% Airbnb Rental Income: $1553 Traditional Rental Income: $2944 Airbnb ROI: -0.2% Traditional ROI: 4.84%
24433 W Bantry Ln SHOREWOOD, IL Introducing the latest gem in the world of real estate - a brand-new construction ready fo...	4 beds \| 2 baths \| 3,141 sq.ft.	$654,616	Airbnb cash on cash: 0.41% Traditional cash on cash: 4.06% Airbnb Rental Income: $1553 Traditional Rental Income: $3330 Airbnb ROI: 0.41% Traditional ROI: 4.06%
21053 Benjamin Dr SHOREWOOD, IL Newer semi-custom ranch in River Crossing, built by Housing Industry Hall of Fame Inductee...	3 beds \| 2 baths \| 2,256 sq.ft.	$560,000	Airbnb cash on cash: -1.83% Traditional cash on cash: 1.68% Airbnb Rental Income: $1296 Traditional Rental Income: $2725 Airbnb ROI: -1.83% Traditional ROI: 1.68%
25226 Balmoral Drive SHOREWOOD, IL Nestled in the highly sought after Kipling Estates of Shorewood offering incredible amenit...	5 beds \| 3 baths \| 2,635 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.18% Airbnb Rental Income: $null Traditional Rental Income: $2975 Airbnb ROI: N/A Traditional ROI: 3.18%
24539 Bantry Dr SHOREWOOD, IL Better than new! Spacious 4 bedroom, 2.1 bath two story home with 9 ft basement, plumbed f...	4 beds \| 2 baths \| 2,816 sq.ft.	$609,900	Airbnb cash on cash: -1.35% Traditional cash on cash: 2.45% Airbnb Rental Income: $1553 Traditional Rental Income: $3268 Airbnb ROI: -1.35% Traditional ROI: 2.45%
713 Prairie Dr SHOREWOOD, IL Estate Sale, Sold Strictly AS-IS, No Exceptions! Great Opportunity in Shorewood Glen, Ranc...	2 beds \| 2 baths \| 1,465 sq.ft.	$284,500	Airbnb cash on cash: 0.19% Traditional cash on cash: 3.01% Airbnb Rental Income: $1538 Traditional Rental Income: $1880 Airbnb ROI: 0.19% Traditional ROI: 3.01%
18816 S Chestnut Drive SHOREWOOD, IL DON'T MISS THIS BEAUTIFUL ALL BRICK RANCH IN SOUGHT AFTER SADDLEBROOK ESTATES, A QUIET SUB...	3 beds \| 4 baths \| 2,882 sq.ft.	$639,000	Airbnb cash on cash: -1.53% Traditional cash on cash: 3.41% Airbnb Rental Income: $1296 Traditional Rental Income: $3835 Airbnb ROI: -1.53% Traditional ROI: 3.41%
201 Oakwood Drive SHOREWOOD, IL GREAT 3 BEDROOM HOME W/2 CAR ATTACHED GARAGE LOCATED ON LARGE TREED LOT IN SHOREWOOD! PROP...	3 beds \| 1 baths \| 1,248 sq.ft.	$244,900	Airbnb cash on cash: 0.28% Traditional cash on cash: 4.24% Airbnb Rental Income: $1296 Traditional Rental Income: $1806 Airbnb ROI: 0.28% Traditional ROI: 4.24%
21002 Kenmare Drive SHOREWOOD, IL Get ready to fall in love! This impeccably maintained 4-bedroom executive custom home is h...	4 beds \| 4 baths \| 3,543 sq.ft.	$650,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 3.29% Airbnb Rental Income: $1553 Traditional Rental Income: $3788 Airbnb ROI: -1.13% Traditional ROI: 3.29%
1011 Ranchwood Drive SHOREWOOD, IL Welcome to this beautifully maintained home, uniquely situated on a tree-lined street in o...	3 beds \| 3 baths \| 2,674 sq.ft.	$415,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 4.35% Airbnb Rental Income: $1296 Traditional Rental Income: $2912 Airbnb ROI: -0.85% Traditional ROI: 4.35%

Real Estate investment in Shorewood, IL

There are 39 properties for sale in the city of Shorewood . The median list price in Shorewood is $419,750 and the average price per square foot is $207. In February 2026, the average monthly cash on cash return in Shorewood is 3.00%. The average monthly rental income in Shorewood is $2,567.

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

There are 39 investment properties available for sale in Shorewood.

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

The ROI for Long-Term is higher than the Short-Term in Shorewood with average rental income of $2,567.

Your search for investment property begins and ends here

Investment Property for Sale in Shorewood, IL

313 N Raven Road

SHOREWOOD, IL

4 beds | 3 baths | 2,510 sq.ft.

$389,444

Airbnb cash on cash: -0.2%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $1553

Traditional Rental Income: $2944

Airbnb ROI: -0.2%

Traditional ROI: 4.84%

24433 W Bantry Ln

SHOREWOOD, IL

4 beds | 2 baths | 3,141 sq.ft.

$654,616

Airbnb cash on cash: 0.41%

Traditional cash on cash: 4.06%

Airbnb Rental Income: $1553

Traditional Rental Income: $3330

Airbnb ROI: 0.41%

Traditional ROI: 4.06%

21053 Benjamin Dr

SHOREWOOD, IL

3 beds | 2 baths | 2,256 sq.ft.

$560,000

Airbnb cash on cash: -1.83%

Traditional cash on cash: 1.68%

Airbnb Rental Income: $1296

Traditional Rental Income: $2725

Airbnb ROI: -1.83%

Traditional ROI: 1.68%

25226 Balmoral Drive

SHOREWOOD, IL

5 beds | 3 baths | 2,635 sq.ft.

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.18%

Airbnb Rental Income: $null

Traditional Rental Income: $2975

Airbnb ROI: N/A

Traditional ROI: 3.18%

24539 Bantry Dr

SHOREWOOD, IL

4 beds | 2 baths | 2,816 sq.ft.

$609,900

Airbnb cash on cash: -1.35%

Traditional cash on cash: 2.45%

Airbnb Rental Income: $1553

Traditional Rental Income: $3268

Airbnb ROI: -1.35%

Traditional ROI: 2.45%

713 Prairie Dr

SHOREWOOD, IL

2 beds | 2 baths | 1,465 sq.ft.

$284,500

Airbnb cash on cash: 0.19%

Traditional cash on cash: 3.01%

Airbnb Rental Income: $1538

Traditional Rental Income: $1880

Airbnb ROI: 0.19%

Traditional ROI: 3.01%

18816 S Chestnut Drive

SHOREWOOD, IL

3 beds | 4 baths | 2,882 sq.ft.

$639,000

Airbnb cash on cash: -1.53%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $1296

Traditional Rental Income: $3835

Airbnb ROI: -1.53%

Traditional ROI: 3.41%

201 Oakwood Drive

SHOREWOOD, IL

3 beds | 1 baths | 1,248 sq.ft.

$244,900

Airbnb cash on cash: 0.28%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $1296

Traditional Rental Income: $1806

Airbnb ROI: 0.28%