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
1018 Butterfield Circle E SHOREWOOD, IL Spacious 4-Bedroom Home with Theater Room & Loft on over 1/4 acre in KIPLING ESTATES-Clubh...	4 beds \| 4 baths \| 4,600 sq.ft.	$460,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 5.2% Airbnb Rental Income: $1553 Traditional Rental Income: $3753 Airbnb ROI: -0.95% Traditional ROI: 5.2%
19057 S Saddlebrook Drive SHOREWOOD, IL Come see this beautiful 4 bedroom, 3.5 bath home sitting on a 0.75 acre lot in rarely avai...	4 beds \| 4 baths \| 4,038 sq.ft.	$724,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 2.68% Airbnb Rental Income: $1553 Traditional Rental Income: $3860 Airbnb ROI: -1.4% Traditional ROI: 2.68%
21407 Bay Tree Court SHOREWOOD, IL YES!!!! You can be in this beautiful quality constructed 4 Bedroom 2.5 bath ranch home in ...	3 beds \| 3 baths \| 2,500 sq.ft.	$554,750	Airbnb cash on cash: -0.63% Traditional cash on cash: 3.44% Airbnb Rental Income: $1296 Traditional Rental Income: $2997 Airbnb ROI: -0.63% Traditional ROI: 3.44%
515 David Drive SHOREWOOD, IL This beautifully maintained 5-bedroom, (4 bedrooms upstairs and one in the basement) 2-sto...	4 beds \| 3 baths \| 2,204 sq.ft.	$415,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 3.39% Airbnb Rental Income: $1553 Traditional Rental Income: $2568 Airbnb ROI: -0.37% Traditional ROI: 3.39%
21208 S Meadowview Lane SHOREWOOD, IL Beautiful Home! Over 3700 sq. ft. home w/ upgrades galore. 2024 NEW roof, siding, gutters ...	4 beds \| 4 baths \| 3,797 sq.ft.	$519,000	Airbnb cash on cash: -1.31% Traditional cash on cash: 3.2% Airbnb Rental Income: $1553 Traditional Rental Income: $3290 Airbnb ROI: -1.31% Traditional ROI: 3.2%
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.	$249,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 4.19% Airbnb Rental Income: $1296 Traditional Rental Income: $1815 Airbnb ROI: 0.26% Traditional ROI: 4.19%
616 Ca Crest Drive SHOREWOOD, IL Charming 3-bedroom, 3-bath ranch with a finished basement, conveniently located near Route...	3 beds \| 3 baths \| 2,912 sq.ft.	$380,000	Airbnb cash on cash: -0.44% Traditional cash on cash: 5.28% Airbnb Rental Income: $1296 Traditional Rental Income: $2930 Airbnb ROI: -0.44% Traditional ROI: 5.28%
24433 W Bantry Lane SHOREWOOD, IL Introducing the latest gem in the world of real estate - a brand-new construction ready fo...	4 beds \| 3 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%
21037 Coventry Circle SHOREWOOD, IL Stylish and sophisticated, this Dunbar model in Westminster Gardens is better than new! Bu...	3 beds \| 3 baths \| 2,681 sq.ft.	$515,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 3.23% Airbnb Rental Income: $1296 Traditional Rental Income: $3038 Airbnb ROI: -1.23% Traditional ROI: 3.23%
21053 Benjamin Drive 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%
24614 Kaylee Street SHOREWOOD, IL Imagine the memories you and your loved ones will create in this 4-bedroom, 2.5-bath home ...	4 beds \| 3 baths \| 2,660 sq.ft.	$490,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 3.28% Airbnb Rental Income: $1553 Traditional Rental Income: $2992 Airbnb ROI: -0.84% Traditional ROI: 3.28%
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%
1604 Augusta Lane SHOREWOOD, IL Welcome to this beautifully maintained, maintenance-free ranch home offering the ease of s...	2 beds \| 2 baths \| 1,344 sq.ft.	$334,900	Airbnb cash on cash: -0.07% Traditional cash on cash: 3.2% Airbnb Rental Income: $1538 Traditional Rental Income: $2120 Airbnb ROI: -0.07% Traditional ROI: 3.2%
24620 W River Crossing Drive SHOREWOOD, IL AP HOMES PROUDLY SHOWCASES THE "CYPRESS " MODEL,OFFERS A BRICK FRONT, PLUS A 3 CAR GARA...	3 beds \| 2 baths \| 2,442 sq.ft.	$630,689	Airbnb cash on cash: 0.1% Traditional cash on cash: 3.27% Airbnb Rental Income: $1296 Traditional Rental Income: $2756 Airbnb ROI: 0.1% Traditional ROI: 3.27%
24539 Bantry Drive SHOREWOOD, IL Better than new! Spacious 4 bedroom, 2.1 bath two story home with 9 ft basement, plumbed ...	4 beds \| 3 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%
20937 Ron Lee Drive SHOREWOOD, IL Discover the perfect blend of comfort and functionality in this unique tri-level home-comp...	3 beds \| 2 baths \| 2,271 sq.ft.	$399,900	Airbnb cash on cash: -0.55% Traditional cash on cash: 3.09% Airbnb Rental Income: $1296 Traditional Rental Income: $2256 Airbnb ROI: -0.55% Traditional ROI: 3.09%
24445 W River Crossing Drive SHOREWOOD, IL IMMEDIATE OCCUPANCY! MOVE IN BY CHRISTMAS! AP HOMES PROUDLY SHOWCASES THE "CYPRESS " MODE...	3 beds \| 3 baths \| 2,442 sq.ft.	$648,514	Airbnb cash on cash: 0.09% Traditional cash on cash: 2.34% Airbnb Rental Income: $1296 Traditional Rental Income: $2256 Airbnb ROI: 0.09% Traditional ROI: 2.34%

Real Estate investment in Shorewood, IL

There are 23 properties for sale in the city of Shorewood . The median list price in Shorewood is $489,000 and the average price per square foot is $193. In December 2025, the average monthly cash on cash return in Shorewood is 3.00%. The average monthly rental income in Shorewood is $2,756.

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

There are 23 investment properties available for sale in Shorewood.

In 2025, the best neighborhood to buy investment property is SHOREWOOD.

The ROI for Short-Term is higher than the Long-Term in Shorewood with average rental income of $1,296.

Your search for investment property begins and ends here

Investment Property for Sale in Shorewood, IL

1018 Butterfield Circle E

SHOREWOOD, IL

4 beds | 4 baths | 4,600 sq.ft.

$460,000

Airbnb cash on cash: -0.95%

Traditional cash on cash: 5.2%

Airbnb Rental Income: $1553

Traditional Rental Income: $3753

Airbnb ROI: -0.95%

Traditional ROI: 5.2%

19057 S Saddlebrook Drive

SHOREWOOD, IL

4 beds | 4 baths | 4,038 sq.ft.

$724,000

Airbnb cash on cash: -1.4%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $1553

Traditional Rental Income: $3860

Airbnb ROI: -1.4%

Traditional ROI: 2.68%

21407 Bay Tree Court

SHOREWOOD, IL

3 beds | 3 baths | 2,500 sq.ft.

$554,750

Airbnb cash on cash: -0.63%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $1296

Traditional Rental Income: $2997

Airbnb ROI: -0.63%

Traditional ROI: 3.44%

515 David Drive

SHOREWOOD, IL

4 beds | 3 baths | 2,204 sq.ft.

$415,000

Airbnb cash on cash: -0.37%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $1553

Traditional Rental Income: $2568

Airbnb ROI: -0.37%

Traditional ROI: 3.39%

21208 S Meadowview Lane

SHOREWOOD, IL

4 beds | 4 baths | 3,797 sq.ft.

$519,000

Airbnb cash on cash: -1.31%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $1553

Traditional Rental Income: $3290

Airbnb ROI: -1.31%

Traditional ROI: 3.2%

201 Oakwood Drive

SHOREWOOD, IL

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

$249,000

Airbnb cash on cash: 0.26%

Traditional cash on cash: 4.19%

Airbnb Rental Income: $1296

Traditional Rental Income: $1815

Airbnb ROI: 0.26%

Traditional ROI: 4.19%

616 Ca Crest Drive

SHOREWOOD, IL

3 beds | 3 baths | 2,912 sq.ft.

$380,000

Airbnb cash on cash: -0.44%

Traditional cash on cash: 5.28%

Airbnb Rental Income: $1296

Traditional Rental Income: $2930

Airbnb ROI: -0.44%

Traditional ROI: 5.28%

24433 W Bantry Lane

SHOREWOOD, IL

4 beds | 3 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%