Real Estate Investment Properties for Sale in Bolingbrook, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
855 Ayers Street Bolingbrook, IL Stunning Naperville Home in Award-Winning District 203 - Steps from Whalon Lake! Welcome h...	4 beds \| 3 baths \| 2,286 sq.ft.	$605,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 2.06% Airbnb Rental Income: $2868 Traditional Rental Income: $2938 Airbnb ROI: 0.76% Traditional ROI: 2.06%
1706 Apple Valley Road Bolingbrook, IL MST SEE! Move in ready 3 bedrooms + a 2nd floor den, 2.1 bath home. Located in award-winni...	3 beds \| 3 baths \| 2,904 sq.ft.	$524,999	Airbnb cash on cash: 0.99% Traditional cash on cash: 3.08% Airbnb Rental Income: $2628 Traditional Rental Income: $3023 Airbnb ROI: 0.99% Traditional ROI: 3.08%
541 GOODWIN Drive Bolingbrook, IL LOCATION LOCATION THIS FLAG ITBeautifully updated, Boughton Ridge town home in small semi ...	2 beds \| 4 baths \| 1,750 sq.ft.	$369,900	Airbnb cash on cash: -0.47% Traditional cash on cash: 3.05% Airbnb Rental Income: $1756 Traditional Rental Income: $2498 Airbnb ROI: -0.47% Traditional ROI: 3.05%
340 Homewood Drive Bolingbrook, IL Welcome to this beautiful 4-bedroom, 2-bathroom home in Bolingbrook, featuring major syste...	4 beds \| 2 baths \| 1,500 sq.ft.	$399,900	Airbnb cash on cash: 2.6% Traditional cash on cash: 2.91% Airbnb Rental Income: $2868 Traditional Rental Income: $2317 Airbnb ROI: 2.6% Traditional ROI: 2.91%
329 Chick Evans Street Bolingbrook, IL An exceptional opportunity to own a refined, lifestyle-driven residence with a Bolingbrook...	5 beds \| 4 baths \| 5,291 sq.ft.	$850,000	Airbnb cash on cash: 2.55% Traditional cash on cash: 0.96% Airbnb Rental Income: $5236 Traditional Rental Income: $2917 Airbnb ROI: 2.55% Traditional ROI: 0.96%
1434 Hawk Drive Bolingbrook, IL HUGE PRICE REDUCTION! Don't miss this opportunity to own a beautiful home in Pheasant Chas...	3 beds \| 3 baths \| 1,845 sq.ft.	$435,900	Airbnb cash on cash: 1.31% Traditional cash on cash: 3.04% Airbnb Rental Income: $2628 Traditional Rental Income: $2706 Airbnb ROI: 1.31% Traditional ROI: 3.04%
268 Buli Lane Bolingbrook, IL This well-maintained 3-bedroom, 2-bath split-level offers room to spread out across three ...	3 beds \| 2 baths \| 1,902 sq.ft.	$399,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 2.82% Airbnb Rental Income: $2628 Traditional Rental Income: $2297 Airbnb ROI: 2.03% Traditional ROI: 2.82%
280 Canterbury Lane #5 Bolingbrook, IL Beautiful! Remodeled Two-Bedroom Condo with no one above you! This inviting Condo has an O...	2 beds \| 1 baths \| 1,100 sq.ft.	$219,900	Airbnb cash on cash: 2.05% Traditional cash on cash: 4.26% Airbnb Rental Income: $1756 Traditional Rental Income: $1736 Airbnb ROI: 2.05% Traditional ROI: 4.26%
1 Genesee Court Bolingbrook, IL OPPORTUNITY KNOCKING.... Custom-built home in the desirable River Woods Estates subdivisio...	3 beds \| 4 baths \| 2,705 sq.ft.	$459,900	Airbnb cash on cash: -0.19% Traditional cash on cash: 1.71% Airbnb Rental Income: $2628 Traditional Rental Income: $2821 Airbnb ROI: -0.19% Traditional ROI: 1.71%
601 Greystone Lane Bolingbrook, IL Welcome to this bright, well-maintained, two-story home featuring 4 bedrooms and 2.5 bathr...	4 beds \| 3 baths \| 1,988 sq.ft.	$414,900	Airbnb cash on cash: 2.03% Traditional cash on cash: 3.76% Airbnb Rental Income: $2868 Traditional Rental Income: $2871 Airbnb ROI: 2.03% Traditional ROI: 3.76%
436 Cambridge Way Bolingbrook, IL Welcome to your next ideal dream home! This beautifully property features 3 bedrooms, 2.5 ...	3 beds \| 3 baths \| 2,578 sq.ft.	$389,990	Airbnb cash on cash: 1.09% Traditional cash on cash: 3.94% Airbnb Rental Income: $2628 Traditional Rental Income: $3042 Airbnb ROI: 1.09% Traditional ROI: 3.94%
164 Galewood Drive Bolingbrook, IL Looking for assistance? This home is IHDAccess Eligible for many buyers! Step into this da...	3 beds \| 1 baths \| 900 sq.ft.	$295,700	Airbnb cash on cash: 3.95% Traditional cash on cash: 3.21% Airbnb Rental Income: $2628 Traditional Rental Income: $1795 Airbnb ROI: 3.95% Traditional ROI: 3.21%
132 N Pinecrest Road Bolingbrook, IL Step inside this beautifully renovated home, showcasing quality finishes and professional ...	4 beds \| 3 baths \| 1,560 sq.ft.	$404,900	Airbnb cash on cash: 3.97% Traditional cash on cash: 5.2% Airbnb Rental Income: $2868 Traditional Rental Income: $2667 Airbnb ROI: 3.97% Traditional ROI: 5.2%
1171 Jefferson Drive Bolingbrook, IL Experience exceptional luxury living in prestigious Americana Estates, perfectly positione...	4 beds \| 5 baths \| 6,400 sq.ft.	$1,499,950	Airbnb cash on cash: -0.82% Traditional cash on cash: 1.36% Airbnb Rental Income: $2868 Traditional Rental Income: $5239 Airbnb ROI: -0.82% Traditional ROI: 1.36%
444 Cambridge Way Bolingbrook, IL CUSTOM-BUILT CHARM, BEAUTIFUL WOODED SETTING & A QUIET CUL-DE-SAC LOCATION! Discover somet...	4 beds \| 3 baths \| 2,840 sq.ft.	$489,900	Airbnb cash on cash: 0.94% Traditional cash on cash: 3.02% Airbnb Rental Income: $2868 Traditional Rental Income: $3155 Airbnb ROI: 0.94% Traditional ROI: 3.02%
2271 Ryegrass Lane Bolingbrook, IL Welcome to 2271 Ryegrass, a 2024-built, three-story townhome in Bolingbrook with pond view...	3 beds \| 3 baths \| 2,520 sq.ft.	$544,900	Airbnb cash on cash: -0.54% Traditional cash on cash: 1.81% Airbnb Rental Income: $2628 Traditional Rental Income: $3199 Airbnb ROI: -0.54% Traditional ROI: 1.81%
4 Snead Court Bolingbrook, IL Welcome to this meticulously maintained cul-de-sac home where luxury and entertaining come...	4 beds \| 4 baths \| 4,276 sq.ft.	$699,900	Airbnb cash on cash: -0.15% Traditional cash on cash: 2.27% Airbnb Rental Income: $2868 Traditional Rental Income: $3784 Airbnb ROI: -0.15% Traditional ROI: 2.27%
2080 Bent Grass Way Bolingbrook, IL SAWGRASS BY PULTE \| 2023 BUILT \| 204 NEUQUA SCHOOLS \| MAIN LEVEL IN-LAW ARRANGEMENT \| 9-FO...	4 beds \| 3 baths \| 2,605 sq.ft.	$725,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 1.53% Airbnb Rental Income: $2868 Traditional Rental Income: $3129 Airbnb ROI: 0.15% Traditional ROI: 1.53%
1327 Palisades Drive Bolingbrook, IL 25K PRICE DROP!! WELCOME TO 1327 PALISADES DRIVE IN BOLINGBROOK!! THIS SPACIOUS 4 BEDROOM,...	4 beds \| 3 baths \| 3,930 sq.ft.	$630,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 1.85% Airbnb Rental Income: $2868 Traditional Rental Income: $3032 Airbnb ROI: 0.43% Traditional ROI: 1.85%
308 Nelson Court Bolingbrook, IL Welcome home to this inviting 3-bedroom, 2-bathroom home nestled on a quiet cul-de-sac, of...	3 beds \| 2 baths \| 2,336 sq.ft.	$399,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 3.87% Airbnb Rental Income: $2628 Traditional Rental Income: $2642 Airbnb ROI: 2.16% Traditional ROI: 3.87%
1209 John Hancock Drive Bolingbrook, IL Welcome to this spectacular townhome in the highly sought-after Patriot Place community! F...	3 beds \| 3 baths \| 2,013 sq.ft.	$478,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 2.63% Airbnb Rental Income: $2628 Traditional Rental Income: $2789 Airbnb ROI: 0.87% Traditional ROI: 2.63%
2061 Samantha Joy Lane Bolingbrook, IL Welcome to this open-concept ranch-style home in Liberty Green's 55+ community. Only six y...	2 beds \| 2 baths \| 1,798 sq.ft.	$450,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 2.55% Airbnb Rental Income: $1756 Traditional Rental Income: $2773 Airbnb ROI: -1.01% Traditional ROI: 2.55%
135 Enclave Circle #B Bolingbrook, IL	2 beds \| 2 baths \| 1,785 sq.ft.	$339,900	Airbnb cash on cash: 1.14% Traditional cash on cash: 4.89% Airbnb Rental Income: $1756 Traditional Rental Income: $2472 Airbnb ROI: 1.14% Traditional ROI: 4.89%
829 Lindsey Lane Bolingbrook, IL	4 beds \| 4 baths \| 4,000 sq.ft.	$675,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 2.18% Airbnb Rental Income: $2868 Traditional Rental Income: $3842 Airbnb ROI: -0.43% Traditional ROI: 2.18%

Real Estate investment in Bolingbrook, IL

There are 90 properties for sale in the city of Bolingbrook . The median list price in Bolingbrook is $385,067 and the average price per square foot is $172. In November 2026, the average monthly cash on cash return in Bolingbrook is 3.00%. The average monthly rental income in Bolingbrook is $2,706.

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

There are 90 investment properties available for sale in Bolingbrook.

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

The ROI for Long-Term is higher than the Short-Term in Bolingbrook with average rental income of $2,706.

Your search for investment property begins and ends here

Investment Property for Sale in Bolingbrook, IL

855 Ayers Street

Bolingbrook, IL

4 beds | 3 baths | 2,286 sq.ft.

$605,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: 2.06%

Airbnb Rental Income: $2868

Traditional Rental Income: $2938

Airbnb ROI: 0.76%

Traditional ROI: 2.06%

1706 Apple Valley Road

Bolingbrook, IL

3 beds | 3 baths | 2,904 sq.ft.

$524,999

Airbnb cash on cash: 0.99%

Traditional cash on cash: 3.08%

Airbnb Rental Income: $2628

Traditional Rental Income: $3023

Airbnb ROI: 0.99%

Traditional ROI: 3.08%

541 GOODWIN Drive

Bolingbrook, IL

2 beds | 4 baths | 1,750 sq.ft.

$369,900

Airbnb cash on cash: -0.47%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1756

Traditional Rental Income: $2498

Airbnb ROI: -0.47%

Traditional ROI: 3.05%

340 Homewood Drive

Bolingbrook, IL

4 beds | 2 baths | 1,500 sq.ft.

$399,900

Airbnb cash on cash: 2.6%

Traditional cash on cash: 2.91%

Airbnb Rental Income: $2868

Traditional Rental Income: $2317

Airbnb ROI: 2.6%

Traditional ROI: 2.91%

329 Chick Evans Street

Bolingbrook, IL

5 beds | 4 baths | 5,291 sq.ft.

$850,000

Airbnb cash on cash: 2.55%

Traditional cash on cash: 0.96%

Airbnb Rental Income: $5236

Traditional Rental Income: $2917

Airbnb ROI: 2.55%

Traditional ROI: 0.96%

1434 Hawk Drive

Bolingbrook, IL

3 beds | 3 baths | 1,845 sq.ft.

$435,900

Airbnb cash on cash: 1.31%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $2628

Traditional Rental Income: $2706

Airbnb ROI: 1.31%

Traditional ROI: 3.04%

268 Buli Lane

Bolingbrook, IL

3 beds | 2 baths | 1,902 sq.ft.

$399,000

Airbnb cash on cash: 2.03%

Traditional cash on cash: 2.82%

Airbnb Rental Income: $2628

Traditional Rental Income: $2297

Airbnb ROI: 2.03%

Traditional ROI: 2.82%

280 Canterbury Lane #5

Bolingbrook, IL

2 beds | 1 baths | 1,100 sq.ft.

$219,900

Airbnb cash on cash: 2.05%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $1756

Traditional Rental Income: $1736

Airbnb ROI: 2.05%