Real Estate Investment Properties for Sale in Chester, IL

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

Explore a variety of short-term homes & houses in Chester, IL. Invest wisely with VRBO & Chester, IL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Chester, IL

Search for Single Family Residential for Sale in Chester, Illinois. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 15 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
103 Estate Dr Chester, IL Put this one on your must-see list! A whopping 2,787 square feet with a total of 3 bedroom...	3 beds \| 3 baths \| 2,787 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.71% Airbnb Rental Income: $null Traditional Rental Income: $2652 Airbnb ROI: N/A Traditional ROI: 6.71%
1009 Swanwick St Chester, IL A brick antique house that has much remodeling done. It is located near the heart of Chest...	5 beds \| 2 baths \| 3,639 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.28% Airbnb Rental Income: $null Traditional Rental Income: $2088 Airbnb ROI: N/A Traditional ROI: 9.28%
1924 High St Chester, IL Classic farmhouse with large pole barn garage sits on 5 acres. Updated with new addition w...	4 beds \| 2 baths \| 1,906 sq.ft.	$300,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.52% Airbnb Rental Income: $null Traditional Rental Income: $1820 Airbnb ROI: N/A Traditional ROI: 4.52%
718 State St Chester, IL NEW PICTURES AND FLOOR PLAN added! This one is a true Chester gem my friends. Having lived...	5 beds \| 3 baths \| 5,709 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.55% Airbnb Rental Income: $null Traditional Rental Income: $4707 Airbnb ROI: N/A Traditional ROI: 8.55%
620 Opdyke St Chester, IL What a beautiful home! This one has been updated and remodeled by the owner and what a tra...	3 beds \| 2 baths \| 1,696 sq.ft.	$239,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.24% Airbnb Rental Income: $null Traditional Rental Income: $2076 Airbnb ROI: N/A Traditional ROI: 7.24%
328 Van Zant St Chester, IL BACK ON MARKET - No fault of seller. If you are looking for a fully updated 3-bed 1 bath h...	3 beds \| 1 baths \| 1,088 sq.ft.	$188,000	Airbnb cash on cash: N/A Traditional cash on cash: 7% Airbnb Rental Income: $null Traditional Rental Income: $1689 Airbnb ROI: N/A Traditional ROI: 7%
209 Knapp Ave Chester, IL Put this one on your "checks a lot of boxes" and "must see" list! To name just a few of th...	4 beds \| 2 baths \| 2,200 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.79% Airbnb Rental Income: $null Traditional Rental Income: $2900 Airbnb ROI: N/A Traditional ROI: 8.79%
201 Estate Dr Chester, IL This one will take your breath away folks. Fully updated and move-in ready. You'll love th...	3 beds \| 3 baths \| 2,640 sq.ft.	$379,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.37% Airbnb Rental Income: $null Traditional Rental Income: $2534 Airbnb ROI: N/A Traditional ROI: 4.37%
1027 William St Chester, IL This 1930-built classic awaits a new owner to love it! So much to love here! The arched fr...	3 beds \| 1 baths \| 1,399 sq.ft.	$145,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.37% Airbnb Rental Income: $null Traditional Rental Income: $1690 Airbnb ROI: N/A Traditional ROI: 10.37%
1040 William St Chester, IL COMING SOON-Showings begin June 26! Welcome to 1040 William Street! An adorable 3 bed-2 ba...	3 beds \| 2 baths \| 1,464 sq.ft.	$149,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.03% Airbnb Rental Income: $null Traditional Rental Income: $1924 Airbnb ROI: N/A Traditional ROI: 11.03%
1713 High St Chester, IL 1713 High St, Chester, IL 62233 \| Single Family Residential	6 beds \| N/A baths \| 2,914 sq.ft.	$299,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.68% Airbnb Rental Income: $null Traditional Rental Income: $1765 Airbnb ROI: N/A Traditional ROI: 2.68%
2432 State St Chester, IL 2432 State St, Chester, IL 62233 \| Single Family Residential	4 beds \| 1 baths \| 1,480 sq.ft.	$130,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.25% Airbnb Rental Income: $null Traditional Rental Income: $1401 Airbnb ROI: N/A Traditional ROI: 7.25%
601 Erskine St Chester, IL 601 Erskine St, Chester, IL 62233 \| Single Family Residential	3 beds \| 2 baths \| 2,514 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.53% Airbnb Rental Income: $null Traditional Rental Income: $1989 Airbnb ROI: N/A Traditional ROI: 2.53%
10631 Wine Hill Rd Chester, IL 10631 Wine Hill Rd, Chester, IL 62233 \| Single Family Residential	4 beds \| 3 baths \| 3,778 sq.ft.	$2,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -2.52% Airbnb Rental Income: $null Traditional Rental Income: $1806 Airbnb ROI: N/A Traditional ROI: -2.52%
5108 Palestine Road Chester, IL This incredible property has 2 acres with fully updated open floor plan home with 3 beds, ...	3 beds \| 2 baths \| 1,305 sq.ft.	$205,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.57% Airbnb Rental Income: $null Traditional Rental Income: $2234 Airbnb ROI: N/A Traditional ROI: 8.57%

Your search for investment property begins and ends here

Single Family Homes for Sale in Chester, IL

103 Estate Dr

Chester, IL

3 beds | 3 baths | 2,787 sq.ft.

$299,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.71%

Airbnb Rental Income: $null

Traditional Rental Income: $2652

Airbnb ROI: N/A

Traditional ROI: 6.71%

1009 Swanwick St

Chester, IL

5 beds | 2 baths | 3,639 sq.ft.

$185,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.28%

Airbnb Rental Income: $null

Traditional Rental Income: $2088

Airbnb ROI: N/A

Traditional ROI: 9.28%

1924 High St

Chester, IL

4 beds | 2 baths | 1,906 sq.ft.

$300,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.52%

Airbnb Rental Income: $null

Traditional Rental Income: $1820

Airbnb ROI: N/A

Traditional ROI: 4.52%

718 State St

Chester, IL

5 beds | 3 baths | 5,709 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.55%

Airbnb Rental Income: $null

Traditional Rental Income: $4707

Airbnb ROI: N/A

Traditional ROI: 8.55%

620 Opdyke St

Chester, IL

3 beds | 2 baths | 1,696 sq.ft.

$239,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.24%

Airbnb Rental Income: $null

Traditional Rental Income: $2076

Airbnb ROI: N/A

Traditional ROI: 7.24%

328 Van Zant St

Chester, IL

3 beds | 1 baths | 1,088 sq.ft.

$188,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7%

Airbnb Rental Income: $null

Traditional Rental Income: $1689

Airbnb ROI: N/A

Traditional ROI: 7%

209 Knapp Ave

Chester, IL

4 beds | 2 baths | 2,200 sq.ft.

$275,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.79%

Airbnb Rental Income: $null

Traditional Rental Income: $2900

Airbnb ROI: N/A

Traditional ROI: 8.79%

201 Estate Dr

Chester, IL

3 beds | 3 baths | 2,640 sq.ft.

$379,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.37%

Airbnb Rental Income: $null

Traditional Rental Income: $2534

Airbnb ROI: N/A