Real Estate Investment Properties for Sale in Oswego, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
609 Spruce Court Oswego, IL Prepare to be impressed by this beautiful and welcoming 4-bedroom, 3.1-bathroom Georgian h...	4 beds \| 4 baths \| 2,892 sq.ft.	$570,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 3.94% Airbnb Rental Income: $3285 Traditional Rental Income: $3469 Airbnb ROI: 2.21% Traditional ROI: 3.94%
249 Lakeshore Drive Oswego, IL Welcome to Seasons of Southbury! ~ This well-maintained community offers top-notch ameniti...	2 beds \| 3 baths \| 1,495 sq.ft.	$304,990	Airbnb cash on cash: -2.05% Traditional cash on cash: 5% Airbnb Rental Income: $1079 Traditional Rental Income: $2734 Airbnb ROI: -2.05% Traditional ROI: 5%
143 Pineridge Drive S Oswego, IL Step into total tranquility in this meticulously updated 4-bedroom, 2.5-bath Oswego reside...	4 beds \| 3 baths \| 3,500 sq.ft.	$624,900	Airbnb cash on cash: 3.14% Traditional cash on cash: 4.19% Airbnb Rental Income: $3285 Traditional Rental Income: $3158 Airbnb ROI: 3.14% Traditional ROI: 4.19%
7206 Fitkins Drive Oswego, IL Attention nature lovers, beautiful 5 bedroom, 4.1 bath home with finished lookout basement...	4 beds \| 5 baths \| 4,400 sq.ft.	$1,100,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 2.27% Airbnb Rental Income: $3285 Traditional Rental Income: $5189 Airbnb ROI: -0.31% Traditional ROI: 2.27%
828 Bohannon Circle Oswego, IL _____ MULTIPLE OFFERS-Highest and Best Due By July 15th- ****_____ Shall we pickleball, sw...	3 beds \| 3 baths \| 2,183 sq.ft.	$389,900	Airbnb cash on cash: -0.89% Traditional cash on cash: 4.04% Airbnb Rental Income: $1500 Traditional Rental Income: $2863 Airbnb ROI: -0.89% Traditional ROI: 4.04%
616 Lincoln Station Drive Oswego, IL FANTASTIC opportunity in Oswego. Oswego East High School. 2 bed + HUGE loft with 2.5 bathr...	2 beds \| 3 baths \| 1,318 sq.ft.	$298,800	Airbnb cash on cash: -1.34% Traditional cash on cash: 4.63% Airbnb Rental Income: $1079 Traditional Rental Income: $2390 Airbnb ROI: -1.34% Traditional ROI: 4.63%
504 Sequoia Court Oswego, IL Enjoy ultimate privacy in this almost new, 2,700+ sqft Henley model, tucked away on a quie...	4 beds \| 3 baths \| 2,722 sq.ft.	$550,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 3.09% Airbnb Rental Income: $3285 Traditional Rental Income: $3232 Airbnb ROI: 1.76% Traditional ROI: 3.09%
1502 Cherry Road Oswego, IL Private 14.4-Acre Creekfront Estate \| 4,800+ Sq Ft \| Designed for Living, Creating & Expan...	5 beds \| 4 baths \| 4,800 sq.ft.	$1,499,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 0.69% Airbnb Rental Income: $2931 Traditional Rental Income: $3948 Airbnb ROI: -0.53% Traditional ROI: 0.69%
730 Charismatic Drive Oswego, IL Beautifully situated at the end of a quiet dead-end street, this spacious 4-bedroom, 2.5-b...	4 beds \| 3 baths \| 3,129 sq.ft.	$509,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 3.44% Airbnb Rental Income: $3285 Traditional Rental Income: $3143 Airbnb ROI: 2.19% Traditional ROI: 3.44%
1542 Plainfield Road Oswego, IL Welcome to the historic Gaylord House & Gardens, a truly extraordinary estate where timele...	5 beds \| 5 baths \| 6,050 sq.ft.	$1,150,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 2.32% Airbnb Rental Income: $2931 Traditional Rental Income: $5232 Airbnb ROI: -0.47% Traditional ROI: 2.32%
123 W Benton Street Oswego, IL TO BE BUILT. Rare Fox River frontage lot. Come build your dream home with private and vast...	4 beds \| 4 baths \| 4,000 sq.ft.	$850,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 4.34% Airbnb Rental Income: $3285 Traditional Rental Income: $4503 Airbnb ROI: 1.87% Traditional ROI: 4.34%
371 McGrath Drive Oswego, IL Welcome to this beautifully updated townhome in Oswego's highly sought-after Churchill Clu...	3 beds \| 3 baths \| 1,700 sq.ft.	$345,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 3.82% Airbnb Rental Income: $1500 Traditional Rental Income: $2530 Airbnb ROI: -0.71% Traditional ROI: 3.82%
703 Pomfret Court Oswego, IL Below Market Interest Rate Available for Qualified Buyers Welcome to 703 Pomfret Court, ...	4 beds \| 3 baths \| 3,145 sq.ft.	$679,990	Airbnb cash on cash: 2.74% Traditional cash on cash: 4.19% Airbnb Rental Income: $3285 Traditional Rental Income: $3472 Airbnb ROI: 2.74% Traditional ROI: 4.19%
668 Cumberland Lane Oswego, IL Visit 674 Cumberland Lane, Oswego to tour models. Welcome to this stunning 3 bedroom 2 bat...	3 beds \| 2 baths \| 2,173 sq.ft.	$611,900	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.27% Airbnb Rental Income: $1500 Traditional Rental Income: $2854 Airbnb ROI: -0.87% Traditional ROI: 2.27%
673 Cumberland Lane Oswego, IL 2 Story. To be built. VISIT MODEL at 674 Cumberland Lane, Oswego to tour. Build your dream...	4 beds \| 3 baths \| 3,110 sq.ft.	$667,900	Airbnb cash on cash: 1.88% Traditional cash on cash: 3.32% Airbnb Rental Income: $3285 Traditional Rental Income: $3444 Airbnb ROI: 1.88% Traditional ROI: 3.32%
517 Meadowwood Lane Oswego, IL Tucked against a private wooded backdrop in sought-after Gates Creek West, this beautifull...	4 beds \| 4 baths \| 2,873 sq.ft.	$585,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 4.01% Airbnb Rental Income: $3285 Traditional Rental Income: $3998 Airbnb ROI: 1.35% Traditional ROI: 4.01%
2110 A-B State Route 31 Oswego, IL Take a look at this amazing property, 2.6 acres on the Fox River in Oswego property featur...	3 beds \| 3 baths \| 3,561 sq.ft.	$599,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 2.99% Airbnb Rental Income: $1500 Traditional Rental Income: $3341 Airbnb ROI: -1.08% Traditional ROI: 2.99%

Real Estate investment in Oswego, IL

There are 154 properties for sale in the city of Oswego . The median list price in Oswego is $394,764 and the average price per square foot is $165. In July 2026, the average monthly cash on cash return in Oswego is 4.00%. The average monthly rental income in Oswego is $3,035.

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

There are 154 investment properties available for sale in Oswego.

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

The ROI for Short-Term is higher than the Long-Term in Oswego with average rental income of $2,931.

Your search for investment property begins and ends here

Investment Property for Sale in Oswego, IL

609 Spruce Court

Oswego, IL

4 beds | 4 baths | 2,892 sq.ft.

$570,000

Airbnb cash on cash: 2.21%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $3285

Traditional Rental Income: $3469

Airbnb ROI: 2.21%

Traditional ROI: 3.94%

249 Lakeshore Drive

Oswego, IL

2 beds | 3 baths | 1,495 sq.ft.

$304,990

Airbnb cash on cash: -2.05%

Traditional cash on cash: 5%

Airbnb Rental Income: $1079

Traditional Rental Income: $2734

Airbnb ROI: -2.05%

Traditional ROI: 5%

143 Pineridge Drive S

Oswego, IL

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

$624,900

Airbnb cash on cash: 3.14%

Traditional cash on cash: 4.19%

Airbnb Rental Income: $3285

Traditional Rental Income: $3158

Airbnb ROI: 3.14%

Traditional ROI: 4.19%

7206 Fitkins Drive

Oswego, IL

4 beds | 5 baths | 4,400 sq.ft.

$1,100,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $3285

Traditional Rental Income: $5189

Airbnb ROI: -0.31%

Traditional ROI: 2.27%

828 Bohannon Circle

Oswego, IL

3 beds | 3 baths | 2,183 sq.ft.

$389,900

Airbnb cash on cash: -0.89%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $1500

Traditional Rental Income: $2863

Airbnb ROI: -0.89%

Traditional ROI: 4.04%

616 Lincoln Station Drive

Oswego, IL

2 beds | 3 baths | 1,318 sq.ft.

$298,800

Airbnb cash on cash: -1.34%

Traditional cash on cash: 4.63%

Airbnb Rental Income: $1079

Traditional Rental Income: $2390

Airbnb ROI: -1.34%

Traditional ROI: 4.63%

504 Sequoia Court

Oswego, IL

4 beds | 3 baths | 2,722 sq.ft.

$550,000

Airbnb cash on cash: 1.76%

Traditional cash on cash: 3.09%

Airbnb Rental Income: $3285

Traditional Rental Income: $3232

Airbnb ROI: 1.76%

Traditional ROI: 3.09%

1502 Cherry Road

Oswego, IL

5 beds | 4 baths | 4,800 sq.ft.

$1,499,000

Airbnb cash on cash: -0.53%

Traditional cash on cash: 0.69%

Airbnb Rental Income: $2931

Traditional Rental Income: $3948

Airbnb ROI: -0.53%