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
4 AMY Drive Oswego, IL Amazing opportunity to own this beautiful Oswego ranch home on a large corner lot! Many up...	3 beds \| 2 baths \| 1,522 sq.ft.	$349,000	Airbnb cash on cash: -1.67% Traditional cash on cash: 3.92% Airbnb Rental Income: $935 Traditional Rental Income: $2424 Airbnb ROI: -1.67% Traditional ROI: 3.92%
420 Chesterfield Court #420 Oswego, IL Bright and airy second-floor ranch condo in Fairway Home Windcrest of Oswego! This unit ha...	2 beds \| 2 baths \| 1,108 sq.ft.	$260,000	Airbnb cash on cash: -2.35% Traditional cash on cash: 4.63% Airbnb Rental Income: $749 Traditional Rental Income: $2150 Airbnb ROI: -2.35% Traditional ROI: 4.63%
104 Waterbury Circle #0 Oswego, IL Discover easy, comfortable living in this beautifully updated end-unit ranch tucked inside...	3 beds \| 2 baths \| 1,292 sq.ft.	$267,500	Airbnb cash on cash: -2.05% Traditional cash on cash: 4.65% Airbnb Rental Income: $935 Traditional Rental Income: $2281 Airbnb ROI: -2.05% Traditional ROI: 4.65%
141 River Mist Drive Oswego, IL Spectacular bright and sunny End-Unit featuring a very rare but highly sought after model ...	3 beds \| 4 baths \| 2,539 sq.ft.	$369,000	Airbnb cash on cash: -2.84% Traditional cash on cash: 5.75% Airbnb Rental Income: $935 Traditional Rental Income: $3564 Airbnb ROI: -2.84% Traditional ROI: 5.75%
125 Presidential Boulevard Oswego, IL Beautiful 2 Story in a desirable Hometown Oswego Condo Subdivision. 3 Bedrooms with spacio...	3 beds \| 3 baths \| 1,773 sq.ft.	$349,777	Airbnb cash on cash: -1.9% Traditional cash on cash: 4.16% Airbnb Rental Income: $935 Traditional Rental Income: $2580 Airbnb ROI: -1.9% Traditional ROI: 4.16%
706 Springside Court Oswego, IL Absolutely stunning 3-bedroom, 2.1-bath townhome featuring upgrades throughout and a brigh...	3 beds \| 3 baths \| 1,896 sq.ft.	$349,900	Airbnb cash on cash: -2.56% Traditional cash on cash: 4.69% Airbnb Rental Income: $935 Traditional Rental Income: $2973 Airbnb ROI: -2.56% Traditional ROI: 4.69%
602 Clearwater Court Oswego, IL This wonderful, sun-filled home in the desirable 55+ community of River Run is sure to ple...	2 beds \| 2 baths \| 1,682 sq.ft.	$339,900	Airbnb cash on cash: -2.56% Traditional cash on cash: 3.7% Airbnb Rental Income: $749 Traditional Rental Income: $2434 Airbnb ROI: -2.56% Traditional ROI: 3.7%
483 Deerfield Drive Oswego, IL Beautiful NEW model home in Deerpath Trails. Stop by to tour a fabulous NEW design that in...	4 beds \| 4 baths \| 3,000 sq.ft.	$750,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 1.85% Airbnb Rental Income: $2206 Traditional Rental Income: $3676 Airbnb ROI: -1.05% Traditional ROI: 1.85%
424 Grape Vine Trail Oswego, IL Welcome to Your Dream Home! This beautifully maintained, move-in ready home offers st...	4 beds \| 4 baths \| 2,380 sq.ft.	$420,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 4.89% Airbnb Rental Income: $2206 Traditional Rental Income: $3207 Airbnb ROI: 0.93% Traditional ROI: 4.89%
123 W Benton Street Oswego, IL TO BE BUILT. Rare Fox River frontage lot. Come build your dream home with private and va...	4 beds \| 4 baths \| 4,000 sq.ft.	$799,900	Airbnb cash on cash: 0.84% Traditional cash on cash: 4.67% Airbnb Rental Income: $2206 Traditional Rental Income: $4503 Airbnb ROI: 0.84% Traditional ROI: 4.67%
614 Pineridge Drive N #614 Oswego, IL Discover One of Oswego's Best Kept Secrets! Welcome to Pine Ridge Club a hidden gem offeri...	2 beds \| 2 baths \| 1,220 sq.ft.	$237,000	Airbnb cash on cash: -3.06% Traditional cash on cash: 4.96% Airbnb Rental Income: $749 Traditional Rental Income: $2233 Airbnb ROI: -3.06% Traditional ROI: 4.96%
700 N Sparkle Court Oswego, IL Beautiful contemporary home on corner lot featuring 4 bedroom with den and finished basem...	4 beds \| 4 baths \| 3,000 sq.ft.	$429,900	Airbnb cash on cash: 0.26% Traditional cash on cash: 5.5% Airbnb Rental Income: $2206 Traditional Rental Income: $3759 Airbnb ROI: 0.26% Traditional ROI: 5.5%
342 Danforth Drive Oswego, IL SPECIAL FINANCING AVAILABLE! READY FOR NOVEMBER DELIVERY!! Homesite #0028. Discover mode...	4 beds \| 3 baths \| 2,203 sq.ft.	$489,225	Airbnb cash on cash: 0.91% Traditional cash on cash: 3.79% Airbnb Rental Income: $2206 Traditional Rental Income: $2965 Airbnb ROI: 0.91% Traditional ROI: 3.79%
730 Alberta Avenue Oswego, IL Below Market Interest Rate Available for Qualified Buyers If you're in the market for a...	2 beds \| 2 baths \| 1,573 sq.ft.	$399,990	Airbnb cash on cash: -2.86% Traditional cash on cash: 2.89% Airbnb Rental Income: $749 Traditional Rental Income: $2590 Airbnb ROI: -2.86% Traditional ROI: 2.89%
856 Preston Lane Oswego, IL Welcome to the Essex! Offering the perfect blend of beautiful design and functionality, th...	4 beds \| 3 baths \| 2,872 sq.ft.	$678,380	Airbnb cash on cash: 1.33% Traditional cash on cash: 4.15% Airbnb Rental Income: $2206 Traditional Rental Income: $3437 Airbnb ROI: 1.33% Traditional ROI: 4.15%
704 Pomfret Court Oswego, IL Welcome to the Essex! Offering the perfect blend of beautiful design and functionality, th...	4 beds \| 3 baths \| 2,872 sq.ft.	$683,290	Airbnb cash on cash: -0.49% Traditional cash on cash: 2.32% Airbnb Rental Income: $2206 Traditional Rental Income: $3437 Airbnb ROI: -0.49% Traditional ROI: 2.32%
215 Willington Way Oswego, IL Welcome to 215 Willington Way, a stunning new construction home that combines style, space...	4 beds \| 3 baths \| 3,145 sq.ft.	$678,530	Airbnb cash on cash: 1.33% Traditional cash on cash: 4.21% Airbnb Rental Income: $2206 Traditional Rental Income: $3472 Airbnb ROI: 1.33% Traditional ROI: 4.21%
703 Pomfret Court Oswego, IL Welcome to 703 Pomfret Court, a stunning new construction home that combines style, space,...	4 beds \| 3 baths \| 3,145 sq.ft.	$700,640	Airbnb cash on cash: 1.25% Traditional cash on cash: 4.04% Airbnb Rental Income: $2206 Traditional Rental Income: $3472 Airbnb ROI: 1.25% Traditional ROI: 4.04%
413 Hathaway Lane Oswego, IL SPECIAL FINANCING AVAILABLE! Homesite #30 Experience the Meadowlark model, a masterfull...	3 beds \| 3 baths \| 2,063 sq.ft.	$491,850	Airbnb cash on cash: -1.46% Traditional cash on cash: 3.48% Airbnb Rental Income: $935 Traditional Rental Income: $2860 Airbnb ROI: -1.46% Traditional ROI: 3.48%
415 Hathaway Lane Oswego, IL SPECIAL FINANCING AVAILABLE! Homesite #31 Take in the beauty of the Townsend, a home whe...	4 beds \| 3 baths \| 2,386 sq.ft.	$547,050	Airbnb cash on cash: 0.77% Traditional cash on cash: 3.45% Airbnb Rental Income: $2206 Traditional Rental Income: $3020 Airbnb ROI: 0.77% Traditional ROI: 3.45%
357 Danforth Drive Oswego, IL SPECIAL FINANCING AVAILABLE!! READY FOR DECEMBER DELIVERY!! Homesite #0010 Tak...	4 beds \| 3 baths \| 2,387 sq.ft.	$488,390	Airbnb cash on cash: 0.06% Traditional cash on cash: 3.37% Airbnb Rental Income: $2206 Traditional Rental Income: $3161 Airbnb ROI: 0.06% Traditional ROI: 3.37%
737 Alberta Avenue Oswego, IL Brand new construction in Oswego! Introducing the Clayton floorplan! This single-story p...	2 beds \| 2 baths \| 1,700 sq.ft.	$571,515	Airbnb cash on cash: -2.98% Traditional cash on cash: 1.25% Airbnb Rental Income: $749 Traditional Rental Income: $2689 Airbnb ROI: -2.98% Traditional ROI: 1.25%
739 Alberta Avenue Oswego, IL Welcome to 739 Alberta Avenue, a beautifully designed new construction home in the heart o...	3 beds \| 2 baths \| 1,474 sq.ft.	$472,200	Airbnb cash on cash: -2.57% Traditional cash on cash: 1.8% Airbnb Rental Income: $935 Traditional Rental Income: $2521 Airbnb ROI: -2.57% Traditional ROI: 1.8%
101 Bell Court Oswego, IL Custom ranch home with FULL BASEMENT! Welcoming covered front porch opens to the vaulted f...	2 beds \| 3 baths \| 1,471 sq.ft.	$455,900	Airbnb cash on cash: -1.79% Traditional cash on cash: 2.77% Airbnb Rental Income: $749 Traditional Rental Income: $2382 Airbnb ROI: -1.79% Traditional ROI: 2.77%
417 Hathaway Lane Oswego, IL SPECIAL FINANCING OFFERS AVAILABLE!! READY FOR JANUARY DELIVERY!!!! Homesite# 0032 ...	4 beds \| 3 baths \| 2,218 sq.ft.	$539,840	Airbnb cash on cash: -0.25% Traditional cash on cash: 2.65% Airbnb Rental Income: $2206 Traditional Rental Income: $3114 Airbnb ROI: -0.25% Traditional ROI: 2.65%
786 Bohannon Circle Oswego, IL Be prepared to fall in love with this beautifully maintained 2-bedroom , 2-bath ranch loca...	2 beds \| 2 baths \| 2,182 sq.ft.	$399,900	Airbnb cash on cash: -2.67% Traditional cash on cash: 3.1% Airbnb Rental Income: $749 Traditional Rental Income: $2600 Airbnb ROI: -2.67% Traditional ROI: 3.1%
482 Deerfield Drive Oswego, IL This sprawling three bedroom under construction ranch house is ready for you to customize!...	3 beds \| 3 baths \| 2,300 sq.ft.	$715,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 3.45% Airbnb Rental Income: $935 Traditional Rental Income: $3080 Airbnb ROI: -0.29% Traditional ROI: 3.45%
232 Julep Avenue Oswego, IL Welcome home! Your search this year is finally over. This like-new home built in 2014 is r...	4 beds \| 3 baths \| 2,328 sq.ft.	$442,500	Airbnb cash on cash: 0.32% Traditional cash on cash: 3.6% Airbnb Rental Income: $2206 Traditional Rental Income: $3009 Airbnb ROI: 0.32% Traditional ROI: 3.6%
2100 Light Road #109 Oswego, IL This well-maintained 1-bedroom, 1-bath condominium offers a functional layout designed for...	1 beds \| 1 baths \| 582 sq.ft.	$150,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 3.88% Airbnb Rental Income: $1282 Traditional Rental Income: $1361 Airbnb ROI: 0.52% Traditional ROI: 3.88%

Real Estate investment in Oswego, IL

There are 77 properties for sale in the city of Oswego . The median list price in Oswego is $429,900 and the average price per square foot is $192. In December 2025, the average monthly cash on cash return in Oswego is 4.00%. The average monthly rental income in Oswego is $2,874.

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

There are 77 investment properties available for sale in Oswego.

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

The ROI for Long-Term is higher than the Short-Term in Oswego with average rental income of $2,874.

Your search for investment property begins and ends here

Investment Property for Sale in Oswego, IL

4 AMY Drive

Oswego, IL

3 beds | 2 baths | 1,522 sq.ft.

$349,000

Airbnb cash on cash: -1.67%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $935

Traditional Rental Income: $2424

Airbnb ROI: -1.67%

Traditional ROI: 3.92%

420 Chesterfield Court #420

Oswego, IL

2 beds | 2 baths | 1,108 sq.ft.

$260,000

Airbnb cash on cash: -2.35%

Traditional cash on cash: 4.63%

Airbnb Rental Income: $749

Traditional Rental Income: $2150

Airbnb ROI: -2.35%

Traditional ROI: 4.63%

104 Waterbury Circle #0

Oswego, IL

3 beds | 2 baths | 1,292 sq.ft.

$267,500

Airbnb cash on cash: -2.05%

Traditional cash on cash: 4.65%

Airbnb Rental Income: $935

Traditional Rental Income: $2281

Airbnb ROI: -2.05%

Traditional ROI: 4.65%

141 River Mist Drive

Oswego, IL

3 beds | 4 baths | 2,539 sq.ft.

$369,000

Airbnb cash on cash: -2.84%

Traditional cash on cash: 5.75%

Airbnb Rental Income: $935

Traditional Rental Income: $3564

Airbnb ROI: -2.84%

Traditional ROI: 5.75%

125 Presidential Boulevard

Oswego, IL

3 beds | 3 baths | 1,773 sq.ft.

$349,777

Airbnb cash on cash: -1.9%

Traditional cash on cash: 4.16%

Airbnb Rental Income: $935

Traditional Rental Income: $2580

Airbnb ROI: -1.9%

Traditional ROI: 4.16%

706 Springside Court

Oswego, IL

3 beds | 3 baths | 1,896 sq.ft.

$349,900

Airbnb cash on cash: -2.56%

Traditional cash on cash: 4.69%

Airbnb Rental Income: $935

Traditional Rental Income: $2973

Airbnb ROI: -2.56%

Traditional ROI: 4.69%

602 Clearwater Court

Oswego, IL

2 beds | 2 baths | 1,682 sq.ft.

$339,900

Airbnb cash on cash: -2.56%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $749

Traditional Rental Income: $2434

Airbnb ROI: -2.56%

Traditional ROI: 3.7%

483 Deerfield Drive

Oswego, IL

4 beds | 4 baths | 3,000 sq.ft.

$750,000

Airbnb cash on cash: -1.05%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $2206

Traditional Rental Income: $3676

Airbnb ROI: -1.05%