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.	$345,000	Airbnb cash on cash: -1.26% Traditional cash on cash: 3.98% Airbnb Rental Income: $1099 Traditional Rental Income: $2424 Airbnb ROI: -1.26% Traditional ROI: 3.98%
418-420 Monroe Street Oswego, IL *INVESTOR PURCHASE* Both units rented to long-term tenants until July 2026/October 20...	6 beds \| N/A baths \| N/A	$550,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 2.21% Airbnb Rental Income: $2200 Traditional Rental Income: $2586 Airbnb ROI: 0.37% Traditional ROI: 2.21%
2700 Light Road #205 Oswego, IL Majorly renovated 1-Bedroom Condo - Minutes from Downtown Oswego! Welcome to this beautif...	1 beds \| 1 baths \| 550 sq.ft.	$149,995	Airbnb cash on cash: 4.59% Traditional cash on cash: 4.26% Airbnb Rental Income: $1949 Traditional Rental Income: $1387 Airbnb ROI: 4.59% Traditional ROI: 4.26%
4450 State Route 71 Oswego, IL Welcome to 4450 State Route 71 - a charming and well-maintained 2-bedroom, 1-bath ranch-st...	2 beds \| 1 baths \| 1,176 sq.ft.	$284,900	Airbnb cash on cash: -1.38% Traditional cash on cash: 3.55% Airbnb Rental Income: $848 Traditional Rental Income: $1841 Airbnb ROI: -1.38% Traditional ROI: 3.55%
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.	$745,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.89% Airbnb Rental Income: $null Traditional Rental Income: $3676 Airbnb ROI: N/A Traditional ROI: 1.89%
733 Juniper Street Oswego, IL Welcome to this stunning two-story home located in the highly sought-after Ashcroft neighb...	5 beds \| 3 baths \| 2,773 sq.ft.	$589,900	Airbnb cash on cash: -0.36% Traditional cash on cash: 2.73% Airbnb Rental Income: $2200 Traditional Rental Income: $3345 Airbnb ROI: -0.36% Traditional ROI: 2.73%
102 Mary Street Oswego, IL Welcome home to this beautiful and spacious split level! Featuring newer carpet and wood l...	3 beds \| 2 baths \| 1,680 sq.ft.	$340,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 4.07% Airbnb Rental Income: $1099 Traditional Rental Income: $2399 Airbnb ROI: -1.16% Traditional ROI: 4.07%
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.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.82% Airbnb Rental Income: $null Traditional Rental Income: $3207 Airbnb ROI: N/A Traditional ROI: 4.82%
4779 Lees Court Oswego, IL Step into refined elegance in this exceptional custom home, set behind a private gate in p...	5 beds \| 6 baths \| 7,617 sq.ft.	$1,399,000	Airbnb cash on cash: -1.5% Traditional cash on cash: 2.76% Airbnb Rental Income: $2200 Traditional Rental Income: $7191 Airbnb ROI: -1.5% Traditional ROI: 2.76%
1502 Cherry Road Oswego, IL Custom Brick Estate on 14.4 Acres with Creek Frontage - Dual Master Suites, 4-Car Garage &...	4 beds \| 4 baths \| 5,000 sq.ft.	$1,525,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.66% Airbnb Rental Income: $null Traditional Rental Income: $3948 Airbnb ROI: N/A Traditional ROI: 0.66%
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: N/A Traditional cash on cash: 4.67% Airbnb Rental Income: $null Traditional Rental Income: $4503 Airbnb ROI: N/A Traditional ROI: 4.67%
420 Bower 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.	$613,390	Airbnb cash on cash: N/A Traditional cash on cash: 4.67% Airbnb Rental Income: $null Traditional Rental Income: $3427 Airbnb ROI: N/A Traditional ROI: 4.67%
407 Anthony Court Oswego, IL Back on the market through no fault of the home! Previous contracts fell through due to bu...	4 beds \| 3 baths \| 2,219 sq.ft.	$437,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.46% Airbnb Rental Income: $null Traditional Rental Income: $3250 Airbnb ROI: N/A Traditional ROI: 4.46%
545 Waterford Drive Oswego, IL Waterside Living in the Ponds at Mill Race Creek! Welcome to this brick facade home featu...	3 beds \| 3 baths \| 2,224 sq.ft.	$435,000	Airbnb cash on cash: -1.85% Traditional cash on cash: 3.4% Airbnb Rental Income: $1099 Traditional Rental Income: $2867 Airbnb ROI: -1.85% Traditional ROI: 3.4%
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.	$239,900	Airbnb cash on cash: -2.63% Traditional cash on cash: 4.93% Airbnb Rental Income: $848 Traditional Rental Income: $2233 Airbnb ROI: -2.63% Traditional ROI: 4.93%
404 Kent Court Oswego, IL Gorgeous move-in ready 5 bedroom home with full finished basement, 3 car - tandem garage &...	4 beds \| 4 baths \| 3,108 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.6% Airbnb Rental Income: $null Traditional Rental Income: $3848 Airbnb ROI: N/A Traditional ROI: 4.6%
403 Wilton Court Oswego, IL Welcome Home! You will love this gorgeous 2 story located on a quiet cul-de-sac with over ...	5 beds \| 3 baths \| 3,716 sq.ft.	$569,900	Airbnb cash on cash: -0.36% Traditional cash on cash: 2.8% Airbnb Rental Income: $2200 Traditional Rental Income: $3327 Airbnb ROI: -0.36% Traditional ROI: 2.8%
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.	$474,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.89% Airbnb Rental Income: $null Traditional Rental Income: $3759 Airbnb ROI: N/A Traditional ROI: 4.89%
318 Danforth Drive Oswego, IL READY FOR NOVEMBER DELIVERY!! Introducing the Galveston, a beautifully crafted home tha...	4 beds \| 3 baths \| 2,612 sq.ft.	$569,940	Airbnb cash on cash: N/A Traditional cash on cash: 3.59% Airbnb Rental Income: $null Traditional Rental Income: $3141 Airbnb ROI: N/A Traditional ROI: 3.59%
623 Queen Drive Oswego, IL Welcome to the lifestyle you've been waiting for! This lovingly maintained 2-bedroom, 2-ba...	2 beds \| 2 baths \| 1,837 sq.ft.	$387,500	Airbnb cash on cash: -2.19% Traditional cash on cash: 3.23% Airbnb Rental Income: $848 Traditional Rental Income: $2486 Airbnb ROI: -2.19% Traditional ROI: 3.23%

Real Estate investment in Oswego, IL

There are 100 properties for sale in the city of Oswego . The median list price in Oswego is $480,000 and the average price per square foot is $195. In October 2025, the average monthly cash on cash return in Oswego is 4.00%. The average monthly rental income in Oswego is $3,033.

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

There are 100 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 $3,033.

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.

$345,000

Airbnb cash on cash: -1.26%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $1099

Traditional Rental Income: $2424

Airbnb ROI: -1.26%

Traditional ROI: 3.98%

418-420 Monroe Street

Oswego, IL

6 beds | N/A baths | N/A

$550,000

Airbnb cash on cash: 0.37%

Traditional cash on cash: 2.21%

Airbnb Rental Income: $2200

Traditional Rental Income: $2586

Airbnb ROI: 0.37%

Traditional ROI: 2.21%

2700 Light Road #205

Oswego, IL

1 beds | 1 baths | 550 sq.ft.

$149,995

Airbnb cash on cash: 4.59%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $1949

Traditional Rental Income: $1387

Airbnb ROI: 4.59%

Traditional ROI: 4.26%

4450 State Route 71

Oswego, IL

2 beds | 1 baths | 1,176 sq.ft.

$284,900

Airbnb cash on cash: -1.38%

Traditional cash on cash: 3.55%

Airbnb Rental Income: $848

Traditional Rental Income: $1841

Airbnb ROI: -1.38%

Traditional ROI: 3.55%

483 Deerfield Drive

Oswego, IL

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

$745,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.89%

Airbnb Rental Income: $null

Traditional Rental Income: $3676

Airbnb ROI: N/A

Traditional ROI: 1.89%

733 Juniper Street

Oswego, IL

5 beds | 3 baths | 2,773 sq.ft.

$589,900

Airbnb cash on cash: -0.36%

Traditional cash on cash: 2.73%

Airbnb Rental Income: $2200

Traditional Rental Income: $3345

Airbnb ROI: -0.36%

Traditional ROI: 2.73%

102 Mary Street

Oswego, IL

3 beds | 2 baths | 1,680 sq.ft.

$340,000

Airbnb cash on cash: -1.16%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $1099

Traditional Rental Income: $2399

Airbnb ROI: -1.16%

Traditional ROI: 4.07%

424 Grape Vine Trail

Oswego, IL

4 beds | 4 baths | 2,380 sq.ft.

$424,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.82%

Airbnb Rental Income: $null

Traditional Rental Income: $3207

Airbnb ROI: N/A