Real Estate Investment Properties for Sale in Cortland, IL

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
231 S Walnut Street CORTLAND, IL Motivated Seller - Price Reduced! Don't miss this beautifully maintained 2-bedroom, 2-bat...	2 beds \| 2 baths \| 1,150 sq.ft.	$225,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 7.57% Airbnb Rental Income: $1510 Traditional Rental Income: $2521 Airbnb ROI: 0.75% Traditional ROI: 7.57%
233 Judy Lane CORTLAND, IL This whistle clean and upgraded townhome offers the perfect blend of comfort, space, and m...	3 beds \| 2 baths \| 1,400 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.44% Airbnb Rental Income: $null Traditional Rental Income: $1664 Airbnb ROI: N/A Traditional ROI: 3.44%
329 N. Aspen Drive CORTLAND, IL A new inventory home at Richland Trails, our new Lincoln III model. This 1,766 sq. ft. hom...	3 beds \| 3 baths \| 1,766 sq.ft.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.72% Airbnb Rental Income: $null Traditional Rental Income: $2874 Airbnb ROI: N/A Traditional ROI: 6.72%
335 N. Aspen Drive CORTLAND, IL Introducing our newest floorplan at Richland Trails, the Willa II. This charming 2,111 sq....	4 beds \| 3 baths \| 2,111 sq.ft.	$424,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.13% Airbnb Rental Income: $null Traditional Rental Income: $3047 Airbnb ROI: N/A Traditional ROI: 6.13%
341 N Aspen Drive CORTLAND, IL A new inventory home at Richland Trails, the popular Hickory II Ranch. This charming singl...	3 beds \| 2 baths \| 1,613 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.17% Airbnb Rental Income: $null Traditional Rental Income: $2524 Airbnb ROI: N/A Traditional ROI: 5.17%
347 N Aspen Drive CORTLAND, IL A new inventory home at Richland Trails, the popular Basswood II Ranch. This charming sing...	2 beds \| 2 baths \| 1,328 sq.ft.	$374,900	Airbnb cash on cash: 1.44% Traditional cash on cash: 5.28% Airbnb Rental Income: $1510 Traditional Rental Income: $2421 Airbnb ROI: 1.44% Traditional ROI: 5.28%
504 S Preston Street CORTLAND, IL PROPERTY IS COMPLETE AND READY FOR IMMEDIATE OCCUPANCY!! BUILDER OFFERING $2,500 CLOSING C...	2 beds \| 1 baths \| 1,120 sq.ft.	$234,900	Airbnb cash on cash: 3.23% Traditional cash on cash: 7.48% Airbnb Rental Income: $1510 Traditional Rental Income: $2013 Airbnb ROI: 3.23% Traditional ROI: 7.48%
520 S Preston Street CORTLAND, IL AMAZING, UNDER CONSTRUCTION 1/2 DUPLEX!! BUILDER OFFERING $2,500 CLOSING COST CREDIT!! Cou...	2 beds \| 1 baths \| 1,120 sq.ft.	$234,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.56% Airbnb Rental Income: $null Traditional Rental Income: $2031 Airbnb ROI: N/A Traditional ROI: 7.56%
300 N Aspen Drive CORTLAND, IL A new inventory home at Richland Trails, the popular Hickory IV Ranch. This charming singl...	3 beds \| 2 baths \| 1,613 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $2551 Airbnb ROI: N/A Traditional ROI: 4.88%
353 N Aspen Drive CORTLAND, IL A new inventory home at Richland Trails, the popular Greenfield I Ranch. This charming sin...	3 beds \| 2 baths \| 1,804 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.24% Airbnb Rental Income: $null Traditional Rental Income: $2699 Airbnb ROI: N/A Traditional ROI: 5.24%
86 E Daisy Avenue CORTLAND, IL Beautiful 4 bedroom home, 2.5 baths. Full unfinished basement. Meticulously maintained. Ho...	4 beds \| 3 baths \| 1,953 sq.ft.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.95% Airbnb Rental Income: $null Traditional Rental Income: $2715 Airbnb ROI: N/A Traditional ROI: 4.95%
469 S Preston Street CORTLAND, IL AMAZING, UNDER CONSTRUCTION 1/2 DUPLEX!! Another spectacular new construction project in t...	2 beds \| 1 baths \| 1,120 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.3% Airbnb Rental Income: $null Traditional Rental Income: $2009 Airbnb ROI: N/A Traditional ROI: 7.3%
467 S Preston Street CORTLAND, IL AMAZING, UNDER CONSTRUCTION 1/2 DUPLEX!! Another spectacular project in the desirable Ches...	3 beds \| 2 baths \| 1,666 sq.ft.	$274,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.07% Airbnb Rental Income: $null Traditional Rental Income: $2477 Airbnb ROI: N/A Traditional ROI: 8.07%
507 S Preston Street CORTLAND, IL AMAZING, UNDER CONSTRUCTION 1/2 DUPLEX!! Another spectacular new construction project in t...	2 beds \| 1 baths \| 1,165 sq.ft.	$254,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.9% Airbnb Rental Income: $null Traditional Rental Income: $2028 Airbnb ROI: N/A Traditional ROI: 6.9%
505 S Preston Street CORTLAND, IL AMAZING, UNDER CONSTRUCTION 1/2 DUPLEX!! Another spectacular new construction project in t...	2 beds \| 1 baths \| 1,165 sq.ft.	$254,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.9% Airbnb Rental Income: $null Traditional Rental Income: $2028 Airbnb ROI: N/A Traditional ROI: 6.9%
192 S Joslyn Street CORTLAND, IL This is for 2 full units. Fantastic investment opportunity in Cortland! This well-maintain...	4 beds \| N/A baths \| N/A	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.17% Airbnb Rental Income: $null Traditional Rental Income: $2411 Airbnb ROI: N/A Traditional ROI: 3.17%
93 W Benson Avenue CORTLAND, IL This lovely ranch home is awaiting its new owners! Beautifully maintained and updated, thi...	3 beds \| 2 baths \| 1,138 sq.ft.	$290,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.85% Airbnb Rental Income: $null Traditional Rental Income: $2233 Airbnb ROI: N/A Traditional ROI: 4.85%
336 N Charles Street CORTLAND, IL AMAZING, WILLIAMSBURG MODEL RANCH HOME WITH BEAUTIFUL OPEN CONCEPT!!! Another spectacular ...	3 beds \| 2 baths \| 1,435 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.95% Airbnb Rental Income: $null Traditional Rental Income: $2439 Airbnb ROI: N/A Traditional ROI: 5.95%
324 N Blue Jay Street CORTLAND, IL BRAND NEW, CHARLOTTE MODEL RANCH HOME WITH BEAUTIFUL OPEN CONCEPT!!! Another spectacular p...	3 beds \| 2 baths \| 1,522 sq.ft.	$354,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.94% Airbnb Rental Income: $null Traditional Rental Income: $2468 Airbnb ROI: N/A Traditional ROI: 5.94%
360 N Charles Street CORTLAND, IL AMAZING, TWO-STORY HAMILTON MODEL WITH A BEAUTIFUL OPEN CONCEPT!!! Another spectacular pro...	4 beds \| 3 baths \| 2,330 sq.ft.	$419,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.74% Airbnb Rental Income: $null Traditional Rental Income: $2021 Airbnb ROI: N/A Traditional ROI: 3.74%
348 N Blue Jay Street CORTLAND, IL BRAND NEW WESTCHESTER MODEL, WITH FANTASTIC OPEN FLOOR PLAN!! Another spectacular new cons...	4 beds \| 2 baths \| 1,640 sq.ft.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.6% Airbnb Rental Income: $null Traditional Rental Income: $2477 Airbnb ROI: N/A Traditional ROI: 5.6%

Real Estate investment in Cortland, IL

There are 28 properties for sale in the city of Cortland . The median list price in Cortland is $339,900 and the average price per square foot is $211. In December 2025, the average monthly cash on cash return in Cortland is 6.00%. The average monthly rental income in Cortland is $2,473.

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

There are 28 investment properties available for sale in Cortland.

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

The ROI for Long-Term is higher than the Short-Term in Cortland with average rental income of $2,473.

Your search for investment property begins and ends here

Investment Property for Sale in Cortland, IL

231 S Walnut Street

CORTLAND, IL

2 beds | 2 baths | 1,150 sq.ft.

$225,000

Airbnb cash on cash: 0.75%

Traditional cash on cash: 7.57%

Airbnb Rental Income: $1510

Traditional Rental Income: $2521

Airbnb ROI: 0.75%

Traditional ROI: 7.57%

233 Judy Lane

CORTLAND, IL

3 beds | 2 baths | 1,400 sq.ft.

$225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.44%

Airbnb Rental Income: $null

Traditional Rental Income: $1664

Airbnb ROI: N/A

Traditional ROI: 3.44%

329 N. Aspen Drive

CORTLAND, IL

3 beds | 3 baths | 1,766 sq.ft.

$374,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.72%

Airbnb Rental Income: $null

Traditional Rental Income: $2874

Airbnb ROI: N/A

Traditional ROI: 6.72%

335 N. Aspen Drive

CORTLAND, IL

4 beds | 3 baths | 2,111 sq.ft.

$424,500

Airbnb cash on cash: N/A

Traditional cash on cash: 6.13%

Airbnb Rental Income: $null

Traditional Rental Income: $3047

Airbnb ROI: N/A

Traditional ROI: 6.13%

341 N Aspen Drive

CORTLAND, IL

3 beds | 2 baths | 1,613 sq.ft.

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.17%

Airbnb Rental Income: $null

Traditional Rental Income: $2524

Airbnb ROI: N/A

Traditional ROI: 5.17%

347 N Aspen Drive

CORTLAND, IL

2 beds | 2 baths | 1,328 sq.ft.

$374,900

Airbnb cash on cash: 1.44%

Traditional cash on cash: 5.28%

Airbnb Rental Income: $1510

Traditional Rental Income: $2421

Airbnb ROI: 1.44%

Traditional ROI: 5.28%

504 S Preston Street

CORTLAND, IL

2 beds | 1 baths | 1,120 sq.ft.

$234,900

Airbnb cash on cash: 3.23%

Traditional cash on cash: 7.48%

Airbnb Rental Income: $1510

Traditional Rental Income: $2013

Airbnb ROI: 3.23%

Traditional ROI: 7.48%

520 S Preston Street

CORTLAND, IL

2 beds | 1 baths | 1,120 sq.ft.

$234,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.56%

Airbnb Rental Income: $null

Traditional Rental Income: $2031

Airbnb ROI: N/A