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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6621 Sassafras Way unit: B #B CORTLAND, IL This 1,758-square-foot Garfield townhome at 6621 Sassafras Way in Wonder Lake offers the r...	4 beds \| 3 baths \| 1,758 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.57% Airbnb Rental Income: $null Traditional Rental Income: $2883 Airbnb ROI: N/A Traditional ROI: 8.57%
231 S Walnut Street CORTLAND, IL Don't miss this beautifully maintained 2-bedroom, 2-bathroom ranch-style townhome that ble...	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%
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%
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%
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.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.46% Airbnb Rental Income: $null Traditional Rental Income: $2699 Airbnb ROI: N/A Traditional ROI: 5.46%
86 E Daisy Avenue CORTLAND, IL Welcome home to this beautiful 4 bedroom home, with 2.5 baths. Full unfinished basement. M...	4 beds \| 3 baths \| 1,953 sq.ft.	$314,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.23% Airbnb Rental Income: $null Traditional Rental Income: $2715 Airbnb ROI: N/A Traditional ROI: 5.23%
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: 2.95% Traditional cash on cash: 7.09% Airbnb Rental Income: $1510 Traditional Rental Income: $2009 Airbnb ROI: 2.95% Traditional ROI: 7.09%
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: 7.89% Airbnb Rental Income: $null Traditional Rental Income: $2477 Airbnb ROI: N/A Traditional ROI: 7.89%
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: 2.72% Traditional cash on cash: 6.7% Airbnb Rental Income: $1510 Traditional Rental Income: $2028 Airbnb ROI: 2.72% Traditional ROI: 6.7%
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: 2.72% Traditional cash on cash: 6.7% Airbnb Rental Income: $1510 Traditional Rental Income: $2028 Airbnb ROI: 2.72% Traditional ROI: 6.7%
192 S Joslyn Street CORTLAND, IL 190 & 192 S Joslyn - This is for 2 full units. Fantastic investment opportunity in Cortlan...	4 beds \| 4 baths \| N/A	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.48% Airbnb Rental Income: $null Traditional Rental Income: $2411 Airbnb ROI: N/A Traditional ROI: 3.48%
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: 6.34% Airbnb Rental Income: $null Traditional Rental Income: $3043 Airbnb ROI: N/A Traditional ROI: 6.34%
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%
575 N Strack Street unit: 103 #103 CORTLAND, IL ADORABLE CONDO IN THE SYCAMORE SCHOOL DISTRICT! This charming 2-bedroom, 2-full-bath unit ...	2 beds \| 2 baths \| 999 sq.ft.	$162,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 9.38% Airbnb Rental Income: $1510 Traditional Rental Income: $2159 Airbnb ROI: 2.34% Traditional ROI: 9.38%
575 N Strack Street unit: 302 #302 CORTLAND, IL What a view from this lovely 2-bedroom, 2-bath condo! Bright and open living room with vau...	2 beds \| 2 baths \| 1,100 sq.ft.	$179,500	Airbnb cash on cash: 1.89% Traditional cash on cash: 8.04% Airbnb Rental Income: $1510 Traditional Rental Income: $2120 Airbnb ROI: 1.89% Traditional ROI: 8.04%
The Lincoln Plan CORTLAND, IL The Lincoln Plan, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,387 sq.ft.	$349,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.32% Airbnb Rental Income: $null Traditional Rental Income: $1922 Airbnb ROI: N/A Traditional ROI: 2.32%
The Westwood Plan CORTLAND, IL The Westwood Plan, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,623 sq.ft.	$371,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.16% Airbnb Rental Income: $null Traditional Rental Income: $1981 Airbnb ROI: N/A Traditional ROI: 2.16%
The Ardena Plan CORTLAND, IL The Ardena Plan, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,945 sq.ft.	$374,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.45% Airbnb Rental Income: $null Traditional Rental Income: $2097 Airbnb ROI: N/A Traditional ROI: 2.45%
The Varner Plan CORTLAND, IL The Varner Plan, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,058 sq.ft.	$392,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.4% Airbnb Rental Income: $null Traditional Rental Income: $2174 Airbnb ROI: N/A Traditional ROI: 2.4%
The Holbrook Plan CORTLAND, IL The Holbrook Plan, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,164 sq.ft.	$399,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.33% Airbnb Rental Income: $null Traditional Rental Income: $2184 Airbnb ROI: N/A Traditional ROI: 2.33%
The Haven Plan CORTLAND, IL The Haven Plan, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,248 sq.ft.	$411,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.75% Airbnb Rental Income: $null Traditional Rental Income: $2021 Airbnb ROI: N/A Traditional ROI: 1.75%
424 N Aspen Dr CORTLAND, IL	4 beds \| 2 baths \| 400 sq.ft.	$345,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.46% Airbnb Rental Income: $null Traditional Rental Income: $1619 Airbnb ROI: N/A Traditional ROI: 1.46%
20 W Sandalwood Ave CORTLAND, IL 20 W Sandalwood Ave, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,164 sq.ft.	$434,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.61% Airbnb Rental Income: $null Traditional Rental Income: $2481 Airbnb ROI: N/A Traditional ROI: 2.61%
94 W Crabapple Ave CORTLAND, IL 94 W Crabapple Ave, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,058 sq.ft.	$419,711	Airbnb cash on cash: N/A Traditional cash on cash: 2.78% Airbnb Rental Income: $null Traditional Rental Income: $2465 Airbnb ROI: N/A Traditional ROI: 2.78%
Lot D7 Bluebell Ave CORTLAND, IL Lot D7 Bluebell Ave, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,058 sq.ft.	$392,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.19% Airbnb Rental Income: $null Traditional Rental Income: $2465 Airbnb ROI: N/A Traditional ROI: 3.19%
Lot B5 W Paw Paw Ave CORTLAND, IL Lot B5 W Paw Paw Ave, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,625 sq.ft.	$371,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.2% Airbnb Rental Income: $null Traditional Rental Income: $2691 Airbnb ROI: N/A Traditional ROI: 4.2%
Lot B6 W Paw Paw Ave CORTLAND, IL Lot B6 W Paw Paw Ave, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,387 sq.ft.	$349,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $2105 Airbnb ROI: N/A Traditional ROI: 2.88%
LOT E7 W Bluebell Ave CORTLAND, IL LOT E7 W Bluebell Ave, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,164 sq.ft.	$399,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.89% Airbnb Rental Income: $null Traditional Rental Income: $2021 Airbnb ROI: N/A Traditional ROI: 1.89%
Lot C7 Crabapple Ave CORTLAND, IL Lot C7 Crabapple Ave, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,945 sq.ft.	$374,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.39% Airbnb Rental Income: $null Traditional Rental Income: $2427 Airbnb ROI: N/A Traditional ROI: 3.39%
Basswood Plan CORTLAND, IL	2 beds \| 2 baths \| 1,328 sq.ft.	$355,800	Airbnb cash on cash: -0.32% Traditional cash on cash: 1.79% Airbnb Rental Income: $1510 Traditional Rental Income: $1776 Airbnb ROI: -0.32% Traditional ROI: 1.79%
Sequoia Plan CORTLAND, IL Sequoia Plan, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,077 sq.ft.	$403,700	Airbnb cash on cash: N/A Traditional cash on cash: 2.25% Airbnb Rental Income: $null Traditional Rental Income: $2174 Airbnb ROI: N/A Traditional ROI: 2.25%
Willa Plan CORTLAND, IL Willa Plan, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,111 sq.ft.	$398,300	Airbnb cash on cash: N/A Traditional cash on cash: 2.34% Airbnb Rental Income: $null Traditional Rental Income: $2177 Airbnb ROI: N/A Traditional ROI: 2.34%
154 S Llanos St CORTLAND, IL 154 S Llanos St, CORTLAND, IL 60112 \| Townhouse	3 beds \| 2 baths \| 1,595 sq.ft.	$318,809	Airbnb cash on cash: N/A Traditional cash on cash: 3.85% Airbnb Rental Income: $null Traditional Rental Income: $2218 Airbnb ROI: N/A Traditional ROI: 3.85%
Greenfield Ranch Plan CORTLAND, IL	3 beds \| 2 baths \| 1,804 sq.ft.	$397,800	Airbnb cash on cash: N/A Traditional cash on cash: 1.96% Airbnb Rental Income: $null Traditional Rental Income: $2036 Airbnb ROI: N/A Traditional ROI: 1.96%
Hazel Plan CORTLAND, IL Hazel Plan, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,816 sq.ft.	$376,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.1% Airbnb Rental Income: $null Traditional Rental Income: $2691 Airbnb ROI: N/A Traditional ROI: 4.1%
Lot A16 Llanos St CORTLAND, IL Lot A16 Llanos St, CORTLAND, IL 60112 \| Townhouse	3 beds \| 2 baths \| 1,595 sq.ft.	$314,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.99% Airbnb Rental Income: $null Traditional Rental Income: $2235 Airbnb ROI: N/A Traditional ROI: 3.99%

Real Estate investment in Cortland, IL

There are 47 properties for sale in the city of Cortland . The median list price in Cortland is $374,900 and the average price per square foot is $225. In January 2026, the average monthly cash on cash return in Cortland is 4.00%. The average monthly rental income in Cortland is $2,411.

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

There are 47 investment properties available for sale in Cortland.

In 2026, 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 $2,411.

Your search for investment property begins and ends here

Investment Property for Sale in Cortland, IL

6621 Sassafras Way unit: B #B

CORTLAND, IL

4 beds | 3 baths | 1,758 sq.ft.

$289,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.57%

Airbnb Rental Income: $null

Traditional Rental Income: $2883

Airbnb ROI: N/A

Traditional ROI: 8.57%

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%

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%

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%

300 N Aspen Drive

CORTLAND, IL

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

3 beds | 2 baths | 1,804 sq.ft.

$424,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.46%

Airbnb Rental Income: $null

Traditional Rental Income: $2699

Airbnb ROI: N/A

Traditional ROI: 5.46%

86 E Daisy Avenue

CORTLAND, IL

4 beds | 3 baths | 1,953 sq.ft.

$314,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.23%

Airbnb Rental Income: $null

Traditional Rental Income: $2715

Airbnb ROI: N/A