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
88 E South Ave CORTLAND, IL 3 Bedrooms, 2.5 Baths With A Bonus Finished Basement! Main Floor Living Room - Open To Kit...	3 beds \| 2 baths \| 1,360 sq.ft.	$229,500	Airbnb cash on cash: -0.73% Traditional cash on cash: 6.67% Airbnb Rental Income: $997 Traditional Rental Income: $2249 Airbnb ROI: -0.73% Traditional ROI: 6.67%
288 N Charles St CORTLAND, IL	4 beds \| 2 baths \| 2,740 sq.ft.	$409,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.33% Airbnb Rental Income: $null Traditional Rental Income: $3033 Airbnb ROI: N/A Traditional ROI: 4.33%
335 N Aspen Dr CORTLAND, IL Introducing our newest floorplan at Richland Trails, the Willa II. This charming 2,111 sq....	4 beds \| 2 baths \| 2,111 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.73% Airbnb Rental Income: $null Traditional Rental Income: $3047 Airbnb ROI: N/A Traditional ROI: 6.73%
347 N Aspen Dr 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.	$357,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 5.75% Airbnb Rental Income: $732 Traditional Rental Income: $2421 Airbnb ROI: -0.21% Traditional ROI: 5.75%
300 N Aspen Dr 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.	$389,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 5.56% Airbnb Rental Income: $997 Traditional Rental Income: $2551 Airbnb ROI: 0.33% Traditional ROI: 5.56%
324 N Blue Jay St CORTLAND, IL BRAND NEW, CHARLOTTE MODEL RANCH HOME WITH BEAUTIFUL OPEN CONCEPT!!! Another spectacular p...	3 beds \| 2 baths \| 1,522 sq.ft.	$359,900	Airbnb cash on cash: 0.44% Traditional cash on cash: 5.85% Airbnb Rental Income: $997 Traditional Rental Income: $2468 Airbnb ROI: 0.44% Traditional ROI: 5.85%
348 N Blue Jay St 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 #103 CORTLAND, IL Why rent when you can own this 2-bedroom garden level condo in Sycamore school district of...	2 beds \| 2 baths \| 999 sq.ft.	$175,000	Airbnb cash on cash: -1.98% Traditional cash on cash: 8.45% Airbnb Rental Income: $732 Traditional Rental Income: $2159 Airbnb ROI: -1.98% Traditional ROI: 8.45%
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: -1.57% Traditional cash on cash: 2.32% Airbnb Rental Income: $997 Traditional Rental Income: $1922 Airbnb ROI: -1.57% 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: -1.67% Traditional cash on cash: 2.16% Airbnb Rental Income: $997 Traditional Rental Income: $1981 Airbnb ROI: -1.67% Traditional ROI: 2.16%
The Anderson Plan CORTLAND, IL The Anderson Plan, CORTLAND, IL 60112 \| Multi Family	3 beds \| 2 baths \| 1,595 sq.ft.	$314,990	Airbnb cash on cash: -1.39% Traditional cash on cash: 3.17% Airbnb Rental Income: $997 Traditional Rental Income: $1994 Airbnb ROI: -1.39% Traditional ROI: 3.17%
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: -1.68% Traditional cash on cash: 2.45% Airbnb Rental Income: $997 Traditional Rental Income: $2097 Airbnb ROI: -1.68% 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: 2.45% Airbnb Rental Income: $null Traditional Rental Income: $2294 Airbnb ROI: N/A Traditional ROI: 2.45%
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: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $2578 Airbnb ROI: N/A Traditional ROI: 3.38%
Ashton Ranch Plan CORTLAND, IL Basswood Plan, CORTLAND, IL 60112 \| Single Family Residential	2 beds \| 2 baths \| 1,404 sq.ft.	$373,100	Airbnb cash on cash: -2.31% Traditional cash on cash: 1.56% Airbnb Rental Income: $732 Traditional Rental Income: $1776 Airbnb ROI: -2.31% Traditional ROI: 1.56%
Sequoia Plan CORTLAND, IL Sequoia Plan, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,077 sq.ft.	$425,300	Airbnb cash on cash: N/A Traditional cash on cash: 1.97% Airbnb Rental Income: $null Traditional Rental Income: $2174 Airbnb ROI: N/A Traditional ROI: 1.97%
Haven Plan CORTLAND, IL Willa Plan, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,359 sq.ft.	$419,400	Airbnb cash on cash: N/A Traditional cash on cash: 2.06% Airbnb Rental Income: $null Traditional Rental Income: $2177 Airbnb ROI: N/A Traditional ROI: 2.06%
Oakley Ranch Plan CORTLAND, IL Greenfield Ranch Plan, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,825 sq.ft.	$416,300	Airbnb cash on cash: -1.84% Traditional cash on cash: 1.73% Airbnb Rental Income: $997 Traditional Rental Income: $2036 Airbnb ROI: -1.84% Traditional ROI: 1.73%
Hazel Plan CORTLAND, IL Hazel Plan, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,816 sq.ft.	$395,100	Airbnb cash on cash: -1.76% Traditional cash on cash: 2.25% Airbnb Rental Income: $997 Traditional Rental Income: $2128 Airbnb ROI: -1.76% Traditional ROI: 2.25%
Linnea Ranch Plan CORTLAND, IL Hickory Ranch Plan, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,651 sq.ft.	$397,900	Airbnb cash on cash: -1.78% Traditional cash on cash: 1.81% Airbnb Rental Income: $997 Traditional Rental Income: $1981 Airbnb ROI: -1.78% Traditional ROI: 1.81%
95 Lots Chestnut Grv CORTLAND, IL 95 Lots Chestnut Grv, CORTLAND, IL 60112 \| Other	N/A beds \| N/A baths \| 700 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: -2.39% Airbnb Rental Income: $null Traditional Rental Income: $696 Airbnb ROI: N/A Traditional ROI: -2.39%
21 W Winterberry Ave CORTLAND, IL *SYCAMORE SCHOOL DISTRICT!NO HOA DUES!NO SSA TAX!* Located in the Nature Crossin...	3 beds \| 2 baths \| 1,535 sq.ft.	$350,000	Airbnb cash on cash: -1.42% Traditional cash on cash: 4.04% Airbnb Rental Income: $997 Traditional Rental Income: $2437 Airbnb ROI: -1.42% Traditional ROI: 4.04%
513 S Preston St 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: -2.07% Traditional cash on cash: 5.33% Airbnb Rental Income: $732 Traditional Rental Income: $2201 Airbnb ROI: -2.07% Traditional ROI: 5.33%
529 S Preston St 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: -1.99% Traditional cash on cash: 5.71% Airbnb Rental Income: $732 Traditional Rental Income: $2167 Airbnb ROI: -1.99% Traditional ROI: 5.71%
Lot A4 W Paw Paw Ave CORTLAND, IL Lot A4 W Paw Paw Ave, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,625 sq.ft.	$371,990	Airbnb cash on cash: -1.67% Traditional cash on cash: 2.94% Airbnb Rental Income: $997 Traditional Rental Income: $2252 Airbnb ROI: -1.67% Traditional ROI: 2.94%
LOT E13 W Sandalwood Ave CORTLAND, IL LOT E13 W Sandalwood Ave, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,235 sq.ft.	$411,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.28% Airbnb Rental Income: $null Traditional Rental Income: $2614 Airbnb ROI: N/A Traditional ROI: 3.28%
Lot A6 Paw Paw Ave CORTLAND, IL Lot A6 Paw Paw 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: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $2563 Airbnb ROI: N/A Traditional ROI: 3.46%
34 W Meadow Dr CORTLAND, IL AMAZING, TWO-STORY HAMILTON MODEL WITH A BEAUTIFUL OPEN CONCEPT!!! Another spectacular pro...	4 beds \| 2 baths \| 2,330 sq.ft.	$414,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.37% Airbnb Rental Income: $null Traditional Rental Income: $3021 Airbnb ROI: N/A Traditional ROI: 6.37%
330 N Aspen Dr CORTLAND, IL 330 N Aspen Dr, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,613 sq.ft.	$385,000	Airbnb cash on cash: -1.8% Traditional cash on cash: 2.84% Airbnb Rental Income: $997 Traditional Rental Income: $2317 Airbnb ROI: -1.8% Traditional ROI: 2.84%
359 N Aspen Dr CORTLAND, IL 359 N Aspen Dr, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 2,019 sq.ft.	$424,900	Airbnb cash on cash: -1.94% Traditional cash on cash: 3.08% Airbnb Rental Income: $997 Traditional Rental Income: $2639 Airbnb ROI: -1.94% Traditional ROI: 3.08%
89 W Paw Paw Ave CORTLAND, IL 89 W Paw Paw Ave, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,235 sq.ft.	$479,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.43% Airbnb Rental Income: $null Traditional Rental Income: $2644 Airbnb ROI: N/A Traditional ROI: 2.43%
166 S Llanos St CORTLAND, IL 166 S Llanos St, CORTLAND, IL 60112 \| Townhouse	3 beds \| 2 baths \| 1,595 sq.ft.	$349,990	Airbnb cash on cash: -1.57% Traditional cash on cash: 3.45% Airbnb Rental Income: $997 Traditional Rental Income: $2292 Airbnb ROI: -1.57% Traditional ROI: 3.45%
162 S Llanos St CORTLAND, IL 162 S Llanos St, CORTLAND, IL 60112 \| Townhouse	3 beds \| 2 baths \| 1,595 sq.ft.	$349,990	Airbnb cash on cash: -1.57% Traditional cash on cash: 3.45% Airbnb Rental Income: $997 Traditional Rental Income: $2292 Airbnb ROI: -1.57% Traditional ROI: 3.45%
249 Judy Ln CORTLAND, IL 249 Judy Ln, CORTLAND, IL 60112 \| Townhouse	3 beds \| 2 baths \| 1,676 sq.ft.	$229,900	Airbnb cash on cash: -1.73% Traditional cash on cash: 5% Airbnb Rental Income: $997 Traditional Rental Income: $2106 Airbnb ROI: -1.73% Traditional ROI: 5%
16 W Carol Ave CORTLAND, IL 16 W Carol Ave, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,150 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.09% Airbnb Rental Income: $null Traditional Rental Income: $2322 Airbnb ROI: N/A Traditional ROI: 3.09%
314 N Aspen Dr CORTLAND, IL 314 N Aspen Dr, CORTLAND, IL 60112 \| Single Family Residential	4 beds \| 2 baths \| 2,077 sq.ft.	$425,300	Airbnb cash on cash: N/A Traditional cash on cash: 3.07% Airbnb Rental Income: $null Traditional Rental Income: $2640 Airbnb ROI: N/A Traditional ROI: 3.07%
376 N Aspen Dr CORTLAND, IL 376 N Aspen Dr, CORTLAND, IL 60112 \| Single Family Residential	2 beds \| 2 baths \| 1,404 sq.ft.	$373,100	Airbnb cash on cash: -2.39% Traditional cash on cash: 3.06% Airbnb Rental Income: $732 Traditional Rental Income: $2329 Airbnb ROI: -2.39% Traditional ROI: 3.06%
362 N Aspen Dr CORTLAND, IL 362 N Aspen Dr, CORTLAND, IL 60112 \| Single Family Residential	3 beds \| 2 baths \| 1,816 sq.ft.	$395,100	Airbnb cash on cash: -1.84% Traditional cash on cash: 3.27% Airbnb Rental Income: $997 Traditional Rental Income: $2534 Airbnb ROI: -1.84% Traditional ROI: 3.27%

Real Estate investment in Cortland, IL

There are 54 properties for sale in the city of Cortland . The median list price in Cortland is $293,319 and the average price per square foot is $174. In August 2026, the average monthly cash on cash return in Cortland is 3.00%. The average monthly rental income in Cortland is $2,306.

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

There are 54 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 $2,306.

Your search for investment property begins and ends here

Investment Property for Sale in Cortland, IL

88 E South Ave

CORTLAND, IL

3 beds | 2 baths | 1,360 sq.ft.

$229,500

Airbnb cash on cash: -0.73%

Traditional cash on cash: 6.67%

Airbnb Rental Income: $997

Traditional Rental Income: $2249

Airbnb ROI: -0.73%

Traditional ROI: 6.67%

288 N Charles St

CORTLAND, IL

4 beds | 2 baths | 2,740 sq.ft.

$409,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.33%

Airbnb Rental Income: $null

Traditional Rental Income: $3033

Airbnb ROI: N/A

Traditional ROI: 4.33%

335 N Aspen Dr

CORTLAND, IL

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

$399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.73%

Airbnb Rental Income: $null

Traditional Rental Income: $3047

Airbnb ROI: N/A

Traditional ROI: 6.73%

347 N Aspen Dr

CORTLAND, IL

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

$357,000

Airbnb cash on cash: -0.21%

Traditional cash on cash: 5.75%

Airbnb Rental Income: $732

Traditional Rental Income: $2421

Airbnb ROI: -0.21%

Traditional ROI: 5.75%

300 N Aspen Dr

CORTLAND, IL

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

$389,000

Airbnb cash on cash: 0.33%

Traditional cash on cash: 5.56%

Airbnb Rental Income: $997

Traditional Rental Income: $2551

Airbnb ROI: 0.33%

Traditional ROI: 5.56%

324 N Blue Jay St

CORTLAND, IL

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

$359,900

Airbnb cash on cash: 0.44%

Traditional cash on cash: 5.85%

Airbnb Rental Income: $997

Traditional Rental Income: $2468

Airbnb ROI: 0.44%

Traditional ROI: 5.85%

348 N Blue Jay St

CORTLAND, IL

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 #103

CORTLAND, IL

2 beds | 2 baths | 999 sq.ft.

$175,000

Airbnb cash on cash: -1.98%

Traditional cash on cash: 8.45%

Airbnb Rental Income: $732

Traditional Rental Income: $2159

Airbnb ROI: -1.98%