Real Estate Investment Properties for Sale in Chatham, IL

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
409 Sommerset Dr Chatham, IL Showings to begin 7/7/26....Welcome to 409 Sommerset Dr, where Craftsman design meets mode...	4 beds \| 3 baths \| 3,627 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.52% Airbnb Rental Income: $null Traditional Rental Income: $2671 Airbnb ROI: N/A Traditional ROI: 2.52%
605 Jetty Dr Chatham, IL Pride of ownership in this gorgeous 3 bedroom, 3 full bath duplex condo in North Pointe Su...	3 beds \| 3 baths \| 2,312 sq.ft.	$299,700	Airbnb cash on cash: 0.61% Traditional cash on cash: 6.19% Airbnb Rental Income: $1427 Traditional Rental Income: $2576 Airbnb ROI: 0.61% Traditional ROI: 6.19%
7030 Mansion Rd Chatham, IL Such a unique home & land, & so peaceful. This home has had many updates to it but still ...	3 beds \| 4 baths \| 2,806 sq.ft.	$449,900	Airbnb cash on cash: 0.67% Traditional cash on cash: 5.42% Airbnb Rental Income: $1427 Traditional Rental Income: $3005 Airbnb ROI: 0.67% Traditional ROI: 5.42%
115 S Oak St Chatham, IL Beautiful 1 1/2 story home built in 1927 - This home features great charm and character ...	4 beds \| 2 baths \| 2,559 sq.ft.	$265,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.4% Airbnb Rental Income: $null Traditional Rental Income: $2776 Airbnb ROI: N/A Traditional ROI: 8.4%
228 Manor Hill Dr Chatham, IL Coming soon! This is an incredible sprawling Chatham ranch, located in Manor Hill subdivis...	3 beds \| 2 baths \| 2,664 sq.ft.	$340,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 3.68% Airbnb Rental Income: $1427 Traditional Rental Income: $2297 Airbnb ROI: -0.38% Traditional ROI: 3.68%
1408 Sequoia Dr Chatham, IL S-P-R-E-A-D out ranch. Fantastic floor plan, with 4 nice sized bedrooms. 24X17.8 room coul...	4 beds \| 2 baths \| 2,625 sq.ft.	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.07% Airbnb Rental Income: $null Traditional Rental Income: $2064 Airbnb ROI: N/A Traditional ROI: 3.07%
39 Crestview Dr Chatham, IL Conveniently located in the heart of Chatham, you'll find this tremendous and one-of-a-kin...	3 beds \| 3 baths \| 2,516 sq.ft.	$335,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 5.97% Airbnb Rental Income: $1427 Traditional Rental Income: $2614 Airbnb ROI: 0.85% Traditional ROI: 5.97%
114 Heatherstone Dr Chatham, IL Online Only Auction Chatham Real Estate and Personal Property Auction Open House: ...	6 beds \| 3 baths \| 4,975 sq.ft.	$464,900	Airbnb cash on cash: 3.01% Traditional cash on cash: 4.84% Airbnb Rental Income: $3274 Traditional Rental Income: $3336 Airbnb ROI: 3.01% Traditional ROI: 4.84%
1200 Monday Ct Chatham, IL One and a half story plan with an open main floor that includes the primary bedroom well s...	4 beds \| 2 baths \| 2,155 sq.ft.	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.09% Airbnb Rental Income: $null Traditional Rental Income: $2493 Airbnb ROI: N/A Traditional ROI: 4.09%
421 Manor Hill Dr Chatham, IL 421 Manor Hill Dr, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$68,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.67% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 5.67%
S Route 4 Rte Chatham, IL S Route 4 Rte, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.11% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: 0.11%
400 Ramblewood Rd Chatham, IL 400 Ramblewood Rd, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$39,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.04% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: 11.04%
401 Ramblewood Rd Chatham, IL 401 Ramblewood Rd, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$44,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.59% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: 9.59%
405 Ramblewood Rd Chatham, IL 405 Ramblewood Rd, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$39,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.04% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: 11.04%
83 Firefly Ct Chatham, IL 83 Firefly Ct, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$39,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.28% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 11.28%
75 Firefly Ct Chatham, IL 75 Firefly Ct, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$38,400	Airbnb cash on cash: N/A Traditional cash on cash: 11.51% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: 11.51%
71 Firefly Ct Chatham, IL 71 Firefly Ct, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$39,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.04% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: 11.04%
67 Firefly Ct Chatham, IL 67 Firefly Ct, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$46,600	Airbnb cash on cash: N/A Traditional cash on cash: 9.17% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: 9.17%
51 Firefly Ct Chatham, IL 51 Firefly Ct, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$69,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.3% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: 5.3%
Old Indian Trl Chatham, IL Old Indian Trl, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.06% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: -0.06%
55 Firefly Ct Chatham, IL Beautifully maintained Craftsman style ranch offering 4 bedrooms, 3 baths, a 3 car garage,...	4 beds \| 3 baths \| 3,249 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.48% Airbnb Rental Income: $null Traditional Rental Income: $2658 Airbnb ROI: N/A Traditional ROI: 3.48%
2003 Old Ironbridge Chatham, IL Superior craftsmanship shines throughout this newly constructed Moughan Builders ranch off...	5 beds \| 3 baths \| 4,362 sq.ft.	$799,900	Airbnb cash on cash: 2.15% Traditional cash on cash: 3.23% Airbnb Rental Income: $3274 Traditional Rental Income: $3348 Airbnb ROI: 2.15% Traditional ROI: 3.23%
313 Hawks Nest Dr Chatham, IL Three bedroom to bathroom ranch style new construction in popular Foxx Creek Estates. Open...	3 beds \| 2 baths \| 1,610 sq.ft.	$387,900	Airbnb cash on cash: 1.17% Traditional cash on cash: 3.97% Airbnb Rental Income: $1427 Traditional Rental Income: $2019 Airbnb ROI: 1.17% Traditional ROI: 3.97%
413 Sundown Ln Chatham, IL 413 Sundown Ln, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 6.05%
408 Manor Hill Dr Chatham, IL 408 Manor Hill Dr, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 6.05%
400 Sundown Ln Chatham, IL 400 Sundown Ln, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$67,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.64% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: 5.64%
405 Sundown Ln Chatham, IL 405 Sundown Ln, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 6.05%
401 Manor Hill Dr Chatham, IL 401 Manor Hill Dr, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.9% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: 5.9%
409 Manor Hill Dr Chatham, IL 409 Manor Hill Dr, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 6.05%
416 Sundown Ln Chatham, IL 416 Sundown Ln, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$67,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.79% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 5.79%
412 Sundown Ln Chatham, IL 412 Sundown Ln, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 6.05%
408 Sundown Ln Chatham, IL 408 Sundown Ln, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 6.05%
400 Manor Hill Dr Chatham, IL 400 Manor Hill Dr, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 6.05%
417 Manor Hill Dr Chatham, IL	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 6.05%
416 Manor Hill Dr Chatham, IL 416 Manor Hill Dr, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 6.05%
405 Manor Hill Dr Chatham, IL 405 Manor Hill Dr, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 6.05%
413 Manor Hill Dr Chatham, IL 413 Manor Hill Dr, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $690 Airbnb ROI: N/A Traditional ROI: 6.05%
417 Sundown Ln Chatham, IL 417 Sundown Ln, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.9% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: 5.9%
401 Sundown Ln Chatham, IL 401 Sundown Ln, Chatham, IL 62629 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.9% Airbnb Rental Income: $null Traditional Rental Income: $680 Airbnb ROI: N/A Traditional ROI: 5.9%
1731 Spartan Dr Chatham, IL Built just three years ago, this thoughtfully designed 1.5-story home still feels fresh an...	5 beds \| 3 baths \| 3,104 sq.ft.	$474,900	Airbnb cash on cash: 2.05% Traditional cash on cash: 3.49% Airbnb Rental Income: $3274 Traditional Rental Income: $3176 Airbnb ROI: 2.05% Traditional ROI: 3.49%

Real Estate investment in Chatham, IL

There are 111 properties for sale in the city of Chatham . The median list price in Chatham is $318,809 and the average price per square foot is $126. In September 2026, the average monthly cash on cash return in Chatham is 4.00%. The average monthly rental income in Chatham is $2,019.

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

There are 111 investment properties available for sale in Chatham.

In 2026, the best neighborhood to buy investment property is Chatham.

The ROI for Long-Term is higher than the Short-Term in Chatham with average rental income of $2,019.

Your search for investment property begins and ends here

Investment Property for Sale in Chatham, IL

409 Sommerset Dr

Chatham, IL

4 beds | 3 baths | 3,627 sq.ft.

$500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.52%

Airbnb Rental Income: $null

Traditional Rental Income: $2671

Airbnb ROI: N/A

Traditional ROI: 2.52%

605 Jetty Dr

Chatham, IL

3 beds | 3 baths | 2,312 sq.ft.

$299,700

Airbnb cash on cash: 0.61%

Traditional cash on cash: 6.19%

Airbnb Rental Income: $1427

Traditional Rental Income: $2576

Airbnb ROI: 0.61%

Traditional ROI: 6.19%

7030 Mansion Rd

Chatham, IL

3 beds | 4 baths | 2,806 sq.ft.

$449,900

Airbnb cash on cash: 0.67%

Traditional cash on cash: 5.42%

Airbnb Rental Income: $1427

Traditional Rental Income: $3005

Airbnb ROI: 0.67%

Traditional ROI: 5.42%

115 S Oak St

Chatham, IL

4 beds | 2 baths | 2,559 sq.ft.

$265,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.4%

Airbnb Rental Income: $null

Traditional Rental Income: $2776

Airbnb ROI: N/A

Traditional ROI: 8.4%

228 Manor Hill Dr

Chatham, IL

3 beds | 2 baths | 2,664 sq.ft.

$340,000

Airbnb cash on cash: -0.38%

Traditional cash on cash: 3.68%

Airbnb Rental Income: $1427

Traditional Rental Income: $2297

Airbnb ROI: -0.38%

Traditional ROI: 3.68%

1408 Sequoia Dr

Chatham, IL

4 beds | 2 baths | 2,625 sq.ft.

$335,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.07%

Airbnb Rental Income: $null

Traditional Rental Income: $2064

Airbnb ROI: N/A

Traditional ROI: 3.07%

39 Crestview Dr

Chatham, IL

3 beds | 3 baths | 2,516 sq.ft.

$335,000

Airbnb cash on cash: 0.85%

Traditional cash on cash: 5.97%

Airbnb Rental Income: $1427

Traditional Rental Income: $2614

Airbnb ROI: 0.85%

Traditional ROI: 5.97%

114 Heatherstone Dr

Chatham, IL

6 beds | 3 baths | 4,975 sq.ft.

$464,900

Airbnb cash on cash: 3.01%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $3274

Traditional Rental Income: $3336

Airbnb ROI: 3.01%