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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
425 Dewberry Trail Chatham, IL Welcome home to this charming and well-maintained 3 bedroom, 2 bath home in the highly des...	3 beds \| 2 baths \| 1,611 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.22% Airbnb Rental Income: $null Traditional Rental Income: $1976 Airbnb ROI: N/A Traditional ROI: 5.22%
47 Plover Drive Chatham, IL Welcome home to this immaculate, like-new ranch tucked away in The Highlands. This home st...	3 beds \| 3 baths \| 2,066 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.66% Airbnb Rental Income: $null Traditional Rental Income: $2269 Airbnb ROI: N/A Traditional ROI: 2.66%
421 Hodges Court Chatham, IL Traditional 2 story home on a HUGE pie shaped lot with the convenience of 2nd floor laundr...	4 beds \| 3 baths \| 2,100 sq.ft.	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.28% Airbnb Rental Income: $null Traditional Rental Income: $2482 Airbnb ROI: N/A Traditional ROI: 4.28%
204 Grindstone Road Chatham, IL Welcome home to this beautifully maintained 2456 sq. ft. ranch with full basement, offerin...	4 beds \| 4 baths \| 3,306 sq.ft.	$554,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.4% Airbnb Rental Income: $null Traditional Rental Income: $3215 Airbnb ROI: N/A Traditional ROI: 3.4%
1200 Monday Court Chatham, IL One and a half story plan with an open main floor that includes the primary bedroom well s...	4 beds \| 3 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%
316 BOULDER CREEK Drive Chatham, IL Discover a luxurious, rare find in the highly sought-after Boulder Creek Community! This s...	3 beds \| 2 baths \| 1,679 sq.ft.	$409,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.2% Airbnb Rental Income: $null Traditional Rental Income: $2098 Airbnb ROI: N/A Traditional ROI: 3.2%
55 Firefly Court Chatham, IL Welcome to your dream home in the heart of Chatham! Built in 2024, this stunning 4 bedroom...	4 beds \| 3 baths \| 4,250 sq.ft.	$669,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $2658 Airbnb ROI: N/A Traditional ROI: 2.88%
1807 WILLOW BEND Chatham, IL Striking new construction in Iron Bridge Estates by Moughan Builders, featuring black vert...	5 beds \| 4 baths \| 4,167 sq.ft.	$1,060,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.14% Airbnb Rental Income: $null Traditional Rental Income: $3442 Airbnb ROI: N/A Traditional ROI: 0.14%
2003 Old Ironbridge Chatham, IL Superior craftsmanship shines throughout this newly constructed Moughan Builders ranch off...	5 beds \| 4 baths \| 4,362 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.86% Airbnb Rental Income: $null Traditional Rental Income: $3348 Airbnb ROI: N/A Traditional ROI: 0.86%
2705 Hastings Road Chatham, IL Photos and Floorplan w/ rm.sizes to come. Pre-inspected! Welcome to this beautifully maint...	4 beds \| 4 baths \| 3,145 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.25% Airbnb Rental Income: $null Traditional Rental Income: $3437 Airbnb ROI: N/A Traditional ROI: 6.25%
537 AUGUSTA Drive Chatham, IL Welcome to your forever home in the prestigious Southwinds subdivision, where charm meets ...	4 beds \| 4 baths \| 3,645 sq.ft.	$415,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.46% Airbnb Rental Income: $null Traditional Rental Income: $3499 Airbnb ROI: N/A Traditional ROI: 5.46%
313 Hawks Nest Drive Chatham, IL Three bedroom to bathroom ranch style new construction in popular Foxx Creek Estates. Open...	3 beds \| 2 baths \| 1,610 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $2019 Airbnb ROI: N/A Traditional ROI: 3.83%
421 Sundown Lane Chatham, IL Discover quality, efficiency, and value in this newly built ranch by Fidelity Homes LLC, a...	3 beds \| 2 baths \| 2,054 sq.ft.	$554,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.94% Airbnb Rental Income: $null Traditional Rental Income: $2279 Airbnb ROI: N/A Traditional ROI: 0.94%
525 AUGUSTA Drive Chatham, IL This 4BR gem is nestled in a highly desired school district & downright darling neighborho...	3 beds \| 3 baths \| 2,637 sq.ft.	$352,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.47% Airbnb Rental Income: $null Traditional Rental Income: $2552 Airbnb ROI: N/A Traditional ROI: 4.47%
82 Stony Creek Drive Chatham, IL Great 3bedrm and 2.5 bath Ranch in wonderful Glenwood Park, Chatham. This home has been up...	3 beds \| 3 baths \| 2,168 sq.ft.	$360,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.24% Airbnb Rental Income: $null Traditional Rental Income: $2447 Airbnb ROI: N/A Traditional ROI: 4.24%
505 Willows Avenue Chatham, IL WOW! Take a look at this spacious Ranch in Chatham. 2300 sq. ft main level with split bedr...	3 beds \| 2 baths \| 2,300 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 4% Airbnb Rental Income: $null Traditional Rental Income: $2167 Airbnb ROI: N/A Traditional ROI: 4%
1709 Spartan Drive Chatham, IL Welcome to 1709 Spartan Drive in Chatham, a well-designed 3-bedroom, 2.5-bath home that bl...	3 beds \| 3 baths \| 1,917 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.91% Airbnb Rental Income: $null Traditional Rental Income: $2370 Airbnb ROI: N/A Traditional ROI: 1.91%
1701 Spartan Drive Chatham, IL Spartan Estates is where you'll find this truly impressive home. Just under 4 years young ...	4 beds \| 3 baths \| 2,248 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.4% Airbnb Rental Income: $null Traditional Rental Income: $2564 Airbnb ROI: N/A Traditional ROI: 2.4%
420 Garvey Lane Chatham, IL COMING SOON! Showings start Saturday 4/25. Clements built, 5 bedroom ranch home w/ 3 car a...	5 beds \| 2 baths \| 3,136 sq.ft.	$390,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.78% Airbnb Rental Income: $null Traditional Rental Income: $2469 Airbnb ROI: N/A Traditional ROI: 3.78%
203 Wintergreen Drive Chatham, IL This LOVELY CHATHAM RANCH DUPLEX will suit all your needs! 3 beds/2 full baths, 2.5 car ga...	3 beds \| 2 baths \| 1,359 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.16% Airbnb Rental Income: $null Traditional Rental Income: $1820 Airbnb ROI: N/A Traditional ROI: 8.16%
416 Fox Glove Crest Chatham, IL Ranch home in Chatham with an inground pool and finished basement This one may be perf...	4 beds \| 3 baths \| 3,724 sq.ft.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $2580 Airbnb ROI: N/A Traditional ROI: 3.96%
1009 MONARCH Drive Chatham, IL Stunning Ranch in Chatham's Breckenridge Subdivision Welcome home to this impeccably maint...	3 beds \| 3 baths \| 2,638 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.5% Airbnb Rental Income: $null Traditional Rental Income: $2565 Airbnb ROI: N/A Traditional ROI: 5.5%
37 CRESTVIEW Drive Chatham, IL Rare Find on a low traffic cul-de-sac street in Chatham's Birch Grove Subivision. Quality ...	3 beds \| 2 baths \| 1,318 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.87% Airbnb Rental Income: $null Traditional Rental Income: $1712 Airbnb ROI: N/A Traditional ROI: 5.87%
730 W WALNUT Street Chatham, IL WOW! Completely remodeled, 3 bed 2 full bath all brick ranch right in the heart of Chatham...	3 beds \| 2 baths \| 2,634 sq.ft.	$260,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.24% Airbnb Rental Income: $null Traditional Rental Income: $2253 Airbnb ROI: N/A Traditional ROI: 6.24%
801 Kellan Drive Chatham, IL Stunning 5 Bedroom home w/ partially finished basement & main floor primary suite. This be...	5 beds \| 4 baths \| 3,490 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.98% Airbnb Rental Income: $null Traditional Rental Income: $3458 Airbnb ROI: N/A Traditional ROI: 5.98%
113 EAGLE RIDGE Drive Chatham, IL Welcome home to 113 Eagle Ridge in the highly sought-after Chatham school district. This b...	2 beds \| 2 baths \| 1,133 sq.ft.	$177,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 6.17% Airbnb Rental Income: $1259 Traditional Rental Income: $1602 Airbnb ROI: 1.76% Traditional ROI: 6.17%
104 W SPRUCE Street Chatham, IL Clean and cozy home in the heart of Chatham! This move-in ready property offers a warm and...	2 beds \| 1 baths \| 1,633 sq.ft.	$135,000	Airbnb cash on cash: 3.82% Traditional cash on cash: 10.12% Airbnb Rental Income: $1259 Traditional Rental Income: $1678 Airbnb ROI: 3.82% Traditional ROI: 10.12%
301 Hodges Court Chatham, IL This 1.5 story floor plan has just about everything you could want. Wide open main living ...	4 beds \| 3 baths \| 2,354 sq.ft.	$509,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $2612 Airbnb ROI: N/A Traditional ROI: 4.04%
1623 PRAIRIE VISTA Drive Chatham, IL Very well-maintained 5-bedroom, 3.5 bath two-story home in Chatham featuring numerous upda...	5 beds \| 3 baths \| 2,845 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.71% Airbnb Rental Income: $null Traditional Rental Income: $2703 Airbnb ROI: N/A Traditional ROI: 3.71%
1606 Chriswell Gardens Street Chatham, IL Beautiful 2 story home in desireable Wellington Estates offering comfort, functionality an...	4 beds \| 3 baths \| 2,374 sq.ft.	$390,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.48% Airbnb Rental Income: $null Traditional Rental Income: $2484 Airbnb ROI: N/A Traditional ROI: 3.48%
9501 Dusk Drive Chatham, IL Spacious 5-bedroom, 3-bath bi-level home situated on a 1.33-acre lot in Chatham offering 3...	5 beds \| 3 baths \| 3,501 sq.ft.	$419,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.14% Airbnb Rental Income: $null Traditional Rental Income: $2965 Airbnb ROI: N/A Traditional ROI: 5.14%
200 Winter Park Drive Chatham, IL Don't miss this well maintained 4-5 bedroom, 3.5 baths with dedicated main floor office in...	5 beds \| 4 baths \| 3,311 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.81% Airbnb Rental Income: $null Traditional Rental Income: $3452 Airbnb ROI: N/A Traditional ROI: 5.81%
72 Moonlight Court Chatham, IL Welcome to your new construction home in The Highlands! This inviting 2,055 sq ft ranch fe...	3 beds \| 3 baths \| 2,055 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.43% Airbnb Rental Income: $null Traditional Rental Income: $2426 Airbnb ROI: N/A Traditional ROI: 3.43%
1214 WOODHAVEN Court Chatham, IL This beautiful ranch home is located on a cul-de-sac in a fantastic location, directly acr...	4 beds \| 2 baths \| 2,700 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.3% Airbnb Rental Income: $null Traditional Rental Income: $2326 Airbnb ROI: N/A Traditional ROI: 5.3%
46 CHURCHILL Drive Chatham, IL This home checks all the boxes! This 3-bedroom, 1-bath ranch is nestled in a quiet neighbo...	3 beds \| 1 baths \| 1,265 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.03% Airbnb Rental Income: $null Traditional Rental Income: $1559 Airbnb ROI: N/A Traditional ROI: 6.03%
405 Fox Glove Crest Chatham, IL Fully remodeled, 4 bed 3 full bath ranch, walking distance to Chatham's largest park and p...	4 beds \| 3 baths \| 2,838 sq.ft.	$355,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.14% Airbnb Rental Income: $null Traditional Rental Income: $2593 Airbnb ROI: N/A Traditional ROI: 5.14%
1832 WILLOW BEND Street Chatham, IL New construction prices keep going up. Why wait to build when you can own nearly new const...	5 beds \| 3 baths \| 4,016 sq.ft.	$825,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.35% Airbnb Rental Income: $null Traditional Rental Income: $2787 Airbnb ROI: N/A Traditional ROI: 0.35%

Real Estate investment in Chatham, IL

There are 45 properties for sale in the city of Chatham . The median list price in Chatham is $395,000 and the average price per square foot is $150. In May 2026, the average monthly cash on cash return in Chatham is 4.00%. The average monthly rental income in Chatham is $2,482.

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

There are 45 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 $2,482.

Your search for investment property begins and ends here

Investment Property for Sale in Chatham, IL

425 Dewberry Trail

Chatham, IL

3 beds | 2 baths | 1,611 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.22%

Airbnb Rental Income: $null

Traditional Rental Income: $1976

Airbnb ROI: N/A

Traditional ROI: 5.22%

47 Plover Drive

Chatham, IL

3 beds | 3 baths | 2,066 sq.ft.

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.66%

Airbnb Rental Income: $null

Traditional Rental Income: $2269

Airbnb ROI: N/A

Traditional ROI: 2.66%

421 Hodges Court

Chatham, IL

4 beds | 3 baths | 2,100 sq.ft.

$459,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.28%

Airbnb Rental Income: $null

Traditional Rental Income: $2482

Airbnb ROI: N/A

Traditional ROI: 4.28%

204 Grindstone Road

Chatham, IL

4 beds | 4 baths | 3,306 sq.ft.

$554,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.4%

Airbnb Rental Income: $null

Traditional Rental Income: $3215

Airbnb ROI: N/A

Traditional ROI: 3.4%

1200 Monday Court

Chatham, IL

4 beds | 3 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%

316 BOULDER CREEK Drive

Chatham, IL

3 beds | 2 baths | 1,679 sq.ft.

$409,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.2%

Airbnb Rental Income: $null

Traditional Rental Income: $2098

Airbnb ROI: N/A

Traditional ROI: 3.2%

55 Firefly Court

Chatham, IL

4 beds | 3 baths | 4,250 sq.ft.

$669,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.88%

Airbnb Rental Income: $null

Traditional Rental Income: $2658

Airbnb ROI: N/A

Traditional ROI: 2.88%

1807 WILLOW BEND

Chatham, IL

5 beds | 4 baths | 4,167 sq.ft.

$1,060,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.14%

Airbnb Rental Income: $null

Traditional Rental Income: $3442

Airbnb ROI: N/A