Airbnb Properties for Sale in Chicago, IL

Looking for a vacation rental investment in Chicago, IL with high ROI ?

Explore a range of newly added short-term rental homes in Chicago, IL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb Single Family Residential For Sale in Chicago, IL

Search for Single Family Residential for Sale in Chicago, Illinois. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 913 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3906 W Montrose Ave Chicago, IL 3906 W Montrose Ave, Chicago, IL 60618 \| Single Family Residential	5 beds \| 2 baths \| 1,120 sq.ft.	$509,999	Airbnb cash on cash: 4.54% Traditional cash on cash: 1.25% Airbnb Rental Income: $4796 Traditional Rental Income: $2240 Airbnb ROI: 4.54% Traditional ROI: 1.25%
2854 S Central Park Ave Chicago, IL 2854 S Central Park Ave, Chicago, IL 60623 \| Single Family Residential	5 beds \| 2 baths \| 896 sq.ft.	$348,500	Airbnb cash on cash: 9.22% Traditional cash on cash: 3.07% Airbnb Rental Income: $4825 Traditional Rental Income: $1819 Airbnb ROI: 9.22% Traditional ROI: 3.07%
6562 N Damen Ave Chicago, IL 6562 N Damen Ave, Chicago, IL 60645 \| Single Family Residential	3 beds \| 2 baths \| 1,769 sq.ft.	$470,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 1.4% Airbnb Rental Income: $2899 Traditional Rental Income: $2182 Airbnb ROI: 1.5% Traditional ROI: 1.4%
4920 N Keeler Ave Chicago, IL 4920 N Keeler Ave, Chicago, IL 60630 \| Single Family Residential	5 beds \| 3 baths \| 3,478 sq.ft.	$725,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 1.02% Airbnb Rental Income: $4675 Traditional Rental Income: $2985 Airbnb ROI: 2.09% Traditional ROI: 1.02%
4420 S Berkeley Ave Chicago, IL 4420 S Berkeley Ave, Chicago, IL 60653 \| Single Family Residential	4 beds \| 3 baths \| 3,300 sq.ft.	$659,500	Airbnb cash on cash: 1.11% Traditional cash on cash: 0.69% Airbnb Rental Income: $3559 Traditional Rental Income: $2520 Airbnb ROI: 1.11% Traditional ROI: 0.69%
3849 N Nora Ave Chicago, IL	5 beds \| 3 baths \| 1,638 sq.ft.	$465,000	Airbnb cash on cash: 5.78% Traditional cash on cash: 2.88% Airbnb Rental Income: $5055 Traditional Rental Income: $2762 Airbnb ROI: 5.78% Traditional ROI: 2.88%
4837 S Long Ave Chicago, IL 4837 S Long Ave, Chicago, IL 60638 \| Single Family Residential	7 beds \| 2 baths \| 1,700 sq.ft.	$418,900	Airbnb cash on cash: 3.82% Traditional cash on cash: 2.2% Airbnb Rental Income: $3666 Traditional Rental Income: $2232 Airbnb ROI: 3.82% Traditional ROI: 2.2%
6925 N Ravenswood Ave Chicago, IL 6925 N Ravenswood Ave, Chicago, IL 60626 \| Single Family Residential	3 beds \| 1 baths \| 1,500 sq.ft.	$445,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 0.44% Airbnb Rental Income: $2323 Traditional Rental Income: $1632 Airbnb ROI: 0.72% Traditional ROI: 0.44%
7017 S Hermitage Ave Chicago, IL Come and view your new home today in the heart of West Englewood! This fully insulated rem...	7 beds \| 2 baths \| 1,148 sq.ft.	$349,000	Airbnb cash on cash: 5.78% Traditional cash on cash: 4.38% Airbnb Rental Income: $3134 Traditional Rental Income: $1962 Airbnb ROI: 5.78% Traditional ROI: 4.38%
4757 S Langley Ave Chicago, IL 4757 S Langley Ave, Chicago, IL 60615 \| Single Family Residential	4 beds \| 2 baths \| 2,520 sq.ft.	$430,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 2.37% Airbnb Rental Income: $3559 Traditional Rental Income: $2357 Airbnb ROI: 3.42% Traditional ROI: 2.37%
2608 E 74th Pl Chicago, IL 2608 E 74th Pl, Chicago, IL 60649 \| Single Family Residential	4 beds \| 2 baths \| 1,624 sq.ft.	$224,900	Airbnb cash on cash: 6.33% Traditional cash on cash: 6.12% Airbnb Rental Income: $2781 Traditional Rental Income: $2084 Airbnb ROI: 6.33% Traditional ROI: 6.12%
1610 W Carmen Ave Chicago, IL 1610 W Carmen Ave, Chicago, IL 60640 \| Single Family Residential	3 beds \| 3 baths \| 2,000 sq.ft.	$699,900	Airbnb cash on cash: 0.4% Traditional cash on cash: 0.3% Airbnb Rental Income: $3197 Traditional Rental Income: $2416 Airbnb ROI: 0.4% Traditional ROI: 0.3%
2966 W Nelson St Chicago, IL 2966 W Nelson St, Chicago, IL 60618 \| Single Family Residential	4 beds \| 3 baths \| 1,741 sq.ft.	$699,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 0.22% Airbnb Rental Income: $3122 Traditional Rental Income: $2359 Airbnb ROI: 0.3% Traditional ROI: 0.22%
839 W 54th St Chicago, IL PROPERTY IS IN GOOD SHAPE. REMODELED A FEW YEARS BACK. READY TO MOVE IN. SECTION 8 READY O...	3 beds \| 1 baths \| 1,200 sq.ft.	$219,000	Airbnb cash on cash: 6.18% Traditional cash on cash: 5.1% Airbnb Rental Income: $2268 Traditional Rental Income: $1477 Airbnb ROI: 6.18% Traditional ROI: 5.1%
4914 W Congress Pkwy Chicago, IL Buy through Auction.com. This property is being offered for sale exclusively on Auction.co...	4 beds \| 2 baths \| 968 sq.ft.	$279,900	Airbnb cash on cash: 4.58% Traditional cash on cash: 4.03% Airbnb Rental Income: $2814 Traditional Rental Income: $2010 Airbnb ROI: 4.58% Traditional ROI: 4.03%
6092 N Sauganash Ave Chicago, IL 6092 N Sauganash Ave, Chicago, IL 60646 \| Single Family Residential	5 beds \| 3 baths \| 4,342 sq.ft.	$1,175,000	Airbnb cash on cash: 0.01% Traditional cash on cash: -0.3% Airbnb Rental Income: $4664 Traditional Rental Income: $3352 Airbnb ROI: 0.01% Traditional ROI: -0.3%
2317 S Winchester Ave Chicago, IL 2317 S Winchester Ave, Chicago, IL 60608 \| Single Family Residential	4 beds \| 2 baths \| 2,400 sq.ft.	$299,000	Airbnb cash on cash: 6.31% Traditional cash on cash: 5.01% Airbnb Rental Income: $3566 Traditional Rental Income: $2416 Airbnb ROI: 6.31% Traditional ROI: 5.01%
210 S Desplaines St Chicago, IL EXCEPTIONAL 1 BED 1.1 BATH WITH DEN/OFFICE AND AN ESTIMATED **580 SQ FT OF PRIVATE OUTDOOR...	1 beds \| 1 baths \| 605 sq.ft.	$299,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 0.04% Airbnb Rental Income: $2288 Traditional Rental Income: $1488 Airbnb ROI: 0.86% Traditional ROI: 0.04%
7613 S Hermitage Ave Chicago, IL This beautiful Chicago brick bungalow home was renovated in 2023. This home has been touch...	7 beds \| 3 baths \| 2,234 sq.ft.	$269,999	Airbnb cash on cash: 7.7% Traditional cash on cash: 6.82% Airbnb Rental Income: $3069 Traditional Rental Income: $2145 Airbnb ROI: 7.7% Traditional ROI: 6.82%
7837 S Laflin St Chicago, IL BRICK BUNGALOW ON OVERSIZED LOT WITH GARAGE. SOLD IN AS IS CONDITION. NEW WINDOWS AND WO...	6 beds \| 2 baths \| 1,476 sq.ft.	$299,000	Airbnb cash on cash: 5.51% Traditional cash on cash: 5.47% Airbnb Rental Income: $2824 Traditional Rental Income: $2153 Airbnb ROI: 5.51% Traditional ROI: 5.47%
2551 W Balmoral Ave Chicago, IL This well built, solid brick ranch, 3 bedroom, 1.5 bath, has been totally updated and is b...	3 beds \| 2 baths \| 0 sq.ft.	$679,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 0.96% Airbnb Rental Income: $2673 Traditional Rental Income: $1894 Airbnb ROI: 1.18% Traditional ROI: 0.96%
2042 W 76th St Chicago, IL Instant Income Investment Property. Solid brick 3 bedroom Georgian located on a quiet blo...	4 beds \| 1 baths \| 1,500 sq.ft.	$270,000	Airbnb cash on cash: 4.45% Traditional cash on cash: 3.75% Airbnb Rental Income: $2150 Traditional Rental Income: $1425 Airbnb ROI: 4.45% Traditional ROI: 3.75%
2705 N Menard Ave Chicago, IL EXCEPTIONALLY MAINTAINED ENGLISH HOME! OFFERS FORMAL LR, DR, KITCHEN AND 3 SPACIOUS BEDROO...	4 beds \| 2 baths \| 1,272 sq.ft.	$410,000	Airbnb cash on cash: 4.62% Traditional cash on cash: 4.16% Airbnb Rental Income: $3384 Traditional Rental Income: $2454 Airbnb ROI: 4.62% Traditional ROI: 4.16%
5953 S Elizabeth St Chicago, IL REGULAR SALE. BRICK SINGLE FAMILY HOME REMODELED AND READY TO MOVE IN. MAIN LEVEL FEATURES...	5 beds \| 3 baths \| 900 sq.ft.	$209,900	Airbnb cash on cash: 8.26% Traditional cash on cash: 7.96% Airbnb Rental Income: $2798 Traditional Rental Income: $2083 Airbnb ROI: 8.26% Traditional ROI: 7.96%
1533 N Waller Ave Chicago, IL Spacious brick bungalow in good condition. 3 levels of living space with full finished bas...	6 beds \| 3 baths \| 1,840 sq.ft.	$365,000	Airbnb cash on cash: 8.81% Traditional cash on cash: 6.28% Airbnb Rental Income: $4737 Traditional Rental Income: $2892 Airbnb ROI: 8.81% Traditional ROI: 6.28%
7118 W 74th St Chicago, IL ATTENTION First time homeowners & renters!! Great Opportunity at this price to earn instan...	3 beds \| 1 baths \| 1,425 sq.ft.	$285,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 2.86% Airbnb Rental Income: $2455 Traditional Rental Income: $1452 Airbnb ROI: 4.29% Traditional ROI: 2.86%
2632 N Moody Ave Chicago, IL Perfect opportunity for DIY'ers and investors! Great bones, Finished walk out basement wit...	4 beds \| 2 baths \| 1,850 sq.ft.	$335,000	Airbnb cash on cash: 6.88% Traditional cash on cash: 5.69% Airbnb Rental Income: $3384 Traditional Rental Income: $2256 Airbnb ROI: 6.88% Traditional ROI: 5.69%
3317 N Rutherford Ave Chicago, IL THIS CHARMING, ALL BRICK, 4 BEDROOM HOME IS A GREAT INVESTMENT OPPORTUNITY OR STARTER HOME...	4 beds \| 2 baths \| 2,239 sq.ft.	$369,000	Airbnb cash on cash: 5.4% Traditional cash on cash: 4.72% Airbnb Rental Income: $3461 Traditional Rental Income: $2461 Airbnb ROI: 5.4% Traditional ROI: 4.72%
3647 S Union Ave Chicago, IL 3 bedroom 1 bathroom Bridgeport brick beauty is bursting with updates. Open floor plan boa...	3 beds \| 1 baths \| 1,100 sq.ft.	$399,999	Airbnb cash on cash: 2.54% Traditional cash on cash: 2.19% Airbnb Rental Income: $2406 Traditional Rental Income: $1684 Airbnb ROI: 2.54% Traditional ROI: 2.19%
2640 W 85th St Chicago, IL Nice Ashburn Split Level Home. Large living room, dining room combo, huge kitchen, main fl...	5 beds \| 2 baths \| 2,400 sq.ft.	$429,000	Airbnb cash on cash: 5.47% Traditional cash on cash: 3.68% Airbnb Rental Income: $3895 Traditional Rental Income: $2341 Airbnb ROI: 5.47% Traditional ROI: 3.68%
7256 W Thorndale Ave Chicago, IL Light and bright 3 bedroom, 1.5 bath home situated on an oversized 41 x 145 lot in desirab...	3 beds \| 1 baths \| 1,400 sq.ft.	$449,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 1.4% Airbnb Rental Income: $2454 Traditional Rental Income: $1565 Airbnb ROI: 2.09% Traditional ROI: 1.4%
5037 N Newcastle Ave Chicago, IL Beautifully Remodeled 3 Bedrm Georgian on Lovely Tree-Lined Street in the Heart of Norwood...	3 beds \| 1 baths \| 1,358 sq.ft.	$444,900	Airbnb cash on cash: 2.3% Traditional cash on cash: 1.38% Airbnb Rental Income: $2525 Traditional Rental Income: $1532 Airbnb ROI: 2.3% Traditional ROI: 1.38%
2034 W 18th St Chicago, IL	4 beds \| 2 baths \| 2,906 sq.ft.	$385,000	Airbnb cash on cash: 6.61% Traditional cash on cash: 4.88% Airbnb Rental Income: $4071 Traditional Rental Income: $2578 Airbnb ROI: 6.61% Traditional ROI: 4.88%
3427 N Kedzie Ave Chicago, IL Fantastically fresh rehab in hot Avondale area. New New New ..Roof, back porch HVAC Newly ...	4 beds \| 2 baths \| 2,200 sq.ft.	$795,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 1.23% Airbnb Rental Income: $3122 Traditional Rental Income: $2234 Airbnb ROI: 1.47% Traditional ROI: 1.23%
6206 W Barry Ave Chicago, IL Beautifully well-maintained home! Offers spacious kitchen, dining and living room. Feature...	4 beds \| 2 baths \| 1,663 sq.ft.	$499,900	Airbnb cash on cash: 3.15% Traditional cash on cash: 3.09% Airbnb Rental Income: $3384 Traditional Rental Income: $2604 Airbnb ROI: 3.15% Traditional ROI: 3.09%
5039 S Christiana Ave Chicago, IL Owner wants quick sale, bring in all reasonable offers!! Beautiful brick bungalow! Everyth...	3 beds \| 1 baths \| 583 sq.ft.	$269,900	Airbnb cash on cash: 6.13% Traditional cash on cash: 4.53% Airbnb Rental Income: $2549 Traditional Rental Income: $1526 Airbnb ROI: 6.13% Traditional ROI: 4.53%
3429 N Kildare Ave Chicago, IL Large Old Irving area Bungalow near Kilbourn Park with extra wide lot. Main level has 3 be...	5 beds \| 3 baths \| 2,956 sq.ft.	$700,000	Airbnb cash on cash: 4.77% Traditional cash on cash: 3.46% Airbnb Rental Income: $5311 Traditional Rental Income: $3385 Airbnb ROI: 4.77% Traditional ROI: 3.46%
3230 N Neva Ave Chicago, IL	5 beds \| 2 baths \| 2,100 sq.ft.	$479,000	Airbnb cash on cash: 6.51% Traditional cash on cash: 3.82% Airbnb Rental Income: $5045 Traditional Rental Income: $2807 Airbnb ROI: 6.51% Traditional ROI: 3.82%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Chicago, IL

3906 W Montrose Ave

Chicago, IL

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

$509,999

Airbnb cash on cash: 4.54%

Traditional cash on cash: 1.25%

Airbnb Rental Income: $4796

Traditional Rental Income: $2240

Airbnb ROI: 4.54%

Traditional ROI: 1.25%

2854 S Central Park Ave

Chicago, IL

5 beds | 2 baths | 896 sq.ft.

$348,500

Airbnb cash on cash: 9.22%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $4825

Traditional Rental Income: $1819

Airbnb ROI: 9.22%

Traditional ROI: 3.07%

6562 N Damen Ave

Chicago, IL

3 beds | 2 baths | 1,769 sq.ft.

$470,000

Airbnb cash on cash: 1.5%

Traditional cash on cash: 1.4%

Airbnb Rental Income: $2899

Traditional Rental Income: $2182

Airbnb ROI: 1.5%

Traditional ROI: 1.4%

4920 N Keeler Ave

Chicago, IL

5 beds | 3 baths | 3,478 sq.ft.

$725,000

Airbnb cash on cash: 2.09%

Traditional cash on cash: 1.02%

Airbnb Rental Income: $4675

Traditional Rental Income: $2985

Airbnb ROI: 2.09%

Traditional ROI: 1.02%

4420 S Berkeley Ave

Chicago, IL

4 beds | 3 baths | 3,300 sq.ft.

$659,500

Airbnb cash on cash: 1.11%

Traditional cash on cash: 0.69%

Airbnb Rental Income: $3559

Traditional Rental Income: $2520

Airbnb ROI: 1.11%

Traditional ROI: 0.69%

3849 N Nora Ave

Chicago, IL

5 beds | 3 baths | 1,638 sq.ft.

$465,000

Airbnb cash on cash: 5.78%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $5055

Traditional Rental Income: $2762

Airbnb ROI: 5.78%

Traditional ROI: 2.88%

4837 S Long Ave

Chicago, IL

7 beds | 2 baths | 1,700 sq.ft.

$418,900

Airbnb cash on cash: 3.82%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $3666

Traditional Rental Income: $2232

Airbnb ROI: 3.82%

Traditional ROI: 2.2%

6925 N Ravenswood Ave

Chicago, IL

3 beds | 1 baths | 1,500 sq.ft.

$445,000

Airbnb cash on cash: 0.72%

Traditional cash on cash: 0.44%

Airbnb Rental Income: $2323

Traditional Rental Income: $1632

Airbnb ROI: 0.72%