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 Condo For Sale in Chicago, IL

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

Showing 389 Condo 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
6118 N Sheridan Rd #310 Chicago, IL 6118 N Sheridan Rd #310, Chicago, IL 60660 \| Condo/Coop	1 beds \| 1 baths \| 561 sq.ft.	$149,000	Airbnb cash on cash: 1.66% Traditional cash on cash: -0.04% Airbnb Rental Income: $1948 Traditional Rental Income: $1191 Airbnb ROI: 1.66% Traditional ROI: -0.04%
442 W Dickens Ave #3 Chicago, IL 442 W Dickens Ave #3, Chicago, IL 60614 \| Condo/Coop	2 beds \| 1 baths \| 1,233 sq.ft.	$550,000	Airbnb cash on cash: 0.36% Traditional cash on cash: -1.3% Airbnb Rental Income: $3285 Traditional Rental Income: $1694 Airbnb ROI: 0.36% Traditional ROI: -1.3%
222 E Pearson St #1104 Chicago, IL 222 E Pearson St #1104, Chicago, IL 60611 \| Condo/Coop	2 beds \| 1 baths \| 1,000 sq.ft.	$334,900	Airbnb cash on cash: 0.52% Traditional cash on cash: -1.06% Airbnb Rental Income: $3123 Traditional Rental Income: $1915 Airbnb ROI: 0.52% Traditional ROI: -1.06%
20 E Goethe St #206 Chicago, IL Ever dreamed of living in the Heart of the Gold Coast in a classic, vintage building? Her...	1 beds \| 1 baths \| 650 sq.ft.	$195,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 2.13% Airbnb Rental Income: $1917 Traditional Rental Income: $1401 Airbnb ROI: 2.17% Traditional ROI: 2.13%
7337 S South Shore Dr #326 Chicago, IL 7337 S South Shore Dr #326, Chicago, IL 60649 \| Condo/Coop	1 beds \| 1 baths \| 800 sq.ft.	$70,000	Airbnb cash on cash: 3.2% Traditional cash on cash: -0.02% Airbnb Rental Income: $1663 Traditional Rental Income: $973 Airbnb ROI: 3.2% Traditional ROI: -0.02%
758 N Larrabee Street #514 Chicago, IL Experience true loft living in this stunning and sun-drenched 2-bedroom, 2-bath residence ...	2 beds \| 2 baths \| 1,200 sq.ft.	$375,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 0.28% Airbnb Rental Income: $2842 Traditional Rental Income: $2041 Airbnb ROI: 0.67% Traditional ROI: 0.28%
4855 N Washtenaw Ave #2 Chicago, IL Expect to be impressed! Beautifully rehabbed vintage condo in intimate Chicago classic 3-f...	3 beds \| 1 baths \| 1,600 sq.ft.	$525,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 0.49% Airbnb Rental Income: $2455 Traditional Rental Income: $1697 Airbnb ROI: 0.82% Traditional ROI: 0.49%
1225 N Orleans St #602 Chicago, IL Best of Old Town on quiet cul du sac in a beautiful park like setting. Updated 2 bed/2 bat...	2 beds \| 2 baths \| 1,200 sq.ft.	$460,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 1.74% Airbnb Rental Income: $2998 Traditional Rental Income: $2183 Airbnb ROI: 2.03% Traditional ROI: 1.74%
420 W Ontario St #410 Chicago, IL Rarely available Penthouse Timber Lofts in Heart of River North! Move-in Condition. Two B...	2 beds \| 2 baths \| 1,100 sq.ft.	$495,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 0.8% Airbnb Rental Income: $2899 Traditional Rental Income: $2117 Airbnb ROI: 1.03% Traditional ROI: 0.8%
6331 N Fairfield Ave #303 Chicago, IL Sunny Top Floor Oversized 3 Bedroom, 1.5 Bath, Corner Unit Offers Separate Dining Area and...	3 beds \| 1 baths \| 1,200 sq.ft.	$286,000	Airbnb cash on cash: 4.71% Traditional cash on cash: 2.68% Airbnb Rental Income: $2871 Traditional Rental Income: $1658 Airbnb ROI: 4.71% Traditional ROI: 2.68%
5357 N Paulina St #1 Chicago, IL Andersonville High End Gem! 2 Bedroom plus a den/3rd bedroom. Beautiful gourmet kitchen wi...	3 beds \| 2 baths \| 0 sq.ft.	$599,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 0.43% Airbnb Rental Income: $2915 Traditional Rental Income: $1808 Airbnb ROI: 1.21% Traditional ROI: 0.43%
1310 N Ritchie Ct #7D Chicago, IL Unit facing the lake. Spacious master bedroom, organized walk-in closet, 2nd bedroom has ...	3 beds \| 2 baths \| 1,550 sq.ft.	$549,000	Airbnb cash on cash: 0.87% Traditional cash on cash: -1.96% Airbnb Rental Income: $4624 Traditional Rental Income: $2214 Airbnb ROI: 0.87% Traditional ROI: -1.96%
221 E Walton Pl #14B Chicago, IL Rare opportunity in a boutique Gold Coast building! This spacious 3-bedroom condo offers b...	3 beds \| 2 baths \| 1,450 sq.ft.	$550,000	Airbnb cash on cash: 0.61% Traditional cash on cash: -2.69% Airbnb Rental Income: $4418 Traditional Rental Income: $1798 Airbnb ROI: 0.61% Traditional ROI: -2.69%
30 E Huron St #2007 Chicago, IL View our virtual 3D tour! Bright and sunny northwest corner 2-bedroom condo in an unbeatab...	2 beds \| 1 baths \| 900 sq.ft.	$365,000	Airbnb cash on cash: 1.58% Traditional cash on cash: -0.78% Airbnb Rental Income: $3123 Traditional Rental Income: $1603 Airbnb ROI: 1.58% Traditional ROI: -0.78%
2605 S Indiana Ave #1208 Chicago, IL Beautiful 1 bedroom condo with balcony at the Stratford Condominiums. Enjoy the floor-to-c...	1 beds \| 1 baths \| 727 sq.ft.	$134,500	Airbnb cash on cash: 0.32% Traditional cash on cash: 0.07% Airbnb Rental Income: $1587 Traditional Rental Income: $1102 Airbnb ROI: 0.32% Traditional ROI: 0.07%
308 W Evergreen Ave #2 Chicago, IL OLD TOWN LIVING AT ITS FINEST sprawling open living space, tons of sunlight, and an A+ loc...	2 beds \| 2 baths \| 1,650 sq.ft.	$585,000	Airbnb cash on cash: 0.49% Traditional cash on cash: -0.06% Airbnb Rental Income: $2998 Traditional Rental Income: $2008 Airbnb ROI: 0.49% Traditional ROI: -0.06%
1407 N Mohawk St #1 Chicago, IL Spacious 2 bedroom elevated first-floor condo on a quiet, tree-lined street in Iconic Old ...	2 beds \| 1 baths \| 1,300 sq.ft.	$489,900	Airbnb cash on cash: 2.38% Traditional cash on cash: 1.35% Airbnb Rental Income: $2998 Traditional Rental Income: $1840 Airbnb ROI: 2.38% Traditional ROI: 1.35%
211 E Ohio St #2118 Chicago, IL Enjoy abundant natural light in this highly sought-after south-facing 2-bedroom, 2-bathroo...	2 beds \| 2 baths \| N/A	$300,000	Airbnb cash on cash: 0.67% Traditional cash on cash: -1.69% Airbnb Rental Income: $3011 Traditional Rental Income: $1655 Airbnb ROI: 0.67% Traditional ROI: -1.69%
2626 N Lincoln Ave #303 Chicago, IL GREAT 3RD FLOOR 3 BED 2 BATH CONDO IN THE HEART OF LINCOLN PARK! LOCATED JUST OFF LINCOLN ...	3 beds \| 2 baths \| 1,650 sq.ft.	$750,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 0.05% Airbnb Rental Income: $3285 Traditional Rental Income: $2400 Airbnb ROI: 0.27% Traditional ROI: 0.05%
7431 N Hoyne Ave #G Chicago, IL Located in West Rogers Park, this 2 bedroom garden condo features a separate living and di...	2 beds \| 1 baths \| 800 sq.ft.	$144,900	Airbnb cash on cash: 7.05% Traditional cash on cash: 5.74% Airbnb Rental Income: $2103 Traditional Rental Income: $1382 Airbnb ROI: 7.05% Traditional ROI: 5.74%
319 W Webster Ave #1 Chicago, IL Wonderful renovated duplex w/garage in fantastic location.Sold before print.	2 beds \| 1 baths \| 1,300 sq.ft.	$665,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 0.39% Airbnb Rental Income: $3285 Traditional Rental Income: $2254 Airbnb ROI: 0.87% Traditional ROI: 0.39%
6442 N Mozart St #1 Chicago, IL Investor opportunity! This property is being offered at Public Auction on 09-27-2019. Visi...	3 beds \| 2 baths \| 1,700 sq.ft.	$359,000	Airbnb cash on cash: 3.67% Traditional cash on cash: 3.54% Airbnb Rental Income: $2871 Traditional Rental Income: $2158 Airbnb ROI: 3.67% Traditional ROI: 3.54%
6945 S Chappel Ave #3A Chicago, IL Opportunity Just Got More Affordable here! If you've been waiting for the right combinatio...	2 beds \| 1 baths \| 925 sq.ft.	$68,900	Airbnb cash on cash: 6.27% Traditional cash on cash: 6.23% Airbnb Rental Income: $1699 Traditional Rental Income: $1224 Airbnb ROI: 6.27% Traditional ROI: 6.23%
5314 N Glenwood Ave #1W Chicago, IL Hot Andersonville charmer. You'll fall in love with this adorable kitchen. South facing wi...	1 beds \| 1 baths \| 700 sq.ft.	$280,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 0.19% Airbnb Rental Income: $1827 Traditional Rental Income: $1209 Airbnb ROI: 0.67% Traditional ROI: 0.19%
6030 N Sheridan Rd #1911 Chicago, IL	1 beds \| 1 baths \| 750 sq.ft.	$155,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 0.13% Airbnb Rental Income: $1948 Traditional Rental Income: $1087 Airbnb ROI: 2.48% Traditional ROI: 0.13%
1140 E Hyde Park Blvd #3D Chicago, IL Beautifully updated 4-bedroom home in the heart of Hyde Park featuring timeless hardwood f...	4 beds \| 2 baths \| 2,000 sq.ft.	$449,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 0.31% Airbnb Rental Income: $3003 Traditional Rental Income: $2186 Airbnb ROI: 0.61% Traditional ROI: 0.31%
1460 N Sandburg Ter #711 Chicago, IL Immaculately renovated condo in the heart of Old Town. The owner's meticulous attention t...	2 beds \| 2 baths \| 1,100 sq.ft.	$475,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 0.13% Airbnb Rental Income: $3314 Traditional Rental Income: $2376 Airbnb ROI: 0.57% Traditional ROI: 0.13%
1550 N Lake Shore Dr #22E Chicago, IL Fantastic and spacious 2bd 1ba in prime Gold Coast location. Breathtaking and unobstructed...	2 beds \| 1 baths \| 1,000 sq.ft.	$392,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 0.69% Airbnb Rental Income: $3314 Traditional Rental Income: $2480 Airbnb ROI: 0.94% Traditional ROI: 0.69%
7363 S South Shore Dr #505 Chicago, IL Spacious one bed/one bath completely remodeled just for you. The kitchen may be cozy, but ...	1 beds \| 1 baths \| 700 sq.ft.	$55,000	Airbnb cash on cash: 7.51% Traditional cash on cash: 6.78% Airbnb Rental Income: $1663 Traditional Rental Income: $1156 Airbnb ROI: 7.51% Traditional ROI: 6.78%
744 N Clark St #1005 Chicago, IL Welcome to The Royalle, a boutique condo building straddling River North and the Gold Coas...	3 beds \| 2 baths \| 1,412 sq.ft.	$674,999	Airbnb cash on cash: 1.26% Traditional cash on cash: 0.33% Airbnb Rental Income: $4418 Traditional Rental Income: $2905 Airbnb ROI: 1.26% Traditional ROI: 0.33%
2681 N Orchard St #3S Chicago, IL Dreaming of a new home that embodies renewal and rejuvenation? This remodeled, top floor, ...	3 beds \| 1 baths \| 1,200 sq.ft.	$549,995	Airbnb cash on cash: 1.67% Traditional cash on cash: 1.27% Airbnb Rental Income: $3302 Traditional Rental Income: $2357 Airbnb ROI: 1.67% Traditional ROI: 1.27%
474 N Lake Shore Dr #2605 Chicago, IL Rarely available, this bright and sunny 2-bedroom, 2-bathroom waterfront condo offers the ...	2 beds \| 2 baths \| 1,257 sq.ft.	$469,500	Airbnb cash on cash: 1.15% Traditional cash on cash: 0.45% Airbnb Rental Income: $3885 Traditional Rental Income: $2740 Airbnb ROI: 1.15% Traditional ROI: 0.45%
2000 N Lincoln Park West #1214 Chicago, IL Beautifully updated, corner 2 bedroom condo in incredible East Lincoln Park location steps...	2 beds \| 1 baths \| N/A	$399,500	Airbnb cash on cash: 1% Traditional cash on cash: 0.27% Airbnb Rental Income: $3285 Traditional Rental Income: $2275 Airbnb ROI: 1% Traditional ROI: 0.27%

Your search for investment property begins and ends here

Airbnb Condo For Sale in Chicago, IL

6118 N Sheridan Rd #310

Chicago, IL

1 beds | 1 baths | 561 sq.ft.

$149,000

Airbnb cash on cash: 1.66%

Traditional cash on cash: -0.04%

Airbnb Rental Income: $1948

Traditional Rental Income: $1191

Airbnb ROI: 1.66%

Traditional ROI: -0.04%

442 W Dickens Ave #3

Chicago, IL

2 beds | 1 baths | 1,233 sq.ft.

$550,000

Airbnb cash on cash: 0.36%

Traditional cash on cash: -1.3%

Airbnb Rental Income: $3285

Traditional Rental Income: $1694

Airbnb ROI: 0.36%

Traditional ROI: -1.3%

222 E Pearson St #1104

Chicago, IL

2 beds | 1 baths | 1,000 sq.ft.

$334,900

Airbnb cash on cash: 0.52%

Traditional cash on cash: -1.06%

Airbnb Rental Income: $3123

Traditional Rental Income: $1915

Airbnb ROI: 0.52%

Traditional ROI: -1.06%

20 E Goethe St #206

Chicago, IL

1 beds | 1 baths | 650 sq.ft.

$195,000

Airbnb cash on cash: 2.17%

Traditional cash on cash: 2.13%

Airbnb Rental Income: $1917

Traditional Rental Income: $1401

Airbnb ROI: 2.17%

Traditional ROI: 2.13%

7337 S South Shore Dr #326

Chicago, IL

1 beds | 1 baths | 800 sq.ft.

$70,000

Airbnb cash on cash: 3.2%

Traditional cash on cash: -0.02%

Airbnb Rental Income: $1663

Traditional Rental Income: $973

Airbnb ROI: 3.2%

Traditional ROI: -0.02%

758 N Larrabee Street #514

Chicago, IL

2 beds | 2 baths | 1,200 sq.ft.

$375,000

Airbnb cash on cash: 0.67%

Traditional cash on cash: 0.28%

Airbnb Rental Income: $2842

Traditional Rental Income: $2041

Airbnb ROI: 0.67%

Traditional ROI: 0.28%

4855 N Washtenaw Ave #2

Chicago, IL

3 beds | 1 baths | 1,600 sq.ft.

$525,000

Airbnb cash on cash: 0.82%

Traditional cash on cash: 0.49%

Airbnb Rental Income: $2455

Traditional Rental Income: $1697

Airbnb ROI: 0.82%

Traditional ROI: 0.49%

1225 N Orleans St #602

Chicago, IL

2 beds | 2 baths | 1,200 sq.ft.

$460,000

Airbnb cash on cash: 2.03%

Traditional cash on cash: 1.74%

Airbnb Rental Income: $2998

Traditional Rental Income: $2183

Airbnb ROI: 2.03%