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 470 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
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: 7.12% Traditional cash on cash: 3.07% Airbnb Rental Income: $3998 Traditional Rental Income: $1819 Airbnb ROI: 7.12% Traditional ROI: 3.07%
3035 N Luna Ave Chicago, IL Classic Chicago bungalow with 3 full bedroom's on the first floor. Many beautiful intact ...	6 beds \| 2 baths \| 1,600 sq.ft.	$499,500	Airbnb cash on cash: 5.78% Traditional cash on cash: 4.17% Airbnb Rental Income: $4692 Traditional Rental Income: $2970 Airbnb ROI: 5.78% Traditional ROI: 4.17%
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: 2.87% Traditional cash on cash: 2.2% Airbnb Rental Income: $3217 Traditional Rental Income: $2232 Airbnb ROI: 2.87% Traditional ROI: 2.2%
1228 W 96th St Chicago, IL Charming 5-bedroom, 2-bath brick bungalow offering plenty of space for a growing or multi-...	5 beds \| 2 baths \| 1,632 sq.ft.	$320,000	Airbnb cash on cash: 7.02% Traditional cash on cash: 5.99% Airbnb Rental Income: $3511 Traditional Rental Income: $2428 Airbnb ROI: 7.02% Traditional ROI: 5.99%
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 \| 3 baths \| 1,148 sq.ft.	$349,000	Airbnb cash on cash: 5.7% Traditional cash on cash: 4.38% Airbnb Rental Income: $3100 Traditional Rental Income: $1962 Airbnb ROI: 5.7% Traditional ROI: 4.38%
628 N Rockwell St Chicago, IL Located ON Smith Park in Ukrainian Village with forever views east to Chicago's skyline, t...	4 beds \| 3 baths \| 3,800 sq.ft.	$1,299,900	Airbnb cash on cash: 0.14% Traditional cash on cash: -0.03% Airbnb Rental Income: $4157 Traditional Rental Income: $3074 Airbnb ROI: 0.14% Traditional ROI: -0.03%
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: 5.24% Traditional cash on cash: 4.89% Airbnb Rental Income: $2032 Traditional Rental Income: $1433 Airbnb ROI: 5.24% Traditional ROI: 4.89%
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: 0.55% Traditional cash on cash: -0.3% Airbnb Rental Income: $5359 Traditional Rental Income: $3352 Airbnb ROI: 0.55% Traditional ROI: -0.3%
4953 N Meade Ave Chicago, IL 4953 N Meade Ave, Chicago, IL 60630 \| Single Family Residential	3 beds \| 2 baths \| 1,940 sq.ft.	$485,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 1.03% Airbnb Rental Income: $2693 Traditional Rental Income: $2032 Airbnb ROI: 1.08% Traditional ROI: 1.03%
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: 9.11% Traditional cash on cash: 6.82% Airbnb Rental Income: $3501 Traditional Rental Income: $2145 Airbnb ROI: 9.11% 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.	$315,000	Airbnb cash on cash: 7.32% Traditional cash on cash: 5.14% Airbnb Rental Income: $3583 Traditional Rental Income: $2153 Airbnb ROI: 7.32% Traditional ROI: 5.14%
5337 W Barry Ave Chicago, IL Beautiful Cragin neighborhood home with 4 Bedrooms and 4 Full Baths. An enormous Eat-in Ki...	5 beds \| 4 baths \| 0 sq.ft.	$615,000	Airbnb cash on cash: 4.66% Traditional cash on cash: 4.46% Airbnb Rental Income: $4692 Traditional Rental Income: $3605 Airbnb ROI: 4.66% Traditional ROI: 4.46%
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.	$219,900	Airbnb cash on cash: 7.57% Traditional cash on cash: 7.56% Airbnb Rental Income: $2730 Traditional Rental Income: $2083 Airbnb ROI: 7.57% Traditional ROI: 7.56%
5632 W Pensacola Ave Chicago, IL PROPERTY IN NEED OF REPAIRS. GREAT FOR A REHAB PROJECT OR HANDYMAN.	5 beds \| 3 baths \| 1,425 sq.ft.	$709,000	Airbnb cash on cash: 3.86% Traditional cash on cash: 1.98% Airbnb Rental Income: $4770 Traditional Rental Income: $2546 Airbnb ROI: 3.86% Traditional ROI: 1.98%
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: 3.46% Traditional cash on cash: 1.4% Airbnb Rental Income: $3144 Traditional Rental Income: $1565 Airbnb ROI: 3.46% Traditional ROI: 1.4%
8627 S Colfax Ave Chicago, IL Sellers has put a lot of effort into renovating, this beautiful home and preparing the hom...	5 beds \| 2 baths \| 2,232 sq.ft.	$250,000	Airbnb cash on cash: 5.88% Traditional cash on cash: 4.87% Airbnb Rental Income: $2371 Traditional Rental Income: $1549 Airbnb ROI: 5.88% Traditional ROI: 4.87%
3230 N Neva Ave Chicago, IL	5 beds \| 2 baths \| 2,100 sq.ft.	$499,000	Airbnb cash on cash: 5.59% Traditional cash on cash: 3.63% Airbnb Rental Income: $4692 Traditional Rental Income: $2807 Airbnb ROI: 5.59% Traditional ROI: 3.63%
3453 S Lituanica Ave Chicago, IL Lots of opportunities on this prime Bridgeport bungalow. 3453 S. Lituanica is situated on ...	3 beds \| 1 baths \| 1,000 sq.ft.	$498,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 0.97% Airbnb Rental Income: $2080 Traditional Rental Income: $1447 Airbnb ROI: 1.18% Traditional ROI: 0.97%
7700 S Lowe Ave Chicago, IL	5 beds \| 1 baths \| 2,240 sq.ft.	$160,000	Airbnb cash on cash: 9.62% Traditional cash on cash: 7.88% Airbnb Rental Income: $2594 Traditional Rental Income: $1707 Airbnb ROI: 9.62% Traditional ROI: 7.88%
8506 S Aberdeen St Chicago, IL Investment opportunity in Auburn Gresham. TIF & Invest South/West initiatives. New develp...	5 beds \| 4 baths \| 7,807 sq.ft.	$349,900	Airbnb cash on cash: 6.67% Traditional cash on cash: 5.69% Airbnb Rental Income: $3583 Traditional Rental Income: $2477 Airbnb ROI: 6.67% Traditional ROI: 5.69%
6616 W Melrose St Chicago, IL Buy this foreclosure deal the right way. Visit us at Auction.com, then login or create a f...	6 beds \| N/A baths \| 2,129 sq.ft.	$649,900	Airbnb cash on cash: 4.04% Traditional cash on cash: 3.11% Airbnb Rental Income: $4692 Traditional Rental Income: $3152 Airbnb ROI: 4.04% Traditional ROI: 3.11%
6744 S Bishop St Chicago, IL Attention investors and rehabbers This West Englewood home offers a 4-bedroom, 2-bath ho...	6 beds \| 3 baths \| 2,000 sq.ft.	$359,000	Airbnb cash on cash: 5.65% Traditional cash on cash: 4.29% Airbnb Rental Income: $3100 Traditional Rental Income: $1938 Airbnb ROI: 5.65% Traditional ROI: 4.29%
11617 S Maplewood Ave Chicago, IL	5 beds \| 2 baths \| 2,073 sq.ft.	$399,999	Airbnb cash on cash: 5.7% Traditional cash on cash: 4.72% Airbnb Rental Income: $3676 Traditional Rental Income: $2507 Airbnb ROI: 5.7% Traditional ROI: 4.72%
3817 W 86th St Chicago, IL The Best Value, Home and Location! Newer Siding and Roof on House and Garage, Newer Windo...	5 beds \| 2 baths \| 1,100 sq.ft.	$279,900	Airbnb cash on cash: 6.68% Traditional cash on cash: 5.62% Airbnb Rental Income: $3122 Traditional Rental Income: $2132 Airbnb ROI: 6.68% Traditional ROI: 5.62%
1223 W 112th St Chicago, IL Welcome home to your amazing 3 bedroom, 1 bathroom home with 2 car detached garage and fas...	5 beds \| 3 baths \| 2,900 sq.ft.	$425,000	Airbnb cash on cash: 4.72% Traditional cash on cash: 3.15% Airbnb Rental Income: $3340 Traditional Rental Income: $1970 Airbnb ROI: 4.72% Traditional ROI: 3.15%
2824 N Springfield Ave Chicago, IL Calling all investors! Check out this 3BR, 2BA duplex. It's centrally located within minu...	7 beds \| 4 baths \| 1,860 sq.ft.	$879,000	Airbnb cash on cash: 2.61% Traditional cash on cash: 1.25% Airbnb Rental Income: $3904 Traditional Rental Income: $1949 Airbnb ROI: 2.61% Traditional ROI: 1.25%
5642 W Newport Ave Chicago, IL Move right into this bright, updated bungalow in the hot Portage Park area. The sun shines...	5 beds \| 3 baths \| 2,100 sq.ft.	$580,000	Airbnb cash on cash: 5.02% Traditional cash on cash: 4.15% Airbnb Rental Income: $4770 Traditional Rental Income: $3312 Airbnb ROI: 5.02% Traditional ROI: 4.15%
1454 N Wieland St Chicago, IL Recently Renovated Old Town Single-Family Home \| 4 Bedrooms \| 3.1 Baths \| Attached 2-Car G...	4 beds \| 3 baths \| N/A	$1,445,500	Airbnb cash on cash: 0.24% Traditional cash on cash: -0.21% Airbnb Rental Income: $5065 Traditional Rental Income: $3432 Airbnb ROI: 0.24% Traditional ROI: -0.21%
4656 N Leamington Ave Chicago, IL Opportunity knocks to score a home in a super Jefferson Park / Portage Park neighborhood. ...	5 beds \| 3 baths \| 2,569 sq.ft.	$695,000	Airbnb cash on cash: 3.83% Traditional cash on cash: 3.52% Airbnb Rental Income: $4585 Traditional Rental Income: $3429 Airbnb ROI: 3.83% Traditional ROI: 3.52%
3051 N Leavitt St Chicago, IL Introducing a preconstruction opportunity for a single-family home that offers a luxurious...	6 beds \| 4 baths \| 4,200 sq.ft.	$1,749,900	Airbnb cash on cash: 0.77% Traditional cash on cash: 0.76% Airbnb Rental Income: $5235 Traditional Rental Income: $4146 Airbnb ROI: 0.77% Traditional ROI: 0.76%
503 W 81st St Chicago, IL Welcome to this beautifully updated 5-bedroom, 2-bathroom home offering comfort, functiona...	5 beds \| 2 baths \| 3,050 sq.ft.	$216,500	Airbnb cash on cash: 8.91% Traditional cash on cash: 6.76% Airbnb Rental Income: $2866 Traditional Rental Income: $1759 Airbnb ROI: 8.91% Traditional ROI: 6.76%
956 W 36th St Chicago, IL Excellent location for this well-loved brick and stone home! A few houses from Donovan Par...	5 beds \| 3 baths \| 1,800 sq.ft.	$439,000	Airbnb cash on cash: 4.09% Traditional cash on cash: 3.8% Airbnb Rental Income: $3179 Traditional Rental Income: $2341 Airbnb ROI: 4.09% Traditional ROI: 3.8%
2456 W Huron St Chicago, IL CORE MULTIFAMILY INVESTMENT - UKRAINIAN VILLAGE Fully-leased 3 unit building in Chicago'...	6 beds \| 3 baths \| 3,500 sq.ft.	$999,900	Airbnb cash on cash: 1.46% Traditional cash on cash: -0.14% Airbnb Rental Income: $4277 Traditional Rental Income: $1889 Airbnb ROI: 1.46% Traditional ROI: -0.14%
4952 S Laramie Ave Chicago, IL CALLING ALL INVESTORS AND EXPERIENCED REHABBERS!! This already fully gutted property is th...	3 beds \| 1 baths \| N/A	$125,000	Airbnb cash on cash: 8.81% Traditional cash on cash: 8.54% Airbnb Rental Income: $2241 Traditional Rental Income: $1646 Airbnb ROI: 8.81% Traditional ROI: 8.54%
7639 S Ada St Chicago, IL GREAT OPPORTUNITY for investors, rehabbers, home buyers, and all others looking for a proj...	5 beds \| 2 baths \| 963 sq.ft.	$299,900	Airbnb cash on cash: 7.89% Traditional cash on cash: 5.23% Airbnb Rental Income: $3583 Traditional Rental Income: $2045 Airbnb ROI: 7.89% Traditional ROI: 5.23%
5129 N Chester Ave Chicago, IL This lovely 3 bed/1 bath updated home is perfect for those looking to live on the edge of ...	3 beds \| 1 baths \| N/A	$460,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 2.17% Airbnb Rental Income: $2772 Traditional Rental Income: $1983 Airbnb ROI: 2.49% Traditional ROI: 2.17%
5750 W 65th St Chicago, IL	4 beds \| 2 baths \| 710 sq.ft.	$259,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 1.55% Airbnb Rental Income: $2221 Traditional Rental Income: $1263 Airbnb ROI: 3.18% Traditional ROI: 1.55%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Chicago, IL

2854 S Central Park Ave

Chicago, IL

5 beds | 2 baths | 896 sq.ft.

$348,500

Airbnb cash on cash: 7.12%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $3998

Traditional Rental Income: $1819

Airbnb ROI: 7.12%

Traditional ROI: 3.07%

3035 N Luna Ave

Chicago, IL

6 beds | 2 baths | 1,600 sq.ft.

$499,500

Airbnb cash on cash: 5.78%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $4692

Traditional Rental Income: $2970

Airbnb ROI: 5.78%

Traditional ROI: 4.17%

4837 S Long Ave

Chicago, IL

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

$418,900

Airbnb cash on cash: 2.87%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $3217

Traditional Rental Income: $2232

Airbnb ROI: 2.87%

Traditional ROI: 2.2%

1228 W 96th St

Chicago, IL

5 beds | 2 baths | 1,632 sq.ft.

$320,000

Airbnb cash on cash: 7.02%

Traditional cash on cash: 5.99%

Airbnb Rental Income: $3511

Traditional Rental Income: $2428

Airbnb ROI: 7.02%

Traditional ROI: 5.99%

7017 S Hermitage Ave

Chicago, IL

7 beds | 3 baths | 1,148 sq.ft.

$349,000

Airbnb cash on cash: 5.7%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $3100

Traditional Rental Income: $1962

Airbnb ROI: 5.7%

Traditional ROI: 4.38%

628 N Rockwell St

Chicago, IL

4 beds | 3 baths | 3,800 sq.ft.

$1,299,900

Airbnb cash on cash: 0.14%

Traditional cash on cash: -0.03%

Airbnb Rental Income: $4157

Traditional Rental Income: $3074

Airbnb ROI: 0.14%

Traditional ROI: -0.03%

839 W 54th St

Chicago, IL

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

$219,000

Airbnb cash on cash: 5.24%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $2032

Traditional Rental Income: $1433

Airbnb ROI: 5.24%

Traditional ROI: 4.89%

6092 N Sauganash Ave

Chicago, IL

5 beds | 3 baths | 4,342 sq.ft.

$1,175,000

Airbnb cash on cash: 0.55%

Traditional cash on cash: -0.3%

Airbnb Rental Income: $5359

Traditional Rental Income: $3352

Airbnb ROI: 0.55%