Real Estate Investment Properties for Sale in Chicago, IL

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

Explore a variety of short-term homes & houses in Chicago, IL. Invest wisely with VRBO & Chicago, IL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Townhouses for Sale in Chicago, IL

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

Showing 120 Townhouse 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
1529 S State Street #TH6 Chicago, IL Enjoy the best of both worlds with this spacious townhome-style residence offering all the...	3 beds \| 3 baths \| 2,025 sq.ft.	$500,000	Airbnb cash on cash: -3.45% Traditional cash on cash: 1.17% Airbnb Rental Income: $1570 Traditional Rental Income: $3280 Airbnb ROI: -3.45% Traditional ROI: 1.17%
2840 N Lincoln Avenue #D Chicago, IL Spacious. Connected. Quietly tucked away. This 4-bed, 3-bath townhouse-style condo deliver...	4 beds \| 3 baths \| N/A	$849,900	Airbnb cash on cash: -1.96% Traditional cash on cash: 0.42% Airbnb Rental Income: $2155 Traditional Rental Income: $3492 Airbnb ROI: -1.96% Traditional ROI: 0.42%
5115 N Springfield Avenue #B Chicago, IL Charming 2-bedroom, 1.1-bath townhouse in a prime Chicago location! This well-maintained h...	2 beds \| 2 baths \| 1,036 sq.ft.	$315,000	Airbnb cash on cash: 1% Traditional cash on cash: 4.95% Airbnb Rental Income: $1444 Traditional Rental Income: $2184 Airbnb ROI: 1% Traditional ROI: 4.95%
33 W Ontario Street #TH5 Chicago, IL Discover an extraordinary urban oasis in the heart of River North. This magnificent 4-bedr...	4 beds \| 5 baths \| 4,567 sq.ft.	$1,249,000	Airbnb cash on cash: -6.35% Traditional cash on cash: -2.85% Airbnb Rental Income: $2349 Traditional Rental Income: $5828 Airbnb ROI: -6.35% Traditional ROI: -2.85%
2243 N GREENVIEW Avenue #D Chicago, IL Bright, spacious, and beautifully updated, this end-unit townhome in the heart of Lincoln ...	3 beds \| 3 baths \| 2,500 sq.ft.	$764,500	Airbnb cash on cash: -0.89% Traditional cash on cash: 1.85% Airbnb Rental Income: $2110 Traditional Rental Income: $3519 Airbnb ROI: -0.89% Traditional ROI: 1.85%
634 W Oak Street Chicago, IL Welcome home to River Village! This stunning 3-bedroom, 3-bath townhome offers three priva...	3 beds \| 3 baths \| 2,100 sq.ft.	$789,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 1.2% Airbnb Rental Income: $2485 Traditional Rental Income: $3138 Airbnb ROI: -0.51% Traditional ROI: 1.2%
4206 W BELMONT Avenue Chicago, IL Introducing Avondale Reserve Townhomes, a new age development within one of Chicago's most...	3 beds \| 4 baths \| 1,950 sq.ft.	$745,000	Airbnb cash on cash: -1.89% Traditional cash on cash: 1.3% Airbnb Rental Income: $1879 Traditional Rental Income: $3589 Airbnb ROI: -1.89% Traditional ROI: 1.3%
1429 S Prairie Avenue Chicago, IL Beautifully renovated four-bedroom, two and a half bath Prairie Avenue townhome situated o...	4 beds \| 3 baths \| 3,193 sq.ft.	$1,350,000	Airbnb cash on cash: -1.56% Traditional cash on cash: -0.3% Airbnb Rental Income: $2467 Traditional Rental Income: $3450 Airbnb ROI: -1.56% Traditional ROI: -0.3%
1015 E 43rd Street Chicago, IL Welcome home to this stunning newer construction 4BD/3.5BA luxury home, with the possibili...	4 beds \| 4 baths \| 3,500 sq.ft.	$765,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 3.57% Airbnb Rental Income: $1376 Traditional Rental Income: $3920 Airbnb ROI: -0.58% Traditional ROI: 3.57%
2134 N WINCHESTER Avenue #A Chicago, IL This is a spacious Fee Simple 4 level town home in prime BUCKTOWN. It has a great separat...	3 beds \| 2 baths \| 1,800 sq.ft.	$599,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 2.58% Airbnb Rental Income: $1643 Traditional Rental Income: $3010 Airbnb ROI: -0.69% Traditional ROI: 2.58%
1654 W OHIO ST Chicago, IL Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2.5 baths \| 1,920 sq.ft.	$760,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 0.9% Airbnb Rental Income: $1810 Traditional Rental Income: $2513 Airbnb ROI: -0.79% Traditional ROI: 0.9%
827 E 48th Street #C Chicago, IL Welcome to beautiful Kenwood! This historic home is located across the street from Northwe...	2 beds \| 1 baths \| 1,037 sq.ft.	$180,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 6.58% Airbnb Rental Income: $1280 Traditional Rental Income: $1695 Airbnb ROI: 1.81% Traditional ROI: 6.58%
1106 W 87th Street Chicago, IL Don't miss out on this fantastic opportunity! Step into this 2-bedroom, 1.5-bathroom townh...	2 beds \| 2 baths \| 1,008 sq.ft.	$155,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 9.88% Airbnb Rental Income: $1022 Traditional Rental Income: $1824 Airbnb ROI: 2.04% Traditional ROI: 9.88%
4717 S Ingleside Avenue Chicago, IL THE INGLESIDE COLLECTION IN KENWOOD/ HYDE PARK IS A MUST SEE DEVELOPMENT IN A SENSATIONA...	4 beds \| 4 baths \| N/A	$900,000	Airbnb cash on cash: -2.23% Traditional cash on cash: 0.71% Airbnb Rental Income: $1376 Traditional Rental Income: $3415 Airbnb ROI: -2.23% Traditional ROI: 0.71%
4719 S Ingleside Avenue Chicago, IL THE INGLESIDE COLLECTION IN KENWOOD/HYDE PARK A MUST SEE DEVELOPMENT IN A SENSATIONAL L...	4 beds \| 4 baths \| N/A	$919,000	Airbnb cash on cash: -2.25% Traditional cash on cash: 0.63% Airbnb Rental Income: $1376 Traditional Rental Income: $3415 Airbnb ROI: -2.25% Traditional ROI: 0.63%
4721 S Ingleside Avenue Chicago, IL Welcome to the Most Exciting New Construction Development in Kenwood! Presenting The Ing...	4 beds \| 4 baths \| 2,400 sq.ft.	$900,000	Airbnb cash on cash: -2.23% Traditional cash on cash: 0.71% Airbnb Rental Income: $1376 Traditional Rental Income: $3415 Airbnb ROI: -2.23% Traditional ROI: 0.71%
1328 S Federal Street #E Chicago, IL Welcome to 1328 S Federal #E, a stunning two-story townhouse in Chicago's desirable Dearbo...	2 beds \| 2 baths \| 1,500 sq.ft.	$499,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 1.83% Airbnb Rental Income: $1896 Traditional Rental Income: $2853 Airbnb ROI: -1.3% Traditional ROI: 1.83%
9150 S Burnside Avenue Chicago, IL Beautiful spacious rehabbed 3 bedroom 1 bath brick duplex/townhome in the West Chesterfiel...	3 beds \| 1 baths \| 1,284 sq.ft.	$219,900	Airbnb cash on cash: 1.02% Traditional cash on cash: 6.66% Airbnb Rental Income: $1006 Traditional Rental Income: $1824 Airbnb ROI: 1.02% Traditional ROI: 6.66%
109 E 37th Place Chicago, IL Attention investors! This 2-bedroom, 1-bathroom townhome in the heart of Bronzeville is an...	2 beds \| 2 baths \| N/A	$150,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 10.83% Airbnb Rental Income: $1381 Traditional Rental Income: $2022 Airbnb ROI: 3.44% Traditional ROI: 10.83%
2864 N Riverwalk Drive Chicago, IL Discover unparalleled luxury in this meticulously maintained 3-bedroom, 2.5-bathroom townh...	3 beds \| 3 baths \| 3,055 sq.ft.	$940,000	Airbnb cash on cash: -1.34% Traditional cash on cash: -0.2% Airbnb Rental Income: $1976 Traditional Rental Income: $2453 Airbnb ROI: -1.34% Traditional ROI: -0.2%
8105 S Muskegon Avenue Chicago, IL Looking for a great starter home to own for less than your rent? Want to add this investor...	2 beds \| 1 baths \| 1,205 sq.ft.	$100,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 9.58% Airbnb Rental Income: $1128 Traditional Rental Income: $1271 Airbnb ROI: 4.23% Traditional ROI: 9.58%
1863 W 107th Street #E Chicago, IL A rare opportunity to own in the lovely Beverly neighborhood. This spacious Townhouse has ...	3 beds \| 3 baths \| 2,000 sq.ft.	$295,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 3.37% Airbnb Rental Income: $1657 Traditional Rental Income: $2208 Airbnb ROI: -0.28% Traditional ROI: 3.37%
2537 W Monroe Street #B Chicago, IL Live in style with a contemporary open floor plan home! This home is fit with comfort as i...	3 beds \| 2 baths \| 1,130 sq.ft.	$255,999	Airbnb cash on cash: 1.93% Traditional cash on cash: 10.56% Airbnb Rental Income: $1661 Traditional Rental Income: $3280 Airbnb ROI: 1.93% Traditional ROI: 10.56%
6120 W 65th Street #5 Chicago, IL Welcome to this impeccably maintained Three-Story End Unit Townhouse with a Basement and a...	3 beds \| 3 baths \| 1,913 sq.ft.	$325,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 3.98% Airbnb Rental Income: $1180 Traditional Rental Income: $2088 Airbnb ROI: -0.25% Traditional ROI: 3.98%
460 W Superior Street #7 Chicago, IL Stunning, sophisticated 3 bedroom plus den, 3 bathroom River North townhome in the coveted...	3 beds \| 3 baths \| 3,200 sq.ft.	$1,299,000	Airbnb cash on cash: -1.73% Traditional cash on cash: -0.71% Airbnb Rental Income: $2485 Traditional Rental Income: $3109 Airbnb ROI: -1.73% Traditional ROI: -0.71%
3348 W Le Moyne Street Chicago, IL Stunning 3-Bedroom Home in the Heart of Humboldt Park! This remarkable 3-bedroom, 1.5-bat...	3 beds \| 2 baths \| 1,633 sq.ft.	$419,900	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.59% Airbnb Rental Income: $1588 Traditional Rental Income: $1954 Airbnb ROI: -0.5% Traditional ROI: 1.59%
2305 S Wabash Avenue Chicago, IL * H&B DUE BY 10AM ON 8/6/25 * This South Loop townhouse has three levels of living space, ...	2 beds \| 2 baths \| 1,401 sq.ft.	$404,900	Airbnb cash on cash: -0.27% Traditional cash on cash: 1.23% Airbnb Rental Income: $1644 Traditional Rental Income: $1748 Airbnb ROI: -0.27% Traditional ROI: 1.23%
7249 N CAMPBELL Avenue #B Chicago, IL Beautifully Reimagined Townhome in West Rogers Park! Step into this fully renovated 3-b...	3 beds \| 3 baths \| 1,560 sq.ft.	$445,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 4.27% Airbnb Rental Income: $1977 Traditional Rental Income: $2605 Airbnb ROI: 1.52% Traditional ROI: 4.27%
1541 W Asher Street Chicago, IL A rare find in a newer gated community, this freshly painted 3-bedroom, 3.1-bath townhome ...	3 beds \| 4 baths \| 2,400 sq.ft.	$285,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 8.55% Airbnb Rental Income: $1747 Traditional Rental Income: $3191 Airbnb ROI: 1.38% Traditional ROI: 8.55%

Your search for investment property begins and ends here

Townhouses for Sale in Chicago, IL

1529 S State Street #TH6

Chicago, IL

3 beds | 3 baths | 2,025 sq.ft.

$500,000

Airbnb cash on cash: -3.45%

Traditional cash on cash: 1.17%

Airbnb Rental Income: $1570

Traditional Rental Income: $3280

Airbnb ROI: -3.45%

Traditional ROI: 1.17%

2840 N Lincoln Avenue #D

Chicago, IL

4 beds | 3 baths | N/A

$849,900

Airbnb cash on cash: -1.96%

Traditional cash on cash: 0.42%

Airbnb Rental Income: $2155

Traditional Rental Income: $3492

Airbnb ROI: -1.96%

Traditional ROI: 0.42%

5115 N Springfield Avenue #B

Chicago, IL

2 beds | 2 baths | 1,036 sq.ft.

$315,000

Airbnb cash on cash: 1%

Traditional cash on cash: 4.95%

Airbnb Rental Income: $1444

Traditional Rental Income: $2184

Airbnb ROI: 1%

Traditional ROI: 4.95%

33 W Ontario Street #TH5

Chicago, IL

4 beds | 5 baths | 4,567 sq.ft.

$1,249,000

Airbnb cash on cash: -6.35%

Traditional cash on cash: -2.85%

Airbnb Rental Income: $2349

Traditional Rental Income: $5828

Airbnb ROI: -6.35%

Traditional ROI: -2.85%

2243 N GREENVIEW Avenue #D

Chicago, IL

3 beds | 3 baths | 2,500 sq.ft.

$764,500

Airbnb cash on cash: -0.89%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $2110

Traditional Rental Income: $3519

Airbnb ROI: -0.89%

Traditional ROI: 1.85%

634 W Oak Street

Chicago, IL

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

$789,000

Airbnb cash on cash: -0.51%

Traditional cash on cash: 1.2%

Airbnb Rental Income: $2485

Traditional Rental Income: $3138

Airbnb ROI: -0.51%

Traditional ROI: 1.2%

4206 W BELMONT Avenue

Chicago, IL

3 beds | 4 baths | 1,950 sq.ft.

$745,000

Airbnb cash on cash: -1.89%

Traditional cash on cash: 1.3%

Airbnb Rental Income: $1879

Traditional Rental Income: $3589

Airbnb ROI: -1.89%

Traditional ROI: 1.3%

1429 S Prairie Avenue

Chicago, IL

4 beds | 3 baths | 3,193 sq.ft.

$1,350,000

Airbnb cash on cash: -1.56%

Traditional cash on cash: -0.3%

Airbnb Rental Income: $2467

Traditional Rental Income: $3450

Airbnb ROI: -1.56%