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 137 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
3625 S Morgan Street #C Chicago, IL Lexington Homes Square 4 - Built in 2017, this exceptional collection of 21 row homes is n...	3 beds \| 3 baths \| 2,217 sq.ft.	$585,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.27% Airbnb Rental Income: $null Traditional Rental Income: $3073 Airbnb ROI: N/A Traditional ROI: 2.27%
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: N/A Traditional cash on cash: 4.95% Airbnb Rental Income: $null Traditional Rental Income: $2184 Airbnb ROI: N/A Traditional ROI: 4.95%
2324 W Warren Boulevard Chicago, IL This 5 bedroom, 3-1/2 bath row house townhome in great location! 3 levels of living space!...	3 beds \| 4 baths \| 2,728 sq.ft.	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.05% Airbnb Rental Income: $null Traditional Rental Income: $3699 Airbnb ROI: N/A Traditional ROI: 4.05%
3511 S Hoyne Avenue #1 Chicago, IL Welcome to this spacious and modern townhome located in the heart of McKinley Park! this...	3 beds \| 3 baths \| 1,850 sq.ft.	$480,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.68% Airbnb Rental Income: $null Traditional Rental Income: $2867 Airbnb ROI: N/A Traditional ROI: 3.68%
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.	$715,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.49% Airbnb Rental Income: $null Traditional Rental Income: $3589 Airbnb ROI: N/A Traditional ROI: 1.49%
1457 W Wrightwood Avenue Chicago, IL Tastefully renovated and filled with natural light, this 3-bedroom, 2.5-bath townhome is l...	3 beds \| 3 baths \| 2,050 sq.ft.	$889,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.01% Airbnb Rental Income: $null Traditional Rental Income: $3303 Airbnb ROI: N/A Traditional ROI: 1.01%
623 W DRUMMOND Place #6 Chicago, IL Contemporary 3Bed/2.2Bath townhome in East Lincoln Park that lives like a single-family ho...	3 beds \| 4 baths \| N/A	$825,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.5% Airbnb Rental Income: $null Traditional Rental Income: $3834 Airbnb ROI: N/A Traditional ROI: 2.5%
4446 S Drexel Boulevard #B Chicago, IL Luxury Light-Filled Corner Townhome with Heated Spa Bath, Rooftop Deck & 2-Car Garage ...	3 beds \| 4 baths \| 2,300 sq.ft.	$710,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.57% Airbnb Rental Income: $null Traditional Rental Income: $3115 Airbnb ROI: N/A Traditional ROI: 1.57%
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.	$579,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.69% Airbnb Rental Income: $null Traditional Rental Income: $3010 Airbnb ROI: N/A Traditional ROI: 2.69%
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: N/A Traditional cash on cash: 0.9% Airbnb Rental Income: $null Traditional Rental Income: $2513 Airbnb ROI: N/A Traditional ROI: 0.9%
2235 N Lakewood Avenue #FN Chicago, IL This townhome in Lincoln Park is located on a super quiet, tree-lined street, yet close to...	3 beds \| 3 baths \| 1,700 sq.ft.	$640,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.93% Airbnb Rental Income: $null Traditional Rental Income: $3594 Airbnb ROI: N/A Traditional ROI: 2.93%
4726 N Winchester Avenue #F Chicago, IL Gut out rehab, new paint and new windows, ready to move in. Bright, spacious end-unit w si...	3 beds \| 3 baths \| 1,566 sq.ft.	$585,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.17% Airbnb Rental Income: $null Traditional Rental Income: $2587 Airbnb ROI: N/A Traditional ROI: 2.17%
2415 W 32nd Place Chicago, IL Well maintained 3 bedrooms 2.5 bathrooms townhouse with hardwood floors throughout. Newer...	3 beds \| 3 baths \| 1,600 sq.ft.	$398,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.95% Airbnb Rental Income: $null Traditional Rental Income: $2688 Airbnb ROI: N/A Traditional ROI: 3.95%
611 W 25th Pl Chicago, IL 611 W 25th Pl, Chicago, IL 60616 \| Townhouse	3 beds \| 1 baths \| 2,000 sq.ft.	$489,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.01% Airbnb Rental Income: $null Traditional Rental Income: $1573 Airbnb ROI: N/A Traditional ROI: -0.01%
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: N/A Traditional cash on cash: 6.66% Airbnb Rental Income: $null Traditional Rental Income: $1824 Airbnb ROI: N/A 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: N/A Traditional cash on cash: 10.83% Airbnb Rental Income: $null Traditional Rental Income: $2022 Airbnb ROI: N/A Traditional ROI: 10.83%
1363 E 64th St #1 Chicago, IL 1363 E 64th St #1, Chicago, IL 60637 \| Townhouse	3 beds \| 3 baths \| 2,300 sq.ft.	$299,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.86% Airbnb Rental Income: $null Traditional Rental Income: $2566 Airbnb ROI: N/A Traditional ROI: 3.86%
1320 N State Pkwy #14-15CD Chicago, IL 1320 N State Pkwy #14-15CD, Chicago, IL 60610 \| Townhouse	5 beds \| 5 baths \| 7,750 sq.ft.	$3,595,000	Airbnb cash on cash: N/A Traditional cash on cash: -5.82% Airbnb Rental Income: $null Traditional Rental Income: $5354 Airbnb ROI: N/A Traditional ROI: -5.82%
448 N Carpenter St #J Chicago, IL 448 N Carpenter St #J, Chicago, IL 60642 \| Townhouse	3 beds \| 2 baths \| 2,300 sq.ft.	$875,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.01% Airbnb Rental Income: $null Traditional Rental Income: $2090 Airbnb ROI: N/A Traditional ROI: -1.01%
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: N/A Traditional cash on cash: 9.58% Airbnb Rental Income: $null Traditional Rental Income: $1271 Airbnb ROI: N/A 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: N/A Traditional cash on cash: 3.37% Airbnb Rental Income: $null Traditional Rental Income: $2208 Airbnb ROI: N/A 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: N/A Traditional cash on cash: 10.56% Airbnb Rental Income: $null Traditional Rental Income: $3280 Airbnb ROI: N/A Traditional ROI: 10.56%
2508 W Roosevelt Rd Chicago, IL	4 beds \| 3 baths \| 2,300 sq.ft.	$590,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.74% Airbnb Rental Income: $null Traditional Rental Income: $3008 Airbnb ROI: N/A Traditional ROI: 1.74%
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: N/A Traditional cash on cash: 1.23% Airbnb Rental Income: $null Traditional Rental Income: $1748 Airbnb ROI: N/A 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.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.52% Airbnb Rental Income: $null Traditional Rental Income: $2605 Airbnb ROI: N/A Traditional ROI: 4.52%
2235 W Oakdale Avenue #18-B Chicago, IL NOW UNDER CONSTRUCTION! Introducing RiverWard - a collection of 35 new construction, extra...	4 beds \| 4 baths \| 3,885 sq.ft.	$2,000,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.89% Airbnb Rental Income: $null Traditional Rental Income: $3073 Airbnb ROI: N/A Traditional ROI: -1.89%
2235 W Oakdale Avenue #15-C Chicago, IL NOW UNDER CONSTRUCTION! Introducing RiverWard - a collection of 35 new construction, extra...	4 beds \| 4 baths \| 3,423 sq.ft.	$1,800,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.74% Airbnb Rental Income: $null Traditional Rental Income: $3073 Airbnb ROI: N/A Traditional ROI: -1.74%
5400 S Hyde Park Boulevard #2C Chicago, IL Refined Townhome Living in Hyde Park's Exclusive Gated Community ...Hedgerow! Experienc...	4 beds \| 3 baths \| 2,700 sq.ft.	$540,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.86% Airbnb Rental Income: $null Traditional Rental Income: $3174 Airbnb ROI: N/A Traditional ROI: 1.86%
715 E 105TH Place Chicago, IL Welcome to 715 E 105th Place-a beautifully renovated rowhome in the heart of the Historic ...	2 beds \| 1 baths \| N/A	$162,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.49% Airbnb Rental Income: $null Traditional Rental Income: $1012 Airbnb ROI: N/A Traditional ROI: 4.49%
1343 N Sutton Place Chicago, IL Rarely-available, extremely spacious Gold Coast 4 bed, 3.1 bath end-unit townhouse in the ...	4 beds \| 4 baths \| 3,824 sq.ft.	$1,475,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.56% Airbnb Rental Income: $null Traditional Rental Income: $2910 Airbnb ROI: N/A Traditional ROI: -1.56%

Your search for investment property begins and ends here

Townhouses for Sale in Chicago, IL

3625 S Morgan Street #C

Chicago, IL

3 beds | 3 baths | 2,217 sq.ft.

$585,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.27%

Airbnb Rental Income: $null

Traditional Rental Income: $3073

Airbnb ROI: N/A

Traditional ROI: 2.27%

5115 N Springfield Avenue #B

Chicago, IL

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

$315,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.95%

Airbnb Rental Income: $null

Traditional Rental Income: $2184

Airbnb ROI: N/A

Traditional ROI: 4.95%

2324 W Warren Boulevard

Chicago, IL

3 beds | 4 baths | 2,728 sq.ft.

$600,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.05%

Airbnb Rental Income: $null

Traditional Rental Income: $3699

Airbnb ROI: N/A

Traditional ROI: 4.05%

3511 S Hoyne Avenue #1

Chicago, IL

3 beds | 3 baths | 1,850 sq.ft.

$480,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.68%

Airbnb Rental Income: $null

Traditional Rental Income: $2867

Airbnb ROI: N/A

Traditional ROI: 3.68%

4206 W BELMONT Avenue

Chicago, IL

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

$715,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.49%

Airbnb Rental Income: $null

Traditional Rental Income: $3589

Airbnb ROI: N/A

Traditional ROI: 1.49%

1457 W Wrightwood Avenue

Chicago, IL

3 beds | 3 baths | 2,050 sq.ft.

$889,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.01%

Airbnb Rental Income: $null

Traditional Rental Income: $3303

Airbnb ROI: N/A

Traditional ROI: 1.01%

623 W DRUMMOND Place #6

Chicago, IL

3 beds | 4 baths | N/A

$825,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.5%

Airbnb Rental Income: $null

Traditional Rental Income: $3834

Airbnb ROI: N/A

Traditional ROI: 2.5%

4446 S Drexel Boulevard #B

Chicago, IL

3 beds | 4 baths | 2,300 sq.ft.

$710,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.57%

Airbnb Rental Income: $null

Traditional Rental Income: $3115

Airbnb ROI: N/A