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
845 N May St Chicago, IL This spacious and well-designed 4 level townhome is nestled in the highly sought-after and...	3 beds \| 2 baths \| 2,283 sq.ft.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.84% Airbnb Rental Income: $null Traditional Rental Income: $3038 Airbnb ROI: N/A Traditional ROI: 0.84%
712 S Western Ave #B Chicago, IL Tri-Taylor/Medical District Townhome with 3+ levels of living and a NEW private rooftop te...	3 beds \| 2 baths \| 1,718 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.85% Airbnb Rental Income: $null Traditional Rental Income: $2710 Airbnb ROI: N/A Traditional ROI: 3.85%
530 W Dickens Ave #401 Chicago, IL Exceptional penthouse residence by Ranquist Development Group. This one-of-a-kind duplex-u...	4 beds \| 3 baths \| 3,080 sq.ft.	$2,600,000	Airbnb cash on cash: N/A Traditional cash on cash: -2.26% Airbnb Rental Income: $null Traditional Rental Income: $3623 Airbnb ROI: N/A Traditional ROI: -2.26%
5115 N Springfield Ave #B Chicago, IL Charming 2-bedroom, 1.1-bath townhouse in a prime Chicago location! This well-maintained h...	2 beds \| 1 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%
600 N Kingsbury St #506 Chicago, IL This three-story penthouse at 600 N Kingsbury is a rare opportunity to own one of River No...	4 beds \| 4 baths \| 4,924 sq.ft.	$1,600,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.12% Airbnb Rental Income: $null Traditional Rental Income: $10320 Airbnb ROI: N/A Traditional ROI: 1.12%
2253 W Coulter St #1 Chicago, IL 34 new construction townhomes in Pilsen! Phase I sold out & Phase II sales just starting w...	3 beds \| 2 baths \| 2,000 sq.ft.	$619,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.97% Airbnb Rental Income: $null Traditional Rental Income: $2825 Airbnb ROI: N/A Traditional ROI: 0.97%
2605 E Martha Pl Chicago, IL This Well Maintained 2-story Townhome offers bathroom on main level. 2 spacious rooms wit...	2 beds \| 2 baths \| 1,353 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.77% Airbnb Rental Income: $null Traditional Rental Income: $2074 Airbnb ROI: N/A Traditional ROI: 9.77%
2324 W Warren Blvd Chicago, IL This 5 bedroom, 3-1/2 bath row house townhome in great location! 3 levels of living space!...	5 beds \| 3 baths \| 2,728 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.26% Airbnb Rental Income: $null Traditional Rental Income: $3699 Airbnb ROI: N/A Traditional ROI: 4.26%
3511 S Hoyne Ave #1 Chicago, IL Welcome to this spacious and modern townhome located in the heart of McKinley Park! this b...	3 beds \| 2 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%
737 W Washington Blvd #1003 Chicago, IL CLICK on the 3D button to take a virtual tour & watch a custom drone tour by clicking on t...	2 beds \| 2 baths \| 1,710 sq.ft.	$610,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.6% Airbnb Rental Income: $null Traditional Rental Income: $3134 Airbnb ROI: N/A Traditional ROI: 0.6%
1125 W Monroe St Chicago, IL Rare Private Elevator In Unit!! All 3 Bedrooms Ensuite! Look No Further for your West Loop...	3 beds \| 4 baths \| N/A	$1,995,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.01% Airbnb Rental Income: $null Traditional Rental Income: $3801 Airbnb ROI: N/A Traditional ROI: -0.01%
8539 S Saint Lawrence Ave Chicago, IL Chathams wonderful and efficient Townhome for sale! Georgian style home with 2 bedrooms up...	3 beds \| 1 baths \| 1,000 sq.ft.	$160,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.76% Airbnb Rental Income: $null Traditional Rental Income: $1927 Airbnb ROI: N/A Traditional ROI: 9.76%
838 W ANCONA Street Chicago, IL In the heart of the city's sought-after River West neighborhood, this elegant 4 bedroom, 3...	4 beds \| 4 baths \| 3,400 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.02% Airbnb Rental Income: $null Traditional Rental Income: $3848 Airbnb ROI: N/A Traditional ROI: 1.02%
1960 N Seminary Ave #B Chicago, IL Fall in love with this beautiful 3 BR/3 BA Lincoln Park townhome. The main level has the i...	4 beds \| 3 baths \| N/A	$998,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.4% Airbnb Rental Income: $null Traditional Rental Income: $3475 Airbnb ROI: N/A Traditional ROI: 1.4%
623 W DRUMMOND Place unit: 6 #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 Blvd #B Chicago, IL Luxury Light-Filled Corner Townhome with Heated Spa Bath, Rooftop Deck & 2-Car Garage This...	3 beds \| 3 baths \| 2,300 sq.ft.	$695,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.62% Airbnb Rental Income: $null Traditional Rental Income: $3115 Airbnb ROI: N/A Traditional ROI: 1.62%
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%
1908 S Sawyer Ave Chicago, IL Check out this 4 bedroom 2 full bath rowhouse in the North Lawndale neighborhood. Freshly...	6 beds \| 3 baths \| 1,800 sq.ft.	$339,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.12% Airbnb Rental Income: $null Traditional Rental Income: $1652 Airbnb ROI: N/A Traditional ROI: 3.12%
363 W Superior St #A Chicago, IL Best value in River North's premier gated townhome enclave-this residence delivers turn-ke...	2 beds \| 2 baths \| 1,850 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.29% Airbnb Rental Income: $null Traditional Rental Income: $4724 Airbnb ROI: N/A Traditional ROI: 3.29%
3227 S Stewart Avenue Chicago, IL Welcome to this gorgeous 4-bed/3.5-bath townhome in Armour Square. This spacious, like-new...	3 beds \| 4 baths \| 2,176 sq.ft.	$759,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.47% Airbnb Rental Income: $null Traditional Rental Income: $2938 Airbnb ROI: N/A Traditional ROI: 0.47%
4937 S Prairie Ave Chicago, IL Stunning, fully updated home in the heart of the Brownsville / Washington Park area, blend...	4 beds \| 2 baths \| 3,200 sq.ft.	$519,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.94% Airbnb Rental Income: $null Traditional Rental Income: $2422 Airbnb ROI: N/A Traditional ROI: 2.94%
11345 S Ada St Chicago, IL Discover your new home at 11345 S Ada St, Chicago! This charming 2-bedroom townhouse offer...	2 beds \| 1 baths \| 500 sq.ft.	$120,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.21% Airbnb Rental Income: $null Traditional Rental Income: $1087 Airbnb ROI: N/A Traditional ROI: 6.21%
6106 N Hermitage Ave Chicago, IL READY TO MOVE-IN MASTERPIECE! This beautiful home was built in 2024 with attention to deta...	4 beds \| 3 baths \| 3,300 sq.ft.	$1,199,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.23% Airbnb Rental Income: $null Traditional Rental Income: $3497 Airbnb ROI: N/A Traditional ROI: 1.23%
1470 E 56th St Chicago, IL	4 beds \| 3 baths \| 2,460 sq.ft.	$1,090,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.69% Airbnb Rental Income: $null Traditional Rental Income: $2806 Airbnb ROI: N/A Traditional ROI: -0.69%
9150 S Burnside Ave 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: 6.64% Airbnb Rental Income: $null Traditional Rental Income: $1824 Airbnb ROI: N/A Traditional ROI: 6.64%
2237 S Stewart Ave Chicago, IL Great Chinatown location, close to shopping, restaurant, bus train station and easy assess...	3 beds \| 1 baths \| 1,548 sq.ft.	$420,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.56% Airbnb Rental Income: $null Traditional Rental Income: $2325 Airbnb ROI: N/A Traditional ROI: 2.56%
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%
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 St #E Chicago, IL A rare opportunity to own in the lovely Beverly neighborhood. This spacious Townhouse has ...	3 beds \| 2 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%
6218 S Woodlawn Ave #A Chicago, IL 6218 S Woodlawn Ave #A, Chicago, IL 60637 \| Townhouse	3 beds \| 3 baths \| 2,300 sq.ft.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.07% Airbnb Rental Income: $null Traditional Rental Income: $2522 Airbnb ROI: N/A Traditional ROI: -0.07%
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%
13308 S Riverdale Ave Chicago, IL Welcome to this well-maintained split-level duplex in the Riverdale area! This charming ho...	3 beds \| 1 baths \| 731 sq.ft.	$115,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.07% Airbnb Rental Income: $null Traditional Rental Income: $1346 Airbnb ROI: N/A Traditional ROI: 8.07%
7249 N Campbell Ave #B Chicago, IL Beautifully Reimagined Townhome in West Rogers Park! Step into this fully renovated 3-bedr...	3 beds \| 2 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 Ave #18-B Chicago, IL NOW UNDER CONSTRUCTION! Introducing RiverWard - a collection of 35 new construction, extra...	4 beds \| 3 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 unit: 3-D #3-D Chicago, IL NOW UNDER CONSTRUCTION! Best Price in the Development! Introducing RiverWard - a collectio...	4 beds \| 4 baths \| 3,269 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.39% Airbnb Rental Income: $null Traditional Rental Income: $4347 Airbnb ROI: N/A Traditional ROI: 1.39%
5400 S Hyde Park Blvd #2C Chicago, IL Refined Townhome Living in Hyde Park's Exclusive Gated Community ...Hedgerow! Experience s...	4 beds \| 2 baths \| 2,700 sq.ft.	$530,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.91% Airbnb Rental Income: $null Traditional Rental Income: $3174 Airbnb ROI: N/A Traditional ROI: 1.91%
1917 S Calumet Ave Chicago, IL Welcome to 1917 South Calumet Avenue, a stunning embodiment of modern luxury nestled in th...	3 beds \| 2 baths \| N/A	$1,275,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.33% Airbnb Rental Income: $null Traditional Rental Income: $3583 Airbnb ROI: N/A Traditional ROI: 0.33%
715 E 105th Pl 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%
829 E 48th St #D Chicago, IL Prime location just one block from the new Northwestern Hospital, where property values ar...	2 beds \| 1 baths \| 1,037 sq.ft.	$110,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.75% Airbnb Rental Income: $null Traditional Rental Income: $1662 Airbnb ROI: N/A Traditional ROI: 10.75%

Your search for investment property begins and ends here

Townhouses for Sale in Chicago, IL

845 N May St

Chicago, IL

3 beds | 2 baths | 2,283 sq.ft.

$799,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.84%

Airbnb Rental Income: $null

Traditional Rental Income: $3038

Airbnb ROI: N/A

Traditional ROI: 0.84%

712 S Western Ave #B

Chicago, IL

3 beds | 2 baths | 1,718 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.85%

Airbnb Rental Income: $null

Traditional Rental Income: $2710

Airbnb ROI: N/A

Traditional ROI: 3.85%

530 W Dickens Ave #401

Chicago, IL

4 beds | 3 baths | 3,080 sq.ft.

$2,600,000

Airbnb cash on cash: N/A

Traditional cash on cash: -2.26%

Airbnb Rental Income: $null

Traditional Rental Income: $3623

Airbnb ROI: N/A

Traditional ROI: -2.26%

5115 N Springfield Ave #B

Chicago, IL

2 beds | 1 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%

600 N Kingsbury St #506

Chicago, IL

4 beds | 4 baths | 4,924 sq.ft.

$1,600,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.12%

Airbnb Rental Income: $null

Traditional Rental Income: $10320

Airbnb ROI: N/A

Traditional ROI: 1.12%

2253 W Coulter St #1

Chicago, IL

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

$619,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.97%

Airbnb Rental Income: $null

Traditional Rental Income: $2825

Airbnb ROI: N/A

Traditional ROI: 0.97%

2605 E Martha Pl

Chicago, IL

2 beds | 2 baths | 1,353 sq.ft.

$150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.77%

Airbnb Rental Income: $null

Traditional Rental Income: $2074

Airbnb ROI: N/A

Traditional ROI: 9.77%

2324 W Warren Blvd

Chicago, IL

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

$575,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.26%

Airbnb Rental Income: $null

Traditional Rental Income: $3699

Airbnb ROI: N/A