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 72 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
4840 S Dorchester Avenue #1 Chicago, IL The Dorchester Collection is a newly-constructed elegant gated townhome development locate...	3 beds \| 3 baths \| N/A	$925,000	Airbnb cash on cash: -0.79% Traditional cash on cash: -0.38% Airbnb Rental Income: $3221 Traditional Rental Income: $2846 Airbnb ROI: -0.79% Traditional ROI: -0.38%
4840 S Dorchester Avenue #4 Chicago, IL 6 out of 13 units sold! The Dorchester Collection is a newly-constructed elegant gated tow...	4 beds \| 4 baths \| N/A	$850,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 1.18% Airbnb Rental Income: $4725 Traditional Rental Income: $3886 Airbnb ROI: 1.01% Traditional ROI: 1.18%
2237 W Coulter Street #2 Chicago, IL Discover an exceptionally-upgraded home with the rare advantage of an assumable mortgage a...	3 beds \| 3 baths \| 2,000 sq.ft.	$599,999	Airbnb cash on cash: 1.01% Traditional cash on cash: 2.67% Airbnb Rental Income: $2974 Traditional Rental Income: $3220 Airbnb ROI: 1.01% Traditional ROI: 2.67%
1331 S Indiana Avenue Chicago, IL Gorgeous 3 Bed, 3 Bath Townhome in the prestigious South Loop's, Museum Park! Nestled on a...	3 beds \| 3 baths \| 2,400 sq.ft.	$1,025,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 0.43% Airbnb Rental Income: $5470 Traditional Rental Income: $3385 Airbnb ROI: 1.46% Traditional ROI: 0.43%
1200 N Lake Shore Drive #M5-M6 Chicago, IL Incredible price improvement!! Exclusively private and immaculately renovated for the refi...	3 beds \| 4 baths \| 2,950 sq.ft.	$999,000	Airbnb cash on cash: -1.52% Traditional cash on cash: -3.63% Airbnb Rental Income: $7314 Traditional Rental Income: $3941 Airbnb ROI: -1.52% Traditional ROI: -3.63%
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: 2.92% Traditional cash on cash: 0.9% Airbnb Rental Income: $4965 Traditional Rental Income: $2513 Airbnb ROI: 2.92% Traditional ROI: 0.9%
2828 W Harrison Street #A Chicago, IL Developers CLOSE-OUT 2 UNITS LEFT out of 28 New Construction two-story townhomes with 3 b...	3 beds \| 2 baths \| 1,480 sq.ft.	$245,000	Airbnb cash on cash: 9.57% Traditional cash on cash: 8.78% Airbnb Rental Income: $3895 Traditional Rental Income: $2874 Airbnb ROI: 9.57% Traditional ROI: 8.78%
1823 S Melody Court Chicago, IL Ready to move in 4 bedrooms plus den perfect for an office space + 3 1/2 baths. Convenient...	4 beds \| 4 baths \| 2,400 sq.ft.	$450,000	Airbnb cash on cash: 8.69% Traditional cash on cash: 4.07% Airbnb Rental Income: $6206 Traditional Rental Income: $3036 Airbnb ROI: 8.69% Traditional ROI: 4.07%
3383 S Archer Avenue Chicago, IL WELL MAINTAINED TOWNHOME FOR SALE ,GREAT LOCATION ,CLOSE TO McKinley Park ,THREE BEDROOMS...	3 beds \| 3 baths \| 1,480 sq.ft.	$425,000	Airbnb cash on cash: 4.07% Traditional cash on cash: 2.92% Airbnb Rental Income: $3614 Traditional Rental Income: $2368 Airbnb ROI: 4.07% Traditional ROI: 2.92%
4840 S Dorchester Avenue #11 Chicago, IL 6 out of 13 units sold! The Dorchester Collection is a newly-constructed elegant gated tow...	4 beds \| 4 baths \| N/A	$1,100,000	Airbnb cash on cash: -0.39% Traditional cash on cash: -0.21% Airbnb Rental Income: $4725 Traditional Rental Income: $3938 Airbnb ROI: -0.39% Traditional ROI: -0.21%
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.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.23% Airbnb Rental Income: $null Traditional Rental Income: $1824 Airbnb ROI: N/A Traditional ROI: 10.23%
4717 S Ingleside Avenue Chicago, IL Welcome to the Most Exciting New Construction Development in Kenwood! Presenting I-3 Deve...	4 beds \| 4 baths \| 2,400 sq.ft.	$899,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 0.71% Airbnb Rental Income: $4742 Traditional Rental Income: $3415 Airbnb ROI: 1.13% Traditional ROI: 0.71%
4719 S Ingleside Avenue Chicago, IL Welcome to the Most Exciting New Construction Development in Kenwood! Presenting I-3 Deve...	4 beds \| 4 baths \| 2,400 sq.ft.	$899,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 0.71% Airbnb Rental Income: $4742 Traditional Rental Income: $3415 Airbnb ROI: 1.13% Traditional ROI: 0.71%
4721 S Ingleside Avenue Chicago, IL Welcome to the Most Exciting New Construction Development in Kenwood! Presenting I-3 Deve...	4 beds \| 4 baths \| 2,400 sq.ft.	$899,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 0.71% Airbnb Rental Income: $4742 Traditional Rental Income: $3415 Airbnb ROI: 1.13% Traditional ROI: 0.71%
1634 W Diversey Parkway B Chicago, IL Front Unit MLS#12193167 (identical layout but updated) closed on 12/13/24 for 730,000. **1...	3 beds \| 3 baths \| N/A	$599,900	Airbnb cash on cash: 2.72% Traditional cash on cash: 1.28% Airbnb Rental Income: $4795 Traditional Rental Income: $3003 Airbnb ROI: 2.72% Traditional ROI: 1.28%
1331 E Madison Park Chicago, IL Introducing Madison Park Row, a collection of 7 new construction, extra-wide row homes in ...	4 beds \| 4 baths \| 3,285 sq.ft.	$1,150,000	Airbnb cash on cash: -0.13% Traditional cash on cash: -0.02% Airbnb Rental Income: $4725 Traditional Rental Income: $3860 Airbnb ROI: -0.13% Traditional ROI: -0.02%
1330 E Hyde Park Boulevard Chicago, IL Introducing Madison Park Row - a collection of 7 new construction, extra-wide row homes in...	5 beds \| 5 baths \| 3,965 sq.ft.	$1,300,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 1.35% Airbnb Rental Income: $7292 Traditional Rental Income: $5970 Airbnb ROI: 1.28% Traditional ROI: 1.35%
9631 S Jeffery Avenue Chicago, IL Whether you're a first-time homebuyer or an investor, this fully updated gem offers everyt...	2 beds \| 1 baths \| 944 sq.ft.	$117,900	Airbnb cash on cash: 9.3% Traditional cash on cash: 10.62% Airbnb Rental Income: $1908 Traditional Rental Income: $1552 Airbnb ROI: 9.3% Traditional ROI: 10.62%
1329 E Madison Park Chicago, IL Residence 1329 boasts an enviable West Madison Park address and sits directly on the boule...	4 beds \| 4 baths \| 3,415 sq.ft.	$1,300,000	Airbnb cash on cash: -0.49% Traditional cash on cash: -0.01% Airbnb Rental Income: $4725 Traditional Rental Income: $4321 Airbnb ROI: -0.49% Traditional ROI: -0.01%
1326 E Hyde Park Boulevard Chicago, IL Residence 1326 at Madison Park Row boasts an exclusive Hyde Park Blvd address minutes away...	5 beds \| 5 baths \| 3,990 sq.ft.	$1,400,000	Airbnb cash on cash: 0.96% Traditional cash on cash: -3.02% Airbnb Rental Income: $7292 Traditional Rental Income: $715 Airbnb ROI: 0.96% Traditional ROI: -3.02%
2854 W Harrison Street #A Chicago, IL Developers CLOSE-OUT 28 New Construction two-story townhomes with 3 bedrooms / 1.5 baths ...	3 beds \| 2 baths \| 1,480 sq.ft.	$245,000	Airbnb cash on cash: 9.57% Traditional cash on cash: 7.4% Airbnb Rental Income: $3895 Traditional Rental Income: $2555 Airbnb ROI: 9.57% Traditional ROI: 7.4%
3105 W ARTHUR Avenue Chicago, IL * FHA ASSUMABLE $250k MORTGAGE @ 3% * 2 Story. 3 Bedroom. 3 Bathroom Townhouse with...	3 beds \| 3 baths \| 1,244 sq.ft.	$369,999	Airbnb cash on cash: 6.12% Traditional cash on cash: 4.77% Airbnb Rental Income: $3787 Traditional Rental Income: $2499 Airbnb ROI: 6.12% Traditional ROI: 4.77%
1016 N Crosby Street Chicago, IL Luxury Living Awaits in River Village! Experience the best of city living in this metic...	3 beds \| 3 baths \| 1,692 sq.ft.	$825,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 0.34% Airbnb Rental Income: $6919 Traditional Rental Income: $2741 Airbnb ROI: 4.03% Traditional ROI: 0.34%
334 N JEFFERSON Street #D Chicago, IL This rarely available corner townhome in Kinzie Station features 3 bedrooms and 3 baths, w...	3 beds \| 3 baths \| 2,600 sq.ft.	$950,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 0.13% Airbnb Rental Income: $6535 Traditional Rental Income: $3170 Airbnb ROI: 2.49% Traditional ROI: 0.13%
1333 E Madison Park Chicago, IL This is your LAST CHANCE to secure at Hyde Park's fastest-selling and ultra-wide rowhome c...	4 beds \| 4 baths \| 3,285 sq.ft.	$1,150,000	Airbnb cash on cash: -0.13% Traditional cash on cash: -0.4% Airbnb Rental Income: $4725 Traditional Rental Income: $3455 Airbnb ROI: -0.13% Traditional ROI: -0.4%
860 N ELSTON Avenue #4 Chicago, IL RARE CORNER UNIT in a QUIET COURTYARD! This stunning 3-bedroom townhome in vibrant River W...	3 beds \| 3 baths \| 2,100 sq.ft.	$699,900	Airbnb cash on cash: 4.08% Traditional cash on cash: 0.93% Airbnb Rental Income: $5931 Traditional Rental Income: $2697 Airbnb ROI: 4.08% Traditional ROI: 0.93%
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: 9.28% Traditional cash on cash: 6.66% Airbnb Rental Income: $3069 Traditional Rental Income: $1824 Airbnb ROI: 9.28% Traditional ROI: 6.66%
2334 W Warren Boulevard Chicago, IL Welcome to your dream home! This stunning 2-bedroom, 1.5-bathroom townhouse has been fully...	2 beds \| 2 baths \| 1,456 sq.ft.	$429,000	Airbnb cash on cash: 3.46% Traditional cash on cash: 2.3% Airbnb Rental Income: $3502 Traditional Rental Income: $2263 Airbnb ROI: 3.46% Traditional ROI: 2.3%
5230 S Cornell Ave #A Chicago, IL 5230 S Cornell Ave #A, Chicago, IL 60615 \| Townhouse	4 beds \| 3 baths \| 2,408 sq.ft.	$560,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 2.11% Airbnb Rental Income: $4642 Traditional Rental Income: $3161 Airbnb ROI: 3.1% Traditional ROI: 2.11%
2237 S Stewart Avenue Chicago, IL Great Chinatown location, walking distance to shopping, restaurant, bus train station and ...	3 beds \| 2 baths \| 1,548 sq.ft.	$415,000	Airbnb cash on cash: 3.99% Traditional cash on cash: 2.6% Airbnb Rental Income: $3665 Traditional Rental Income: $2325 Airbnb ROI: 3.99% Traditional ROI: 2.6%
361 W Superior Street #B Chicago, IL Welcome to River North's sought-after Tuxedo Park! Described as "River North's oasis" due ...	3 beds \| 3 baths \| N/A	$1,119,000	Airbnb cash on cash: 2.13% Traditional cash on cash: -0.27% Airbnb Rental Income: $6820 Traditional Rental Income: $2996 Airbnb ROI: 2.13% Traditional ROI: -0.27%

Your search for investment property begins and ends here

Townhouses for Sale in Chicago, IL

4840 S Dorchester Avenue #1

Chicago, IL

3 beds | 3 baths | N/A

$925,000

Airbnb cash on cash: -0.79%

Traditional cash on cash: -0.38%

Airbnb Rental Income: $3221

Traditional Rental Income: $2846

Airbnb ROI: -0.79%

Traditional ROI: -0.38%

4840 S Dorchester Avenue #4

Chicago, IL

4 beds | 4 baths | N/A

$850,000

Airbnb cash on cash: 1.01%

Traditional cash on cash: 1.18%

Airbnb Rental Income: $4725

Traditional Rental Income: $3886

Airbnb ROI: 1.01%

Traditional ROI: 1.18%

2237 W Coulter Street #2

Chicago, IL

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

$599,999

Airbnb cash on cash: 1.01%

Traditional cash on cash: 2.67%

Airbnb Rental Income: $2974

Traditional Rental Income: $3220

Airbnb ROI: 1.01%

Traditional ROI: 2.67%

1331 S Indiana Avenue

Chicago, IL

3 beds | 3 baths | 2,400 sq.ft.

$1,025,000

Airbnb cash on cash: 1.46%

Traditional cash on cash: 0.43%

Airbnb Rental Income: $5470

Traditional Rental Income: $3385

Airbnb ROI: 1.46%

Traditional ROI: 0.43%

1200 N Lake Shore Drive #M5-M6

Chicago, IL

3 beds | 4 baths | 2,950 sq.ft.

$999,000

Airbnb cash on cash: -1.52%

Traditional cash on cash: -3.63%

Airbnb Rental Income: $7314

Traditional Rental Income: $3941

Airbnb ROI: -1.52%

Traditional ROI: -3.63%

1654 W OHIO ST

Chicago, IL

3 beds | 2.5 baths | 1,920 sq.ft.

$760,000

Airbnb cash on cash: 2.92%

Traditional cash on cash: 0.9%

Airbnb Rental Income: $4965

Traditional Rental Income: $2513

Airbnb ROI: 2.92%

Traditional ROI: 0.9%

2828 W Harrison Street #A

Chicago, IL

3 beds | 2 baths | 1,480 sq.ft.

$245,000

Airbnb cash on cash: 9.57%

Traditional cash on cash: 8.78%

Airbnb Rental Income: $3895

Traditional Rental Income: $2874

Airbnb ROI: 9.57%

Traditional ROI: 8.78%

1823 S Melody Court

Chicago, IL

4 beds | 4 baths | 2,400 sq.ft.

$450,000

Airbnb cash on cash: 8.69%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $6206

Traditional Rental Income: $3036

Airbnb ROI: 8.69%