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 92 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
1738 S Indiana Avenue Chicago, IL Desirable Kensington Park townhome featuring three bedrooms, three and half bathrooms, mul...	3 beds \| 4 baths \| 2,782 sq.ft.	$970,000	Airbnb cash on cash: -2.75% Traditional cash on cash: 0.13% Airbnb Rental Income: $608 Traditional Rental Income: $2918 Airbnb ROI: -2.75% Traditional ROI: 0.13%
6816 W 65th Street unit: 5 Chicago, IL Beautifully up-kept townhouse in the Chicago land area. Home offers natural light througho...	3 beds \| 3 baths \| 1,850 sq.ft.	$379,900	Airbnb cash on cash: -1.49% Traditional cash on cash: 2.36% Airbnb Rental Income: $1074 Traditional Rental Income: $2078 Airbnb ROI: -1.49% Traditional ROI: 2.36%
2749 W North Shore Avenue Chicago, IL Huge windows and lots of natural sunlight in this end-unit, 2 story townhouse! 1925 square...	3 beds \| 3 baths \| 1,285 sq.ft.	$450,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 3.46% Airbnb Rental Income: $1251 Traditional Rental Income: $2456 Airbnb ROI: -0.35% Traditional ROI: 3.46%
600 N Kingsbury Street unit: 506 Chicago, IL This three-story penthouse at 600 N Kingsbury is a rare opportunity to own one of River No...	4 beds \| 5 baths \| 4,924 sq.ft.	$1,600,000	Airbnb cash on cash: -5.29% Traditional cash on cash: 1.07% Airbnb Rental Income: $1266 Traditional Rental Income: $10320 Airbnb ROI: -5.29% Traditional ROI: 1.07%
2748 N Lakewood Avenue unit: 4 Chicago, IL Truly exceptional and custom renovated LG Development extra-wide 4 story row home on one o...	4 beds \| 5 baths \| 3,500 sq.ft.	$1,850,000	Airbnb cash on cash: -1.75% Traditional cash on cash: -0.11% Airbnb Rental Income: $1687 Traditional Rental Income: $4026 Airbnb ROI: -1.75% Traditional ROI: -0.11%
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.	$525,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 4.76% Airbnb Rental Income: $1047 Traditional Rental Income: $3699 Airbnb ROI: -1.38% Traditional ROI: 4.76%
1303 W Diversey Parkway Chicago, IL Sleek, stylish and extra wide 4 bedroom, 4.1 bath Lincoln Park row home with a 2 car attac...	4 beds \| 5 baths \| 3,500 sq.ft.	$1,825,000	Airbnb cash on cash: -1.72% Traditional cash on cash: -0.69% Airbnb Rental Income: $1687 Traditional Rental Income: $2972 Airbnb ROI: -1.72% Traditional ROI: -0.69%
941 W Altgeld Street Chicago, IL Rarely available, beautifully updated brick 3br 2ba townhome in the heart of Lincoln Park....	3 beds \| 2 baths \| 2,100 sq.ft.	$825,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 1.69% Airbnb Rental Income: $1446 Traditional Rental Income: $3384 Airbnb ROI: -1.39% Traditional ROI: 1.69%
6106 N Hermitage Avenue Chicago, IL READY TO MOVE-IN MASTERPIECE! This beautiful home was built in 2024 with attention to deta...	2 beds \| 4 baths \| 3,300 sq.ft.	$1,199,000	Airbnb cash on cash: -1.15% Traditional cash on cash: 0.82% Airbnb Rental Income: $1240 Traditional Rental Income: $3042 Airbnb ROI: -1.15% Traditional ROI: 0.82%
4446 S Drexel Boulevard unit: B Chicago, IL	3 beds \| 4 baths \| 2,300 sq.ft.	$695,000	Airbnb cash on cash: -2.1% Traditional cash on cash: 1.62% Airbnb Rental Income: $1072 Traditional Rental Income: $3115 Airbnb ROI: -2.1% 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: -1.66% Traditional cash on cash: 0.9% Airbnb Rental Income: $1068 Traditional Rental Income: $2513 Airbnb ROI: -1.66% Traditional ROI: 0.9%
11345 S Ada Street 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.	$139,000	Airbnb cash on cash: 4.72% Traditional cash on cash: 5.26% Airbnb Rental Income: $1445 Traditional Rental Income: $1087 Airbnb ROI: 4.72% Traditional ROI: 5.26%
10313 S Church Street Chicago, IL Your budget will truly appreciate the value in this beautifully updated townhome in a terr...	2 beds \| 2 baths \| 1,053 sq.ft.	$199,873	Airbnb cash on cash: 2.85% Traditional cash on cash: 4.81% Airbnb Rental Income: $1553 Traditional Rental Income: $1478 Airbnb ROI: 2.85% Traditional ROI: 4.81%
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: 1.98% Traditional cash on cash: 6.64% Airbnb Rental Income: $1251 Traditional Rental Income: $1824 Airbnb ROI: 1.98% Traditional ROI: 6.64%
1863 W 107th Street unit: 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: -1.48% Traditional cash on cash: 3.37% Airbnb Rental Income: $1258 Traditional Rental Income: $2208 Airbnb ROI: -1.48% Traditional ROI: 3.37%
2235 W Oakdale Avenue unit: 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: -1.67% Traditional cash on cash: 1.39% Airbnb Rental Income: $1341 Traditional Rental Income: $4347 Airbnb ROI: -1.67% Traditional ROI: 1.39%
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	$162,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 4.5% Airbnb Rental Income: $807 Traditional Rental Income: $1012 Airbnb ROI: 1.08% Traditional ROI: 4.5%
1733 S Prairie Avenue Chicago, IL Newly redesigned layout offering four bedrooms and four and a half bath townhome is a true...	4 beds \| 5 baths \| 3,797 sq.ft.	$1,490,000	Airbnb cash on cash: -1.89% Traditional cash on cash: 0.97% Airbnb Rental Income: $1264 Traditional Rental Income: $4820 Airbnb ROI: -1.89% Traditional ROI: 0.97%
2235 W Oakdale Avenue unit: 4-D Chicago, IL NOW UNDER CONSTRUCTION! Introducing RiverWard - a collection of 35 new construction, extra...	4 beds \| 4 baths \| 3,269 sq.ft.	$1,200,000	Airbnb cash on cash: -1.7% Traditional cash on cash: 1.74% Airbnb Rental Income: $1341 Traditional Rental Income: $4770 Airbnb ROI: -1.7% Traditional ROI: 1.74%
2235 W Oakdale Avenue unit: 22-C Chicago, IL MOVE-IN THIS FALL! NOW UNDER CONSTRUCTION! Introducing Residence 22-C at RiverWard - a stu...	4 beds \| 4 baths \| 3,423 sq.ft.	$1,700,000	Airbnb cash on cash: -3.01% Traditional cash on cash: -0.83% Airbnb Rental Income: $1341 Traditional Rental Income: $4380 Airbnb ROI: -3.01% Traditional ROI: -0.83%
1512 S Halsted Street Chicago, IL Beautifully updated University Village townhome private gated entry. The main level featur...	2 beds \| 3 baths \| 2,100 sq.ft.	$585,000	Airbnb cash on cash: -2.76% Traditional cash on cash: 2.3% Airbnb Rental Income: $717 Traditional Rental Income: $3176 Airbnb ROI: -2.76% Traditional ROI: 2.3%
2409 W 32nd Place Chicago, IL Rare opportunity to own a Stunning 3-Bedroom 3 Bath Townhouse in McKinley Park - Outdoor s...	3 beds \| 3 baths \| 1,590 sq.ft.	$409,000	Airbnb cash on cash: -1.71% Traditional cash on cash: 3.49% Airbnb Rental Income: $908 Traditional Rental Income: $2562 Airbnb ROI: -1.71% Traditional ROI: 3.49%

Your search for investment property begins and ends here

Townhouses for Sale in Chicago, IL

1738 S Indiana Avenue

Chicago, IL

3 beds | 4 baths | 2,782 sq.ft.

$970,000

Airbnb cash on cash: -2.75%

Traditional cash on cash: 0.13%

Airbnb Rental Income: $608

Traditional Rental Income: $2918

Airbnb ROI: -2.75%

Traditional ROI: 0.13%

6816 W 65th Street unit: 5

Chicago, IL

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

$379,900

Airbnb cash on cash: -1.49%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $1074

Traditional Rental Income: $2078

Airbnb ROI: -1.49%

Traditional ROI: 2.36%

2749 W North Shore Avenue

Chicago, IL

3 beds | 3 baths | 1,285 sq.ft.

$450,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $1251

Traditional Rental Income: $2456

Airbnb ROI: -0.35%

Traditional ROI: 3.46%

600 N Kingsbury Street unit: 506

Chicago, IL

4 beds | 5 baths | 4,924 sq.ft.

$1,600,000

Airbnb cash on cash: -5.29%

Traditional cash on cash: 1.07%

Airbnb Rental Income: $1266

Traditional Rental Income: $10320

Airbnb ROI: -5.29%

Traditional ROI: 1.07%

2748 N Lakewood Avenue unit: 4

Chicago, IL

4 beds | 5 baths | 3,500 sq.ft.

$1,850,000

Airbnb cash on cash: -1.75%

Traditional cash on cash: -0.11%

Airbnb Rental Income: $1687

Traditional Rental Income: $4026

Airbnb ROI: -1.75%

Traditional ROI: -0.11%

2324 W Warren Boulevard

Chicago, IL

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

$525,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $1047

Traditional Rental Income: $3699

Airbnb ROI: -1.38%

Traditional ROI: 4.76%

1303 W Diversey Parkway

Chicago, IL

4 beds | 5 baths | 3,500 sq.ft.

$1,825,000

Airbnb cash on cash: -1.72%

Traditional cash on cash: -0.69%

Airbnb Rental Income: $1687

Traditional Rental Income: $2972

Airbnb ROI: -1.72%

Traditional ROI: -0.69%

941 W Altgeld Street

Chicago, IL

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

$825,000

Airbnb cash on cash: -1.39%

Traditional cash on cash: 1.69%

Airbnb Rental Income: $1446

Traditional Rental Income: $3384

Airbnb ROI: -1.39%