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 191 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
6816 W 65th St #5 Chicago, IL Beautifully up-kept townhouse in the Chicago land area. Home offers natural light througho...	3 beds \| 2 baths \| 1,850 sq.ft.	$379,900	Airbnb cash on cash: -0.23% Traditional cash on cash: 2.99% Airbnb Rental Income: $1611 Traditional Rental Income: $2300 Airbnb ROI: -0.23% Traditional ROI: 2.99%
4840 S Dorchester Ave #1 Chicago, IL The Dorchester Collection is an exclusive, newly constructed gated townhome community nest...	3 beds \| 2 baths \| N/A	$900,000	Airbnb cash on cash: -2.9% Traditional cash on cash: -0.3% Airbnb Rental Income: $1034 Traditional Rental Income: $2846 Airbnb ROI: -2.9% Traditional ROI: -0.3%
2638 N SOUTHPORT Avenue Chicago, IL Check Out This Rarely available and exceptionally spacious townhouse at The Embassy Club i...	3 beds \| 3 baths \| 2,510 sq.ft.	$1,195,000	Airbnb cash on cash: -1.82% Traditional cash on cash: -0.19% Airbnb Rental Income: $1505 Traditional Rental Income: $2877 Airbnb ROI: -1.82% Traditional ROI: -0.19%
3005 N Kolmar Ave #1 Chicago, IL 3005 N Kolmar Ave #1, Chicago, IL 60641 \| Townhouse	2 beds \| 1 baths \| N/A	$230,000	Airbnb cash on cash: -4.57% Traditional cash on cash: 0.36% Airbnb Rental Income: $737 Traditional Rental Income: $1498 Airbnb ROI: -4.57% Traditional ROI: 0.36%
1738 S Indiana Ave Chicago, IL Desirable Kensington Park townhome featuring three bedrooms, three and half bathrooms, mul...	3 beds \| 3 baths \| 2,782 sq.ft.	$950,000	Airbnb cash on cash: -2.88% Traditional cash on cash: 0.16% Airbnb Rental Income: $510 Traditional Rental Income: $2918 Airbnb ROI: -2.88% Traditional ROI: 0.16%
1816 S Calumet Avenue Chicago, IL Desirable Prairie District townhome featuring two bedrooms plus top floor bonus room or th...	3 beds \| 3 baths \| 2,500 sq.ft.	$850,000	Airbnb cash on cash: -3% Traditional cash on cash: 0.53% Airbnb Rental Income: $510 Traditional Rental Income: $3027 Airbnb ROI: -3% Traditional ROI: 0.53%
2140 N Winchester Ave #6 Chicago, IL Nestled in a quiet, well-lit gated complex tucked away on a residential cul de sac, experi...	3 beds \| 3 baths \| 2,200 sq.ft.	$825,000	Airbnb cash on cash: -1.29% Traditional cash on cash: -0.03% Airbnb Rental Income: $1570 Traditional Rental Income: $2084 Airbnb ROI: -1.29% Traditional ROI: -0.03%
950 W Berwyn Ave #3 Chicago, IL A unique opportunity to own this 4 Bed/3 Bath townhome with attached 2 car garage in this ...	4 beds \| 3 baths \| N/A	$975,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 0.84% Airbnb Rental Income: $1461 Traditional Rental Income: $3276 Airbnb ROI: -1.63% Traditional ROI: 0.84%
2134 W Irving Park Rd #2 Chicago, IL Stunning and Well Maintained North Center Townhouse set on quiet gated courtyard off of Ir...	3 beds \| 2 baths \| 2,500 sq.ft.	$865,000	Airbnb cash on cash: -1.72% Traditional cash on cash: 1.27% Airbnb Rental Income: $1025 Traditional Rental Income: $3079 Airbnb ROI: -1.72% Traditional ROI: 1.27%
1730 N Bissell St Chicago, IL Incredible 2 bed/2bath/Tri-Level townhome located in amazing Lincoln Park/Clybourn Corrido...	2 beds \| 2 baths \| 1,380 sq.ft.	$750,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 3.2% Airbnb Rental Income: $1246 Traditional Rental Income: $3736 Airbnb ROI: -0.93% Traditional ROI: 3.2%
1882 N POE Street Chicago, IL Discover the perfect blend of style, space, and an unbeatable location at 1882 N Poe St in...	3 beds \| 3 baths \| N/A	$800,000	Airbnb cash on cash: -1.26% Traditional cash on cash: 0.94% Airbnb Rental Income: $1458 Traditional Rental Income: $2666 Airbnb ROI: -1.26% Traditional ROI: 0.94%
3355 S Archer Ave #8 Chicago, IL EXCEPTIONALLY WELL MAINTAINED TOWNHOME IN MCKINLEY PARK.HOME FEATURE HARDWOOD FLOOR IN MAI...	3 beds \| 2 baths \| 1,900 sq.ft.	$488,000	Airbnb cash on cash: -1.44% Traditional cash on cash: 3.36% Airbnb Rental Income: $1053 Traditional Rental Income: $2876 Airbnb ROI: -1.44% Traditional ROI: 3.36%
1303 W Diversey Pkwy Chicago, IL Sleek, stylish and extra wide 4 bedroom, 4.1 bath Lincoln Park row home with a 2 car attac...	4 beds \| 4 baths \| 3,500 sq.ft.	$1,825,000	Airbnb cash on cash: -1.89% Traditional cash on cash: -0.69% Airbnb Rental Income: $1345 Traditional Rental Income: $2972 Airbnb ROI: -1.89% Traditional ROI: -0.69%
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.	$1,149,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 0.9% Airbnb Rental Income: $1224 Traditional Rental Income: $3042 Airbnb ROI: -1.17% Traditional ROI: 0.9%
2455 W Ohio St #13E Chicago, IL Absolutely gorgeous gated community townhome with designer finishes throughout! Owner has ...	3 beds \| 3 baths \| N/A	$749,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 2.74% Airbnb Rental Income: $1148 Traditional Rental Income: $3760 Airbnb ROI: -1.55% Traditional ROI: 2.74%
4915 W Gunnison St #D Chicago, IL Stunning end-unit townhome in sought-after Jefferson Park, offering the largest floor plan...	3 beds \| 2 baths \| 2,223 sq.ft.	$465,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 3.38% Airbnb Rental Income: $1572 Traditional Rental Income: $3023 Airbnb ROI: -0.99% Traditional ROI: 3.38%
1820 N Dayton Street #B Chicago, IL OPENHOUSE SCHEDULED FOR 4/11 IS CANCELLED. OFFER ACCEPTED. Experience the rare combination...	3 beds \| 4 baths \| N/A	$1,100,000	Airbnb cash on cash: -2.04% Traditional cash on cash: -0.27% Airbnb Rental Income: $1458 Traditional Rental Income: $2841 Airbnb ROI: -2.04% Traditional ROI: -0.27%
1350 W Byron St #7 Chicago, IL Immaculately redesigned townhome in Southport Corridor, ready for you to move in and smile...	2 beds \| 2 baths \| 1,500 sq.ft.	$689,000	Airbnb cash on cash: -2.21% Traditional cash on cash: -0.02% Airbnb Rental Income: $777 Traditional Rental Income: $1866 Airbnb ROI: -2.21% Traditional ROI: -0.02%
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.	$570,000	Airbnb cash on cash: -4.27% Traditional cash on cash: 0.71% Airbnb Rental Income: $804 Traditional Rental Income: $3134 Airbnb ROI: -4.27% Traditional ROI: 0.71%
1740 N Clark Street #1734 Chicago, IL Stunning, sun-drenched townhome in a premier East Lincoln Park / Old Town location, offeri...	3 beds \| 4 baths \| N/A	$1,099,000	Airbnb cash on cash: -2.95% Traditional cash on cash: -0.59% Airbnb Rental Income: $1328 Traditional Rental Income: $3327 Airbnb ROI: -2.95% Traditional ROI: -0.59%
1818 N Larrabee St Chicago, IL *Offer verbally accepted* Rare front-corner 4 bed/2.1 bath tri-level townhome at Larra...	3 beds \| 2 baths \| N/A	$1,199,000	Airbnb cash on cash: -1.43% Traditional cash on cash: -0.04% Airbnb Rental Income: $1764 Traditional Rental Income: $2836 Airbnb ROI: -1.43% Traditional ROI: -0.04%
10523 S Corliss Ave #1 Chicago, IL 10523 S Corliss Ave #1, Chicago, IL 60628 \| Townhouse	3 beds \| 1 baths \| 1,088 sq.ft.	$149,900	Airbnb cash on cash: -0.22% Traditional cash on cash: 6.19% Airbnb Rental Income: $855 Traditional Rental Income: $1442 Airbnb ROI: -0.22% Traditional ROI: 6.19%
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: -1.7% Traditional cash on cash: 0.9% Airbnb Rental Income: $1034 Traditional Rental Income: $2513 Airbnb ROI: -1.7% Traditional ROI: 0.9%
734 E 105th St Chicago, IL Stunning move-in-ready fully renovated 2-bedroom, 2-bath row house in the historic Pullman...	2 beds \| 2 baths \| 1,290 sq.ft.	$164,999	Airbnb cash on cash: 1.08% Traditional cash on cash: 7.57% Airbnb Rental Income: $903 Traditional Rental Income: $1585 Airbnb ROI: 1.08% Traditional ROI: 7.57%
2323 S Wabash Ave #14 Chicago, IL 2323 S Wabash Ave #14, Chicago, IL 60616 \| Townhouse	3 beds \| 2 baths \| 2,250 sq.ft.	$650,000	Airbnb cash on cash: -3.45% Traditional cash on cash: 1.47% Airbnb Rental Income: $510 Traditional Rental Income: $3215 Airbnb ROI: -3.45% Traditional ROI: 1.47%

Your search for investment property begins and ends here

Townhouses for Sale in Chicago, IL

6816 W 65th St #5

Chicago, IL

3 beds | 2 baths | 1,850 sq.ft.

$379,900

Airbnb cash on cash: -0.23%

Traditional cash on cash: 2.99%

Airbnb Rental Income: $1611

Traditional Rental Income: $2300

Airbnb ROI: -0.23%

Traditional ROI: 2.99%

4840 S Dorchester Ave #1

Chicago, IL

3 beds | 2 baths | N/A

$900,000

Airbnb cash on cash: -2.9%

Traditional cash on cash: -0.3%

Airbnb Rental Income: $1034

Traditional Rental Income: $2846

Airbnb ROI: -2.9%

Traditional ROI: -0.3%

2638 N SOUTHPORT Avenue

Chicago, IL

3 beds | 3 baths | 2,510 sq.ft.

$1,195,000

Airbnb cash on cash: -1.82%

Traditional cash on cash: -0.19%

Airbnb Rental Income: $1505

Traditional Rental Income: $2877

Airbnb ROI: -1.82%

Traditional ROI: -0.19%

3005 N Kolmar Ave #1

Chicago, IL

2 beds | 1 baths | N/A

$230,000

Airbnb cash on cash: -4.57%

Traditional cash on cash: 0.36%

Airbnb Rental Income: $737

Traditional Rental Income: $1498

Airbnb ROI: -4.57%

Traditional ROI: 0.36%

1738 S Indiana Ave

Chicago, IL

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

$950,000

Airbnb cash on cash: -2.88%

Traditional cash on cash: 0.16%

Airbnb Rental Income: $510

Traditional Rental Income: $2918

Airbnb ROI: -2.88%

Traditional ROI: 0.16%

1816 S Calumet Avenue

Chicago, IL

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

$850,000

Airbnb cash on cash: -3%

Traditional cash on cash: 0.53%

Airbnb Rental Income: $510

Traditional Rental Income: $3027

Airbnb ROI: -3%

Traditional ROI: 0.53%

2140 N Winchester Ave #6

Chicago, IL

3 beds | 3 baths | 2,200 sq.ft.

$825,000

Airbnb cash on cash: -1.29%

Traditional cash on cash: -0.03%

Airbnb Rental Income: $1570

Traditional Rental Income: $2084

Airbnb ROI: -1.29%

Traditional ROI: -0.03%

950 W Berwyn Ave #3

Chicago, IL

4 beds | 3 baths | N/A

$975,000

Airbnb cash on cash: -1.63%

Traditional cash on cash: 0.84%

Airbnb Rental Income: $1461

Traditional Rental Income: $3276

Airbnb ROI: -1.63%