Real Estate Investment Properties for Sale in Illinois

Looking for investment property in Illinois with high ROI ?

Explore a variety of short-term homes & houses in Illinois. Invest wisely with VRBO & Illinois Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Windcrest Investment Propertmentment Property for Sale in Illinois

Search for Windcrest Investment Propertmentment Property for Sale in Illinois. Browse all of Mashvisor’s Windcrest Investment Propertmentment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 19,338 Windcrest Investment Propertmentment Property 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
13223 S Buffalo Ave Chicago, IL Nicely updated Bungalow with Basement in a Great Location in Hegewisch! Features a sun-fil...	3 beds \| 2 baths \| 1,100 sq.ft.	$199,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 7.5% Airbnb Rental Income: $898 Traditional Rental Income: $1876 Airbnb ROI: 0.53% Traditional ROI: 7.5%
11616 S Harvard Ave Chicago, IL	3 beds \| 2 baths \| 1,200 sq.ft.	$219,900	Airbnb cash on cash: 2.61% Traditional cash on cash: 7.39% Airbnb Rental Income: $1360 Traditional Rental Income: $1940 Airbnb ROI: 2.61% Traditional ROI: 7.39%
7801 S Ada St Chicago, IL Welcome to this stunning, fully remodeled solid-brick single-family home in Auburn Gresham...	4 beds \| 3 baths \| 1,200 sq.ft.	$240,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 8.19% Airbnb Rental Income: $708 Traditional Rental Income: $2306 Airbnb ROI: -0.21% Traditional ROI: 8.19%
4131 W Belmont Ave #402 Chicago, IL 4131 W Belmont Ave #402, Chicago, IL 60641 \| Condo/Coop	2 beds \| 2 baths \| 1,102 sq.ft.	$350,000	Airbnb cash on cash: -3.08% Traditional cash on cash: 1.3% Airbnb Rental Income: $1082 Traditional Rental Income: $2152 Airbnb ROI: -3.08% Traditional ROI: 1.3%
5918 S Albany Avenue Chicago, IL GREAT OPPORTUNITY TO OWN IN THIS FAST APPRECIATING AREA !!! REAR OF THE LOT !!BRICK SINGLE...	2 beds \| 2 baths \| 832 sq.ft.	$175,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 9.26% Airbnb Rental Income: $974 Traditional Rental Income: $2024 Airbnb ROI: 0.85% Traditional ROI: 9.26%
5130 S Menard Ave Chicago, IL 5130 S Menard Ave, Chicago, IL 60638 \| Single Family Residential	3 beds \| 1 baths \| 945 sq.ft.	$290,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.1% Airbnb Rental Income: $1115 Traditional Rental Income: $1551 Airbnb ROI: -0.87% Traditional ROI: 2.1%
1722 N Keeler Avenue Chicago, IL Hot Hermosa location! Updated single family home on a great block. House went through exte...	3 beds \| 1 baths \| 842 sq.ft.	$259,900	Airbnb cash on cash: 0.86% Traditional cash on cash: 4.25% Airbnb Rental Income: $1188 Traditional Rental Income: $1632 Airbnb ROI: 0.86% Traditional ROI: 4.25%
5728 S Stony Island Ave #2 Chicago, IL 5728 S Stony Island Ave #2, Chicago, IL 60637 \| Condo/Coop	1 beds \| 1 baths \| 900 sq.ft.	$99,999	Airbnb cash on cash: -10.56% Traditional cash on cash: 1.75% Airbnb Rental Income: $372 Traditional Rental Income: $1318 Airbnb ROI: -10.56% Traditional ROI: 1.75%
5801 S Blackstone Ave Chicago, IL 5801 S Blackstone Ave, Chicago, IL 60637 \| Single Family Residential	5 beds \| 4 baths \| 3,919 sq.ft.	$1,850,000	Airbnb cash on cash: -2.06% Traditional cash on cash: -1.39% Airbnb Rental Income: $2824 Traditional Rental Income: $3303 Airbnb ROI: -2.06% Traditional ROI: -1.39%
5229 W Carmen Avenue Chicago, IL Charming, updated farmhouse on an extra-wide lot in Jefferson Park! This inviting home ble...	3 beds \| 2 baths \| 1,394 sq.ft.	$485,000	Airbnb cash on cash: -1.54% Traditional cash on cash: 1.99% Airbnb Rental Income: $844 Traditional Rental Income: $2117 Airbnb ROI: -1.54% Traditional ROI: 1.99%
1938 N Hudson Ave Chicago, IL 1938 N Hudson Ave, Chicago, IL 60614 \| Single Family Residential	5 beds \| 5 baths \| 5,849 sq.ft.	$2,850,000	Airbnb cash on cash: -2.5% Traditional cash on cash: -1.46% Airbnb Rental Income: $2765 Traditional Rental Income: $4865 Airbnb ROI: -2.5% Traditional ROI: -1.46%
130 N Garland Ct #3702 Chicago, IL Stunning high-floor condo with awesome views of city & sunsets from floor-to-ceiling windo...	3 beds \| 2 baths \| 1,653 sq.ft.	$727,000	Airbnb cash on cash: -3.52% Traditional cash on cash: -0.74% Airbnb Rental Income: $1617 Traditional Rental Income: $3043 Airbnb ROI: -3.52% Traditional ROI: -0.74%
40 E 9th St #1516 Chicago, IL Discover a unique gem within the South Loop's prominent high-rise community-a stunning thr...	3 beds \| 3 baths \| 2,000 sq.ft.	$390,000	Airbnb cash on cash: -5.93% Traditional cash on cash: 2.53% Airbnb Rental Income: $1455 Traditional Rental Income: $4117 Airbnb ROI: -5.93% Traditional ROI: 2.53%
130 S Canal Street unit: 9F Chicago, IL Prime West Loop Duplex Offers Strong Value & Location! This 2-bedroom, 2.5-bath duplex con...	2 beds \| 3 baths \| 1,800 sq.ft.	$594,900	Airbnb cash on cash: -1.8% Traditional cash on cash: 2.45% Airbnb Rental Income: $1081 Traditional Rental Income: $3072 Airbnb ROI: -1.8% Traditional ROI: 2.45%
5602 N Fairview Ave Chicago, IL 5602 N Fairview Ave, Chicago, IL 60631 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$475,000	Airbnb cash on cash: -2.02% Traditional cash on cash: -1.05% Airbnb Rental Income: $993 Traditional Rental Income: $1070 Airbnb ROI: -2.02% Traditional ROI: -1.05%
1432 W Chase Ave Chicago, IL **Seller has accepted an offer in the evening on Fri, March 20. Paperwork still being sign...	4 beds \| 2 baths \| 2,046 sq.ft.	$600,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 1.19% Airbnb Rental Income: $1439 Traditional Rental Income: $2269 Airbnb ROI: -1.06% Traditional ROI: 1.19%
9020 S Carpenter St Chicago, IL COME TAKE A LOOK AT THIS BEAUTIFUL NEWLY REMODELED 4 BEDROOM 2 BATH HOME IN WASHINGTON HEI...	3 beds \| 2 baths \| 1,400 sq.ft.	$219,900	Airbnb cash on cash: 2.08% Traditional cash on cash: 6.44% Airbnb Rental Income: $1245 Traditional Rental Income: $1757 Airbnb ROI: 2.08% Traditional ROI: 6.44%
7216 S Central Park Ave Chicago, IL Well-maintained brick ranch in move-in condition! Features gleaming hardwood floors, origi...	4 beds \| 2 baths \| 1,080 sq.ft.	$290,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 6.32% Airbnb Rental Income: $543 Traditional Rental Income: $2371 Airbnb ROI: -1.39% Traditional ROI: 6.32%
612 N Oakley Blvd #112 Chicago, IL COMPLETELY REMODELED BRICK AND TIMBER LOFT. FEATURING 12FT CEILINGS AND A VERY BRIGHT AND...	2 beds \| 2 baths \| 1,450 sq.ft.	$535,000	Airbnb cash on cash: -1.91% Traditional cash on cash: 3.38% Airbnb Rental Income: $920 Traditional Rental Income: $3224 Airbnb ROI: -1.91% Traditional ROI: 3.38%
2854 S Central Park Ave Chicago, IL 2854 S Central Park Ave, Chicago, IL 60623 \| Single Family Residential	5 beds \| 2 baths \| 896 sq.ft.	$348,500	Airbnb cash on cash: 0.55% Traditional cash on cash: 3.07% Airbnb Rental Income: $1419 Traditional Rental Income: $1819 Airbnb ROI: 0.55% Traditional ROI: 3.07%
4836 S Dorchester Ave Chicago, IL Stunning 3-Flat Georgian Style Multi-Family Building in the Hyde Park/Kenwood Community, w...	7 beds \| 3 baths \| N/A	$925,000	Airbnb cash on cash: -1.68% Traditional cash on cash: 0.63% Airbnb Rental Income: $1028 Traditional Rental Income: $2659 Airbnb ROI: -1.68% Traditional ROI: 0.63%
1220 N Damen Ave Chicago, IL 1220 N Damen Ave, Chicago, IL 60622 \| Single Family Residential	4 beds \| 4 baths \| 5,000 sq.ft.	$2,300,000	Airbnb cash on cash: -2.92% Traditional cash on cash: -0.96% Airbnb Rental Income: $1222 Traditional Rental Income: $5005 Airbnb ROI: -2.92% Traditional ROI: -0.96%
6816 W 65th St #5 Chicago, IL 6816 W 65th St #5, Chicago, IL 60638 \| Townhouse	3 beds \| 2 baths \| 1,850 sq.ft.	$379,900	Airbnb cash on cash: -2.21% Traditional cash on cash: 2.26% Airbnb Rental Income: $1074 Traditional Rental Income: $2300 Airbnb ROI: -2.21% Traditional ROI: 2.26%
3553 W Sunnyside Ave #1 Chicago, IL 3553 W Sunnyside Ave #1, Chicago, IL 60625 \| Condo/Coop	1 beds \| 1 baths \| 725 sq.ft.	$164,900	Airbnb cash on cash: -4.39% Traditional cash on cash: 1.74% Airbnb Rental Income: $695 Traditional Rental Income: $1355 Airbnb ROI: -4.39% Traditional ROI: 1.74%

Your search for investment property begins and ends here

Windcrest Investment Propertmentment Property for Sale in Illinois

13223 S Buffalo Ave

Chicago, IL

3 beds | 2 baths | 1,100 sq.ft.

$199,000

Airbnb cash on cash: 0.53%

Traditional cash on cash: 7.5%

Airbnb Rental Income: $898

Traditional Rental Income: $1876

Airbnb ROI: 0.53%

Traditional ROI: 7.5%

11616 S Harvard Ave

Chicago, IL

3 beds | 2 baths | 1,200 sq.ft.

$219,900

Airbnb cash on cash: 2.61%

Traditional cash on cash: 7.39%

Airbnb Rental Income: $1360

Traditional Rental Income: $1940

Airbnb ROI: 2.61%

Traditional ROI: 7.39%

7801 S Ada St

Chicago, IL

4 beds | 3 baths | 1,200 sq.ft.

$240,000

Airbnb cash on cash: -0.21%

Traditional cash on cash: 8.19%

Airbnb Rental Income: $708

Traditional Rental Income: $2306

Airbnb ROI: -0.21%

Traditional ROI: 8.19%

4131 W Belmont Ave #402

Chicago, IL

2 beds | 2 baths | 1,102 sq.ft.

$350,000

Airbnb cash on cash: -3.08%

Traditional cash on cash: 1.3%

Airbnb Rental Income: $1082

Traditional Rental Income: $2152

Airbnb ROI: -3.08%

Traditional ROI: 1.3%

5918 S Albany Avenue

Chicago, IL

2 beds | 2 baths | 832 sq.ft.

$175,000

Airbnb cash on cash: 0.85%

Traditional cash on cash: 9.26%

Airbnb Rental Income: $974

Traditional Rental Income: $2024

Airbnb ROI: 0.85%

Traditional ROI: 9.26%

5130 S Menard Ave

Chicago, IL

3 beds | 1 baths | 945 sq.ft.

$290,000

Airbnb cash on cash: -0.87%

Traditional cash on cash: 2.1%

Airbnb Rental Income: $1115

Traditional Rental Income: $1551

Airbnb ROI: -0.87%

Traditional ROI: 2.1%

1722 N Keeler Avenue

Chicago, IL

3 beds | 1 baths | 842 sq.ft.

$259,900

Airbnb cash on cash: 0.86%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $1188

Traditional Rental Income: $1632

Airbnb ROI: 0.86%

Traditional ROI: 4.25%

5728 S Stony Island Ave #2

Chicago, IL

1 beds | 1 baths | 900 sq.ft.

$99,999

Airbnb cash on cash: -10.56%

Traditional cash on cash: 1.75%

Airbnb Rental Income: $372

Traditional Rental Income: $1318

Airbnb ROI: -10.56%