Real Estate Investment Properties for Sale in Litchfield, IL

Looking for investment property in Litchfield, IL with high ROI ?

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

Woodlawn Investment Property for Sale in Litchfield, IL

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

Showing 9 Woodlawn Investment 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
227 S Montgomery Avenue LITCHFIELD, IL Well-kept 2-bedroom, 1-bath home with ample outdoor space and incredible garage capacityâ...	2 beds \| 1 baths \| 1,050 sq.ft.	$153,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 10.18% Airbnb Rental Income: $1459 Traditional Rental Income: $1930 Airbnb ROI: 4.01% Traditional ROI: 10.18%
419 E CORWIN Street LITCHFIELD, IL Experience the perfect blend of old-world charm and modern luxury in this beautifully upda...	3 beds \| 3 baths \| 2,262 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.73% Airbnb Rental Income: $null Traditional Rental Income: $3128 Airbnb ROI: N/A Traditional ROI: 10.73%
10198 S Old Route 66 LITCHFIELD, IL The perfect blend of rural living!! Welcome to your dream home!! Located on Old Route 66, ...	3 beds \| 1 baths \| 1,448 sq.ft.	$384,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.11% Airbnb Rental Income: $null Traditional Rental Income: $2112 Airbnb ROI: N/A Traditional ROI: 4.11%
1517 N State Street LITCHFIELD, IL Luxury meets affordability in this stunning brand-new custom-built home priced at only $25...	3 beds \| 2 baths \| 1,564 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.86% Airbnb Rental Income: $null Traditional Rental Income: $2212 Airbnb ROI: N/A Traditional ROI: 7.86%
839 S Jackson Street LITCHFIELD, IL Move in ready 2 Bedroom with 1.5 bathroom house. House has been completely renovated with ...	2 beds \| 2 baths \| 1,064 sq.ft.	$135,000	Airbnb cash on cash: 4.86% Traditional cash on cash: 7.57% Airbnb Rental Income: $1459 Traditional Rental Income: $1378 Airbnb ROI: 4.86% Traditional ROI: 7.57%
1208 N Madison Street LITCHFIELD, IL Very cute 2 bedroom house with unique rustic features throughout. In 2026 new electric, n...	2 beds \| 1 baths \| 1,100 sq.ft.	$108,000	Airbnb cash on cash: 6.56% Traditional cash on cash: 9.78% Airbnb Rental Income: $1459 Traditional Rental Income: $1364 Airbnb ROI: 6.56% Traditional ROI: 9.78%
1014 E Water Street LITCHFIELD, IL OPEN HOUSE SATURDAY MARCH 28TH 11AM-1PM Spacious and full of flexibility, this 4 bedroom, ...	4 beds \| 2 baths \| 2,116 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $1362 Airbnb ROI: N/A Traditional ROI: 4.84%
912 S Walnut Street LITCHFIELD, IL Remodeled 3 Bedroom Ranch Style Home Sitting on 3 Lots. This home features black stainless...	3 beds \| 1 baths \| 1,152 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.35% Airbnb Rental Income: $null Traditional Rental Income: $1922 Airbnb ROI: N/A Traditional ROI: 10.35%

Your search for investment property begins and ends here

Woodlawn Investment Property for Sale in Litchfield, IL

227 S Montgomery Avenue

LITCHFIELD, IL

2 beds | 1 baths | 1,050 sq.ft.

$153,000

Airbnb cash on cash: 4.01%

Traditional cash on cash: 10.18%

Airbnb Rental Income: $1459

Traditional Rental Income: $1930

Airbnb ROI: 4.01%

Traditional ROI: 10.18%

419 E CORWIN Street

LITCHFIELD, IL

3 beds | 3 baths | 2,262 sq.ft.

$230,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.73%

Airbnb Rental Income: $null

Traditional Rental Income: $3128

Airbnb ROI: N/A

Traditional ROI: 10.73%

10198 S Old Route 66

LITCHFIELD, IL

3 beds | 1 baths | 1,448 sq.ft.

$384,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.11%

Airbnb Rental Income: $null

Traditional Rental Income: $2112

Airbnb ROI: N/A

Traditional ROI: 4.11%

1517 N State Street

LITCHFIELD, IL

3 beds | 2 baths | 1,564 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.86%

Airbnb Rental Income: $null

Traditional Rental Income: $2212

Airbnb ROI: N/A

Traditional ROI: 7.86%

839 S Jackson Street

LITCHFIELD, IL

2 beds | 2 baths | 1,064 sq.ft.

$135,000

Airbnb cash on cash: 4.86%

Traditional cash on cash: 7.57%

Airbnb Rental Income: $1459

Traditional Rental Income: $1378

Airbnb ROI: 4.86%

Traditional ROI: 7.57%

1208 N Madison Street

LITCHFIELD, IL

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

$108,000

Airbnb cash on cash: 6.56%

Traditional cash on cash: 9.78%

Airbnb Rental Income: $1459

Traditional Rental Income: $1364

Airbnb ROI: 6.56%

Traditional ROI: 9.78%

1014 E Water Street

LITCHFIELD, IL

4 beds | 2 baths | 2,116 sq.ft.

$165,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.84%

Airbnb Rental Income: $null

Traditional Rental Income: $1362

Airbnb ROI: N/A

Traditional ROI: 4.84%

912 S Walnut Street

LITCHFIELD, IL

3 beds | 1 baths | 1,152 sq.ft.

$150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.35%

Airbnb Rental Income: $null

Traditional Rental Income: $1922

Airbnb ROI: N/A