Real Estate Investment Properties for Sale in Litchfield, CT

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

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

Single Family Homes for Sale in Litchfield, CT

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

Showing 11 Single Family Residential 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
28 Headquarters Road Litchfield, CT Stimulating and easily managed home is perfect for weekending in an idyllic, small, histor...	3 beds \| 3 baths \| 3,225 sq.ft.	$985,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 2.35% Airbnb Rental Income: $2246 Traditional Rental Income: $4006 Airbnb ROI: -0.19% Traditional ROI: 2.35%
93 Northfield Road Litchfield, CT Step into a harmonious blend of history and modern luxury at Bittersweet Ranch, a meticulo...	4 beds \| 4 baths \| 4,182 sq.ft.	$1,700,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 2.29% Airbnb Rental Income: $2409 Traditional Rental Income: $5939 Airbnb ROI: -0.32% Traditional ROI: 2.29%
426 Torrington Road Litchfield, CT Welcome to this beautifully completely renovated meticulously maintained 1941 Cape, locate...	2 beds \| 1 baths \| 1,030 sq.ft.	$440,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 1.54% Airbnb Rental Income: $2107 Traditional Rental Income: $2012 Airbnb ROI: 0.46% Traditional ROI: 1.54%
28 Trumbull Street Litchfield, CT SIGNIFICANT PRICE REDUCTION! The entire western border of this property is on the Bantam R...	1 beds \| 1 baths \| 697 sq.ft.	$175,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 6.94% Airbnb Rental Income: $1097 Traditional Rental Income: $1766 Airbnb ROI: 0.7% Traditional ROI: 6.94%
552 Milton Road Litchfield, CT This stately 1800s victorian on 2 acres in the heart of Milton is ready to be restored! Ju...	3 beds \| 2 baths \| 2,392 sq.ft.	$300,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 9.04% Airbnb Rental Income: $2246 Traditional Rental Income: $3525 Airbnb ROI: 2.52% Traditional ROI: 9.04%
31 Main Street Litchfield, CT TIMELESS CHARM in the Northfield section of Litchfield. Step into this spotless, move-in-r...	4 beds \| 3 baths \| 1,873 sq.ft.	$470,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 5% Airbnb Rental Income: $2409 Traditional Rental Income: $3665 Airbnb ROI: 0.8% Traditional ROI: 5%
38 Old Turnpike Road Litchfield, CT An exceptional property with a rare convergence of historic provenance and modern excellen...	4 beds \| 3 baths \| 2,377 sq.ft.	$1,495,000	Airbnb cash on cash: -1.89% Traditional cash on cash: -0.72% Airbnb Rental Income: $2409 Traditional Rental Income: $3441 Airbnb ROI: -1.89% Traditional ROI: -0.72%
11 West Chestnut Hill Road Litchfield, CT Period Details \| Modern Comfort \| Room to Grow Welcome home to 11 West Chestnut Hill, a r...	5 beds \| 4 baths \| 3,328 sq.ft.	$765,000	Airbnb cash on cash: 3.21% Traditional cash on cash: 5.16% Airbnb Rental Income: $5762 Traditional Rental Income: $6001 Airbnb ROI: 3.21% Traditional ROI: 5.16%
534 Smith Road Litchfield, CT Located in Charming Northfield, CT This Easy Ranch Style Home Offers Over 2.Acres, 2 (to 3...	2 beds \| 2 baths \| 1,176 sq.ft.	$399,900	Airbnb cash on cash: 0.81% Traditional cash on cash: 3.23% Airbnb Rental Income: $2107 Traditional Rental Income: $2473 Airbnb ROI: 0.81% Traditional ROI: 3.23%
415 South Street Litchfield, CT Welcome to Riverbend Farm, a beautiful 9 acres (over two lots) located on the Bantam River...	4 beds \| 5 baths \| 4,152 sq.ft.	$1,695,000	Airbnb cash on cash: -2.03% Traditional cash on cash: 2.59% Airbnb Rental Income: $2409 Traditional Rental Income: $9104 Airbnb ROI: -2.03% Traditional ROI: 2.59%

Your search for investment property begins and ends here

Single Family Homes for Sale in Litchfield, CT

28 Headquarters Road

Litchfield, CT

3 beds | 3 baths | 3,225 sq.ft.

$985,000

Airbnb cash on cash: -0.19%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $2246

Traditional Rental Income: $4006

Airbnb ROI: -0.19%

Traditional ROI: 2.35%

93 Northfield Road

Litchfield, CT

4 beds | 4 baths | 4,182 sq.ft.

$1,700,000

Airbnb cash on cash: -0.32%

Traditional cash on cash: 2.29%

Airbnb Rental Income: $2409

Traditional Rental Income: $5939

Airbnb ROI: -0.32%

Traditional ROI: 2.29%

426 Torrington Road

Litchfield, CT

2 beds | 1 baths | 1,030 sq.ft.

$440,000

Airbnb cash on cash: 0.46%

Traditional cash on cash: 1.54%

Airbnb Rental Income: $2107

Traditional Rental Income: $2012

Airbnb ROI: 0.46%

Traditional ROI: 1.54%

28 Trumbull Street

Litchfield, CT

1 beds | 1 baths | 697 sq.ft.

$175,000

Airbnb cash on cash: 0.7%

Traditional cash on cash: 6.94%

Airbnb Rental Income: $1097

Traditional Rental Income: $1766

Airbnb ROI: 0.7%

Traditional ROI: 6.94%

552 Milton Road

Litchfield, CT

3 beds | 2 baths | 2,392 sq.ft.

$300,000

Airbnb cash on cash: 2.52%

Traditional cash on cash: 9.04%

Airbnb Rental Income: $2246

Traditional Rental Income: $3525

Airbnb ROI: 2.52%

Traditional ROI: 9.04%

31 Main Street

Litchfield, CT

4 beds | 3 baths | 1,873 sq.ft.

$470,000

Airbnb cash on cash: 0.8%

Traditional cash on cash: 5%

Airbnb Rental Income: $2409

Traditional Rental Income: $3665

Airbnb ROI: 0.8%

Traditional ROI: 5%

38 Old Turnpike Road

Litchfield, CT

4 beds | 3 baths | 2,377 sq.ft.

$1,495,000

Airbnb cash on cash: -1.89%

Traditional cash on cash: -0.72%

Airbnb Rental Income: $2409

Traditional Rental Income: $3441

Airbnb ROI: -1.89%

Traditional ROI: -0.72%

11 West Chestnut Hill Road

Litchfield, CT

5 beds | 4 baths | 3,328 sq.ft.

$765,000

Airbnb cash on cash: 3.21%

Traditional cash on cash: 5.16%

Airbnb Rental Income: $5762

Traditional Rental Income: $6001

Airbnb ROI: 3.21%