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.

Condos for Sale in Litchfield, CT

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

Showing 25 Condos 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: 0.69% Traditional cash on cash: 2.35% Airbnb Rental Income: $3214 Traditional Rental Income: $4006 Airbnb ROI: 0.69% Traditional ROI: 2.35%
535 Torrington Road Litchfield, CT One floor living unfolds dreamy pastoral views and is minutes to Historic Litchfield Cente...	2 beds \| 1 baths \| 1,028 sq.ft.	$375,000	Airbnb cash on cash: 3.67% Traditional cash on cash: 2.31% Airbnb Rental Income: $2715 Traditional Rental Income: $1595 Airbnb ROI: 3.67% Traditional ROI: 2.31%
87 Cathole Road Litchfield, CT Set on 6.43 scenic acres at the foot of Cathole Mountain, this quintessential New England ...	4 beds \| 3 baths \| 2,740 sq.ft.	$1,175,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 2.36% Airbnb Rental Income: $1927 Traditional Rental Income: $4623 Airbnb ROI: -0.57% Traditional ROI: 2.36%
102 North Street Litchfield, CT Step into the pages of history with the beautifully revitalized Col. Charles Webb house, c...	3 beds \| 4 baths \| 4,888 sq.ft.	$1,875,000	Airbnb cash on cash: -1.75% Traditional cash on cash: -0.23% Airbnb Rental Income: $3214 Traditional Rental Income: $5152 Airbnb ROI: -1.75% Traditional ROI: -0.23%
25 Spruce Drive Litchfield, CT Imagine setting out to build your dream home. You find a nice lot on a hillside overlookin...	3 beds \| 4 baths \| 3,787 sq.ft.	$924,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 1.6% Airbnb Rental Income: $3214 Traditional Rental Income: $4208 Airbnb ROI: -0.4% Traditional ROI: 1.6%
12 Old Forge Hollow Road Litchfield, CT Escape to a private, peaceful, sprawling retreat on a quiet country no through road. This ...	4 beds \| 2 baths \| 3,030 sq.ft.	$899,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 1.37% Airbnb Rental Income: $1927 Traditional Rental Income: $3859 Airbnb ROI: -1.55% Traditional ROI: 1.37%
1231-1233 Bantam Road Litchfield, CT Discover Hillbrook Equestrian Center, an exceptional turnkey horse facility on 28+ picture...	3 beds \| 3 baths \| 2,501 sq.ft.	$2,750,000	Airbnb cash on cash: -2.19% Traditional cash on cash: -1.33% Airbnb Rental Income: $3214 Traditional Rental Income: $4687 Airbnb ROI: -2.19% Traditional ROI: -1.33%
52 Fenn Road Litchfield, CT Discover your next chapter in this beautifully maintained 2-bedroom raised ranch, tucked a...	2 beds \| 2 baths \| 1,400 sq.ft.	$395,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 3.79% Airbnb Rental Income: $2715 Traditional Rental Income: $2651 Airbnb ROI: 2.23% Traditional ROI: 3.79%
39 Fern Avenue Litchfield, CT RARELY AVAILABLE PROPERTY NEAR VILLAGE ~ SPACIOUS ROOMS~ FIRST FL PRIMARY SUITE ~ GREAT RO...	3 beds \| 5 baths \| 4,765 sq.ft.	$1,499,000	Airbnb cash on cash: -1.41% Traditional cash on cash: 2.79% Airbnb Rental Income: $3214 Traditional Rental Income: $8331 Airbnb ROI: -1.41% Traditional ROI: 2.79%
168 Fern Avenue Litchfield, CT Fern House, a luxurious countryside estate with 4 bedrooms 3.5 baths, 3 Stall Horse Barn, ...	4 beds \| 4 baths \| 3,614 sq.ft.	$1,795,000	Airbnb cash on cash: -2.34% Traditional cash on cash: 0.61% Airbnb Rental Income: $1927 Traditional Rental Income: $6335 Airbnb ROI: -2.34% Traditional ROI: 0.61%
118 South Street Litchfield, CT LOCATED IN THE HEART OF HISTORIC LITCHFIELD on one of the town's most celebrated streets, ...	5 beds \| 4 baths \| 3,432 sq.ft.	$1,349,000	Airbnb cash on cash: -1.43% Traditional cash on cash: 1.63% Airbnb Rental Income: $2899 Traditional Rental Income: $6065 Airbnb ROI: -1.43% Traditional ROI: 1.63%
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: 1.69% Traditional cash on cash: 1.54% Airbnb Rental Income: $2715 Traditional Rental Income: $2012 Airbnb ROI: 1.69% Traditional ROI: 1.54%
35 Andre Drive Litchfield, CT Nestled in Charming Northfield, CT You Will Find this Easy Living Ranch Style Home Situate...	3 beds \| 2 baths \| 1,413 sq.ft.	$398,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 4.03% Airbnb Rental Income: $3214 Traditional Rental Income: $2762 Airbnb ROI: 3.3% Traditional ROI: 4.03%
159 East Litchfield Road Litchfield, CT Very unique property, two family on 8.44 acres. Build to very high standards in 2016. Side...	4 beds \| 6 baths \| 2,797 sq.ft.	$725,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 9.23% Airbnb Rental Income: $1927 Traditional Rental Income: $8444 Airbnb ROI: -1.17% Traditional ROI: 9.23%
362 Torrington Road Litchfield, CT Move in READY gem in the Heart of Litchfield Hills! Adorable Cape with vintage charm just ...	3 beds \| 1 baths \| 1,248 sq.ft.	$359,000	Airbnb cash on cash: 4% Traditional cash on cash: 3.36% Airbnb Rental Income: $3214 Traditional Rental Income: $2275 Airbnb ROI: 4% Traditional ROI: 3.36%
8 Goodhouse Road Litchfield, CT Litchfield - 3 Bedroom Ranch on a 1.2 level acre lot. This home has been tastefully remode...	3 beds \| 2 baths \| 1,152 sq.ft.	$550,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 1.79% Airbnb Rental Income: $3214 Traditional Rental Income: $2618 Airbnb ROI: 1.54% Traditional ROI: 1.79%
28 Trumbull Street Litchfield, CT Attention fishermen! The entire western border of this property is on the Bantam River - c...	1 beds \| 1 baths \| 697 sq.ft.	$212,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 5.22% Airbnb Rental Income: $1208 Traditional Rental Income: $1766 Airbnb ROI: 0.5% Traditional ROI: 5.22%
30 Trumbull Street Litchfield, CT This property is a sleeper and will shine with the restoration of its country charm! The s...	4 beds \| 1 baths \| 1,549 sq.ft.	$312,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 5.41% Airbnb Rental Income: $1927 Traditional Rental Income: $2593 Airbnb ROI: 1.4% Traditional ROI: 5.41%
33 Tapping Reeve Drive #33 Litchfield, CT AN AFFORDABLE WAY to make Litchfield your home. Discover comfort and convenience in this r...	2 beds \| 2 baths \| 1,200 sq.ft.	$274,900	Airbnb cash on cash: 2.78% Traditional cash on cash: 3.75% Airbnb Rental Income: $2715 Traditional Rental Income: $2324 Airbnb ROI: 2.78% Traditional ROI: 3.75%
405 Hunter Drive #405 Litchfield, CT Now available at Hunter's Chase in Litchfield, this distinguished Pimlico-style residence,...	3 beds \| 4 baths \| 2,004 sq.ft.	$560,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 4.27% Airbnb Rental Income: $3214 Traditional Rental Income: $4574 Airbnb ROI: 0.29% Traditional ROI: 4.27%
143 Goodhouse Road Litchfield, CT Discover your own private sanctuary on this stunning 7.33 acre wooded residence where tran...	4 beds \| 3 baths \| 3,087 sq.ft.	$695,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 3.97% Airbnb Rental Income: $1927 Traditional Rental Income: $4691 Airbnb ROI: -1.08% Traditional ROI: 3.97%

Your search for investment property begins and ends here

Condos for Sale in Litchfield, CT

28 Headquarters Road

Litchfield, CT

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

$985,000

Airbnb cash on cash: 0.69%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $3214

Traditional Rental Income: $4006

Airbnb ROI: 0.69%

Traditional ROI: 2.35%

535 Torrington Road

Litchfield, CT

2 beds | 1 baths | 1,028 sq.ft.

$375,000

Airbnb cash on cash: 3.67%

Traditional cash on cash: 2.31%

Airbnb Rental Income: $2715

Traditional Rental Income: $1595

Airbnb ROI: 3.67%

Traditional ROI: 2.31%

87 Cathole Road

Litchfield, CT

4 beds | 3 baths | 2,740 sq.ft.

$1,175,000

Airbnb cash on cash: -0.57%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $1927

Traditional Rental Income: $4623

Airbnb ROI: -0.57%

Traditional ROI: 2.36%

102 North Street

Litchfield, CT

3 beds | 4 baths | 4,888 sq.ft.

$1,875,000

Airbnb cash on cash: -1.75%

Traditional cash on cash: -0.23%

Airbnb Rental Income: $3214

Traditional Rental Income: $5152

Airbnb ROI: -1.75%

Traditional ROI: -0.23%

25 Spruce Drive

Litchfield, CT

3 beds | 4 baths | 3,787 sq.ft.

$924,000

Airbnb cash on cash: -0.4%

Traditional cash on cash: 1.6%

Airbnb Rental Income: $3214

Traditional Rental Income: $4208

Airbnb ROI: -0.4%

Traditional ROI: 1.6%

12 Old Forge Hollow Road

Litchfield, CT

4 beds | 2 baths | 3,030 sq.ft.

$899,000

Airbnb cash on cash: -1.55%

Traditional cash on cash: 1.37%

Airbnb Rental Income: $1927

Traditional Rental Income: $3859

Airbnb ROI: -1.55%

Traditional ROI: 1.37%

1231-1233 Bantam Road

Litchfield, CT

3 beds | 3 baths | 2,501 sq.ft.

$2,750,000

Airbnb cash on cash: -2.19%

Traditional cash on cash: -1.33%

Airbnb Rental Income: $3214

Traditional Rental Income: $4687

Airbnb ROI: -2.19%

Traditional ROI: -1.33%

52 Fenn Road

Litchfield, CT

2 beds | 2 baths | 1,400 sq.ft.

$395,000

Airbnb cash on cash: 2.23%

Traditional cash on cash: 3.79%

Airbnb Rental Income: $2715

Traditional Rental Income: $2651

Airbnb ROI: 2.23%