Real Estate Investment Properties for Sale in Woodbury, CT

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

Explore a variety of short-term homes & houses in Woodbury, CT. Invest wisely with VRBO & Woodbury, 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 Woodbury, CT

Search for Single Family Residential for Sale in Woodbury, 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 10 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
54 Mountain Road Woodbury, CT Investors take note! 54 Mountain Road, Woodbury, CT Inside, it's nearly complete-outside,...	2 beds \| 1 baths \| 1,080 sq.ft.	$339,000	Airbnb cash on cash: 4.83% Traditional cash on cash: 1.25% Airbnb Rental Income: $3375 Traditional Rental Income: $1484 Airbnb ROI: 4.83% Traditional ROI: 1.25%
45 North Gate Road Woodbury, CT Welcome to Woodbury, a quintessential New England town. This house is located in a very de...	4 beds \| 3 baths \| 3,545 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.71% Airbnb Rental Income: $null Traditional Rental Income: $4025 Airbnb ROI: N/A Traditional ROI: 0.71%
105 Minortown Road Woodbury, CT NEW PRICE! Don't wait! This ranch-style home might be the perfect fit! Just minutes from t...	3 beds \| 3 baths \| 2,227 sq.ft.	$599,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 3.96% Airbnb Rental Income: $1611 Traditional Rental Income: $4053 Airbnb ROI: -1.23% Traditional ROI: 3.96%
393 Middle Road Turnpike Woodbury, CT The Tomlinson House, built in 1783, offers a rare chance to own a piece of Woodbury's hist...	4 beds \| 4 baths \| 3,280 sq.ft.	$849,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.11% Airbnb Rental Income: $null Traditional Rental Income: $6609 Airbnb ROI: N/A Traditional ROI: 5.11%
2 Judd Hill Road Woodbury, CT Charm and modern comfort come together in this beautifully renovated 3BR, 2BA home set on ...	3 beds \| 2 baths \| 1,470 sq.ft.	$569,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 2.64% Airbnb Rental Income: $1611 Traditional Rental Income: $3156 Airbnb ROI: -1.13% Traditional ROI: 2.64%
819 Main Street North Woodbury, CT Open Meadow Farm, a beautifully maintained property offering a blend of rural charm and mo...	3 beds \| 3 baths \| 2,992 sq.ft.	$1,925,000	Airbnb cash on cash: -2.54% Traditional cash on cash: -0.9% Airbnb Rental Income: $1611 Traditional Rental Income: $4073 Airbnb ROI: -2.54% Traditional ROI: -0.9%
360 Old Sherman Hill Road Woodbury, CT Come view this charming 3 bedroom, 2 full bath, single family home in beautiful Woodbury! ...	3 beds \| 2 baths \| 1,296 sq.ft.	$499,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 2.58% Airbnb Rental Income: $1611 Traditional Rental Income: $2755 Airbnb ROI: -0.85% Traditional ROI: 2.58%

Your search for investment property begins and ends here

Single Family Homes for Sale in Woodbury, CT

54 Mountain Road

Woodbury, CT

2 beds | 1 baths | 1,080 sq.ft.

$339,000

Airbnb cash on cash: 4.83%

Traditional cash on cash: 1.25%

Airbnb Rental Income: $3375

Traditional Rental Income: $1484

Airbnb ROI: 4.83%

Traditional ROI: 1.25%

45 North Gate Road

Woodbury, CT

4 beds | 3 baths | 3,545 sq.ft.

$1,100,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.71%

Airbnb Rental Income: $null

Traditional Rental Income: $4025

Airbnb ROI: N/A

Traditional ROI: 0.71%

105 Minortown Road

Woodbury, CT

3 beds | 3 baths | 2,227 sq.ft.

$599,000

Airbnb cash on cash: -1.23%

Traditional cash on cash: 3.96%

Airbnb Rental Income: $1611

Traditional Rental Income: $4053

Airbnb ROI: -1.23%

Traditional ROI: 3.96%

393 Middle Road Turnpike

Woodbury, CT

4 beds | 4 baths | 3,280 sq.ft.

$849,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.11%

Airbnb Rental Income: $null

Traditional Rental Income: $6609

Airbnb ROI: N/A

Traditional ROI: 5.11%

2 Judd Hill Road

Woodbury, CT

3 beds | 2 baths | 1,470 sq.ft.

$569,000

Airbnb cash on cash: -1.13%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $1611

Traditional Rental Income: $3156

Airbnb ROI: -1.13%

Traditional ROI: 2.64%

819 Main Street North

Woodbury, CT

3 beds | 3 baths | 2,992 sq.ft.

$1,925,000

Airbnb cash on cash: -2.54%

Traditional cash on cash: -0.9%

Airbnb Rental Income: $1611

Traditional Rental Income: $4073

Airbnb ROI: -2.54%

Traditional ROI: -0.9%

360 Old Sherman Hill Road

Woodbury, CT

3 beds | 2 baths | 1,296 sq.ft.

$499,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: 2.58%

Airbnb Rental Income: $1611

Traditional Rental Income: $2755

Airbnb ROI: -0.85%

Traditional ROI: 2.58%

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