Real Estate Investment Properties for Sale in Woodbridge, CT

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

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

Search for Single Family Residential for Sale in Woodbridge, 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 3 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
7 Pleasant Hill Road Woodbridge, CT HIGHEST & BEST BY 6 PM SUNDAY 4-19-26 This exceptional one-level ranch has been thoughtful...	3 beds \| 3 baths \| 2,044 sq.ft.	$610,000	Airbnb cash on cash: -2.86% Traditional cash on cash: 3.7% Airbnb Rental Income: $408 Traditional Rental Income: $3889 Airbnb ROI: -2.86% Traditional ROI: 3.7%
61 Ox Bow Lane Woodbridge, CT In every sense, this home is a true mid-century modern gem. This sprawling 5-bedroom, sing...	5 beds \| 7 baths \| 6,138 sq.ft.	$750,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 11.53% Airbnb Rental Income: $2824 Traditional Rental Income: $10315 Airbnb ROI: -0.13% Traditional ROI: 11.53%
Other Investment Properties for Sale in Woodbridge
45 Ansonia Road Woodbridge , CT Beautifully maintained 4-bedroom, 3.5-bath Colonial set on a picturesque lot offering both...	4 beds \| 4 baths \| 2,796 sq.ft.	$749,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 4.83% Airbnb Rental Income: $2408 Traditional Rental Income: $5450 Airbnb ROI: -0.37% Traditional ROI: 4.83%
81 Deer Run Road Woodbridge , CT Come home to this exceptional contemporary residence in the estate area of Woodbridge, set...	4 beds \| 4 baths \| 3,389 sq.ft.	$915,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 2.06% Airbnb Rental Income: $2408 Traditional Rental Income: $4267 Airbnb ROI: -0.81% Traditional ROI: 2.06%
11 Ariel Road Woodbridge , CT Hidden Gem in Woodbridge - Where Nature, Comfort & Elegance Align Welcome to a private par...	4 beds \| 4 baths \| 3,428 sq.ft.	$1,119,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 3.77% Airbnb Rental Income: $2408 Traditional Rental Income: $6348 Airbnb ROI: -0.58% Traditional ROI: 3.77%
268 Newton Road Woodbridge , CT Welcome to 268 Newton Road in Woodbridge a stunning new construction 4-bedroom, 2.5-bath m...	4 beds \| 3 baths \| 3,100 sq.ft.	$1,199,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 2.54% Airbnb Rental Income: $2408 Traditional Rental Income: $4471 Airbnb ROI: 0.16% Traditional ROI: 2.54%
51 Elderslie Lane Woodbridge , CT Nestled on a quiet stretch of Elderslie Lane in picturesque Woodbridge, Connecticut, this ...	4 beds \| 5 baths \| 6,606 sq.ft.	$1,300,000	Airbnb cash on cash: -1.84% Traditional cash on cash: 3.28% Airbnb Rental Income: $2408 Traditional Rental Income: $7995 Airbnb ROI: -1.84% Traditional ROI: 3.28%
461 Amity Road Woodbridge , CT 461 Amity Road (Route63) directly across from North Pease Road. Off of Route 15 head north...	4 beds \| 5 baths \| 4,600 sq.ft.	$1,395,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 3.93% Airbnb Rental Income: $2408 Traditional Rental Income: $8359 Airbnb ROI: -1.12% Traditional ROI: 3.93%
53 Rock Hill Road Woodbridge , CT Welcome to 53 Rock Hill Road in Woodbridge - privately set back from the end of the cul-de...	4 beds \| 3 baths \| 3,502 sq.ft.	$899,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 2.44% Airbnb Rental Income: $2408 Traditional Rental Income: $4654 Airbnb ROI: -0.95% Traditional ROI: 2.44%
27 Heritage Lane Woodbridge , CT Meet the Pierpont Modern Farmhouse-a beautifully designed two-story townhome that blends c...	3 beds \| 3 baths \| 2,006 sq.ft.	$599,900	Airbnb cash on cash: -3.08% Traditional cash on cash: 3.01% Airbnb Rental Income: $408 Traditional Rental Income: $3560 Airbnb ROI: -3.08% Traditional ROI: 3.01%
10 Edgehill Drive Woodbridge , CT Timeless charm greets you upon your arrival at this graceful Cape Cod-style home, with ele...	5 beds \| 5 baths \| 3,454 sq.ft.	$779,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 8.37% Airbnb Rental Income: $2824 Traditional Rental Income: $8502 Airbnb ROI: -0.36% Traditional ROI: 8.37%
14 Cleft Rock Road Woodbridge , CT Come fall in love with this stunning home perched atop the sought-after Stoddard Hill sect...	5 beds \| 7 baths \| 5,441 sq.ft.	$1,400,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 4.92% Airbnb Rental Income: $2824 Traditional Rental Income: $10089 Airbnb ROI: -1.17% Traditional ROI: 4.92%

Your search for investment property begins and ends here

Single Family Homes for Sale in Woodbridge, CT

7 Pleasant Hill Road

Woodbridge, CT

3 beds | 3 baths | 2,044 sq.ft.

$610,000

Airbnb cash on cash: -2.86%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $408

Traditional Rental Income: $3889

Airbnb ROI: -2.86%

Traditional ROI: 3.7%

61 Ox Bow Lane

Woodbridge, CT

5 beds | 7 baths | 6,138 sq.ft.

$750,000

Airbnb cash on cash: -0.13%

Traditional cash on cash: 11.53%

Airbnb Rental Income: $2824

Traditional Rental Income: $10315

Airbnb ROI: -0.13%

Traditional ROI: 11.53%

Other Investment Properties for Sale in Woodbridge

Woodbridge , CT

4 beds | 4 baths | 2,796 sq.ft.

$749,000

Airbnb cash on cash: -0.37%

Traditional cash on cash: 4.83%

Airbnb Rental Income: $2408

Traditional Rental Income: $5450

Airbnb ROI: -0.37%

Traditional ROI: 4.83%

Woodbridge , CT

4 beds | 4 baths | 3,389 sq.ft.

$915,000

Airbnb cash on cash: -0.81%

Traditional cash on cash: 2.06%

Airbnb Rental Income: $2408

Traditional Rental Income: $4267

Airbnb ROI: -0.81%

Traditional ROI: 2.06%

Woodbridge , CT

4 beds | 4 baths | 3,428 sq.ft.

$1,119,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $2408

Traditional Rental Income: $6348

Airbnb ROI: -0.58%

Traditional ROI: 3.77%

Woodbridge , CT

4 beds | 3 baths | 3,100 sq.ft.

$1,199,000

Airbnb cash on cash: 0.16%

Traditional cash on cash: 2.54%

Airbnb Rental Income: $2408

Traditional Rental Income: $4471

Airbnb ROI: 0.16%

Traditional ROI: 2.54%

Woodbridge , CT

4 beds | 5 baths | 6,606 sq.ft.

$1,300,000

Airbnb cash on cash: -1.84%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $2408

Traditional Rental Income: $7995

Airbnb ROI: -1.84%

Traditional ROI: 3.28%

Woodbridge , CT

4 beds | 5 baths | 4,600 sq.ft.

$1,395,000

Airbnb cash on cash: -1.12%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $2408

Traditional Rental Income: $8359

Airbnb ROI: -1.12%

Traditional ROI: 3.93%

Woodbridge , CT

4 beds | 3 baths | 3,502 sq.ft.

$899,000

Airbnb cash on cash: -0.95%