Airbnb Properties for Sale in Woodbury, CT

Looking for a vacation rental investment in Woodbury, CT with high ROI ?

Explore a range of newly added short-term rental homes in Woodbury, CT. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Woodbury, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4 Fox Run #4 Woodbury, CT Welcome to this beautifully refreshed townhome in the highly desirable Woodlake Condominiu...	2 beds \| 2 baths \| 1,182 sq.ft.	$279,990	Airbnb cash on cash: 5.79% Traditional cash on cash: 5.03% Airbnb Rental Income: $3375 Traditional Rental Income: $2423 Airbnb ROI: 5.79% Traditional ROI: 5.03%
126 Sherman Hill Rd Apt B12 Woodbury, CT This second level unit offers a living and dining combo, kitchen, two bedrooms and one ful...	2 beds \| 1 baths \| 1,150 sq.ft.	$215,000	Airbnb cash on cash: 6.46% Traditional cash on cash: 3.31% Airbnb Rental Income: $3375 Traditional Rental Income: $1982 Airbnb ROI: 6.46% Traditional ROI: 3.31%
10 Hazel Plain Rd Woodbury, CT 10 Hazel Plain Rd, Woodbury, CT 06798 \| Single Family Residential	2 beds \| 2 baths \| 1,267 sq.ft.	$339,000	Airbnb cash on cash: 4.83% Traditional cash on cash: 3.28% Airbnb Rental Income: $3375 Traditional Rental Income: $2129 Airbnb ROI: 4.83% Traditional ROI: 3.28%
5 Upper Cmns Woodbury, CT 5 Upper Cmns, Woodbury, CT 06798 \| Condo/Coop	2 beds \| 2 baths \| 1,182 sq.ft.	$265,000	Airbnb cash on cash: 5.42% Traditional cash on cash: 2.95% Airbnb Rental Income: $3375 Traditional Rental Income: $2006 Airbnb ROI: 5.42% Traditional ROI: 2.95%
439 Washington Rd Woodbury, CT 439 Washington Rd, Woodbury, CT 06798 \| Single Family Residential	2 beds \| 1 baths \| 1,920 sq.ft.	$314,900	Airbnb cash on cash: 5.43% Traditional cash on cash: 1.47% Airbnb Rental Income: $3375 Traditional Rental Income: $1452 Airbnb ROI: 5.43% Traditional ROI: 1.47%
8 Tamarack Ln #8 Woodbury, CT 8 Tamarack Ln #8, Woodbury, CT 06798 \| Condo/Coop	2 beds \| 2 baths \| 2,118 sq.ft.	$355,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 2.3% Airbnb Rental Income: $3375 Traditional Rental Income: $2314 Airbnb ROI: 3.23% Traditional ROI: 2.3%
Carmel Hill Rd Woodbury, CT Carmel Hill Rd, Woodbury, CT 06798 \| Other	N/A beds \| N/A baths \| N/A	$179,900	Airbnb cash on cash: 2.78% Traditional cash on cash: 1.52% Airbnb Rental Income: $1545 Traditional Rental Income: $883 Airbnb ROI: 2.78% Traditional ROI: 1.52%
9 Highpoint Ct #116E Woodbury, CT 9 Highpoint Ct #116E, Woodbury, CT 06798 \| Condo/Coop	2 beds \| 2 baths \| 1,182 sq.ft.	$275,000	Airbnb cash on cash: 5.11% Traditional cash on cash: 2.73% Airbnb Rental Income: $3375 Traditional Rental Income: $2006 Airbnb ROI: 5.11% Traditional ROI: 2.73%
229 Bacon Pond Rd #312 Woodbury, CT 229 Bacon Pond Rd #312, Woodbury, CT 06798 \| Condo/Coop	2 beds \| 1 baths \| 913 sq.ft.	$160,000	Airbnb cash on cash: 9.84% Traditional cash on cash: 1.68% Airbnb Rental Income: $3375 Traditional Rental Income: $1377 Airbnb ROI: 9.84% Traditional ROI: 1.68%

Vacation Rentals in Woodbury

There are 9 vacation rental properties available for sale in the city of Woodbury . The median list price of Airbnb properties available for sale in Woodbury is $425,000 and the average price per square foot is $182. The cash on cash return on vacation rentals in Woodbury is 1.00%. The average monthly short term rental income in Woodbury is $1,611.

Woodbury, CT Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 9 Airbnb properties available for sale in Woodbury.

In 2026, the best neighborhood to buy short term rental property is Woodbury.

In February 2026, the average Airbnb occupancy rate in Woodbury is 30%.

Airbnb data on vacation rentals in Woodbury, CT is available at Mashvisor. You can access data such as listings, real-time pricing trends, Woodbury, CT market insights, guest information and booking details, seasonality trends and historical Woodbury, CT Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Woodbury, CT

4 Fox Run #4

Woodbury, CT

2 beds | 2 baths | 1,182 sq.ft.

$279,990

Airbnb cash on cash: 5.79%

Traditional cash on cash: 5.03%

Airbnb Rental Income: $3375

Traditional Rental Income: $2423

Airbnb ROI: 5.79%

Traditional ROI: 5.03%

126 Sherman Hill Rd Apt B12

Woodbury, CT

2 beds | 1 baths | 1,150 sq.ft.

$215,000

Airbnb cash on cash: 6.46%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $3375

Traditional Rental Income: $1982

Airbnb ROI: 6.46%

Traditional ROI: 3.31%

10 Hazel Plain Rd

Woodbury, CT

2 beds | 2 baths | 1,267 sq.ft.

$339,000

Airbnb cash on cash: 4.83%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $3375

Traditional Rental Income: $2129

Airbnb ROI: 4.83%

Traditional ROI: 3.28%

5 Upper Cmns

Woodbury, CT

2 beds | 2 baths | 1,182 sq.ft.

$265,000

Airbnb cash on cash: 5.42%

Traditional cash on cash: 2.95%

Airbnb Rental Income: $3375

Traditional Rental Income: $2006

Airbnb ROI: 5.42%

Traditional ROI: 2.95%

439 Washington Rd

Woodbury, CT

2 beds | 1 baths | 1,920 sq.ft.

$314,900

Airbnb cash on cash: 5.43%

Traditional cash on cash: 1.47%

Airbnb Rental Income: $3375

Traditional Rental Income: $1452

Airbnb ROI: 5.43%

Traditional ROI: 1.47%

8 Tamarack Ln #8

Woodbury, CT

2 beds | 2 baths | 2,118 sq.ft.

$355,000

Airbnb cash on cash: 3.23%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $3375

Traditional Rental Income: $2314

Airbnb ROI: 3.23%

Traditional ROI: 2.3%

Carmel Hill Rd

Woodbury, CT

N/A beds | N/A baths | N/A

$179,900

Airbnb cash on cash: 2.78%

Traditional cash on cash: 1.52%

Airbnb Rental Income: $1545

Traditional Rental Income: $883

Airbnb ROI: 2.78%

Traditional ROI: 1.52%

9 Highpoint Ct #116E

Woodbury, CT

2 beds | 2 baths | 1,182 sq.ft.

$275,000

Airbnb cash on cash: 5.11%

Traditional cash on cash: 2.73%

Airbnb Rental Income: $3375

Traditional Rental Income: $2006

Airbnb ROI: 5.11%