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
126 Sherman Hill Road unit: 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.	$200,000	Airbnb cash on cash: 6.72% Traditional cash on cash: 3.34% Airbnb Rental Income: $3375 Traditional Rental Income: $1982 Airbnb ROI: 6.72% Traditional ROI: 3.34%
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.	$339,999	Airbnb cash on cash: 3.5% Traditional cash on cash: 2.53% Airbnb Rental Income: $3375 Traditional Rental Income: $2314 Airbnb ROI: 3.5% Traditional ROI: 2.53%
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%
14 Tamarack Ln #14 Woodbury, CT 14 Tamarack Ln #14, Woodbury, CT 06798 \| Condo/Coop	2 beds \| 2 baths \| 1,983 sq.ft.	$245,000	Airbnb cash on cash: 6.02% Traditional cash on cash: 3.72% Airbnb Rental Income: $3375 Traditional Rental Income: $2090 Airbnb ROI: 6.02% Traditional ROI: 3.72%
9 Upper Cmns #9 Woodbury, CT 9 Upper Cmns #9, Woodbury, CT 06798 \| Condo/Coop	2 beds \| 2 baths \| 1,457 sq.ft.	$289,900	Airbnb cash on cash: 4.81% Traditional cash on cash: 2.86% Airbnb Rental Income: $3375 Traditional Rental Income: $2090 Airbnb ROI: 4.81% Traditional ROI: 2.86%
13 Clubhouse Dr #13 Woodbury, CT 13 Clubhouse Dr #13, Woodbury, CT 06798 \| Condo/Coop	2 beds \| 3 baths \| 1,762 sq.ft.	$304,900	Airbnb cash on cash: 4.59% Traditional cash on cash: 2.73% Airbnb Rental Income: $3375 Traditional Rental Income: $2090 Airbnb ROI: 4.59% Traditional ROI: 2.73%
47 Woods Way #47 Woodbury, CT 47 Woods Way #47, Woodbury, CT 06798 \| Condo/Coop	2 beds \| 2 baths \| 1,182 sq.ft.	$249,000	Airbnb cash on cash: 5.96% Traditional cash on cash: 3.69% Airbnb Rental Income: $3375 Traditional Rental Income: $2090 Airbnb ROI: 5.96% Traditional ROI: 3.69%
1 Upper Cmns #1 Woodbury, CT 1 Upper Cmns #1, Woodbury, CT 06798 \| Condo/Coop	2 beds \| 2 baths \| 1,182 sq.ft.	$259,900	Airbnb cash on cash: 5.58% Traditional cash on cash: 3.41% Airbnb Rental Income: $3375 Traditional Rental Income: $2090 Airbnb ROI: 5.58% Traditional ROI: 3.41%

Vacation Rentals in Woodbury

There are 10 vacation rental properties available for sale in the city of Woodbury . The median list price of Airbnb properties available for sale in Woodbury is $394,500 and the average price per square foot is $169. The cash on cash return on vacation rentals in Woodbury is 1.00%. The average monthly short term rental income in Woodbury is $1,620.

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

There are 10 Airbnb properties available for sale in Woodbury.

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

In March 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

126 Sherman Hill Road unit: Apt B12

Woodbury, CT

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

$200,000

Airbnb cash on cash: 6.72%

Traditional cash on cash: 3.34%

Airbnb Rental Income: $3375

Traditional Rental Income: $1982

Airbnb ROI: 6.72%

Traditional ROI: 3.34%

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.

$339,999

Airbnb cash on cash: 3.5%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $3375

Traditional Rental Income: $2314

Airbnb ROI: 3.5%

Traditional ROI: 2.53%

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%

Traditional ROI: 2.73%

14 Tamarack Ln #14

Woodbury, CT

2 beds | 2 baths | 1,983 sq.ft.

$245,000

Airbnb cash on cash: 6.02%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $3375

Traditional Rental Income: $2090

Airbnb ROI: 6.02%

Traditional ROI: 3.72%

9 Upper Cmns #9

Woodbury, CT

2 beds | 2 baths | 1,457 sq.ft.

$289,900

Airbnb cash on cash: 4.81%

Traditional cash on cash: 2.86%

Airbnb Rental Income: $3375

Traditional Rental Income: $2090

Airbnb ROI: 4.81%

Traditional ROI: 2.86%

13 Clubhouse Dr #13

Woodbury, CT

2 beds | 3 baths | 1,762 sq.ft.

$304,900

Airbnb cash on cash: 4.59%

Traditional cash on cash: 2.73%

Airbnb Rental Income: $3375

Traditional Rental Income: $2090

Airbnb ROI: 4.59%

Traditional ROI: 2.73%

47 Woods Way #47

Woodbury, CT

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

$249,000

Airbnb cash on cash: 5.96%

Traditional cash on cash: 3.69%

Airbnb Rental Income: $3375

Traditional Rental Income: $2090

Airbnb ROI: 5.96%