Airbnb Properties for Sale in Winsted, CT

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

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

Airbnb For Sale in Winsted, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
No properties are listed in Winsted, Connecticut at the moment.
Other Airbnb Properties for Sale in Connecticut
161 Abbotsford Avenue West Hartford , CT Lovely 3 bedroom colonial. Has Kitchen, dinning room and fireplaced living room. Three goo...	3 beds \| 1 baths \| 1,383 sq.ft.	$320,000	Airbnb cash on cash: 4.79% Traditional cash on cash: 4.45% Airbnb Rental Income: $3122 Traditional Rental Income: $2310 Airbnb ROI: 4.79% Traditional ROI: 4.45%
198 Castle Avenue Fairfield , CT Refined and thoughtfully updated 4-bedroom, 2.5-bath Colonial blending timeless architectu...	4 beds \| 3 baths \| 2,205 sq.ft.	$950,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 0.87% Airbnb Rental Income: $4099 Traditional Rental Income: $2280 Airbnb ROI: 1.95% Traditional ROI: 0.87%
5 Hampton Road New Fairfield , CT PLEASE SUBMIT HIGHEST & BEST OFFERS BY FRIDAY 3/20 at 5PM. Welcome to 5 Hampton Road, a ch...	2 beds \| 1 baths \| 1,096 sq.ft.	$450,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 0.92% Airbnb Rental Income: $2776 Traditional Rental Income: $1472 Airbnb ROI: 2.47% Traditional ROI: 0.92%
222 PLATT ST Waterbury , CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	N/A beds \| N/A baths \| N/A	$223,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 1.08% Airbnb Rental Income: $1950 Traditional Rental Income: $976 Airbnb ROI: 3.26% Traditional ROI: 1.08%
690 William Street Bridgeport , CT HIGHEST AND BEST OFFERS DUE BY 4 PM ON MONDAY, FEB 9TH. Please refer to the seller offer p...	6 beds \| 3 baths \| 3,493 sq.ft.	$589,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 1.01% Airbnb Rental Income: $3135 Traditional Rental Income: $1863 Airbnb ROI: 2.03% Traditional ROI: 1.01%
381 Bennetts Farm Road Ridgefield , CT CHARMING COUNTRY HOME-in the heart of Ridgefield, situated in a lovely neighborhood settin...	3 beds \| 1 baths \| 828 sq.ft.	$390,000	Airbnb cash on cash: 3.78% Traditional cash on cash: 2.97% Airbnb Rental Income: $3089 Traditional Rental Income: $2091 Airbnb ROI: 3.78% Traditional ROI: 2.97%
71 Saddle Road Norwalk , CT 3 bedroom ranch with spacious rooms, 2 full bathrooms, eat in kitchen, wood fireplace, 1 c...	3 beds \| 2 baths \| 1,256 sq.ft.	$535,000	Airbnb cash on cash: 4.02% Traditional cash on cash: 3.05% Airbnb Rental Income: $4173 Traditional Rental Income: $2805 Airbnb ROI: 4.02% Traditional ROI: 3.05%
18 Lake Boulevard East Hampton , CT Great opportunity to own this enchanting 3-bedroom Cape located in a desirable lake commun...	3 beds \| 1 baths \| 888 sq.ft.	$295,000	Airbnb cash on cash: 5.91% Traditional cash on cash: 4.57% Airbnb Rental Income: $3152 Traditional Rental Income: $2067 Airbnb ROI: 5.91% Traditional ROI: 4.57%
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%
37 Stoneywood Dr Niantic , CT Welcome to 37 Stoneywood Dr, nestled in the heart of a lovely, tree lined neighborhood in ...	4 beds \| 1 baths \| 1,823 sq.ft.	$445,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 2.34% Airbnb Rental Income: $2999 Traditional Rental Income: $2012 Airbnb ROI: 3.05% Traditional ROI: 2.34%

Vacation Rentals in Winsted

There are vacation rental properties available for sale in the city of Winsted . The median list price of Airbnb properties available for sale in Winsted is $460,000 and the average price per square foot is $152. The cash on cash return on vacation rentals in Winsted is 6.00%. The average monthly short term rental income in Winsted is $4,750.

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

There are 0 Airbnb properties available for sale in Winsted.

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

In March 2026, the average Airbnb occupancy rate in Winsted is 46%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Winsted, CT

Other Airbnb Properties for Sale in Connecticut

West Hartford , CT

3 beds | 1 baths | 1,383 sq.ft.

$320,000

Airbnb cash on cash: 4.79%

Traditional cash on cash: 4.45%

Airbnb Rental Income: $3122

Traditional Rental Income: $2310

Airbnb ROI: 4.79%

Traditional ROI: 4.45%

Fairfield , CT

4 beds | 3 baths | 2,205 sq.ft.

$950,000

Airbnb cash on cash: 1.95%

Traditional cash on cash: 0.87%

Airbnb Rental Income: $4099

Traditional Rental Income: $2280

Airbnb ROI: 1.95%

Traditional ROI: 0.87%

New Fairfield , CT

2 beds | 1 baths | 1,096 sq.ft.

$450,000

Airbnb cash on cash: 2.47%

Traditional cash on cash: 0.92%

Airbnb Rental Income: $2776

Traditional Rental Income: $1472

Airbnb ROI: 2.47%

Traditional ROI: 0.92%

Waterbury , CT

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

$223,000

Airbnb cash on cash: 3.26%

Traditional cash on cash: 1.08%

Airbnb Rental Income: $1950

Traditional Rental Income: $976

Airbnb ROI: 3.26%

Traditional ROI: 1.08%

Bridgeport , CT

6 beds | 3 baths | 3,493 sq.ft.

$589,000

Airbnb cash on cash: 2.03%

Traditional cash on cash: 1.01%

Airbnb Rental Income: $3135

Traditional Rental Income: $1863

Airbnb ROI: 2.03%

Traditional ROI: 1.01%

Ridgefield , CT

3 beds | 1 baths | 828 sq.ft.

$390,000

Airbnb cash on cash: 3.78%

Traditional cash on cash: 2.97%

Airbnb Rental Income: $3089

Traditional Rental Income: $2091

Airbnb ROI: 3.78%

Traditional ROI: 2.97%

Norwalk , CT

3 beds | 2 baths | 1,256 sq.ft.

$535,000

Airbnb cash on cash: 4.02%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $4173

Traditional Rental Income: $2805

Airbnb ROI: 4.02%

Traditional ROI: 3.05%

East Hampton , CT

3 beds | 1 baths | 888 sq.ft.

$295,000

Airbnb cash on cash: 5.91%

Traditional cash on cash: 4.57%

Airbnb Rental Income: $3152

Traditional Rental Income: $2067

Airbnb ROI: 5.91%

Traditional ROI: 4.57%

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