Airbnb Properties for Sale in Windsor, CT

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

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

Airbnb For Sale in Windsor, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
25 Matthew Ln Windsor, CT 25 Matthew Ln, Windsor, CT 06095 \| Other	N/A beds \| N/A baths \| N/A	$289,000	Airbnb cash on cash: 0.2% Traditional cash on cash: -0.24% Airbnb Rental Income: $1420 Traditional Rental Income: $874 Airbnb ROI: 0.2% Traditional ROI: -0.24%
1333 Palisado Ave Windsor, CT 1333 Palisado Ave, Windsor, CT 06095 \| Other	N/A beds \| N/A baths \| N/A	$90,000	Airbnb cash on cash: 6.67% Traditional cash on cash: 6.43% Airbnb Rental Income: $1420 Traditional Rental Income: $972 Airbnb ROI: 6.67% Traditional ROI: 6.43%
0 Walnut and Larch Dr Windsor, CT 0 Walnut and Larch Dr, Windsor, CT 06095 \| Other	N/A beds \| N/A baths \| N/A	$265,000	Airbnb cash on cash: 0.13% Traditional cash on cash: -0.06% Airbnb Rental Income: $1420 Traditional Rental Income: $940 Airbnb ROI: 0.13% Traditional ROI: -0.06%
Airbnb Properties for Sale in Other Cities of Connecticut
2671 Main St Coventry , CT Welcome to 2671 Main Street Coventry. This 2 bedroom ranch would make a great starter hom...	2 beds \| 1 baths \| 1,020 sq.ft.	$270,000	Airbnb cash on cash: 4.58% Traditional cash on cash: 3.31% Airbnb Rental Income: $2376 Traditional Rental Income: $1467 Airbnb ROI: 4.58% Traditional ROI: 3.31%
4 Eagle Rd Norwalk , CT This adorable expanded 4 Bed, 2 Full Bath cape-style home was fully updated in 2015 featur...	4 beds \| 2 baths \| 1,588 sq.ft.	$649,999	Airbnb cash on cash: 4.23% Traditional cash on cash: 4.02% Airbnb Rental Income: $4821 Traditional Rental Income: $3701 Airbnb ROI: 4.23% Traditional ROI: 4.02%
416 Litchfield Dr Windsor Locks , CT One floor living in this well cared for ranch, with a remodeled kitchen with granite count...	2 beds \| 1 baths \| 925 sq.ft.	$289,780	Airbnb cash on cash: 2.51% Traditional cash on cash: 2.24% Airbnb Rental Income: $1753 Traditional Rental Income: $1200 Airbnb ROI: 2.51% Traditional ROI: 2.24%
240 Crystal Ave New London , CT Handy-Family or great for Investors! Large 3-4 bedroom colonial, with foyer, built in gas...	3 beds \| 1 baths \| 1,504 sq.ft.	$245,000	Airbnb cash on cash: 5.59% Traditional cash on cash: 5.35% Airbnb Rental Income: $2593 Traditional Rental Income: $1918 Airbnb ROI: 5.59% Traditional ROI: 5.35%
28 Hickory St Danbury , CT SHORT SALE-Ranch is quite neighborhood. Large family room off of kitchen. Sliding doors ...	3 beds \| 1 baths \| 1,220 sq.ft.	$419,900	Airbnb cash on cash: 2.76% Traditional cash on cash: 2.35% Airbnb Rental Income: $2507 Traditional Rental Income: $1740 Airbnb ROI: 2.76% Traditional ROI: 2.35%
41 Baxter Dr Norwalk , CT Extended Cape w/ Just a Short Walking Distance to the Park and Water Front. 4/5 Bedroom wi...	4 beds \| 2 baths \| 1,659 sq.ft.	$639,000	Airbnb cash on cash: 4.33% Traditional cash on cash: 4.11% Airbnb Rental Income: $4821 Traditional Rental Income: $3696 Airbnb ROI: 4.33% Traditional ROI: 4.11%
278 W Cedar St Norwalk , CT Don't let this Diamond in the Rough pass you by! Investors take note -with just a little T...	4 beds \| 2 baths \| 1,770 sq.ft.	$650,000	Airbnb cash on cash: 4.44% Traditional cash on cash: 4.1% Airbnb Rental Income: $4821 Traditional Rental Income: $3625 Airbnb ROI: 4.44% Traditional ROI: 4.1%
76 S Edgewood Rd Niantic , CT Welcome to Cozy Cottage - make this ranch style cottage your year round home or beach esca...	2 beds \| 1 baths \| 696 sq.ft.	$435,000	Airbnb cash on cash: 3.02% Traditional cash on cash: 2.3% Airbnb Rental Income: $2653 Traditional Rental Income: $1728 Airbnb ROI: 3.02% Traditional ROI: 2.3%
22 Summitt Ave Norwalk , CT 22 Summitt Ave, Norwalk, CT 06854 \| Single Family Residential	3 beds \| 1 baths \| 1,080 sq.ft.	$499,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 1.75% Airbnb Rental Income: $3703 Traditional Rental Income: $2367 Airbnb ROI: 2.89% Traditional ROI: 1.75%
745 Merrow Road #111 Coventry , CT RARELY available is this well maintained 2 bedroom townhouse in Coventry's highly sought a...	2 beds \| 2 baths \| 1,626 sq.ft.	$229,900	Airbnb cash on cash: 3.42% Traditional cash on cash: 3.18% Airbnb Rental Income: $2376 Traditional Rental Income: $1738 Airbnb ROI: 3.42% Traditional ROI: 3.18%
12 Camelot Dr #D1 Norwalk , CT Newly updated modern corner unit with pool view. This beautiful townhouse is a hidden gem ...	2 beds \| 1 baths \| 1,204 sq.ft.	$449,900	Airbnb cash on cash: 2.17% Traditional cash on cash: 2.09% Airbnb Rental Income: $2937 Traditional Rental Income: $2224 Airbnb ROI: 2.17% Traditional ROI: 2.09%
8 Midway Oval Groton , CT Fully remodeled in 2019 inside and out including two new oil furnaces and a new roof. This...	4 beds \| 2 baths \| 1,542 sq.ft.	$325,000	Airbnb cash on cash: 8.01% Traditional cash on cash: 7.57% Airbnb Rental Income: $3912 Traditional Rental Income: $2937 Airbnb ROI: 8.01% Traditional ROI: 7.57%
565 Orange Street New Haven , CT Some addresses are a purchase. This one is a position. 565 Orange Street stands on the bes...	5 beds \| 3 baths \| 2,205 sq.ft.	$910,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 1.09% Airbnb Rental Income: $5207 Traditional Rental Income: $3204 Airbnb ROI: 2.21% Traditional ROI: 1.09%
452 Essex Rd Westbrook , CT Welcome to 452 Essex Rd renovated and like new just for you! This turn of the century Colo...	3 beds \| 2 baths \| 2,028 sq.ft.	$589,900	Airbnb cash on cash: 4.79% Traditional cash on cash: 2.62% Airbnb Rental Income: $4509 Traditional Rental Income: $2375 Airbnb ROI: 4.79% Traditional ROI: 2.62%

Vacation Rentals in Windsor

There are 3 vacation rental properties available for sale in the city of Windsor . The median list price of Airbnb properties available for sale in Windsor is $595,445 and the average price per square foot is $195. The cash on cash return on vacation rentals in Windsor is N/A%. The average monthly short term rental income in Windsor is $1,508.

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

There are 3 Airbnb properties available for sale in Windsor.

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

In September 2026, the average Airbnb occupancy rate in Windsor is 18%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Windsor, CT

25 Matthew Ln

Windsor, CT

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

$289,000

Airbnb cash on cash: 0.2%

Traditional cash on cash: -0.24%

Airbnb Rental Income: $1420

Traditional Rental Income: $874

Airbnb ROI: 0.2%

Traditional ROI: -0.24%

1333 Palisado Ave

Windsor, CT

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

$90,000

Airbnb cash on cash: 6.67%

Traditional cash on cash: 6.43%

Airbnb Rental Income: $1420

Traditional Rental Income: $972

Airbnb ROI: 6.67%

Traditional ROI: 6.43%

0 Walnut and Larch Dr

Windsor, CT

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

$265,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: -0.06%

Airbnb Rental Income: $1420

Traditional Rental Income: $940

Airbnb ROI: 0.13%

Traditional ROI: -0.06%

Airbnb Properties for Sale in Other Cities of Connecticut

Coventry , CT

2 beds | 1 baths | 1,020 sq.ft.

$270,000

Airbnb cash on cash: 4.58%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $2376

Traditional Rental Income: $1467

Airbnb ROI: 4.58%

Traditional ROI: 3.31%

Norwalk , CT

4 beds | 2 baths | 1,588 sq.ft.

$649,999

Airbnb cash on cash: 4.23%

Traditional cash on cash: 4.02%

Airbnb Rental Income: $4821

Traditional Rental Income: $3701

Airbnb ROI: 4.23%

Traditional ROI: 4.02%

Windsor Locks , CT

2 beds | 1 baths | 925 sq.ft.

$289,780

Airbnb cash on cash: 2.51%

Traditional cash on cash: 2.24%

Airbnb Rental Income: $1753

Traditional Rental Income: $1200

Airbnb ROI: 2.51%

Traditional ROI: 2.24%

New London , CT

3 beds | 1 baths | 1,504 sq.ft.

$245,000

Airbnb cash on cash: 5.59%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $2593

Traditional Rental Income: $1918

Airbnb ROI: 5.59%

Traditional ROI: 5.35%

Danbury , CT

3 beds | 1 baths | 1,220 sq.ft.

$419,900

Airbnb cash on cash: 2.76%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $2507

Traditional Rental Income: $1740

Airbnb ROI: 2.76%

Traditional ROI: 2.35%

Norwalk , CT

4 beds | 2 baths | 1,659 sq.ft.

$639,000