Real Estate Investment Properties for Sale in Windsor, CT

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

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

Search for Single Family Residential for Sale in Windsor, 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 16 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
27 Fyler Dr Windsor, CT 27 Fyler Dr, Windsor, CT 06095 \| Single Family Residential	3 beds \| 1 baths \| 1,295 sq.ft.	$315,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 2.95% Airbnb Rental Income: $1199 Traditional Rental Income: $1889 Airbnb ROI: -0.69% Traditional ROI: 2.95%
1060 Poquonock Ave Windsor, CT 1060 Poquonock Ave, Windsor, CT 06095 \| Single Family Residential	4 beds \| N/A baths \| 1,873 sq.ft.	$399,000	Airbnb cash on cash: -2.81% Traditional cash on cash: 3.65% Airbnb Rental Income: $477 Traditional Rental Income: $2624 Airbnb ROI: -2.81% Traditional ROI: 3.65%
318 Capen St Windsor, CT 318 Capen St, Windsor, CT 06095 \| Single Family Residential	3 beds \| 2 baths \| 2,160 sq.ft.	$599,900	Airbnb cash on cash: -1.84% Traditional cash on cash: 2.08% Airbnb Rental Income: $1199 Traditional Rental Income: $3009 Airbnb ROI: -1.84% Traditional ROI: 2.08%
823a Stone Rd Windsor, CT 823a Stone Rd, Windsor, CT 06095 \| Single Family Residential	4 beds \| 2 baths \| 2,300 sq.ft.	$729,000	Airbnb cash on cash: -2.96% Traditional cash on cash: 1.45% Airbnb Rental Income: $477 Traditional Rental Income: $3203 Airbnb ROI: -2.96% Traditional ROI: 1.45%
28 Skitchewaug St Windsor, CT 28 Skitchewaug St, Windsor, CT 06095 \| Single Family Residential	3 beds \| 1 baths \| 1,472 sq.ft.	$299,999	Airbnb cash on cash: -0.57% Traditional cash on cash: 3.69% Airbnb Rental Income: $1199 Traditional Rental Income: $2014 Airbnb ROI: -0.57% Traditional ROI: 3.69%
19 Songonosk St Windsor, CT 19 Songonosk St, Windsor, CT 06095 \| Single Family Residential	3 beds \| 1 baths \| 990 sq.ft.	$315,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 2.17% Airbnb Rental Income: $1199 Traditional Rental Income: $1660 Airbnb ROI: -0.69% Traditional ROI: 2.17%
30 Parkwood Dr Windsor, CT 30 Parkwood Dr, Windsor, CT 06095 \| Single Family Residential	5 beds \| 2 baths \| 2,984 sq.ft.	$535,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 3.3% Airbnb Rental Income: $2156 Traditional Rental Income: $3305 Airbnb ROI: -0.09% Traditional ROI: 3.3%
212 Ethan Dr Windsor, CT 212 Ethan Dr, Windsor, CT 06095 \| Single Family Residential	4 beds \| 3 baths \| 3,857 sq.ft.	$899,900	Airbnb cash on cash: -2.99% Traditional cash on cash: 1.89% Airbnb Rental Income: $477 Traditional Rental Income: $4301 Airbnb ROI: -2.99% Traditional ROI: 1.89%
857 Stone Rd Windsor, CT 857 Stone Rd, Windsor, CT 06095 \| Single Family Residential	3 beds \| 2 baths \| 2,100 sq.ft.	$650,000	Airbnb cash on cash: -1.94% Traditional cash on cash: 2.06% Airbnb Rental Income: $1199 Traditional Rental Income: $3237 Airbnb ROI: -1.94% Traditional ROI: 2.06%
158 Colton Street St Windsor, CT 158 Colton Street St, Windsor, CT 06095 \| Single Family Residential	2 beds \| 1 baths \| 1,518 sq.ft.	$325,000	Airbnb cash on cash: -2.59% Traditional cash on cash: 2.02% Airbnb Rental Income: $530 Traditional Rental Income: $1662 Airbnb ROI: -2.59% Traditional ROI: 2.02%
122 Capen St Windsor, CT 122 Capen St, Windsor, CT 06095 \| Single Family Residential	3 beds \| 1 baths \| 1,525 sq.ft.	$334,900	Airbnb cash on cash: -0.83% Traditional cash on cash: 3.25% Airbnb Rental Income: $1199 Traditional Rental Income: $2097 Airbnb ROI: -0.83% Traditional ROI: 3.25%
24 Valley View Dr Windsor, CT 24 Valley View Dr, Windsor, CT 06095 \| Single Family Residential	4 beds \| 3 baths \| 2,280 sq.ft.	$475,000	Airbnb cash on cash: -2.86% Traditional cash on cash: 5.3% Airbnb Rental Income: $477 Traditional Rental Income: $3837 Airbnb ROI: -2.86% Traditional ROI: 5.3%
120 Basswood Rd Windsor, CT 120 Basswood Rd, Windsor, CT 06095 \| Single Family Residential	4 beds \| 2 baths \| 2,441 sq.ft.	$279,000	Airbnb cash on cash: -2.67% Traditional cash on cash: 8.55% Airbnb Rental Income: $477 Traditional Rental Income: $3160 Airbnb ROI: -2.67% Traditional ROI: 8.55%
1 Morello Cir Windsor, CT 1 Morello Cir, Windsor, CT 06095 \| Single Family Residential	4 beds \| 2 baths \| 2,425 sq.ft.	$499,100	Airbnb cash on cash: -2.87% Traditional cash on cash: 4.01% Airbnb Rental Income: $477 Traditional Rental Income: $3422 Airbnb ROI: -2.87% Traditional ROI: 4.01%
160 Windbrook Dr Windsor, CT 160 Windbrook Dr, Windsor, CT 06095 \| Single Family Residential	3 beds \| 3 baths \| 2,474 sq.ft.	$385,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 6.17% Airbnb Rental Income: $1199 Traditional Rental Income: $3446 Airbnb ROI: -1.13% Traditional ROI: 6.17%
14 Hampden Pl Windsor, CT 14 Hampden Pl, Windsor, CT 06095 \| Single Family Residential	4 beds \| 2 baths \| 2,166 sq.ft.	$520,000	Airbnb cash on cash: -2.88% Traditional cash on cash: 3.22% Airbnb Rental Income: $477 Traditional Rental Income: $3176 Airbnb ROI: -2.88% Traditional ROI: 3.22%

Your search for investment property begins and ends here

Single Family Homes for Sale in Windsor, CT

27 Fyler Dr

Windsor, CT

3 beds | 1 baths | 1,295 sq.ft.

$315,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: 2.95%

Airbnb Rental Income: $1199

Traditional Rental Income: $1889

Airbnb ROI: -0.69%

Traditional ROI: 2.95%

1060 Poquonock Ave

Windsor, CT

4 beds | N/A baths | 1,873 sq.ft.

$399,000

Airbnb cash on cash: -2.81%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $477

Traditional Rental Income: $2624

Airbnb ROI: -2.81%

Traditional ROI: 3.65%

318 Capen St

Windsor, CT

3 beds | 2 baths | 2,160 sq.ft.

$599,900

Airbnb cash on cash: -1.84%

Traditional cash on cash: 2.08%

Airbnb Rental Income: $1199

Traditional Rental Income: $3009

Airbnb ROI: -1.84%

Traditional ROI: 2.08%

823a Stone Rd

Windsor, CT

4 beds | 2 baths | 2,300 sq.ft.

$729,000

Airbnb cash on cash: -2.96%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $477

Traditional Rental Income: $3203

Airbnb ROI: -2.96%

Traditional ROI: 1.45%

28 Skitchewaug St

Windsor, CT

3 beds | 1 baths | 1,472 sq.ft.

$299,999

Airbnb cash on cash: -0.57%

Traditional cash on cash: 3.69%

Airbnb Rental Income: $1199

Traditional Rental Income: $2014

Airbnb ROI: -0.57%

Traditional ROI: 3.69%

19 Songonosk St

Windsor, CT

3 beds | 1 baths | 990 sq.ft.

$315,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $1199

Traditional Rental Income: $1660

Airbnb ROI: -0.69%

Traditional ROI: 2.17%

30 Parkwood Dr

Windsor, CT

5 beds | 2 baths | 2,984 sq.ft.

$535,000

Airbnb cash on cash: -0.09%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $2156

Traditional Rental Income: $3305

Airbnb ROI: -0.09%

Traditional ROI: 3.3%

212 Ethan Dr

Windsor, CT

4 beds | 3 baths | 3,857 sq.ft.

$899,900

Airbnb cash on cash: -2.99%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $477

Traditional Rental Income: $4301

Airbnb ROI: -2.99%