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 18 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
9 Washington Rd Windsor, CT Must see this one level, modern ranch style home located on a dead-end street in a desirab...	4 beds \| 3 baths \| 2,027 sq.ft.	$469,900	Airbnb cash on cash: -0.37% Traditional cash on cash: 5.59% Airbnb Rental Income: $1792 Traditional Rental Income: $3925 Airbnb ROI: -0.37% Traditional ROI: 5.59%
58 Amanda Cir Windsor, CT PRICED TO SELL: MAJOR DISCOUNT & FLEXIBLE PRICING! Seller is relocating out of state and w...	3 beds \| N/A baths \| 1,952 sq.ft.	$449,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 5.5% Airbnb Rental Income: $1508 Traditional Rental Income: $3493 Airbnb ROI: -0.27% Traditional ROI: 5.5%
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: -1.38% Traditional cash on cash: 2.08% Airbnb Rental Income: $1508 Traditional Rental Income: $3009 Airbnb ROI: -1.38% 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: -1.34% Traditional cash on cash: 1.45% Airbnb Rental Income: $1792 Traditional Rental Income: $3203 Airbnb ROI: -1.34% 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.	$290,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.92% Airbnb Rental Income: $1508 Traditional Rental Income: $2014 Airbnb ROI: 0.46% Traditional ROI: 3.92%
30 Parkwood Dr Windsor, CT 30 Parkwood Dr, Windsor, CT 06095 \| Single Family Residential	5 beds \| 2 baths \| 2,984 sq.ft.	$499,900	Airbnb cash on cash: -0.2% Traditional cash on cash: 3.75% Airbnb Rental Income: $1976 Traditional Rental Income: $3305 Airbnb ROI: -0.2% Traditional ROI: 3.75%
135 East St Windsor, CT What an amazing home that is move in ready, enjoy new kitchen and bathrooms, windows, new ...	3 beds \| 1 baths \| 1,525 sq.ft.	$389,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 3.1% Airbnb Rental Income: $1508 Traditional Rental Income: $2113 Airbnb ROI: 0.25% Traditional ROI: 3.1%
857 Stone Rd Windsor, CT 857 Stone Rd, Windsor, CT 06095 \| Single Family Residential	3 beds \| 2 baths \| 1,914 sq.ft.	$650,000	Airbnb cash on cash: -1.52% Traditional cash on cash: 2.06% Airbnb Rental Income: $1508 Traditional Rental Income: $3237 Airbnb ROI: -1.52% Traditional ROI: 2.06%
76 Sinclair St Windsor, CT 76 Sinclair St, Windsor, CT 06095 \| Single Family Residential	3 beds \| 2 baths \| 1,841 sq.ft.	$349,900	Airbnb cash on cash: -0.15% Traditional cash on cash: 5.09% Airbnb Rental Income: $1508 Traditional Rental Income: $2789 Airbnb ROI: -0.15% Traditional ROI: 5.09%
123 Country Club Dr Windsor, CT 123 Country Club Dr, Windsor, CT 06095 \| Single Family Residential	4 beds \| 4 baths \| 3,104 sq.ft.	$500,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 7.5% Airbnb Rental Income: $1792 Traditional Rental Income: $5060 Airbnb ROI: -0.53% Traditional ROI: 7.5%
1 Walter's Way Windsor, CT 1 Walter's Way, Windsor, CT 06095 \| Single Family Residential	4 beds \| 3 baths \| 3,552 sq.ft.	$729,900	Airbnb cash on cash: -1.35% Traditional cash on cash: 3.28% Airbnb Rental Income: $1792 Traditional Rental Income: $4454 Airbnb ROI: -1.35% Traditional ROI: 3.28%
6 Sinclair St Windsor, CT 6 Sinclair St, Windsor, CT 06095 \| Single Family Residential	3 beds \| 1 baths \| 1,125 sq.ft.	$299,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 1.95% Airbnb Rental Income: $1508 Traditional Rental Income: $1521 Airbnb ROI: 0.34% Traditional ROI: 1.95%
27 Eagleton Dr Windsor, CT 27 Eagleton Dr, Windsor, CT 06095 \| Single Family Residential	3 beds \| 1 baths \| 1,818 sq.ft.	$390,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 2.09% Airbnb Rental Income: $1508 Traditional Rental Income: $2044 Airbnb ROI: -0.52% Traditional ROI: 2.09%
66 Country Club Dr Windsor, CT This well-maintained 4-bedroom, 2.5-bath Colonial sits on nearly half an acre, offering a ...	4 beds \| 2 baths \| 1,976 sq.ft.	$435,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 6.48% Airbnb Rental Income: $1792 Traditional Rental Income: $3809 Airbnb ROI: 0.34% Traditional ROI: 6.48%
31 Winthrop Rd Windsor, CT Welcome to 31 Winthrop Road, nestled in a serene and beautiful section of Windsor, Connect...	4 beds \| 3 baths \| 2,170 sq.ft.	$499,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 7.72% Airbnb Rental Income: $1792 Traditional Rental Income: $4853 Airbnb ROI: 0.11% Traditional ROI: 7.72%
30 Hampden Pl Windsor, CT 30 Hampden Pl, Windsor, CT 06095 \| Single Family Residential	4 beds \| 2 baths \| 2,128 sq.ft.	$469,900	Airbnb cash on cash: -0.37% Traditional cash on cash: 3.93% Airbnb Rental Income: $1792 Traditional Rental Income: $3194 Airbnb ROI: -0.37% Traditional ROI: 3.93%
36 Woodybrook Rd Windsor, CT Welcome to Windsor! This well-maintained home offers a bright, functional layout with comf...	3 beds \| 2 baths \| 1,229 sq.ft.	$315,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 5.88% Airbnb Rental Income: $1508 Traditional Rental Income: $2611 Airbnb ROI: 0.67% Traditional ROI: 5.88%

Your search for investment property begins and ends here

Single Family Homes for Sale in Windsor, CT

9 Washington Rd

Windsor, CT

4 beds | 3 baths | 2,027 sq.ft.

$469,900

Airbnb cash on cash: -0.37%

Traditional cash on cash: 5.59%

Airbnb Rental Income: $1792

Traditional Rental Income: $3925

Airbnb ROI: -0.37%

Traditional ROI: 5.59%

58 Amanda Cir

Windsor, CT

3 beds | N/A baths | 1,952 sq.ft.

$449,000

Airbnb cash on cash: -0.27%

Traditional cash on cash: 5.5%

Airbnb Rental Income: $1508

Traditional Rental Income: $3493

Airbnb ROI: -0.27%

Traditional ROI: 5.5%

318 Capen St

Windsor, CT

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

$599,900

Airbnb cash on cash: -1.38%

Traditional cash on cash: 2.08%

Airbnb Rental Income: $1508

Traditional Rental Income: $3009

Airbnb ROI: -1.38%

Traditional ROI: 2.08%

823a Stone Rd

Windsor, CT

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

$729,000

Airbnb cash on cash: -1.34%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $1792

Traditional Rental Income: $3203

Airbnb ROI: -1.34%

Traditional ROI: 1.45%

28 Skitchewaug St

Windsor, CT

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

$290,000

Airbnb cash on cash: 0.46%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $1508

Traditional Rental Income: $2014

Airbnb ROI: 0.46%

Traditional ROI: 3.92%

30 Parkwood Dr

Windsor, CT

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

$499,900

Airbnb cash on cash: -0.2%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $1976

Traditional Rental Income: $3305

Airbnb ROI: -0.2%

Traditional ROI: 3.75%

135 East St

Windsor, CT

3 beds | 1 baths | 1,525 sq.ft.

$389,900

Airbnb cash on cash: 0.25%

Traditional cash on cash: 3.1%

Airbnb Rental Income: $1508

Traditional Rental Income: $2113

Airbnb ROI: 0.25%

Traditional ROI: 3.1%

857 Stone Rd

Windsor, CT

3 beds | 2 baths | 1,914 sq.ft.

$650,000

Airbnb cash on cash: -1.52%

Traditional cash on cash: 2.06%

Airbnb Rental Income: $1508

Traditional Rental Income: $3237

Airbnb ROI: -1.52%