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.

Condos for Sale in Windsor, CT

Search for Condo for Sale in Windsor, Connecticut. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 3 Condo 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
98 High Path Rd #98 Windsor, CT 2nd-Floor, 1 BR unit. 1-1/2 baths. End unit. Shared basement has common laundry and storag...	1 beds \| 1 baths \| 736 sq.ft.	$149,900	Airbnb cash on cash: -1.62% Traditional cash on cash: 9.07% Airbnb Rental Income: $837 Traditional Rental Income: $2041 Airbnb ROI: -1.62% Traditional ROI: 9.07%
268 High Path Rd #268 Windsor, CT 268 High Path Rd #268, Windsor, CT 06095 \| Condo/Coop	3 beds \| 2 baths \| 1,390 sq.ft.	$239,900	Airbnb cash on cash: -3.15% Traditional cash on cash: 3.96% Airbnb Rental Income: $1296 Traditional Rental Income: $2502 Airbnb ROI: -3.15% Traditional ROI: 3.96%
Other Investment Properties for Sale in Windsor
16 Hilltop Rd Windsor , CT There is much potential at this price to put your own touches on this raised ranch house t...	3 beds \| 2 baths \| 1,715 sq.ft.	$410,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 2.72% Airbnb Rental Income: $1296 Traditional Rental Income: $1896 Airbnb ROI: 0.1% Traditional ROI: 2.72%
20 Tobey Ave Windsor , CT Move right in to this spacious property. Centrally located with hardwood floors throughout...	3 beds \| 1 baths \| 1,578 sq.ft.	$399,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 3.68% Airbnb Rental Income: $1296 Traditional Rental Income: $2209 Airbnb ROI: 0.16% Traditional ROI: 3.68%
60 Nod Rd Windsor , CT This spacious 3 bedroom/2 full bath colonial is located in a quiet neighborhood at the end...	3 beds \| 2 baths \| 2,128 sq.ft.	$345,900	Airbnb cash on cash: -0.14% Traditional cash on cash: 6.95% Airbnb Rental Income: $1296 Traditional Rental Income: $3194 Airbnb ROI: -0.14% Traditional ROI: 6.95%
47 Wilson Ave Windsor , CT This fantastic colonial on a dead end street, is located in a desirable section of windsor...	3 beds \| 2 baths \| 1,415 sq.ft.	$319,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 5.94% Airbnb Rental Income: $1296 Traditional Rental Income: $2694 Airbnb ROI: -0.06% Traditional ROI: 5.94%
957 Palisado Ave Windsor , CT Welcome to this charming 1773 center chimney colonial in the highly desirable town of Wind...	4 beds \| 3 baths \| 2,738 sq.ft.	$421,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.46% Airbnb Rental Income: $null Traditional Rental Income: $4144 Airbnb ROI: N/A Traditional ROI: 7.46%
342 Capen St Windsor , CT 3 BDRM \| 2.5 BTH \| 2100 SQFT New construction to be built. Quality built and energy effici...	3 beds \| 2 baths \| 1,800 sq.ft.	$569,900	Airbnb cash on cash: -1.62% Traditional cash on cash: 3.72% Airbnb Rental Income: $1296 Traditional Rental Income: $3735 Airbnb ROI: -1.62% Traditional ROI: 3.72%
58 Amanda Cir Windsor , CT PRICED TO SELL: MAJOR DISCOUNT & FLEXIBLE PRICING! Seller is relocating out of state and w...	3 beds \| 2 baths \| 1,952 sq.ft.	$436,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 5.7% Airbnb Rental Income: $1296 Traditional Rental Income: $3493 Airbnb ROI: -0.68% Traditional ROI: 5.7%
39 Loren Cir Windsor , CT Spacious 4-bedroom, 2-bathroom Contemporary home on a cul-de-sac. The open floor plan incl...	4 beds \| 2 baths \| 2,402 sq.ft.	$344,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.18% Airbnb Rental Income: $null Traditional Rental Income: $3666 Airbnb ROI: N/A Traditional ROI: 8.18%
140 Portman Street Windsor , CT H&B Due 10/02/2025 12pm This adorable ranch-style home offers the perfect blend of com...	3 beds \| 1 baths \| 950 sq.ft.	$244,999	Airbnb cash on cash: 0.8% Traditional cash on cash: 6.04% Airbnb Rental Income: $1296 Traditional Rental Income: $2104 Airbnb ROI: 0.8% Traditional ROI: 6.04%
211 Macktown Road Windsor , CT Spacious 4-bedroom, 2.5-bath Raised Ranch offering over 1,800 sq ft of living space, set o...	4 beds \| 3 baths \| 1,194 sq.ft.	$299,999	Airbnb cash on cash: N/A Traditional cash on cash: 9.61% Airbnb Rental Income: $null Traditional Rental Income: $3659 Airbnb ROI: N/A Traditional ROI: 9.61%
280 Deerfield Road Windsor , CT Welcome to 280 Deerfield Road, where comfort and convenience come together in this invitin...	3 beds \| 3 baths \| 1,534 sq.ft.	$225,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 11.99% Airbnb Rental Income: $1296 Traditional Rental Income: $3275 Airbnb ROI: 0.8% Traditional ROI: 11.99%
10 Oxcart Drive Windsor , CT Immaculate raised ranch with a cleared and level rear lot featuring spacious sized rooms w...	3 beds \| 3 baths \| 1,874 sq.ft.	$375,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 7.37% Airbnb Rental Income: $1296 Traditional Rental Income: $3628 Airbnb ROI: -0.4% Traditional ROI: 7.37%
9 Milo Peck Lane Windsor , CT Welcome to this beautiful colonial set in a quiet, sought-after neighborhood. This well-ma...	4 beds \| 3 baths \| 2,184 sq.ft.	$489,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.58% Airbnb Rental Income: $null Traditional Rental Income: $3900 Airbnb ROI: N/A Traditional ROI: 5.58%
216 Hayden Station Road Windsor , CT A wonderful opportunity awaits with this classic Colonial set on an expansive and private ...	4 beds \| 2 baths \| 2,304 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.04% Airbnb Rental Income: $null Traditional Rental Income: $3508 Airbnb ROI: N/A Traditional ROI: 6.04%

Your search for investment property begins and ends here

Condos for Sale in Windsor, CT

98 High Path Rd #98

Windsor, CT

1 beds | 1 baths | 736 sq.ft.

$149,900

Airbnb cash on cash: -1.62%

Traditional cash on cash: 9.07%

Airbnb Rental Income: $837

Traditional Rental Income: $2041

Airbnb ROI: -1.62%

Traditional ROI: 9.07%

268 High Path Rd #268

Windsor, CT

3 beds | 2 baths | 1,390 sq.ft.

$239,900

Airbnb cash on cash: -3.15%

Traditional cash on cash: 3.96%

Airbnb Rental Income: $1296

Traditional Rental Income: $2502

Airbnb ROI: -3.15%

Traditional ROI: 3.96%

Other Investment Properties for Sale in Windsor

Windsor , CT

3 beds | 2 baths | 1,715 sq.ft.

$410,000

Airbnb cash on cash: 0.1%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $1296

Traditional Rental Income: $1896

Airbnb ROI: 0.1%

Traditional ROI: 2.72%

Windsor , CT

3 beds | 1 baths | 1,578 sq.ft.

$399,900

Airbnb cash on cash: 0.16%

Traditional cash on cash: 3.68%

Airbnb Rental Income: $1296

Traditional Rental Income: $2209

Airbnb ROI: 0.16%

Traditional ROI: 3.68%

Windsor , CT

3 beds | 2 baths | 2,128 sq.ft.

$345,900

Airbnb cash on cash: -0.14%

Traditional cash on cash: 6.95%

Airbnb Rental Income: $1296

Traditional Rental Income: $3194

Airbnb ROI: -0.14%

Traditional ROI: 6.95%

Windsor , CT

3 beds | 2 baths | 1,415 sq.ft.

$319,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 5.94%

Airbnb Rental Income: $1296

Traditional Rental Income: $2694

Airbnb ROI: -0.06%

Traditional ROI: 5.94%

Windsor , CT

4 beds | 3 baths | 2,738 sq.ft.

$421,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.46%

Airbnb Rental Income: $null

Traditional Rental Income: $4144

Airbnb ROI: N/A

Traditional ROI: 7.46%

Windsor , CT

3 beds | 2 baths | 1,800 sq.ft.

$569,900

Airbnb cash on cash: -1.62%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $1296

Traditional Rental Income: $3735

Airbnb ROI: -1.62%

Traditional ROI: 3.72%

Windsor , CT

3 beds | 2 baths | 1,952 sq.ft.

$436,000

Airbnb cash on cash: -0.68%