Real Estate Investment Properties for Sale in South Windsor, CT

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

Explore a variety of short-term homes & houses in South Windsor, CT. Invest wisely with VRBO & South Windsor, CT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in South Windsor, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
178 Scott Drive South Windsor, CT Attractive 4 bedroom colonial in residential setting. Excellent Condition. Extensive use o...	4 beds \| 3 baths \| 1,960 sq.ft.	$499,900	Airbnb cash on cash: 0.06% Traditional cash on cash: 5.21% Airbnb Rental Income: $1784 Traditional Rental Income: $3705 Airbnb ROI: 0.06% Traditional ROI: 5.21%
205 Pleasant VLY Condo #205 South Windsor, CT Cute, Large 1 Bedroom on the 2nd floor -Why Rent when you can own for less. Remodeled Kitc...	1 beds \| 1 baths \| 678 sq.ft.	$155,000	Airbnb cash on cash: 1.85% Traditional cash on cash: 5.43% Airbnb Rental Income: $1526 Traditional Rental Income: $1613 Airbnb ROI: 1.85% Traditional ROI: 5.43%
50 Parkview Drive South Windsor, CT Charming Split Level home located on a quiet Cul de sac in South Windsor .Welcome to 50 Pa...	3 beds \| 1 baths \| 1,284 sq.ft.	$379,900	Airbnb cash on cash: -1.4% Traditional cash on cash: 3.5% Airbnb Rental Income: $1072 Traditional Rental Income: $2449 Airbnb ROI: -1.4% Traditional ROI: 3.5%
534 Rye Street South Windsor, CT Charming fixer-upper in desirable Rye Street park neighborhood, offers endless potential. ...	3 beds \| 2 baths \| 1,284 sq.ft.	$340,000	Airbnb cash on cash: -1.2% Traditional cash on cash: 4.9% Airbnb Rental Income: $1072 Traditional Rental Income: $2653 Airbnb ROI: -1.2% Traditional ROI: 4.9%
913 Pleasant Valley Road South Windsor, CT The Colonial You've Been Waiting For! Welcome to this beautifully designed four-bedroom, t...	4 beds \| 4 baths \| 3,369 sq.ft.	$599,900	Airbnb cash on cash: -0.97% Traditional cash on cash: 7.3% Airbnb Rental Income: $1784 Traditional Rental Income: $5930 Airbnb ROI: -0.97% Traditional ROI: 7.3%
33 Daisy Lane #33 South Windsor, CT Stunning 3-Bedroom, 2.5-Bathroom Colonial in Peachbrook Planned Unit Development Located o...	3 beds \| 3 baths \| 1,298 sq.ft.	$370,000	Airbnb cash on cash: -1.8% Traditional cash on cash: 4.06% Airbnb Rental Income: $1072 Traditional Rental Income: $2736 Airbnb ROI: -1.8% Traditional ROI: 4.06%
301 Summer Hill Drive #301 South Windsor, CT Welcome to 301 Summer Hill Drive, a well-maintained 2-bedroom, 1.5-bath condo offering the...	2 beds \| 2 baths \| 1,168 sq.ft.	$295,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 3.74% Airbnb Rental Income: $2158 Traditional Rental Income: $2349 Airbnb ROI: 1.08% Traditional ROI: 3.74%
962 Pleasant Valley Road #962 South Windsor, CT Tucked in Quarry Brook Village, this 2-bed/1.5-bath townhome delivers easy living with a b...	2 beds \| 2 baths \| 1,364 sq.ft.	$299,900	Airbnb cash on cash: 0.82% Traditional cash on cash: 4.46% Airbnb Rental Income: $2158 Traditional Rental Income: $2637 Airbnb ROI: 0.82% Traditional ROI: 4.46%
75 Sharon Drive South Windsor, CT Location, Location, Location! Welcome to this beautifully updated 3-bedroom split-level ho...	3 beds \| 3 baths \| 1,791 sq.ft.	$450,000	Airbnb cash on cash: -1.67% Traditional cash on cash: 4.94% Airbnb Rental Income: $1072 Traditional Rental Income: $3490 Airbnb ROI: -1.67% Traditional ROI: 4.94%
41 Candlewood Drive #41 South Windsor, CT Welcome to this GORGEOUS, FIRST floor GARDEN STYLE condo located in the much sought after ...	1 beds \| 1 baths \| 825 sq.ft.	$199,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 3.57% Airbnb Rental Income: $1526 Traditional Rental Income: $1725 Airbnb ROI: 0.19% Traditional ROI: 3.57%
835 Foster St Extension South Windsor, CT Convenient one-level living with this spacious 3 bed, 2.5 bath Ranch home situated on a la...	3 beds \| 3 baths \| 1,522 sq.ft.	$420,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 5.14% Airbnb Rental Income: $1072 Traditional Rental Income: $3342 Airbnb ROI: -1.56% Traditional ROI: 5.14%
1067 Main Street South Windsor, CT Magnificent Custom Brick Estate nestled on Old Main Street with 11.7 private acres, offeri...	4 beds \| 5 baths \| 5,124 sq.ft.	$1,899,999	Airbnb cash on cash: -2.45% Traditional cash on cash: 1.3% Airbnb Rental Income: $1784 Traditional Rental Income: $7908 Airbnb ROI: -2.45% Traditional ROI: 1.3%
155 Pine Tree Lane South Windsor, CT Available now is this well maintained 3 bedroom ranch at 155 Pine Tree Lane in HIGHLY DESI...	3 beds \| 2 baths \| 1,328 sq.ft.	$324,900	Airbnb cash on cash: -1.11% Traditional cash on cash: 5.61% Airbnb Rental Income: $1072 Traditional Rental Income: $2758 Airbnb ROI: -1.11% Traditional ROI: 5.61%
130 Old Farm Road South Windsor, CT Welcome to Your Immaculately Maintained Raised Ranch Discover this beautifully kept 3/4-be...	3 beds \| 3 baths \| 2,043 sq.ft.	$449,900	Airbnb cash on cash: -1.67% Traditional cash on cash: 5.12% Airbnb Rental Income: $1072 Traditional Rental Income: $3565 Airbnb ROI: -1.67% Traditional ROI: 5.12%

Real Estate investment in South-windsor, CT

There are 18 properties for sale in the city of South Windsor . The median list price in South Windsor is $379,900 and the average price per square foot is $195. In October 2025, the average monthly cash on cash return in South Windsor is 5.00%. The average monthly rental income in South Windsor is $2,854.

South-windsor, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 18 investment properties available for sale in South-windsor.

In 2025, the best neighborhood to buy investment property is South Windsor.

The ROI for Long-Term is higher than the Short-Term in South-windsor with average rental income of $2,854.

Your search for investment property begins and ends here

Investment Property for Sale in South Windsor, CT

178 Scott Drive

South Windsor, CT

4 beds | 3 baths | 1,960 sq.ft.

$499,900

Airbnb cash on cash: 0.06%

Traditional cash on cash: 5.21%

Airbnb Rental Income: $1784

Traditional Rental Income: $3705

Airbnb ROI: 0.06%

Traditional ROI: 5.21%

205 Pleasant VLY Condo #205

South Windsor, CT

1 beds | 1 baths | 678 sq.ft.

$155,000

Airbnb cash on cash: 1.85%

Traditional cash on cash: 5.43%

Airbnb Rental Income: $1526

Traditional Rental Income: $1613

Airbnb ROI: 1.85%

Traditional ROI: 5.43%

50 Parkview Drive

South Windsor, CT

3 beds | 1 baths | 1,284 sq.ft.

$379,900

Airbnb cash on cash: -1.4%

Traditional cash on cash: 3.5%

Airbnb Rental Income: $1072

Traditional Rental Income: $2449

Airbnb ROI: -1.4%

Traditional ROI: 3.5%

534 Rye Street

South Windsor, CT

3 beds | 2 baths | 1,284 sq.ft.

$340,000

Airbnb cash on cash: -1.2%

Traditional cash on cash: 4.9%

Airbnb Rental Income: $1072

Traditional Rental Income: $2653

Airbnb ROI: -1.2%

Traditional ROI: 4.9%

913 Pleasant Valley Road

South Windsor, CT

4 beds | 4 baths | 3,369 sq.ft.

$599,900

Airbnb cash on cash: -0.97%

Traditional cash on cash: 7.3%

Airbnb Rental Income: $1784

Traditional Rental Income: $5930

Airbnb ROI: -0.97%

Traditional ROI: 7.3%

33 Daisy Lane #33

South Windsor, CT

3 beds | 3 baths | 1,298 sq.ft.

$370,000

Airbnb cash on cash: -1.8%

Traditional cash on cash: 4.06%

Airbnb Rental Income: $1072

Traditional Rental Income: $2736

Airbnb ROI: -1.8%

Traditional ROI: 4.06%

301 Summer Hill Drive #301

South Windsor, CT

2 beds | 2 baths | 1,168 sq.ft.

$295,000

Airbnb cash on cash: 1.08%

Traditional cash on cash: 3.74%

Airbnb Rental Income: $2158

Traditional Rental Income: $2349

Airbnb ROI: 1.08%

Traditional ROI: 3.74%

962 Pleasant Valley Road #962

South Windsor, CT

2 beds | 2 baths | 1,364 sq.ft.

$299,900

Airbnb cash on cash: 0.82%

Traditional cash on cash: 4.46%

Airbnb Rental Income: $2158

Traditional Rental Income: $2637

Airbnb ROI: 0.82%