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
560 Governors Hwy South Windsor, CT 560 Governors Hwy, South Windsor, CT 06074 \| Single Family Residential	3 beds \| 1 baths \| 1,580 sq.ft.	$389,900	Airbnb cash on cash: -0.83% Traditional cash on cash: 1.63% Airbnb Rental Income: $1343 Traditional Rental Income: $1829 Airbnb ROI: -0.83% Traditional ROI: 1.63%
42 Lexie Lane #42 South Windsor, CT Don't miss this rare opportunity to own a sun filled end-unit with a SPACIOUS loft that ca...	3 beds \| 3 baths \| 1,960 sq.ft.	$519,900	Airbnb cash on cash: -1.84% Traditional cash on cash: 3.31% Airbnb Rental Income: $1343 Traditional Rental Income: $3437 Airbnb ROI: -1.84% Traditional ROI: 3.31%
610 Niederwerfer Rd South Windsor, CT 610 Niederwerfer Rd, South Windsor, CT 06074 \| Single Family Residential	4 beds \| 3 baths \| 3,752 sq.ft.	$950,000	Airbnb cash on cash: -2.88% Traditional cash on cash: 1.63% Airbnb Rental Income: $596 Traditional Rental Income: $4300 Airbnb ROI: -2.88% Traditional ROI: 1.63%
1106 Summer Hill Drive #1106 South Windsor, CT Fantastic rarely available end unit townhouse style condo with a garage just steps away fr...	3 beds \| 3 baths \| 1,730 sq.ft.	$369,900	Airbnb cash on cash: -1.72% Traditional cash on cash: 4.24% Airbnb Rental Income: $1343 Traditional Rental Income: $3001 Airbnb ROI: -1.72% Traditional ROI: 4.24%
1106 Twin Circle Dr #1106 South Windsor, CT 1106 Twin Circle Dr #1106, South Windsor, CT 06074 \| Condo/Coop	2 beds \| 2 baths \| 1,066 sq.ft.	$245,000	Airbnb cash on cash: -4.13% Traditional cash on cash: 2.72% Airbnb Rental Income: $614 Traditional Rental Income: $1909 Airbnb ROI: -4.13% Traditional ROI: 2.72%
90-92 Main St South Windsor, CT 90-92 Main St, South Windsor, CT 06074 \| Multi Family	5 beds \| 3 baths \| 2,950 sq.ft.	$634,900	Airbnb cash on cash: -2.74% Traditional cash on cash: 4.06% Airbnb Rental Income: $614 Traditional Rental Income: $4350 Airbnb ROI: -2.74% Traditional ROI: 4.06%
724 Strong Rd South Windsor, CT 724 Strong Rd, South Windsor, CT 06074 \| Single Family Residential	3 beds \| 2 baths \| 2,562 sq.ft.	$929,000	Airbnb cash on cash: -2.16% Traditional cash on cash: 0% Airbnb Rental Income: $1343 Traditional Rental Income: $2796 Airbnb ROI: -2.16% Traditional ROI: 0%
892-894 Main Street South Windsor, CT Investor or owner-occupant opportunity in the heart of South Windsor! This farmhouse-style...	4 beds \| 3 baths \| 3,680 sq.ft.	$499,900	Airbnb cash on cash: -2.99% Traditional cash on cash: 5.83% Airbnb Rental Income: $596 Traditional Rental Income: $4435 Airbnb ROI: -2.99% Traditional ROI: 5.83%
804 Sand Stone Dr #804 South Windsor, CT 804 Sand Stone Dr #804, South Windsor, CT 06074 \| Condo/Coop	3 beds \| 3 baths \| 1,932 sq.ft.	$413,000	Airbnb cash on cash: -2.34% Traditional cash on cash: 3.77% Airbnb Rental Income: $1343 Traditional Rental Income: $3294 Airbnb ROI: -2.34% Traditional ROI: 3.77%
1004 Summer Hill Dr #1004 South Windsor, CT 1004 Summer Hill Dr #1004, South Windsor, CT 06074 \| Condo/Coop	2 beds \| 1 baths \| 1,158 sq.ft.	$269,900	Airbnb cash on cash: -3.31% Traditional cash on cash: 1.37% Airbnb Rental Income: $614 Traditional Rental Income: $1513 Airbnb ROI: -3.31% Traditional ROI: 1.37%
35 Main St Lot B2 South Windsor, CT 35 Main St Lot B2, South Windsor, CT 06074 \| Single Family Residential	2 beds \| 1 baths \| 504 sq.ft.	$47,900	Airbnb cash on cash: -8.96% Traditional cash on cash: 9.5% Airbnb Rental Income: $614 Traditional Rental Income: $1227 Airbnb ROI: -8.96% Traditional ROI: 9.5%
196 Lefoll Boulevard South Windsor, CT Extensively Renovated & Modernized Colonial situated on .80 acres, nearly double the land ...	4 beds \| 3 baths \| 2,748 sq.ft.	$599,999	Airbnb cash on cash: -2.17% Traditional cash on cash: 5.06% Airbnb Rental Income: $596 Traditional Rental Income: $4360 Airbnb ROI: -2.17% Traditional ROI: 5.06%
48 Brook Street South Windsor, CT Offers due 4/21 at 3pm. Welcome to this spacious and versatile home located in a quiet and...	4 beds \| 2 baths \| 1,764 sq.ft.	$400,000	Airbnb cash on cash: -2.31% Traditional cash on cash: 5.85% Airbnb Rental Income: $596 Traditional Rental Income: $3370 Airbnb ROI: -2.31% Traditional ROI: 5.85%
20 Elmore Way South Windsor, CT PHENOMENAL LOCATION for this sprawling and charming home One of the most striking homes in...	4 beds \| 3 baths \| 2,671 sq.ft.	$789,000	Airbnb cash on cash: -2.54% Traditional cash on cash: 2.59% Airbnb Rental Income: $596 Traditional Rental Income: $4079 Airbnb ROI: -2.54% Traditional ROI: 2.59%
50 Summerwood Lane #50 South Windsor, CT Move right into this stunning 2 bedroom, 2 full bath condo in the sought after Summerwood ...	2 beds \| 2 baths \| 1,827 sq.ft.	$497,000	Airbnb cash on cash: -2.91% Traditional cash on cash: 2.79% Airbnb Rental Income: $614 Traditional Rental Income: $2972 Airbnb ROI: -2.91% Traditional ROI: 2.79%
25 Doria Ln South Windsor, CT 25 Doria Ln, South Windsor, CT 06074 \| Single Family Residential	4 beds \| 3 baths \| 2,889 sq.ft.	$649,900	Airbnb cash on cash: -2.77% Traditional cash on cash: 3.86% Airbnb Rental Income: $596 Traditional Rental Income: $4328 Airbnb ROI: -2.77% Traditional ROI: 3.86%
862 Pleasant Valley Rd South Windsor, CT 862 Pleasant Valley Rd, South Windsor, CT 06074 \| Single Family Residential	4 beds \| 2 baths \| 1,294 sq.ft.	$469,900	Airbnb cash on cash: -2.63% Traditional cash on cash: 2.98% Airbnb Rental Income: $596 Traditional Rental Income: $2774 Airbnb ROI: -2.63% Traditional ROI: 2.98%
110 Pheasant Way South Windsor, CT 110 Pheasant Way, South Windsor, CT 06074 \| Single Family Residential	3 beds \| 2 baths \| 2,204 sq.ft.	$599,900	Airbnb cash on cash: -1.63% Traditional cash on cash: 1.67% Airbnb Rental Income: $1343 Traditional Rental Income: $2776 Airbnb ROI: -1.63% Traditional ROI: 1.67%
136 Murielle Dr South Windsor, CT 136 Murielle Dr, South Windsor, CT 06074 \| Single Family Residential	3 beds \| 2 baths \| 1,722 sq.ft.	$449,900	Airbnb cash on cash: -1.13% Traditional cash on cash: 3.17% Airbnb Rental Income: $1343 Traditional Rental Income: $2741 Airbnb ROI: -1.13% Traditional ROI: 3.17%
107 Trumbull Ln South Windsor, CT 107 Trumbull Ln, South Windsor, CT 06074 \| Single Family Residential	6 beds \| 3 baths \| 3,426 sq.ft.	$720,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.3% Airbnb Rental Income: $null Traditional Rental Income: $4404 Airbnb ROI: N/A Traditional ROI: 3.3%
149 Candlewood Drive #149 South Windsor, CT Move right into this beautifully updated 1bedroom ranch style condo in the ever-popular Mi...	1 beds \| 1 baths \| 825 sq.ft.	$189,900	Airbnb cash on cash: -2.09% Traditional cash on cash: 3.96% Airbnb Rental Income: $868 Traditional Rental Income: $1627 Airbnb ROI: -2.09% Traditional ROI: 3.96%
3 Saint Marc Circle #Q South Windsor, CT Desirable townhouse in the popular Chapel Hills community! This inviting home features an ...	2 beds \| 2 baths \| 960 sq.ft.	$259,900	Airbnb cash on cash: -3.7% Traditional cash on cash: 3.65% Airbnb Rental Income: $614 Traditional Rental Income: $2125 Airbnb ROI: -3.7% Traditional ROI: 3.65%
1003 Dzen Way #1003 South Windsor, CT 1003 Dzen Way #1003, South Windsor, CT 06074 \| Condo/Coop	3 beds \| 2 baths \| 2,174 sq.ft.	$468,000	Airbnb cash on cash: -2.97% Traditional cash on cash: 1.28% Airbnb Rental Income: $1343 Traditional Rental Income: $2795 Airbnb ROI: -2.97% Traditional ROI: 1.28%
75 Spinners Run South Windsor, CT 75 Spinners Run, South Windsor, CT 06074 \| Single Family Residential	4 beds \| 2 baths \| 3,154 sq.ft.	$710,000	Airbnb cash on cash: -2.8% Traditional cash on cash: 1.75% Airbnb Rental Income: $596 Traditional Rental Income: $3318 Airbnb ROI: -2.8% Traditional ROI: 1.75%
2103 Mill Pond Dr #2103 South Windsor, CT 2103 Mill Pond Dr #2103, South Windsor, CT 06074 \| Condo/Coop	2 beds \| 2 baths \| 1,816 sq.ft.	$349,900	Airbnb cash on cash: -3.89% Traditional cash on cash: 2.31% Airbnb Rental Income: $614 Traditional Rental Income: $2363 Airbnb ROI: -3.89% Traditional ROI: 2.31%
87 Jessica Dr South Windsor, CT 87 Jessica Dr, South Windsor, CT 06074 \| Single Family Residential	4 beds \| 2 baths \| 2,091 sq.ft.	$519,900	Airbnb cash on cash: -2.68% Traditional cash on cash: 3.11% Airbnb Rental Income: $596 Traditional Rental Income: $3124 Airbnb ROI: -2.68% Traditional ROI: 3.11%
35 Margaret Drive South Windsor, CT RARELY available is this 3 bed, 3 bath contemporary style home in highly sought after Sout...	3 beds \| 3 baths \| 2,288 sq.ft.	$549,900	Airbnb cash on cash: -0.96% Traditional cash on cash: 4.67% Airbnb Rental Income: $1343 Traditional Rental Income: $3826 Airbnb ROI: -0.96% Traditional ROI: 4.67%
150 Heatherwood Dr South Windsor, CT 150 Heatherwood Dr, South Windsor, CT 06074 \| Single Family Residential	5 beds \| 2 baths \| 3,048 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.35% Airbnb Rental Income: $null Traditional Rental Income: $3413 Airbnb ROI: N/A Traditional ROI: 2.35%
1012 Sand Stone Dr #1012 South Windsor, CT 1012 Sand Stone Dr #1012, South Windsor, CT 06074 \| Condo/Coop	3 beds \| 3 baths \| 2,357 sq.ft.	$395,000	Airbnb cash on cash: -2.22% Traditional cash on cash: 4.85% Airbnb Rental Income: $1343 Traditional Rental Income: $3550 Airbnb ROI: -2.22% Traditional ROI: 4.85%
13 Cinnamon Spgs #13 South Windsor, CT 13 Cinnamon Spgs #13, South Windsor, CT 06074 \| Condo/Coop	2 beds \| 1 baths \| 1,130 sq.ft.	$235,000	Airbnb cash on cash: -3.58% Traditional cash on cash: 1.77% Airbnb Rental Income: $614 Traditional Rental Income: $1513 Airbnb ROI: -3.58% Traditional ROI: 1.77%
75 Tumblebrook Dr South Windsor, CT 75 Tumblebrook Dr, South Windsor, CT 06074 \| Single Family Residential	4 beds \| 2 baths \| 2,736 sq.ft.	$585,000	Airbnb cash on cash: -2.73% Traditional cash on cash: 2.6% Airbnb Rental Income: $596 Traditional Rental Income: $3219 Airbnb ROI: -2.73% Traditional ROI: 2.6%
808 Mill Pond Dr South Windsor, CT 808 Mill Pond Dr, South Windsor, CT 06074 \| Condo/Coop	2 beds \| 1 baths \| 1,746 sq.ft.	$389,999	Airbnb cash on cash: -2.49% Traditional cash on cash: 1.09% Airbnb Rental Income: $614 Traditional Rental Income: $1633 Airbnb ROI: -2.49% Traditional ROI: 1.09%

Real Estate investment in South-windsor, CT

There are 33 properties for sale in the city of South Windsor . The median list price in South Windsor is $483,450 and the average price per square foot is $225. In May 2026, the average monthly cash on cash return in South Windsor is 3.00%. The average monthly rental income in South Windsor is $3,001.

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

There are 33 investment properties available for sale in South-windsor.

In 2026, 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 $3,001.

Your search for investment property begins and ends here

Investment Property for Sale in South Windsor, CT

560 Governors Hwy

South Windsor, CT

3 beds | 1 baths | 1,580 sq.ft.

$389,900

Airbnb cash on cash: -0.83%

Traditional cash on cash: 1.63%

Airbnb Rental Income: $1343

Traditional Rental Income: $1829

Airbnb ROI: -0.83%

Traditional ROI: 1.63%

42 Lexie Lane #42

South Windsor, CT

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

$519,900

Airbnb cash on cash: -1.84%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $1343

Traditional Rental Income: $3437

Airbnb ROI: -1.84%

Traditional ROI: 3.31%

610 Niederwerfer Rd

South Windsor, CT

4 beds | 3 baths | 3,752 sq.ft.

$950,000

Airbnb cash on cash: -2.88%

Traditional cash on cash: 1.63%

Airbnb Rental Income: $596

Traditional Rental Income: $4300

Airbnb ROI: -2.88%

Traditional ROI: 1.63%

1106 Summer Hill Drive #1106

South Windsor, CT

3 beds | 3 baths | 1,730 sq.ft.

$369,900

Airbnb cash on cash: -1.72%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $1343

Traditional Rental Income: $3001

Airbnb ROI: -1.72%

Traditional ROI: 4.24%

1106 Twin Circle Dr #1106

South Windsor, CT

2 beds | 2 baths | 1,066 sq.ft.

$245,000

Airbnb cash on cash: -4.13%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $614

Traditional Rental Income: $1909

Airbnb ROI: -4.13%

Traditional ROI: 2.72%

90-92 Main St

South Windsor, CT

5 beds | 3 baths | 2,950 sq.ft.

$634,900

Airbnb cash on cash: -2.74%

Traditional cash on cash: 4.06%

Airbnb Rental Income: $614

Traditional Rental Income: $4350

Airbnb ROI: -2.74%

Traditional ROI: 4.06%

724 Strong Rd

South Windsor, CT

3 beds | 2 baths | 2,562 sq.ft.

$929,000

Airbnb cash on cash: -2.16%

Traditional cash on cash: 0%

Airbnb Rental Income: $1343

Traditional Rental Income: $2796

Airbnb ROI: -2.16%

Traditional ROI: 0%

892-894 Main Street

South Windsor, CT

4 beds | 3 baths | 3,680 sq.ft.

$499,900

Airbnb cash on cash: -2.99%

Traditional cash on cash: 5.83%

Airbnb Rental Income: $596

Traditional Rental Income: $4435

Airbnb ROI: -2.99%