Real Estate Investment Properties for Sale in Windham, CT

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

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

Search for Single Family Residential for Sale in Windham, 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 9 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
4 Jerusalem Road Windham, CT Welcome to this Classic Cape styled home in Windham, CT-where timeless charm meets everyda...	3 beds \| 2 baths \| 1,938 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.61% Airbnb Rental Income: $null Traditional Rental Income: $3058 Airbnb ROI: N/A Traditional ROI: 5.61%
359 Plains Road Windham, CT Welcome to this charming and spacious 3-bedroom, 2-bath Colonial nestled in a peaceful Win...	3 beds \| 2 baths \| 1,900 sq.ft.	$289,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.16% Airbnb Rental Income: $null Traditional Rental Income: $3191 Airbnb ROI: N/A Traditional ROI: 9.16%
337 South Windham Road Windham, CT This charming four-bedroom, two-and-a-half-bathroom home offers 2,905 square feet of comfo...	4 beds \| 3 baths \| 2,905 sq.ft.	$469,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.16% Airbnb Rental Income: $null Traditional Rental Income: $4164 Airbnb ROI: N/A Traditional ROI: 6.16%
59 Lynwood Drive Windham, CT Welcome to 59 Linwood Drive, nestled in a charming Windham neighborhood and offering both ...	3 beds \| 1 baths \| 1,274 sq.ft.	$262,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.48% Airbnb Rental Income: $null Traditional Rental Income: $2217 Airbnb ROI: N/A Traditional ROI: 5.48%
84 Machine Shop Hill Road Windham, CT Take a look at this large ranch loaded with all the right features for a great price. Ther...	2 beds \| 2 baths \| 2,396 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.69% Airbnb Rental Income: $null Traditional Rental Income: $2876 Airbnb ROI: N/A Traditional ROI: 9.69%
231 Back Road Windham, CT The fraise, "They don't make'em like this anymore" comes to mind as you walk into this cla...	3 beds \| 2 baths \| 2,144 sq.ft.	$329,999	Airbnb cash on cash: N/A Traditional cash on cash: 6.86% Airbnb Rental Income: $null Traditional Rental Income: $3186 Airbnb ROI: N/A Traditional ROI: 6.86%
162 Scotland Road Windham, CT OH Sunday 12/06. Highest & Best by 12/13! 2.5 Acres with a beautiful updated...	3 beds \| 2 baths \| 1,401 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.29% Airbnb Rental Income: $null Traditional Rental Income: $2738 Airbnb ROI: N/A Traditional ROI: 6.29%

Your search for investment property begins and ends here

Single Family Homes for Sale in Windham, CT

4 Jerusalem Road

Windham, CT

3 beds | 2 baths | 1,938 sq.ft.

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.61%

Airbnb Rental Income: $null

Traditional Rental Income: $3058

Airbnb ROI: N/A

Traditional ROI: 5.61%

359 Plains Road

Windham, CT

3 beds | 2 baths | 1,900 sq.ft.

$289,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.16%

Airbnb Rental Income: $null

Traditional Rental Income: $3191

Airbnb ROI: N/A

Traditional ROI: 9.16%

337 South Windham Road

Windham, CT

4 beds | 3 baths | 2,905 sq.ft.

$469,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.16%

Airbnb Rental Income: $null

Traditional Rental Income: $4164

Airbnb ROI: N/A

Traditional ROI: 6.16%

59 Lynwood Drive

Windham, CT

3 beds | 1 baths | 1,274 sq.ft.

$262,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.48%

Airbnb Rental Income: $null

Traditional Rental Income: $2217

Airbnb ROI: N/A

Traditional ROI: 5.48%

84 Machine Shop Hill Road

Windham, CT

2 beds | 2 baths | 2,396 sq.ft.

$229,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.69%

Airbnb Rental Income: $null

Traditional Rental Income: $2876

Airbnb ROI: N/A

Traditional ROI: 9.69%

231 Back Road

Windham, CT

3 beds | 2 baths | 2,144 sq.ft.

$329,999

Airbnb cash on cash: N/A

Traditional cash on cash: 6.86%

Airbnb Rental Income: $null

Traditional Rental Income: $3186

Airbnb ROI: N/A

Traditional ROI: 6.86%

162 Scotland Road

Windham, CT

3 beds | 2 baths | 1,401 sq.ft.

$299,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.29%

Airbnb Rental Income: $null

Traditional Rental Income: $2738

Airbnb ROI: N/A

Traditional ROI: 6.29%

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