Real Estate Investments for Sale in Windham, CT With High ROI

Are you looking for a vacation rental in Windham, CT? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.

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 8 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
3 Autumn Ridge Windham, CT Beautiful Custom Cape To Be Built on 1.16 Acre Level Lot!	4 beds \| 3 baths \| 1,768 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.21% Airbnb Rental Income: $null Traditional Rental Income: $2464 Airbnb ROI: N/A Traditional ROI: 3.21%
22 Cedar Hill Road Windham, CT Brand new 4 bedroom, 2 full bath custom ranch located on quiet cul-de-sac street. This hom...	4 beds \| 2 baths \| 1,848 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.93% Airbnb Rental Income: $null Traditional Rental Income: $3333 Airbnb ROI: N/A Traditional ROI: 4.93%
187 South Windham Road Windham, CT Come take a look at this charming cape in South windham.Hardwood on th main level On the m...	4 beds \| 2 baths \| 1,534 sq.ft.	$310,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.39% Airbnb Rental Income: $null Traditional Rental Income: $2864 Airbnb ROI: N/A Traditional ROI: 6.39%
225 Oakwood Drive Windham, CT Welcome home to where life long memories are made and cherished. This Nine Room Colonial s...	4 beds \| 2 baths \| 2,660 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.92% Airbnb Rental Income: $null Traditional Rental Income: $3158 Airbnb ROI: N/A Traditional ROI: 7.92%
236 South Windham Road Windham, CT If you are looking for more living space, you have found it! This expansive home is no ord...	3 beds \| 3 baths \| 2,936 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.5% Airbnb Rental Income: $null Traditional Rental Income: $3566 Airbnb ROI: N/A Traditional ROI: 6.5%
171 Ash Street Windham, CT Beautifully updated 3 bedroom 1.5 bathroom home with granite counters, new cabinets, tile ...	3 beds \| 2 baths \| 1,309 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.94% Airbnb Rental Income: $null Traditional Rental Income: $2220 Airbnb ROI: N/A Traditional ROI: 5.94%
340 Windham Road Windham, CT Great property with two homes on one lot. The main cape-style home features a large kitche...	3 beds \| 3 baths \| 1,533 sq.ft.	$349,380	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $2497 Airbnb ROI: N/A Traditional ROI: 4.21%
71 Gordon Avenue Windham, CT Adorable ranch home set on a corner lot in a neighborhood setting and just a short walking...	2 beds \| 2 baths \| 728 sq.ft.	$195,000	Airbnb cash on cash: 9.81% Traditional cash on cash: 7.61% Airbnb Rental Income: $3207 Traditional Rental Income: $2077 Airbnb ROI: 9.81% Traditional ROI: 7.61%

Your search for investment property begins and ends here

Single Family Homes for Sale in Windham, CT

3 Autumn Ridge

Windham, CT

4 beds | 3 baths | 1,768 sq.ft.

$400,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.21%

Airbnb Rental Income: $null

Traditional Rental Income: $2464

Airbnb ROI: N/A

Traditional ROI: 3.21%

22 Cedar Hill Road

Windham, CT

4 beds | 2 baths | 1,848 sq.ft.

$429,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.93%

Airbnb Rental Income: $null

Traditional Rental Income: $3333

Airbnb ROI: N/A

Traditional ROI: 4.93%

187 South Windham Road

Windham, CT

4 beds | 2 baths | 1,534 sq.ft.

$310,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.39%

Airbnb Rental Income: $null

Traditional Rental Income: $2864

Airbnb ROI: N/A

Traditional ROI: 6.39%

225 Oakwood Drive

Windham, CT

4 beds | 2 baths | 2,660 sq.ft.

$295,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.92%

Airbnb Rental Income: $null

Traditional Rental Income: $3158

Airbnb ROI: N/A

Traditional ROI: 7.92%

236 South Windham Road

Windham, CT

3 beds | 3 baths | 2,936 sq.ft.

$385,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.5%

Airbnb Rental Income: $null

Traditional Rental Income: $3566

Airbnb ROI: N/A

Traditional ROI: 6.5%

171 Ash Street

Windham, CT

3 beds | 2 baths | 1,309 sq.ft.

$249,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.94%

Airbnb Rental Income: $null

Traditional Rental Income: $2220

Airbnb ROI: N/A

Traditional ROI: 5.94%

340 Windham Road

Windham, CT

3 beds | 3 baths | 1,533 sq.ft.

$349,380

Airbnb cash on cash: N/A

Traditional cash on cash: 4.21%

Airbnb Rental Income: $null

Traditional Rental Income: $2497

Airbnb ROI: N/A

Traditional ROI: 4.21%

71 Gordon Avenue

Windham, CT

2 beds | 2 baths | 728 sq.ft.

$195,000

Airbnb cash on cash: 9.81%

Traditional cash on cash: 7.61%

Airbnb Rental Income: $3207

Traditional Rental Income: $2077

Airbnb ROI: 9.81%