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.
Investment Property for Sale in Windham, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
188 Oxbow DriveWindham, CTThis spacious Raised Ranch features a large kitchen with a center island and ample cabinet... |
2 beds | 2 baths | 804 sq.ft. |
$275,900 |
Airbnb cash on cash: 0.95%
|
359 Plains RoadWindham, CTWelcome 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
|
337 South Windham RoadWindham, CTThis charming four-bedroom, two-and-a-half-bathroom home offers 2,905 square feet of comfo... |
4 beds | 3 baths | 2,905 sq.ft. |
$420,000 |
Airbnb cash on cash: N/A
|
366 Ash Street #APT 2Windham, CTMove right in to this seldom available townhouse style condo in Windham Oaks with open eff... |
2 beds | 2 baths | 1,210 sq.ft. |
$225,000 |
Airbnb cash on cash: -1.01%
|
84 Machine Shop Hill RoadWindham, CTTake 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: 0.6%
|
29 Kathleen Drive #APT 5EWindham, CTStep inside this immaculate townhouse-style condo and immediately feel the care and attent... |
2 beds | 2 baths | 998 sq.ft. |
$199,500 |
Airbnb cash on cash: -0.6%
|
Real Estate investment in Windham, CT
There are 9 properties for sale in the city of Windham . The median list price in Windham is $284,000 and the average price per square foot is $135. In October 2025, the average monthly cash on cash return in Windham is 7.00%. The average monthly rental income in Windham is $3,208.