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 |
|---|---|---|---|
24 Schoolhouse LaneWindham, CT**MULTIPLE OFFERS IN HAND-HIGHEST AND BEST BY 7PM 3/25/26. Adorable, updated Cape Cod in W... |
3 beds | 1 baths | 1,092 sq.ft. |
$200,000 |
Airbnb cash on cash: N/A
|
9 Highland View DriveWindham, CTPerfect first home, or downsize, with the big updates already done. This move-in ready pro... |
3 beds | 1 baths | 960 sq.ft. |
$315,000 |
Airbnb cash on cash: N/A
|
366 Ash Street unit: Apt 12Windham, CT2 Bedroom unit in Windham Oaks. Open concept living and dining room with wood burning fire... |
2 beds | 2 baths | 1,264 sq.ft. |
$200,000 |
Airbnb cash on cash: N/A
|
139 South StreetWindham, CTEnjoy the best of both worlds - homeownership with built-in rental income potential. The m... |
5 beds | 3 baths | 1,848 sq.ft. |
$285,900 |
Airbnb cash on cash: N/A
|
39 Pleasant View AvenueWindham, CTNeighborhood setting, Cape Cod style 5 rms, 2 Brs, lots of possibilities, suburban locatio... |
2 beds | 1 baths | 1,316 sq.ft. |
$136,500 |
Airbnb cash on cash: N/A
|
39 S Windham RoadWindham, CTWe have had a lot of interest on this property therefor we are asking for HIGHEST/BEST BY ... |
3 beds | 1 baths | 1,120 sq.ft. |
$279,900 |
Airbnb cash on cash: N/A
|
7 Circle DriveWindham, CTOpen Floor plan, 1152 SF, 3 bedrooms, 2 full baths. Vaulted ceilings, Kitchen offers plent... |
3 beds | 2 baths | 1,152 sq.ft. |
$145,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Windham, CT
There are 13 properties for sale in the city of Windham . The median list price in Windham is $560,000 and the average price per square foot is $236. In March 2026, the average monthly cash on cash return in Windham is 7.00%. The average monthly rental income in Windham is $2,721.