Real Estate Investment Properties for Sale in Windham, ME
Looking for investment property in Windham, ME with high ROI ?
Explore a variety of short-term homes & houses in Windham, ME. Invest wisely with VRBO & Windham, ME 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, ME
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
29 Victoria LaneWindham, METhis beautifully designed sprawling ranch offers a functional and inviting layout. The pri... |
4 beds | N/A baths | 3,128 sq.ft. |
$834,900 |
Airbnb cash on cash: 0.88%
|
99 Land Of Nod RoadWindham, MEMove in ready & neat as a pin! A 'must see' on the list!...This 2003, custom... |
3 beds | 3 baths | 2,831 sq.ft. |
$767,000 |
Airbnb cash on cash: 0.57%
|
8 Emerson DriveWindham, MEDiscover 100 feet of private water frontage on Collins Pond with this beautifully remodele... |
1 beds | N/A baths | 1,229 sq.ft. |
$485,000 |
Airbnb cash on cash: 0.15%
|
81 Hall RoadWindham, MEMove-in ready and recently remodeled, this low-maintenance Windham split-entry sits on jus... |
4 beds | N/A baths | 1,429 sq.ft. |
$450,000 |
Airbnb cash on cash: 2.74%
|
34 Trails End RoadWindham, MEMany uses possible for this home. Second floor of garage would make a great apartment or i... |
3 beds | N/A baths | 2,162 sq.ft. |
$545,000 |
Airbnb cash on cash: 2.52%
|
594 River RoadWindham, METhis large treasured property has set preserved by a loving family for decades since the g... |
2 beds | N/A baths | 780 sq.ft. |
$1,060,000 |
Airbnb cash on cash: -0.03%
|
30 Marshall Valley RoadWindham, MEBuild Your Dream Home With One Of Maines's Premier Builders!! Welcome To 30 Marshall Valle... |
3 beds | N/A baths | 1,620 sq.ft. |
$550,000 |
Airbnb cash on cash: 2.52%
|
103 Basin RoadWindham, METhis a great opportunity to own a classic lakeside home on the shores of the Sebago Lake B... |
2 beds | N/A baths | 813 sq.ft. |
$1,000,000 |
Airbnb cash on cash: 1.44%
|
66 James WayWindham, MEVersatile Quonset Hut-Style Building - Live & Work Opportunity. Discover a unique chance ... |
1 beds | N/A baths | 2,674 sq.ft. |
$289,900 |
Airbnb cash on cash: 2.43%
|
324 Roosevelt Trail unit: A-B #A-BWindham, MERare opportunity for the creative. Currently property consists of a ranch style duplex wit... |
N/A beds | N/A baths | 1,408 sq.ft. |
$565,000 |
Airbnb cash on cash: -1.27%
|
16 Shepherd LaneWindham, MEWelcome to Shepherd Lane, Windham's newest subdivision! Located off Falmouth Road, Shepher... |
3 beds | N/A baths | 1,352 sq.ft. |
$475,000 |
Airbnb cash on cash: 3.07%
|
336 Pope RoadWindham, MENestled in private, wooded enclave, this peaceful and charming 2-bedroom, 1-bath condo is ... |
2 beds | N/A baths | 1,010 sq.ft. |
$269,900 |
Airbnb cash on cash: 7.98%
|
18 Victoria LaneWindham, MEWelcome to 18 Victoria Lane ââ¬â an immaculately maintained home offering generous liv... |
4 beds | N/A baths | 3,049 sq.ft. |
$830,000 |
Airbnb cash on cash: 1.77%
|
26 Marshall Valley RoadWindham, MEGreat Opportunity, Motivated Sellers, In An Amazing Windham Location!! Welcome to 26 Marsh... |
2 beds | N/A baths | 2,703 sq.ft. |
$475,000 |
Airbnb cash on cash: 4.15%
|
7 Baxter Woods TrailWindham, MEDon't miss this charming 2BR, 1.5BA townhouse-style condo nestled in a peaceful wooded set... |
2 beds | N/A baths | 910 sq.ft. |
$275,000 |
Airbnb cash on cash: 7.82%
|
7 Haven RoadWindham, MENewly completed Windham home is located only minutes to Portland in an established neighbo... |
3 beds | N/A baths | 1,792 sq.ft. |
$565,000 |
Airbnb cash on cash: 2.43%
|
18 Shepherd LaneWindham, METhis nearly complete Cottonwood Colonial features 3 Bedrooms, 2.5 Bathrooms, and an open-c... |
3 beds | N/A baths | 1,706 sq.ft. |
$525,000 |
Airbnb cash on cash: 1.01%
|
1 Friendly Way (on Land of Nod )Windham, MEWelcome to 1 Friendly Way ââ¬â South Windham's newly built, luxury modern-style bungal... |
3 beds | N/A baths | 2,016 sq.ft. |
$765,000 |
Airbnb cash on cash: 0.19%
|
1 Matinicus WayWindham, MEWelcome to 1 Matinicus Way ââ¬â a charming, low-maintenance single level condo offerin... |
2 beds | N/A baths | 767 sq.ft. |
$385,000 |
Airbnb cash on cash: 5.33%
|
18 Cook RoadWindham, MEMove in ready at its finest! Set on a private lot, in a great location, this home is ready... |
3 beds | N/A baths | 1,304 sq.ft. |
$499,000 |
Airbnb cash on cash: 2.88%
|
14 Emerson DriveWindham, MEUnique opportunity to own this 2005 built Contemporary located on Collins Pond with over 2... |
4 beds | N/A baths | 3,444 sq.ft. |
$665,000 |
Airbnb cash on cash: 1.1%
|
93 River RoadWindham, MEWelcome to the Parson Smith Homestead, a historically preserved 1764 home located on 124 a... |
5 beds | N/A baths | 3,680 sq.ft. |
$950,000 |
Airbnb cash on cash: N/A
|
404 Pope RoadWindham, METhis neat as a pin home has had extensive renovations by the current owners. The hardwood ... |
2 beds | N/A baths | 922 sq.ft. |
$365,000 |
Airbnb cash on cash: 5.68%
|
324 Roosevelt TrailWindham, MEGreat opportunity for contractor, Landscaper or investor. One could also live in one unit ... |
N/A beds | N/A baths | 1,408 sq.ft. |
$545,000 |
Airbnb cash on cash: -1.28%
|
6 Dolley Farm RoadWindham, MENow Building!! Be in this Spring. Dolley Farm, Windham's NEWEST condominium community offe... |
3 beds | N/A baths | 1,550 sq.ft. |
$469,000 |
Airbnb cash on cash: 1.79%
|
Real Estate investment in Windham, ME
There are 25 properties for sale in the city of Windham . The median list price in Windham is $565,000 and the average price per square foot is $260. In January 2026, the average monthly cash on cash return in Windham is 4.00%. The average monthly rental income in Windham is $2,700.