50 Overlook Road, Windham, ME 04062 (MLS # 1648639)
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Tucked away on a quiet dead-end road, this charming two-bedroom cottage-style home offers the perfect blend of comfort, privacy, and year-round enjoyment. Thoughtfully and completely remodeled, the home features a warm, welcoming layout filled with natural light and cozy finishes throughout. Unwind in the four-season porch while taking in peaceful winter water views, or enjoy an easy stroll to nearby Highland Lake access"”perfect for boating, kayaking, swimming, and summer days on the water. When winter arrives, Highland Lake transforms into a hub for ice fishing and seasonal fun, making this a true four-season retreat. Whether you're seeking a serene weekend getaway or a low-maintenance year-round residence, this home delivers. With close proximity to Portland, you'll love the balance of peaceful lakeside living without sacrificing convenience. A rare opportunity to own a move-in-ready lake-area cottage that checks every box.
| LAST UPDATED | 1/6/2026 | TRACT | Overlook Road Association |
|---|---|---|---|
| YEAR BUILT | 1935 | COMMUNITY | Overlook Road Association |
| COUNTY | Cumberland | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| ADDITIONAL DETAILS | |
| AIR | None |
|---|---|
| BASEMENT | Crawl Space, Dirt Floor |
| CONSTRUCTION | Vinyl Siding |
| HEAT | Baseboard, Other |
| HOA DUES | 400 |
| LOT | 0.34 acre(s) |
| LOT DESCRIPTION | Corner Lot, Level, Subdivided, Waterfront |
| LOT DIMENSIONS | 0.34 |
| MLS STATUS | Active |
| PARKING | Other, Off Street |
| SEWER | Septic Tank, Private Sewer |
| STYLE | Camp, Cottage, Ranch |
| SUBDIVISION | Overlook Road Association |
| TAXES | 3077 |
| WATER | Well, Private |
| WATER ACCESS | Highland Lake |
| WATERFRONT | Yes |
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Listing data is derived in whole or in part from the Maine IDX & is for consumers'' personal, non-commercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.© 2026 Maine Real Estate Information System, Inc. All Rights Reserved. 
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IDX data provided by Market Leader, courtesy of Maine Listings.
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