Closed
$365,000
50 Overlook Road, Windham, ME 04062
2beds
972sqft
Single Family Residence
Built in 1935
0.34 Acres Lot
$365,300 Zestimate®
$376/sqft
$2,243 Estimated rent
Home value
$365,300
$347,000 - $384,000
$2,243/mo
Zestimate® history
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Owner options
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What's special
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.
Zillow last checked: 8 hours ago
Listing updated: February 10, 2026 at 07:29am
Listed by:
A Team Realty info@ateammaine.com
Bought with:
A Team Realty
Source: Maine Listings,MLS#: 1648639
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Bedroom 1
- Level: First
Bedroom 2
- Level: First
Dining room
- Level: First
Kitchen
- Level: First
Laundry
- Level: First
Living room
- Level: First
Heating
- Baseboard, Other
Cooling
- None
Features
- Flooring: Vinyl
- Has fireplace: No
Interior area
- Total structure area: 972
- Total interior livable area: 972 sqft
- Finished area above ground: 972
- Finished area below ground: 0
Property
Features
- Body of water: Highland Lake
- Frontage length: Waterfrontage: 60,Waterfrontage Shared: 60
Lot
- Size: 0.34 Acres
Details
- Parcel number: WINMM29B65
- Zoning: FR
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Camp,Cottage,Ranch
- Property subtype: Single Family Residence
Materials
- Roof: Fiberglass,Shingle
Condition
- Year built: 1935
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Private Sewer, Septic Tank
- Water: Private, Well
Community & neighborhood
Location
- Region: Windham
- Subdivision: Overlook Road Association
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $400 annually
Price history
| Date | Event | Price |
|---|---|---|
| 2/6/2026 | Sold | $365,000+1.7%$376/sqft |
Source: | ||
| 1/10/2026 | Pending sale | $359,000$369/sqft |
Source: | ||
| 1/6/2026 | Listed for sale | $359,000+116.9%$369/sqft |
Source: | ||
| 6/25/2025 | Sold | $165,500-31%$170/sqft |
Source: | ||
| 6/25/2025 | Pending sale | $240,000$247/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $3,077 +8.7% | $268,300 +6.1% |
| 2023 | $2,831 +13.6% | $252,800 +17.7% |
| 2022 | $2,493 +7.5% | $214,700 +38.9% |
Find assessor info on the county website
Neighborhood: 04062
Nearby schools
GreatSchools rating
- 5/10Windham Primary SchoolGrades: K-3Distance: 2.3 mi
- 4/10Windham Middle SchoolGrades: 6-8Distance: 2.2 mi
- 6/10Windham High SchoolGrades: 9-12Distance: 2.3 mi
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$365,300
2% more+$7,306
With Zillow Showcase(estimated)$372,606

