$369,000
- 2 Beds
- 1 Bath
- 972 sqft (on 0.34 acres)
50 Overlook Road, Windham, ME 04062
Est. Refi. Payment $2,314/mo*
Refinance Your HomeCurrently Off Market - Sold Feb 6, 2026 for $365,000 (2% above list price)
Home Value
Trulia Estimate
$369KSince last month
Decreased$1K (-0.4%)Since last year
Increased$136K (+58%)Since last sale
Increased$4K (+1.2%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +124% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $369K |
| August 2026 | $369K |
| July 2026 | $371K |
| June 2026 | $374K |
| May 2026 | $373K |
| April 2026 | $369K |
| March 2026 | $367K |
| February 2026 | $366K |
| January 2026 | $360K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.15 | Single-Family Home | $635,000 | 06/17/26 | 2 | 1 | 1,094 | |
0.53 | Single-Family Home | $380,500 | 05/14/26 | 2 | 1 | 1,404 | |
0.31 | Single-Family Home | $510,000 | 06/22/26 | 3 | 2 | 1,456 | |
0.50 | Single-Family Home | $375,000 | 01/16/26 | 3 | 1 | 1,056 | |
0.24 | Single-Family Home | $400,000 | 01/07/26 | 3 | 1 | 1,938 | |
0.67 | Single-Family Home | $400,000 | 08/31/26 | 2 | 1 | 808 | |
0.53 | Single-Family Home | $485,000 | 05/14/26 | 2 | 1 | 1,685 | |
0.32 | Single-Family Home | $574,900 | 08/24/26 | 3 | 1.5 | 1,485 | |
0.38 | Single-Family Home | $570,740 | 05/13/26 | 3 | 2 | 1,594 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.09 | - | - | - | - | Off Market | |
0.07 | $744,100 | 3 | 2 | 1,532 | Off Market | |
0.08 | $234,600 | 1 | 0.5 | 360 | Off Market | |
0.10 | $419,900 | 1 | 1 | 904 | Off Market | |
0.12 | $420,200 | 4 | 1 | 1,258 | Off Market | |
0.15 | $635,000 | 2 | 1 | 1,094 | Recently Sold | |
0.19 | $721,800 | 4 | 2.5 | 2,152 | Off Market | |
0.16 | $427,100 | 2 | 1.5 | 1,464 | Off Market | |
0.17 | $110,000 | - | - | - | Recently Sold | |
0.20 | $795,900 | 3 | 2 | 2,028 | Off Market | |
0.23 | $495,000 | 3 | 1 | 1,254 | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1935
0.34 acre lot
972 sqft
$376/sqft
HOA $33/mo
Last check for updates: about 6 hours ago
Listed by A Team Realty
Bought with: A Team Realty
Source: Maine Listings, MLS#1648639

About this House
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.
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.
50 Overlook Road, Windham, ME 04062 is a 2 bedroom, 1 bathroom, 972 sqft single-family home built in 1935. It last sold for $365,000 on Feb 6, 2026 (2% above the $359,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $369,000, with a rent estimate of $2,104/month.
Home Details for 50 Overlook Road
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MLS Status: Closed |
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Interior Details Number of Rooms: 6Types of Rooms: Bedroom 1, Bedroom 2, Dining Room, Kitchen, Laundry, Living Room |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1 |
Dimensions and Layout Living Area: 972 Square Feet |
Heating & Cooling Heating: Baseboard,OtherNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa No Fireplace |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Flooring: Vinyl |
Levels, Entrance, & Accessibility Floors: Vinyl |
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Exterior Home Features Roof: Fiberglass ShingleNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached Garage |
Frontage WaterfrontOn Waterfront |
Water & Sewer Sewer: Private Sewer, Septic TankWater Body: Highland Lake |
Farm & Range Frontage Length: Waterfrontage: 60, Waterfrontage Shared: 60 |
Finished Area Finished Area (above surface): 972 Square Feet |
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Year Built Year Built: 1935 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Camp,Cottage,Ranch |
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Price List Price: $359,000Price Per Sqft: $376/sqft |
Status Change & Dates Off Market Date: Fri Jan 09 2026 |
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Direction & Address City: WindhamCommunity: Overlook Road Association |
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Building Area Building Area: 972 Square Feet |
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Has an HOAHOA Fee: $400/Annually |
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Lot Area: 0.34 acres |
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Mls Number: 1648639Attribution Contact: info@ateammaine.comAbove Grade Unfinished Area: 972 |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Feb 6, 2026 Source: Maine Listings #1648639 | Sold | $365,000 |
Jan 10, 2026 Source: Maine Listings #1648639 | Pending | $359,000 |
Jan 6, 2026 Source: Maine Listings #1648639 | Listed For Sale | $359,000 |
Jun 25, 2025 Source: Maine Listings #1618772 | Sold | $165,500 |
Jun 25, 2025 Source: Maine Listings #1618772 | Pending | $240,000 |
May 7, 2025 Source: Maine Listings #1618772 | Contingent | $240,000 |
May 6, 2025 Source: Maine Listings #1618772 | PriceChange | $240,000 Price decreased by 4% |
Apr 11, 2025 Source: Maine Listings #1618772 | Listed For Sale | $250,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $3,077 | $268,300 |
Home facts updated by county records
Market trends in Windham
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
96
22MoM
Around this home
What Locals Say about Windham
At least 40 Trulia users voted on each feature.
96 % Say car is needed
91 % Say parking is easy
85 % Say yards are well-kept
80 % Say there's wildlife
79 % Say there's holiday spirit
78 % Say people would walk alone at night
67 % Say it's quiet
67 % Say they plan to stay for at least 5 years
67 % Say it's dog friendly
66 % Say neighbors are friendly
66 % Say kids play outside
31 % Say there are community events
28 % Say there are sidewalks
28 % Say it's walkable to restaurants
17 % Say streets are well-lit
13 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

Listing data is derived in whole or in part from Maine Real Estate Information System, Inc. (d/b/a Maine Listings) and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.
© 2026 Maine Real Estate Information System, Inc. All Rights Reserved. Equal Housing Opportunity.
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443
Frequently asked questions about 50 Overlook Road
- What is 50 Overlook Road estimated to be worth?Trulia's estimated value for 50 Overlook Road in Windham, ME is $369,000.
- What is the price history for 50 Overlook Road?50 Overlook Road in Windham, ME last sold for $365,000 in February 2026.
- Is Windham a buyer's or seller's market?Windham is currently a seller's market, based on recent for-sale activity.
- What do residents say about Windham?Residents describe Windham, ME as easy to park in, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Windham, ME.
- Does 50 Overlook Road have laundry facilities?Yes, 50 Overlook Road in Windham, ME has laundry facilities.
- How big is the lot at 50 Overlook Road?The lot at 50 Overlook Road in Windham, ME is about 0.34 acres (14,810 sq ft).

