Donna Bowes
Sunset Lakes Real Estate
(207) 705-5808
18 Total Sales
1 in Windham
$868,000 Price
50 Overlook Rd Windham, ME 04062
Windham AreaEstimated Value: $315,000 - $373,000
2
Beds
1
Bath
972
Sq Ft
$361/Sq Ft
Est. Value
Highlights
- 60 Feet of Waterfront
- Baseboard Heating
- Vinyl Flooring
- Ranch Style House
About This Home
As of February 2026Tucked 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 Agent to Sell the Property
A Team Realty Brokerage Email: info@ateammaine.com Listed on: 01/06/2026
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $3,077
Year Built
- Built in 1935
Lot Details
- 14,810 Sq Ft Lot
- 60 Feet of Waterfront
- Property is zoned FR
HOA Fees
- $33 Monthly HOA Fees
Home Design
- Ranch Style House
- Cottage
- Camp Architecture
- Shingle Roof
- Fiberglass Roof
Interior Spaces
- 972 Sq Ft Home
- Vinyl Flooring
Bedrooms and Bathrooms
- 2 Bedrooms
- 1 Full Bathroom
Utilities
- No Cooling
- Baseboard Heating
- Private Water Source
- Well
- Septic Tank
- Private Sewer
Community Details
- Overlook Road Association Subdivision
Listing and Financial Details
- Tax Lot 65
- Assessor Parcel Number WINM-000029-000000-000065
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Jan 6, 2026
Closed on
Feb 6, 2026
Sold by
506 Main St Realty Llc
Bought by
Seller's Agent
Ashley Fearon
A Team Realty
Buyer's Agent
Alicia Frechette Ramsey Pulkkinen
A Team Realty
List Price
$359,000
Sold Price
$365,000
Premium/Discount to List
$6,000
1.67%
Views
106
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$13,676
Avg. Annual Appreciation
-6.59%
Purchase Details
Listed on
Apr 11, 2025
Closed on
Jun 16, 2025
Sold by
Blue Castle Ltd
Bought by
506 Main St Realty Llc
Seller's Agent
Rodney Charest
Meservier & Associates
Buyer's Agent
Ashley Fearon
A Team Realty
List Price
$250,000
Sold Price
$165,500
Premium/Discount to List
-$84,500
-33.8%
Views
103
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
258.12%
Original Mortgage
$285,000
Interest Rate
6.76%
Mortgage Type
Purchase Money Mortgage
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Windham, ME
-
Donna Bowes
-
Craig Garrett
Craig Garrett
Tim Dunham Realty
(207) 687-1055
81 Total Sales
4 in Windham
$234K - $705K Price Range
-
Luke Morris
Luke Morris
REAL Broker NH, LLC
(855) 625-7038
62 Total Sales
1 in Windham
$545,000 Price
-
David Super
David Super
Tim Dunham Realty
(207) 610-7633
82 Total Sales
1 in Windham
$474,000 Price
-
Emily Shaffer
Emily Shaffer
U&R Real Estate
(717) 913-5206
33 Total Sales
1 in Windham
$400,000 Price
-
Ashley Fearon
Ashley Fearon
A Team Realty
(877) 780-5160
93 Total Sales
36 in Windham
$125K - $915K Price Range
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $365,000 | -- | ||
| 506 Main St Realty Llc | $166,500 | None Available |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | $285,000 | ||
| Previous Owner | Cunningham Edward J | $187,500 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 02/06/2026 02/06/26 | Sold | $365,000 | +1.7% | $376 / Sq Ft | |
| 01/09/2026 01/09/26 | Pending | -- | -- | -- | |
| 01/06/2026 01/06/26 | For Sale | $359,000 | +116.9% | $369 / Sq Ft | |
| 06/25/2025 06/25/25 | Sold | $165,500 | -31.0% | $170 / Sq Ft | View Prior Sale |
| 05/06/2025 05/06/25 | Price Changed | $240,000 | -4.0% | $247 / Sq Ft | |
| 04/11/2025 04/11/25 | For Sale | $250,000 | -- | $257 / Sq Ft |
Source: Maine Listings
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $2,539 | $210,500 | $106,300 | $104,200 |
| 2024 | $3,077 | $268,300 | $106,300 | $162,000 |
| 2023 | $2,831 | $252,800 | $98,800 | $154,000 |
| 2022 | $2,493 | $214,700 | $77,900 | $136,800 |
| 2021 | $2,356 | $187,000 | $67,800 | $119,200 |
| 2020 | $3,624 | $154,600 | $59,400 | $95,200 |
| 2019 | $3,624 | $154,600 | $59,400 | $95,200 |
| 2018 | $3,461 | $137,500 | $53,500 | $84,000 |
| 2017 | $3,276 | $116,700 | $48,000 | $68,700 |
| 2016 | $1,832 | $116,700 | $48,000 | $68,700 |
| 2015 | $1,768 | $116,700 | $48,000 | $68,700 |
| 2014 | $1,565 | $116,700 | $48,000 | $68,700 |
| 2013 | -- | $116,700 | $48,000 | $68,700 |
Source: Public Records
Agents Affiliated with this Home
-
Ashley Fearon
Seller's Agent in 2026
Ashley Fearon
A Team Realty
(207) 595-0427
93 Total Sales
-
Alicia Frechette Ramsey Pulkkinen
Buyer's Agent in 2026
Alicia Frechette Ramsey Pulkkinen
A Team Realty
(207) 890-7425
262 Total Sales
-
Rodney Charest
Seller's Agent in 2025
Rodney Charest
Meservier & Associates
(207) 576-4953
200 Total Sales
-
Krista Charest
KC
Seller Co-Listing Agent in 2025
Krista Charest
Meservier & Associates
(207) 577-8219
66 Total Sales
Map
Source: Maine Listings
MLS Number: 1648639
APN: WINM-000029-000000-000065
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
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