$365,000
SOLD FEB 6, 2026

50 Overlook Rd Windham, ME 04062

2 Beds
1 Bath
972 Sq Ft
0.34 Acres

Recently Sold

$376 Per Sq Ft

2% Above List Price

3 Days on Market

Highlights

  • 60 Feet of Waterfront
  • Baseboard Heating
  • Vinyl Flooring
  • Ranch Style House

About This Home

As of February 2026

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 Agent to Sell the Property

Ashley Fearon

A Team Realty Brokerage Email: info@ateammaine.com Listed on: 01/06/2026

Last Buyer's Agent

Alicia Frechette Ramsey Pulkkinen

A Team Realty

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $3,077

Year Built

  • Built in 1935

Lot Details

  • 0.34 Acre 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
  • Private Sewer

Community Details

  • Overlook Road Association Subdivision

Listing and Financial Details

  • Tax Lot 65
  • Assessor Parcel Number WINM-000029-000000-000065

Home Details

Home Type

Single Family

Est. Annual Taxes

$3,077

Year Built

Built in 1935

Lot Details

0.34 Acres

HOA Fees

$33 per month

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size Acres: 0.34
  • Water Body Name: Highland Lake
  • MLS Status: Closed
  • Subdivision Name: Overlook Road Association
  • Directions: Albion Rd to Overlook. Follow Overlook down towards Highland Lake and home will be on your left.
  • Above Grade Finished Sq Ft: 972.0
  • Architectural Style: Camp, Cottage, Ranch
  • Garage Yn: No
  • Year Built: 1935
  • Attribution Contact: info@ateammaine.com
  • Location Information:HERS Certified: Unknown
  • Contract Information:List PriceSqFt: 369.34
  • Property Information:Seasonal: No
  • Water Info:Water View2: Seasonal
  • Dining Room:Dining Room: Dining Room
  • Living Room:Living Room: Living Room
  • Water Info:Waterfront Amount -: 60.0
  • Water Info:Water Frontage Shared -: 60.0
  • Laundry Room:Laundry Room: Laundry
  • Special Features: RealEstateOwned

Interior Features

  • Has Basement: Not Applicable
  • Full Bathrooms: 1
  • Total Bedrooms: 2
  • Fireplace: No
  • Flooring: Vinyl
  • Bedroom 2 Level: First
  • Dining Room Dining Room Level: First
  • Kitchen Kitchen Level: First
  • Living Room Living Room Level: First
  • Bedroom 1:Bedroom 1 Level: First
  • Laundry Room Laundry Room Level: First

Exterior Features

  • Waterfront: Yes
  • Roof: Fiberglass, Shingle

Garage/Parking

  • Attached Garage: No

Utilities

  • Cooling: None
  • Cooling Y N: No
  • Heating: Baseboard, Other
  • Heating Yn: Yes
  • Electric: Circuit Breakers
  • Sewer: Private Sewer, Septic Tank
  • Water Source: Private, Well

Condo/Co-op/Association

  • Association Fee: 400.0
  • Association Fee Frequency: Annually
  • Association: Yes

Lot Info

  • Land Lease: No
  • Lot Size Sq Ft: 14810.4
  • Parcel #: WINM-000029-000000-000065
  • Zoning: FR

Tax Info

  • Tax Annual Amount: 3077.0
  • Tax Lot: 65

Ownership History

Date Name Owned For Owner Type

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
90.04%
Original Mortgage
$285,000
Outstanding Balance
$283,510
Interest Rate
6.76%
Mortgage Type
Purchase Money Mortgage
Estimated Equity
-$29,049
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

Date Type Sale Price Title Company
Quit Claim Deed $166,500 None Available
Quit Claim Deed $166,500 None Available
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $285,000 Purchase Money Mortgage
Closed $285,000 Purchase Money Mortgage
Source: Public Records

Property History

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

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
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

    30 in this area

    78 Total Sales

    Ashley Fearon
    Section Image
  • Rodney Charest

    Seller's Agent in 2025

    Rodney Charest

    Meservier & Associates

    (207) 576-4953

    2 in this area

    199 Total Sales

    Rodney Charest
    Section Image

  • K

    Seller Co-Listing Agent in 2025

    Krista Charest

    Meservier & Associates

    (207) 577-8219

    1 in this area

    49 Total Sales

    Krista Charest
    Section Image
See All Agents

Map

Source: Maine Listings

MLS Number: 1648639

Maine Listings

APN: WINM-000029-000000-000065

Maine Cumberland County Windham 04062

50 Overlook Rd, Windham, ME

Sold

Detached

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.

Maine Listings 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.

Homes.com, LLC, 17600 Laguna Canyon Rd Irvine, CA 92618 (888)-952-6393

Nearby Homes
Your Personal Tour Guide

Ask me questions while you tour the home.