$359,000
PENDING

50 Overlook Rd Windham, ME 04062

Estimated payment $2,148/month

Total Views 2,585
2 Beds
1 Bath
972 Sq Ft
$369 Price per Sq Ft

Highlights

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

About This Home

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.

Listing Agent

Ashley Fearon

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

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

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: Pending
  • 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

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
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

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

About the Listing Agent

Ashley Fearon

A Team Realty

(207) 595-0427

Section Image

Meet Ashley, a Maine native who has worked in real estate since 2016. With over $200,000,000 in sales, her and her team are ranked in the top 1% of brokers. Living in Cumberland County for over 20 years, she has an intimate understanding of the region's unique neighborhoods and hidden gems.
While Ashley initially pursued a Bachelor's in Science of Nursing, her journey took an exciting turn when she discovered her true passion lay in the world of real estate. With her strong interpersonal

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Source: Maine Listings

MLS Number: 1648639

Maine Listings

APN: WINM-000029-000000-000065