50 Overlook Rd

972 Sq. Ft.
$369 / Sq. Ft.
972
Sq. Ft.
$369
per Sq. Ft.

Description

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...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.
  1. Listed by Ashley Fearon • A Team Realty • info@ateammaine.com

Property Details for 50 Overlook Road

Waterfront
Yes
ArchitecturalStyle
Camp, Cottage, Ranch
Garage
No
Zoning
FR
Subdivision Name
Overlook Road Association
LISTING UPDATED: 01/09/2026 07:43 PM

Property Details for 50 Overlook Road

StatusPending
MLS #1648639
Days on Market3
Taxes$3,077 / year
HOA Fees$400 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1935
Lot Size0.34 AC / 14,810 SF
CountyCumberland County

Location

Listing Courtesy of A Team Realty
Add your commute

Building Information for 50 Overlook Road

Stories-Year Built1935Building Size-Lot Size0.34 AC / 14,810 SF

Payment Calculator

$2,039 per month

30 year fixed, 6.15% Interest

Principal and Interest

$1,750

Property Taxes

$256

HOA Dues

$33

The Payment Calculator is for illustrative purposes only.

Property Information for 50 Overlook Road

Summary
Location and General Information
  • Road Surface Type: Gravel, Dirt
  • Water Body Name: Highland Lake
  • Zip Code: 4511
  • Directions: Albion Rd to Overlook. Follow Overlook down towards Highland Lake and home will be on your left.
  • Town: Windham
  • State/Province: ME
  • Zip Code: 04062
  • County: Cumberland
  • Geo Latitude: 43.784345
  • Geo Longitude: -70.368087
  • Tax Lot: 65
  • Site:Corner Lot: Yes
  • Site:Level: Yes
  • Site:Open: Yes
  • Location:Neighborhood: Yes
  • Location:Subdivision: Yes
  • Water Info:Waterfront Amount +: 60.00
  • Water Info:Water Frontage Owned: .00
  • Water Info:Water Frontage Shared: 60.00
  • Source of Water Frontage:Deed: Yes
  • Source of Water Frontage:Public Records: Yes
  • Recreational Water:Deeded: Yes
Parking
  • Parking Features: 1 - 4 Spaces, Other, Off Street
  • Attached Garage: No
Taxes and HOA Information
  • Tax Book Number: 41518
  • Tax Map Number: 29
  • Tax Year: 2024
  • Parcel Number: WINM-000029-000000-000065
  • Location Information:Association Y/N: Yes
  • Tax Annual Amount: $3,077.00
Property
Heating and Cooling
  • Water Heater:Electric: Yes
Lot Information
  • SqFt Finished Below Grade: 0.0
  • SqFt Finished Above Grade: 972.0
  • Lot Size Acres: 0.34
  • Source of Acreage: Public Records
  • Building Area Total: 972.0
  • Lot Size Area: 0.34
  • Lot Size Units: Acres
  • Lot Size Square Feet: 14810.4
  • Bedrooms Total: 2
  • Bathrooms Full: 1
  • Bathrooms Half: 0
  • Street Number: 50
  • Property Information:Surveyed: Unknown
  • Property Information:Seasonal: No
  • Property Information:# Rooms: 6.00
  • Property Information:Total Half Baths: .00
  • Property Information:Color: white
  • Property Information:# Full Baths Basement: .00
  • Property Information:# Half Baths Basement: .00
  • Property Information:# Full Baths Level 1: 1.00
  • Property Information:# Half Baths Level 1: .00
  • Property Information:# Full Baths Level 2: .00
  • Property Information:# Half Baths Level 2: .00
  • Property Information:# Full Baths Level 3: .00
  • Property Information:# Half Baths Level 3: .00
  • Property Information:# Full Baths Upper: .00
  • Property Information:# Half Baths Upper: .00
Parking
  • Driveway:Other: Yes
Property and Assessments
  • Leased Land: No
  • Property Type: Residential,Single Family Residence
  • Property Type Label: Residential
  • Property Sub-Type: Single Family Residence
  • Building Area Source: Public Records
  • Year Built: 1935
Utilities
  • Electric: True
  • Sewer: Septic Tank, Private Sewer
  • Water Source: Well, Private
  • Utilities:Utilities On: No
  • Gas:Bottled: Yes
Interior and Exterior Features
Exterior Features
  • Construction Materials: Vinyl Siding, Wood Frame
  • # Fireplaces: 0
  • Fireplace: No
  • Vehicle Storage:No Vehicle Storage: Yes
  • Roof: Fiberglass, Shingle
Interior Features
  • Basement: Dirt Floor, Crawl Space, Not Applicable
  • Flooring: Vinyl
  • Interior Features: 1st Floor Bedroom, Bathtub, One-Floor Living
  • Cooling: None
  • Heating: Other, Baseboard
  • Laundry Features: Laundry - 1st Floor, Main Level
  • Room Total: 6
  • Bathrooms Total (Integer): 1
  • Bathrooms Total (Decimal): 1.00
  • Bathrooms Total (Notational): 1.00
  • Cooling YN: No
  • Heating YN: Yes
Room Information
Room 1
  • Room Type: Laundry
  • Room Level: First
Room 2
  • Room Type: Kitchen
  • Room Level: First
Room 3
  • Room Type: Dining Room
  • Room Level: First
Room 4
  • Room Type: Living Room
  • Room Level: First
Room 5
  • Room Type: Bedroom 1
  • Room Level: First
Room 6
  • Room Type: Bedroom 2
  • Room Level: First

Property History for 50 Overlook Road

DateEvent & SourcePriceAppreciation
Jan 9, 2026

Pending

Maine Listings #1648639

Jan 9, 2026

Active Under Contract

Maine Listings #1648639

Jan 6, 2026

Listed (Active)

Maine Listings #1648639

$359,000
Jun 25, 2025

Sold

Maine Listings #1618772

$165,500
May 7, 2025

Active Under Contract

Maine Listings #1618772

May 6, 2025

Price Change

Maine Listings #1618772

$240,000
Apr 10, 2025

Listed (Active)

Maine Listings #1618772

$250,000
DateEvent & SourcePrice
01/09/2026

Pending

Maine Listings #1648639

01/09/2026

Active Under Contract

Maine Listings #1648639

01/06/2026

Listed (Active)

Maine Listings #1648639

$359,000
06/25/2025

Sold

Maine Listings #1618772

$165,500
05/07/2025

Active Under Contract

Maine Listings #1618772

05/06/2025

Price Change

Maine Listings #1618772

$240,000
04/10/2025

Listed (Active)

Maine Listings #1618772

$250,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 50 Overlook Road

Taxable ValueLand$106,300Additions$162,000Total$268,300
Tax Record2024$3,077 ($256 / month)
Home Facts
Beds2Baths1Total Finished SqFt972 SqFtAbove Grade Finished SqFt972 SqFtStories1Lot Size14,810 SqFtStyleSingle Family ResidenceYear Built1935Zoning6015CountyCUMBERLANDAPNWINM M:29 B:65

Schools near 50 Overlook Road

This home is within Regional School Unit 14.
Rating
School
Type
Grades
Distance
Public - K to 3
Public - 4 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Windham Primary School
PublicK to 3

Manchester School
Public4 to 5

Windham Middle School
Public6 to 8

Windham High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of A Team Realty

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2022 Maine Real Estate Information System, Inc. All Rights Reserved.