50 Overlook Road, Windham, ME 04062
Property image
Property image
SOLD
FEB 6, 2026

$369,000

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 972 sqft (on 0.34 acres)

50 Overlook Road, Windham, ME 04062

Est. Refi. Payment $2,314/mo*
Refinance Your Home
Currently Off Market - Sold Feb 6, 2026 for $365,000 (2% above list price)

Home Value

Trulia Estimate
$369K
Since 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
MonthEstimated 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

  • Map ViewExplore the area around 50 Overlook Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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.
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

Active Status

MLS Status: Closed

Interior Features

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

Exterior Features

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

Property Information

Year Built
Year Built: 1935
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Camp,Cottage,Ranch

Price & Status

Price
List Price: $359,000Price Per Sqft: $376/sqft
Status Change & Dates
Off Market Date: Fri Jan 09 2026

Location

Direction & Address
City: WindhamCommunity: Overlook Road Association

Building

Building Area
Building Area: 972 Square Feet

HOA

Has an HOAHOA Fee: $400/Annually

Lot Information

Lot Area: 0.34 acres

Miscellaneous

Mls Number: 1648639Attribution Contact: info@ateammaine.comAbove Grade Unfinished Area: 972

Price and Tax history

DateEventPrice
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

Market trends in Windham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
96
22
MoM

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.
  • Charliestandishjr
    "There are lots of dogs in the neighborhood . Everyone’s welcome and pets are always welcomed here. And everyone picks up their dogs pop"
  • Charliestandishjr
    "It’s a good place to live . I feel safe in my neighborhood. My neighbors are all friendly .They’re is enough stores in town that I don’t have to go to Portland "
  • Charliestandishjr
    "I love living here. It’s safe and nice to look at.Dead end street no through traffic. "
  • Geri Post
    "My wonderful neighbors very helpful. Look out for each other and consider ourselves family quiet neighborhood and nice area surrounding trees and a pool"
  • Jeannine M.
    "Great area for kids and easy to get to Portland for nightlife or the Mountains for skiing. There's farmer's markets and maple sugar farms, and many deer. If you have kids this is a great place to live where they can ride bikes or play in the lake. "
  • Jess I.
    "Many of the people in my neighborhood enjoy the outdoors. We live on the Presumscot River so we have all kinds of wildlife, many enjoy water sports like kayaking, paddle boarding, boating, fishing, and you see them out and about. We also have close access to the Mt. Division trail which is great for everyone, including Fido, as long as they are on a leash. There are farmers markets, lots of shopping, restaurants and sea coast fun park. Just go 5miles up the road. Or the Highschool has sports fields, an outdoor track, a rock climbing wall inside through adult Ed I think? Windham is a great place to be."
  • Katie
    "no public transport. good areas and bad. dog friendly. side roads do not get taking care of well in winter months . nice trails for walking. not a very well known going out town most people still travel to portland for drinks with friends dancing ect. "
  • Lizmc200
    "I love everything about Windham. The people are great and the town has everything you need in it. "
  • Laura C.
    "One way in and one way out. Not a lot of traffic or random drive throughs. Quiet, nice neighborhood with lots of friendly faces."
  • Jennilee M.
    "Quiet and friendly, I love this neighborhood. There are Lots of kids around with pets in the area. Everyone looks out for one another "
  • zmbailey
    "If you don't have a car, do not move here. Air is relatively clean though."
  • Julie L. D.
    "I live two streets from Carmichael and love living so close to the lakes and less than twenty minutes to Portland! The schools are within a 5-7 minute drive and shopping is less than three miles down the road. You can avoid the traffic by taking the backroads, that lead into outer Washington Ave or travel down the road to enter the Maine Turnpike just down the street in Gray. I love listening to the loons on the lake, early Spring into the Fall, and it is always fun to watch the fireworks show on the lake July 4th, put on by neighbors all around the lake! With the snowmobile trails so close by, I can hop on my sled, ice fishing, ice skate, or boat all outside my front door! This is a great area to retire, or raise a family"

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

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).

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