65 High Street, Windham, ME 04062
Property image
Property image
FOR SALE

$395,000

  • 3 Beds
  • 2 Baths
  • 1,508 sqft

65 High Street, Windham, ME 04062

Est. Mortgage $2,488/mo*
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We estimate this home will sell faster than 92% nearby.

Home Highlights

Single-Family Home
Built in 1900
$262/sqft

Local Information

  • Map ViewExplore the area around 65 High Street.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination
Last check for updates: about 2 hours ago
Listing courtesy of Kre Brokerage Group
Source: Maine Listings, MLS#1683846

About this House

What's unique:Double pane windows
Opportunity to purchase an AFFORDABLE ,WELL MAINTAINED HOME IN the South Windham Village. This location is growing in popularity due to the revitalization efforts and VC zoning, as well as having public water and sewer. The home is bright and inviting with a fairly open floor plan on the first floor. You will love having a woodstove in your Livingroom for those winter nights you can relax and enjoy the cozy glow. .This home has had many updates which include double pane windows, and a radon mitigation system. The photos were obtained from when this home was staged.
We estimate this home will sell faster than 92% nearby.

Home Details for 65 High Street

Interior Features

Interior Details
Basement: Bulkhead,Doghouse,Interior Entry,Full,Other,Sump Pump,UnfinishedNumber of Rooms: 6Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1508 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, WasherDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Wood StoveNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Double Pane WindowsDoor: Storm Door(s)Flooring: Tile, Wood
Levels, Entrance, & Accessibility
Floors: Tile, Wood
Security
Security: Air Radon Mitigation System

Exterior Features

Exterior Home Features
Roof: Fiberglass Pitched Rolled Hot Mop ShinglePatio / Porch: PatioFoundation: Stone, GraniteNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Other,1 - 4 Spaces,On Site,Paved
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1508 Square Feet

Days on Market

Days on Market: 27

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: New Englander
Building
Construction Materials: Wood Frame, Clapboard, Vinyl Siding

Price & Status

Price
List Price: $395,000Price Per Sqft: $262

Active Status

MLS Status: Active

Location

Direction & Address
City: Windham
School Information
High School District: RSU 14

Agent Information

Listing Agent
Listing ID: 1683846

Building

Building Area
Building Area: 1508 Square Feet

Lot Information

Lot Area: 4791.6 sqft

Miscellaneous

BasementMls Number: 1683846Above Grade Unfinished Area: 1508

Price and Tax history

DateEventPrice
Oct 9, 2026
Source: Maine Listings #1683846
Listed For Sale
$395,000
Oct 8, 2026
Source: Maine Listings #1675310
Sold
$450,000
Oct 2, 2026
Source: Maine Listings #1675310
Pending
$450,000
Sep 27, 2026
Source: Maine Listings #1675310
Contingent
$450,000
Sep 19, 2026
Source: Maine Listings #1675310
PriceChange
$450,000
Price decreased by 2%

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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"
    0
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  • 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 "
    0
    Flag
  • Charliestandishjr
    "I love living here. It’s safe and nice to look at.Dead end street no through traffic. "
    0
    Flag
  • 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"
    0
    Flag
  • 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. "
    1
    Flag
  • 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."
    0
    Flag
  • 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. "
    13
    Flag
  • Lizmc200
    "I love everything about Windham. The people are great and the town has everything you need in it. "
    0
    Flag
  • 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."
    2
    Flag
  • 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 "
    1
    Flag
  • zmbailey
    "If you don't have a car, do not move here. Air is relatively clean though."
    0
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  • 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"
    0
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Market trends in Windham

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$522K
$41.67KMoM
Sale-to-List Price
100.5%
Price per sq ft
$330
$13MoM
Available listings
103
7MoM
Sourced by Trulia Market Trends

Home Value

Trulia Estimate
$393K
Since last month
Decreased$50K (-11.3%)
Since last year
Increased$12K (+3.1%)
Since last sale
Decreased$57K (-12.6%)
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 +82% in the last 10 years
MonthEstimated value
2026
November 2026$393K
October 2026$395K
September 2026$444K
August 2026$492K
July 2026$435K
June 2026$439K
May 2026$422K
April 2026$414K
March 2026$411K
February 2026$408K
January 2026$385K
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
26 Depot Street, Windham, ME
0.13
Single-Family Home
$500,000
05/21/26
3
1.5
2,337
34 Tow Path Road, Gorham, ME
0.35
Single-Family Home
$410,000
05/22/26
2
1.5
936
5 Athens Drive, Windham, ME
0.11
Single-Family Home
$559,000
12/09/25
3
2
1,444
852 Gray Road, Gorham, ME
0.28
Single-Family Home
$450,000
12/31/25
4
2
1,964
263 Huston Road, Gorham, ME
0.41
Single-Family Home
$449,900
10/01/26
4
2
1,630
256 Huston Road, Gorham, ME
0.43
Single-Family Home
$535,000
02/13/26
4
2
1,792
51 Newell Street, Gorham, ME
0.60
Single-Family Home
$315,000
04/09/26
3
2
1,361
41 Main Street, Windham, ME
0.29
Single-Family Home
$405,000
07/30/26
4
1
1,764

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
63 S High Street, Windham, ME 04062
0.02
$325,000
-
-
-
For Sale
60 High St, Windham, ME 04062
0.03
$362,100
3
1
1,356
Off Market
71 High St, Windham, ME 04062
0.03
$526,700
4
2
2,204
Off Market
68 High St, Windham, ME 04062
0.03
$605,900
3
1
2,762
Off Market
68 High St #1, Windham, ME 04062
0.03
-
3
1
2,777
Off Market
68 High St #2, Windham, ME 04062
0.03
-
3
1
-
Off Market
68 High St #1-A, Windham, ME 04062
0.03
-
3
1
2,762
Off Market
68 High St #1B, Windham, ME 04062
0.03
-
3
1
2,777
Off Market
67 High St, Windham, ME 04062
0.04
-
-
-
-
Off Market
59 High St, Windham, ME 04062
0.05
$508,300
3
2
2,030
Off Market
18 Ash St, Windham, ME 04062
0.05
$347,200
3
1
1,216
Off Market
5 Streamview Dr, Windham, ME 04062
0.05
$318,700
3
2
1,056
Off Market
58 High St, Windham, ME 04062
0.05
$361,700
3
1
1,498
Off Market
4 Streamview Dr, Windham, ME 04062
0.05
$314,100
3
2
1,120
Off Market
Lot A High Street, Windham, ME 04062
0.06
-
-
-
-
Off Market
70 High Street, Windham, ME 04062
0.06
$493,900
3
1.5
1,316
Off Market
23 Depot Street, Windham, ME 04062
0.06
$482,800
4
1
1,470
Off Market
19 Depot St, Windham, ME 04062
0.06
$381,900
2
1
768
Off Market
56 High St, Windham, ME 04062
0.06
$393,700
3
2
1,330
Off Market
5 Androscoggin St, Windham, ME 04062
0.07
$371,800
3
1.5
1,330
Off Market

LGBTQ Local Legal Protections

Kre Brokerage Group
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

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Frequently asked questions about 65 High Street

  • What is the estimated monthly payment for 65 High Street?
    Based on a $395,000 list price with 20% down at today's rates, the estimated monthly payment for 65 High Street in Windham, ME is approximately $2,533 (about $2,135 principal & interest, $323 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 65 High Street compare to homes in Windham?
    65 High Street in Windham, ME is listed at $395,000, about 24% below the $522K median sale price in Windham.
  • 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 homes for sale in Windham, ME.
  • What are the closest schools to 65 High Street?
    The closest schools to 65 High Street in Windham, ME are Windham High School (rated 6/10), Windham Middle School (rated 4/10), Windham Primary School (rated 5/10).
  • Does 65 High Street have laundry facilities?
    Yes, 65 High Street in Windham, ME has in-unit laundry.
  • How big is the lot at 65 High Street?
    The lot at 65 High Street in Windham, ME is about 0.11 acres (4,792 sq ft).
65 High Street, Windham, ME 04062 is a 3 bedroom, 2 bathroom, 1,508 sqft single-family home built in 1900. This property is currently available for sale and was listed by Maine Listings on Oct 9, 2026. The MLS # for this home is MLS# 1683846.