Is a car needed in Windham, ME?

As of early 2026, 96% of users say car is needed

Is parking easy in Windham, ME?

As of early 2026, 91% of users say parking is easy

Are yards well-kept in Windham, ME?

As of early 2026, 85% of users say yards are well-kept

Is there wildlife in Windham, ME?

As of early 2026, 80% of users say there's wildlife

Does Windham, ME show holiday spirit?

As of early 2026, 79% of users say there's holiday spirit

Would people walk alone at night in Windham, ME?

As of early 2026, 78% of users say people would walk alone at night

Is Windham, ME quiet?

As of early 2026, 67% of users say it's quiet

Do residents of Windham, ME plan to stay at least 5 years?

As of early 2026, 67% of users say they plan to stay for at least 5 years

Is Windham, ME dog-friendly?

As of early 2026, 67% of users say it's dog friendly

Are neighbors friendly in Windham, ME?

As of early 2026, 66% of users say neighbors are friendly

Do kids play outside in Windham, ME?

As of early 2026, 66% of users say kids play outside

Are there community events in Windham, ME?

As of early 2026, 31% of users say there are community events

Does Windham, ME have sidewalks?

As of early 2026, 28% of users say there are sidewalks

Is Windham, ME walkable to restaurants?

As of early 2026, 28% of users say it's walkable to restaurants

Are the streets well-lit in Windham, ME?

As of early 2026, 17% of users say streets are well-lit

Is Windham, ME walkable to grocery stores?

As of early 2026, 13% of users say it's walkable to grocery stores

What is the estimated monthly payment for 65 High Street?

Based on a $499,000 list price with 20% down at today's rates, the estimated monthly payment for 65 High Street in Windham, ME is approximately $3,095 (about $2,612 principal & interest, $408 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 $499,000, about 8% above the $464K 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 Manchester School (Elementary, rated 7/10), Windham High School (rated 6/10), Windham Middle School (rated 4/10).

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 0.69 acres (30,056 sq ft).

FOR SALE

NEW - 2 HRS AGO

0.69 ACRES

65 High Street
Windham, ME 04062

3 Beds
2 Baths
1,469 sqft (on 0.69 acres)

$499,000

Est. Mortgage $3,059/mo*

Get Pre-Qualified

$499,000

Est. Mortgage $3,059/mo*

Get Pre-Qualified

3 Beds

2 Baths

1,469 sqft

(on 0.69 acres)

Home Highlights

Parking

Garage

Outdoor

Patio

Climate Control

Heating only

Price/Sqft

$340

Listed

Less than a day ago

Local Information

Map ViewExplore the area around 65 High Street.
Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Last check for updates: about 2 hours ago

Listing courtesy of The Flaherty Group

Source: Maine Listings, MLS#1675310

Also Listed on Maine Listings.

About this House

Tucked in South Windham, an area experiencing exciting momentum as part of the town's ongoing Little Falls/South Windham Villages revitalization plan, this classic 1900 New Englander has been freshly painted from top to bottom and is ready to welcome its next chapter. Wood floors carry you through a sun-filled first floor, where the kitchen, dining room, and living room flow together with ease -- the living room anchored by a cozy wood stove for those crisp Maine evenings.

Upstairs, three bedrooms -- including a comfortable primary suite -- share a second full bath, while first-floor laundry keeps everyday living simple. With 2 full baths total and thoughtful updates throughout, this home is in truly move-in ready condition.

Step outside and the possibilities open up. A level, beautifully landscaped 0.69-acre lot offers a patio and firepit made for gathering, plus a detached 2-car garage for storage and hobbies alike. And for buyers thinking ahead, the property's high-density VC zoning may allow for future expansion, subject to town approval -- a rare bonus as the surrounding village center continues to grow and attract new investment.

Rounding out the package: double-pane windows, a storm door, central vacuum, public water and sewer, and an air radon mitigation system already installed -- the practical details taken care of, so you can focus on making it home.

Located between Westbrook and the lakes region, and just steps from a village on the rise, 65 High Street offers the character of a century-old home with real upside for the future.

Home Details for 65 High Street

Active Status
MLS Status: Active

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: 1469 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: PatioOther Structures: OutbuildingFoundation: Stone, GraniteNo Private Pool
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Paved,1 - 4 Spaces,On Site,Detached
Frontage Road Surface Type: PavedNot on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 1469 Square Feet

Days on Market
Days on Market: <1 day on Trulia

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: $499,000Price Per Sqft: $340

Location
Direction & Address City: Windham

Agent Information
Listing Agent Listing ID: 1675310

Building
Building Area Building Area: 1469 Square Feet

Lot Information
Lot Area: 0.69 acres

Miscellaneous
BasementMls Number: 1675310Above Grade Unfinished Area: 1469

Market trends in Windham

Last updated June 2026

Avg. sale price

$464K

Sale-to-List Price

—

Price per sq ft

$276

Available listings

12MoM

Price History for 65 High Street

Date	Price	Event	Source
08/07/2026	$499,000	Listed For Sale	Maine Listings #1675310

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Property Tax and Assessment

Year	2024
Tax	$3,953
Assessment	$344,600

Home facts updated by county records

Comparable Sales for 65 High Street

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
26 Depot Street, Windham, ME	0.12	Single-Family Home	$500,000	05/21/26	3	1.5	2,337
5 Athens Drive, Windham, ME	0.09	Single-Family Home	$559,000	12/09/25	3	2	1,444
41 Main Street, Windham, ME	0.29	Single-Family Home	$405,000	07/30/26	4	1	1,764
852 Gray Road, Gorham, ME	0.30	Single-Family Home	$450,000	12/31/25	4	2	1,964
48 High Street, Windham, ME	0.10	Single-Family Home	$399,900	09/15/25	4	1.5	1,570
8 Edith Jeffords Road, Windham, ME	0.63	Single-Family Home	$480,000	09/24/25	3	2	2,856
32 Mallison Street, Gorham, ME	0.55	Single-Family Home	$420,000	12/05/25	3	1	1,120
256 Huston Road, Gorham, ME	0.45	Single-Family Home	$535,000	02/13/26	4	2	1,792
26 Sebago Lake Road, Gorham, ME	0.81	Single-Family Home	$430,000	04/23/26	3	2	1,650

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OFF MARKET
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Skip to first item

Assigned Schools

These are the assigned schools for 65 High Street.

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
Resident
4mo ago
"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
Flag
Charliestandishjr
Resident
7mo ago
"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
Resident
1y ago
"I love living here. It’s safe and nice to look at.Dead end street no through traffic. "
0
Flag
Geri Post
Resident
1y ago
"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.
Resident
5y ago
"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.
Resident
7y ago
"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
Resident
7y ago
"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
Resident
7y ago
"I love everything about Windham. The people are great and the town has everything you need in it. "
0
Flag
Laura C.
Resident
8y ago
"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.
Resident
8y ago
"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
11y ago
"If you don't have a car, do not move here. Air is relatively clean though."
0
Flag
Julie L. D.
12y ago
"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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LGBTQ Local Legal Protections

Frequently asked questions about 65 High Street

What is the estimated monthly payment for 65 High Street?
Based on a $499,000 list price with 20% down at today's rates, the estimated monthly payment for 65 High Street in Windham, ME is approximately $3,095 (about $2,612 principal & interest, $408 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 $499,000, about 8% above the $464K 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 Manchester School (Elementary, rated 7/10), Windham High School (rated 6/10), Windham Middle School (rated 4/10).
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 0.69 acres (30,056 sq ft).

The Flaherty 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

65 High Street, Windham, ME 04062 is a 3 bedroom, 2 bathroom, 1,469 sqft single-family home built in 1900. This property is currently available for sale and was listed by Maine Listings on Aug 7, 2026. The MLS # for this home is MLS# 1675310.

65 High Street
Windham, ME 04062

$499,000