41 Main Street, Windham, ME 04062
Property image
Property image
UNDER CONTRACT
0.74 ACRES

41 Main Street
Windham, ME 04062

  • 4 Beds
  • 1 Bath
  • 1,764 sqft (on 0.74 acres)

$399,000

$399,000

4 Beds
1 Bath
1,764 sqft
(on 0.74 acres)
We estimate this home will sell faster than 96% nearby.

Local Information

  • Map ViewExplore the area around 41 Main Street.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination
Last check for updates: about 9 hours ago
Listing courtesy of FIV Realty Co Maine, LLC
Source: Maine Listings, MLS#1666333
Also Listed on Maine Listings.

Description

Offered for the first time ever, this lovingly maintained one-family owned home is a rare opportunity in the heart of South Windham. Situated on a beautifully landscaped lot featuring mature lilac trees, established perennial gardens, and plenty of outdoor space to enjoy, this property combines timeless charm with an unbeatable location.

Inside, you'll find spacious bedrooms, inviting living areas, and a cozy den centered around a fireplace--perfect for relaxing on a quiet Maine evening. The home's thoughtful layout offers comfortable everyday living while providing the opportunity to update and personalize to suit your style.

Outdoor enthusiasts will appreciate being directly across the street from the Mountain Division Trail and Sebago to Sea Trail, offering miles of year-round recreation. The property is also just steps from the scenic Presumpscot River, a treasured local resource known for its natural beauty and recreational opportunities.

Located in the growing South Windham Village area, this home enjoys convenient access to local favorites including the nearby Red City Ale House, shopping, schools, and everyday amenities. Combining a sought-after location, beautiful landscaping, one-family ownership, and endless potential, this is a special opportunity to own a home that has been cherished for generations and is ready for its next chapter.
We estimate this home will sell faster than 96% nearby.

Home Highlights

Parking
No Info
Outdoor
Porch, Deck
A/C
Heating only
HOA
None
Price/Sqft
$226
Listed
31 days ago

Home Details for 41 Main Street

Active Status

MLS Status: Active Under Contract

Interior Features

Interior Details
Basement: Doghouse,UnfinishedNumber of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1764 Square Feet
Heating & Cooling
Heating: Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, PorchNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Other,1 - 4 Spaces,On Site
Frontage
Not on Waterfront
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 1764 Square Feet

Days on Market

Days on Market: 31

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood Frame, Vinyl Siding

Price & Status

Price
List Price: $399,000Price Per Sqft: $226

Location

Direction & Address
City: Windham

Agent Information

Listing Agent
Listing ID: 1666333

Building

Building Area
Building Area: 1764 Square Feet

Lot Information

Lot Area: 0.74 acres

Miscellaneous

BasementMls Number: 1666333Zillow Contingency Status: Under ContractAbove Grade Unfinished Area: 1764

Market trends in Windham

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
56
6
MoM

Price History for 41 Main Street

DatePriceEventSource
06/15/2026$399,000ContingentMaine Listings #1666333
06/09/2026$399,000Listed For SaleMaine Listings #1666333

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Property Tax and Assessment

Year2024
Tax$3,661
Assessment$315,300
Home facts updated by county records

Comparable Sales for 41 Main Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.21
Single-Family Home
$500,000
05/21/26
3
1.5
2,337
0.35
Single-Family Home
$450,000
12/31/25
4
2
1,964
0.53
Single-Family Home
$485,000
10/09/25
4
2
1,774
0.45
Single-Family Home
$480,000
09/24/25
3
2
2,856
0.29
Single-Family Home
$559,000
12/09/25
3
2
1,444
0.76
Single-Family Home
$420,000
12/05/25
3
1
1,120
0.50
Single-Family Home
$535,000
02/13/26
4
2
1,792
0.46
Single-Family Home
$812,500
02/27/26
4
2.5
3,049
0.38
Single-Family Home
$399,900
09/15/25
4
1.5
1,570

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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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

FIV Realty Co Maine, LLC
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
41 Main Street, Windham, ME 04062 is a 4 bedroom, 1 bathroom, 1,764 sqft single-family home built in 1930. This property is currently available for sale and was listed by Maine Listings on Jun 9, 2026. The MLS # for this home is MLS# 1666333.