402 Roosevelt Trail, Windham, ME 04062
Property image
Property image
SOLD
JUL 29, 2026

402 Roosevelt Trail
Windham, ME 04062

  • 2 Beds
  • 1 Bath
  • 878 sqft (on 1.42 acres)

$330,000

Last Sold: Jul 29, 2026
6% below list $350K
$376/sqft

$330,000

Last Sold: Jul 29, 2026
6% below list $350K
$376/sqft
2 Beds
1 Bath
878 sqft
(on 1.42 acres)

Local Information

  • Map ViewExplore the area around 402 Roosevelt Trail.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1950
Lot Size
1.42 acres
Living Area
878 sqft
Price/Sqft
$376/sqft
Last check for updates: about 6 hours ago
Listed by Benchmark Real Estate
Bought with: Keller Williams Realty
Source: Maine Listings, MLS#1661237
Also Listed on Maine Listings.

About this House

402 Roosevelt Trail offers the perfect blend of recent updates, convenience, and space to enjoy Maine living. Situated on a generous 1.42-acre lot, this property features a spacious, fully fenced backyard--ideal for entertaining, pets, or simply relaxing in your own private outdoor setting.
Significant improvements completed by the previous owner in 2024 include a new roof, new leach field, replacement of side and rear steps, installation of a patio, bathroom ventilation fan, and updates to the heating system addressing prior deferred maintenance. The current owner has continued the care of the home with fresh exterior painting along the basement portion.
Inside, the home features durable vinyl plank flooring and a comfortable layout that flows easily from the living area into the kitchen, creating a warm and functional space for everyday living.
Location is a standout feature--just 3.4 miles (approximately 7 minutes) to Windham's commercial center, offering convenient access to Hannaford, Lowe's, Home Depot, Portland Pie, Chipotle, Starbucks, Smitty's Cinema, and more. Outdoor enthusiasts will appreciate being only 15 minutes from Sebago Lake's public boat launch, while Portland's Old Port is just a 30-minute drive away.
A well-maintained home with key system updates already completed, set on a sizable lot in a highly convenient location--this is an opportunity not to be missed.

Open House on Saturday, May 16th from 11:00 to 01:00
402 Roosevelt Trail, Windham, ME 04062 is a 2 bedroom, 1 bathroom, 878 sqft single-family home built in 1950. It last sold for $330,000 on Jul 29, 2026 (6% below the $350,000 asking price). It is currently off market. The Trulia Estimate is $343,200, with a rent estimate of $2,183/month.

Home Details for 402 Roosevelt Trail

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Exterior Entry,Walk-Out Access,Full,UnfinishedNumber of Rooms: 5Types of Rooms: Primary Bedroom, Bedroom 1, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 878 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, WasherDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Hot Water,OtherNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Tile, Vinyl, Wood
Levels, Entrance, & Accessibility
Floors: Tile, Vinyl, Wood
View
Has a ViewView: Fields

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, Patio, PorchOther Structures: Shed(s)Foundation: BlockNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Gravel,5 - 10 Spaces,On Site,Off Street
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Private Sewer, Septic Design Available, Septic Tank
Finished Area
Finished Area (above surface): 878 Square Feet

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Wood Frame, Vinyl Siding

Price & Status

Price
List Price: $350,000Price Per Sqft: $376/sqft
Status Change & Dates
Off Market Date: Sun Jun 28 2026

Location

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

Building

Building Area
Building Area: 878 Square Feet

Lot Information

Lot Area: 1.42 Acres

Miscellaneous

BasementMls Number: 1661237Above Grade Unfinished Area: 878

Price History for 402 Roosevelt Trail

DatePriceEventSource
07/29/2026$330,000Sold
Maine Listings #1661237
07/16/2026$350,000PendingMaine Listings #1661237
06/04/2026$350,000PriceChange
Maine Listings #1661237
05/16/2026$365,000Listed For SaleMaine Listings #1661237
08/25/2023$321,000Sold
Maine Listings #1565172
07/20/2023$285,000PendingMaine Listings #1565172
07/14/2023$285,000Listed For SaleMaine Listings #1565172
08/09/2019$175,000Sold
Maine Listings #1411605
04/25/2019$169,900Listed For SaleAgent Provided
10/28/2017$154,900ListingRemovedAgent Provided
09/19/2017$154,900PriceChange
Agent Provided
08/31/2017$159,900Listed For SaleAgent Provided

Market trends in Windham

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$464K
Sale-to-List Price
—
Price per sq ft
$276
Available listings
68
12
MoM
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Property Tax and Assessment

Year2024
Tax$3,473
Assessment$302,800
Home facts updated by county records

Comparable Sales for 402 Roosevelt Trail

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.31
Single-Family Home
$435,000
03/02/26
4
1
1,429
0.88
Single-Family Home
$300,000
09/18/25
3
1
1,152
0.91
Single-Family Home
$440,000
06/25/26
3
1
1,536
0.44
Single-Family Home
$699,900
11/13/25
3
2.5
2,578
0.57
Single-Family Home
$565,000
10/15/25
3
2.5
1,908
0.83
Single-Family Home
$595,000
06/05/26
3
2
1,810

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"

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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.
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