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$365,000 Coming Soon
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Property Description
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
Full Property Details
Full Property Details for 402 Roosevelt Trail
General
- Price: $365,000
- Taxes: $3,652 (2025)
- Status: Coming Soon / No Show
- Type: Single Family
- Source: MREIS
- MLS ID: 1661237
- Updated: 5/8/2026
- Added to Site: 6 day(s) ago
- Expected Market Date: 5/8/2026
Interior
- Number of Rooms: 5
- Interior Features: 1st Floor Bedroom, Bathtub, One-Floor Living, Shower
- Appliances: Washer, Refrigerator, Microwave, Electric Range, Dryer, Dishwasher
- Flooring: Tile, Vinyl, Wood
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: Laundry - 1st Floor, Main Level, Washer Hookup
Exterior
- Porch/Patio/Deck: Deck, Patio, Porch
Parking
- Parking Features: Gravel, 5 - 10 Spaces, Off Street, On-Site Parking
Location
- County: Cumberland
Community
- Pets Allowed: Yes
Heating & Cooling
- Cooling Type: None
- Heating Type: Oil, Baseboard, Hot Water, Other
Utilities
- Sewer: Private Sewer, Septic Design Available, Septic Tank
- Water: Private, Well
- Well: Yes
Structural Information
- Architectural Style: Ranch
- Construction: Wood Frame, Vinyl Siding
- Roof: Shingle
- Building Size: 878
- Square Feet: 878
- Sq. Ft. Source: Public Records
- Living Area: 878 Sq. Ft.
- Finished Total: 878 Sq. Ft.
- Finished Above Grnd: 878 Sq. Ft.
- Year Built: 1950
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Property View: Fields
- Lot Size (Acres): 1.42
- Lot Size (Sq. Ft.): 61,855.2
- Lot Size Source: Public Records
- Zoning: F
- Lot Description: Well Landscaped, Rolling/Sloping, Open, Level, Near Public Beach, Near Shopping, Near Town, Rural
Financial Considerations
- Tax Amount: $3,652
- Tax Year: 2025
Disclosures and Reports
- Lot Number: 62
Listed by Benchmark Real Estate (207) 775-0248
Get Pre-Approved Today
Schools
Schools serving 402 Roosevelt Trail
School District:Regional School Unit 14
| Name | Grades | Distance |
|---|---|---|
Windham Primary School 404 Gray Road, Windham, ME 04062 | K-3 | 1.2 mi |
Manchester School 709 Roosevelt Trail, Windham, ME 04062 | 4-5 | 2.6 mi |
Windham Middle School, Windham, ME 408 Gray Road, Windham, ME 04062 | 6-8 | 0.9 mi |
Windham High School, Windham, ME 406 Gray Road, Windham, ME 04062 | 9-12 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 402 Roosevelt Trail
Date
Details
Price
Change
Source
5/08/2026
Listed
$365,000
13.71%
MLS
8/25/2023
Sold
$321,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 402 Roosevelt Trail
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,652
5%
$302,800
—
2024
$3,473
10%
$302,800
7%
2023
$3,162
9%
$282,300
13%
2022
$2,905
6%
$250,200
15%
2021
$2,748
—
$218,100
20%
2021
$2,748
4%
$181,200
—
2019
$2,653
9%
$181,200
13%
2018
$2,441
8%
$160,800
17%
2017
$2,251
5%
$137,000
—
2016
$2,151
4%
$137,000
—
2015
$2,076
3%
$137,000
—
2014
$2,010
2%
$137,000
—
2013
$1,980
—
$137,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 402 Roosevelt Trail
402 Roosevelt Trail, Windham, ME 04062 (MLS# 1661237) is a Single Family property with 2 bedrooms and 1 full bathroom. 402 Roosevelt Trail is currently listed for $365,000 and was received on May 08, 2026. Want to learn more about 402 Roosevelt Trail? Do you have questions about finding other Single Family real estate for sale in Windham? You can browse all Windham real estate or contact a Coldwell Banker agent to request more information.

