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

FOR SALE

0.56 ACRES

549 Roosevelt Trail
Windham, ME 04062

1 Bed
1 Bath
798 sqft (on 0.56 acres)

$339,900

$349,000

Est. Mortgage $2,108/mo*

Get Pre-Qualified

$339,900

$349,000

Est. Mortgage $2,108/mo*

Get Pre-Qualified

1 Bed

1 Bath

798 sqft

(on 0.56 acres)

Home Highlights

Parking

Garage

Outdoor

Porch

Climate Control

Heating only

Price/Sqft

$426

Listed

63 days ago

Local Information

Map ViewExplore the area around 549 Roosevelt Trail.
Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Last check for updates: about 6 hours ago

Listing courtesy of Pine Tree Realty of Maine

Source: Maine Listings, MLS#1664762

Also Listed on Maine Listings.

About this House

New Price! Investor, builder, developers, home buyers! Exceptional opportunity on highly popular Roosevelt Trail with flexible Residential (RM) zoning, offering potential for limited business use, a home occupation, or multi-unit development. This neat, clean, and sun-drenched property sits on a spacious 0.56-acre lot with 137 feet of prime road frontage. An asset for immediate expansion or development is the existing two-bedroom septic system already on site. The property features a turnkey, updated 1-bedroom home with a modernized heating system and convenient downstairs laundry--perfect for immediate rental income while you plan your build. Capitalize on the large open backyard, a 1+ car garage, and two powered storage sheds. Explore the possibilities under the town's RM land use ordinance. Owner-occupants looking for a business-ready property, savvy investors, and builders--take notice!

Home Details for 549 Roosevelt Trail

Active Status
MLS Status: Active

Interior Features
Interior Details Basement: Interior Entry,Full,PartialNumber of Rooms: 5Types of Rooms: Bedroom 1, Kitchen, Laundry, Living Room, Mud Room
Beds & Baths Number of Bedrooms: 1Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout Living Area: 798 Square Feet
Appliances & Utilities Appliances: Dryer, Electric Range, Refrigerator, WasherDryerRefrigeratorWasher
Heating & Cooling Heating: Baseboard,Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa No Fireplace
Gas & Electric Electric: Circuit Breakers
Windows, Doors, Floors & Walls Window: Double Pane WindowsDoor: Storm Door(s)Flooring: Carpet, Tile, Plank
Levels, Entrance, & Accessibility Floors: Carpet, Tile, Plank
View Has a ViewView: Trees/Woods

Exterior Features
Exterior Home Features Roof: ShinglePatio / Porch: PorchOther Structures: OutbuildingFoundation: Poured ConcreteNo Private Pool
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageParking Spaces: 1Parking: Concrete,1 - 4 Spaces
Frontage Road Surface Type: PavedNot on Waterfront
Water & Sewer Sewer: Private Sewer
Finished Area Finished Area (above surface): 548 Square FeetFinished Area (below surface): 250 Square Feet

Days on Market
Days on Market: 63

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: $339,900Price Per Sqft: $426

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

Agent Information
Listing Agent Listing ID: 1664762

Building
Building Area Building Area: 798 Square Feet

Lot Information
Lot Area: 0.56 acres

Miscellaneous
BasementMls Number: 1664762Above Grade Unfinished Area: 548

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 549 Roosevelt Trail

Date	Price	Event	Source
08/02/2026	$339,900	PendingToActive	Maine Listings #1664762

07/20/2026	$339,900	Contingent	Maine Listings #1664762

06/23/2026	$339,900	PriceChange	Maine Listings #1664762
Price Change $9,100 (-3%)
05/31/2026	$349,000	Listed For Sale	Maine Listings #1664762

01/13/2023		ListingRemoved	Zillow Rentals

12/29/2022	$1,200	Listed For Rent	Zillow Rentals

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Property Tax and Assessment

Year	2024
Tax	$3,418
Assessment	$298,000

Home facts updated by county records

Comparable Sales for 549 Roosevelt Trail

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
404 Pope Road, Windham, ME	0.36	Single-Family Home	$365,000	03/06/26	2	1	922
3 Peavey Avenue, Windham, ME	0.33	Single-Family Home	$385,000	01/13/26	3	1	1,464
17 Easter Avenue, Windham, ME	0.96	Single-Family Home	$327,800	10/29/25	1	1	960
16 Brookhaven Drive, Windham, ME	0.41	Single-Family Home	$475,000	12/31/25	3	1	1,521
26 Wright Road, Windham, ME	0.29	Single-Family Home	$395,000	11/19/25	2	2.5	1,844
39 Varney Mill Road, Windham, ME	0.38	Single-Family Home	$490,000	12/17/25	4	1.5	1,644
4 Varney Mill Road, Windham, ME	0.38	Single-Family Home	$550,000	11/07/25	3	1.5	1,802
92 Varney Mill Road, Windham, ME	0.54	Single-Family Home	$330,000	08/15/25	2	1.5	1,396
6 Deluca Drive, Windham, ME	0.38	Single-Family Home	$694,000	07/06/26	3	2.5	2,050

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Skip to first item

Assigned Schools

These are the assigned schools for 549 Roosevelt Trail.

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
6mo 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

Pine Tree Realty of Maine

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

549 Roosevelt Trail, Windham, ME 04062 is a 1 bedroom, 1 bathroom, 798 sqft single-family home built in 1950. This property is currently available for sale and was listed by Maine Listings on May 31, 2026. The MLS # for this home is MLS# 1664762.

549 Roosevelt Trail
Windham, ME 04062

$339,900