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

528 Roosevelt Trail
Windham, ME 04062

3 Beds
1 Bath
960 sqft

$375,000

$399,000

$375,000

$399,000

3 Beds

1 Bath

960 sqft

Home Highlights

Outdoor

Deck

Climate Control

Heating only

Price/Sqft

$391

Listed

32 days ago

Local Information

Map ViewExplore the area around 528 Roosevelt Trail.
Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Last check for updates: about 14 hours ago

Listing courtesy of Proper Real Estate Group LLC

Source: Maine Listings, MLS#1668189

Also Listed on Maine Listings.

Description

Move right into this beautifully updated 3-bed, 1-bath home in Windham, located just an easy drive from Portland! This home features wood floors and a stunning updated kitchen with granite countertops and stainless steel appliances. Stay cozy all winter long with the charming woodstove in the basement and a highly efficient Baxi on-demand natural gas heating system.
You'll love the peace of mind that comes with big-ticket updates already taken care of, including a newer roof, vinyl siding, and windows. Entertain with ease on the spacious deck, accessible via a sliding glass door that opens to a fenced-in yard--perfect for pets or outdoor activities! A handy storage shed comes with the sale and provides ample room for all your tools and outdoor gear. A perfect blend of comfort, efficiency, and location!

Home Details for 528 Roosevelt Trail

Active Status
MLS Status: Active

Interior Features
Interior Details Basement: Bulkhead,FullNumber of Rooms: 5Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout Living Area: 960 Square Feet
Appliances & Utilities Appliances: Dishwasher, Microwave, Gas Range, RefrigeratorDishwasherMicrowaveRefrigerator
Heating & Cooling Heating: Baseboard,Hot Water,Wood StoveNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa No Fireplace
Gas & Electric Electric: Circuit Breakers
Windows, Doors, Floors & Walls Flooring: Tile, Wood
Levels, Entrance, & Accessibility Floors: Tile, Wood

Exterior Features
Exterior Home Features Roof: ShinglePatio / Porch: DeckOther Structures: Shed(s)No Private Pool
Parking & Garage No CarportNo GarageNo Attached GarageParking: Paved,1 - 4 Spaces
Frontage Not on Waterfront
Water & Sewer Sewer: Private Sewer, Septic Design Available
Finished Area Finished Area (above surface): 960 Square Feet

Days on Market
Days on Market: 32

Property Information
Year Built Year Built: 1987
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building Construction Materials: Wood Frame, Vinyl Siding

Price & Status
Price List Price: $375,000Price Per Sqft: $391

Location
Direction & Address City: Windham

Agent Information
Listing Agent Listing ID: 1668189

Building
Building Area Building Area: 960 Square Feet

Lot Information
Lot Area: 9583.2 sqft

Miscellaneous
BasementMls Number: 1668189Above Grade Unfinished Area: 960

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 528 Roosevelt Trail

Date	Price	Event	Source
07/19/2026	$375,000	PriceChange	Maine Listings #1668189
Price Change $24,000 (-6%)
07/09/2026	$399,000	PriceChange	Maine Listings #1668189
Price Change $10,000 (-2%)
07/05/2026	$409,000	PriceChange	Maine Listings #1668189
Price Change $20,000 (-5%)
06/19/2026	$429,000	Listed For Sale	Maine Listings #1668189

Similar Homes You May Like

Skip to last item

0.71 ACRES
$489,000
3 bd
1.5 ba
1,428 sqft
451 Summit Street,
Portland, ME 04103
Century 21 North East, Active
$399,900
2 bd
1 ba
714 sqft
12 Grandview Avenue,
South Portland, ME 04106
RE/MAX Shoreline, Active
0.92 ACRES
$400,000
2 bd
1 ba
864 sqft
15 Cedar Street,
Casco, ME 04015
Better Homes & Gardens Real Estate/The Masiello Group, Active
0.75 ACRES
$449,900
2 bd
2 ba
1,188 sqft
870 Long Plains Road,
Buxton, ME 04093
PO-GO REALTY, Active
3.52 ACRES
$424,900
3 bd
2 ba
1,320 sqft
798 Sokokis Avenue,
Limington, ME 04049
RE/MAX County, Active
1.7 ACRES
$545,000
2 bd
1 ba
1,136 sqft
203 Winn Road,
Falmouth, ME 04105
Kre Brokerage Group, Active
5.02 ACRES
$425,000
3 bd
2 ba
1,404 sqft
234 Cleve Tripp Road,
Poland, ME 04274
Keller Williams Realty, Active
3 ACRES
$544,900
2 bd
2 ba
1,414 sqft
40 Rockwood Lane,
Hollis Center, ME 04042
PO-GO REALTY, Active
10 ACRES
$499,999
3 bd
1.5 ba
1,374 sqft
824 Meadow Road,
Casco, ME 04015
Realty ONE Group Next Level, Active
NEW CONSTRUCTION
1.71 ACRES
$469,000
3 bd
2 ba
1,120 sqft
28 Beechwood Lane,
Bridgton, ME 04009
Landing Real Estate, Active
0.28 ACRES
$515,000
3 bd
1.5 ba
1,418 sqft
8 Kenneth Road,
South Portland, ME 04106
RE/MAX Oceanside, Active
$495,000
2 bd
1 ba
1,049 sqft
40 Jordan Shore Drive,
Poland, ME 04274
Clear View Real Estate, Active
0.4 ACRES
$499,900
1 bd
1.5 ba
960 sqft
150 Birchwood Road,
Gray, ME 04039
Freeman Group-Residential Real Estate Brokerage, Active
$425,000
3 bd
1.5 ba
1,378 sqft
22 Ashbourne Court #22,
South Portland, ME 04106
Coldwell Banker Realty, Active
$425,000
2 bd
2 ba
1,384 sqft
705 Riverside Street,
Portland, ME 04103
Excellence Realty, Active
0.9 ACRES
$520,000
3 bd
1.5 ba
1,164 sqft
104 Harvest Hill Road,
Windham, ME 04062
www.HomeZu.com, Active
NEW - 19 HRS AGO
2 ACRES
$419,900
2 bd
1 ba
1,352 sqft
161 Auburn Pownal Road,
Durham, ME 04222
CENTURY 21 Queen City Real Estate, Active
1.69 ACRES
$369,000
3 bd
2 ba
1,368 sqft
2 Shawnee View Lane,
Casco, ME 04015
Realty ONE Group Next Level, Active
2.17 ACRES
$357,500
3 bd
1 ba
1,272 sqft
6 Outlaw Ridge Road,
Raymond, ME 04071
The Maine Real Estate Experience, Active
1.4 ACRES
$439,000
3 bd
1 ba
1,378 sqft
41 Mclellan Road,
Gorham, ME 04038
Dream Home Realty LLC, Active
9.16 ACRES
$525,000
1 bd
1 ba
778 sqft
295 Buxton Road,
Saco, ME 04072
Coldwell Banker Realty, Active
$450,000
2 bd
2 ba
1,205 sqft
6 Page Brook Road,
Standish, ME 04084
Portside Real Estate Group, Active
$250,000
1 bd
1 ba
585 sqft
25 Minott Street #2,
South Portland, ME 04106
Coldwell Banker Realty, Active
1.9 ACRES
$442,000
3 bd
1 ba
1,388 sqft
106 Highland Cliff Road,
Windham, ME 04062
A Team Realty, Active
$399,000
3 bd
1 ba
1,092 sqft
35 Union Street,
Westbrook, ME 04092
207 Prime Properties, LLC, Active
$399,000
2 bd
2 ba
1,248 sqft
37 Ethel Avenue #6,
Westbrook, ME 04092
Sprague & Curtis Real Estate, Active
1 ACRE
$509,900
3 bd
2 ba
1,232 sqft
130 Tenny Hill Road,
Raymond, ME 04071
Landing Real Estate, Active
1.21 ACRES
$375,000
3 bd
2 ba
1,040 sqft
39 Owl Lane,
Auburn, ME 04210
RE/MAX Home Connection, Active
1.12 ACRES
$299,900
2 bd
1 ba
888 sqft
1196 Edes Falls Road,
Harrison, ME 04040
Maine Real Estate Choice, Active
0.52 ACRES
$275,000
3 bd
1 ba
875 sqft
407 Gorham Road,
Scarborough, ME 04074
Fontaine Family-The Real Estate Leader, Active
$459,000
3 bd
1 ba
998 sqft
29 Brook Road,
Portland, ME 04103
Gardner Real Estate Group, Active
0.63 ACRES
$499,900
3 bd
2 ba
1,285 sqft
16 Deer Run Road,
North Yarmouth, ME 04097
Portside Real Estate Group, Active
$405,000
2 bd
1 ba
820 sqft
8 Bonny Eagle Pond Road,
Standish, ME 04084
Landing Real Estate, Active
$299,900
1 bd
1 ba
512 sqft
13 Highland Avenue,
Cumberland, ME 04021
Portside Real Estate Group, Active
$379,900
3 bd
1.5 ba
1,330 sqft
17 King Street #3,
Westbrook, ME 04092
Locations Real Estate Group LLC, Active
$350,000
1 bd
1 ba
1,024 sqft
808 Sebago Road,
Sebago, ME 04029
Keller Williams Realty, Active
$259,000
2 bd
1 ba
1,008 sqft
304 Vagabond Street,
Scarborough, ME 04074
Keller Williams Realty, Active
NEW - 2 DAYS AGO
1.5 ACRES
$419,000
3 bd
2 ba
1,392 sqft
10 Radley Road,
Freeport, ME 04032
EXP Realty, Active
50 ACRES
$519,750
2 bd
2 ba
740 sqft
19 Swan Road,
New Sharon, ME 04955
LAER, Active
73.7 ACRES
$495,000
2 bd
1 ba
1,148 sqft
34 Cricket Lane,
Sebago, ME 04029
Real Estate 2000 ME/NH, Active
See more homes for sale in
Windham
Take a look

Skip to first item

New Listings near 528 Roosevelt Trail

Skip to last item

1.22 ACRES
$499,900
4 bd
2 ba
3,444 sqft
14 Emerson Drive,
Windham, ME 04062
Excellence Realty, Active
0.35 ACRES
$419,900
3 bd
2 ba
1,518 sqft
33 Spear Avenue,
Windham, ME 04062
Coastal Pine Real Estate, LLC, Active
3 ACRES
$315,000
2 bd
1 ba
2,037 sqft
1077 Chadbourne Road,
Standish, ME 04084
Allied Real Estate, Active
1.56 ACRES
$559,000
6 bd
4 ba
2,940 sqft
96 Mineral Spring Road,
Windham, ME 04062
Krainin Real Estate, Active
1.51 ACRES
$475,000
3 bd
1 ba
1,215 sqft
439 Falmouth Road,
Windham, ME 04062
Dream Home Realty LLC, Active
1.47 ACRES
$360,000
2 bd
1 ba
1,389 sqft
317 N Gorham Road,
Gorham, ME 04038
Landing Real Estate, Active
0.38 ACRES
$549,000
3 bd
2.5 ba
1,736 sqft
11 Belvedere Drive,
Windham, ME 04062
Keller Williams Realty, Active
0.99 ACRES
$465,000
3 bd
1 ba
1,778 sqft
81 Highland Road,
Standish, ME 04084
Allied Real Estate, Active
0.48 ACRES
$554,900
4 bd
2 ba
1,655 sqft
2 Twoey Drive,
Windham, ME 04062
Town & Shore Real Estate, Active
50 ACRES
$519,750
2 bd
2 ba
740 sqft
19 Swan Road,
New Sharon, ME 04955
LAER, Active
0.54 ACRES
$524,900
3 bd
2 ba
1,915 sqft
516 Falmouth Road,
Windham, ME 04062
Maine Real Estate Experts, Active
NEW CONSTRUCTION
$469,000
3 bd
2 ba
1,352 sqft
8 Shepherd Lane #4,
Windham, ME 04062
RE/MAX By The Bay, Active
NEW CONSTRUCTION
$499,900
3 bd
2 ba
1,632 sqft
9 Shepherd Lane #13,
Windham, ME 04062
RE/MAX By The Bay, Active
$459,900
3 bd
2.5 ba
1,426 sqft
14 Voyager Lane #14,
Windham, ME 04062
Maine Values Real Estate, Active
See more homes for sale in
Windham
Take a look

Skip to first item

Property Tax and Assessment

Year	2024
Tax	$3,472
Assessment	$302,700

Home facts updated by county records

Comparable Sales for 528 Roosevelt Trail

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
3 Peavey Avenue, Windham, ME	0.53	Single-Family Home	$385,000	01/13/26	3	1	1,464
16 Brookhaven Drive, Windham, ME	0.60	Single-Family Home	$475,000	12/31/25	3	1	1,521
404 Pope Road, Windham, ME	0.53	Single-Family Home	$365,000	03/06/26	2	1	922
4 Varney Mill Road, Windham, ME	0.18	Single-Family Home	$550,000	11/07/25	3	1.5	1,802
39 Varney Mill Road, Windham, ME	0.32	Single-Family Home	$490,000	12/17/25	4	1.5	1,644
6 Deluca Drive, Windham, ME	0.33	Single-Family Home	$694,000	07/06/26	3	2.5	2,050
26 Wright Road, Windham, ME	0.47	Single-Family Home	$395,000	11/19/25	2	2.5	1,844
81 Hall Road, Windham, ME	0.97	Single-Family Home	$435,000	03/02/26	4	1	1,429
33 SERENITY Lane, Windham, ME	0.50	Single-Family Home	$520,000	11/25/25	3	2	1,873
92 Varney Mill Road, Windham, ME	0.65	Single-Family Home	$330,000	08/15/25	2	1.5	1,396

Nearby homes

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

Skip to last item

OFF MARKET
Est. $450,900
3 bd
2 ba
1,615 sqft
530 Roosevelt Trail,
Windham, ME 04062
A Team Realty, Closed
OFF MARKET
Est. $415,900
2 bd
2 ba
1,228 sqft
5 Sienna Lane #8,
Windham, ME 04062
Willis Real Estate, Closed
OFF MARKET
Est. $418,700
2 bd
2 ba
1,671 sqft
7 Sienna Lane #7,
Windham, ME 04062
Keller Williams Coastal and Lakes & Mountains Realty, Closed
SOLD
FEB 27, 2026
$490,000
2 bd
2 ba
1,990 sqft
7 Aquatic Way #7,
Windham, ME 04062
Plowman Realty Group, Closed
OFF MARKET
Est. $553,700
5 bd
2,979 sqft
3 Welsh Road,
Windham, ME 04062
Vitalius Real Estate Group, LLC, Closed
OFF MARKET
Est. $461,000
3 bd
1 ba
1,710 sqft
93 Ward Road,
Windham, ME 04062
Signature Homes Real Estate Group, LLC, Closed
OFF MARKET
Est. $537,600
4 bd
3 ba
2,555 sqft
513 Roosevelt Trail,
Windham, ME 04062
Town & Shore Real Estate, Closed
SOLD
NOV 7, 2025
$550,000
3 bd
1.5 ba
1,802 sqft
4 Varney Mill Road,
Windham, ME 04062
Portside Real Estate Group, Closed
SOLD
DEC 11, 2025
$435,000
2 bd
2 ba
1,287 sqft
4 Paxton Way #4,
Windham, ME 04062
Pine Tree Realty of Maine, Closed
SOLD
OCT 21, 2025
$460,000
3 bd
2.5 ba
1,632 sqft
24 Varney Mill Road #3,
Windham, ME 04062
Keller Williams Realty, Closed
OFF MARKET
Est. $484,100
3 bd
2 ba
1,701 sqft
69 Ward Road,
Windham, ME 04062
NextHome NorthEast Realty, Closed

Skip to first item

Assigned Schools

These are the assigned schools for 528 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
Flag

LGBTQ Local Legal Protections

Proper Real Estate Group 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

528 Roosevelt Trail, Windham, ME 04062 is a 3 bedroom, 1 bathroom, 960 sqft single-family home built in 1987. This property is currently available for sale and was listed by Maine Listings on Jun 19, 2026. The MLS # for this home is MLS# 1668189.

528 Roosevelt Trail
Windham, ME 04062

$375,000