937 Roosevelt Trail, Windham, ME 04062
Property image
Property image
OFF MARKET

$335,600

Trulia Estimate
  • 4 Beds
  • 1 Bath
  • 1,248 sqft (on 0.28 acres)

937 Roosevelt Trail, Windham, ME 04062

Est. Refi. Payment $2,161/mo*
Refinance Your Home
Currently Off Market - Sold Apr 30, 2024 for $185,000

Home Value

Trulia Estimate
$336K
Since last month
Decreased$63K (-15.8%)
Since last year
Increased$142K (+73.5%)
Since last sale
Increased$151K (+81.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +84% in the last 10 years
MonthEstimated value
2026
September 2026$336K
August 2026$328K
July 2026$399K
June 2026$390K
May 2026$389K
April 2026$380K
March 2026$376K
February 2026$594K
January 2026$592K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.43
Single-Family Home
$324,900
06/29/26
2
1
812
0.11
Single-Family Home
$595,000
07/15/26
3
2
2,016
0.23
Single-Family Home
$589,000
08/28/26
3
2.5
1,872
0.20
Single-Family Home
$475,000
07/10/26
3
2
1,140
0.42
Single-Family Home
$249,000
11/21/25
1
1
512
0.50
Single-Family Home
$520,000
11/14/25
3
2.5
1,440
0.78
Single-Family Home
$560,000
11/04/25
3
1.5
1,884
0.69
Single-Family Home
$789,900
10/24/25
4
2
2,512
0.69
Single-Family Home
$450,000
07/24/26
3
2
1,170

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.05
$410,800
2
2
1,450
Off Market
0.06
$319,000
1
1
644
For Sale
0.07
$385,000
1
1
632
For Sale
0.11
$595,000
3
2
2,016
Recently Sold
0.13
$445,500
3
1
920
Off Market
0.17
$335,000
2
2
991
For Sale
0.20
$475,000
3
2
1,140
Recently Sold
0.19
$506,400
3
1.5
1,758
Off Market
0.23
$589,000
3
2.5
1,872
Recently Sold
0.29
$448,000
2
2
931
Off Market
0.30
$671,300
3
2
1,360
Off Market

Local Information

  • Map ViewExplore the area around 937 Roosevelt Trail.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1940
0.28 acre lot
1,248 sqft
$269/sqft
Last check for updates: about 5 hours ago
Listed by A Team Realty
Bought with: North Point Realty LLC
Source: Maine Listings, MLS#1569344

About this House

Year round waterfront house in the desirable town of Windham. Property is located on a paved road and walking distance to Seacoast Fun Park and Deckhouse Tavern. In addition, this property features: public water, new dock, poured concrete foundation, re graveled parking spaces, recent survey work and a walkout basement. This property is in need of a full renovation or tear it down.and build on the existing foundation. Seller has active building permits to renovate the existing structure. Pettingill Pond is 42 acres in size and allows motor boats. This is a great opportunity for a camp, rental or house. Value is in the land not the building.
937 Roosevelt Trail, Windham, ME 04062 is a 4 bedroom, 1 bathroom, 1,248 sqft single-family home built in 1940. It last sold for $185,000 on Apr 30, 2024 (7% below the $199,900 asking price). More recently, it was listed as a rental in July 2026 with an asking price of $2,750 per month. That rental listing was removed on September 16, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $335,600, with a rent estimate of $2,010/month.

Home Details for 937 Roosevelt Trail

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Interior Entry,Full,UnfinishedNumber of Rooms: 7Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bonus Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1248 Square Feet
Heating & Cooling
Heating: Forced Air,StoveNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Gas & Electric
Electric: On Site, FusesHas Electric on Property
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Floors: Wood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PorchNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Gravel,1 - 4 Spaces
Frontage
WaterfrontRoad Surface Type: PavedOn Waterfront
Water & Sewer
Sewer: Private Sewer, UnknownWater Body: Pettengill Pond
Farm & Range
Frontage Length: Waterfrontage: 135, Waterfrontage Owned: 135
Finished Area
Finished Area (above surface): 1248 Square Feet

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood Frame, Wood Siding

Price & Status

Price
List Price: $199,900
Status Change & Dates
Off Market Date: Fri Sep 22 2023

Location

Direction & Address
City: Windham

Building

Building Area
Building Area: 1248 Square Feet

Lot Information

Lot Area: 0.28 acres

Miscellaneous

BasementMls Number: 1569344Attribution Contact: info@ateammaine.comAbove Grade Unfinished Area: 1248

Price and Tax history

DateEventPrice
Sep 16, 2026
Source: Zillow Rentals
ListingRemoved
$1,950
Aug 27, 2026
Source: Zillow Rentals
PriceChange
$1,950
Price decreased by 15%
Aug 10, 2026
Source: Zillow Rentals
PriceChange
$2,285
Price decreased by 17%
Jul 20, 2026
Source: Zillow Rentals
Listed For Rent
$2,750
Nov 10, 2025
Source: Zillow Rentals
ListingRemoved
$2,850

Market trends in Windham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
96
22
MoM

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

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

Frequently asked questions about 937 Roosevelt Trail

  • What is 937 Roosevelt Trail estimated to be worth?
    Trulia's estimated value for 937 Roosevelt Trail in Windham, ME is $335,600.
  • What is the price history for 937 Roosevelt Trail?
    937 Roosevelt Trail in Windham, ME last sold for $185,000 in April 2024.
  • Is Windham a buyer's or seller's market?
    Windham is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Windham?
    Residents describe Windham, ME as easy to park in, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Windham, ME.
  • How big is the lot at 937 Roosevelt Trail?
    The lot at 937 Roosevelt Trail in Windham, ME is about 0.28 acres (12,197 sq ft).
  • Does 937 Roosevelt Trail have parking?
    Yes, 937 Roosevelt Trail in Windham, ME has on-site parking.

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