165 Roosevelt Trl, Windham, ME 04062
Property image
Property image
OFF MARKET

$431,700

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 2,177 sqft

165 Roosevelt Trl, Windham, ME 04062

Est. Refi. Payment $2,696/mo*
Refinance Your Home
Currently Off Market - Sold Jul 28, 2011 for $187,000

Home Value

Trulia Estimate
$432K
Since last month
Decreased$7K (-1.5%)
Since last year
Increased$13K (+3.1%)
Since last sale
Increased$245K (+131%)
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 +108% in the last 10 years
MonthEstimated value
2026
August 2026$432K
August 2026$432K
July 2026$439K
June 2026$444K
May 2026$436K
April 2026$436K
March 2026$427K
February 2026$423K
January 2026$404K
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
0.67
Single-Family Home
$300,000
06/18/26
3
1
1,611
0.53
Single-Family Home
$325,000
09/12/25
3
1
1,793
0.13
Single-Family Home
$515,000
10/24/25
3
2
1,778
0.53
Single-Family Home
$450,000
12/04/25
3
1
1,813
0.89
Single-Family Home
$450,000
11/14/25
3
1
1,491
0.83
Single-Family Home
$386,700
09/16/25
3
1
1,432
0.27
Single-Family Home
$610,000
08/10/26
3
2.5
1,760
0.84
Single-Family Home
$415,000
09/11/25
2
1
1,535
0.29
Single-Family Home
$690,000
07/15/26
3
3
2,832
0.77
Single-Family Home
$485,000
07/29/26
3
1
1,225

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
$496,300
3
1.5
1,456
Off Market
0.09
$89,500
2
1
784
Recently Sold
0.12
$82,200
2
1.5
792
Off Market
0.13
$580,800
5
3
5,068
Off Market
0.13
$524,800
3
2
1,778
Off Market
0.25
$614,500
3
3
2,344
Off Market
0.30
-
-
-
-
Off Market
0.29
$690,000
3
3
2,832
Recently Sold
0.27
$610,000
3
2.5
1,760
Recently Sold
0.29
$701,900
4
2
2,858
Off Market
0.36
$583,300
3
2
1,620
Off Market
0.39
$155,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 165 Roosevelt Trl.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
2,177 sqft
$198/sqft

About this House

This single-family home is located at 165 Roosevelt Trl, Windham, ME. 165 Roosevelt Trl is in Windham, ME and in ZIP code 04062. This property has 3 bedrooms, 1 bathroom and approximately 2,177 sqft of floor space. This property has a lot size of 10019 sqft and was built in 2005.
165 Roosevelt Trl, Windham, ME 04062 is a 3 bedroom, 1 bathroom, 2,177 sqft single-family home built in 2005. It last sold for $187,000 on Jul 28, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $431,700, with a rent estimate of $2,698/month.

Home Details for 165 Roosevelt Trl

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Jul 28, 2011
Source: Maine Listings #997580
Sold
$187,000
May 1, 2011
Source: Agent Provided
PriceChange
$192,000
Price decreased by 2%
Dec 1, 2010
Source: Agent Provided
Listed For Sale
$195,000
Sep 24, 2009
Source: N/A
Sold
$140,000

Market trends in Windham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
74
6
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

Frequently asked questions about 165 Roosevelt Trl

  • What is 165 Roosevelt Trl estimated to be worth?
    Trulia's estimated value for 165 Roosevelt Trl in Windham, ME is $431,700.
  • What is the price history for 165 Roosevelt Trl?
    165 Roosevelt Trl in Windham, ME last sold for $187,000 in July 2011.
  • Is Windham a buyer's or seller's market?
    Windham is currently a balanced 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 165 Roosevelt Trl?
    The lot at 165 Roosevelt Trl in Windham, ME is about 0.23 acres (10,019 sq ft).

Explore by feature - Pet Friendly

Explore by feature - Garage

Explore by feature - Air Conditioning

Explore by feature - Washer/dryer

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 165 Roosevelt Trl

Skip to last item
Skip to first item

Homes for sale near 165 Roosevelt Trl

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item