5 Chestnut Ave, Windham, ME 04062
Property image
Property image
OFF MARKET

$438,900

Trulia Estimate
as of Oct 5, 2026
  • 1 Bed
  • 1 Bath
  • 680 sqft

5 Chestnut Ave, Windham, ME 04062

Home Highlights

Apartment
680 sqft
$645/sqft

Local Information

  • Map ViewExplore the area around 5 Chestnut Ave.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Hardwood floorsOff street parking
Renovated/ updated 2 years ago. 1 bedroom apartment 4 min from North Windham, in a very quiet neighborhood. Hardwood floors,off street parking no pets. 1,700.00 per month. Heat, electric, hot water,included.

Heat, hot water, and electric included.
5 Chestnut Ave, Windham, ME 04062 is a 1 bedroom, 1 bathroom, 680 sqft apartment. It last sold for $238,000 on Sep 5, 2019 (13,900% above the $1,700 asking price). More recently, it was listed as a rental in August 2025 with an asking price of $1,700 per month. That rental listing was removed on September 9, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $438,900, with a rent estimate of $1,607/month.

Home Details for 5 Chestnut Ave

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 5 Chestnut Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
36 Whites Bridge Rd, Windham, ME
2.04
Apartment
$277,000
12/31/25
2
1.5
1,480 sqft
403 Gray Rd, Windham, ME
3.66
Apartment
$1,000,000
04/10/26
2
1
750 sqft
49 Conifer Dr, Windham, ME
4.03
Apartment
$390,000
11/06/25
2
2
964 sqft
1111 Roosevelt Trl, Windham, ME
3.52
Apartment
$3,600,000
03/09/26
3
3
2,700 sqft
Address Not Disclosed, Raymond, ME
4.54
Apartment
$625,000
07/14/26
3
1
-
Home facts updated by county records

Nearby homes

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Around this home

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"
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  • 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 "
    0
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  • Charliestandishjr
    "I love living here. It’s safe and nice to look at.Dead end street no through traffic. "
    0
    Flag
  • 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"
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  • 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. "
    1
    Flag
  • 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."
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  • 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. "
    13
    Flag
  • Lizmc200
    "I love everything about Windham. The people are great and the town has everything you need in it. "
    0
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  • 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."
    2
    Flag
  • 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 "
    1
    Flag
  • zmbailey
    "If you don't have a car, do not move here. Air is relatively clean though."
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  • 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"
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LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Sep 9, 2025
Source: Zillow Rentals
ListingRemoved
$1,700
Aug 23, 2025
Source: Zillow Rentals
Listed For Rent
$1,700
Mar 17, 2025
Source: Zillow Rentals
ListingRemoved
$1,400
Mar 12, 2025
Source: Zillow Rentals
Listed For Rent
$1,400
Sep 5, 2019
Source: Maine Listings #1420915
Sold
$238,000

Frequently asked questions about 5 Chestnut Ave

  • What is 5 Chestnut Ave estimated to be worth?
    Trulia's estimated value for 5 Chestnut Ave in Windham, ME is $438,900.
  • What is the price history for 5 Chestnut Ave?
    5 Chestnut Ave in Windham, ME last sold for $238,000 in September 2019.
  • 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.
  • Does 5 Chestnut Ave have parking?
    Yes, 5 Chestnut Ave in Windham, ME has on-site parking.

Homes for rent near 5 Chestnut Ave

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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