111 Cottage Rd, Windham, ME 04062
Property image
Property image
OFF MARKET

$664,900

Trulia Estimate
as of Aug 28, 2026
  • 3 Beds
  • 2 Baths
  • 1,526 sqft
  • 3 Beds
  • 2 Baths
  • 1,526 sqft

111 Cottage Rd, Windham, ME 04062

Home Highlights

Property Type
Single-Family Home
Living Area
1,526 sqft
Price/Sqft
$436

Local Information

  • Map ViewExplore the area around 111 Cottage Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Charming, Updated Lakefront Winter Rental Highland Lake, ME
Available October 2025 April/May 2026

Spend the winter at Loon Cottage a cozy, beautifully updated 3-bedroom, 1.5-bath lakefront home on Highland Lake. This fully furnished cottage blends New England charm with modern comfort, featuring an updated kitchen, new appliances, and a spacious yard leading to your own private sandy beach. It's the perfect place to enjoy crisp lake views, quiet evenings, and wintertime serenity.

Features:
3 bedrooms / 1.5 bathrooms

Recently updated with a stylish kitchen, new stainless steel electric stove, refrigerator, washer, and dryer

Fully furnished with comfortable, thoughtfully chosen decor

Oil to steam heat (utilities not included)

Spacious yard and private lakefront access with sandy beach perfect for morning coffee or snowy sunset views

Location:
5 15 minutes to golf courses, breweries, shopping, and hiking trails

20 minutes to Portland's Old Port, with its renowned restaurants, shops, and waterfront charm

A peaceful seasonal getaway, ideal for remote work, creative projects, or simply embracing a quieter pace this winter.

The owner pays for wifi, trash, water, and sewer. The utilities not included (heat and electricity). No smoking is allowed. The house is furnished. Looking for a 6-8 month lease starting October 1, 2025, to end April-May 2026. Pets negotiable.
111 Cottage Rd, Windham, ME 04062 is a 3 bedroom, 2 bathroom, 1,526 sqft single-family home. It last sold for $575,000 on May 15, 2023 (20,075% above the $2,850 asking price). More recently, it was listed as a rental in August 2025 with an asking price of $2,850 per month. That rental listing was removed on August 25, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $664,900, with a rent estimate of $2,939/month.

Home Details for 111 Cottage Rd

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 6 MonthAvailable: now

Interior Features

Appliances & Utilities
DryerWasher

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 111 Cottage Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
168 Cottage Road, Windham, ME
0.25
Single-Family Home
$599,000
06/08/26
3
1.5
1,650 sqft
104 Cottage Road, Windham, ME
0.05
Single-Family Home
$765,000
12/02/25
3
3
2,337 sqft
4 Solomon Drive, Windham, ME
0.32
Single-Family Home
$523,000
06/08/26
3
1.5
1,955 sqft
147 Cottage Road, Windham, ME
0.16
Single-Family Home
$1,115,000
10/23/25
3
3
1,936 sqft
80 Vista Drive, Windham, ME
0.56
Single-Family Home
$574,900
08/24/26
3
1.5
1,485 sqft
91 Vista Drive, Windham, ME
0.61
Single-Family Home
$510,000
06/22/26
3
2
1,456 sqft
54 Lower Beach Road, Windham, ME
0.29
Single-Family Home
$485,000
05/14/26
2
1
1,685 sqft
47 Babbidge Road, Falmouth, ME
0.71
Single-Family Home
$615,000
06/12/26
2
2
1,773 sqft
139 Albion Road, Windham, ME
0.90
Single-Family Home
$570,740
05/13/26
3
2
1,594 sqft
1 Orchard Rd, Windham, ME
0.23
Single-Family Home
$315,000
11/07/25
2
1
772 sqft

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"
    0
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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
    Flag
  • 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"
    0
    Flag
  • 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."
    0
    Flag
  • 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
    Flag
  • 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."
    0
    Flag
  • 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"
    0
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LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Aug 25, 2025
Source: Zillow Rentals
ListingRemoved
$2,850
Aug 8, 2025
Source: Zillow Rentals
Listed For Rent
$2,850
May 20, 2024
Source: Zillow Rentals
ListingRemoved
Apr 27, 2024
Source: Zillow Rentals
PriceChange
$3,300
Price decreased by 6%
Mar 20, 2024
Source: Zillow Rentals
Listed For Rent
$3,500

Frequently asked questions about 111 Cottage Rd

  • What is 111 Cottage Rd estimated to be worth?
    Trulia's estimated value for 111 Cottage Rd in Windham, ME is $664,900.
  • What is the price history for 111 Cottage Rd?
    111 Cottage Rd in Windham, ME last sold for $575,000 in May 2023.
  • 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.
  • Does 111 Cottage Rd have laundry facilities?
    Yes, 111 Cottage Rd in Windham, ME has in-unit laundry.
  • Does 111 Cottage Rd have parking?
    Yes, 111 Cottage Rd in Windham, ME has on-site parking.

Homes for rent near 111 Cottage Rd

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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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