21 Lakeside Dr, Windham, ME 04062
OFF MARKET

21 Lakeside Dr
Windham, ME 04062

  • 2 Beds
  • 1 Bath
  • 576 sqft

$392,700

Trulia Estimate
as of May 23, 2026

$392,700

Trulia Estimate
as of May 23, 2026
2 Beds
1 Bath
576 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Two rental options on Forest Lake, all fully furnished rental on Forest Lake.

-This one at 21 Lakeside Dr $2900 is a 2bdrm, one bath with boat house on the beach
(this house is only available from Nov until May 1st 2026.) price includes all utilities and even a bi-weekly cleaning of the bathroom and kitchen. At move in there is a one time cleaning fee of $250

9 Lakeside $3800 for is a 3+ bdrm 3 bathroom and two kitchens one lower level walk out to the beach. One time cleaning fee of $500
 price includes all utilities and even a bi-weekly cleaning of the bathrooms and kitchens

 Both rent short term monthly or weekly stay options available. Will do weekly rentals at a 7 day minimum contact me for weekly rates. No smoking. All utilities are running on electric for the heat, hot water, AC, and spectrum for internet with a Smart TV. Close to I95 / Portland. Both are newly renovated cozy houses with fully stocked kitchen's, bedding, with washer/dryer, and lots of parking. Enjoy the peace and quiet of a wooded location, fall colors with the sounds of loons in fall/spring or winter ice fishing, snow shoeing or take advantage of the snowmobile trails... but is still close to all shopping and the I95 interstate for easy travel. Can be rented monthly or short term from Dec to end of May. Please text me for a showing.

Two house options both fully furnished houses can either rent monthly or weekly ( contact me for weekly rates)

21 Lakeside Dr $2900 mo plus security and one time cleaning fee of $250. for a 2bdrm one bath own beach beach (this house is only available from Nov until May 1st 2026.)

9 Lakeside $3800 mo plus security and one time cleaning fee of $500 for is a 3+ bdrm 3 bathroom with two kitchens both on Forest Lake with access beach.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 03, 2025

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 21 Lakeside Dr

Interior Features

Heating & Cooling
Heating: BaseboardAir ConditioningCooling System: Central AirHeating Fuel: Baseboard
Appliances & Utilities
DishwasherDryerWasher
Levels, Entrance, & Accessibility
Floors: Hardwood
Room & Shared Space
Shared space is furnished

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Month

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Price History for 21 Lakeside Dr

DatePriceEventSource
12/14/2025$2,900ListingRemovedZillow Rentals
09/03/2025$2,900Listed For RentZillow Rentals
01/03/2025$2,800ListingRemovedZillow Rentals
11/23/2024$2,800Listed For RentZillow Rentals
03/06/2024ListingRemovedZillow Rentals
02/08/2024$2,500Listed For RentZillow Rentals
02/07/2024ListingRemovedZillow Rentals
11/04/2023$2,100PriceChange
Zillow Rentals
10/21/2023$2,800Listed For RentZillow Rentals
11/04/2022$265,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$4,396
Assessment$383,300
Home facts updated by county records

Comparable Sales for 21 Lakeside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
62 Forest Ave, Windham, ME
0.38
Single-Family Home
$175,000
01/23/26
2
1
720
5 Union Road, Cumberland, ME
0.99
Single-Family Home
$230,000
12/12/25
2
1
632
256 Gray Rd, Cumberland, ME
0.98
Single-Family Home
$166,000
10/03/25
3
1
800
12 Skillin Rd, Cumberland, ME
1.20
Single-Family Home
$350,000
12/09/25
2
1
940
263 Gray Road, Cumberland, ME
1.06
Single-Family Home
$345,000
11/21/25
3
1
1,000
255 Gray Road, Cumberland, ME
1.05
Single-Family Home
$425,000
07/15/25
3
1
1,184
8 George Road, Cumberland, ME
1.00
Single-Family Home
$422,000
12/12/25
3
1
1,615
124 Cottage Road, Gray, ME
0.57
Single-Family Home
$725,000
06/30/25
3
2.5
3,046
6 Stratton Woods Ln, Cumberland, ME
1.20
Single-Family Home
$400,000
08/05/25
2
2
1,588
5 Richard's Way, Gray, ME
1.07
Single-Family Home
$390,000
07/14/25
3
2
1,731

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Lakeside Dr.
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
    "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
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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"
    0
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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."
    0
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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."
    0
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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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21 Lakeside Dr, Windham, ME 04062 is a 2 bedroom, 1 bathroom, 576 sqft single-family home. This property is not currently available for sale. 21 Lakeside Dr was last sold on Nov 4, 2022 for $265,000 (9,038% higher than the asking price of $2,900). The current Trulia Estimate for 21 Lakeside Dr is $392,700.