27 Leonards Way, Windham, ME 04062
Property image
Property image
OFF MARKET

27 Leonards Way
Windham, ME 04062

  • 3 Beds
  • 2 Baths
  • 1,350 sqft (on 0.70 acres)

$622,300

Trulia Estimate
as of Jul 11, 2026

$622,300

Trulia Estimate
as of Jul 11, 2026
3 Beds
2 Baths
1,350 sqft
(on 0.70 acres)

Local Information

  • Map ViewExplore the area around 27 Leonards Way.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

27 Leonard's Way is a beautiful, two year old, like new, ranch with all the touches including a play room and an office in the partially finished daylight basement. The large yard is landscaped and planted with flowering plants, shrubs, and trees. The open living room, dining area and kitchen are nicely wood paneled, with new stainless steel appliances and quartz counters to let gourmet chefs perform at their best, with two pantries and multiple cupboards. The master suite has its own bathroom and walk-in closet. Two additional bedrooms share the additional full bathroom on the other end of the house and provide privacy to the master suite. Enjoy the tiled entrance hall from the attached, oversized two car garage, that also opens to the laundry area. Please enjoy the perfect place live and become a part of the neighborhood on this non-thoroughfare, country road that is perfectly situated close to Portland, Windham, Route 95, and Sebago Lake. Open House 4/16 1-3 This home was pre-inspected
27 Leonards Way, Windham, ME 04062 is a 3 bedroom, 2 bathroom, 1,350 sqft single-family home built in 2021. It last sold for $550,000 on May 23, 2023. It is currently off market. The Trulia Estimate is $622,300, with a rent estimate of $3,183/month.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 27 Leonards Way

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: Baseboard, Propane ButaneCooling System: OtherHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2021
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.70 acres

Price History for 27 Leonards Way

DatePriceEventSource
05/23/2023$550,000Sold
Maine Listings #1556052
04/18/2023$475,000PendingMaine Listings #1556052
04/15/2023$475,000Listed For SaleMaine Listings #1556052
03/24/2021$400,000Sold
Maine Listings #1481651
02/18/2021$380,000Listed For SaleMaine Listings #1481651

Market trends in Windham

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
56
6
MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$5,882
Assessment$512,800
Home facts updated by county records

Comparable Sales for 27 Leonards Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.34
Single-Family Home
$401,000
08/22/25
3
1
1,203
0.26
Single-Family Home
$750,000
06/30/26
3
2.5
2,831
0.49
Single-Family Home
$590,000
11/10/25
3
2.5
2,472
0.45
Single-Family Home
$752,000
06/26/26
4
2.5
2,152
0.59
Single-Family Home
$590,000
11/12/25
3
2.5
2,472
0.57
Single-Family Home
$470,000
03/30/26
2
2
2,703
0.44
Single-Family Home
$570,000
11/17/25
4
3.5
3,030
0.70
Single-Family Home
$769,500
01/09/26
3
2.5
2,200
1.06
Single-Family Home
$517,500
11/14/25
3
2
2,531
0.86
Single-Family Home
$650,000
12/19/25
3
2
2,331

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

Explore by feature - Air Conditioning

Explore by feature - Washer/dryer

Homes for sale near 27 Leonards Way

Skip to last item
Skip to first item

Off Market Homes Near 27 Leonards Way

Skip to last item
Skip to first item