42 Leonards Way, Windham, ME 04062
OFF MARKET

42 Leonards Way
Windham, ME 04062

  • 4 Beds
  • 3 Baths
  • 2,981 sqft (on 0.83 acres)

$971,300

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $5,800/mo*
Refinance Your Home

$971,300

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $5,800/mo*
Refinance Your Home
4 Beds
3 Baths
2,981 sqft
(on 0.83 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination
Last check for updates: about 11 hours ago
Listed by King + Miller Real Estate
Bought with: Town & Shore Real Estate
Source: Maine Listings, MLS#1603207

Description

Like a pot of gold at the end of a rainbow, this exquisite Windham property will have you celebrating your good luck! This 4 bedroom, 4 bath resort-like residence is tucked into a dreamy dead-end spot that feels like a personal retreat. Inside, custom woodwork & beams, engineered hardwood + tile floors and endless design details are a delight. The kitchen's quartz countertops, double ovens, custom cabinets with lighting, gas range and pantry will make every home chef's heart sing. Handsome built-ins and a gas fireplace preside over the living room, ready to help you relax at the end of the day. You'll adore family meals in the dining room. The mudroom corrals coats and boots. A half bath completes the main floor. Upstairs, the show-stopping primary ensuite bedroom is the ultimate respite thanks to a balcony overlooking the yard, walk-in closet and a beautiful bathroom. Three additional upstairs bedrooms can serve as space for sleep, work or play. A laundry room + bathroom round out the second floor. Playdates + movie nights are yours for the taking in the finished basement, complete with a multi-use room equipped with a projector. Another flex room can serve as a home office, gym or the like. A bathroom means you need not dash upstairs when nature calls. The property is serene, with a parade of wildlife sightings through the seasons. The spacious patio with a huge stone fireplace (crowned by a television!) and a bar with an on-demand propane-fueled griddle, grill + beverage cooler is just the beginning of the magic outside. The gazebo (with another television), sunbathing deck, pool and direct access to a petite pond - complete with a tire swing - will have you hard-pressed to ever leave home. An outbuilding hosts toys & tools, as does the attached 2-car garage. Windham is overflowing with amenities, and you need not leave this big-hearted small town for a thing - but when you do, Westbrook & Portland are a short dash in the car away. Your haven awaits!
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 November 14, 2024

Home Highlights

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

Home Details for 42 Leonards Way

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Bulkhead,Finished,FullNumber of Rooms: 10Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Den, Dining Room, Kitchen, Laundry, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 2981 Square Feet
Appliances & Utilities
Appliances: Cooktop, Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Wall Oven, WasherDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,ZonedHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Gas & Electric
Electric: Circuit Breakers, Generator Hookup
Windows, Doors, Floors & Walls
Flooring: Carpet, Other, Tile
Levels, Entrance, & Accessibility
Floors: Carpet, Other, Tile
Security
Security: Water Radon Mitigation System

Exterior Features

Exterior Home Features
Roof: Fiberglass ShinglePatio / Porch: PatioOther Structures: Shed(s)No Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Paved,5 - 10 Spaces,Electric Vehicle Charging Station(s)
Frontage
Not on Waterfront
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 2388 Square FeetFinished Area (below surface): 593 Square Feet

Property Information

Year Built
Year Built: 2021
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood Frame, Vinyl Siding

Price & Status

Price
List Price: $899,999
Status Change & Dates
Off Market Date: Sat Sep 14 2024

Location

Direction & Address
City: Windham

Building

Building Area
Building Area: 2981 Square Feet

Lot Information

Lot Area: 0.83 acres

Miscellaneous

BasementMls Number: 1603207Attribution Contact: info@kingmillerrealestate.comAbove Grade Unfinished Area: 2388

Price History for 42 Leonards Way

DatePriceEventSource
11/14/2024$910,000Sold
Maine Listings #1603207
09/16/2024$899,999PendingMaine Listings #1603207
09/10/2024$899,999Listed For SaleMaine Listings #1603207
04/26/2021$585,000Sold
Maine Listings #1463769
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$8,451
Assessment$736,800
Home facts updated by county records

Comparable Sales for 42 Leonards Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
18 Marshall Valley Road, Windham, ME
0.50
Single-Family Home
$570,000
11/17/25
4
3.5
3,030
9 Zephyr Hill, Windham, ME
0.52
Single-Family Home
$590,000
11/10/25
3
2.5
2,472
114 Highland Cliff Road, Windham, ME
0.64
Single-Family Home
$769,500
01/09/26
3
2.5
2,200
289 Highland Cliff Road, Windham, ME
0.90
Single-Family Home
$725,000
11/21/25
3
2.5
2,728
26 Marshall Valley Road, Windham, ME
0.61
Single-Family Home
$470,000
03/30/26
2
2
2,703
4 Betty Lane, Windham, ME
1.39
Single-Family Home
$1,120,000
09/30/25
4
2.5
2,932
46 Highland Cliff Road, Windham, ME
0.57
Single-Family Home
$401,000
08/22/25
3
1
1,203
14 Betty Lane, Windham, ME
1.36
Single-Family Home
$1,170,000
12/03/25
4
2.5
3,202
7 Revolution Drive, Windham, ME
1.29
Single-Family Home
$760,000
07/25/25
3
2.5
2,692

Nearby homes

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

Assigned Schools

These are the assigned schools for 42 Leonards Way.
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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 42 Leonards Way

Skip to last item
Skip to first item

Off Market Homes Near 42 Leonards Way

Skip to last item
Skip to first item
Listing data is derived in whole or in part from Maine Real Estate Information System, Inc. (d/b/a Maine Listings) and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved. Equal Housing Opportunity.
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443

Homes for rent near 42 Leonards Way

Skip to last item
  • Results are loading
Skip to first item
42 Leonards Way, Windham, ME 04062 is a 4 bedroom, 4 bathroom, 2,981 sqft single-family home built in 2021. This property is not currently available for sale. 42 Leonards Way was last sold on Nov 14, 2024 for $910,000 (1% higher than the asking price of $899,999). The current Trulia Estimate for 42 Leonards Way is $971,300.