Is a car needed in Windham, ME?

As of early 2026, 96% of users say car is needed

Is parking easy in Windham, ME?

As of early 2026, 91% of users say parking is easy

Are yards well-kept in Windham, ME?

As of early 2026, 85% of users say yards are well-kept

Is there wildlife in Windham, ME?

As of early 2026, 80% of users say there's wildlife

Does Windham, ME show holiday spirit?

As of early 2026, 79% of users say there's holiday spirit

Would people walk alone at night in Windham, ME?

As of early 2026, 78% of users say people would walk alone at night

Is Windham, ME quiet?

As of early 2026, 67% of users say it's quiet

Do residents of Windham, ME plan to stay at least 5 years?

As of early 2026, 67% of users say they plan to stay for at least 5 years

Is Windham, ME dog-friendly?

As of early 2026, 67% of users say it's dog friendly

Are neighbors friendly in Windham, ME?

As of early 2026, 66% of users say neighbors are friendly

Do kids play outside in Windham, ME?

As of early 2026, 66% of users say kids play outside

Are there community events in Windham, ME?

As of early 2026, 31% of users say there are community events

Does Windham, ME have sidewalks?

As of early 2026, 28% of users say there are sidewalks

Is Windham, ME walkable to restaurants?

As of early 2026, 28% of users say it's walkable to restaurants

Are the streets well-lit in Windham, ME?

As of early 2026, 17% of users say streets are well-lit

Is Windham, ME walkable to grocery stores?

As of early 2026, 13% of users say it's walkable to grocery stores

FOR SALE

0.69 ACRES

24 Leonards Way
Windham, ME 04062

4 Beds
2.5 Baths
2,981 sqft (on 0.69 acres)

$875,000

4 Beds

2.5 Baths

2,981 sqft

(on 0.69 acres)

We estimate this home will sell faster than 88% nearby.

Local Information

Map ViewExplore the area around 24 Leonards Way.
Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Last check for updates: about 17 hours ago

Listing courtesy of Portside Real Estate Group

Source: Maine Listings, MLS#1666776

Also Listed on Maine Listings.

Description

Welcome to this stunning custom-built 4-bedroom (3 bedroom septic) home nestled in one of Windham's most desirable neighborhoods. Perfectly situated just 15 minutes from Portland and 15 minutes from North Windham's shopping, dining and recreation. This property offers the ideal blend of convenience and peaceful living.

Designed with both comfort and entertaining in mind, the home features an open-concept layout with spacious living areas, creating a seamless flow throughout the main level. Enjoy the flexibility of two separate living spaces. One room on first floor may be used as a play room, office, media room or the possibility of a first floor bedroom.

The finished bonus room above the garage is a standout feature, complete with wet bar and endless possibilities.

Thoughtfully crafted with quality finishes and attention to detail, this newer custom home offers modern living in an exceptional neighborhood setting. Whether you're enjoying quiet evenings at home or taking advantage or the nearby amenities and easy Portland commute, this property truly has it all.

FULL HOUSE AUTOMATIC GENERATOR!!!

We estimate this home will sell faster than 88% nearby.

Home Highlights

Parking

2 Car Garage

Outdoor

Porch, Deck

A/C

Heating only

HOA

None

Price/Sqft

$294

Listed

30 days ago

Home Details for 24 Leonards Way

Active Status
MLS Status: Active

Interior Features
Interior Details Basement: Doghouse,Walk-Out Access,Daylight,Full,Sump PumpNumber of Rooms: 8Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bonus Room, Den, Dining Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 2981 Square Feet
Appliances & Utilities Appliances: Cooktop, Dishwasher, Gas Range, RefrigeratorDishwasherRefrigerator
Heating & Cooling Heating: BaseboardNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace
Gas & Electric Electric: Circuit Breakers
Windows, Doors, Floors & Walls Window: Double Pane WindowsFlooring: Wood
Levels, Entrance, & Accessibility Floors: Wood
View Has a ViewView: Trees/Woods
Security Security: Fire Sprinkler System

Exterior Features
Exterior Home Features Roof: ShinglePatio / Porch: Deck, PorchFoundation: Poured ConcreteNo Private Pool
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Paved,1 - 4 Spaces,On Site,Garage Door Opener
Frontage Not on Waterfront
Water & Sewer Sewer: Septic Tank
Finished Area Finished Area (above surface): 2981 Square Feet

Days on Market
Days on Market: 30

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

Price & Status
Price List Price: $875,000Price Per Sqft: $294

Location
Direction & Address City: Windham
School Information High School District: RSU 16

Agent Information
Listing Agent Listing ID: 1666776

Building
Building Area Building Area: 2981 Square Feet

Lot Information
Lot Area: 0.69 acres

Miscellaneous
BasementMls Number: 1666776Above Grade Unfinished Area: 2981

Market trends in Windham

Last updated June 2026

Avg. sale price

$464K

Sale-to-List Price

—

Price per sq ft

$276

Available listings

12MoM

Price History for 24 Leonards Way

Date	Price	Event	Source
06/11/2026	$875,000	Listed For Sale	Maine Listings #1666776

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Property Tax and Assessment

Year	2024
Tax	$8,114
Assessment	$707,400

Home facts updated by county records

Comparable Sales for 24 Leonards Way

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
99 Land Of Nod Road, Windham, ME	0.21	Single-Family Home	$750,000	06/30/26	3	2.5	2,831
19 Treasure Lane, Windham, ME	0.36	Single-Family Home	$752,000	06/26/26	4	2.5	2,152
18 Marshall Valley Road, Windham, ME	0.49	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
46 Highland Cliff Road, Windham, ME	0.47	Single-Family Home	$401,000	08/22/25	3	1	1,203
114 Highland Cliff Road, Windham, ME	0.69	Single-Family Home	$769,500	01/09/26	3	2.5	2,200
26 Marshall Valley Road, Windham, ME	0.61	Single-Family Home	$470,000	03/30/26	2	2	2,703
289 Highland Cliff Road, Windham, ME	1.01	Single-Family Home	$725,000	11/21/25	3	2.5	2,728
20 Revolution Drive, Windham, ME	1.28	Single-Family Home	$920,000	06/05/26	4	2.5	2,897

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Est. $626,400
3 bd
2.5 ba
1,685 sqft
28 Leonards Way,
Windham, ME 04062
Town & Shore Real Estate, Closed
FOR SALE
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3D VIEW
0.84 ACRES
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25 Leonards Way,
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Portside Real Estate Group, Active
OFF MARKET
Est. $820,700
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33 Leonards Way,
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A Team Realty, Closed
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Est. $966,500
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42 Leonards Way,
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King + Miller Real Estate, Closed
OFF MARKET
Est. $636,800
3 bd
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JUN 30, 2026
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99 Land Of Nod Road,
Windham, ME 04062
Better Homes & Gardens Real Estate/The Masiello Group, Closed
OFF MARKET
Est. $313,200
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85 Land Of Nod Road,
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Plowman Realty Group, Closed
OFF MARKET
Est. $761,100
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22 Maysens Way,
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A Team Realty, Closed
OFF MARKET
Est. $683,700
3 bd
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7 Maysens Way,
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Real Broker, Closed
OFF MARKET
Est. $777,700
4 bd
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OFF MARKET
0 Land of Nod,
Windham, ME 04062
Bean Group, Closed

Skip to first item

Assigned Schools

These are the assigned schools for 24 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
Resident
4mo ago
"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
Resident
6mo ago
"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
Resident
1y ago
"I love living here. It’s safe and nice to look at.Dead end street no through traffic. "
0
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Geri Post
Resident
1y ago
"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.
Resident
5y ago
"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.
Resident
7y ago
"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
Resident
7y ago
"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
Resident
7y ago
"I love everything about Windham. The people are great and the town has everything you need in it. "
0
Flag
Laura C.
Resident
7y ago
"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.
Resident
8y ago
"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
11y ago
"If you don't have a car, do not move here. Air is relatively clean though."
0
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Julie L. D.
12y ago
"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

Portside Real Estate Group

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

24 Leonards Way, Windham, ME 04062 is a 4 bedroom, 3 bathroom, 2,981 sqft single-family home built in 2021. This property is currently available for sale and was listed by Maine Listings on Jun 11, 2026. The MLS # for this home is MLS# 1666776.

24 Leonards Way
Windham, ME 04062

$875,000

$875,000

Local Information