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

3D VIEW

2.23 ACRES

20 Freeman Court
Windham, ME 04062

4 Beds
2.5 Baths
4,602 sqft (on 2.23 acres)

$1,645,000

$1,790,000

Est. Mortgage $9,974/mo*

Get Pre-Qualified

$1,645,000

$1,790,000

Est. Mortgage $9,974/mo*

Get Pre-Qualified

4 Beds

2.5 Baths

4,602 sqft

(on 2.23 acres)

Local Information

Map ViewExplore the area around 20 Freeman Court.
Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Last check for updates: about 2 hours ago

Listing courtesy of Holt Realty

Source: Maine Listings, MLS#1663400

Also Listed on Maine Listings.

Description

Located at the end of a quiet cul-de-sac, this exceptional estate combines refined design, extensive recent renovations, and exclusive access to the crystal-clear waters of Maine's premier Sebago Lake -- widely regarded as one of New England's top freshwater destinations for boating, recreation, and year-round beauty.

Offering 4,602 square feet of finished living space, this estate features 4 bedrooms including a primary bedroom suite and walk-in closet, 2.5 baths, a 5-bay garage, set on over 2 acres providing privacy in every direction. The first-floor renovation creates an open-concept layout designed for effortless entertaining and everyday living. A stunning custom kitchen appointed with premium fixtures, Calacatta Brazil true white quartzite paired with contrasting black quartzite countertops, and waterfall-edge detailing that creates a sleek modern look. New flooring, recessed lighting, and an integrated sound system elevate the entire main living area. Additional recent improvements include a new 7,000+ sq ft roof, remodeled and updated baths, 15-zone irrigation system, new hot water heater, and a freshly resealed driveway.

Multiple outdoor living spaces include a raised stone porch seating area, a large porch with a wooden trellis which is directly accessed from the first floor of the home, and a charming foot bridge overlooking a cascading stone fountain. A perfect way to let the world fade away as you relax in your own private backyard oasis after a day on the lake.

Windemere Estates residents enjoy over 700' of private Sebago Lake frontage, featuring three beach areas, tennis courts, beach volleyball, gazebo, private boat launch, and a residents-only dock (boat slips available by tenure). Additionally, this estate is among a select few in the community to include its own mooring.

Privacy, modern sophistication, and Maine lake living all come together at this must-see property. Shown by appointment only.

Home Highlights

Parking

5 Car Garage

Outdoor

Patio

A/C

Heating & Cooling

HOA

$160/Monthly

Price/Sqft

$357

Listed

39 days ago

Home Details for 20 Freeman Court

Active Status
MLS Status: Active

Interior Features
Interior Details Basement: Interior Entry,Full,UnfinishedNumber of Rooms: 10Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Den, Dining Room, Kitchen, Laundry, Living Room, Other Room
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 4602 Square Feet
Appliances & Utilities Utilities: Utilities OnAppliances: Cooktop, Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Wall Oven, Washer, OtherDishwasherDryerLaundry: Built-InsMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Baseboard,Hot Water,ZonedHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa Number of Fireplaces: 4Has a Fireplace
Gas & Electric Electric: Circuit Breakers
Windows, Doors, Floors & Walls Flooring: Carpet, Laminate, Tile, Wood
Levels, Entrance, & Accessibility Floors: Carpet, Laminate, Tile, Wood
View Has a ViewView: Scenic

Exterior Features
Exterior Home Features Roof: ShinglePatio / Porch: PatioFoundation: Poured ConcreteNo Private Pool
Parking & Garage Number of Garage Spaces: 5Number of Covered Spaces: 5No CarportHas a GarageHas an Attached GarageParking Spaces: 5Parking: Paved,5 - 10 Spaces,Garage Door Opener
Frontage WaterfrontRoad Frontage: Private RoadRoad Surface Type: PavedOn Waterfront
Water & Sewer Sewer: Private SewerWater Body: Sebago Lake
Farm & Range Frontage Length: Waterfrontage: 700, Waterfrontage Shared: 700
Finished Area Finished Area (above surface): 4602 Square Feet

Days on Market
Days on Market: 39

Property Information
Year Built Year Built: 1990
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building Construction Materials: Wood Frame, Brick, Clapboard

Price & Status
Price List Price: $1,645,000Price Per Sqft: $357

Media
See Virtual Tour

Location
Direction & Address City: WindhamCommunity: Windemere Homeowners

Agent Information
Listing Agent Listing ID: 1663400

Building
Building Area Building Area: 4602 Square Feet

HOA
Has an HOAHOA Fee: $160/Monthly

Lot Information
Lot Area: 2.23 Acres

Miscellaneous
BasementMls Number: 1663400Above Grade Unfinished Area: 4602

Market trends in Windham

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

6MoM

Price History for 20 Freeman Court

Date	Price	Event	Source
06/27/2026	$1,645,000	PriceChange	Maine Listings #1663400
Price Change $145,000 (-8%)
05/21/2026	$1,790,000	Listed For Sale	Maine Listings #1663400

08/31/2020	$775,000	Sold	Maine Listings #1462601
Recording Date 08/31/2020 County Transfer Tax N/A Total Transfer Tax N/A
08/05/2020	$849,000	PendingToActive	Agent Provided

08/05/2020	$849,000	Pending	Agent Provided

07/31/2020	$849,000	Listed For Sale	Agent Provided

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Year	2024
Tax	$12,965
Assessment	$1,130,300

Home facts updated by county records

Comparable Sales for 20 Freeman Court

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
11 Oxford Road, Windham, ME	0.09	Single-Family Home	$915,000	11/13/25	4	2.5	4,520
18 Woldbrook Drive, Windham, ME	0.27	Single-Family Home	$1,385,000	09/29/25	5	4.5	4,463
8 Henderson Court, Windham, ME	0.31	Single-Family Home	$1,550,000	09/26/25	5	3.5	5,856
101 Whites Bridge Road, Windham, ME	0.30	Single-Family Home	$525,000	07/10/25	3	2	1,829
57 Keeps Way, Windham, ME	0.57	Single-Family Home	$789,900	10/24/25	4	2	2,512
136 Mineral Spring Road, Windham, ME	0.39	Single-Family Home	$560,000	11/04/25	3	1.5	1,884
80 Woodland Road, Windham, ME	1.02	Single-Family Home	$609,000	07/31/25	3	2	2,118
27 Lake Avenue, Windham, ME	1.03	Single-Family Home	$800,000	07/31/25	3	2.5	2,580
57 Thrush Terrace, Windham, ME	1.47	Single-Family Home	$747,000	09/25/25	4	3.5	3,442

Nearby homes

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

Skip to last item

SOLD
NOV 13, 2025
$915,000
4 bd
2.5 ba
4,520 sqft
11 Oxford Road,
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Skip to first item

Assigned Schools

These are the assigned schools for 20 Freeman Court.

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
3mo 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
5mo 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
Flag
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
Flag
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
7y 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"
0
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LGBTQ Local Legal Protections

Holt Realty

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

20 Freeman Court, Windham, ME 04062 is a 4 bedroom, 3 bathroom, 4,602 sqft single-family home built in 1990. This property is currently available for sale and was listed by Maine Listings on May 21, 2026. The MLS # for this home is MLS# 1663400.

20 Freeman Court
Windham, ME 04062

$1,645,000

$1,645,000

Local Information