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

What is the estimated monthly payment for 20 Freeman Court?

Based on a $1,485,000 list price with 20% down at today's rates, the estimated monthly payment for 20 Freeman Court in Windham, ME is approximately $9,024 (about $7,736 principal & interest, $1,213 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.

What do residents say about Windham?

Residents describe Windham, ME as easy to park in, well-kept, and quiet. Most residents say you need a car. See homes for sale in Windham, ME .

What are the closest schools to 20 Freeman Court?

The closest schools to 20 Freeman Court in Windham, ME are Manchester School (Elementary, rated 7/10), Windham High School (rated 6/10), Windham Middle School (rated 4/10).

What is 20 Freeman Court estimated to be worth?

Trulia's estimated value for 20 Freeman Court in Windham, ME is $1,422,800 .

Does 20 Freeman Court have air conditioning?

Yes, 20 Freeman Court in Windham, ME has air conditioning.

Does 20 Freeman Court have laundry facilities?

Yes, 20 Freeman Court in Windham, ME has in-unit laundry.

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)

$1,485,000

$1,645,000

Est. Mortgage $9,043/mo*

Get Pre-Qualified

$1,485,000

$1,645,000

Est. Mortgage $9,043/mo*

Get Pre-Qualified

4 Beds

2.5 Baths

4,602 sqft

(on 2.23 acres)

Home Highlights

Parking

5 Car Garage

Outdoor

Patio

Climate Control

Heating & Cooling

HOA

$160/Monthly

Price/Sqft

$323

Listed

84 days ago

Local Information

Map ViewExplore the area around 20 Freeman Court.

-- mins to

Commute Destination

Last check for updates: about 6 hours ago

Listing courtesy of Holt Realty

Source: Maine Listings, MLS#1663400

Also Listed on Maine Listings.

About this House

Enjoy 700' of gated private Sebago Lake frontage with this exceptional estate located at the end of a quiet cul-de-sac. 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 private Sebago Lake frontage with 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 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 Appliances: 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: 84

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: $1,485,000Price Per Sqft: $323

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 July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

6MoM

Price and Tax history

Date	Event	Price
Jul 11, 2026 Source: Maine Listings #1663400	PriceChange	$1,485,000 Price decreased by 10%
Jun 27, 2026 Source: Maine Listings #1663400	PriceChange	$1,645,000 Price decreased by 8%
May 21, 2026 Source: Maine Listings #1663400	Listed For Sale	$1,790,000
Aug 31, 2020 Source: Maine Listings #1462601	Sold	$775,000
Aug 5, 2020 Source: Agent Provided	PendingToActive	$849,000
Aug 5, 2020 Source: Agent Provided	Pending	$849,000
Jul 31, 2020 Source: Agent Provided	Listed For Sale	$849,000

Year	Property tax	Tax assessment
2024	$12,965	$1,130,300

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Home Value

Trulia Estimate

$1.42M

Since last month

$155K (-9.8%)

Since last year

$137K (+10.6%)

Since last sale

$648K (+83.6%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +183% in the last 10 years

Month	Estimated value
2026
August 2026	$1.42M
July 2026	$1.42M
June 2026	$1.58M
May 2026	$1.77M
April 2026	$1.26M
March 2026	$1.23M
February 2026	$1.2M
January 2026	$1.16M
2025
December 2025	$1.2M
November 2025	$1.22M
October 2025	$1.24M
September 2025	$1.26M
August 2025	$1.26M
July 2025	$1.29M
June 2025	$1.28M
May 2025	$1.26M
April 2025	$1.23M
March 2025	$1.23M
February 2025	$1.22M
January 2025	$1.18M
2024
December 2024	$1.2M
November 2024	$1.19M
October 2024	$1.22M
September 2024	$1.21M
August 2024	$1.24M
July 2024	$1.22M
June 2024	$1.23M
May 2024	$1.23M
April 2024	$1.2M
March 2024	$1.2M
February 2024	$1.14M
January 2024	$1.11M
2023
December 2023	$1.13M
November 2023	$1.08M
October 2023	$1.13M
September 2023	$1.15M
August 2023	$1.14M
July 2023	$1.15M
June 2023	$1.17M
May 2023	$1.12M
April 2023	$1.1M
March 2023	$1.08M
February 2023	$1.06M
January 2023	$1.05M
2022
December 2022	$1.04M
November 2022	$1.06M
October 2022	$1.07M
September 2022	$1.08M
August 2022	$1.1M
July 2022	$1.14M
June 2022	$1.18M
May 2022	$1.18M
April 2022	$1.11M
March 2022	$1.07M
February 2022	$1.03M
January 2022	$1.01M
2021
December 2021	$992K
November 2021	$967K
October 2021	$959K
September 2021	$963K
August 2021	$982K
July 2021	$978K
June 2021	$951K
May 2021	$921K
April 2021	$897K
March 2021	$863K
February 2021	$832K
January 2021	$833K
2020
December 2020	$817K
November 2020	$807K
October 2020	$791K
September 2020	$780K
August 2020	$849K
July 2020	$632K
June 2020	$620K
May 2020	$611K
April 2020	$607K
March 2020	$596K
February 2020	$581K
January 2020	$578K
2019
December 2019	$577K
November 2019	$605K
October 2019	$668K
September 2019	$613K
August 2019	$604K
July 2019	$612K
June 2019	$672K
May 2019	$579K
April 2019	$578K
March 2019	$580K
February 2019	$578K
January 2019	$575K
2018
December 2018	$556K
November 2018	$581K
October 2018	$586K
September 2018	$531K
August 2018	$534K
July 2018	$531K
June 2018	$526K
May 2018	$526K
April 2018	$526K
March 2018	$529K
February 2018	$525K
January 2018	$513K
2017
December 2017	$510K
November 2017	$517K
October 2017	$528K
September 2017	$521K
August 2017	$522K
July 2017	$517K
June 2017	$508K
May 2017	$501K
April 2017	$502K
March 2017	$514K
February 2017	$500K
January 2017	$496K
2016
December 2016	$503K
November 2016	$507K
October 2016	$504K
September 2016	$501K
August 2016	$503K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

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
57 Keeps Way, Windham, ME	0.57	Single-Family Home	$789,900	10/24/25	4	2	2,512
35 Spear Avenue, Windham, ME	0.52	Single-Family Home	$595,000	07/15/26	3	2	2,016
136 Mineral Spring Road, Windham, ME	0.39	Single-Family Home	$560,000	11/04/25	3	1.5	1,884
11 Bates Lane, Windham, ME	0.56	Single-Family Home	$475,000	07/10/26	3	2	1,140
93 Woodland Road, Windham, ME	1.10	Single-Family Home	$450,000	07/24/26	3	2	1,170
57 Thrush Terrace, Windham, ME	1.47	Single-Family Home	$747,000	09/25/25	4	3.5	3,442

Nearby home prices

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

Address	Distance	Price	Bed	Bath	Sqft	Status
11 Oxford Road, Windham, ME 04062	0.09	$915,000	4	2.5	4,520	Recently Sold
38 Woldbrook Drive, Windham, ME 04062	0.12	$1,384,100	3	3	4,907	Off Market
35 Woldbrook Drive, Windham, ME 04062	0.17	$949,000	6	3.5	3,555	For Sale
26 Woldbrook Drive, Windham, ME 04062	0.21	-	-	-	-	Off Market
11 Woldbrook Drive, Windham, ME 04062	0.24	$791,100	4	2.5	3,358	Off Market
3 Shamrock Lane #., Windham, ME 04062	0.25	$855,000	2	2.5	2,556	Recently Sold
18 Woldbrook Drive, Windham, ME 04062	0.27	$1,413,900	5	4.5	4,463	Off Market
44 Whites Bridge Road #44, Windham, ME 04062	0.29	$300,800	2	1.5	1,000	Off Market
101 Whites Bridge Road, Windham, ME 04062	0.30	$539,000	3	2	1,829	Off Market
97 Whites Bridge Road, Windham, ME 04062	0.31	$369,200	3	1	1,248	Off Market
8 Henderson Court, Windham, ME 04062	0.31	$1,582,700	5	3.5	5,856	Off Market

Around this home

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
5mo 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
7mo 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
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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."
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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
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Lizmc200
Resident
7y ago
"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.
Resident
8y 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
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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
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zmbailey
11y ago
"If you don't have a car, do not move here. Air is relatively clean though."
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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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Frequently asked questions about 20 Freeman Court

What is the estimated monthly payment for 20 Freeman Court?
Based on a $1,485,000 list price with 20% down at today's rates, the estimated monthly payment for 20 Freeman Court in Windham, ME is approximately $9,024 (about $7,736 principal & interest, $1,213 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
What do residents say about Windham?
Residents describe Windham, ME as easy to park in, well-kept, and quiet. Most residents say you need a car. See homes for sale in Windham, ME.
What are the closest schools to 20 Freeman Court?
The closest schools to 20 Freeman Court in Windham, ME are Manchester School (Elementary, rated 7/10), Windham High School (rated 6/10), Windham Middle School (rated 4/10).
What is 20 Freeman Court estimated to be worth?
Trulia's estimated value for 20 Freeman Court in Windham, ME is $1,422,800.
Does 20 Freeman Court have air conditioning?
Yes, 20 Freeman Court in Windham, ME has air conditioning.
Does 20 Freeman Court have laundry facilities?
Yes, 20 Freeman Court in Windham, ME has in-unit laundry.

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

$1,485,000

$1,485,000

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20 Freeman Court
Windham, ME 04062