65 Sky Drive, Windham, ME 04062
OFF MARKET

65 Sky Drive
Windham, ME 04062

  • 4 Beds
  • 2.5 Baths
  • 3,299 sqft (on 2 acres)

$1,102,800

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $6,506/mo*

$1,102,800

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $6,506/mo*
4 Beds
2.5 Baths
3,299 sqft
(on 2 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination
Last check for updates: about 2 hours ago
Listed by Engel & Volkers Casco Bay
Bought with: Keller Williams Realty
Source: Maine Listings, MLS#1615742

Description

A like-new custom home, meticulously designed, that makes an unforgettable statement in one of the most sought-after Lakes Region neighborhoods. Located just minutes from the charm of downtown Windham, this stunning property is ideally positioned just a mile away from all the conveniences of the town center, and offers the best of both worlds—seclusion and accessibility. You'll enjoy the peaceful privacy of being tucked away on a quiet, private road, yet still within close proximity to Little Sebago Lake and only a short drive to the vibrant city of Portland, Maine.
This home boasts high-end finishes throughout, starting with a chef's kitchen featuring custom cabinetry, a striking waterfall quartz island, and sleek, fully integrated panel-ready appliances. The spacious and open first floor includes a beautiful shiplap cathedral dining area, a cozy tiled fireplace, and a large walk-in pantry that elevates the home's functionality. You'll also appreciate the powder room and a custom-built entry area with ample storage. Upstairs, you'll find four generously sized bedrooms, including a breathtaking master suite with a luxurious custom-built walk-in closet and a walk-in shower that's both stylish and functional. The second floor also includes a laundry room and a beautifully designed full bathroom, perfectly blending form and function.

The home's lower level features 10-foot ceilings and two expansive finished areas that are ready for you to personalize and transform into the space of your dreams. Whether you envision a home theater, gym, or additional living area, the possibilities are endless.

Just a stone's throw from Little Sebago Lake and within easy reach of Portland, this exceptional home is a rare find—offering the perfect combination of peaceful retreat and convenient access to all that the surrounding area has to offer. Don't miss your chance to make it yours!
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 March 31, 2026

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
$54/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 65 Sky Drive

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Interior EntryNumber of Rooms: 12Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Great Room, Kitchen, Living Room, Media Room, Other Room, Other Room 2, Other Room 5
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3299 Square Feet
Heating & Cooling
Heating: Direct Vent Furnace,Forced Air,Hot Water,ZonedHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Direct Vent Furnace
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Gas & Electric
Electric: Circuit Breakers, Generator Hookup, Underground
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Floors: Wood
View
Has a ViewView: Trees/Woods

Exterior Features

Exterior Home Features
Roof: Metal ShinglePatio / Porch: Deck, Patio, PorchNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Private Sewer, Septic Tank
Finished Area
Finished Area (above surface): 2439 Square FeetFinished Area (below surface): 860 Square Feet

Property Information

Year Built
Year Built: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary,Farmhouse

Price & Status

Price
List Price: $1,099,000
Status Change & Dates
Off Market Date: Wed Jul 09 2025

Location

Direction & Address
City: WindhamCommunity: Sky Drive

Building

Building Area
Building Area: 3299 Square Feet

HOA

Has an HOAHOA Fee: $650/Annually

Lot Information

Lot Area: 2 Acres

Miscellaneous

BasementMls Number: 1615742Above Grade Unfinished Area: 2439

Price History for 65 Sky Drive

DatePriceEventSource
07/21/2025$1,069,000Sold
Maine Listings #1615742
07/09/2025$1,099,000PendingMaine Listings #1615742
06/22/2025$1,099,000PriceChange
Maine Listings #1615742
05/29/2025$1,139,000PendingToActiveMaine Listings #1615742
05/23/2025$1,139,000ContingentMaine Listings #1615742
05/12/2025$1,139,000PriceChange
Maine Listings #1615742
03/10/2025$1,175,000Listed For SaleMaine Listings #1615742
10/30/2024$1,190,000ListingRemovedMaine Listings #1606846
10/15/2024$1,190,000Listed For SaleMaine Listings #1606846
05/17/2024$1,090,000Sold
Maine Listings #1586963
05/06/2024$1,199,000PendingMaine Listings #1586963
04/21/2024$1,199,000Listed For SaleMaine Listings #1586963
02/07/2024ListingRemovedMaine Listings #1578951
12/10/2023$1,199,000Listed For SaleMaine Listings #1578951
06/27/2023ListingRemovedMaine Listings #1550107
06/20/2023$875,000PendingToActiveMaine Listings #1550107
06/13/2023$875,000ContingentMaine Listings #1550107
12/27/2022$875,000Listed For SaleMaine Listings #1550107
07/12/2022$119,900Sold
N/A

Market trends in Windham

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
50
5
MoM
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Property Tax and Assessment

Year2024
Tax$11,938
Assessment$1,040,800
Home facts updated by county records

Homeowner tools

Estimated monthly rent$4,019/mo

Comparable Sales for 65 Sky Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.08
Single-Family Home
$924,600
01/21/26
3
2.5
2,650
0.65
Single-Family Home
$660,000
01/23/26
4
2.5
2,070
0.30
Single-Family Home
$457,000
02/20/26
3
2
1,554
0.68
Single-Family Home
$945,000
08/15/25
3
3.5
4,568
0.53
Single-Family Home
$320,000
10/29/25
3
2
2,208
0.27
Single-Family Home
$479,800
10/09/25
3
2
2,052
0.85
Single-Family Home
$818,000
07/18/25
3
2
2,000
0.95
Single-Family Home
$699,000
08/01/25
3
2.5
3,039
0.67
Single-Family Home
$1,750,000
10/15/25
3
2.5
1,984

Nearby homes

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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"

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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
65 Sky Drive, Windham, ME 04062 is a 4 bedroom, 3 bathroom, 3,299 sqft single-family home built in 2024. This property is not currently available for sale. 65 Sky Drive was last sold on Jul 21, 2025 for $1,069,000 (3% lower than the asking price of $1,099,000). The current Trulia Estimate for 65 Sky Drive is $1,102,800.