20 Ladyslipper Dr

Windham, ME 04062

$2,000,000
Price
3
Beds
2,016 Sq. Ft.
$992 / Sq. Ft.
2,016
Sq. Ft.
$992
per Sq. Ft.
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Description

New construction on Little Sebago Lake is a once-in-a-decade event. And this is that event. A sun drenched contemporary three-story residence modeled after a Maine Home + Design award winning home and sited on a private dead-end road shared by just six year-round properties. This home faces DUE WEST, so that every room on the waterside catches the full arc of sunset through the floor-to-ceiling glass. The colors were selected to blend in the surrounding woods and is custom shingled in cedar. Enjoy...New construction on Little Sebago Lake is a once-in-a-decade event. And this is that event. A sun drenched contemporary three-story residence modeled after a Maine Home + Design award winning home and sited on a private dead-end road shared by just six year-round properties. This home faces DUE WEST, so that every room on the waterside catches the full arc of sunset through the floor-to-ceiling glass. The colors were selected to blend in the surrounding woods and is custom shingled in cedar. Enjoy public water from the Portland Water District from May-October plus a drilled well for winter months. The 38-foot-deep garage serves for convenient storage and is 10 feet tall. There is opportunity to finish part or all. Plumbing is in the garage with a mechanical room, plus parking for 3 cars. An EV charging was also added. Inside, new hardwood floors run throughout. The kitchen anchors the open-concept main level with a ten-foot quartz island with double waterfall features. Subzero fridge and Viking induction range plus a double pantry. Central HVAC and a propane fireplace keep the home comfortable year-round. Two decks extend the living space toward the water -- one for morning, one for the long western light. The primary suite has a private door leading to the 3rd floor deck, where you may relax and soak in the views and sounds of the lake. At the water's edge, an original boathouse and a second storage screened structure remain from the property's earlier life, and both can make wonderful bunk or playhouses, fishing shacks or storage for all the recreational needs. For a individual who values waterfront access and flexibility, these buildings represent options that would NOT be permitted today. Little Sebago Lake is one of southern Maine's finest lakes with over 6 miles of water to explore and enjoy. 30 minutes to the Portland Jetport/Amtrak station, 2 hours to Logan Airport. less than 1 hour to local ski mountains create endless amenities
  1. Listed by Judy George • Judy George Realty

Property Details for 20 Ladyslipper Drive

Waterfront
Yes
Waterfront Features
Lake/Fresh Water, Dock, Deeded, Boat Slip
ArchitecturalStyle
Modern, Contemporary
Garage Spaces
3.00
Garage
Yes
Zoning
SZ
View
Scenic
Subdivision Name
NO
LISTING UPDATED: 05/30/2026 02:43 PM

Property Details for 20 Ladyslipper Drive

StatusActive
MLS #1663172
Days on Market8
Taxes$11,523 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2025
Lot Size0.28 AC / 12,196 SF
CountyCumberland County
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Location

Listing Courtesy of Judy George Realty
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Building Information for 20 Ladyslipper Drive

Stories-Year Built2025Building Size-Lot Size0.28 AC / 12,196 SF

Payment Calculator

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$10,926 per month

30 year fixed, 6.36% Interest

Principal and Interest

$9,966

Property Taxes

$960

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 20 Ladyslipper Drive

Summary
Location and General Information
  • Road Surface Type: Gravel, Dirt
  • Water Body Name: Little Sebago
  • Zip Code: 5476
  • Directions: Rt. 115 to Smith Road. Go approximately 2 miles toward the lake, turn left on Moose Point Road. Moose Point Road turns into Ladyslipper Drive on the right. House is 4th home on the left.
  • Town: Windham
  • State/Province: ME
  • Zip Code: 04062
  • County: Cumberland
  • Geo Latitude: 43.858209
  • Geo Longitude: -70.416518
  • Road Frontage Type: Private Road
  • Tax Lot: 4
  • Site:Level: Yes
  • Site:Open: Yes
  • Site:Well Landscaped: Yes
  • Site:Wooded: Yes
  • Location:Near Golf Course: Yes
  • Location:Near Shopping: Yes
  • Location:Near Town: Yes
  • Location:Near Turnpike/Interstate: Yes
  • Location:Neighborhood: Yes
  • Property Condition:New Construction: Yes
  • Water Info:Waterfront Amount +: 80.00
  • Water Info:Water Frontage Owned: 80.00
  • Water Info:Water Frontage Shared: .00
  • Source of Water Frontage:Deed: Yes
  • Source of Water Frontage:Public Records: Yes
  • Source of Water Frontage:Survey: Yes
  • Recreational Water:Boat Slip: Yes
  • Recreational Water:Deeded: Yes
  • Recreational Water:Dock: Yes
  • Recreational Water:Lake/Fresh Water: Yes
  • Construction: Wood Frame
  • Water View2: Yes
  • Tree Growth YN2: false
Parking
  • Parking Features: Auto Door Opener, Other, Inside Entrance, 5 - 10 Spaces, On Site
  • Attached Garage: No
  • Parking: 5 - 10 Spaces, On Site2
Taxes and HOA Information
  • Tax Book Number: 40367
  • Tax Map Number: 59
  • Tax Year: 2025
  • Parcel Number: WINM-000059-000000-000004
  • Location Information:Association Y/N: No
  • Tax Annual Amount: $11,523.00
  • Restrictions:Other Restrictions: Yes
Property
Green Features
  • Energy Efficiency:Storm Doors: Yes
  • Energy Efficiency:Triple Glaze Windows: Yes
  • HERS Certified: No
Heating and Cooling
  • Water Heater:Electric: Yes
  • Water Heater:Heat Pump: Yes
  • Heat Fuel: Propane
  • Heat System: Forced Air
Lot Information
  • SqFt Finished Below Grade: 0.0
  • SqFt Finished Above Grade: 2016.0
  • Lot Size Acres: 0.28
  • Source of Acreage: Survey
  • Building Area Total: 2016.0
  • Lot Size Area: 0.28
  • Lot Size Units: Acres
  • Lot Size Square Feet: 12196.8
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Street Number: 20
  • Property Information:Surveyed: Yes
  • Property Information:Seasonal: No
  • Property Information:Deed/Conveyance Type Offered: Warranty
  • Property Information:Deed: All
  • Property Information:# Rooms: 6.00
  • Property Information:Total Half Baths: 1.00
  • Property Information:Color: Sage
  • Property Information:# Full Baths Basement: .00
  • Property Information:# Half Baths Basement: .00
  • Property Information:# Full Baths Level 1: .00
  • Property Information:# Half Baths Level 1: 1.00
  • Property Information:# Full Baths Level 2: 2.00
  • Property Information:# Half Baths Level 2: .00
  • Property Information:# Full Baths Level 3: .00
  • Property Information:# Half Baths Level 3: .00
  • Property Information:# Full Baths Upper: .00
  • Property Information:# Half Baths Upper: .00
Parking
  • Driveway:Other: Yes
  • Driveway: Other10
Property and Assessments
  • Leased Land: No
  • Property Type: Residential,Single Family Residence
  • Property Type Label: Residential
  • Property Sub-Type: Single Family Residence
  • Building Area Source: Builder
  • Property Condition: New Construction
  • Year Built: 2025
  • New Construction: Yes
  • Property Condition: New Construction
Utilities
  • Electric: Circuit Breakers
  • Sewer: Private Sewer
  • Water Source: Public, Seasonal
  • Other Equipment: Internet Access Available, Generator
  • Appliances Included:Dishwasher: Yes
  • Appliances Included:Disposal: Yes
  • Appliances Included:Dryer: Yes
  • Appliances Included:Electric Range: Yes
  • Appliances Included:Refrigerator: Yes
  • Appliances Included:Washer: Yes
  • Gas:Bottled: Yes
  • Water Heater: Electric2, Heat Pump2
  • Appliances: Washer, Refrigerator, Electric Range, Dryer, Disposal, Dishwasher
  • Equipment: Generator, Internet Access Available
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Wood Siding
  • # Fireplaces: 1
  • Fireplace: Yes
  • Vehicle Storage:3 Car: Yes
  • Vehicle Storage:Auto Door Opener: Yes
  • Vehicle Storage:Direct Entry to Living: Yes
  • Roof: Metal, Shingle
  • Other Structures: Outbuilding, Shed(s)
  • Patio and Porch Features:Deck: Yes
  • Vehicle Storage: 3 Car, Auto Door Opener, Direct Entry to Living
  • DoorFeatures: Storm Door(s)
  • Patio and Porch Features: Deck
  • Basement Entry: Interior
Interior Features
  • Basement: Unfinished, Walkout Access
  • Flooring: Tile, Wood
  • Interior Features: Walk-in Closets, Bathtub, Pantry, Shower, Storage, Primary Bedroom w/Bath
  • Cooling: Central Air
  • Heating: Propane, Forced Air
  • Foundation Details: Poured Concrete
  • Laundry Features: Upper Level
  • Room Total: 6
  • Bathrooms Total (Integer): 3
  • Bathrooms Total (Decimal): 2.50
  • Bathrooms Total (Notational): 2.10
  • Cooling YN: Yes
  • Heating YN: Yes
  • Levels: Multi-Level
  • Kitchen Countertop:Quartz: Yes
  • Kitchen Countertop:Solid Surface: Yes
  • Amenities: Bathtub, Laundry - 2nd Floor, Pantry, Primary Bedroom wBath, Shower, Storage, Walk-in Closets
  • Kitchen Countertop: Quartz, Solid Surface
Room Information
Room 1
  • Room Type: Kitchen
  • Room Level: First
Room 2
  • Room Type: Living Room
  • Room Level: First
Room 3
  • Room Type: Dining Room
  • Room Level: First
Room 4
  • Room Type: Primary Bedroom
  • Room Level: Second
Room 5
  • Room Type: Bedroom 2
  • Room Level: Second
Room 6
  • Room Type: Bedroom 3
  • Room Level: Second

Property History for 20 Ladyslipper Drive

DateEvent & SourcePriceAppreciation
May 20, 2026

Listed (Active)

Maine Listings #1663172

$2,000,000—
Sep 15, 2023

Sold (Public Record)

Public Record #1518788895

$485,000—
Sep 15, 2023

Sold

Maine Listings #1569291

$485,000—
DateEvent & SourcePrice
05/20/2026

Listed (Active)

Maine Listings #1663172

$2,000,000
09/15/2023

Sold (Public Record)

Public Record #1518788895

$485,000
09/15/2023

Sold

Maine Listings #1569291

$485,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 20 Ladyslipper Drive

Taxable ValueLand$485,200Additions$470,300Total$955,500
Tax Record2025$11,523 ($960 / month)
Home Facts
Beds2Baths1Total Finished SqFt888 SqFtAbove Grade Finished SqFt888 SqFtUnfinished Basement SqFt888 SqFtStories1Lot Size12,197 SqFtStyleSingle Family ResidenceYear Built2023ZoningLRCountyCUMBERLANDAPNWINM M:59 B:4

Schools near 20 Ladyslipper Drive

This home is within Regional School Unit 14.
Rating
School
Type
Grades
Distance
Windham Primary School
Public - K to 3
Manchester School
Public - 4 to 5
Windham Middle School
Public - 6 to 8
Windham High School
Public - 9 to 12
Rating
School
Distance
Windham Primary School
PublicK to 3

Manchester School
Public4 to 5

Windham Middle School
Public6 to 8

Windham High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 20 Ladyslipper Drive, Windham, ME 04062

20 Ladyslipper Drive is a single family home for sale in Windham, ME 04062. This property was listed for sale on May 20, 2026 by Judy George Realty, it's currently listed at $2,000,000. It has been on the market for a total of 8 days and was last sold on September 15, 2023. This listing's school district is Regional School Unit 14. Nearby schools include Windham Primary School, Manchester School and Windham Middle School. 20 Ladyslipper Drive is a 3-bed, 3-bath, 2,016 sqft single family home built in 2025.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Judy George Realty

Listing data is derived in whole or in part from the Maine IDX 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.