20 Ladyslipper Dr

2,016 Sq. Ft.
$992 / Sq. Ft.
2,016
Sq. Ft.
$992
per Sq. Ft.

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

Property Details for 20 Ladyslipper Drive

Architectural Style
Contemporary, Modern
Subdivision Name
NO
View
Scenic
Has Waterfront
Yes
Waterfront Features
Boat Slip, Deeded, Dock, Lake/Fresh Water
Zoning
SZ
LISTING UPDATED: 06/11/2026 08:05 PM

Property Details for 20 Ladyslipper Drive

StatusActive
MLS #1663172
Days on Market38
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

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

$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
  • Water View: Yes
  • Location: Near Golf Course, Near Shopping, Near Turnpike/Interstate, Near Town, Neighborhood
  • Page: 191
  • Zoning Overlay: No
  • 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.
  • Latitude: 43.858209
  • Longitude: -70.416518
  • Water Frontage Owned: 80.0
  • Source of Water Frontage: Deed, Public Records, Survey
  • Waterfront Amount: $80.00
  • Water Body Type: Lake
  • Water Body Name: Little Sebago
Taxes and HOA
  • Association: No
  • Parcel Number: WINM-000059-000000-000004
  • Tax Lot: 4
  • Tax Book Number: 40367
  • Tax Map Number: 59
  • Tax Year: 2025
  • Tax Annual Amount: $11,523.00
Parking
  • Parking Features: Other, 5 - 10 Spaces, On Site, Garage Door Opener, Inside Entrance
  • Vehicle Storage: 3 Car, Auto Door Opener, Direct Entry to Living
  • Has Attached Garage: No
  • Garage Spaces: 3.0
  • Has Garage: Yes
Property
Lot Information
  • Lot Features: Near Golf Course, Near Shopping, Near Turnpike/Interstate, Near Town, Neighborhood, Level, Open Lot, Landscaped, Wooded
  • Lot Size Acres: 0.28
  • Lot Size Area: 0.28
  • Lot Size Source: Survey
  • Lot Size Square Feet: 12196.8
  • Lot Size Units: Acres
  • Roads: Gravel, Private Road, Dirt
  • Road Frontage Type: Private Road
  • Road Surface Type: Gravel, Dirt
  • Tree Growth: No
Property and Assessments
  • Above Grade Finished Area: 2016.0
  • Building Area Source: Builder
  • Building Area Total: 2016.0
  • Property Condition: New Construction
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Deed: All
  • Deed/Conveyance Type Offered: Warranty
  • Surveyed: Yes
  • Restrictions: Other Restrictions
  • New Construction: Yes
  • Year Built: 2025
Building Features
  • Levels: Multi-Level
  • Foundation Details: Poured Concrete
  • Construction Materials: Wood Frame, Wood Siding
  • Other Structures: Outbuilding, Shed(s)
  • Color: Sage
Financial Information
  • List Price/SqFt: $992.06
Green Features
  • HERS Certified: No
Utilities
  • Electric: Circuit Breakers
  • Gas: Bottled
  • Sewer: Private Sewer
  • Water Source: Public, Seasonal
  • Water Heater: Electric, Heat Pump
Interior and Exterior Features
Exterior Features
  • Roof: Metal, Shingle
  • Door Features: Storm Door(s)
  • Window Features: Triple Pane Windows
  • Patio And Porch Features: Deck
Interior Features
  • Amenities: Bathtub, Laundry - 2nd Floor, Pantry, Shower, Storage, Walk-in Closets, Primary Bedroom w/Bath
  • Appliances: Dishwasher, Disposal, Dryer, Electric Range, Refrigerator, Washer
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Decimal: 2.5
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Equipment: Generator, Internet Access Available
  • Fireplaces Total: 1
  • Laundry Features: Upper Level
  • Other Equipment: Generator, Internet Access Available
  • # Full Baths Level 2: 2
  • # Half Baths Level 1: 1
  • Rooms Total: 6
  • Basement: Interior Entry, Walk-Out Access, Unfinished
  • Has Fireplace: Yes
  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Propane, Forced Air
  • Has Heating: Yes
  • Flooring: Tile, Wood
  • Interior Features: Bathtub, Pantry, Shower, Storage, Walk-In Closet(s), Primary Bedroom w/Bath
Room Information
Primary Bedroom
  • Primary Bedroom: Primary Bedroom
  • Primary Bedroom Level: Second
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: Second
Bedroom 3
  • Bedroom 3: Bedroom 3
  • Bedroom 3 Level: Second
Dining Room
  • Dining Room: Dining Room
  • Dining Room Level: First
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
  • Kitchen Countertop: Quartz, Solid Surface
Living Room
  • Living Room: Living Room
  • Living Room Level: First
Rental
Rent Information
  • Land Lease: No
  • Pets Allowed: Other Restrictions

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
Public - K to 3
Public - 4 to 5
Public - 6 to 8
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.

Similar Homes

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 38 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 any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. 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.