To schedule a showing of 4226 Downeast Lane, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!

$10,500,000 Reduced -$1,300,000
4226 Downeast Lane
Windermere, FL 34786
  • 5Beds
  • 3.00Total Baths
  • 3 Full, 0 HalfBaths
  • 5,316SqFt
  • 1980Year Built
  • 9.03Acres
  • MLS# O6355233
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market7 months, 10 days
  • Area34786 - Windermere
  • CountyOrange
  • Subdivision N/a

Overview

Dramatic price improvement on this exceptional 5+ acre Lake Down development opportunity, offering 300 feet of pristine shoreline on the coveted Butler Chain of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a Windermere address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garageideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Floridas most desirable luxury corridors. Also listed as Residential MLS #6367852.



Agriculture / Farm

Association Fees / Info

Bathroom Info

Total Baths:  3.00

Fullbaths:  3

Building Info

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Traditional

Pool Features:  Gunite, InGround

Patio:  RearPorch, Covered, FrontPorch

Pool Private:  Yes

Fees / Restrictions

Financial

Original Price:  $14,800,000

Garage / Parking

Parking Features:  Oversized, GarageFacesSide

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  FamilyRoom

Fireplace:  Yes

Floors:  Carpet, CeramicTile

Levels:  Two

Laundry Features:  Inside

Interior Features:  SplitBedrooms, VaultedCeilings

Appliances:  Range

Lot Info

Direction Remarks:  From I-4, West on Conroy Windermere Road, North on Apopka Vinelad Rt Left on Downeast Lane. Follow to end.

Lot Size Units:  Acres

Lot Size Acres:  9.03

Lot Sqft:  393,368

Vegetation:  Oak

Lot Desc:  CulDeSac, DeadEnd, OutsideCityLimits, Landscaped

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  09

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Condition:  NewConstruction

Property Attached:  Yes

Construction Materials:  Block, Stucco

Stories:  2

Total Stories:  2

Foundation:  Block

Human Modified:  Yes

Room Info

Total Rooms:  3

Sqft Info

Sqft:  5,316

Bulding Area Sqft:  8,516

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  11

Tax Legal Description:  (NOTE: HOMESTEAD PORTION OF THE FOLLOWING DESCRIBED PROPERTY) N 301.7 FT OF S 603.4 FT OF N 1074.8 FT OF NE1/4 OF SE1/4(LESS RD R/W ON E) OF SEC 09-23-28 SEE 2816/0370 (LENGTHY see attachement) 2 parcels

Tax Block:  NA

Tax Annual Amount:  10925.77

Tax Book Number:  2816/0370

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Well

Sewer:  SepticTank

Cool System:  CentralAir

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, NaturalGasAvailable

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  LakeFront

View:  Yes

Water Body Name:  BUTLER CHAIN OF LAKES

View:  Lake, Water

Schools

Elem:  Windermere Elem

Middle:  Chain of Lakes Middle

High:  Olympia High

Directions

From I-4, West on Conroy Windermere Road, North on Apopka Vinelad Rt Left on Downeast Lane. Follow to end.

This listing courtesy of Coldwell Banker Residential Re 

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Price & Status History (on davidshippey.com since Fri, Oct 24th 2025)
  • Original Price: $14,800,000
  • Current Price: $10,500,000
  • Price Reduced: $4,300,000
Date ChangedFromTo
04/08/2026$11,800,000 $10,500,000 Reduced by $1,300,000
12/16/2025$14,800,000 $11,800,000 Reduced by $3,000,000

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If you have any questions on 4226 Downeast Lane, Windermere, Florida, please call David Shippey at 863-521-4517.


MLS# O6355233 located at 4226 Downeast Lane, Windermere, Florida is brought to you by David Shippey REALTOR®

4226 Downeast Lane, Windermere, Florida has 5 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 4226 Downeast Lane, Windermere, Florida is O6355233.
The price for 4226 Downeast Lane, Windermere, Florida is $10,500,000.
The status of 4226 Downeast Lane, Windermere, Florida is Active.
The subdivision of 4226 Downeast Lane, Windermere, Florida is N/a.
The home located at 4226 Downeast Lane, Windermere, Florida was built in 2026.