Waterfront
Address
4226 Downeast Lane, WINDERMERE, FL
Price
$ 9,750,000
Property Attributes
- MLS#O6355233
- TypeSingle Family
- Listing Status Active
- CountyOrange
- CityWINDERMERE
- AreaWindermere
- NeighborhoodNA
- Zip34786
- StyleTraditional
- Year Built1980
- Taxes$ 10925
- Price$ 9,750,000
- Bedrooms5
- Full Bathrooms3
- Half Bathrooms0
- Sqr Footage5316
- Lot Size9.03 Acres
Data Source:
Stellar MLS
Property Description
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 garage—ideal 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 Florida’s most desirable luxury corridors. Also listed as Residential MLS #6367852.
| Elementary School | Middle School | High School |
|---|---|---|
| Windermere Elem Elementary School | Chain of Lakes Middle Middle School | Olympia High High School |
| Price History | |
|---|---|
| 12/19/2025 | Listed $11,800,000 |
| 4/8/2026 | 11$10,500,000 |
| 7/21/2026 | 7$9,750,000 |
General Features
| Sewer | Septic Tank |
|---|---|
| Heating | Central |
| Cooling | Central Air |
| Utilities | Cable Available,Natural Gas Available |
| Possession | Close Of Escrow |
| Roof | Shingle |
| Appliances | Range |
| Zoning | R-CE |
| Garage Spaces | 4 |
| Patio/Porch Features | Covered,Front Porch,Rear Porch |
| Architectural Style | Traditional |
| Pool Features | Gunite,In Ground |
| Construction Materials | Block,Stucco |
| Year Built | 1980 |
| View | Water |
| Levels | Two |
| Property Subtype | Single Family Residence |
| Tax Year | 2024 |
| Ownership | Fee Simple |
| Waterfront Features | Lake Front |
| Additional Parcels Description | 09-23-28-0000-00-055 |
| County | Orange |
| New Construction | false |
| Property Type | Residential |
| Attached Garage | true |
| Subdivision Name | NA |
| Facing Direction | East |
| Garage Y/N | true |
| Total Rooms | 3 |
| Full Baths | 3 |
| Status | Active |
| Directions | From I-4, West on Conroy Windermere Road, North on Apopka Vinelad Rt Left on Downeast Lane. Follow to end. |
| High School | Olympia High |
| City | WINDERMERE |
| Body of Water | BUTLER CHAIN OF LAKES |
| Senior Community Y/N | false |
| MLS Area | 34786 - Windermere |
| Lot Size Units | Acres |
| Lot Size Square Feet | 393368 |
| Carport Y/N | false |
| Listing Terms | Cash,Conventional |
| Elementary School | Windermere Elem |
| Property Attached Y/N | true |
| Land Lease Y/N | false |
| Tax Annual Amount | 10925.77 |
| Middle/Junior High School | Chain of Lakes Middle |
| Property Condition | Completed |
| Additional Parcels Y/N | true |
| Lease Considered Y/N | true |
| Virtual Tour | https://www.dropbox.com/scl/fi/x98687kortozcccrguqm7/4226-Downeast-Lane-Windermere-FL-34786.mp4?rlkey=1oi2wmhvocvfl9dnr1lo960vr&e=1&st=oivwfaur&dl=0 |
| Building Area Units | Square Feet |
| Living Area Units | Square Feet |
| Standard Status | Active |
| Occupancy Type | Owner |
| Tax Lot | 11 |
| Virtual Tour | https://www.dropbox.com/scl/fo/1vskiwgao95bz7ckdd50p/AHbhZ_54W2bcTIjFJdkl6iE/Videos/Cinematic%20Video/4226%20Downeast%20Lane%2C%20Windermere%2C%20FL%2034786.mp4?rlkey=csmslit03u2zw0sbd7jamq7k5&st=gutx4op5&dl=0 |
| 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 |
| Water View | Lake - Chain of Lakes |
| Water Access Type | Lake - Chain of Lakes |
| Minimum Lease | 8-12 Months |
| Water Access Y/N | true |
| Water View Y/N | true |
| Flood Zone Code | AE, X |
| In Law Suite YN | false |
| Flood Zone Code X | Yes |
Interior Features
| Interior Amenities | Split Bedroom,Vaulted Ceiling(s) |
|---|---|
| Flooring | Carpet,Ceramic Tile |
| Furnished Y/N | Unfurnished |
| Fireplace Features | Family Room |
| Total Stories | 2 |
| Air Conditioning Y/N | true |
| Heating Y/N | true |
| Fireplace Y/N | true |
| Laundry Features | Inside |
| Total Bedrooms | 5 |
| LivingAreaSource | Public Records |
| Total Baths | 3 |
Exterior Features
| Exterior Amenities | Sliding Doors |
|---|---|
| Vegetation | Mature Landscaping,Oak Trees |
| Parking Features | Garage Faces Side,Oversized |
| Lot Features | Cul-De-Sac,In County,Landscaped,Street Dead-End |
| Water Source | Well |
| Lot Size Area | 9.0305 |
| Foundation Details | Block |
| Building Area Total | 8516 |
| Lot Size Acres | 9.03 |
| Road Surface Type | Paved,Other |
| Private Pool | true |
| Waterfront Y/N | true |
| Covered Spaces | 4 |
| Road Frontage Type | Street Dead-End,Street Paved |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 34786
Price
Taxes
Year Built
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All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Updated on September 26, 2026 9:56 AM UTC
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© 2026 Greater Alabama MLS. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX content is not guaranteed accurate by the MLS or Numen Realty Advisors. Data last updated: September 26, 2026 9:40 AM UTC
All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating
