Under contract-accepting backup offers. Experience the pinnacle of lakefront luxury breathtaking acres in the heart of Windermere, offering an extraordinary 320 feet of pristine ski lake frontage and an unmatched resort-style lifestyle. This one-of-a-kind waterfront compound features a stunning 6-bedroom, 5-bathroom main residence encompassing 12,323 gross square feet with 7,000 heated square feet, thoughtfully designed to maximize comfort, elegance, and breathtaking water views from nearly every angle. Adding to the property’s exceptional versatility is a private 2-bedroom, 1-bathroom guest house and separate garage apartment, creating incredible multigenerational living potential or the ideal setup for extended guests, private offices, or luxury accommodations. The showstopping covered dock pavilion is truly in a class of its own, featuring an expansive over-water lounge, designer outdoor kitchen, bar seating, dining area, and private boat slip, creating the ultimate lakeside retreat. Every detail of this estate has been curated to deliver a private luxury resort experience unlike anything else on the market. The grounds are equally spectacular with a custom screened pool and heated spa overlooking the lake, a private sandy beach, mature canopy trees, waterfront firepit lounge, multiple entertaining spaces, and beautifully manicured landscaping that creates total serenity and privacy. The property’s incredible resort-style entertaining infrastructure makes it ideal for hosting intimate gatherings or large-scale events with ease. Perfectly positioned just minutes from charming downtown Windermere, and conveniently located near Horizon West and downtown Winter Garden, this extraordinary estate also offers easy access to Orlando’s world-renowned attractions — including approximately 25 minutes to Disney and Central Florida’s premier theme parks, and only 30 minutes to Orlando International Airport (MCO). Whether enjoying peaceful mornings on the water, sunset cruises from your private dock, or entertaining on a grand scale, this extraordinary Windermere estate offers a rare opportunity to own one of Central Florida’s most impressive waterfront compounds. A true WOW property that must be experienced in person to fully appreciate its scale, setting, and lifestyle.
Pending
$4,700,000
5500 W Lake Butler Rd, Windermere, FL 34786
8beds
7,000sqft
Single Family Residence
Built in 1997
5.37 Acres Lot
$-- Zestimate®
$671/sqft
$-- HOA
What's special
Custom screened poolPrivate sandy beachSeparate garage apartmentDesigner outdoor kitchenExpansive over-water loungeMature canopy treesWaterfront firepit lounge
- 24 days |
- 3,562 |
- 232 |
Zillow last checked:
Listing updated:
Listed by:
Julie Sanchez 817-807-3117,
THE REAL ESTATE COLLECTION LLC 407-656-7814,
Kari Fleck 407-925-5283,
THE REAL ESTATE COLLECTION LLC
Source: Stellar MLS,MLS#: O6408637
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 6
- Full bathrooms: 6
Rooms
- Room types: Attic, Bonus Room, Den/Library/Office, Family Room, Garage Apartment, Great Room, Utility Room, Storage Rooms
Primary bedroom
- Description: Room2
- Features: Walk-In Closet(s)
- Level: First
- Area: 285 Square Feet
- Dimensions: 19x15
Bedroom 2
- Description: Room5
- Features: Walk-In Closet(s)
- Level: Second
Bedroom 3
- Description: Room6
- Features: Walk-In Closet(s)
- Level: Second
Bedroom 3
- Description: Room8
- Features: Walk-In Closet(s)
- Level: Second
Bedroom 4
- Description: Room10
- Features: Walk-In Closet(s)
- Level: Second
Dining room
- Description: Room7
- Level: First
Family room
- Description: Room11
- Level: First
Other
- Description: Room9
- Features: Walk-In Closet(s)
- Level: Second
Great room
- Description: Room4
- Level: First
- Area: 408 Square Feet
- Dimensions: 24x17
Kitchen
- Description: Room1
- Level: First
- Area: 320 Square Feet
- Dimensions: 20x16
Living room
- Description: Room3
- Level: First
- Area: 360 Square Feet
- Dimensions: 24x15
Heating
- Central, Electric, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Bar Fridge, Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Gas Water Heater, Ice Maker, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator
- Laundry: Electric Dryer Hookup, Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
Features
- Built-in Features, Ceiling Fan(s), Crown Molding, Dry Bar, Open Floorplan, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
- Flooring: Luxury Vinyl, Porcelain Tile
- Doors: French Doors, Outdoor Grill, Outdoor Kitchen
- Has fireplace: Yes
- Fireplace features: Electric, Living Room
Interior area
- Total structure area: 12,323
- Total interior livable area: 7,000 sqft
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Garage Door Opener, Garage Faces Side, Guest, Portico, Workshop in Garage
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
- Exterior features: Awning(s), Balcony, Fire Pit, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Yard, Storage
- Has private pool: Yes
- Pool features: Deck, Gunite, Heated, In Ground, Lighting, Pool Sweep, Salt Water, Screen Enclosure, Self Cleaning
- Has spa: Yes
- Spa features: Heated, In Ground
- Has view: Yes
- View description: Pool, Trees/Woods, Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Waterfront features: Lake Front, Lake Privileges, Lift, Skiing Allowed
- Body of water: LAKE WILLIAM DAVIS
Lot
- Size: 5.37 Acres
- Features: Cleared, In County, Landscaped, Oversized Lot, Street Dead-End, Unincorporated
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Additional structures: Boat House, Guest House, Outdoor Kitchen, Shed(s), Workshop
- Parcel number: 272313914700010
- Zoning: R-CE
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Florida,Other
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 1997
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Available, Electricity Available, Phone Available, Public, Water Available
Community & HOA
Community
- Security: Security Lights, Security System, Security System Owned, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: WEST LAKE BUTLER ESTATES
HOA
- Has HOA: No
Location
- Region: Windermere
Financial & listing details
- Price per square foot: $671/sqft
- Tax assessed value: $1,833,737
- Annual tax amount: $17,387
- Date on market: 5/18/2026
- Cumulative days on market: 23 days
- Listing terms: Cash,Conventional,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/10/2026 | Pending sale | $4,700,000$671/sqft |
Source:  Stellar MLS #O6408637 Report a problem | ||
| 5/18/2026 | Listed for sale | $4,700,000+9.3%$671/sqft |
Source: Stellar MLS #O6408637 Report a problem | ||
| 12/29/2025 | Listing removed | $4,299,999$614/sqft |
Source: Stellar MLS #TB8382641 Report a problem | ||
| 11/10/2025 | Price change | $4,299,999-2.3%$614/sqft |
Source: Stellar MLS #TB8382641 Report a problem | ||
| 9/23/2025 | Price change | $4,399,999-2.2%$629/sqft |
Source: Stellar MLS #TB8382641 Report a problem | ||
| 9/2/2025 | Listed for sale | $4,500,000$643/sqft |
Source: Stellar MLS #TB8382641 Report a problem | ||
| 8/20/2025 | Pending sale | $4,500,000$643/sqft |
Source: Stellar MLS #TB8382641 Report a problem | ||
| 7/1/2025 | Price change | $4,500,000-8.2%$643/sqft |
Source: Stellar MLS #TB8382641 Report a problem | ||
| 6/9/2025 | Price change | $4,899,999-3%$700/sqft |
Source: Stellar MLS #TB8382641 Report a problem | ||
| 5/28/2025 | Price change | $5,050,000-2.9%$721/sqft |
Source: Stellar MLS #TB8382641 Report a problem | ||
| 5/6/2025 | Listed for sale | $5,200,000+700%$743/sqft |
Source: Stellar MLS #TB8382641 Report a problem | ||
| 9/20/2010 | Sold | $650,000-34.3%$93/sqft |
Source: Public Record Report a problem | ||
| 8/21/2010 | Price change | $989,000+57%$141/sqft |
Source: Avalar Real Estate Services, Inc. #O4901267 Report a problem | ||
| 7/25/2010 | Price change | $630,000-36.3%$90/sqft |
Source: Keller Williams Realty Classic Realty #O4995143 Report a problem | ||
| 5/29/2010 | Price change | $989,000-31.8%$141/sqft |
Source: Avalar Real Estate Services, Inc. #O4901267 Report a problem | ||
| 7/11/2009 | Price change | $1,450,000-9.1%$207/sqft |
Source: Avalar Real Estate Services, Inc. #O4901267 Report a problem | ||
| 3/20/2009 | Listed for sale | $1,595,000+61.9%$228/sqft |
Source: iHOUSEWeb Solutions, Inc #O4901267 Report a problem | ||
| 7/12/2004 | Sold | $985,000+60.8%$141/sqft |
Source: Public Record Report a problem | ||
| 1/31/2001 | Sold | $612,500+518.7%$88/sqft |
Source: Public Record Report a problem | ||
| 12/16/1994 | Sold | $99,000$14/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $16,812 +7.2% | $1,046,732 +3% |
| 2023 | $15,680 +3% | $1,016,245 +3% |
| 2022 | $15,223 +1.2% | $986,646 +3% |
| 2021 | $15,040 +0.7% | $957,909 +1.4% |
| 2020 | $14,941 +1.2% | $944,683 +2.6% |
| 2019 | $14,771 +5.5% | $920,589 +6.6% |
| 2018 | $14,002 | $863,576 -11.1% |
| 2017 | $14,002 +1.1% | $971,246 +13.2% |
| 2016 | $13,848 +15.6% | $857,913 +4.1% |
| 2015 | $11,981 +1.2% | $823,947 +8.5% |
| 2014 | $11,842 +2% | $759,240 +11.8% |
| 2013 | $11,604 +1% | $679,357 +2.5% |
| 2012 | $11,488 -1.1% | $662,800 -0.7% |
| 2011 | $11,617 -13.9% | $667,324 -15.6% |
| 2010 | $13,491 | $790,792 -11.4% |
| 2009 | -- | $892,610 -16.3% |
| 2008 | $15,121 +2% | $1,066,663 -20.5% |
| 2007 | $14,827 -6.3% | $1,341,222 +26% |
| 2006 | $15,829 +4.2% | $1,064,713 +30.9% |
| 2005 | $15,184 +38.5% | $813,465 +31.4% |
| 2004 | $10,961 +0.1% | $618,862 +4.3% |
| 2003 | $10,945 +3.5% | $593,170 +3.4% |
| 2002 | $10,579 +19.5% | $573,798 +29% |
| 2001 | $8,851 +1.8% | $444,927 +2.6% |
| 2000 | $8,691 | $433,619 |
Find assessor info on the county website
Monthly payment
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Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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Climate risks
Neighborhood: 34786
Nearby schools
GreatSchools rating
- 10/10Windermere Elementary SchoolGrades: PK-5Distance: 2.2 mi
- 9/10Bridgewater Middle SchoolGrades: 6-8Distance: 2.7 mi
- 7/10Windermere High SchoolGrades: 9-12Distance: 0.7 mi
Schools provided by the listing agent
- Elementary: Windermere Elem
- Middle: Bridgewater Middle
- High: Windermere High School
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Orange County
- Windermere
- 34786
- 5500 W Lake Butler Rd
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