800 W 2ND AVENUE Windermere, FL $ 5,999,000
800 W 2ND AVENUE
$ 5,999,000
Recently Listed
Open House 7/25 12pm - 3pm
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800 W 2ND AVENUE

Windermere, FL, 34786
$ 5,999,000
Bedrooms5 Baths4.1 Sq 5,511

Monthly Estimate*

$ 37,878

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View a Virtual Tour

Single Family Home for sale in Windermere, FL

for $5,999,000 with 5 bedrooms and 4 full baths, 1 half bath. This 5,511 square foot home was built in 1993 on a lot size of 0.45.

Set beneath a canopy of majestic live oaks along the shores of the Butler Chain of Lakes, this timeless estate has been comprehensively reimagined to blend enduring architecture with modern luxury. Rebuilt with uncompromising attention to detail, every major component of the home has been replaced, including the roof, windows & doors, HVAC systems, water heaters, pool equipment, dock, and landscaping. The home is also complete with a professionally curated furnishing package by Wassers. A refined palette of natural materials and exceptional craftsmanship defines every space, including custom Italian cabinetry, a premium SKS appliance suite, Taj Mahal quartzite countertops and full-height backsplashes, imported Portuguese limestone extending seamlessly from the interior to the pool terrace, and wide-plank light oak flooring throughout the upper level. Arched impact-rated windows and doors frame picturesque lake views while filling the home with natural light. Privately positioned to maximize the home's spectacular waterfront setting, the primary suite serves as a luxurious retreat featuring its own fireplace, a spacious sitting area, and a private balcony overlooking the lake. The spa-inspired bath rivals those found in the world's finest resorts, showcasing a dramatic wet room with a hand-carved marble soaking tub, handcrafted marble vanity, exquisite limestone, and an extraordinary custom Italian wardrobe system. Designed for effortless indoor-outdoor living, the private courtyard is inspired by timeless Mediterranean estates and framed by graceful arcades, tapered stone columns, restored architectural lanterns, and custom lighting. A freeform pool and elevated spa create a tranquil focal point, while the fully equipped summer kitchen, multiple covered terraces, and expansive entertaining spaces provide an exceptional setting for lakeside gatherings. Beyond the courtyard, beautifully landscaped grounds lead to a restored private dock and covered boathouse with direct access to the renowned Butler Chain of Lakes. No detail was overlooked, with additional highlights including a private elevator, custom wine room, designer lighting, thoughtfully restored architectural details, and curated finishes that create a timeless residence balancing warmth, elegance, and seamless indoor-outdoor living. Situated on renowned 2nd Avenue just moments from downtown Windermere, this remarkable residence establishes an entirely new benchmark for luxury renovation. Meticulously executed, flawlessly designed, and unlike anything else available today, this is more than a home it is a legacy property destined to become one of Central Florida's most iconic waterfront estates.

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Open House

7/25/2026 12:00 PM - 3:00 PM
800 W 2ND AVENUE Windermere, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 5,999,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 50,219

Style

Mediterranean

Lot Size

0.45

Year Built

1993

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6422976

Features
General
Sewer None Septic Tank
Heating Central Electric
Cooling Central Air
Utilities Cable Connected Electricity Connected Natural Gas Connected Water Connected
Roof Tile
Appliances Cooktop Dishwasher Disposal Gas Water Heater Microwave Refrigerator Wine Refrigerator
Zoning SFR
Garage Spaces 3
Patio/Porch Features Covered Front Porch Patio Rear Porch Side Porch Wrap Around
Architectural Style Mediterranean
Pool Features Gunite In Ground Pool Sweep Salt Water Tile
Construction Materials Block Stucco
Year Built 1993
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake - Chain of Lakes
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name ALADAR ON LAKE BUTLER
Facing Direction North
Garage Y/N true
Total Rooms 8
Full Baths 4
Status Active
Directions Start on Conroy-Windermere Road continue for about 2 miles into downtown Windermere turn left onto Main Street turn right onto W 2nd Avenue home is on the left.
High School Olympia High
City WINDERMERE
Body of Water LAKE BUTLER
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 19749
Carport Y/N false
Spa Features Above Ground
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 50219
Middle/Junior High School Gotha Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.tourfactory.com/idxr3248745
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 1
Legal Description ALADAR ON LAKE BUTLER N/47 LOT 1
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 X
In Law Suite YN true
In Law Suite Description 1 Bathroom 1 Bedroom
DockY/N true
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Interior
Interior Amenities Cathedral Ceiling(s) Central Vacuum Coffered Ceiling(s) Crown Molding Eating Space In Kitchen Elevator High Ceilings Kitchen/Family Room Combo PrimaryBedroom Upstairs Solid Surface Counters Solid Wood Cabinets Stone Counters Walk-In Closet(s) Wet Bar
Flooring Ceramic Tile Engineered Hardwood Tile
Furnished Y/N Negotiable
Fireplace Features Family Room Living Room Other Room Wood Burning
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Laundry Room
Total Bedrooms 5
Total Baths 5
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Exterior
Exterior Amenities Balcony Courtyard Irrigation System Lighting Outdoor Grill Outdoor Kitchen Private Entrance Private Mailbox Private Yard Rain Gutters
Parking Features Driveway Garage Door Opener Workshop in Garage
Water Source Canal/Lake For Irrigation Public
Lot Size Area 19749
Foundation Details Slab
Spa true
Building Area Total 8157
Lot Dimensions 216 x 95
Lot Size Acres 0.45
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N true
Covered Spaces 3
Road Responsibility Public Maintained Road
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* Excluded Features

Affordability Calculator

$42,063
Per Month
90%
10%
0%
Monthly Principal & Interest
$37,878
Monthly Property Taxes
$4,185
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Olympia High High School High School
Pricing History
DatePricePrice ChangeDescription
7/23/2026$5,999,000 Listed Price

Map


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800 W 2ND AVENUE, Windermere, FL, 34786 is a Single Family Home for sale at $5,999,000 with 5,511 sqft and a lot size of 0.45. 800 W 2ND AVENUE has 5 bedrooms, 4.1 baths, and was built in 1993. The property's zip code is 34786 which is in Windermere, FL