800 W 2nd Avenue

WINDERMERE, FL
$ 5,999,000 Beds 5 Baths 4.5 Sq 5,511 Virtual Tour
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 5,999,000
  • City
  • WINDERMERE
  • Bedrooms
  • 5
  • Full Bathrooms
  • 4
  • County
  • Orange
  • Half Bathrooms
  • 1
  • Area
  • Windermere
  • Lot Size
  • 0.45 Acres
  • Zip
  • 34786
  • Sqr Footage
  • 5,511
  • Year Built
  • 1993
  • Taxes
  • $ 50219
  • Style
  • Mediterranean
  • MLS#
  • O6422976
Listed By: ONE LUXURY INTERNATIONAL LLC with 407-312-8003. - 407-312-8003
Data Source: Stellar MLS

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
Flood Zone Code X Yes
DockY/N true

Interior Features

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
LivingAreaSource Owner
Total Baths 5

Exterior Features

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

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

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Apollo Beach, FL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Windermere Elem Elementary School
Middle School Gotha Middle Middle School
High School Olympia High High School

Price History

7/23/2026 Listed $5,999,000

Property vs Zip Code Average in 34786

Price
AVG $2.49M
$6M
Taxes
AVG $23,922
$50,219
Year Built
AVG 2004
1993

Areas That We Cover

800 W 2nd Avenue WINDERMERE, FL is a Single Family Home for sale at $5999000 with 5511 sqft and a lot size of 0.45 Acres Acre(s). 800 W 2nd Avenue WINDERMERE has 5 bedrooms, 4 baths and was built in 1993. The property's zip code is 34786 which is in WINDERMERE, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site 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.

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