800 W 2ND AVENUE WINDERMERE FL 34786 MLS #O6422976

800 W 2ND AVENUE
WINDERMERE, FL, 34786
$5,999,000
5 Beds
4.5 Baths
5,511 SqFt
0.45 Acres
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MLS #O6422976 image #0
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.

Property Details

Price:
$5,999,000
MLS #:
O6422976
Status:
Active
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ALADAR ON LAKE BUTLER
Neighborhood:
34786windermere
Listed Date:
Jul 23, 2026
Finished Sq Ft:
5,511
Total Sq Ft:
8,157
Lot Size:
19,749 sqft / 0.45 acres (approx)
Year Built:
1993
MediterraneanWaterfrontPool34786 – Windermere34786windermereAladar On Lake ButlerWindermere ElemGotha MiddleOlympia HighLake Butler8-12 Months

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Schools

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

Interior

Appliances
Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator, Wine Refrigerator
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Ceramic Tile, Engineered Hardwood, Tile
Heating
Central, Electric
Interior Features
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
Laundry Features
Laundry Room
Levels
Two

Exterior

Architectural Style
Mediterranean
Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
3
Direction Faces
North
Exterior Features
Balcony, Courtyard, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Mailbox, Private Yard, Rain Gutters
Garage Spaces
3
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Workshop in Garage
Patio And Porch Features
Covered, Front Porch, Patio, Rear Porch, Side Porch, Wrap Around
Roof
Tile
Spa Features
Above Ground
Waterfront Features
Lake – Chain of Lakes

Financial

Tax Year
2025
Taxes
$50,219

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of Jul 23, 2026
268
Single Family Listed
109
Avg DOM
467
Avg $ / SqFt
$2,467,063
Avg List Price

Property Summary

    Located in the ALADAR ON LAKE BUTLER subdivision, 800 W 2ND AVENUE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $5,999,000 and features 5 beds, 5 baths, and has approximately 5,511 square feet of living space, and was originally constructed in 1993. The current price per square foot is $1,089. The average price per square foot for Single Family listings in WINDERMERE is $467. The average listing price for Single Family in WINDERMERE is $2,467,063. To schedule a showing of MLS#o6422976 at 800 W 2ND AVENUE in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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800 W 2ND AVENUE
WINDERMERE, FL