Spectacular Private Gated Lakefront Estate on Lake Olivia in Windermere, with Multi Generational Living - From the moment you enter through the custom iron gates, you are welcomed into a private lakefront estate unlike any other. Nestled on 1.75 acres along the shores of Lake Olivia, this custom-built Mediterranean residence showcases Tuscan-inspired architecture, mature landscaping, and a winding paver drive creating a true sense of arrival and privacy. Offering six bedrooms, all with ensuite bathrooms, including a private attached one-bed mother-in-law suite with a private side entrance, this estate features an ideal floor plan with nearly all living space conveniently located on the main level, with the sixth bedroom and bonus/media room upstairs. Elegant craftsmanship is showcased throughout with stone accents, travertine and granite finishes, and refined details. The primary retreat features French doors opening to the screened lanai with pool and lake views, dual custom closets, and a luxurious bath complete with stone flooring, tiled shower, jetted tub with fireplace and mounted TV, dual vanities, private water closet with bidet, and illuminated makeup area. The attached one-bed apartment offers a private side entrance, full kitchen, living area and ensuite bedroom, perfect for guests or multigenerational living. The gourmet chef's dream kitchen features double islands, granite countertops, premium appliances, including a full-size professional Wolf 6-burner and griddle gas range with double ovens, 48” Sub-Zero Pro refrigerator/freezer with lit glass door, food warmer drawer, additional convection oven, wine fridge, and butler's pantry. Additional highlights include a separate media/games room upstairs, formal living and dining spaces, a spacious laundry room with pantry storage, and an oversized 3-car garage with keypad entry, side entrance, and epoxy flooring. The expansive 1,200+ square-foot screened lanai spans the rear of the home and is fully protected with 8 remote hurricane shutters. Enjoy multiple gathering areas overlooking the pool and lake, a summer kitchen with Viking grill, hood, fridge, and sink, stone fireplace, teak ceilings, and a breathtaking lagoon-style saltwater pool with a heart-shaped spa. Recent enhancements totaling over $200,000 include all-new light fixtures and ceiling fans, a whole-house generator with automatic transfer capability restoring power in under 15 seconds during an outage, Leaf Guard gutter system, new AC system, remote hurricane shutters, roof tile servicing and sealing for pest protection, newly installed side pavers, and fresh interior paint. Take in the stunning lake views from the oversized boathouse and screened dock room, featuring a motorized boat lift with direct access to Lake Olivia - a private spring-fed lake with no public access, sandy bottom, and exceptional opportunities for boating, skiing, and fishing. A rare opportunity to own a private lakefront estate with no HOA, multi-generational attached apartment, modern upgrades, and the tranquility of one of Central Florida's most desirable private lakes. Conveniently located near world-class shopping, major highways, and area attractions. Move-in ready and available for immediate showings with a 360 Tour and floorplan available.