Available now, short or long term! Set behind dual gates in the heart of coveted Amestoy Estates, welcome to Encino's "Courtside Estate," a 6BD/5BA, approximately 5,700 SF contemporary residence designed by Alon Zakoot, featuring a private tennis/pickleball/basketball court, an 85ft resort-style swimmer's pool with Baja shelf and elevated spa + your very own vineyard! Privately surrounded by lush landscaping, this architectural showpiece blends geometric design, natural light, and refined finishes throughout. A dramatic entry opens to a voluminous formal living room with 22-foot ceilings and clerestory windows, filled with natural light and seamlessly flowing into a cozy den lounge ideal for relaxed everyday living. The sleek, two-toned chef's kitchen features a striking black waterfall breakfast bar with seating for four, a secondary indoor/outdoor bar that opens to the outdoor kitchen with BBQ, and premium appliances including an oversized Thermador refrigerator/freezer and Miele coffee system. The kitchen and main living areas open to a gym and game room with pool and foosball tables, all seamlessly connected to the backyard for effortless indoor-outdoor living. Additional first-level highlights include a private in-law suite, a stylish powder bath for guests, a dedicated office offering visibility to 8 screens perfect for market enthusiasts and/or sports fans, and a partitioned cinema lounge with 85-inch screen, surround sound, ping pong table, fireplace, and direct outdoor access. A three-car garage completes the main level. Upstairs, the expansive primary suite offers floor-to-ceiling glass walls opening to a private balcony overlooking the yard, retreat with fireplace, spa-inspired bath with oversized rain shower, dual vanities, two toilet rooms, and a two-person jetted spa tub with relaxation deck and fireplace. Additional highlights include a dry sauna and two boutique-style walk-in closets. Three additional guest suites complete the upper level, with select rooms featuring private balconies and one offering a hidden wet bar. The resort-style grounds are anchored by the 85ft swimmers pool and spa with Baja shelf, floating deck, and multiple lounge areas. Enjoy your private vineyard retreat, where a vine-covered pathway leads to a secluded outdoor dining terrace with fireplace overlooking the courts,an idyllic setting for intimate entertaining. Additional amenities include an outdoor kitchen, lounge with double fire pit, projector, trellis-covered patio, elevated orchard with multiple fruit trees and grape varietals, and a multi-sport court offering tennis, pickleball, basketball, volleyball, shuffleboard, and life-size chess. A rare offering combining privacy, scale, and resort-caliber amenities, just moments from Ventura Boulevard and the 101 Freeway.