luxury houses with terrace for sale Orange County, United States

Introducing 5333 Greenside Court, a rare opportunity to own one of Dr. Phillips' most versatile and thoughtfully designed private estates. Rarely does an estate of this scale, flexibility and long-term vision come available in this coveted community. Situated on a beautifully landscaped .71-acre homesite, this timeless Colonial-inspired residence offers over 8,000 square feet of thoughtfully designed living space where classic architecture and extraordinary versatility come together. Expanded with long-term functionality in mind, the home features significant capital improvements including a newer roof, 44 hurricane impact windows installed in 2022, fresh exterior paint, and a new roof with an impressive 110 panel solar system installed in 2021. That keeps average monthly electric costs at approximately 50 dollars, which is remarkable given its size. Separate septic systems serve the primary living areas, with the rear system intentionally oversized to support future expansion, including the potential conversion of portions of the garage into additional living space. Designed to evolve alongside your family's needs, this is far more than a luxury residence. It's a true legacy estate built for generations. The multi family compound offers the flexibility to function as approximately 6 to 11 bedrooms (according to your needs), 9 full bathrooms, and 3 complete kitchens, with every addition intentionally designed to create independent yet connected living spaces. The original residence offers the warmth and functionality of a traditional family home, featuring an expansive first-floor primary suite with an adjoining flex room. Upstairs, three bedrooms and two full baths provide an ideal layout while multiple living rooms, a formal dining room and an oversized kitchen create exceptional spaces for both everyday living and entertaining. The kitchen is complemented by a butler's pantry with second refrigerator and oversized laundry. At the heart of the estate, a beautifully designed heated pool and spa courtyard seamlessly connects the separate living wings while preserving privacy, creating an inviting retreat for gatherings or quiet evenings. Connecting the residences, a fully equipped gym, complete with a full bath, offers exceptional flexibility as either a private wellness center or guest suite. The secondary residential wing dramatically expands the possibilities with Spectacular 1500-square-foot executive office with its own kitchen and full bath, creating an incredible work-from-home environment or an opportunity for another luxurious primary suite, if you preferred. Adjacent is an expansive 1700+ sq. ft game room with another full kitchen, massive recreation space, additional full bath, and another private suite, providing essentially limitless options for future owners. Whether your vision includes extra bedrooms, studios, media rooms, or expanded family living. Below, an exceptional 9-car garage divided into separate four-car and five-car garages with extensive built-in storage caters to collectors, entrepreneurs, hobbyists alike. Behind the residence, an enormous motor court provides parking for roughly 25 additional vehicles, offering unmatched flexibility. Opportunities to own an estate offering this level of versatility and future potential are extraordinarily rare. 5333 Greenside Court is far more than a luxury home. It's a legacy estate where generations gather, grow, and create lasting memories for decades to come.

**NEW PRICE** This recently constructed estate is behind private gates on an oak-canopied compound, presenting a masterclass in clean-lined modern luxury. Spanning an impressive 5,772 square feet, the professionally designed interior delivers a dramatic statement of scale, light and high-caliber finishes through a floor plan ideally crafted for families. Crossing the threshold through towering double doors, the entry makes an unforgettable impact, transitioning into a breathtaking great room. Here, soaring ceilings accented by rustic, yet chic, exposed timber trusses draw the eye upward, while a sleek, wide-format 46-inch Montigo DelRay gas fireplace serves as the room's focal point, creating an atmosphere that feels simultaneously commanding, warm and elegant. A subtle yet transformative touch throughout the home is the integration of custom LED uplighting, which projects a soft, ambient glow. The gourmet kitchen will delight the chef of the house, offering a culinary experience that reads like a design showroom. Featuring rift oak custom cabinetry, double-thick mitered edges of marble-style quartz counters cascade over a sprawling island, beautifully complemented by dual washing stations with industrial-grade matte fixtures. This culinary powerhouse is anchored by a massive 48-inch Thermador Pro commercial gas range with an integrated Brizo pot filler, two Thermador stainless steel dishwashers and an oversized 66-inch Frigidaire Professional side-by-side refrigerator and freezer. Tucked behind the main kitchen is a butler's pantry featuring custom millwork, elegant stone countertops, a built-in microwave drawer and a towering wine chiller. The primary retreat is a masterfully secluded main-level wing, offering an uncompromised escape focused on wellness and renewal. The bath is anchored by Carrara marble mosaic stone flooring and features a seamless, zero-entry shower with overhead rainfall plumbing, therapeutic wall sprays and intricate mosaic tiling. This private oasis is completed by dual vanities, statement lighting and an oversized walk-in closet that feels less like a wardrobe and more like a retail boutique. An upper-level junior suite is complete with a private en suite, perfect for guests' separate living space, while those working from home will find absolute focus in the commanding executive office space outfitted with floor-to-ceiling lighted shelving and color-drenched design. Indoor entertainment and outdoor leisure collide through walls of disappearing glass that open to a seamless indoor/outdoor living experience. A dedicated game room and media lounge features integrated surround sound and a sleek cocktail bar with Samsung smart refrigeration, looking out across a massive, shimmering swimming pool and heated spa. The meticulously manicured grounds feature a dedicated short-game putting turf, motorized weather shades, a fully equipped outdoor kitchen, a detached storage pavilion and a four-car garage complex equipped with dedicated climate control and full-home Generac generator backup for absolute operational independence. The fitness enthusiast in your home will marvel at the climate-controlled, state-of-the-art home fitness pavilion. Ideally minutes to downtown Windermere, Disney, Orlando International Airport, and major shopping and restaurants.