Refine Search
Map
Sort by
$1,899,000
8 Beds ⋅ 9 Baths ⋅ Turnbury Woods SubDv. ⋅ 32819 Zip Code
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.

5333 Greenside Court, Orlando
$899,900
5 Beds ⋅ 3 Baths ⋅ North Bay SubDv. ⋅ 32819 Zip Code
Set in desirable North Bay in the heart of Dr. Phillips/Bay Hill, this 5 bed, 3 bath pool home offers 2,872 sq ft on a 0.49-acre cul-de-sac lot with a 3-car garage, tall ceilings, and a 3-way split plan designed for privacy and flexibility. The kitchen offers plenty of counter space, newer appliances, granite counters, 42" cabinets with crown molding and hardware, under-cabinet lighting, tile backsplash, breakfast bar and pantry. The family room features built-ins for the entertainment center and new flooring, and the formal living room includes a bookcase with a rolling ladder. The owner’s suite is set apart on its own side of the home with 2 walk-in closets and an en-suite bath featuring 2 vanities, a glass-enclosed shower, separate soaking tub and private water closet. One guest bedroom has a bath just outside the door with a single vanity and tub/shower combo, while the two other guest bedrooms share the pool bath with a single vanity and shower. The office/5th bedroom includes a Murphy bed. Recent updates include paid-off solar panels, roof replaced (2019), Low-E doors and windows (2020 & 2021), new AC with ultra air filtration (2023), added attic insulation, insulated garage doors, full re-plumb, whole-house water filtration, reverse osmosis, a dedicated tankless water heater for the primary bath tub, expanded garage electrical, and a Level 2 EV charger. The large front yard is anchored by a huge oak tree with a swing, while the fenced backyard offers saltwater pool filtration, exterior lighting, an exterior bar and grill, and edible landscaping with lime, lemon, orange, grapefruit, mango, persimmon, fig, guava, nectarine, avocado, and pineapple plantings. Positioned in one of Orlando’s most sought-after areas near Bay Hill Club & Lodge, the Butler Chain of Lakes, Sand Lake Road’s Restaurant Row, Trader Joe’s, The Fresh Market, Universal Orlando Resort, and the Orange County Convention Center, this home brings together pool living, EV readiness, solar efficiency, water filtration, fruit trees, and a central Dr. Phillips location.

9113 Ivey Hill Court, Orlando