5558 Brookline Drive, ORLANDO, FL 32819
Local realty services provided by:Better Homes and Gardens Real Estate Atchley Properties



Listed by:marcella reginato
Office:selecta realty llc.
MLS#:O6280345
Source:MFRMLS
Price summary
- Price:$2,985,500
- Price per sq. ft.:$387.78
- Monthly HOA dues:$58.33
About this home
Luxury Bay Hill Estate on Arnold Palmer’s Championship Golf Course
A rare opportunity to own a meticulously upgraded luxury estate in the heart of Bay Hill, just steps from the world-renowned Bay Hill Club & Lodge. This exquisite 5-bedroom, 4.5-bathroom residence features a dedicated home office, a private cinema with premium acoustic design, and a game room with breathtaking golf course views.
Positioned on a prime golf course lot, the home offers panoramic vistas of multiple fairways and greens. Every detail has been thoughtfully curated and impeccably maintained, with high-end home automation that blends elegance and convenience across the living and entertainment spaces.
Grand Entrance – A striking custom glass front door opens to soaring ceilings, elegant beige travertine flooring, and full-height glass doors framing spectacular views.
Primary Suite Retreat – A peaceful sanctuary with a spa-style bathroom featuring soft-toned cabinetry, Calacatta marble countertops, custom-framed mirrors, a soaking tub, a walk-in rain shower with golf course views, and dual walk-in closets.
Chef’s Kitchen & Family Room Remodel (2017) – Designed for style and functionality, this kitchen features refined beige cabinetry with soft-close drawers, a dramatic Nero Marquina island, two full-size refrigerators, and three dishwashers (one traditional and two drawer-style). Additional highlights include a gourmet warming drawer, a Terminator professional gas range with four burners, a griddle, and a grill, as well as a built-in Miele Italian coffee system. Café Advantium appliances and an electric fireplace add charm and warmth to the family space.
Entertainment & Smart Features
• Game Room – Equipped with a premium built-in sound system for an immersive experience.
• Private Home Theater – With Sony technology for a true cinematic atmosphere.
• Advanced Home Automation – Over $40,000 invested in a system offering seamless control of lighting, climate, and security.
Resort-Style Outdoor Living
In 2022, a complete exterior renovation was completed with an investment of approximately $300,000.
• Expansive Lanai – Travertine flooring, retractable electric sun cover, and unobstructed golf views.
• Open Chlorine Pool & Spa – Designed for luxury and relaxation, with dual water bowls, a central fountain, and sun shelf.
• Summer Kitchen – Featuring granite countertops and a stainless steel grill, perfect for entertaining.
Recent Upgrades & Capital Improvements
• Three A/C Units – Replaced in intervals: one recently, one two years ago, another three years ago.
• New Garage Door – Installed three years ago for added security and convenience.
• Updated Electrical System – Fully rewired and modernized two years ago.
• Boral Slate Tile Roof (2020) – Durable and visually striking.
• 6-Ton Multi-Speed Carrier HVAC (2023) – High-efficiency performance.
• New Paver Driveway & Walkways (2023) – Enhancing curb appeal and function.
• Central Vacuum System – Pre-installed (currently deactivated).
• Modern LED Hallway Lighting – Energy-efficient with clean, contemporary appeal.
Prime Location & Exclusive Lifestyle. Located in Orlando, this residence offers unmatched proximity to the Bay Hill Club & Lodge, world-class golf, fine dining, upscale shopping, and top-rated schools. Experience refined Florida living at its finest.
Contact an agent
Home facts
- Year built:2008
- Listing Id #:O6280345
- Added:168 day(s) ago
- Updated:August 14, 2025 at 11:58 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Living area:5,822 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
Structure and exterior
- Roof:Slate
- Year built:2008
- Building area:5,822 sq. ft.
- Lot area:0.42 Acres
Schools
- High school:Dr. Phillips High
- Middle school:Southwest Middle
- Elementary school:Dr. Phillips Elem
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$2,985,500
- Price per sq. ft.:$387.78
- Tax amount:$33,624 (2024)
New listings near 5558 Brookline Drive
- New$199,000Active4 beds 2 baths1,178 sq. ft.
807 Sky Lake Circle #C, ORLANDO, FL 32809
MLS# O6337023Listed by: CHARLES RUTENBERG REALTY ORLANDO - New$120,000Active1 beds 1 baths650 sq. ft.
1902 Honour Road #23, ORLANDO, FL 32839
MLS# S5132674Listed by: LPT REALTY, LLC - New$575,000Active4 beds 2 baths1,948 sq. ft.
4520 Lake Gem Circle, ORLANDO, FL 32806
MLS# O6336958Listed by: LPT REALTY, LLC - New$559,900Active5 beds 4 baths2,943 sq. ft.
10142 Silmarien Street, ORLANDO, FL 32825
MLS# O6335129Listed by: CROWN LEGACY REALTY LLC - New$149,900Active1 beds 1 baths660 sq. ft.
4401 Thornbriar Lane #103, ORLANDO, FL 32822
MLS# S5132971Listed by: ALTIS REALTY - New$125,000Active3 beds 2 baths1,198 sq. ft.
2612 Lemon Tree Lane #A, ORLANDO, FL 32839
MLS# O6336689Listed by: PRIMAC REALTY, INC - New$1,800,000Active2.16 Acres
7775 Conroy Windermere Rd, ORLANDO, FL 32835
MLS# TB8418799Listed by: GLOBECORE - New$249,950Active3 beds 1 baths852 sq. ft.
5112 Cliveden Drive, ORLANDO, FL 32812
MLS# O6335807Listed by: PREMIER SOTHEBYS INT'L REALTY - New$50,000Active1.03 Acres
Natchez Street, ORLANDO, FL 32833
MLS# O6336792Listed by: LPT REALTY, LLC - New$739,000Active4 beds 4 baths2,137 sq. ft.
12866 Salk Way, ORLANDO, FL 32827
MLS# O6336885Listed by: COLDWELL BANKER RESIDENTIAL RE