5558 Brookline Drive, ORLANDO, FL

$2,797,000

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5

Beds

5

Baths

5,822

Square feet

0.42

Acres

About 5558 Brookline Drive

Appraisal in Hand! A Golfer’s Dream… Anyone’s Dream! This extraordinary estate sits on one of the most coveted lots in Arnold Palmer’s Bay Hill Golf & Country Club, overlooking holes #4, #5, and the iconic televised #6 with its shimmering water views. Words cannot capture the beauty, serenity, and prestige of this setting. Completely reimagined with luxury and comfort in mind, this 5,822 sq. ft. home offers 5 bedrooms, 4.5 baths, a home theater, game room, executive office, and a chef’s kitchen with dual refrigerators, three dishwashers, and a Miele coffee system. The outdoor retreat (renovated in 2022) features travertine decking, a resort-style pool and spa, summer kitchen, and retractable sun cover, all framing breathtaking sunsets. Upgrades include a new roof (2020), new HVAC (2023), updated electrical, and new paver driveway. Minutes from Bay Hill Club & Lodge, “Restaurant Row,” and top-rated schools, experience the ultimate in Florida luxury living. Schedule your private showing today!

Features of 5558 Brookline Drive

MLS® # O6358772
Price $2,797,000
Bedrooms 5
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 5,822
Acres 0.42
Year Built 2008
Type Residential
Sub-Type Single Family Residence
Style Custom, Ranch, Mediterranean, Tudor
Status Active

Community Information

Address 5558 Brookline Drive
Area Orlando/Bay Hill/Sand Lake
Subdivision BAY HILL SEC 10
City ORLANDO
County Orange
State FL
Zip Code 32819-4013

Amenities

Parking Covered, Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Guest, Parking Pad
# of Garages 4
View Golf Course, Pool, Water
Is Waterfront No
Has Pool Yes

Interior

Interior Features Built-in Features, Cathedral Ceiling(s), Central Vacuum, High Ceilings, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
Appliances Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Heating Central, Zoned
Cooling Central Air, Humidity Control, Zoned
Fireplace Yes
Fireplaces Decorative, Family Room, Gas, Non Wood Burning

Exterior

Exterior Features Balcony, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sliding Doors, Sprinkler Metered
Lot Description Key Lot, On Golf Course, Sidewalk
Roof Slate
Foundation Slab

Additional Information

Date Listed November 6th, 2025
Days on Market 11
Zoning R-1AA
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeTHE FLORIDA LOUNGE REALTY LLC

Listing Map

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