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5558 Brookline Dr, Orlando, FL 32819

$3,300,000

Gorgeous two-story home with meticulously manicured landscaping and a brick paver driveway at 5558 Brookline Dr, Orlando, FL 32819
  • Bedrooms

    5

  • Baths

    5

  • Sq. Feet

    5822

  • Year Built

    2008

  • Days On Market

    37

  • $/SqFt

    $567

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Home Description

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.

  • MLS #: O6280345
  • Address: 5558 Brookline Dr
  • Levels: Two
  • City: Orlando
  • Zip: 32819
  • County: Orange
  • Subdivision: Bay Hill
  • Community Features: Golf,Playground
  • Elementary School: Dr. Phillips Elem
  • Middle School: Southwest Middle
  • High School: Dr. Phillips High
  • Private Pool: True
  • Pool Features: In Ground
  • Water View: Pond
  • Water Name: LAKE TIBET BUTLER
  • Water Feet: 0
  • Interior Features: Built-in Features,Ceiling Fans(s),Central Vaccum,Crown Molding,Walk-In Closet(s)
  • Appliances: Built-In Oven,Dishwasher,Disposal,Dryer,Exhaust Fan,Freezer,Microwave,Range,Range Hood,Refrigerator,Tankless Water Heater,Washer
  • Fireplace Desc: Decorative,Family Room,Gas,Non Wood Burning
  • Floor Covering: Ceramic Tile,Wood
  • Exterior Features: Balcony,Irrigation System,Outdoor Grill,Sliding Doors
  • Exterior Contruction: Block,Stone,Stucco
  • Foundation: Slab
  • Front Exposure: East
  • Roof: Slate
  • Building Sqft: 7699

Available now at $3,300,000

Approximate Room Sizes / Descriptions

Media Room17x13FirstCarpet
Den15x11SecondWood
Dining Room14x14FirstQuarry Tile
Game Room32x19FirstWood
Kitchen24x18FirstQuarry Tile
Living Room19x18FirstQuarry Tile
Foyer24x16FirstWood
Studio24x16FirstWood
Primary Bedroom18x16SecondWood
Bedroom 215x12FirstWood
Bedroom 314x14FirstQuarry Tile
Bedroom 416x12FirstWood
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 4
  • Garage Feature: Covered,Driveway,Garage Door Opener
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Central
  • Utilities: Cable Available
  • Lot Sqft: 18182.00
  • Lot Acres: 0.4200
  • Total Acre: 1/4 to less than 1/2
  • Lot Num: 413
  • HOA Fees: $700 Annually
  • HOA Monthly Amount: $58
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Disaster Mitigation: Above Flood Plain
  • Building Num Floors: 2
  • Condo Floor Number: 2
  • Pets Allowed: Yes
  • : 407-777-7131

Neighborhood

The average asking price of a 5 bedroom Orlando home in this zip code is $2,380,457 (27.9% less than this home).

This home is priced at $567/sqft, which is 19.3% less than similar homes in the 32819 zip code.

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Financial

  • Approx Payment:$16,053*
  • Taxes:$33,624

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (407) 967-1435 and speak with one of our real estate consultants.

Listing Courtesy of SELECTA REALTY LLC. For information or to schedule a viewing of this property (MLS# O6280345), call: 407-967-1435

5558 Brookline Dr, Orlando FL is a single family home of 5822 sqft and is currently priced at $3,300,000 . This single family home has 5 bedrooms. A comparable home for sale at 7014 Phillips Cove Ct # 27 in Orlando is listed at $998,877. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Orlando, FL. Emerson Pointe, Windermere Heights and South Bay are nearby neighborhoods. MLS O6280345 has been posted on this site since 3/3/2025 (today).

2025 4/10/2025.

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