Gabriella Massaro

Gabriella Massaro Real Estate Agent 🇺🇸

$1,075,000.00
5314 SHADYWOOD LANE, ORLANDO, FL - 32819
4 beds
4 baths
3,662 sqft
$1,075,000.00
5314 SHADYWOOD LANE, ORLANDO, FL - 32819
Gabriella Massaro
$1,075,000.00
4 beds
4 baths
3,662 sqft
5314 SHADYWOOD LANE, ORLANDO, FL - 32819
For Sale
Photo 1
  • Built in 1985
  • 3 garage spaces
  • $293.56/sqft
  • Lot size: 22,428 sqft
  • 2 days on market

Welcome to 5314 Shadywood Lane, a private Dr. Phillips estate where thoughtful design, expansive scale, and modern infrastructure come together on a rare half-acre homesite. Originally built in 1985 and masterfully expanded and renovated over time, this residence now offers approximately 3,600 square feet of refined living space and more than 5,300 square feet under roof, creating a seamless blend of comfort, entertainment, and everyday luxury. Inside, the home reveals four spacious bedrooms, four full baths, and multiple lifestyle spaces, including a dedicated home theater with wet bar and sound isolation, a workout or bonus room, and an expansive garage and workshop addition. The 2021 kitchen and living area renovation introduced elevated finishes, smart functionality, and timeless design, complemented by porcelain flooring throughout and upgraded electrical, plumbing, and mechanical systems that provide long-term peace of mind. Outdoor living is equally compelling, featuring a heated pool and spa, outdoor kitchen, and extended patio environment designed for entertaining or quiet retreat. Smart home enhancements—including app-controlled irrigation, modern AC systems, EV charging capability, and updated garage technology—further enhance daily living. Positioned within one of Orlando’s most established luxury corridors, this property offers proximity to Restaurant Row, premier attractions, and top-rated schools, while maintaining the privacy and space rarely found in Dr. Phillips. A carefully evolved residence with intention behind every addition, 5314 Shadywood Lane presents a distinctive opportunity to own a truly complete Central Florida luxury home.

  • Directions: From Conroy Road heading west toward Windermere, turn left onto Apopka Vineland Road. Continue south and turn left onto Bay Ridge Boulevard. Then turn right onto Shadywood Lane. The home will be on your right-hand side.
  • County: Orange
  • Geo subdivision: TURNBURY WOODS

Nearby Schools

Palm Lake Elem

Chain of Lakes Middle

Olympia High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent 🇺🇸

See also

For Sale
2313 ROAT DRIVE, ORLANDO, FL - 32835
$1,150,000.00
4 bds
4.5 ba
3,632 sqft
2313 ROAT DRIVE, ORLANDO, FL - 32835
For Sale
8317 VIA VITTORIA WAY, ORLANDO, FL - 32819
$1,175,000.00
4 bds
4.5 ba
3,042 sqft
8317 VIA VITTORIA WAY, ORLANDO, FL - 32819
For Sale
316 5TH AVENUE, WINDERMERE, FL - 34786
$1,100,000.00
4 bds
3 ba
2,412 sqft
316 5TH AVENUE, WINDERMERE, FL - 34786
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6383621
Listing updated: February 21, 2026 at 7:21PM
Listing provided by: Afrika Hendley, KELLER WILLIAMS REALTY AT THE PARKS
Last checked 6 hours ago
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