Gabriella Massaro

Gabriella Massaro Real Estate Agent 🇺🇸

$13,995,000.00
9323 GLADYS GARDEN COURT, WINDERMERE, FL - 34786
6 beds
8.0 baths
9,770 sqft
$13,995,000.00
9323 GLADYS GARDEN COURT, WINDERMERE, FL - 34786
Gabriella Massaro
$13,995,000.00
6 beds
8.0 baths
9,770 sqft
9323 GLADYS GARDEN COURT, WINDERMERE, FL - 34786
For Sale
Photo 1
  • Built in 2026
  • 4 garage spaces
  • $1,432.45/sqft
  • Lot size: 11,339 sqft
  • 3 days on market

Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage plus golf cart garage, and a friends-and-family entry with covered parking. Inside, discover Sierra Pacific casement windows with stained interior mullions flood the home with natural light, highlighting warm beams, wide-plank floors, and curated details. Lutron lighting, Sonos audio, and powered draperies enhance modern comfort without compromising design. The formal dining room features a stained white oak arched opening, classic dentil molding, and built-in wine display. The living room is anchored by a gas Isokern fireplace with precast surround, custom built-ins, stained beams, and sculptural custom one off lighting, while an interior glass breezeway subtly defines the transition to the private primary wing. The primary suite offers a serene retreat with custom arch detailing, a nickel joint ceiling, and stained beams. The spa-inspired bath includes a marble soaking tub and a dramatic solid limestone staircase leading to a hidden upper-level flex space, ideal for an office or gym, complete with beverage refrigeration and powered Roman shade. The boutique-style closet features dual islands and an integrated wash tower. At the heart of the home, the chef’s kitchen stuns with soaring 18-foot ceilings, exposed beams, a curved reeded island, and custom Urban Electric pendants designed specifically for the residence. Sub-Zero refrigeration, freezer, and wine column, a 60-inch Wolf range, dual integrated dishwashers, and a fully equipped back kitchen ensure effortless entertaining. Indoor and outdoor living connect seamlessly to a private courtyard-style retreat featuring a resort-inspired pool with copper scupper water features, a summer kitchen with Wolf grill, powered screens, and multiple lounging areas designed for year-round enjoyment. Additional highlights include four upstairs en-suite bedrooms, including a secondary primary suite, an upstairs laundry with linen towers and folding station, a third-level bonus floor with theater, bar, powder bath, and storage, elevator-ready construction, and an advanced security system with AI-enabled cameras and window vibration sensors. Designed with architectural intention, this home pairs refined craftsmanship with warmth, creating spaces that feel both elevated and deeply livable.

  • Directions: From 535 turn on to Chase Road to Isleworth Country Club to Latrobe to Isleworth Gardens Drive
  • County: Orange
  • Geo subdivision: GARDENS OF ISLEWORTH

Nearby Schools

Windermere Elem

Chain of Lakes Middle

Olympia High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent 🇺🇸

See also

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10065 AUTUMN MIST LN, GOLDEN OAK, FL - 32836
$13,500,000.00
5 bds
7.0 ba
6,872 sqft
10065 AUTUMN MIST LN, GOLDEN OAK, FL - 32836
For Sale
7011 VIA CARMEL WAY, ORLANDO, FL - 32819
$13,500,000.00
5 bds
8.5 ba
10,519 sqft
7011 VIA CARMEL WAY, ORLANDO, FL - 32819
For Sale
5525 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL - 34786
$14,250,000.00
5 bds
5.5 ba
9,511 sqft
5525 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL - 34786
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6381880
Listing updated: February 16, 2026 at 7:38PM
Listing provided by: Steve Healy, CORCORAN PREMIER REALTY
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