To schedule a showing of 9323 Gladys Garden Court, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!

$11,900,000 Reduced -$600,000
9323 Gladys Garden Court
Windermere, FL 34786
  • 6Beds
  • 10.00Total Baths
  • 6 Full, 4 HalfBaths
  • 9,770SqFt
  • 2026Year Built
  • 0.26Acres
  • MLS# O6381880
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market4 months, 6 days
  • Area34786 - Windermere
  • CountyOrange
  • Subdivision Isleworth

Overview

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 chefs 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.



Agriculture / Farm

Association Fees / Info

Community Features:  Gated, Sidewalks

Pets Allowed:  BreedRestrictions, Yes

Hoa Frequency Rate:  3297

Association:  Yes

Hoa Fees Frequency:  Quarterly

Bathroom Info

Total Baths:  10.00

Fullbaths:  6

Building Info

Window Features:  WindowTreatments

Roof:  Concrete, Tile

Building Area Source:  Builder

Buyer Compensation

Exterior Features

Pool Features:  Gunite, Heated, InGround

Pool Private:  Yes

Exterior Features:  OutdoorKitchen

Fees / Restrictions

Financial

Original Price:  $13,995,000

Garage / Parking

Parking Features:  Covered, GolfCartGarage

Attached Garage:  Yes

Garage:  Yes

Carport:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  Gas

Fireplace:  Yes

Floors:  EngineeredHardwood, Marble

Levels:  Two

Laundry Features:  Inside, LaundryRoom

Interior Features:  BuiltInFeatures, CeilingFans, CrownMolding, CathedralCeilings, CofferedCeilings, EatInKitchen, HighCeilings, MainLevelPrimary, OpenFloorplan, StoneCounters, VaultedCeilings, WalkInClosets, WoodCabinets, WindowTreatments

Appliances:  BarFridge, BuiltInOven, Cooktop, Dryer, Dishwasher, ExhaustFan, Freezer, Disposal, GasWaterHeater, IceMaker, Microwave, Range, Refrigerator, RangeHood, WineRefrigerator, Washer

Spa Features:  Heated, InGround

Lot Info

Direction Remarks:  From 535 turn on to Chase Road to Isleworth Country Club to Latrobe to Isleworth Gardens Drive

Lot Size Units:  Acres

Lot Size Acres:  0.26

Lot Sqft:  11,339

Misc

Other

Special Conditions:  None

Security Features:  SecuritySystemOwned, FireAlarm, GatedCommunity, SmokeDetectors

Other Rooms Info

Property Info

Section:  16

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Condition:  NewConstruction

New Construction:  Yes

Construction Materials:  Block, Stone, Stucco

Stories:  2

Foundation:  Block, Slab, StemWall

Human Modified:  Yes

Room Info

Total Rooms:  15

Sqft Info

Sqft:  9,770

Bulding Area Sqft:  12,510

Living Area Units:  SquareFeet

Living Area Source:  Builder

Tax Info

Tax Year:  2,025

Tax Lot:  360

Tax Legal Description:  GARDENS OF ISLEWORTH UNIT 3 108/80 LOT 36

Tax Block:  00

Tax Annual Amount:  21279.23

Tax Book Number:  2949

Unit Info

Utilities / Hvac

Heating:  Central, HeatPump, NaturalGas, Zoned

Water Source:  Public

Sewer:  SepticTank

Cool System:  CentralAir, Zoned, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected, FiberOpticAvailable, NaturalGasConnected, UndergroundUtilities, WaterConnected

Waterfront / Water

Water Body Name:  BUTLER CHAIN OF LAKES

Schools

Elem:  Windermere Elem

Middle:  Chain of Lakes Middle

High:  Olympia High

Directions

From 535 turn on to Chase Road to Isleworth Country Club to Latrobe to Isleworth Gardens Drive

This listing courtesy of Corcoran Premier Realty 

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Price & Status History (on davidshippey.com since Fri, Feb 13th 2026)
  • Original Price: $13,995,000
  • Current Price: $11,900,000
  • Price Reduced: $2,095,000
Date ChangedFromTo
05/26/2026$12,500,000 $11,900,000 Reduced by $600,000
04/03/2026$13,995,000 $12,500,000 Reduced by $1,495,000

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If you have any questions on 9323 Gladys Garden Court, Windermere, Florida, please call David Shippey at 863-521-4517.


MLS# O6381880 located at 9323 Gladys Garden Court, Windermere, Florida is brought to you by David Shippey REALTOR®

9323 Gladys Garden Court, Windermere, Florida has 6 Beds, 6 Full Bath, and 4 Half Bath.
The MLS Number for 9323 Gladys Garden Court, Windermere, Florida is O6381880.
The price for 9323 Gladys Garden Court, Windermere, Florida is $11,900,000.
The status of 9323 Gladys Garden Court, Windermere, Florida is Active.
The subdivision of 9323 Gladys Garden Court, Windermere, Florida is Isleworth.
The home located at 9323 Gladys Garden Court, Windermere, Florida was built in 2026.