Home in 9323 Gladys Garden Ct Windermere for sale with MLS# O6381880

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.

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Days on the market

9323 Gladys Garden Ct, Windermere, FL 34786

Price
Price:
$11,900,000.00
Previous Asking Price:
$12,500,000.00
Original List Price:
$13,995,000.00
List Price per Sq Ft (Calculated, Approx.):
$1,218.01
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6381880
Rooms Distribution
Bedrooms:
6
Bathrooms Total:
10
Full Bath:
6
Half Bath:
4
Measures
Living Area:
9,770 Sqft
Built-Up Area:
12,510 Sqft
Lot Area:
11,339 Sqft
Building Area Source:
Builder
Living Area Source:
Builder
Lot Size Acres:
0.26
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite, Heated, In Ground
Spa Features:
Heated, In Ground
Security:
Smoke Detector(s), Security System Owned, Gated Community, Fire Alarm
Furnished:
Furnished
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Cooktop, Freezer, Built-in Oven, Gas Water Heater, Ice Maker, Exhaust Fan, Range, Range Hood, Wine Refrigerator, Bar Fridge
Interior:
Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Vaulted Ceiling(s), Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Open Floorplan, Stone Counters, Thermostat, Window Treatments, Solid Wood Cabinets, Crown Molding, Coffered Ceiling(s), Primary Bedroom Main Floor
Exterior:
Sidewalk, Outdoor Kitchen
Laundry:
Inside, Laundry Room
Fireplace
Fireplace:
Gas
Air Conditioning System:
Zoned, Central Air
Heating System:
Central, Zoned, Heat Pump, Natural Gas, Natural Gas
Property Entrance Faces:
Southwest
Water Access
Water Access Features:
Lake - Chain Of Lakes, Limited Access
Water Extras
Water Extra Details:
Fishing Pier, Boat Ramp - Private, Skiing Allowed
Construction
Year Built:
2026
Roof:
Concrete, Tile
Levels:
Two
Construction Materials:
Block, Stucco, Stone
Flooring:
Marble, Hardwood
Foundation Details:
Slab, Stem Wall, Block
Flood Zone Code:
x
Property Condition:
Completed
Taxes and Expenses
Tax Annual Amount:
$21,279.23
Tax Year:
2025
Association Fee:
$3,297.00
Association Fee Frequency:
Quarterly
Other Fees Amount:
$3,127.00
Other Fees Frequency:
Quarterly
Total Annual Fees:
$25,696.00
Total Monthly Fees:
$2,141.33
Tax Other Annual Assessment Amount:
0
Parking
Garage
Garage Spaces:
4
Attached Garage
Parking Features:
Covered, Golf Cart Parking, Portico
Carport
Utilities
Sewer:
Septic Tank
Utilities Available:
Underground Utilities, Electricity Connected, Natural Gas Connected, Water Connected, Cable Connected, Fiber Optics
Water Source:
Public
Community
Association
Minimum Lease Term:
6 Months
Pets Allowed?:
Yes, Breed Restrictions
Subdivision Name:
ISLEWORTH
Senior Community:
No
Association Fee Required:
Required
Association Management:
Dan O'Connell
Association Phone:
4079092071
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Vacant
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
GARDENS OF ISLEWORTH UNIT 3 108/80 LOT 36
Real Estate Folio Number (Parcel Number):
16-23-28-2949-00-360
Zoning:
RES
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Windermere Elem
High School:
Olympia High
Middle Or Junior School:
Chain Of Lakes Middle
Listing History
Originally published on:
February 13, 2026 1:15 pm
Active on the market since:
February 13, 2026
Listing Agreement executed on:
February 13, 2026
Price change occurred on:
May 26, 2026 6:01 pm
Listing Status Last Changed On:
February 13, 2026 1:15 pm
Photos updated on:
February 16, 2026 7:35 pm
Last Modified:
May 26, 2026 6:02 pm
Additional Information
Association Approval Required
Courtesy of:
CORCORAN PREMIER REALTY
Attribution:
407-965-1155
Road Surface Type:
Asphalt
Location
Street Name:
GLADYS GARDEN
Street Number:
9323
City:
WINDERMERE
State:
Florida
Zip Code:
34786
County:
Orange
Latitude:
N28° 29' 27.7''
Longitude:
W82° 29' 16.5''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $131,409
Median Home Value $621,300
Median Rent $2,239/mo
Median Age 37
Population 43,700

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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of May 26, 2026, 6:02 PM.