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Property for sale at 14640 PYLON COURT, WINTER GARDEN, FL, 34787

14640 Pylon CourtWinter Garden, FL, 34787

5beds
6baths
4,483sqft
Single Family Residence
Built in 2017
$3,400 Annually HOA Fee
$2,000,000
Sold
Price per sqft
$446
Sold on
Nov 24, 2025
MLS #O6330990Updated Nov 24, 2025

About this property

Welcome to 14640 Pylon Court, an extraordinary waterfront home located in the highly sought after gated community of the Isles of Lake Hancock—one of Florida’s most exclusive water ski neighborhoods. This custom-designed residence offers over 4,400 square feet of luxurious living space, five bedrooms, five full and one-half baths, a 4-car garage, and sweeping water views from both the front and back of the home. Set on a premium lot with direct views of the world-renowned championship ski courses, this home offers the ultimate blend of privacy, elegance, and recreational lifestyle. Inside, rich hardwood flooring flows through spacious, light-filled living areas, including a formal dining room with detailed ceilings, a private study, and a great room with soaring ceilings, custom built-ins, a fireplace, and expansive sliding glass doors. The gourmet kitchen features a massive island, gas appliances, double ovens, and ample cabinetry—perfect for both casual family living and entertaining on a grand scale. The luxurious primary suite includes a sitting area with lake views, dual walk-in closets, a soaking tub, walk-in shower, and dual vanities. The first-floor media room offers the perfect space for movie nights or game-day gatherings, while two additional bedrooms and a balcony complete the home’s thoughtful layout. The expansive screened lanai is ideal for outdoor living, featuring a sparkling pool, summer kitchen, manicured grounds, and tranquil water vistas. As a resident of this exclusive 54-home community, you’ll enjoy access to a residents-only boat ramp, tennis courts, playground, and recreation area. Located just minutes from all of the shopping and amenities at Hamlin, yet tucked away in a quiet, gated enclave, this home offers a rare opportunity to own one of Central Florida’s most sought-after waterfront properties—where luxury meets lifestyle.

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Property details

Property type
Single Family Residence
Street address
14640 Pylon Court
City
Winter Garden
State
FL
ZIP code
34787
Year built
2017
New construction
No
Faces
East
Rooms
10
Building stories
2
Living area
4,483 sqft
Total building area
5,992 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 8, 2026 at 4:01 AM EDT

Price & sale history

EventPrice
SoldMLS #O6330990$2,000,000
Price reducedMLS #O6330990$2,299,000Change: −4.2%−$101,000
Listed for saleMLS #O6330990$2,400,000
History may be incomplete.
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Property for sale at 14640 PYLON COURT, WINTER GARDEN, FL, 34787
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