$2,400,000
5 Bed
6 Bath
4,483 Sqft
0.45 Acre Lot

14640 Pylon Ct, Winter Garden, Florida 34787

  • Residential Property Type
  • 4,483 Sqft Square Footage
  • 2017 Year Built
Property Description

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 four additional bedroom suites 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.

Basic Details
Residential
For Sale
O6330990
$2,400,000
Water
5
6
1
4,483 Sqft
2017
0.45 Acre
Active
5
Single Family Residence
: Tile
1
Features
: Gunite, Salt Water, Outside Bath Access, Screen Enclosure
: Central, Zoned
: Central Air, Zoned
: Living Room, Electric
: Covered, Rear Porch, Screened
: Lighting, Sidewalk, Sliding Doors, Balcony, Outdoor Kitchen
: Carpet, Tile, Wood
: Open Floorplan, Walk-In Closet(s), High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Ceiling Fans(s), Eat-in Kitchen, Solid Wood Cabinets, Stone Counters, Crown Molding, Built-in Features, Coffered Ceiling(s)
: Inside
1
: Public Sewer
: Underground Utilities, Electricity Connected, Cable Connected, Water Connected, Propane
: Pond
Appliances
: Dishwasher, Microwave, Range, Disposal, Refrigerator, Range Hood, Built-In Oven
Address Map
US
FL
Orange
Winter Garden
ISLES/LK HANCOCK PH III
34787
PYLON
14640
COURT
East
isles of lake hancock interest follow straight to left on pylon home is on the right
34787 - Winter Garden/Oakland
P-D
Neighborhood
Summerlake Elementary
Horizon High School
Hamlin Middle
Additional Info
CORCORAN PREMIER REALTY
Steve Healy
$0
$0
Additional Information
: Street Lights
: Block, Stucco
: Slab, Block, Stem Wall
4
: Two
: Sidewalk, Landscaped, Street Dead-End, Cul-De-Sac, In County
2025-07-29
2
https://www.propertypanorama.com/instaview/stellar/O6330990
: Public
1
5992
Financial
14542.57
3400
Annually
1
Listing Information
261072491
261010505
Active
2025-07-30T10:48:25Z
Stellar
: None
2025-07-29T12:11:31Z
Matt Tomaszewski
261070990
261010505
CORCORAN PREMIER REALTY
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Contact Agent
Contact Us
407-615-0866