Properties

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.

Features
: Gunite, Salt Water, Outside Bath Access, Screen Enclosure
: Central, Zoned
: Central Air, Zoned
: Living Room, Gas
: Covered, Rear Porch, Screened
: Pond
: Electricity Connected, Cable Connected, Underground Utilities, Water Connected, Propane
: Public Sewer
1
: Inside
: Ceiling Fans(s), Open Floorplan, High Ceilings, Kitchen/Family Room Combo, Walk-In Closet(s), Eat-in Kitchen, Solid Wood Cabinets, Primary Bedroom Main Floor, Built-in Features, Crown Molding, Stone Counters, Coffered Ceiling(s)
: Carpet, Tile, Wood
: Sliding Doors, Lighting, Sidewalk, Outdoor Kitchen, Balcony
Appliances
: Microwave, Refrigerator, Dishwasher, Range, Disposal, Range Hood, Built-In Oven
Address Map
US
FL
Orange
Winter Garden
34787
PYLON
14640
COURT
P-D
34787 - Winter Garden/Oakland
isles of lake hancock interest follow straight to left on pylon home is on the right
East
Neighborhood
Summerlake Elementary
Horizon High School
Hamlin Middle
Additional Info
CORCORAN PREMIER REALTY
Steve Healy
$0
$0
Additional Information
: Public
2
2025-07-29
: Landscaped, Sidewalk, In County, Cul-De-Sac, Street Dead-End
: Two
4
: Slab, Block, Stem Wall
: Block, Stucco
: Street Lights
5992
1
Financial
3400
Annually
1
14542.57
Listing Information
Matt Tomaszewski
261070990
261010505
CORCORAN PREMIER REALTY
261072491
261010505
Active
2025-07-29T12:31:09Z
Stellar
: None
2025-07-29T12:11:31Z

14640 Pylon Ct, Winter Garden, Florida 34787

Residential For Sale

5 Bedrooms
6 Bathrooms
4,483 Sqft
$2,400,000
Listing ID #O6330990
Basic Details
Listing Type : For Sale
Listing ID : O6330990
Price : $2,400,000
View : Water
Bedrooms : 5
Bathrooms : 6
Half Bathrooms : 1
Square Footage : 4,483 Sqft
Year Built : 2017
Lot Size : 0.45 Acre
Full Bathrooms : 5
Listing Status : Active
Property Sub Type : Single Family Residence
Roof : Tile
Waterfront Yn : 1
Agent info
Bryan Rogers
Holiday Realty LLC
Holiday Realty LLC
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