14640 Pylon Court, Winter Garden, FL 34787
Pending $2,299,000
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Listing Agent: Steve Healy
Agent Phone:
407-230-1441
Agent Email:
Steve@corcoranpremier.com
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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.
Built-in Features
Ceiling Fans(s)
Coffered Ceiling(s)
Crown Molding
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Solid Wood Cabinets
Stone Counters
Walk-In Closet(s)
Taxes: $14.00
Tax Year: 2024
HOA Fee 1: $3,400.00
HOA Frequency 1: Annually
Condo Fee Frequency: Annually
Balcony
Lighting
Outdoor Kitchen
Sidewalk
Sliding Doors
Built-In Oven
Dishwasher
Disposal
Microwave
Range
Range Hood
Refrigerator
Water
Pond
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Junior High: Hamlin Middle
High School: Horizon High School
MLS Area: 34787 - Winter Garden/Oakland
Price per Square Feet: $512.83
Total Floors: 2
Water: Public
Lot Desc.: Cul-De-Sac, In County, Landscaped, Sidewalk, Street Dead-End
Construction: Block, Stucco
Date Listed: 2025-07-29 12:11:31
Pool: Yes
Pool Type: Gunite, Outside Bath Access, Salt Water, Screen Enclosure
Private Spa: No
Garage Spaces: 4
Flooring: Carpet, Tile, Wood
Roof: Tile
Heating: Central, Zoned
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Public Sewer
Listing Courtesy Of: Corcoran Premier Realty
Steve@corcoranpremier.com
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.
Property Details
Price: $2,299,000
Sq Ft: 4,483
($513 per sqft)
Bedrooms: 5
Bathrooms: 5
Partial Baths: 1
City: Winter Garden
County: Orange
Type: Single Family Reside
Development: Isles/Lk Hancock Ph Iii
Acres: 0.45
Virtual Tour/Floorplan: View
Year Built: 2017
Listing Number: O6330990
Status Code: Pending
Taxes: $14.00
Tax Year: 2024
Garage:
4
Pets Allowed: Yes
Interior Features:
Built-in Features
Ceiling Fans(s)
Coffered Ceiling(s)
Crown Molding
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Solid Wood Cabinets
Stone Counters
Walk-In Closet(s)
Financial Information:
Taxes: $14.00
Tax Year: 2024
HOA Fee 1: $3,400.00
HOA Frequency 1: Annually
Condo Fee Frequency: Annually
Exterior Features:
Balcony
Lighting
Outdoor Kitchen
Sidewalk
Sliding Doors
Equipment:
Built-In Oven
Dishwasher
Disposal
Microwave
Range
Range Hood
Refrigerator
View:
Water
Waterfront Description:
Pond
School Information:
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Junior High: Hamlin Middle
High School: Horizon High School
Additional Information:
MLS Area: 34787 - Winter Garden/Oakland
Price per Square Feet: $512.83
Total Floors: 2
Water: Public
Lot Desc.: Cul-De-Sac, In County, Landscaped, Sidewalk, Street Dead-End
Construction: Block, Stucco
Date Listed: 2025-07-29 12:11:31
Pool: Yes
Pool Type: Gunite, Outside Bath Access, Salt Water, Screen Enclosure
Private Spa: No
Garage Spaces: 4
Flooring: Carpet, Tile, Wood
Roof: Tile
Heating: Central, Zoned
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Public Sewer
Map of 14640 Pylon Court, Winter Garden, FL 34787
Listing Courtesy Of: Corcoran Premier Realty
Steve@corcoranpremier.com