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$2,000,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 4,483 Sq. Ft.
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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.

Full Property Details for 14640 Pylon Ct

General

  • Sold For: $2,000,000
  • HOA FEE: $283/month
  • HOA FEE FREQ.: Annually
  • Taxes: $14,542 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6330990
  • Added to Site: 214 day(s) ago

Rental Information

  • Min. Lease: 6 Months

Interior

  • Number of Rooms: 10
  • Interior Features: Built-in Features, Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Electric, Living Room
  • Appliances: Built-In Oven, Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
  • Flooring: Carpet, Porcelain Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Inside

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, Outside Bath Access, Salt Water, Screen Enclosure

Exterior

  • Exterior Features: Balcony, Irrigation System, Lighting, Outdoor Kitchen, Sidewalk, Sliding Doors
  • Deck/Patio: Covered, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 4
  • Covered Spaces: 4

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: ISLES/LK HANCOCK PH III
  • Driving Directions: isles of lake hancock interest follow straight to left on pylon home is on the right
  • Direction Faces: East

School Information

  • Elementary School: Summerlake Elementary
  • Middle School: Hamlin Middle
  • High School: Horizon High School

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Association: Yes
  • Assoc. Name: contact realtor
  • Pet Restrictions: per hoa

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Central, Zoned

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Propane, Street Lights, Underground Utilities, Water Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Tile
  • Stories/Levels: Two
  • Square Feet: 4,483
  • Sq. Ft. Source: Owner
  • Living Area: 4,483 Sq. Ft.
  • Year Built: 2017

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.45
  • Lot Size (Sq. Ft.): 19,554
  • Lot Size: 19554
  • Frontage: Street Dead-End
  • Street/Road Desc.: Paved

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Lake
  • Water Front Desc.: Pond

Financial Considerations

  • Association Fee: $3,400
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $14,542.57
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: ISLES OF LAKE HANCOCK PHASE 3 83/104 LOT30
  • APN: 272327274100300
  • Property ID: 272327274100300

Listed by Corcoran Premier Realty
Sold by Lakefield Realty Group Llc

Listing agents

— 14640 Pylon Ct —

  • Corcoran Premier Realty

  • Corcoran Premier Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 14640 Pylon Ct

School District:Orange County School District
NameGradesDistance
Summerlake Elementary
15450 Porter Road, Winter Garden, FL 34787
K-50.7 mi
Horizon High School
10393 Seidel Road, Winter Garden, FL 34787
9-122.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 14640 Pylon Ct

Date
Details
Price
Change
Source
11/24/2025
Sold
$2,000,000
-13.01%
MLS
9/09/2025
Price Reduced
$2,299,000
-4.21%
MLS
7/29/2025
Listed
$2,400,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Corcoran Premier Realty
Sold by Lakefield Realty Group Llc

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14640 Pylon Court, Winter Garden, FL 34787 (MLS# O6330990) is a Single Family property that was sold at $2,000,000 on November 24, 2025. Want to learn more about 14640 Pylon Court? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.