4 days on RocketTour
#O6329827, Judy Black, Listing office: UPSIDE REAL ESTATE INC
$2,400,000 List price
14640 Pylon Ct Winter Garden, FL 34787
5 beds
5 full, 1 partial
4,483 sqft
0.5 acres
$535 / sqft
House
Property details
About 14640 Pylon Ct
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.
Highlights
Home typeSingle Family Residence
HeatingCentral, Zoned
StatusActive
CoolingCentral Air, Zoned
Size4,483 sqft
Lot size0.45 Acres
Year built2017
MLS #O6330990
Attached garage4 spaces
WaterfrontPond
FireplaceElectric, Living Room
ViewWater
Private poolYes
Virtual tour
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 5
- Appliances: Oven, Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
- Flooring Type: Carpet, Tile, Wood
- Interior: 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)
- Fireplace: Electric, Living Room
- Total Bedroom Count: 5
- Garage Space: 4 spaces
- Attached Garage: Yes
- Private Pool: Yes
- Waterfront: Pond
- View: Water
- Exterior: Balcony, Lighting, Outdoor Kitchen, Sidewalk, Sliding Doors
- Heating: Central, Zoned
- Cooling: Central Air, Zoned
- List Price: $2,400,000
- Price/SqFt: $535
- HOA Amount: $3400 Annually
- Annual Tax Amount: $13,554
- Tax Year: 2023
- Lot: Cul-De-Sac, Landscaped, Sidewalk, Dead End Street
- Directions: isles of lake hancock interest follow straight to left on pylon home is on the right
- Year Built: 2017
- Stories: 2
- Living Area: 4,483 SqFt
- Lot Size: 0.45 Acres
- MLS Number: O6330990
- MLS Name: MFRMLS
- Office Name: CORCORAN PREMIER REALTY
- Office Phone: (407) 965-1155
- Listing Agent: Steve Healy
Listings courtesy of Stellar MLS as distributed by MLS GRID.
All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS.
DMCA Notice
Copyright 2025 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively 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. Properties displayed may be listed or sold by various participants in the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/29/2025, 11:34:28 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Jan 18, 2018 | Home Sold | $976,276 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $894,951 | $13,554 |
| 2022 | $868,884 | $13,154 |
| 2021 | $843,577 | $13,154 |
| 2020 | $848,356 | $12,997 |
| 2018 | $748,926 | $12,549 |
| 2017 | $230,000 | $3,826 |
History based on county public records data.
Nearby schools
8
Summerlake Elementary School
Public District KG-5
0.7 mi
•15450 Porter Rd
9
Independence Elementary School
Public District KG-5
1.1 mi
•6255 New Independence Pkwy
10
Keene's Crossing Elementary School
Public District PK-5
2.5 mi
•5240 Keenes Pheasant Dr
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $89,300. The majority of Winter Garden, FL residents have income between $35k-100k annually. Most families are married, with kids. The most common level of education of people living in this area is post secondary degree.
How much money do the neighbors make?
13%
<35k
45%
35k-100k
35%
100k-200k
7%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate
What types of families live nearby?
31%
Single, No Kids
9%
Single, with Kids
27%
Married, No Kids
33%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
20%
<11 yrs old
8%
12-17 yrs old
25%
18-34 yrs old
41%
35-64 yrs old
6%
65+ yrs old
What do the neighbors do for fun?
Skiing/snowboarding
College Football
PGA/LPGA
Where do the neighbors shop?
BJs Wholesale Club
Express/Express For Men
Stein Mart
Where do the neighbors go to eat?
Panera
Sonic
Cracker Barrel
What do the neighbors drive?
Infiniti
Kia
Lexus
What do the neighbors listen to?
Adult Hits
New Country
Oldies
All data provided by Home Junction and Claritas
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Frequently asked questions
About 14640 Pylon Ct
The listing price of 14640 Pylon Ct property is $2,400,000.
The property 14640 Pylon Ct is a house located in Winter Garden, Florida, 34787.
Active Listing: 14640 Pylon Ct is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 14640 Pylon Ct are: Summerlake Elementary School (GreatSchools Rating 8/10), Independence Elementary School (GreatSchools Rating 9/10), Keene's Crossing Elementary School (GreatSchools Rating 10/10), Bridgewater Middle School (GreatSchools Rating 9/10), Horizon West Middle School (GreatSchools Rating 7/10), Water Spring Middle School (GreatSchools Rating 9/10), Windermere High School (GreatSchools Rating 8/10), Horizon High School (GreatSchools Rating 7/10), West Orange High School (GreatSchools Rating 6/10).
According to the records, the last property tax for 2023 is $13,554 (source: MLS/based on county public records data).
The last sale was on January 18, 2018 for $976,276 (source: MLS/tax record).
The property at 14640 Pylon Ct has 5 bedrooms and 5 full and 1 half bathrooms.
The property 14640 Pylon Ct is 4,483 SqFt (source: MLS/tax record).
The year of construction for 14640 Pylon Ct is 2017.
This home is located at 14640 Pylon Ct in Winter Garden, FL and zip code 34787 in the Horizon West neighborhood. This 4,483 square foot home, which was built in 2017, sits on a 0.45 acre lot. Features: 5 bedrooms, 6 bathrooms. It has been listed on Rocket Homes since July 29, 2025 and is currently priced at $2,400,000.
Over 14 listings were sold over their listed price in June 2025 in Winter Garden, FL. In the same period over 106 listings were sold below the listed price and 24 listings were sold for the listed price. The number of homes for sale in Winter Garden, FL decreased by 1.9% between May and June 2025. In June 2025 median list price was $563,670 and the average listing age was 57 days.
From Rocket Homes Real Estate and based on county public records data.