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- Dr. Phillips
- Dr. Phillips Homes for Sale
- Top 5 Orlando Luxury Communities
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- Character Homes vs. New Construction
- Walkable Neighborhoods in Dr. Phillips
- Luxury Downsizing to Newer Homes
- Butler Chain Proximity & Resale Value
- Golf Community vs. Low HOA
- Sand Lake Access vs. Quiet Streets
- Medical vs. Entertainment Proximity
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Orlando & Central Florida Gated Community Homes for Sale
For discerning buyers prioritizing uncompromising privacy, structural security, and elite neighborhood prestige, Central Florida’s private residential enclaves deliver the ultimate standard of living. From the legendary guard-gated fairways of Isleworth and Keene's Pointe in Windermere to the iconic luxury clusters within Dr. Phillips, these pristine developments consistently offer some of the top luxury communities in Orlando. This premium directory displays every active single-family home over $500K within restricted-access developments across Orange, Lake, and Seminole counties. Navigating HOA restrictions, architectural review boards, and hidden neighborhood carry structures requires advanced analytical precision. To evaluate an estate or coordinate a private tour, connect with real estate strategist Yousef Zeidan of RE/MAX Prime Properties today.
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- $ 100,000
- $ 150,000
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- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
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634 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$7,999,000
9317 GLADYS GARDEN CT, Windermere, FL 34786
Listed by Robert Welker, III CORCORAN PREMIER REALTY

$874,900
10490 WISCANE AVE, Orlando, FL 32836
Listed by Mindy Colon CORCORAN PREMIER REALTY

$1,150,000
15717 VETTA DR, Montverde, FL 34756
Listed by Matt Tomaszewski CORCORAN PREMIER REALTY

$545,000
16249 TUDOR GROVE DR, Orlando, FL 32828
Listed by Kim Lam, LLC CORCORAN PREMIER REALTY

$1,550,000
12515 BOVET AVE, Orlando, FL 32827
Listed by Crystal Grohowski, LLC CORCORAN PREMIER REALTY

$749,900
14343 BLACK LAKE PRESERVE ST, Winter Garden, FL 34787
Listed by Carla Robles WATSON REALTY CORP

$6,650,000
9921 LAKE LOUISE DR, Windermere, FL 34786
Listed by Monica Lochmandy ISLEWORTH REALTY LLC

$749,999
197 BRAELOCK DR, Ocoee, FL 34761
Listed by Irhelma Pieterse STOCKWORTH REALTY GROUP

$820,000
84 BRAELOCK DR, Ocoee, FL 34761
Listed by Jay Stewart SOUTHERN REALTY GROUP LLC

$2,300,000
9904 BRENTFORD CT, Windermere, FL 34786
Listed by Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

$4,495,000
6719 VALHALLA WAY, Windermere, FL 34786
Listed by Luis Martins CELEBRITY GLOBAL REALTY LLC

$1,680,000
7606 WANDERING WAY, Orlando, FL 32836
Listed by Maruf Khan CENTURY 21 CARIOTI

$799,500
11434 RAPALLO LN, Windermere, FL 34786
Listed by Kishroy Gilbert KISHROY REALTY GROUP LLC

$979,500
11462 CLAYMONT CIR, Windermere, FL 34786
Listed by Felicia Donatelli PALM PROPERTIES OF CF, INC.

$715,000
6607 EARTHGOLD DR, Windermere, FL 34786
Listed by Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

$1,375,000
10824 ROYAL CYPRESS WAY, Orlando, FL 32836
Listed by Gillian Redman REAL BROKER, LLC

$1,595,000
12417 MONTALCINO CIR, Windermere, FL 34786
Listed by Aziz Elbrak LA ROSA REALTY LLC

$899,000
14779 MCCLANE RD, Winter Garden, FL 34787
Listed by Ryan Persaud EXP REALTY LLC

$759,900
13163 LAKESHORE GROVE DR, Winter Garden, FL 34787
Listed by John Chiumento LPT REALTY, LLC

$900,000
13624 LARSEN LN, Winter Garden, FL 34787
Listed by Chris Sapp REVEL REALTY LLC

$1,299,000
16276 SAINT MARTIN ST, Clermont, FL 34714
Listed by Emma Yue INTEREALTY SERVICE

$979,000
7689 TOSCANA BLVD, Orlando, FL 32819
Listed by Eddie Fernandes LPT REALTY, LLC

$1,114,900
8344 BOWDEN WAY, Windermere, FL 34786
Listed by Immu Korvenmaa ALIGN REAL ESTATE LLC

$795,000
443 WRANGLER RD, Winter Garden, FL 34787
Listed by Lana Larrivee PREFERRED RE BROKERS III

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