- Right-Sizing Insights
- Dr. Phillips
- Dr. Phillips Homes for Sale
- Top 5 Orlando Luxury Communities
- Comparisons
- 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
- Sell Strategically
- Snowbird & Seasonal
- Yousef Zeidan
-
- Register
- Sign In
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.
- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- List
- Mixed
- Map
655 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$715,000
11800 ZELKOVA LN, Orlando, FL 32827
Listed by Crystal Grohowski, LLC CORCORAN PREMIER REALTY

$999,000
15717 VETTA DR, Montverde, FL 34756
Listed by Matt Tomaszewski CORCORAN PREMIER REALTY

$1,499,000
12515 BOVET AVE, Orlando, FL 32827
Listed by Crystal Grohowski, LLC CORCORAN PREMIER REALTY

$1,495,000
263 DEER ISLE DR, Winter Garden, FL 34787
Listed by Ronald Haywood BHHS FLORIDA REALTY

$18,750,000
5036 LATROBE DR, Windermere, FL 34786
Listed by Monica Lochmandy ISLEWORTH REALTY LLC

$700,000
6729 EDGEWORTH DR, Orlando, FL 32819
Listed by Joseph Newstreet EXP REALTY LLC

$1,150,000
10950 CITRON OAKS DR, Orlando, FL 32836
Listed by Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

$1,350,000
16730 RUSTY ANCHOR RD, Winter Garden, FL 34787
Listed by Ashley Wilt TITAN REALTY GROUP LLC

$1,399,999
1720 LAKE ROBERTS LANDING DR, Winter Garden, FL 34787
Listed by Daniel Maia Lins de Albuquerque Maia ACCORD REAL ESTATE SERVICES

$925,000
285 CRYSTAL WOOD DRIVE, Winter Garden, FL 34787
Listed by Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

$1,349,000
8083 LEAF GROVE CIR, Orlando, FL 32836
Listed by Muhammad Kasi HOME WISE REALTY GROUP, INC.

$2,795,000
13322 BELLARIA CIR, Windermere, FL 34786
Listed by Ryan Solberg MAXLIFE REALTY LLC

$2,685,000
8142 TIBET BUTLER DR, Windermere, FL 34786
Listed by Rob Rahter STOCKWORTH REALTY GROUP

$950,000
2325 BLACKJACK OAK ST, Ocoee, FL 34761
Listed by Daniel Vilela JOHN SILVA REALTY & ASSOCIATES

$7,200,000
5373 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
Listed by Rob Rahter STOCKWORTH REALTY GROUP

$749,430
13056 SANDCASTLE DRIVE, Winter Garden, FL 34787
Listed by Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

$1,200,000
4817 FAIR WINDS CT, Winter Garden, FL 34787
Listed by Maureen Nguyen, LLC REAL BROKER, LLC

$1,250,000
1596 KENNESAW DR, Clermont, FL 34711
Listed by Tony Stanley OPTIMA ONE REALTY, INC.

$730,000
2039 HARBOR COVE WAY, Winter Garden, FL 34787
Listed by Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

$3,189,000
5050 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
Listed by Toni Cafferty COMPASS FLORIDA LLC

$1,550,000
8109 LUDINGTON CIR, Orlando, FL 32836
Listed by Marcelo Moura DOUBLE M GROUP COMPANY

$799,000
7449 SPARKLING LAKE RD, Orlando, FL 32819
Listed by Liam Glover PA KELLER WILLIAMS WINTER PARK

$700,000
8418 FOXWORTH CIR #42, Orlando, FL 32819
Listed by Jose Noguera Nieves LPT REALTY, LLC

$839,000
3168 CANNA LILY PL, Clermont, FL 34711
Listed by Maureen Nguyen, LLC REAL BROKER, LLC

- 1
- 2
- 3
- 4
- 5
- ...
- 28























