Issue with Raycast hit.distance Variables Reseting Itself

Alright. I am making a procedural and randomly generated city and I am trying to eliminate road/building overlaps by using Raycasts to determine if the next generated piece of road is going to overlap with anything, and if it is, stop building that street and put a dead end piece, but the problem I am having is that my generator will only build one road, then return that that there is no more room for another road piece, although there is absolutely nothing in the way. I even put a debug log in the earlier part of the script, and it shows that it has enough room for it, but it wont build anything. And the odd part is that some times, it will build the road pieces, but most of the time, it wont. I figured that maybe my raycasts are facing the wrong direction, but nope.

And before you tell me that there is nothing for them to collide on, yes there is. I put four box colliders around the map.

So, what i am thinking is hit.distance resets itself for some reason. No idea why, but Im grasping at straws here. So, I tried redeclaring the variable that holds the hit.distance variable and putting the Raycast in the Update function. that didnt work either. Please help me?

 #pragma strict
 public var Crossroad: GameObject;
 public var Road: GameObject;
 public var HorizontalRoad: GameObject;
 public var HorizontalRoadDown: GameObject;
 public var DisabledRoad: GameObject;
 public var Lamp: GameObject;
 var CityLimitX1 = 500;
 var CityLimitZ1 = 500;
 var CityLimitX2 = -500;
 var CityLimitZ2 = -500;
 var i = 0;
 var Distance : float;
 
 static var StartCol: boolean = true;
 
 //var Number = Random.Range(1, 16);
 //static var CoordX = 
 
 
 
 //}
 
 
 function Start () {
 //var Start = true;
 
 
 var CurrentXPos = transform.position.x;
 var CurrentZPos = transform.position.z;
 var CrossroadNX = transform.position.x + 90;
 var TurnNX = transform.position.x + 60;
 var RoadNX = transform.position.x + 30;
 var Cross3wayNX = transform.position.x + 25;
 var CrossroadNZ1 = transform.position.z + 30;
 var TurnNZ = transform.position.z + 60;
 var RoadNZ = transform.position.z + 20;
 var Cross3wayNZ = transform.position.z + 30;
 var RandomNum = Random.Range(1, 4);
 var UpDebug = transform.position.y + 20;
 
 //var hit : RaycastHit;
 //var SphereVar = new Vector3(CurrentXPos, 0, CurrentZPos);
 //if (Physics.SphereCast(SphereVar, 30, transform.forward, hit, 30)) {
 var hit : RaycastHit;
 var fwd: Vector3 = transform.TransformDirection(Vector3.down);
 Debug.DrawRay(transform.position, fwd * 99999, Color.green, 999999);
     if (Physics.Raycast(transform.position, fwd, hit)) {
 
     //if (Physics.Raycast (transform.position, transform.TransformDirection(Vector3.forward), hit)) {
         //Debug.Log("There is something in front of the object!");
         //transform.TransformDirection(Vector3.forward)
         Distance = hit.distance;
 
         Debug.Log(Distance + " " + "From Normal");
 }
     //for (var i: int = 0; i < 10; i++) {
     if (RandomNum == 1) {
         if (CrossroadNX < CityLimitX1) {
             if (CrossroadNZ1 < CityLimitZ1) {
                 if (CrossroadNX > CityLimitX2) {
                     if (CrossroadNZ1 > CityLimitZ2) {
                     Debug.Log(Distance + " " + "Attempt Crossroad Fire");
                     if (Distance > 90) {
                     Debug.Log("Fired Crossroad");
                     Instantiate(Crossroad, new Vector3(CurrentXPos + 60, 0, CurrentZPos),  Quaternion.Euler(Vector3(-90, 90, 0)));
                     Instantiate(DisabledRoad, new Vector3(CurrentXPos + 30, 0, CurrentZPos),  Quaternion.Euler(Vector3(-90, 90, 0)));
                     Instantiate(HorizontalRoad, new Vector3(CurrentXPos + 60, 0, CurrentZPos + 30),  Quaternion.Euler(Vector3(-90, 0, 0)));
                     Instantiate(HorizontalRoadDown, new Vector3(CurrentXPos + 60, 0, CurrentZPos - 30),  Quaternion.Euler(Vector3(-90, 0, 0)));
                     Instantiate(Road, new Vector3(CurrentXPos + 90, 0, CurrentZPos),  Quaternion.Euler(Vector3(-90, 90, 0)));
                     //Destroy(GetComponent(SecondCityGen));
                     //GetComponent(SecondCityGen).enabled = false;
                     Debug.Log("Failed to exit script");
 }
 }
 }
 }
 }
 }
 ////}
 if (RandomNum == 2) {
         if (RoadNX < CityLimitX1) {
             if (RoadNZ < CityLimitZ1) {
                 if (RoadNX > CityLimitX2) {
                     if (RoadNZ > CityLimitZ2) {
                     Debug.Log(Distance + " " + "Attempt Road1 Fire");
                     if (Distance > 30) {
                     Debug.Log("Fired Road1");
                     Instantiate(Road, new Vector3(CurrentXPos + 30, 0, CurrentZPos),  Quaternion.Euler(Vector3(-90, 90, 0)));
                     //Destroy(GetComponent(SecondCityGen));
                     //GetComponent(SecondCityGen).enabled = false;
                     Debug.Log("Failed to exit script");
 }
 }
 }
 }
 }
 }
 if (RandomNum == 3) {
         if (RoadNX < CityLimitX1) {
             if (RoadNZ < CityLimitZ1) {
                 if (RoadNX > CityLimitX2) {
                     if (RoadNZ > CityLimitZ2) {
                     Debug.Log(Distance + " " + "Attempt RoadLamp Fire");
                     if (Distance > 30) {
                     Debug.Log("Fired RoadLamp");
                     Instantiate(Road, new Vector3(CurrentXPos + 30, 0, CurrentZPos),  Quaternion.Euler(Vector3(-90, 90, 0)));
                     Instantiate(Lamp, new Vector3(CurrentXPos + 30, 0, CurrentZPos + 6),  Quaternion.Euler(Vector3(0, 180, 0)));
                     Instantiate(Lamp, new Vector3(CurrentXPos + 30, 0, CurrentZPos - 6),  Quaternion.Euler(Vector3(0, 0, 0)));
                     //Destroy(GetComponent(SecondCityGen));
                     //GetComponent(SecondCityGen).enabled = false;
                     Debug.Log("Failed to exit script");
 }
 }
 }
 }
 }
 }
 if (RandomNum == 4) {
         if (RoadNX < CityLimitX1) {
             if (RoadNZ < CityLimitZ1) {
                 if (RoadNX > CityLimitX2) {
                     if (RoadNZ > CityLimitZ2) {
                     Debug.Log(Distance + " " + "Attempt Road3 Fire");
                     if (Distance > 30) {
                     Debug.Log("Fired Road3");
                     Instantiate(Road, new Vector3(CurrentXPos + 30, 0, CurrentZPos),  Quaternion.Euler(Vector3(-90, 90, 0)));
                     //start = false;
 
                     //GetComponent(SecondCityGen).enabled = false;
                     Debug.Log("Failed to exit script");
 
 }
 }
 }
 }
 }
 }
 }
 
 function Update () {if (StartCol == true) {
 var hit : RaycastHit;
 var fwd: Vector3 = transform.TransformDirection(Vector3.down);
 Debug.DrawRay(transform.position, fwd * 99999, Color.green, 999999);
     if (Physics.Raycast(transform.position, fwd, hit)) {
 
     //if (Physics.Raycast (transform.position, transform.TransformDirection(Vector3.forward), hit)) {
         //Debug.Log("There is something in front of the object!");
         //transform.TransformDirection(Vector3.forward)
         Distance = hit.distance;
         Debug.Log(Distance + " " + "From Normal");
 }
 }
 
 if (StartCol == false) {
 var TempCol : MeshCollider;
 TempCol = GetComponent.<MeshCollider>();
 TempCol.isTrigger = false;
 Destroy(GetComponent(SecondCityGen));
 }
 }
 
 
 function OnTriggerEnter (other : Collider) {
 for (var T: int = 0; T < 50; T++) {
 if (StartCol == true) {
         Destroy(gameObject);
         }
 }
 }

Note: I have two other scripts that are almost exactly the same script, but with different directions the other roads are going in.