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Anguilla Real Estate: The Guide...
Windward Point


Welcome to the tip of the east coast, Windward Point. Like the far western tip of Anguilla, the eastern tip is free of Anguilla villas, mansions, or any other structure (except for the beacon). If you want seclusion and wild open ocean, Windward Point just may be for you!

Let's see where we are on the island...

Windward Point

If you were to drive from The Valley in the heart of Anguilla and head East till land ran out, Windward Point is where you'd stop. And in fact, if you do that, you can get pretty close to the most easterly tip by car before you have to stop, get out and walk.

We've done exactly that. Though the drive to Windward Point may take you a fair bit of time (30 minutes), don't get discouraged. Once you park your car, it is an easy hike up the "mountain".

The Rocky Mountain!
anguilla real estate windward point

We've taken the trail several times, and we've always been greatly rewarded...

anguilla real estate

The views stretch forever!

Look west, and you'll find miles of Anguilla.

Further east? Scrub Island!

Then of course, to the south is the prominent St. Martin.

And... on a clear day... you can even see St. Barts way in the distance!

And you won't have to share it with anyone.

Up 'n' Over to St. Martin!
(In Background)
anguilla real estate windward point

Scrub Island
anguilla real estate windward point

Watch Out For the Cacti!
anguilla real estate windward point

Are Those Vultures?
anguilla real estate windward point

Windward Point Beach

There is never anyone else on Windward Point.

Most people don't want to make the drive.

Thank goodness!

You can be totally at ease here, with nothing but the sound of the roaring waves to keep you company.

Wild Waves Pound the Beach
anguilla real estate windward point

Same Beach, Other Direction
anguilla real estate windward point

Well, I guess I shouldn't say totally alone.

A visitor like this just may drop by!

Anguilla caribbean mansion

She swam by and spouted "hello" while we were on a 'round the island boat ride near Windward Point.

We were thrilled! How often do you stumble upon a mother Humpback and her baby?

Apparently, not often in Anguilla. Even Shaun (the Captain of the Sea Grape) and his first mate, Jeff, who are out on the water all of the time, couldn't contain their excitement!

We followed the Humpbacks as far and for as long as we could!

Here is another shot of Windward Point, snapped on our 'round the island sea tour.

Windward Point
Anguilla caribbean mansion

While Windward Point has so much to offer those of us in tune with nature, it doesn't provide much in terms of established lodging.

The point holds no homes. But I'd love to have a home on the top of the small "mountain" at the very tip...

The Top of the Tip!
(Scrub Island in the background!)
anguilla real estate windward point

Isn't that just spectacular? No homes... no intrusion... just peace!

There hasn't been much talk of Anguilla real estate opportunities on Windward Point. There are plots of land available on nearby Captain's Bay, Island Harbour and in the Savannah and Sile Bay area. The whole Scrub Island has real estate potential, too.

It's always worth asking our favorite real estate agent, Jackie Pascher.

Of course, if you do find a piece of Anguilla real estate out on Windward Point, that seclusion means that you would have to bring in your own electricity, too! Seclusion has its price I guess ;-)

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