Jason and Courtney have a special affection for Nantucket; it's where they met and fell in love. They've even chose the island for their wedding and new home. Their decision has come down to three amazing island properties.

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A family of four is eager to leave the hustle and bustle of Seattle behind for waterfront living on Merritt Island, Florida. The kids are focused on a pool, but their parents want a large yard for the dogs and enough room for everyone to play.

A couple is moving from Colorado to Johns Island for a better quality of life. They recently started a cake business together, so they're looking for a single-story ranch home with a large kitchen and a yard that's big enough for their dog.

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A high school principal is moving back to Gulf Shores, Alabama, to buy her forever home. She's looking for a laid back vibe, and with the help of her daughter, she hopes to find a cabin-style home with tons of character that's near the water.