If you’ve ever dreamed of waking up with your boat just steps away, McGregor Isles in Fort Myers, Florida, might be your perfect match. Today, let’s tour this charming waterfront community—right from the water. As someone who’s spent my entire life navigating Florida’s waterways, trust me when I say McGregor Isles truly captures the heart of waterfront living.
An Overview of McGregor Isles Real Estate
As of 2025, home prices in McGregor Isles vary significantly, typically ranging from about $650,000 for a cozy two-bedroom, two-bath ranch-style home to over $2.5 million for luxurious riverfront properties—there’s even one listed now for around $5 million! Prices here generally reflect the amount of waterfront footage, with greater frontage often commanding a premium.
In fact, a property I sold about 15 years ago for my friend Steve, a charming two-bedroom, two-bath, would likely be valued today between $649,000 and $675,000. Recently, another home—a spacious three-bedroom, two-bath—sold quickly for around $660,000. And just last year, I helped sell a spectacular four-bedroom home with 180 feet of waterfront and two boat lifts for $1.2 million.
McGregor Isles New Construction and Redevelopment
One exciting trend in McGregor Isles is redevelopment. Older homes, often 50 to 60 years old, are being replaced by beautiful, modern constructions by local builders. Recently, I listed and sold an 11-year-old home for $1.49 million. These newer properties are elevated, helping mitigate flooding concerns, which adds even more value to buyers.
There’s also an impressive new listing—a three-bedroom, two-bath home with a two-car garage, pool, dock, and breathtaking canal view—currently priced around $825,000.
The Lifestyle in McGregor Isles
Aside from stunning waterfront views and homes, McGregor Isles offers unmatched convenience. You’re minutes from excellent schools, shopping areas, and there’s even a Publix grocery store directly across the street.
Speaking from experience—since I actually live here myself—it’s a swift three-and-a-half to four-minute idle out to the Caloosahatchee River. From there, the possibilities are endless. You can easily boat upriver to dine downtown at The Boat House, or cruise downriver toward Tarpon Point, Cape Harbour, Fort Myers Beach, Sanibel, and Captiva Islands. And if fuel costs are on your mind, “The Landing,” just about a mile upriver, usually has the most affordable prices.
Living the Waterfront Lifestyle
Growing up on the water in the Florida Keys shaped my lifelong passion for waterfront living. Nothing compares to the joy of stepping out into your backyard, pressing a button, and having your boat ready to go—whether it’s fishing with the family or a sunset cruise. When my kids were younger, our evenings were often filled with fishing adventures, catching snook, redfish, and trout, or weekend trips to Sanibel and Captiva.
Some of my fondest memories are teaching my kids marine biology 101 right from our backyard, casting nets to catch baitfish, and discovering seahorses, tiny crabs, and shrimp. Today, it’s heartwarming to see my children return with their kids, continuing the tradition of boating and exploring this beautiful region.
Endless Boating Destinations
Once you leave McGregor Isles, you’re instantly connected to an incredible network of waterways. Head upriver to downtown Fort Myers for waterfront dining or cruise downriver to popular spots like Nervous Nellie’s or Doc Ford’s on Fort Myers Beach. You can even anchor on Sanibel, Captiva, or North Captiva Islands, or enjoy a unique island experience at Cabbage Key, known for its elevated restaurant offering spectacular views.
Join the McGregor Isles Community
McGregor Isles is evolving, vibrant, and welcoming. Whether you’re a young family, a retiree, or somewhere in between, you’ll find a friendly neighborhood that combines convenience, luxury, and the unbeatable charm of waterfront living.
Thinking about making McGregor Isles your home? Check out current McGregor Isles homes for sale and start your waterfront journey today. And, as always, feel free to reach out with any questions—whether you prefer meeting on land or exploring by boat, I’m here to help you discover your perfect waterfront lifestyle.
