Drive Gulf Shore Boulevard North on any weekday morning this fall and you'll pass two active construction sites and a sales gallery, all within about a mile of each other, all on a street that hasn't seen new construction in years. That alone would be notable. What makes it worth pulling over for is that none of the three projects look anything alike, and the differences aren't cosmetic. They're three separate bets on how a built-out beachfront corridor absorbs its last available land.
The Corner That Used to Be the Executive Club
The most visible of the three sits at 3300 Gulf Shore Boulevard North, on a 3.07-acre bayfront parcel that used to be the Executive Club, a longtime private club site tucked between the Gulf and Outer Doctors Bay. Kolter Urban broke ground there on January 29, 2026, with additional on-site groundbreaking events held that weekend and into February 1 for residents who wanted to see the site before the fencing went up.
The project, called 3300 Gulf Shore, is designed by MHK Architecture with BCBE Construction as general contractor. The plan calls for 51 residences split across two eight-story towers, East and West, ranging from roughly 2,000 to 7,500 square feet, with pricing starting near $3.7 million. Construction has moved in the order you'd expect for a waterfront site: seawall reconstruction first, to establish the shoreline conditions the rest of the building depends on, followed by foundation piling that was underway by early summer 2026. Vertical concrete framing is on track to continue through the end of this year, with delivery targeted for the fourth quarter of 2027. If you've noticed barges and pile-driving equipment along that stretch since spring, that's the sequence you've been watching, and the next visible change is the towers themselves starting to climb above the site fencing.
What residents will eventually see beyond the towers is a private marina with 16 Gulf-access boat slips, two pools oriented for sunrise and sunset, a wellness club, and a members-only dining and gaming lounge. The sales gallery is open by appointment at 1400 Gulf Shore Boulevard North.
Three Projects, One Boulevard, Three Different Bets
Here's where it gets more interesting than a single groundbreaking. Kolter Urban isn't the only developer active on this stretch, and the other two projects are answering the same question, how do you build new on a street with no vacant land left, in almost opposite ways.
Just south of Doctors Pass, directly across from Moorings Beach Park, Golub & Company and Barron Collier Companies are building 2020 Gulf Shore: just 15 residences split between two boutique buildings, each home running 3,700 to over 4,100 square feet with three bedrooms, a study, and a full-depth terrace built for entertaining rather than a balcony. The philosophy behind that scale was explicit in how the developers described it.
"We could have pushed density here, but that would have undermined what made the site special in the first place. Light, privacy, and the relationship to the water all depend on that discipline."
That's Lee Golub, managing partner of Golub & Company, on why 15 units and not 50. The same team also pointed out what makes the site rare in the first place, not just the Gulf frontage but the fact that there's almost nowhere left on this boulevard to build anything new at all.
Further down the boulevard toward downtown, at 1121 Gulf Shore Boulevard North, Kolter Urban is also running a second, much smaller project called Olana, an ultra-luxury building of just 12 units, according to the Gulf Shore Association of Condominiums newsletter that first reported it alongside the 3300 Gulf Shore groundbreaking. Same developer as the tower project further up the boulevard, completely different scale.
Line the three up and the contrast is the story:
| Project | Address | Units | Buildings/Height | Developer |
|---|---|---|---|---|
| 3300 Gulf Shore | 3300 Gulf Shore Blvd N | 51 | Two 8-story towers | Kolter Urban |
| Olana | 1121 Gulf Shore Blvd N | 12 | Ultra-luxury, low-rise | Kolter Urban |
| 2020 Gulf Shore | South of Doctors Pass | 15 | Two boutique buildings | Golub & Company / Barron Collier |
One developer is running both a 51-unit tower complex and a 12-unit boutique building on the same street at the same time. That's not indecision. It's a read on the market that says this corridor can absorb both a bigger, amenity-heavy tower product and a smaller, quieter one, depending on the exact parcel and its immediate neighbors.
Why the Marina Slips Are the Detail Worth Watching
The part of this that's easy to skip past is the boat slips, but it's the detail that actually changes daily life on the water, not just the skyline.
Moorings Bay is what the City of Naples itself describes as a densely urbanized, entirely artificial estuary with no public boat ramps. Doctors Pass is the only inlet connecting it to the Gulf, and it's a narrower, shallower cut than Gordon Pass to the south, the kind of pass where boaters idle through and watch the water color rather than run it at speed. Everyone who keeps a boat in this system depends on private dockage, because there's no public alternative.
That's what makes the 16 new slips at 3300 Gulf Shore worth more attention than the pool count or the wellness club. Sixteen private, Gulf-access slips added to a bay that has zero public ramps is a meaningful addition to how many boats this stretch of water can actually hold, and it's a detail that shows up in how crowded Doctors Pass feels on a Saturday afternoon long before it shows up in any closing statement.
What Actually Changes on Your Next Drive Down Gulf Shore
If you live in the Moorings and drive this corridor regularly, here's the practical version of the timeline. Foundation work at 3300 Gulf Shore is essentially behind the project now, and vertical concrete framing is the phase underway through the remainder of 2026, which means the two towers should start showing above the site fencing for the first time before year's end. Delivery is targeted for the fourth quarter of 2027, so the site will stay an active construction zone, with the associated truck traffic and staging, for well over another year past that.
The smaller Olana project and 2020 Gulf Shore won't announce themselves the same way. Boutique buildings under 16 units don't require tower cranes visible from blocks away, so the more likely sign of progress there is a sales gallery opening, site fencing going up, or seawall work along the water side of the lot rather than anything dramatic from the road.
None of this changes what the Moorings has been for decades: a quiet, mature, mostly residential stretch between Coquina Sands and Park Shore built around private beach access and bridge-free boating. What it does change is the assumption that Gulf Shore Boulevard was finished being built. It wasn't. Two developers looked at the same scarcity, a built-out coastal street with almost no vacant land left, and answered it with three different bets on how much density that scarcity could support. Watching which bet performs best as all three projects deliver over the next 18 months is going to say something real about how this stretch of Naples wants to keep growing.
If you're curious about how any of this factors into what a home or condo in the Moorings is actually worth right now, or you just want a straight answer about how new construction along Gulf Shore Boulevard tends to affect resale values nearby, Team Faby knows this corridor block by block. Schedule a consultation today.
