If you've driven Gulf Shore Boulevard North this year, you've seen the fencing and the churned-up lot where the Executive Club used to stand. That's the visible one. The other big change in the Moorings is happening a half mile inland, behind a hedge on Crayton Road, and most people who don't golf have never noticed it at all. Put the two together and a pattern shows up that the beach access brochures never mention: neither project has anything to do with the Gulf. Both are aimed at water you can't see from the sand, Moorings Bay and the fairways that ring it.
What Actually Disappeared at 3300 Gulf Shore
The Executive Club was a four-story condominium built in 1969 on 3.07 acres of bayfront between Outer Doctors Bay and the Gulf. It came down in 2023. In early 2025, Kolter Urban paid $92.5 million for the cleared site, roughly $30 million an acre, which goes a long way toward explaining why the new project starts at $3.7 million a unit and climbs from there. In January 2026 the company broke ground on 3300 Gulf Shore: two eight-story towers holding just 51 residences, ranging from roughly 2,000 to 7,500 square feet.
Run that swap through your head for a second. A four-story building that once held a meaningful number of condominiums on that footprint is being replaced by a fraction as many homes, each one considerably larger and priced far higher. That isn't density arriving in the Moorings. It's density leaving, and scarcity moving in behind it.
The groundbreaking ceremony on January 29, 2026 drew Kolter Urban executives, William Raveis Real Estate as the project's exclusive sales partner, and Melvin Engel of BCBE Construction, the Naples-based general contractor now running the job. The site work has followed a specific sequence:
- Raising the seawall along the bay to current code, largely finished within about two months of groundbreaking
- Driving roughly 400 helical piles to prepare the foundation, underway through the spring and summer of 2026
- Vertical concrete framing on both towers, expected to progress through the back half of 2026
- Interior buildout and finish work, ahead of a targeted delivery in the fourth quarter of 2027
What residents will notice most, once the cranes come down, is the marina. 3300 Gulf Shore is adding 16 private boat slips on Outer Doctors Bay along with a watersport launch for paddleboards and kayaks. That's new activity in a stretch of water that has mostly carried private dock traffic up to now, and it's not the only water-facing project Kolter has running in the corridor. The same developer is also building Olana, a twelve-unit ultra-luxury project further up Gulf Shore Boulevard on the beachfront known locally as Miracle Mile. Two projects, same builder, same short stretch of road, and both trading unit count for scale and water access. That's a pattern worth knowing if you're trying to understand where new construction along this boulevard is actually headed.
The Club Renovated the Bar Before It Touched the Grass
A different kind of investment has been underway at Moorings Golf & Country Club, the private, member-owned course at 2500 Crayton Road that Milton Link built in 1963 for the Cuban entrepreneur Julio Lobo, on land Lobo had purchased from a Collier subsidiary called 33 Investment Corp. It remains the only private golf course inside Naples city limits west of U.S. 41, and the par-63 layout, nine par-3s and nine par-4s, has barely changed in six decades. What has changed is everything around it.
The club just finished its largest renovation in more than 60 years, a $5 million overhaul of the 15,253-square-foot clubhouse. The new indoor and outdoor bar opens onto a covered terrace facing holes 1 and 10, the old Grille Room reopened as the Anchor Bar, and the lobby got a new lounge built around a communal table. None of that touched a single fairway.
The course itself comes next. The club has a renovation scheduled for 2027 and has already released renderings for it, with a stated goal of upgrading infrastructure and appearance while keeping what members actually value: short holes, a three-hour round, and a layout you can walk. That sequencing, clubhouse first and turf second, tells you where the club believes its money does the most good in the short term. Members eat and gather in the clubhouse every day of the season. They only play the back nine on the days they golf.
Two Projects, One Direction
3300 Gulf Shore | Moorings Golf & Country Club | |
|---|---|---|
What came down or was renovated | Executive Club (1969, 4 stories), demolished 2023 | 15,253 sq. ft. clubhouse, original construction decades old |
What replaced it | Two 8-story towers, 51 units, $3.7M and up | New indoor/outdoor bar, the Anchor Bar, lobby lounge |
Water feature added | 16-slip private marina on Outer Doctors Bay | Course renovation planned for 2027 |
Timeline | Broke ground Jan. 29, 2026; delivery Q4 2027 | Clubhouse finished 2025; course work slated 2027 |
Read across that table and the shape of the year becomes clear. Neither project is a beach amenity or a beachfront restaurant. Both are investments in the bay side of the neighborhood, the boating and clubhouse side, running on roughly parallel timelines without any coordination between them. The private beach park that the Moorings Property Owners Association has always been known for isn't getting a dollar of this money. The dock and the dining room are.
What This Means If You Live Here
None of this changes what makes the Moorings the Moorings: the banyan-lined streets, the deep-water canals with no fixed bridges out through Doctors Pass, the fact that you can walk or bike to Venetian Village without crossing U.S. 41. But the daily texture along Gulf Shore Boulevard North is going to shift over the next year and a half. Expect construction equipment and truck traffic near the old Executive Club site through most of 2026, followed by a marina that adds a small but steady stream of boat traffic to a stretch of Outer Doctors Bay that hasn't carried much of it before. Expect the golf club, once its 2027 course work begins, to close holes in stages the way most course renovations proceed, which will mean a temporary change in the view from any home that backs up to the fairways along Crayton Road.
Fifty-one families is a small number for a 3.07-acre bayfront parcel that once held considerably more units. That's the real story behind the fencing on Gulf Shore Boulevard. It isn't more people moving into the Moorings. It's fewer people, on more water, paying a great deal more for the privilege, while a half mile away the neighborhood's oldest private club spends its first renovation dollar on the bar before it spends a second one on the grass.
If you're weighing what a specific address in the Moorings is worth against a construction timeline like this one, or want a clearer read on how a marina addition or a golf course closure might affect a property you're watching, Alfred Robbins Realty Group can walk through it with you. Request a private consultation.
