About Our Community
The Moorings of Maximo is more than a place to live — it's a piece of St. Petersburg history, a waterfront community with character, and a neighborhood that has stood the test of time.
Where History Meets the Water
The land beneath The Moorings of Maximo carries centuries of history. From Antonio Maximo's 1843 land grant — awarded for his service in the Seminole War — to Babe Wolosoff's visionary late-1950s development, this waterfront community has always been something special.
Wolosoff saw potential in this stretch of Boca Ciega Bay and built something extraordinary: six three-story residential buildings housing 168 units, centered around a marina that would become famous across Florida. At its peak, the covered marina at The Moorings was celebrated as the “World's Largest Covered Marina” — a distinction that drew boaters and residents from across the region.
Today, The Moorings of Maximo sits in the heart of St. Petersburg's vibrant Skyway Marina District — a community that has grown up around the legacy this development helped establish.
A Community Timeline
The Land Grant
Antonio Maximo receives a land grant from the U.S. government for his service in the Seminole War. The land along what would become Boca Ciega Bay carries his name forward through history.
Babe Wolosoff's Vision
Developer Babe Wolosoff acquires the waterfront property and envisions a premier residential community centered around a world-class covered marina on Boca Ciega Bay.
The Moorings Opens
Construction completes on the six three-story residential buildings. The Moorings of Maximo opens as a landmark waterfront community in what would become St. Petersburg's premier marina district.
World's Largest Covered Marina
The marina at the heart of the community earns the distinction of being celebrated as the World's Largest Covered Marina — a remarkable achievement that put The Moorings on the map for boating enthusiasts across Florida.
Community Grows
Over decades, The Moorings of Maximo becomes a beloved established community. Residents form deep roots, and the association maintains the buildings and amenities through dedicated volunteer leadership.
Skyway Marina District
The surrounding area is officially recognized as the Skyway Marina District — bringing new investment, restaurants, and businesses to the neighborhood. The Moorings remains the anchor waterfront residential community.
A Modern Future
The association transitions to self-management supported by a resident-built technology platform, replacing traditional property management with AI-powered tools — saving an estimated $100,000+ annually while improving service quality.
Six Buildings, One Community
168 total units across six three-story buildings, with 1–3 bedrooms ranging from approximately 1,100 to 1,500 sqft.
4900 38th Way S
Saint Petersburg, FL 33711
~28 units
4902 38th Way S
Saint Petersburg, FL 33711
~28 units
4904 38th Way S
Saint Petersburg, FL 33711
~28 units
4908 38th Way S
Saint Petersburg, FL 33711
~28 units
4910 38th Way S
Saint Petersburg, FL 33711
~28 units
4920 38th Way S
Saint Petersburg, FL 33711
~28 units
Location & Neighborhood
The Moorings of Maximo sits directly on Boca Ciega Bay, within the Skyway Marina District of Pinellas County. The district has seen significant investment and revitalization over the past decade.
The area offers easy access to downtown St. Petersburg, Tampa Bay's beach communities, and the Sunshine Skyway Bridge. With a Bike Score of 71, the neighborhood is ideal for those who enjoy cycling along the bay.
Board & Management
The Moorings of Maximo Condominium Association is governed by a resident-elected board and is transitioning to a modern self-management model.
Current Management
Transitioning from external property management
The association has historically been managed by Resource Property Management (RPM) at a cost of approximately $250,000 per year. The board is now evaluating a transition to self-management, supported by a resident-built technology platform that would dramatically reduce costs while improving transparency and resident service.
This platform — built by George McPherson, a resident of Unit 305 — includes AI-powered communications, maintenance tracking, digital document access, voting tools, and amenity reservation systems. The goal: save over $100,000 annually and give residents direct ownership of their community management.