A nine-story high-rise on the beach at Harbour Drive, with just 32 residences.

Jamaica Towers rises nine stories directly on the beach at 2885 Gulf Shore Boulevard North, at the foot of Harbour Drive in the center of The Moorings. Built in 1969, it holds only 32 residences, three or four to a floor, with Gulf views and, from the upper floors, views back over Moorings Bay.

Jamaica Towers at a Glance

Address 2885 Gulf Shore Boulevard North, Naples, FL 34103
Setting Gulf-front, directly on the beach, at the foot of Harbour Drive in the center of The Moorings
Built 1969
Residences 32, on nine stories, three or four per floor
Floor Plans 2 and 3 bedrooms, roughly 1,500 to 1,970 sq ft
Recent Sales Two eighth-floor residences, at $1,600,000 in May 2025 and $1,900,000 in May 2026
Annual Fees About $24,100 to $24,700 a year in recent MLS listings
Amenities Beachfront pool, grilling and picnic area, bike and kayak storage, library
Parking One covered space per residence
Rentals One lease a year, 90-day minimum
Pets Not permitted

 

Jamaica Towers - Active Listings

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With only 32 residences, Jamaica Towers may go a year or more between sales. Tell us your preferred floor and exposure, and we will let you know privately when the right residence becomes available.

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Living at Jamaica Towers

Height is the draw at Jamaica Towers. At nine stories, its upper floors look west over the Gulf and east across Moorings Bay, and owners share a beachfront pool, a grilling and picnic area, a library and storage for bikes and kayaks, with the sand steps from the lobby.

The tower sits beside Westgate at the foot of Harbour Drive, a few minutes from Fifth Avenue South to the south and the Village Shops on Venetian Bay to the north. Owners who want a private beach park as well can join the voluntary Moorings Property Owners Association.

Jamaica Towers on the Map

Buying at Jamaica Towers

Over the two years to September 30, 2026, two Jamaica Towers residences sold, both on the eighth floor: a two-bedroom of 1,583 square feet for $1,600,000 in May 2025, about $1,011 a square foot, and a three-bedroom of 1,969 square feet with Gulf and bay views for $1,900,000 in May 2026, about $965 a square foot. A third-floor three-bedroom first offered at $2,100,000 came off the market unsold in September 2026 after a reduction to $1,800,000. Per square foot, Jamaica Towers has sold slightly above Westgate next door, where nine larger three-bedroom residences sold at a median $942 a square foot; every building’s figures are on The Moorings Condo Buildings, and the monthly picture is in The Moorings Market Report. With one lease a year at a 90-day minimum, the building suits owners who plan to use the residence themselves.

Jamaica Towers was completed in 1969, so it is well past the 30-year mark for Florida’s milestone structural inspection, required at 30 years, or 25 where a local agency requires it, and every ten years after, and the association must also complete a structural integrity reserve study every ten years, the first due by December 31, 2025. We review the latest inspection report, the reserve study, the budget and any special assessments, along with the current rental and pet rules, with every buyer before an offer. Florida also gives resale buyers seven days after receiving the association documents to cancel.

 

Jamaica Towers Questions

What have Jamaica Towers residences sold for recently?

Over the two years to September 30, 2026, two Jamaica Towers residences sold, both on the eighth floor: a two-bedroom of 1,583 square feet for $1,600,000 in May 2025, about $1,011 a square foot, and a three-bedroom of 1,969 square feet with Gulf and bay views for $1,900,000 in May 2026, about $965 a square foot. A third-floor three-bedroom first offered at $2,100,000 came off the market unsold in September 2026 after a reduction to $1,800,000.

When was Jamaica Towers built, and how many residences does it have?

Jamaica Towers was built in 1969 and has 32 residences on nine stories at 2885 Gulf Shore Boulevard North in The Moorings.

How large are Jamaica Towers residences?

Residences have 2 or 3 bedrooms and roughly 1,500 to 1,970 square feet.

What amenities does Jamaica Towers offer?

Owners share a beachfront pool, a grilling and picnic area, bike and kayak storage and a library, with one covered parking space per residence.

Can you rent a condo at Jamaica Towers?

Yes, with limits. The association allows one lease a year with a 90-day minimum, and pets are not permitted. Confirm current rules in the association documents before purchasing.

What should buyers know about the age of Jamaica Towers?

Jamaica Towers was completed in 1969, so it is well past the 30-year mark for Florida’s milestone structural inspection, required at 30 years, or 25 where a local agency requires it, and every ten years after, and the association must also complete a structural integrity reserve study every ten years, the first due by December 31, 2025. We review the latest inspection report, the reserve study, the budget and any special assessments with every buyer, and Florida gives resale buyers seven days after receiving the association documents to cancel.

Sales figures are drawn from Naples Area Board of REALTORS® MLS closed and expired listings from October 1, 2024 through September 30, 2026 and are not guaranteed. Building details and association rules change; confirm current details with the association before purchasing.

 

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Alpizar & Company is a family-owned independent brokerage specializing in luxury waterfront real estate across Naples' most sought-after neighborhoods. Led by Robert Alpizar (CLHMS, GRI, SRS, PSA) and Marlene Alpizar, our team operates as advisors — not salespeople — guiding buyers and sellers with firsthand local expertise and no corporate quotas.

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