Twenty residences on the beach, in a small tower and a set of two-story villas with their own garages.

Cloisters is one of the smallest beachfront communities in The Moorings: 20 residences at 2701 Gulf Shore Boulevard North, split between a seven-story building and three two-story villa buildings. It offers villa living with a private garage steps from the sand, alongside tower residences with Gulf views.

Cloisters at a Glance

Address 2701 Gulf Shore Boulevard North, Naples, FL 34103
Setting Directly on the beach, on the west side of Gulf Shore Boulevard North
Built 1969
Residences 20, in a seven-story building and three two-story villa buildings
Floor Plans 2 and 3 bedrooms, roughly 1,750 to 2,350 sq ft
Recent Sales Two villa residences of 1,769 sq ft sold in May 2026, for $2,000,000 and $2,150,000
Annual Fees About $30,500 a year in recent MLS listings
Amenities Beachside pool, grilling and picnic area, bike storage
Parking One covered space per residence; villas add a private garage
Rentals One lease a year, 90-day minimum
Pets Not permitted

 

Cloisters - Active Listings

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With only 20 residences, Cloisters can go a long time without a listing, and the villas come up even less often. Tell us whether you want a villa or a tower residence, and we will let you know privately when the right one becomes available.

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Living at Cloisters

Cloisters feels like a small private enclave on the beach. The villas give owners a ground-level or two-story home with a private garage, closer in feel to a beach house than a condominium, while the tower residences add height and broader Gulf views. Everyone shares a beachside pool, a grilling and picnic area and direct access to the sand.

The community sits along the northern stretch of The Moorings beachfront, a short drive from Fifth Avenue South and the Village Shops on Venetian Bay. Owners who want a private beach park as well can join the voluntary Moorings Property Owners Association.

Cloisters on the Map

Buying at Cloisters

Cloisters trades rarely: over the two years to September 30, 2026, two villa residences of 1,769 square feet sold, both in May 2026, for $2,000,000 and $2,150,000, about $1,130 to $1,215 a square foot, and both buyers paid cash. With so few sales, we price every residence against nearby beachfront buildings as well; every building’s figures are on The Moorings Condo Buildings, and the monthly picture is in The Moorings Market Report. Owners can start with our guide to selling in The Moorings.

Cloisters 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.

 

Cloisters Questions

What have Cloisters residences sold for recently?

Over the two years to September 30, 2026, two Cloisters villa residences of 1,769 square feet sold, both in May 2026, for $2,000,000 and $2,150,000, about $1,130 to $1,215 per square foot. Both buyers paid cash.

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

Cloisters was built in 1969 and has 20 residences at 2701 Gulf Shore Boulevard North, in a seven-story building and three two-story villa buildings.

How large are Cloisters residences?

Residences have 2 or 3 bedrooms and roughly 1,750 to 2,350 square feet.

Do the Cloisters villas have garages?

Yes. Every residence has one covered parking space, and the villas add a private garage.

Can you rent a condo at Cloisters?

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 Cloisters?

Cloisters 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 sales 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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