Santorini Villas at Olde Cypress Naples Florida

Santorini Villas at Olde Cypress is an established villa neighborhood centered along Santorini Court in Naples, Florida. Developed primarily during the early to mid-2000s, Santorini offers more manageable two- and three-bedroom residences while preserving private outdoor living, attached garages and direct access to the Olde Cypress Club environment.

Published neighborhood plans range from approximately 1,768 to 3,000 square feet. Current resales confirm homes around 1,800 to 2,240 square feet with private pools, two-car garages and views toward the fifth fairway or landscaped surroundings.

Understanding the Santorini Villa Product

Santorini is best treated as a villa neighborhood rather than a condominium community. Historical descriptions use attached or twin-villa terminology, while some current MLS records describe individual residences as detached single-family villas.

Because those descriptions can vary, buyers should confirm the exact legal structure, shared components, lot ownership and association responsibilities for the specific Santorini address being considered.

Two- and Three-Bedroom Floor Plans

Santorini homes emphasize manageable one-story living. Two- and three-bedroom configurations are common, with great-room layouts, volume or tray ceilings, generous primary suites and direct access from major rooms to the pool or lanai.

Current properties demonstrate approximately 1,783-, 1,889- and 2,240-square-foot layouts, illustrating the range buyers may encounter within the enclave.

Private Pools

Private pools are represented throughout Santorini and materially distinguish these residences from many conventional attached-villa products.

Buyers should compare pool finish, heater, equipment, screen enclosure, privacy walls, pavers, lanai coverage and rear view.

5th Fairway and Preserve Views

Historical neighborhood information identifies homes overlooking the fifth fairway and natural preserve areas. Current resale marketing continues to confirm fifth-fairway golf views.

Buyers should evaluate golf-ball exposure, cart paths, landscaping and whether the property looks directly toward active play or has additional separation.

Association and Maintenance Responsibilities

Villa buyers should never assume that the association automatically maintains the roof or all exterior components. Current Santorini governing documents should be reviewed for exterior painting, roof responsibilities, landscaping, irrigation, insurance, reserves and structural maintenance.

This is especially important for seasonal owners choosing Santorini for a lower-maintenance lifestyle.

Olde Cypress Membership

Santorini owners who do not hold a higher Club category currently maintain mandatory Social Membership. Full Golf and Associate Golf Membership are separate options.

Full Golf is currently available according to the Club, while Associate Golf offers limited high-season golf and unlimited May-through-October access. Current terms should be confirmed directly with The Club at Olde Cypress.

Santorini Villas for Sale

Buyers searching Santorini Villas for sale at Olde Cypress should compare the exact villa structure, association coverage and golf or preserve position rather than evaluating asking price on square footage alone.

Explore Santorini Villas With Schulz Realty

Schulz Realty can help buyers compare Santorini floor plans, review association obligations, evaluate fifth-fairway and preserve homesites, understand Olde Cypress membership options and arrange private tours.