Santorini Villas
at Olde Cypress
Villa-style living with private outdoor spaces, established landscaping and the amenities of Olde Cypress in North Naples.
A different way to enjoy Olde Cypress.
Not everyone looking in Olde Cypress wants a large estate home. Santorini Villas offers another option: a smaller residential neighborhood with manageable floor plans and private outdoor living.
Located along Santorini Court, this neighborhood includes 55 villas arranged primarily as paired residences. Each home has its own entrance and living space, while adjoining villas share a common wall.
Built largely in the early to mid-2000s, Santorini offers the established setting of Olde Cypress without requiring the same interior square footage or outdoor upkeep typically associated with a large custom estate.
Size range reflects documented resale examples rather than a guaranteed minimum or maximum. Confirm each home's living area and configuration independently.
Comfortable floor plans with a focus on outdoor living.
Santorini Villas includes two-bedroom-plus-den and three-bedroom layouts, with some homes offering an additional den or flexible room.
Many feature great-room living areas, attached two-car garages, screened lanais and private swimming pools. Depending on the property, buyers may find golf-course, preserve or landscaped views.
These homes were built over several years, and individual owners have made different updates since then. Kitchens, bathrooms, flooring, windows and storm protection can vary considerably between otherwise similar villas.
Flexible living space.
A den can provide room for a home office, hobbies or visiting guests without requiring a larger estate-style floor plan.
Room for family and visitors.
Three-bedroom configurations provide separate guest space while keeping the convenience of single-level villa living.
Outdoor living at home.
Private pools and screened outdoor areas are attractive features, with views and privacy varying by homesite.
Villa ownership within a private golf community.
Santorini Villas combines a smaller home footprint with access to the broader Olde Cypress community and The Club at Olde Cypress, subject to membership privileges.
Residents have mandatory social membership, while golf membership is a separate option under current club terms. Club amenities include dining, fitness, swimming, tennis, pickleball and social activities.
Santorini also has its own homeowners association in addition to the Olde Cypress master association. Buyers should review current association budgets, maintenance responsibilities, insurance provisions, assessments and governing documents before purchasing.
Paired-Villa Design
Homes share a common wall, making construction details and association maintenance responsibilities worth understanding.
Private-Club Amenities
Social and recreational opportunities are available through the club according to the homeowner's membership category.
Convenient Location
Olde Cypress is near the Immokalee Road corridor, I-75, restaurants, shopping and everyday North Naples services.
For more on the club, amenities and overall community, explore the Olde Cypress community guide.
What should buyers and sellers pay attention to?
When comparing Santorini Villas, the original floor plan is only the starting point. A renovated villa with updated storm protection and a private pool may offer a very different ownership experience from a similar-sized home with original finishes.
For buyers, understanding the association's maintenance and insurance responsibilities is especially important with paired villas. The cost of ownership should be considered alongside the purchase price.
For sellers, recent Santorini sales are generally a better starting point than broad averages for detached homes throughout Olde Cypress. Floor plan, condition, outdoor space and view all deserve attention.
What buyers should compare
Floor plan, renovations, roof and insurance responsibilities, association fees, storm protection, pool condition, views and maintenance obligations.
What sellers should understand
Comparable villa sales, updates, condition and total ownership costs can affect how buyers evaluate one Santorini property against another.
Interested in Santorini Villas?
Whether you're considering buying a villa or preparing to sell one, George can help you compare floor plans, property conditions, recent sales and ownership costs.
Santorini is different from the detached neighborhoods of Olde Cypress. Understanding those differences can help you make a more informed decision.
