Olde Cypress Homes for Sale in Naples, FL
Single-family estate homes, courtyard homes and villas in Naples. Small, private feel with only about 550 homes.
Olde Cypress home prices right now
Homes for sale right now are listed from about $630K to $3.39M. Figures come from recent MLS-based market data as of October 2026 and change weekly. Ask John for today’s full list of homes for sale and recent sales →
Living in Olde Cypress
Olde Cypress is a private, gated golf community of about 540 acres in North Naples, set along Immokalee Road just east of I-75. Stock Development created the community, and the golf course opened in 2000. Today it holds about 550 single-family homes and villas, with 176 acres of pine and cypress preserve woven through the neighborhoods.
The heart of the community is The Club at Olde Cypress. Its 18-hole course was P.B. Dye’s first championship design in Collier County, with rolling fairways, pot bunkers and raised greens. A 36,000 square foot clubhouse holds the restaurant and lounges, and the club is a popular spot for weddings and member events.
Every homeowner has a social membership, which covers the pool, fitness center, clay tennis, pickleball and events. Golf membership is optional. Homes are mostly Mediterranean in style, with tile roofs, and range from about 1,800 to over 5,000 square feet. Residents can drive their own golf carts on the course and around the community.
What’s inside the gates
- 18-hole championship golf course by P.B. Dye
- Grass driving range and putting green
- 36,000 sq ft two-story clubhouse
- Full-service restaurant and lounges
- Resort-style pool
- 4,000 sq ft fitness center with personal training
- Four Har-Tru clay tennis courts
- Two pickleball courts with stadium seating
Why buyers choose Olde Cypress
- Small, private feel with only about 550 homes
- P.B. Dye championship course with optional golf membership
- Social membership covers tennis, pickleball, pool and fitness
- Top-rated public schools nearby
- Close to I-75 and Immokalee Road shopping
Olde Cypress is a great fit for
- Golfers
- Families
- Move-up buyers
- Year-round residents
Interested in Olde Cypress?
Tell us what you are looking for and John will send current listings, recent sales and an honest take on Olde Cypress.
- Personal reply from John, usually same day
- Every active listing in Olde Cypress, not just ours
- Recent sales so you know what homes are really worth
Olde Cypress at a glance
Everything buyers ask about Olde Cypress in Naples, in one place.
| Location | North Naples on Immokalee Road, a short drive east of I-75 and across the road from Gulf Coast High School. |
| Zip code | 34119 |
| Gate | Gated |
| Home types | Single-family estate homes, courtyard homes and villas |
| Homes | about 550 homes |
| Built | 2000–2010s |
| Builders | Stock Development |
| Membership | Social membership required, golf optional |
| Price range | About $750K–$3.3M |
Amenities in Olde Cypress
Good to know
- A social membership at The Club at Olde Cypress comes with every home. Golf membership is optional.
- Neighborhoods include DaVinci, Ibis Landing, Strada Bella and Vita Tuscana, among others.
- There is a master HOA plus a neighborhood HOA for each enclave.
- Target, Publix and Seed to Table are nearby on Immokalee Road.
- Nearby public schools include Laurel Oak Elementary, Oakridge Middle and Gulf Coast High.
Prices and fees are approximate and change often. Ask John for current numbers.
Olde Cypress questions, answered
Is Olde Cypress gated?
Yes. Olde Cypress is a private, gated golf community in North Naples.
Is golf membership required at Olde Cypress?
No. Every homeowner has a social membership, but golf membership is optional.
How many homes are in Olde Cypress?
Olde Cypress has about 550 single-family homes and villas on about 540 acres.
Who designed the Olde Cypress golf course?
P.B. Dye designed the 18-hole course, which opened in 2000. It was his first championship course in Collier County.
What is near Olde Cypress?
Gulf Coast High School is across Immokalee Road, and Target, Publix and restaurants are nearby. I-75 is minutes away, and Delnor-Wiggins Pass State Park is about 7 miles west.
Thinking about Olde Cypress?
Buying, selling or just curious what homes are worth? Talk to a local who knows the area.