Grey Oaks Guide
Grey Oaks offers more than beautiful homes and championship golf. It is a private club community built around connection,
wellness, recreation and a lifestyle that can look very different from one neighborhood to the next.
Whether you are beginning to explore Grey Oaks, considering a move within the community or thinking about selling,
this guide brings Jake’s most useful Grey Oaks resources together in one place.
Living in Grey Oaks
What does everyday life in Grey Oaks actually feel like?
Explore Jake’s articles about the club experience, seasonal rhythm, dining, fitness, golf and the details that make the community feel like home.
Explore Life in Grey Oaks
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Grey Oaks by the Numbers
| Number of golf members: |
Capped at 780 Members |
| Current golf waitlist: |
Yes |
| Number of golf holes: |
54 |
| Number of golf courses: |
Three 18-hole courses (Pine, Palm & Estuary courses) |
| Number of tennis courts: |
10 Har-tru (clay) courts |
| Number of pickleball courts: |
8 |
| Number of dining venues: |
5 |
| Number of homes or residences: |
Approximately 910 residences |
| Number of distinct neighborhoods: |
19 seperate neighborhoods and HOA's |
| Range of home prices (in 2026): |
$1,600,000 to $10,700,000 |
| Range of home sizes: |
Approximately 2,300 square feet to 8,800 square feet
|
| Year the community was established: |
1993 - Grey Oaks ; 2001 - Estuary |
| Total community acreage: |
Over 1,200 acres |
| Number of gated entrances: |
4 |
| Distance to the beach: |
5 Miles |
| Distance to Old Naples: |
4 Miles |
| Distance to Waterside Shops: |
4.5 Miles |
| Distance to Mercato: |
6.5 Miles |
| Distance to Southwest Florida International Airport: |
30 Miles |
| Distance to Naples private airport: |
3.5 Miles |
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Grey Oaks Membership
Membership is one of the most important parts of the buying decision.
Learn about the available membership categories, club amenities and the questions buyers should ask before choosing a home.
Explore Grey Oaks Membership
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Buyer Questions
Buying in Grey Oaks often begins with questions about membership, location, views, renovations and long-term value.
Jake answers the questions buyers are asking as they compare homes and communities.
Read Buyer Questions
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Seller Questions
Grey Oaks sellers are navigating a more selective market, where pricing, presentation and positioning matter.
Explore Jake’s advice for homeowners who are considering selling now or preparing for the future.
Read Seller Questions
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Recent Grey Oaks Sales
Recent sales provide useful context for understanding buyer demand,
neighborhood values and the types of homes attracting attention in today’s market.
View Recent Grey Oaks Sales
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Homes for Sale in Grey Oaks
Explore current homes for sale throughout Grey Oaks, including villas, single-family homes
and estate properties across the community’s distinctive neighborhoods.
View Grey Oaks Homes for Sale
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Looking for the Right Fit?
Choosing a home in Grey Oaks is about more than price or square footage. The right neighborhood, membership and location
within the community can shape how you experience Naples for years to come.
Jake helps buyers understand those differences before they make a decision and gives sellers thoughtful guidance about how their home fits into the current market.
Contact Jake