Privacy
Private, and still in the middle of Naples
Gated entries with a residents-only lane, security monitoring tied into every home, and downtown Naples, Fifth Avenue South and the beaches a short drive away.

Grey Oaks is a gated, private club community in central Naples, along Airport-Pulling Road and Golden Gate Parkway. Its condominiums, single-family homes and estate homes, some over 10,000 square feet, share two clubhouses, three restaurants led by a Certified Master Chef, and a 30,000 square foot wellness center and spa.
Southwest Florida › Naples › Grey Oaks
Buying here generally means joining the club. The club caps its Golf memberships at 780, and it has put more than $60 million into the clubhouses, courses and wellness center.
Grey Oaks at a glance
Golf courses
3
Restaurants
3
Who can live here
All ages
Buying here generally means joining the club, so the people at the next table, on the next court and in the next foursome are often your neighbors.
Privacy
Gated entries with a residents-only lane, security monitoring tied into every home, and downtown Naples, Fifth Avenue South and the beaches a short drive away.
The people
Buyers apply to the club and are accepted by it. Leagues, club championships, couples golf and wine dinners with a master sommelier bring the same people together all season.
The standard
The Pine course reworked by Andrew Green in 2023, a Certified Master Chef, a wellness center renovated in 2024, and more than $60 million put into the club.
Sports and Golf members use the same clubhouses, restaurants, wellness center, courts and pool. Golf in season is the difference.
3
golf courses: the Pine, the Palm and the Estuary
2
clubhouses: the 62,000 sq ft East Clubhouse and the 19,000 sq ft Estuary
3
restaurants: the Pool Café, the Point Grille and the Estuary
30,000
square foot wellness center and spa
18
courts: 10 clay tennis and 8 pickleball
Pool
three 32-meter lap lanes, cabanas and a playground
Golf is the part to understand. Sports members play May through October. Golf members play all year, and the club caps Golf at 780. Compare the two memberships.
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Start with price, inventory, contracts, and recent closing activity. Each figure identifies whether it uses the September 1, 2026 snapshot or the trailing 120-day window.
Median Sold Price
$4,250,000
Flat MoMSellers Received
95.4%
▼ 0.1 pts MoMHomes for Sale
10
▼ 23.1% MoMUnder Contract
2
▼ 33.3% MoMClosings (120 days)
17
▼ 19.0% MoMPending-to-Active
20.0%
▼ 3.1 pts MoMRe-list Rate
10.0%
▲ 2.3 pts MoMMonths of Inventory
2.4
▼ 0.1 mos MoMEnclave matters more than any community figure here. Closings across the trailing 120 days ran Miramonte at $5,395,000, Estates at Grey Oaks at $6,500,000 and The Estuary at $7,250,000, each on three sales, against a $4,250,000 community median that held flat over the month. Months of inventory sits at 2.4 on 10 active listings and 17 closings. One home closed in August, selling for $7,250,000 after 186 days on market and one price reduction. A single transaction cannot support a benchmark, so property-level comparables are the only reliable guide at this tier.
Community figures use a trailing 120-day window and reflect MLS records as of September 1, 2026. Read the full Naples market report →
Recent Grey Oaks closings show the prices buyers actually agreed to pay. Compare the same neighborhood, home type, size, view, and condition before treating a sale as a useful comparable. Selling? .
A Grey Oaks buyer generally must join the club before closing, at least at the Sports level. Both memberships use the same dining, wellness center, courts and pool. The difference is golf in season, and whether a Golf membership is open when you buy.
Golf memberships
780 cap
The club caps Golf at 780 and Sports at 500. A Sports member can join the Golf waitlist for $150,000, applied toward Golf.
Unlimited golf on all three courses, all year.
Golf costs $15,529 a year more than Sports at the club’s 2027 rates, and $250,000 more to join.
The whole club, with golf from May through October.
Sports members also use the Estuary driving range all year. Those on the Golf waitlist get four rounds a month from November through April, plus same-day tee times after 1 pm.
Ask about Golf before you commit to a house. The club does not promise when a Golf membership will open. If you want to golf in season, know where you stand before closing.
Cost of ownership
A Grey Oaks buyer pays the property owners association and must hold a club membership, at least Sports and up to Golf. The membership is most of the yearly cost, so it is the choice below.
0.33% of the price to the property owners association, and a $750 transfer fee.
Choose one to see the yearly cost at the club’s 2027 rates.
Sports membership · using the club’s 2027 rates
Sports is the minimum a buyer must hold. It covers the dining, the wellness center and spa, the courts, the pool and the events, with unlimited golf from May through October.
The gates, the common grounds, cable, internet and security monitoring through the association, and the club’s dining, wellness center, courts, pool and summer golf.
Golf membership · using the club’s 2027 rates
Golf adds unlimited play on all three courses all year. The club caps Golf at 780 memberships, so availability is the first thing to ask about.
Everything the Sports membership covers, plus year-round golf on the Pine, Palm and Estuary courses.
Whether a Golf membership is open when you buy. The club offers a waitlist to Sports members who want to move up, and it does not promise when a spot opens. The totals here are for homes outside The Estuary, which has its own property owners association at $3,345 a quarter.
Any neighborhood or condominium association fee, sales tax on club charges, dining, lessons, spa and cart fees, irrigation water (metered separately), property taxes, homeowners and flood insurance, utilities, and upkeep of the home itself.
| Sports | Golf | |
|---|---|---|
| Joining contribution, one time | $150,000 | $400,000 |
| Club operating dues | $15,158 | $26,272 |
| Club capital contribution | $2,256 | $6,671 |
| Bellavista contribution | $990 | $990 |
| Property owners association | $6,036 | $6,036 |
| Total a year | $24,440 | $39,969 |
Leases here run six to twelve months, in writing. The part owners miss is the common facilities: while a tenant is in the home, the tenant uses them and the owner does not.
Lease term
6 to 12 months
Every lease in writing and under the association’s rules.
The lease
Six months minimum and twelve months maximum, in writing.
The common facilities
The owner assigns their use to the tenant for the term. The owner keeps the vote but can use the facilities only as a resident’s guest.
The neighborhood
Your neighborhood association can be stricter. Venezia, for one, requires three years of ownership before a first lease and bans short-term rental services.
Signs
For Rent and For Lease signs are not allowed anywhere in Grey Oaks.
Ask about the club side of a rental. The association rules cover the lease and the common facilities. How a tenant uses the club is set by the club, and we confirm it for a specific home before you count on a season.
We work with owners renting in Naples. If you are weighing a rental at Grey Oaks, we can walk you through the association rules, the neighborhood’s own limits and what the home realistically rents for.

Grey Oaks is a gated, private club community in central Naples, along Airport-Pulling Road and Golden Gate Parkway. Grey Oaks Country Club has three championship golf courses, the Pine, the Palm and the Estuary, two clubhouses, three restaurants led by a Certified Master Chef, a 30,000 square foot wellness center and spa, 10 clay tennis courts, 8 pickleball courts and a resort pool. Buyers join the club, at least at the Sports level, and pays the property owners association that runs the gates and the grounds. Homes run from low-rise condominiums to estate homes over 10,000 square feet, and most sit in a neighborhood with its own association as well.
Grey Oaks has three kinds of home. Condominiums in Terra Verde, Traditions and L’Ermitage run about 2,400 to 3,300 square feet, and L’Ermitage penthouses up to about 5,200. Single-family homes in neighborhoods like Avila, Torino, Venezia, Miramonte and Traditions mostly run about 2,300 to 5,800. Estate homes in The Estates, Isle Royale, Isle Toscano and The Estuary typically run above 5,000 square feet, and some top 12,000. About one home in four here is over 5,000 square feet.
Compare inside the neighborhood first. Each neighborhood has its own association, its own fee and its own mix of lot sizes and views, so two Grey Oaks sales in the same month can be a poor guide to each other.
The club is the center of daily life here, and much of it has nothing to do with golf. A Certified Master Chef runs three restaurants: the Pool Café for lunch and dinner beside the pool, the Point Grille overlooking the Pine course and home to The Supper Club, and the Estuary, the smaller dining room at the west clubhouse. A master sommelier leads the wine program, and the club runs live music, dancing and themed dinners through the season.
The 30,000 square foot wellness center was renovated in 2024. It has four studios including yoga and Pilates reformer, more than 60 group classes a week, more than 20 personal trainers, on-site physical therapy and four spa treatment rooms. The racquets center has 10 clay tennis courts, 8 pickleball courts with a covered pavilion, five full-time pros and USTA and interclub leagues. The resort pool has three 32-meter lap lanes, a waterfall, cabanas with poolside service, and a children’s playground and half basketball court nearby.
Golfers get three different courses. The Pine was renovated in 2023 by architect Andrew Green. The Palm has lagoons, island greens and a rock waterfall. The Estuary, a Bob Cupp design reworked by Tim Liddy, runs through a preserve of pine, cypress and oak. A four-bay performance center, two driving ranges, more than ten PGA professionals and ladies’, men’s and couples’ golf programs round it out.
All of it sits in the middle of Naples, so downtown, Fifth Avenue South and the beaches are part of an ordinary week. Use the interactive What’s Nearby map to test the drives that matter to you.
The club membership is part of the purchase. A buyer must hold at least a Sports membership, and the requirement has been in the community’s recorded rules since June 1, 2014. Apply to the club at least 30 days before closing. The club runs a background check, and the joining contribution, $150,000 for Sports or $400,000 for Golf, is due at closing and is non-refundable.
Golf may not be open when you buy. The club caps Golf at 780 memberships and Sports at 500. A Sports member can join the Golf waitlist for $150,000, which is applied toward Golf, and the club does not promise when a spot opens. If golf in season matters to you, ask before you commit to a house.
Several organizations bill a Grey Oaks owner. The property owners association covers the gates, the grounds, cable, internet and security monitoring. Most neighborhoods have their own association with its own fee. The club bills separately. Irrigation water is metered and billed by Grey Oaks Community Services. The Estuary also has its own property owners association.
Any exterior change needs approval. The Design Review Board approves landscaping, pools, shutters, paint colors and additions before work starts. A buyer of a vacant lot must build with a Grey Oaks Preferred Builder and start within two years of closing.
Check a Naples address’s flood zone
Flood zone and insurance costs can vary from one block to the next in Naples. Look up the FEMA flood zone for any address in seconds, so you can weigh the real cost before you make an offer.
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Climate comparisons use NOAA 1991–2020 climate normals and Comparative Climatic Data.
Weather is one line of the decision. Taxes are another. Our moving to Southwest Florida tool compares what you pay now against what you would pay here, and the cost of owning a home breakdown puts the rest of the annual figure beside it.
Yes, with a residents-only lane at each gate.
Owners can register up to five vehicles per home for gate access. Guests and contractors are cleared through the gate staff, so residents keep their guest lists current.
Generally, yes. A buyer must hold at least a Sports membership in Grey Oaks Country Club, with some exemptions.
The requirement and its exemptions have been in the community’s recorded rules since June 1, 2014. Apply to the club at least 30 days before closing. The club runs a background check, and the joining contribution is due at closing.
$150,000 for Sports or $400,000 for Golf, at the club’s 2027 rates.
Both are non-refundable. Yearly dues and contributions are $18,404 for Sports and $33,933 for Golf, plus sales tax. The club calls the two memberships Equity Sports and Equity Golf.
Not always. The club caps Golf at 780 memberships.
A Sports member can join the Golf waitlist for $150,000, which is applied toward Golf, and the club does not promise when a spot opens. Waitlist members get four rounds a month from November through April, plus same-day tee times after 1 pm.
$1,509 a quarter to the property owners association, as of September 2026.
It includes cable, internet and security monitoring. Most neighborhoods add their own association fee, and homes in The Estuary pay $3,345 a quarter to the Estuary’s association. Club dues are separate.
The club’s joining contribution, plus 0.33% of the price and a $750 transfer fee.
At the club’s 2027 rates, the club contribution is $150,000 for Sports or $400,000 for Golf. The 0.33% resale capital contribution and the transfer fee go to the property owners association at closing.
Yes. Leases run six to twelve months, in writing.
The tenant takes over the owner’s use of the common facilities for the term. Some neighborhoods are stricter. Venezia, for one, requires three years of ownership before a first lease.
No. Grey Oaks is open to all ages.
The club has a children’s playground, a half basketball court and cabanas at the pool, and a reduced guest rate for family of Golf members.
Yes, under the club’s rules.
Drivers need a license, and the community speed limit of 25 miles per hour applies to carts too. Carts are kept in the garage when not in use.
Three: the Pine, the Palm and the Estuary.
The Pine was renovated in 2023 by architect Andrew Green. The Estuary is a Bob Cupp design reworked by Tim Liddy. Golf members play all three year round, and Sports members play from May through October.
Three: the Pool Café, the Point Grille and the Estuary.
A Certified Master Chef runs all three. The Point Grille overlooks the Pine course and is home to The Supper Club, and the Estuary is the smaller dining room at the west clubhouse. A master sommelier leads the wine program.
Low-rise condominiums, single-family homes and estate homes.
Condominiums in Terra Verde, Traditions and L’Ermitage run about 2,400 to 3,300 square feet, and L’Ermitage penthouses up to about 5,200. Estate homes in The Estates, Isle Royale, Isle Toscano and The Estuary typically run above 5,000, and some top 12,000.
Flood zones change from one block to the next, so the only answer that counts is the one for that exact address.
The zone affects both insurance cost and lender requirements, and two homes on the same street can sit in different ones. Check the FEMA flood zone for the address first, then get a current insurance quote before you make an offer.
Look up any address Southwest Florida flood zone lookupComparing options nearby? Jump to another Naples community, or see the whole city market.
Compare the right Grey Oaks homes.
We will check whether a Golf membership is open, the full yearly cost including the neighborhood association, and the recent closings inside that neighborhood before you write an offer.
Price your Grey Oaks home within the right comparison set.
A Terra Verde condominium and an estate home in The Estuary belong in different comparison sets. We narrow the analysis by neighborhood, home type, size, view, condition and recent closings. See how we sell a Southwest Florida home before you pick an agent.
We research the details that matter when you are comparing Southwest Florida homes and communities, from current market activity and what a home costs to own, to the rules and fees that can change the decision.
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