Grey Oaks Melinda Gunther December 6, 2025
Picture this. You roll through the Grey Oaks gate, wave to the guard, and within a minute you are turning onto a quiet cul de sac that feels a world away from the busy season rush. Ahead of you is a curve of elegant estate homes, each framed by mature landscaping and long lake and fairway views. The clubhouse is close enough that you can be at dinner or a golf clinic in just a few minutes, yet Palm Island itself feels intimate and tucked away.
That is the everyday rhythm of life in Palm Island at Grey Oaks.
Palm Island is one of those tiny Grey Oaks enclaves that people quietly watch for years until a home becomes available. Here is why it draws that kind of loyalty:
Only 22 single family estate homes on two private streets, King Palm Way and Alexander Palm Drive.
Construction started in the late 1990s, so homes feel “established,” not raw, with mature trees and landscaping.
Signature wide lake and Palm course views that many consider among the best in Grey Oaks.
Home sizes that typically range from about 3,200 to 5,800 square feet, with generous garages and outdoor living spaces.
A location on the southwest side of Grey Oaks, close to the main gate and the clubhouse, and neighboring Terra Verde and San Tiva.
A genuinely tight knit, interior neighborhood feel that adds a social layer on top of the already vibrant Grey Oaks lifestyle.
If you want big views, a real sense of community, and quick access to everything the Club offers, Palm Island deserves to be on your short list.
Palm Island sits along the southwest curve of Grey Oaks, just inside the main residents’ gate. From your front door you are:
A very short golf cart ride to the main clubhouse, pool, fitness, and dining
A quick connection out to Airport Pulling Road for errands, school runs, or a drive to the beach
Minutes to Fifth Avenue South, the Gulf beaches, and central Naples shopping and dining
Adjacent enclaves Terra Verde and San Tiva sit just to the east and north, which keeps this pocket feeling residential and peaceful rather than “on a through street.”
It is the rare combination of convenience and quiet that many Grey Oaks buyers are trying to find.
Because there are only 22 residences, Palm Island reads more like a curated collection of custom homes than a large subdivision. Here is what you typically see:
Square footage
Most homes range roughly from 3,200 to nearly 6,000 square feet under air
Many include dedicated offices, dens, and flexible guest suites
Architecture
Original late 1990s and early 2000s Mediterranean style, with a growing number of homes reimagined in lighter, more transitional palettes
Strong street appeal with deep setbacks, circular drives, and lush landscaping
Outdoor living spaces
Large covered lanais, summer kitchens, and pool decks oriented to capture the lake and golf views
Southern and western exposures are especially prized for all day light and postcard sunsets over the Palm course
Garages and storage
Attached garages are standard and often oversized, ideal for golf carts and seasonal storage
Many homes have undergone thoughtful renovations over the years, especially kitchens, baths, and outdoor living spaces, which means you will see a mix of move in ready and “update to taste” opportunities.
A day in Palm Island often looks like this:
Morning coffee on your lanai while you watch the light come up over the lake and golfers move down the fairway
A quick golf cart ride to the clubhouse for a tee time, fitness class, or pickleball match
Afternoons by the resort pool, at the wellness center, or back home hosting friends around your own pool
Evenings that flow between Grey Oaks dining and downtown Naples, knowing that home is only a few minutes away
Because Palm Island is so small, neighbors tend to know each other by name. You see familiar faces on morning walks, at club events, and at casual gatherings up and down the street. It is luxurious, but it is also easy and friendly.
For many buyers, ownership rules are just as important as views and square footage. As of this writing:
Rentals
Owners may typically rent their homes up to two times per year
Each lease must be a minimum of 180 days, which keeps the neighborhood feeling stable and residential rather than transient
Pets
Pets are allowed
Always confirm current rules with the association before you write a contract, as policies can evolve over time.
Palm Island tends to resonate with:
Buyers who want big lake and golf course views without living on a main perimeter road
Full time and seasonal residents who prefer a quiet, interior cul de sac feel
Owners who value being very close to the clubhouse and amenities
Households that entertain, and want a floor plan that allows guests to spread out comfortably
People who appreciate a true neighborhood community layered on top of the larger Grey Oaks club lifestyle
If you like the idea of an intimate street where everyone waves, but you still want a substantial estate style home, Palm Island is a sweet spot.
A few things I talk through with buyers considering Palm Island:
Inventory is limited
With only 22 homes, there may be long stretches with nothing on the market. When a well located, updated home comes up, it tends to draw attention.
Views and exposure matter
Even on a small island, there are stronger and weaker positions around the lake and course. Orientation, view corridor, and privacy all affect long term enjoyment and resale.
Renovation vs turnkey
Some homes have already been substantially updated. Others may still have original finishes but excellent bones and views. Both can be smart buys depending on your appetite for a project.
Club membership and carrying costs
In addition to your home purchase, you will want a clear picture of Grey Oaks membership options, association fees, and typical running costs so you know the true cost of ownership before you fall in love with a view.
Coming in with data, context, and a clear understanding of your lifestyle priorities will help you move quickly when the right home surfaces.
How many homes are in Palm Island at Grey Oaks?
Palm Island is a very small enclave with only 22 single family homes on two streets, King Palm Way and Alexander Palm Drive.
When were the homes in Palm Island built?
Construction began in 1998 and the final homes were completed in the early 2000s, so the neighborhood feels mature and established rather than “new construction on bare dirt.”
What are typical home sizes in Palm Island?
Most homes fall roughly between 3,200 and 5,800 square feet, often with three to five bedrooms plus den and generous garage space.
What kind of views can I expect?
The signature Palm Island look is wide water and Palm golf course views, with many homes capturing long fairway vistas and beautiful sunset light.
Is Palm Island close to the Grey Oaks clubhouse?
Yes. The enclave sits on the southwest side of Grey Oaks, very convenient to the main clubhouse, fitness, tennis, pickleball, pool, and dining.
Are rentals allowed in Palm Island?
Yes, but with limits. Owners are typically allowed to rent their homes two times per year, with each lease at least 180 days, which preserves a residential neighborhood feel. Always verify current rules before purchasing.
Are pets allowed in Palm Island at Grey Oaks?
Pets are welcome, subject to community guidelines. If you have larger dogs or multiple pets, we will double check the latest rules for your situation.
How close is Palm Island to downtown Naples and the beach?
Grey Oaks sits in central Naples, so you are typically within about 10 to 15 minutes of Fifth Avenue South and the Gulf beaches, depending on traffic.
What price range should I expect in Palm Island?
Prices fluctuate with the market, condition, and view, but Palm Island is firmly in the luxury estate tier within Grey Oaks. Expect multi million dollar pricing similar to other premier interior neighborhoods in the community.
How can I find out about upcoming listings in Palm Island?
Because inventory is so limited, the most effective strategy is to work with an advisor who tracks Grey Oaks daily and often hears about homes before they hit the open market.
If Palm Island is catching your eye, you are shopping in a very special corner of Grey Oaks. Opportunities here are rare, and the difference between a “good” location and a truly exceptional one can be subtle unless you are in the community often.
Melinda Gunther spends her day studying the Naples luxury market, including Grey Oaks and its individual neighborhoods. She help you:
Compare Palm Island with nearby enclaves like Miramonte, Torino, Banyan Island, and the Estates
Understand view corridors, floor plan strengths, renovation potential, and long term resale factors
Run real numbers on membership, fees, and carrying costs so your decision feels calm and confident
Position your offer strategically when the right home appears
If you are considering a move within Grey Oaks or a first purchase in the community, let us be your sounding board.
Call or text Melinda at 239-297-2155 or reach out through our website to start a confidential conversation about Palm Island and other Grey Oaks opportunities. We will be delighted to help you find the home and neighborhood that fit the way you actually live.
Start here with homes currently available for sale in Palm Island at Grey Oaks:
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