Naples' Premier Championship Golf Community
Three championship golf courses totaling 54 holes, luxury estates $1.2M-$8M+, sophisticated country club lifestyle. 1,200+ homes in Naples' most prestigious golf address with world-class amenities and social scene.
Grey Oaks Specialist with 52 closed transactions totaling $168M in this community. As a Naples resident for 11+ years with deep golf community expertise, I provide insider access to off-market listings, direct relationships with Grey Oaks members, and expert guidance on course selection, membership tiers, and neighborhood comparisons within this 1,200+ home community.
Grey Oaks represents the pinnacle of Naples golf community living—a 1,200+ home master-planned community featuring three championship golf courses (54 holes total), 60,000 SF clubhouse, world-class amenities, and sophisticated social scene. With median sale prices of $2.8M in 2026 and homes ranging $1.2M-$8M+, Grey Oaks offers unmatched golf variety, country club lifestyle, and sustained appreciation that has outpaced Naples market average by 20 percentage points over 5 years.
Why Grey Oaks Dominates Naples Golf Real Estate: Three factors separate Grey Oaks from other Naples golf communities: (1) 54-hole variety across three distinct championship courses (vs. single course at most clubs), (2) Scale & amenities that rival major resort destinations, and (3) Location convenience just 15 minutes from downtown Naples and beaches while maintaining peaceful golf environment.
For detailed golf community comparison, see our Grey Oaks vs Quail West guide and 2026 Market Report.
| Metric | 2026 Data | YoY Change |
|---|---|---|
| Median Sale Price | $2.8M | +9.1% |
| Price Per Square Foot | $687 | +7.4% |
| Average Days on Market | 42 days | -14 days |
| Annual Sales Volume | 180-210 transactions | Stable (15-17% turnover) |
| Active Inventory | 85-110 homes | Healthy supply |
| 5-Year Appreciation | +58% | vs. Naples avg +38% |
Source: MLS data, Jared Sterling Bowers analysis Jan 2021-Jan 2026.
Designer: Gordon Lewis | Par: 72 | Yardage: 7,078
Most challenging layout. Links-style with dramatic elevation changes, strategic bunkering. Preferred by low-handicap players seeking tournament-caliber test.
Designer: Bob Cupp | Par: 72 | Yardage: 6,912
Strategic design emphasizing shot placement over length. Immaculate conditioning year-round. Most social atmosphere with clubhouse proximity.
Designer: Chris Lutzke | Par: 72 | Yardage: 6,804
Player-friendly routing, forgiving for higher handicaps. Beautiful aesthetics with water features. Perfect for relaxed rounds and corporate outings.
54-hole advantage: Three courses mean members rarely play same layout twice weekly, maintaining long-term engagement. Different courses accommodate different skill levels and preferences—serious golfers play Estuary, social rounds on Pine, everyday golf on Palm. This variety justifies Grey Oaks premium over single-course communities.
Location within Grey Oaks determines your daily golf experience. After 52 transactions across all three courses, I know which neighborhoods offer walk-out golf access, which have cart-path noise, and where value buyers find best deals. Here's street-level intelligence:
Premium positioning along Grey Oaks' most challenging course. Estuary neighborhoods command 15-20% premium over comparable Pine Course homes.
Key Neighborhoods & Streets:
Buyer Advantages:
Surrounding the main clubhouse. Most social atmosphere with easy access to dining, tennis, pool. Perfect for buyers prioritizing club lifestyle over pure golf obsession.
Key Neighborhoods & Streets:
Lifestyle Considerations:
Northern section of Grey Oaks along Pine Course. Best value for Grey Oaks address while maintaining full club access and amenities.
Key Neighborhoods & Streets:
Strategic Advantages:
Grey Oaks offers golf-optional social memberships in select villa/condo communities. Perfect for non-golfers wanting club amenities or snowbirds seeking lock-and-leave.
Key Condo Communities:
Membership Options:
Estuary closes June-September for overseed. During summer, members play primarily Palm and Pine. If buying for year-round play, ensure your home has easy access to all three courses—not just Estuary. Northern neighborhoods (Pine Course) may feel isolated in summer months.
Grey Oaks is large (1,200+ homes). If you're more than 1 mile from clubhouse, expect 10-15 min golf cart commute. Many residents use cars for dinner at club. Isle Toscano, Terrabella, Banyan Woods are the only true "walk-to-clubhouse" neighborhoods.
$75K-$150K initiation + $18K-$24K annual is baseline. Add: $200-$400/month dining minimums, $50-$100/round guest fees, $3K-$5K annual capital assessments. Budget $35K-$40K total annual club spend for active members beyond base dues.
Grey Oaks is 20-25 min from Naples beaches (vs 5 min for Old Naples/Port Royal). If daily beach access matters, reconsider Grey Oaks. Perfect for pure golf focus. Many members join Naples Beach Hotel ($15K-$25K) for beach club access.
Estuary fills fastest (book 4-5 days ahead peak season). Palm and Pine have better availability. Prime winter slots (8am-noon, Jan-March) require advance booking. Summer? Show up anytime. Members near Estuary don't always get Estuary access—it's not location-based.
Some Grey Oaks homes have transferable memberships (worth $75K-$150K). Others require new initiation fee at closing. Always verify membership status BEFORE writing offer—this saves $75K-$150K for savvy buyers. I track which lots have transferable memberships.
Experience 54 holes of championship golf and world-class country club living
Three distinct 18-hole layouts by legendary designers
1,200+ homes from $1.2M to $8M+
60,000 SF with multiple dining venues and amenities
Immaculate year-round course maintenance
Compare Grey Oaks to Naples' other premier neighborhoods
Naples' most prestigious waterfront, deepest yacht access, ultra-exclusive
Walkable waterfront, downtown proximity, family-friendly atmosphere
Arthur Hills championship course, relaxed atmosphere, exceptional value
Schedule a private Grey Oaks consultation where we'll discuss available listings (on and off-market), tour all three championship courses, meet with membership directors, and compare neighborhoods within this 1,200-home community. 52 Grey Oaks transactions, $168M in sales—experience matters.