Two homes go under contract in Weston Hills Country Club the same week. Both sit behind the same guardhouse. Both back up to fairway. Both list at a comparable price per square foot. One buyer's monthly HOA bill lands at $185. The other's lands at $885. Neither buyer has a tee time, because neither purchase included one.
That gap is not a fluke or a negotiating mistake. It is baked into how Weston Hills Country Club is actually organized, and it is the kind of detail that does not show up in a listing photo or a walkthrough.
The name on the gate covers ground the paperwork doesn't unify
Weston Hills Country Club is the largest guard-gated community in the city of Weston, built out by GL Homes between 1992 and 2000 around two 18-hole golf courses designed by Robert Trent Jones Jr. It reads, from the outside, like a single neighborhood with a single set of rules. It is not. The 29 subdivisions that make up the community, places like Cypress, Edgewater, Riviera, Harbor Pointe and Victoria Pointe, are not governed by one homeowners association. They are split across separate, independently incorporated maintenance associations, each with its own budget, its own reserve fund and its own dues structure.
The City of Weston's own 2026 HOA Annual Registration, filed August 14, 2026, spells this out in black and white. Cypress, Edgewater, Grand Oak, Lakewood, The Laurels, Meadowood, Oakbrook, Riviera and Water Oak fall under Hills Maintenance Association, Inc., managed by Castle Group. A separate entity, North Hills Maintenance Association, Inc., governs Harbor Pointe, Hunters Pointe I and II, Montclaire, Poinciana, Provence, Victoria Isles and Victoria Pointe. Same golf courses, same guardhouse, two different legal associations with two different sets of books.
That distinction matters the moment you start comparing dues. A single-family section can run as low as $130 to $500 a month, covering guardhouse security, entry monitoring and common-area landscaping. A townhome or condo association inside the same community, like The Legends, carries a monthly fee closer to $885, because that fee also funds building insurance and structural repair on attached units, not just gate staffing and mowing. Two homes marketed under the identical "Weston Hills Country Club" banner can be paying for entirely different things.
Two homes on the same fairway, behind the same gate, can carry completely different monthly costs, and neither one comes with a tee time.
The golf course is a separate purchase, full stop
The second piece of the puzzle is the one buyers most often assume away. Living on a fairway lot in Weston Hills Country Club does not include membership in The Club at Weston Hills. Access to the golf courses, the tennis complex, the aquatics center and the clubhouse is handled through a completely separate application and agreement with the club itself, independent of your HOA and independent of your address.
The club offers tiered options, Full Golf, Weekday or Executive, Junior, Tennis and Social memberships among them, each unlocking a different slice of the property. None of them come bundled with the deed. A buyer who assumes the golf view means golf access finds out otherwise the first time they try to book a tee time.
What membership costs now, and why that number has moved
Here is where the timeline gets interesting. Estimates circulating a few years ago put initiation fees at roughly $2,501 to $10,000, with annual dues in the $5,001 to $10,000 range. More recent membership-cost data from 2026 puts initiation closer to $10,001 to $25,000, with annual dues climbing to $10,001 to $15,000. That is not a small drift. It roughly doubles the entry cost in a relatively short window.
The escalation lines up with real capital spending, not just inflation. Arcis Golf, which took over club operations in August 2018, reported in an April 2025 release that it had invested nearly $10 million in the property since assuming control, on top of more than $125 million spent across its national portfolio over the prior four years. That Weston Hills money went toward a full renovation of the Tour Course, handled by Fry/Straka Global Golf Course Design, with new bunkering, Celebration Bermudagrass on every fairway and upgrades to the practice range, plus a 2025 overhaul of the clubhouse's bar, restaurant and pre-function space, anchored by the Royal Palm Ballroom. The Tour Course carries real tournament history, having hosted the Honda Classic from 1992 to 1995 and the Dan Marino Celebrity Invitational through 2001.
A club that has put nearly $10 million into fairways and a clubhouse in seven years is going to reprice membership to reflect it. That is a straightforward cause and effect. The part worth flagging for buyers is that this repricing happens on the club's own timeline, separate from your HOA renewal and separate from any negotiation you do on the house itself.
Reading the numbers before you write an offer
As of mid-June 2026, Weston Hills Country Club sat at roughly 5.5 months of supply, a median sale price near $1.6 million and around 101 days on market, the profile of a balanced market rather than one where buyers need to waive due diligence to compete. That gives room to actually do the homework this community requires before signing anything.
A few things worth confirming with your agent before you get to the closing table:
| What to check | Why it matters |
|---|---|
| Which maintenance association governs this specific subdivision | Hills Maintenance Association and North Hills Maintenance Association are separate entities with separate budgets and dues |
| The association's current reserve fund and recent special assessments | Underfunded reserves in one association don't get covered by another, even inside the same gate |
| Whether the HOA fee includes building insurance | Attached-home associations like The Legends carry higher dues because they insure the structure, not just the grounds |
| Current club membership tiers, initiation fees and annual dues | These are billed entirely outside the HOA and are not required to own the home |
| Whether the seller currently holds a club membership | Membership does not automatically transfer with the sale |
None of this shows up on a portal listing. It shows up in the HOA questionnaire, the club's own fee schedule, and a conversation with someone who has actually read both.
Do I have to join The Club at Weston Hills to buy a home there?
No. Club access is a separate application, and plenty of homeowners in Weston Hills Country Club are not members.
Does every subdivision in Weston Hills Country Club pay the same HOA fee?
No. Fees are set at the maintenance association level, and single-family sections and attached-home associations like The Legends carry different dues because they cover different things.
Is the higher initiation fee tied to actual improvements at the club?
The timing lines up with Arcis Golf's reported investment of nearly $10 million in the property since 2018, including the 2025 Tour Course and clubhouse renovations, though the club sets its own fee schedule and buyers should request current numbers directly.
If you're comparing homes in Weston Hills Country Club, or weighing whether to sell your current home there before making a move within the community, the numbers behind the gate are worth reading carefully before you write an offer. The Sklar Team works this market subdivision by subdivision and can walk you through the real HOA and club math for the specific address you're considering. Reach out to request your free home valuation and get a clear read on where your numbers actually stand.