

Windsor Cay Resort is a master-planned, short term rental community in Clermont, Florida, located within the Greater Orlando area and just a short drive from Walt Disney World®. Call today on 407-259-6211.

Expansive community clubhouse; Dedicated meeting and activity rooms; Full-service concierge and activities director; Onsite tavern and grill
Zero-entry pool with sun shelf; Lazy river feature; Water slides and splash pad; Private cabanas
Modern fitness center; Sports courts; 9-hole putt-putt golf course; Community playground
24-hour manned gated entry
Looking for updated information on Windsor Cay Resort in Clermont, Florida near Orlando?
I provide current availability, floorplans, pricing guidance, HOA and CDD details, and community updates for buyers considering this premier Orlando-area resort community.
Whether you are researching, comparing communities, or ready to move forward, you will receive clear, up-to-date information so you can make confident decisions.
• View current Windsor Cay homes for sale
• Request today’s pricing and builder incentives
• Receive floorplans and amenity maps
• Get HOA, CDD, and occupancy information
• Schedule a private consultation
Speak directly with Susan Benante, REALTOR®, for expert guidance on purchasing at Windsor Cay Resort. Call or text: 407-259-6211

The Windsor Cay clubhouse serves as the social centerpiece of the community, offering indoor gathering spaces, modern design, and access to resort-style amenities. Located in Clermont within the Greater Orlando area, the clubhouse reflects the elevated lifestyle buyers expect from the Windsor resort series.

Convenient onsite parking is available at the Windsor Cay clubhouse, making access simple for homeowners and guests enjoying the amenities. The layout is designed for smooth traffic flow and easy access during peak seasons near Orlando’s theme parks.

The resort-style pool at Windsor Cay features zero-entry access, a sun shelf, spa area, cabanas, and spacious lounging areas. Designed to compete with leading Orlando resort communities, the pool area creates a true vacation-style atmosphere within Clermont, Florida.

Windsor Cay’s water park and recreation area include water slides, splash zones, sports courts, and a 9-hole putt-putt course. As part of the Orlando-area resort corridor, these amenities enhance both lifestyle enjoyment and overall community appeal.

HOA fees at Windsor Cay Resort are estimated to range between approximately $485 and $600 per month, depending on the home type and size. Buyers should always verify current figures prior to contract, as community fees may be adjusted over time.
The Community Development District (CDD), which is typically included within the annual property tax bill, is estimated to range between approximately $1,800 and $2,400 per year depending on the home series.
The HOA at Windsor Cay Resort generally covers landscaping and irrigation maintenance, high-speed internet and cable service, and daily trash collection. Confirm exact inclusions in the most current HOA documents prior to closing.

Windsor Cay Resort follows specific occupancy guidelines designed for both personal use and guest stays. The current policy allows up to a 90-day maximum occupancy per guest or owner per calendar year. Buyers should review the most recent community documents to confirm current regulations.
If you want to keep the Windsor Island comparison:
Compared to certain nearby communities with shorter stay limits, Windsor Cay offers more flexible occupancy guidelines. Always confirm the latest rules prior to purchase.
The Homeowners Association (HOA) at Windsor Cay Resort in Clermont, FL is designed to maintain the community’s resort-level standards and long-term value.
HOA coverage generally includes:
• Lawn mowing, landscaping maintenance, and fertilization for homes and townhomes
• Irrigation water
• Cable television service (approximately 75 channels)
• 400MB high-speed internet service
• Full access to the Aloha Clubhouse and resort amenities for owners and guests
• Daily trash collection
• Exterior maintenance for townhomes, including repainting and roofing when required
All figures and inclusions should be independently verified prior to purchase, as community services may evolve.
Annual property taxes in Lake County, Florida — including the Community Development District (CDD) assessment — are estimated at approximately 1.6% of the home’s purchase price. Actual tax amounts will vary based on final assessed value, exemptions, and future millage rates.
Estimated annual CDD portions:
• Townhomes: approximately $1,000–$1,300
• 40' Series Single-Family Homes: approximately $1,800–$2,000
• 50' Series Single-Family Homes: approximately $2,200–$2,400
Buyers should confirm current CDD assessments with Lake County prior to closing.
HOA Fees
Monthly HOA fees at Windsor Cay Resort are currently estimated to range between approximately $485 and $600 per month, depending on home type and lot size. A one-time capital contribution fee of approximately $3,000 is typically collected at closing.
Always verify current figures prior to contract, as builder communities may adjust fees over time.
Windsor Cay Resort currently allows a maximum 90-day occupancy per guest or owner per calendar year. This provides greater flexibility compared to certain nearby communities with more restrictive stay limits.
All rental and occupancy policies should be reviewed in the most current HOA documents prior to purchase.
Garage conversions into game rooms are not currently permitted under Windsor Cay Resort guidelines. Many floorplans, however, include loft spaces and flexible living areas that can be designed for entertainment purposes without altering the garage structure.

Windsor Cay Resort in Clermont, Florida near Orlando offers luxury 5–10 bedroom vacation homes designed for short-term rental income and personal use. Located just minutes from Walt Disney World, this gated resort community features a full water park, clubhouse, fitness center, sports courts, and resort-style amenities that consistently attract strong rental demand.
Buyers searching for Windsor Cay Resort homes for sale, Orlando vacation homes, or Clermont short-term rental properties will find a limited number of opportunities available in each release phase.
Windsor Cay Resort is located in Clermont, Florida, just minutes from Walt Disney World®, and offers beautifully designed 5- to 10-bedroom vacation homes with private pools, modern interiors, and layouts perfectly suited for short-term rental income and personal use. With upgraded elevations, a fresh look, and luxury amenities under construction, this community is already generating major buzz across the vacation rental market.
Buyers who secure a home during Phase 2 at Windsor Cay Resort in Clermont, FL near Orlando are positioning themselves ahead of projected pricing adjustments. Early-phase purchases in Orlando resort communities historically provide one of the strongest opportunities to build equity before full community sell-out.
This is an opportunity to secure property in one of the most sought-after short-term rental communities near Walt Disney World while inventory remains available.
When you register and purchase through me as your dedicated buyer’s representative, you receive advantages not offered when working directly with the builder.
These may include:
• Additional closing cost or flex cash incentives (when available)
• Professional contract guidance and builder negotiation support
• Strategic rental positioning guidance specific to the Orlando vacation rental market
• Post-closing support to help maximize ownership performance
These advantages are structured to protect your investment and strengthen your purchasing position from contract through closing.
Windsor Cay Resort homes for sale in Clermont, Florida are released in structured builder phases. Each phase offers a limited number of 5- to 10-bedroom vacation homes approved for short-term rental near Orlando and Walt Disney World.
Buyers joining the Windsor Cay Resort Interest List gain early visibility into new lot releases, pricing updates, and inventory shifts.
Call Susan Benante at 407-259-6211 or email susanbenanterealtor@gmail.com to review current Windsor Cay Resort pricing, available floorplans, and incentive eligibility. Early positioning in a resort community of this caliber is strategic — not speculative.
Tour The Clubhouse, Water Park and Amenities in the video below.
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Susan Benante LLC, Susan benante realtor® and FATHOM Realty are not affiliated with the builder or the Windsor Cay Resort. FATHOM REALTY FL LLC IS a real estate BROKERAGE selling homes within the community.
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