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Windward Cay Condos in Windstar

Windstar on Naples Bay • Condos & Townhomes • Golf & Preserve Views

Windward Cay Condos for Sale at Windstar Naples

Windward Cay is a limited 48-residence condominium and townhome-style neighborhood within Windstar on Naples Bay, offering larger floor plans, covered parking, screened outdoor living and open golf-course, preserve and mangrove views.

Windward Cay at Windstar

Windward Cay is a low-density condominium neighborhood within Windstar on Naples Bay. With only 48 residences, it offers a smaller residential setting than many Naples condominium communities while providing substantially more living area than a typical compact condo.

Residences are arranged in low-rise two- and three-story buildings with multiple floor plans and ownership experiences. Buyers may encounter ground-floor condos, upper-level residences and multi-level townhome-style designs, making exact residence configuration an important part of the buying decision.

Neighborhood Size Only 48 condominium residences.
Building Style Low-rise two- and three-story residential buildings.
Living Area Approximately 1,800 to more than 3,000 square feet among documented residences.
Floor Plans Two- and three-bedroom designs with dens or flexible spaces represented.
Parking Garage or under-building covered parking depending upon the residence.
Neighborhood Recreation Private swimming pool, spa and cabana.

Larger Condos and Townhome-Style Residences

Windward Cay's range of approximately 1,800 to more than 3,000 square feet makes it especially relevant for buyers who want condominium convenience without moving into a small residence.

Larger layouts can include multiple bedrooms, dens, generous living rooms, dining areas, substantial primary suites and outdoor spaces that better resemble a low-maintenance home than a traditional compact condominium.

Valuation principle: Windward Cay's various residence formats should not be blended into a single price-per-square-foot conclusion. A first-floor condo and a larger multi-level townhome can compete in very different buyer segments.

First-Floor vs. Upper-Level and Multi-Level Living

Ground-floor residences may appeal to buyers seeking easier access and fewer stairs. Upper-level homes can offer increased privacy and broader golf or preserve views, while multi-level townhome-style plans can create greater separation between bedrooms and principal living areas.

Buyers should confirm stair and elevator arrangements for the individual residence rather than assuming every Windward Cay building has the same access configuration.

Ceiling height, natural light, accessibility, privacy, floor plan and view should all be considered together when comparing levels.

Golf Course Views

Windward Cay residences occupy positions near several portions of the Windstar golf course. Depending upon building location, views can extend toward areas around the fourth, seventh or eighth holes.

Golf views differ significantly according to whether the residence faces a tee, fairway, green, lake, cart path or landscaped transition area.

Buyers should evaluate distance from active play, golf-ball exposure, privacy, cart-path position and the width of the permanent outlook rather than relying only on the phrase “golf view.”

Preserve and Mangrove Views

Certain Windward Cay residences look toward natural vegetation and the mangrove environment associated with the Naples Bay side of Windstar.

Preserve-oriented views can provide a quieter visual setting for buyers who prefer greenery and natural habitat over direct fairway exposure.

View permanence, vegetation density, seasonal conditions and any association-maintained landscaping should be evaluated property by property.

South and West-Facing Residences

South- and west-facing orientations are represented within Windward Cay. Western exposures may offer attractive late-afternoon light and sunset color, while southern orientations can provide balanced daylight during much of the day.

Exposure should be considered together with lanai depth, shading, glass area, floor level and landscaping because orientation affects both natural light and outdoor comfort.

Screened Lanais and Outdoor Living

Screened lanais allow Windward Cay owners to extend everyday living toward the golf course, preserve or landscaped surroundings.

Lanai depth and configuration differ by floor plan. Individual residences may also include updated flooring, storm protection, impact-resistant sliders or approved enclosure modifications.

Buyers should verify whether enclosed or modified spaces are permitted and whether they are included in the property's reported air-conditioned living area.

Garage and Under-Building Parking

Covered parking is an important Windward Cay advantage. Depending upon the specific residence, parking may include a private garage, attached garage arrangement or under-building covered space.

Buyers should verify the exact parking interest associated with the unit, garage dimensions where applicable, storage rights, guest parking and association restrictions.

Private Pool, Spa and Cabana

Windward Cay maintains its own large neighborhood swimming pool together with a spa and cabana area.

This provides recreation close to home without requiring an owner to maintain a private pool. The neighborhood amenities are separate from private Windstar Club membership.

Buyers should review current pool and spa rules, guest policies, operating costs and planned capital work through the current association documents.

Renovated vs. More Original Windward Cay Condos

Windward Cay residences have been updated independently, creating meaningful differences in effective condition.

Kitchen Compare cabinetry, counters, appliances and layout.
Bathrooms Evaluate fixtures, waterproofing and renovation quality.
Flooring Review material, condition and continuity.
Windows & Doors Verify impact protection and association responsibility.
HVAC Review age, efficiency and service history.
Water Heater Verify age, location and replacement history.
Electrical & Plumbing Identify significant upgrades and permitted work.
Storm Protection Confirm protection for windows, doors and lanais.

Windward Cay Condominium Due Diligence

Buyers should evaluate the physical and financial condition of the Windward Cay association in addition to the interior residence.

Budget Review current operating income and expenses.
Reserves Evaluate reserve balances and anticipated capital projects.
Insurance Understand master coverage and owner-policy obligations.
Assessments Review current, pending and recently completed assessments.
Building Exterior Confirm association versus owner responsibilities.
Roof Review condition, responsibility and anticipated replacement.
Parking & Storage Confirm legally assigned rights for the specific residence.
Capital Projects Review meeting minutes and planned structural or common-area work.
Rentals Verify current lease periods, frequency and approvals.
Pets Confirm current pet rules and restrictions.

Property-Specific Golf Membership Opportunities

Windstar is a non-bundled private-club community, so Windward Cay ownership does not automatically guarantee a particular golf membership.

An individual seller may sometimes market a residence with a separately transferable or otherwise available membership opportunity. Buyers should verify the current Club rules, transfer procedure, initiation requirements, dues and timing for the specific transaction.

A membership opportunity advertised with one Windward Cay property should never be assumed to apply to every Windward Cay residence.

Boat Slips Are Property-Specific

Windward Cay itself should not be marketed as though every residence includes a boat slip. However, an individual Windward Cay seller may separately own a slip elsewhere within the Windstar boating environment and may offer that interest as part of or alongside a transaction.

Buyers should confirm the exact legal ownership, location, dimensions, lift equipment, fees, transferability and vessel limitations of any advertised slip.

For buyers whose priority is a marina-oriented Windstar residence, compare Yacht Harbour Cove and Southpointe Yacht Club as well.

Windstar Marina, Naples Bay and Keewaydin Island

Windstar's broader Naples Bay setting provides a waterfront dimension that distinguishes the development from many inland golf communities.

Marina opportunities and applicable private-beach privileges are separate from basic Windward Cay condominium ownership. Eligible Club members may have access to Windstar's private beach experience on Keewaydin Island through boat transportation.

Current marina availability, Club membership, beach eligibility, guest privileges and operating policies should be confirmed independently.

How to Value a Windward Cay Condo

Windward Cay valuation should begin with recent Windward Cay sales whenever sufficiently comparable transactions are available.

Residence Type Distinguish conventional condos from larger multi-level townhome-style plans.
Floor Level Compare ground-floor accessibility with elevated privacy and views.
Living Area Account for the wide range between approximately 1,800 and 3,000-plus square feet.
Golf or Preserve View Compare view type, width and permanence.
Rear Exposure Consider sunlight, sunset potential and outdoor comfort.
Lanai Compare size, privacy, enclosure and orientation.
Parking Distinguish garage and under-building configurations.
Renovation Separate cosmetic updating from major system improvements.
Special Rights Value any verified transferable membership or boat-slip interest separately.
Association Consider fees, insurance, reserves, assessments and capital projects.

Use the Windstar on Naples Bay Market Report for current broader inventory and sales activity, then narrow the analysis to Windward Cay residences with truly comparable configurations and views.

Selling a Windward Cay Residence

Windward Cay sellers should emphasize the characteristics that distinguish their property within the neighborhood: residence type, floor level, interior size, golf or preserve view, rear exposure, lanai configuration, parking, renovations and major system upgrades.

Any separately transferable golf membership opportunity or deeded boat-slip interest should be documented carefully and marketed as a property-specific advantage rather than a universal Windward Cay amenity.

Association documents, reserve information, insurance details and documentation for permitted improvements can also help qualified buyers evaluate the residence efficiently.

Compare Similar Windstar Condos and Coach Homes

Buyers attracted to Windward Cay's larger floor plans, golf setting and low-density design may also want to compare other attached-residence choices within Windstar.

Explore Windstar on Naples Bay

Return to the Windstar on Naples Bay real estate guide to compare all 15 Windstar neighborhoods across detached homes, villas, coach homes and condominiums.

Buyers comparing attached residences can also explore Naples luxury condos, while boating-oriented buyers can review Naples waterfront real estate.

For broader private-club comparisons, visit the Naples luxury golf communities directory.

Explore Windward Cay With Schulz Realty

Schulz Realty helps buyers and sellers evaluate Windward Cay according to residence type, floor level, interior size, golf and preserve views, lanai orientation, parking, renovation condition, association responsibilities, property-specific membership or boating rights and relevant comparable sales.

Contact Schulz Realty for Listings & Private Tours

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Windward Cay Condos in Windstar

$425,000
3 Beds 2 Baths 2026028731 MLS ACTIVE Status Windward Cay BLDG.
Discover exceptional value and an unbeatable lifestyle in this beautifully maintained first-floor residence located in the prestigious gated community of Windstar on Naples Bay. Offering nearly 1,800 square feet of thoughtfully designed living space, this 2-bedroom, 2-bathroom condo with a den features soaring vaulted ceilings, crown molding, plantation shutters, and an attached one-car garage. Perfectly positioned just steps from the community pool, the screened lanai overlooks lush tropical landscaping and the picturesque 7th tee, creating a peaceful backdrop that perfectly complements the community's renowned golf lifestyle. A fully paid reverse osmosis water treatment system provides an added level of comfort and value. Windstar is one of Naples' most exclusive communities, offering a rare combination of championship golf and direct Gulf access. Residents enjoy a private boat shuttle to Keewaydin Island, a 72-slip deep-water marina, and a beautifully redesigned clubhouse with waterfront dining overlooking Naples Bay. The community also features tennis, bocce, a state-of-the-art fitness center, and a vibrant social calendar, with residents receiving priority on the waitlist for Social and Social Summer Golf Memberships. Ideally located just minutes from the vibrant Bayshore Arts District, Naples Botanical Garden, and less than four miles from the world-class dining, shopping, and white sand beaches of 5th Avenue South, this home offers the perfect opportunity for full-time living, a seasonal retreat, or an exceptional investment in one of Naples' most desirable waterfront communities.

4700 Yacht Harbor DR Unit 612, Naples

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