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Regatta Landing Condos in Windstar

Windstar on Naples Bay • Newer Luxury Coach Homes • Haldeman Creek • Boating

Regatta Landing Condos for Sale at Windstar Naples

Regatta Landing is one of Windstar on Naples Bay's newer luxury coach-home neighborhoods, combining approximately 64 spacious residences, attached two-car garages, large lanais and balconies, contemporary construction and a waterfront setting along Haldeman Creek.

Regatta Landing at Windstar

Regatta Landing occupies a premium position within Windstar on Naples Bay. It combines newer coach-home construction with unusually generous living areas and direct proximity to the boating environment along Haldeman Creek.

Approximately 64 residences are arranged in low-rise coach-home buildings. Floor plans range from large first-floor residences to expansive upper-floor homes that can approach 3,900 square feet, making Regatta Landing substantially larger than many conventional Naples condominiums.

Neighborhood Size Approximately 64 luxury coach-home residences.
Floor Plans Four primary designs with approximately 2,348 to 3,856 square feet.
Residence Position First- and second-floor configurations.
Garage Attached two-car garages.
Views Lake, golf, preserve and Haldeman Creek orientations vary by building.
Neighborhood Amenities Private pool, cabana and outdoor gathering areas.

Large Coach Homes That Live Like Single-Family Residences

Regatta Landing's scale is one of its strongest differentiators. Even the smaller floor plans provide significantly more living area than many traditional condominium residences, while the largest upper-floor plans can offer multiple guest suites, dens and substantial entertaining space.

Large great rooms, open kitchens, expansive primary suites, flexible den spaces and oversized lanais or balconies allow many residences to function comfortably for full-time living.

Regatta Landing valuation principle: a 2,300-square-foot first-floor residence and a 3,800-square-foot upper-floor residence should not be valued from one neighborhood-wide price-per-square-foot average without substantial adjustment.

First-Floor vs. Upper-Floor Residences

Regatta Landing provides a meaningful choice between first-floor convenience and upper-floor scale. Ground-floor residences offer easy single-level access, while second-floor residences can provide elevated water, preserve or golf views and substantially larger floor plans.

Upper-floor residences may include high ceilings, multiple bedroom suites, dens and large covered balconies. Buyers should compare accessibility, stair or elevator arrangements where applicable, floor-plan efficiency, ceiling height, privacy, view and outdoor living.

Newer Windstar Construction

Regatta Landing is one of the newer residential neighborhoods within Windstar, with documented residences completed from the mid-2010s into the early 2020s.

Depending upon the individual home, features may include impact-resistant windows and doors, open kitchens, large center islands, stone or quartz countertops, modern cabinetry, stainless appliances, contemporary flooring and updated lighting.

Newer construction can reduce some immediate renovation concerns, but buyers should still inspect HVAC systems, plumbing, electrical components, roofs, windows, doors, waterproofing and association-maintained elements individually.

Haldeman Creek Waterfront Setting

Regatta Landing's position along Haldeman Creek creates a stronger boating and waterfront identity than many golf-oriented Windstar neighborhoods.

Depending upon building position, residences may overlook the creek, canals, mangroves, preserves, lakes or golf areas. The exact view and rear exposure can materially affect both lifestyle and market value.

Buyers should compare view width, permanence, afternoon sun, sunset orientation, privacy and the relationship between the lanai or balcony and the surrounding water or preserve.

Regatta Landing Boat Slips and Lifts

Boat slips in approximately 20- to 30-foot configurations have historically been associated with Regatta Landing, and some documented slips include lifts.

A boat slip should never be assumed to accompany a Regatta Landing residence. A slip may be separately owned, separately purchased or unavailable with a particular property.

Ownership Determine the precise legal interest being conveyed.
Transferability Confirm whether ownership or use rights transfer with the residence.
Slip Dimensions Verify usable length, beam and dock configuration.
Lift Confirm ownership, capacity, age and maintenance responsibility.
Water Depth Evaluate the buyer's actual vessel draft and current conditions.
Navigation Review route, tides, bridges and access toward Naples Bay.
Fees Review marina or dock-related costs separately from condominium fees.
Association Rules Confirm permitted vessels and current dock regulations.

From Haldeman Creek to Naples Bay and the Gulf

Haldeman Creek provides access toward Naples Bay and ultimately the Gulf of Mexico, making Regatta Landing attractive to buyers who want boating integrated into a private golf-community lifestyle.

Vessel suitability remains property-specific. Draft, beam, lift capacity, bridge clearance, tides and current navigation conditions should be evaluated for the buyer's actual boat rather than inferred from another owner's experience.

Private Pool and Cabana

Regatta Landing residents have access to a private neighborhood pool and cabana area near the waterfront setting. Outdoor gathering and grilling areas have also been associated with the neighborhood.

Buyers should review current amenities, operating policies, guest rules and capital responsibilities through current condominium documents.

Regatta Landing Condominium Due Diligence

Operating Budget Review current income, expenses and future cost pressures.
Reserves Evaluate reserve balances and planned capital work.
Insurance Understand master coverage and owner-policy obligations.
Assessments Review current, pending and recently completed assessments.
Roof & Exterior Confirm maintenance and replacement responsibilities.
Windows & Doors Verify ownership and maintenance obligations.
Garage Confirm the exact garage interest associated with the residence.
Lanai or Balcony Review enclosure and maintenance responsibilities.
Rentals Verify lease terms, minimum periods and approval requirements.
Pets Confirm current restrictions.

How to Value a Regatta Landing Residence

Regatta Landing should be analyzed primarily against other Regatta Landing transactions because its newer construction, unusually large floor plans and boating relationship make it different from smaller Windstar condominiums.

Floor Level Compare first-floor convenience with upper-floor scale and views.
Living Area Account for large differences among the four primary floor plans.
End vs. Interior Consider windows, privacy and natural light.
View Distinguish Haldeman Creek, canal, preserve, golf and lake outlooks.
Rear Exposure Orientation affects sun, sunsets and outdoor living.
Lanai or Balcony Compare size, privacy, orientation and view.
Garage Evaluate condition, storage and configuration.
Boat Slip Account for documented slip or lift ownership separately.
Condition Compare finishes, appliances and major systems.
Association Consider fees, reserves, insurance and assessments.

The Windstar on Naples Bay Market Report provides broad current inventory and sales context. Regatta Landing valuation should then be narrowed to residences with genuinely comparable size, floor position, view and boating relationship.

Windstar Golf Membership Is Separate

Windstar remains a non-bundled private golf community. Purchasing a Regatta Landing condominium does not automatically require or guarantee a particular Windstar Club membership.

Buyers who consider golf essential should verify current membership categories, availability, initiation requirements, dues and any waiting procedures separately from the real-estate purchase.

Windstar Marina and Private Beach Lifestyle

In addition to Regatta Landing's Haldeman Creek boating opportunities, the broader Windstar community includes its Naples Bay marina environment.

Applicable Windstar memberships may also provide access to the private beach experience on Keewaydin Island through Club boat transportation. Marina rights, Regatta Landing dock rights and Club privileges should each be evaluated independently.

Near Bayshore and Downtown Naples

Regatta Landing offers a waterfront-golf setting close to the Bayshore Arts District, Naples Botanical Garden, Celebration Park and South Naples restaurants and waterfront destinations.

Downtown Naples, Fifth Avenue South, Third Street South and Gulf beaches are also within convenient driving distance.

Selling a Regatta Landing Residence

Regatta Landing sellers should emphasize the characteristics that distinguish the residence from conventional Windstar condos: newer construction, substantial living area, first- or second-floor position, water or preserve view, large lanai or balcony, two-car garage and any documented boat-slip or lift opportunity.

Documentation for windows and doors, HVAC systems, appliances, electrical work, plumbing, association-approved modifications and dock or lift ownership can help buyers evaluate the residence more accurately.

For boating-oriented properties, sellers should clearly distinguish between a dock that actually conveys and nearby slips that may merely be available separately.

Compare Similar Windstar Waterfront and Luxury Condos

Buyers attracted to Regatta Landing's larger residences and waterfront orientation should compare other Windstar neighborhoods that combine substantial attached living with marina or Naples Bay access.

Explore Windstar and Naples Waterfront Real Estate

Return to the Windstar on Naples Bay real estate guide to compare all 15 Windstar neighborhoods.

Buyers prioritizing boating and waterfront settings can also explore Naples waterfront real estate, while buyers comparing larger attached residences can review Naples luxury condos.

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

Explore Regatta Landing With Schulz Realty

Schulz Realty helps buyers and sellers evaluate Regatta Landing according to floor plan, first- or second-floor position, Haldeman Creek or preserve view, outdoor living, garage configuration, newer construction, association condition, boat-slip opportunities, Windstar membership considerations and relevant comparable sales.

Contact Schulz Realty for Listings & Private Tours

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Regatta Landing Condos in Windstar

$1,295,000
2 Beds 2.5 Baths 226031090 MLS ACTIVE Status Regatta Landing BLDG.
Welcome to 2439 Breakwater Way, Unit 9102 — a beautifully upgraded coach home in Regatta Landing, the newest enclave within the prestigious Windstar on Naples Bay community. This isn't just a home, it's a front-row seat to the boating, golf, and coastal lifestyle Naples is known for. Spanning over 2,600 square feet, this first-floor residence lives large with 2 bedrooms plus a den, 2.5 baths, and a 2-car attached garage. From the moment you walk in, quality is evident: beautiful French Oak hardwood floors run throughout, complemented by crown molding, plantation shutters, and frameless shower doors that elevate every room. The kitchen is a showpiece — stainless KitchenAid appliances, double wall ovens, quartz counters, and under-cabinet lighting come together for a space built for both everyday living and serious entertaining. Step out onto the spacious screened lanai and take in tranquil canal and mangrove views — a private, peaceful backdrop that's hard to find this close to the water. Boat dock with lift options are available for purchase just steps behind the home, offering a short ride straight out to Naples Bay and the Gulf of Mexico. Beyond your door, Windstar delivers a resort-caliber lifestyle: a gated, boating and golf community with tennis courts, and a community pool, spa, and grill room just a short walk away. Built in 2017 and offered with quality upgrades throughout, this is a rare opportunity to own in one of Naples' most sought-after waterfront communities — where boating, golf, and bay views come standard.

2439 Breakwater WAY Unit 9102, Naples

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