About

WINDWARD ISLE
Naples, FL


Windward Isle in Naples Florida consists of 28 custom Single Family Residences, each on a private lot with over 3,000 Square Feet of living area.

Windward Isle is located just off Airport Pulling Road in Naples near shopping and dining and within a 10 minute drive to the beach.

We are not affiliated with the HOA or management of WINDWARD ISLE, and we do not handle rentals within the community.
Our role is as a real estate brokerage, assisting buyers and sellers with their real estate needs within WINDWARD ISLE.

Be sure to read the Southwest Florida monthly real estate market report to gain insights on the local market.

Go to Real Estate Market Report
WINDWARD ISLE Naples FL
WINDWARD ISLE
28Homes
3Plans
Naples Collier County
Resale Homes
View WINDWARD ISLE Active Listings
Community Street Names
leeward Way and Mangrove Ave
Naples Attractions
Historic Palm Cottage, 5th Ave South, 3rd Street, Naples Train Museum, Barefoot Beach Preserve, Tin City, Naples Winter Wine Festival, Naples Botanical Garden, Corkscrew Swamp Sanctuary, Naples Pier and Beaches, Lowdermilk Beach, Revs Institute, Big Cypress, Greenway, The Bird Rookery Swamp, Rookery Bay Environmental Learning Center, and Air Boat Rides.


Market Report Video
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Community News-Stay Informed

WINDWARD ISLE Latest News and Information

Friday 28th of August 2026
WINDWARD ISLE Weather Forecast
WINDWARD ISLE Amenities & Info
10 min from beach
No age restrictions
30 min from airport
Sold Out of new construction
WINDWARD ISLE Site Map
WINDWARD ISLE site map Open Site Map
Friday 28th of August 2026
Naples
Median Price Trend

Interested in WINDWARD ISLE?

Buying or Selling in WINDWARD ISLE
Feel free to send a message or call anytime.

Call Direct
239-229-9926
WINDWARD ISLE

More Information

WINDWARD ISLE

Photo Gallery

Windward Isle - New Homes For Sale in Naples FL 34109
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3 Floor Plans
WINDWARD ISLE Floor Plans

WINDWARD ISLE is sold out of new construction. These are the floor plans that were offered by the builder at the time of construction.

Showing 1–3 of 3
Abacos floor plan at WINDWARD ISLE, Naples, Florida
Abacos Sold Out
  • ✓ 3 bed
  • ✓ 3 bath
  • ✓ 3,065 sqft
  • ✓ 3 car garage
Grenada II floor plan at WINDWARD ISLE, Naples, Florida
Grenada II Sold Out
2 Story
  • ✓ 4 bed
  • ✓ 4 bath
  • ✓ 3,679 sqft
  • ✓ 3 car garage
Grenada I floor plan at WINDWARD ISLE, Naples, Florida
Grenada I Sold Out
2 Story
  • ✓ 4 bed
  • ✓ 4 bath
  • ✓ 4,079 sqft
  • ✓ 3 car garage
WINDWARD ISLE

Builder Features

WINDWARD ISLE is sold out of new construction. These are the features that were offered by the builder at the time of construction.

ATTRACTIVE EXTERIORS Island style architecture with custom details and accents Decorative aluminum shutters and wood corbels Sand finish stucco exterior Flat concrete roof tile with color selection and standing seam metal roof accent at entry Intricate precast trim on front and rear elevations Andersen 400 series wood windows and exterior doors that meet current Florida wind codes 10’ WinDoor impact sliding glass doors Decorative exterior light fixtures Custom 10’, 2-1/4” thick double mahogany front door with transom Epoxy finished garage floors Concrete paver driveways and walkways 3 car garage with Amarr raised panel 18’ and 9’ impact resistant garage doors with automatic openers Gorgeous 400 +/- square foot pool with brick paver pool deck Aluminum pool fence per plan Lush tropical landscaping with automatic irrigation system 4 + hose bib locations DESIGNER INTERIORS Solid 1 3/4” routed profile interior doors manufactured by Timberlan

WINDWARD ISLE

Blog

Showing 1–3 of 6
WINDWARD ISLE Naples Florida COLLIER COUNTY FLORIDA NOVEMBER 2024 REAL ESTATE MARKET REPORT...
Blog
2025 January 13
COLLIER COUNTY FLORIDA NOVEMBER 2024 REAL ESTATE MARKET REPORT...
Categories: Naples, FL Real Estate Market News
By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida LEE COUNTY FLORIDA NOVEMBER 2024 REAL ESTATE MARKET UPDATE...
Blog
2025 January 13
LEE COUNTY FLORIDA NOVEMBER 2024 REAL ESTATE MARKET UPDATE...
Categories: Naples, FL Real Estate Market News
By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida LEE COUNTY FLORIDA OCTOBER 2024 REAL ESTATE STATISTICS IN 4K...
Blog
2024 November 29
LEE COUNTY FLORIDA OCTOBER 2024 REAL ESTATE STATISTICS IN 4K...
Categories: Naples, FL Real Estate Market News
By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida COLLIER COUNTY FLORIDA OCTOBER 2024 REAL ESTATE STATISTICS IN 4K...
Blog
2024 November 29
COLLIER COUNTY FLORIDA OCTOBER 2024 REAL ESTATE STATISTICS IN 4K...
Categories: Naples, FL Real Estate Market News
By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida GOOD NEWS FOR BUYERS, RESALE HOME INVENTORY AND NEW HOME INVENTORY CONTINUES TO RISE IN SOUTHWEST FLORIDA.  THE BUILDERS
Archived Blog
2022 August 16
GOOD NEWS FOR BUYERS, RESALE HOME INVENTORY AND NEW HOME INVENTORY CONTINUES TO RISE IN SOUTHWEST FLORIDA. THE BUILDERS ARE REDUCING PRICES AND GIVING BUYER INCENTIVES. SELLERS ON MLS ARE CUTTING PR...
Categories: Windward Isle - Naples, FL
By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida MLS INVENTORY IN SW FLORIDA IS UP OVER 80% IN THE LAST 11 WEEKS!  SURE LOOKS LIKE MUCH BETTER PRICES ARE COMING.  CONTAC
Archived Blog
2022 May 13
MLS INVENTORY IN SW FLORIDA IS UP OVER 80% IN THE LAST 11 WEEKS! SURE LOOKS LIKE MUCH BETTER PRICES ARE COMING. CONTACT ME NOW TO GET MORE INFO....
Categories: Windward Isle - Naples, FL
By Ken O'Brian
Read More
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Selling your home

Yes, we can! Our team of experienced real estate agents are experts in the local market and have the knowledge and resources to get your home sold quickly and for the best price. We will work with you to create a customized marketing plan that will get your home maximum exposure and attract the right buyers. We will also provide you with expert advice and guidance throughout the entire process to ensure that you get the best possible outcome.

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Buyers agent

Our real estate buyers agent service is designed to help buyers find the perfect property for their needs. We provide a comprehensive service that includes researching the local market, identifying potential properties, negotiating the best price, and helping to secure financing. We also provide advice on matters, such as contracts and inspections, and can help with the closing process. Our goal is to make the home buying process as stress-free and successful as possible.

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We have the technology

Real estate technology is a broad term that encompasses a variety of tools and services used to facilitate the buying, selling, and renting of real estate. This technology includes online listing services, virtual tours, 3D home tours, digital contracts, and more. Real estate technology can help streamline the process of buying and selling a home, making it easier and more efficient for both buyers and sellers.

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Our market report

The latest Southwest Florida real estate market report is always a favorite here as there are over 3,000 clients that currently receive the report via email. You can also receive it by signing up here on this website. The report provides an overview of the current market conditions in Southwest Florida, including median sales prices, inventory levels, and days on market. It also provides a look at the current trends in the area, such as the number of homes sold, the average sale price, and the average days on market.

Southwest Florida Real Estate Market Report

Southwest Florida Real Estate Market
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