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.
WINDWARD ISLE Naples FL
WINDWARD ISLE
28Homes
3Plans
Naples Collier County
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.

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
Current Resale Inventory

Homes for Sale in WINDWARD ISLE

View currently active MLS listings in WINDWARD ISLE, Naples.

1 Active Listings
Community News • Stay Informed

WINDWARD ISLE Latest News and Information

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Local Weather
Saturday 24th of October 2026

WINDWARD ISLE Weather Forecast

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Community Features

WINDWARD ISLE Amenities & Info

10 min from beach
No age restrictions
30 min from airport
Sold Out of new construction
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Local Market
Saturday 24th of October 2026

Naples Median Price Trend

Southwest Coast Realty

Interested in WINDWARD ISLE?

Buying or Selling in WINDWARD ISLE

Send us a message or call directly to learn more about this community and available real estate opportunities.

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Call Direct
239-229-9926
WINDWARD ISLE

More Information

Your information will only be used to respond to your real estate inquiry.
3 Floor Plans

WINDWARD ISLE Floor Plans

Historical Floor Plans: WINDWARD ISLE is sold out of new construction. These are floor plans that were offered by the builder during 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

Historical 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

Latest News & Updates

9 Articles
Showing 1–3 of 9
WINDWARD ISLE Naples Florida real estate news
Blog
October 21, 2026
Collier County Florida September 2026 Real Estate Market Update in 4K
Naples, FL Real Estate Market News By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida real estate news
Blog
October 21, 2026
Lee County Florida Real Estate Market Update September 2026 in 4K
Naples, FL Real Estate Market News By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida real estate news
Blog
October 5, 2026
Walking 5th Ave South in Naples Florida in 4K
Naples, FL Real Estate Market News By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida real estate news
Blog
October 5, 2026
Lee County Florida Real Estate Market Report August 2026
Naples, FL Real Estate Market News By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida real estate news
Blog
October 5, 2026
Collier County Florida Real Estate Market Update August 2026
Naples, FL Real Estate Market News By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida real estate news
Blog
January 13, 2025
Collier County Florida November 2024 Real Estate Market Report
Naples, FL Real Estate Market News By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida real estate news
Blog
January 13, 2025
Lee County Florida November 2024 Real Estate Market Update
Naples, FL Real Estate Market News By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida real estate news
Blog
November 29, 2024
Lee County Florida October 2024 Real Estate Statistics in 4K
Naples, FL Real Estate Market News By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida real estate news
Blog
November 29, 2024
Collier County Florida October 2024 Real Estate Statistics in 4K
Naples, FL Real Estate Market News By Ken O'Brian
Read More
WINDWARD ISLE Archives

Archived Community Posts

2 Articles
Showing 1–2 of 2
WINDWARD ISLE Naples Florida real estate news
Archived Blog
August 16, 2022
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...
Windward Isle - Naples, FL By Ken O'Brian
Read More
WINDWARD ISLE Naples Florida real estate news
Archived Blog
May 13, 2022
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.
Windward Isle - Naples, FL By Ken O'Brian
Read More