Windward Isle Homes in Naples, Florida

Windward Isle is a residential community in Naples for buyers who appreciate newer-style homes, attractive streetscapes, and a neighborhood that feels polished without losing its sense of warmth. The community offers a private setting where everyday life can move at a comfortable pace while shopping, dining, healthcare, recreation, and Gulf beaches remain within reach.

Windward Isle has the feel of a close-knit Naples neighborhood rather than a sprawling resort. Quiet streets, landscaped surroundings, and thoughtfully arranged homes create an environment that works well for full-time residents, seasonal homeowners, and buyers looking for a refined home base in Southwest Florida.

Single-family homes • Gated residential setting • Landscaped streets • Private outdoor living • Convenient Naples location

A Community with a Personal Scale

One of Windward Isle’s strongest qualities is its residential character. The community is compact enough to feel familiar, yet private enough for homeowners to enjoy their own space.

Neighbors can enjoy morning walks, quiet evenings outdoors, and casual conversations along the street without the constant activity associated with a large resort development. That balance gives Windward Isle a distinctive sense of place.

Homes Designed for Modern Naples Living

Windward Isle homes may include open-concept living areas, spacious kitchens, private primary suites, guest bedrooms, dens, attached garages, covered lanais, pools, outdoor kitchens, landscaped yards, and flexible spaces for entertaining or working from home.

Floor plan, square footage, lot position, exposure, ceiling height, natural light, privacy, outdoor space, renovation quality, appliances, HVAC systems, water heaters, plumbing, electrical service, roofing, windows, doors, storm protection, garage capacity, landscaping, irrigation, and furnishings vary by property.

Quiet Residential Living near the Best of Naples

Windward Isle offers a private neighborhood atmosphere while keeping residents close to the beaches, dining, shopping, healthcare, and cultural experiences that make Naples appealing.

Outdoor Living and Neighborhood Appeal

Private lanais, pools, landscaped yards, and covered gathering areas can make outdoor living a central part of life in Windward Isle. These spaces give homeowners room to entertain, relax, dine outside, or simply enjoy the Southwest Florida climate.

The community’s streetscape and home designs contribute to a cohesive appearance, helping Windward Isle maintain an orderly and welcoming residential feel.

Convenient Access throughout Naples

Windward Isle is positioned for access to grocery stores, restaurants, shopping destinations, medical services, schools, parks, entertainment, major roadways, and Gulf beaches.

This location can be especially attractive to buyers who want a quiet home environment without feeling disconnected from the daily conveniences and recreational opportunities of Naples.

What Buyers Should Review

When comparing Windward Isle Homes for sale, buyers should consider the floor plan, lot position, lanai direction, pool exposure, natural light, privacy, outdoor living space, renovation quality, appliances, mechanical systems, roof age, storm protection, landscaping, garage capacity, and overall maintenance history.

Windward Isle homeowners association fees
Services included in regular assessments
Association budgets and reserve information
Current or proposed special assessments
Landscaping and exterior maintenance responsibilities
Roof, insurance, wind, and flood considerations
Pet, rental, guest, parking, and vehicle policies
Architectural and renovation approval procedures
Gate access and community security policies
Recent Windward Isle comparable sales

Buyers should request current governing documents, budgets, insurance information, meeting minutes, inspection reports, maintenance records, assessment notices, and recent comparable sales before completing a purchase.

Why Buyers Consider Windward Isle

Windward Isle appeals to buyers who value a private gated setting, newer residential design, manageable neighborhood scale, outdoor living, and convenient access to Naples amenities.

Buyers may also compare Windward Isle with other Naples homes for sale, Naples gated communities, Naples luxury condos, and Naples waterfront homes.

Current Windward Isle Homes and active Naples MLS listings may be displayed below this community guide. Association fees, assessments, insurance requirements, maintenance responsibilities, pet rules, architectural restrictions, and rental policies should be confirmed through current official documents.

Work with Schulz Realty

Schulz Realty helps buyers compare Windward Isle Homes by floor plan, lot position, pool and lanai orientation, privacy, renovation quality, association expenses, insurance considerations, current competition, and recent Naples sales. Our services include customized MLS alerts, private tours, comparable-sales research, document guidance, and experienced representation from the first showing through closing.

View Windward Isle Homes for Sale Contact Schulz Realty for Listings and Private Tours

Browse All Windward Isle Properties for Sale

$3,995,000

4 Beds ⋅ 3.5 Baths ⋅ 226008245 MLS ⋅ PENDING Status ⋅ 10,454 Sqft. Lot ⋅ 0.24 Acres

New to the market in Windward Isles, 6892 Leeward Way is a custom Seagate Development estate positioned on an oversized south facing homesite with expansive lake views and rare privacy. Thoughtfully designed with elevated craftsmanship and high end finishes, the residence welcomes you through a 10 foot solid entry door into a marble accented foyer highlighted by a striking floating staircase with glass panels and substantial wood treads, while wide plank wood flooring, detailed ceilings, crown molding, plantation shutters, and Bahama shutters enhance the interiors. The gourmet kitchen is outfitted with a 48 inch Wolf gas dual oven range, Sub Zero refrigeration and wine storage, two Bosch dishwashers, and a generous custom walk in pantry, opening seamlessly to spacious living and dining areas protected by hurricane impact glass, motorized bug screens, and hurricane shutters. The first floor primary suite serves as a private retreat with three large walk in closets featuring custom built ins and a spa style bath offering dual water closets with bidets, a freestanding soaking tub, an oversized multi head shower, and marble flooring, while a den or fourth bedroom and an elegant powder bath complete the main level. Upstairs, a large loft and dedicated media or family room with U Line under counter refrigerator complement two well appointed guest suites with walk in closets and beautifully finished en suite baths, one enjoying a private balcony with panoramic lake views. Outdoor living is equally impressive with a custom pool and spa accented by dual waterfall bowls, lush landscaping with artificial turf, a fully equipped summer kitchen, linear fireplace, and expansive covered seating areas designed for entertaining. Additional features include a 500 gallon buried propane tank, whole home generator, Control4 smart home integration, Somfy motorized blackout shades, dedicated AV rack, and a conditioned three car garage, all set within one of Naples’ most desirable and centrally located communities.

6892 Leeward WAY, Naples

$3,995,000

4 Beds ⋅ 5.5 Baths ⋅ 226007745 MLS ⋅ ACTIVE Status ⋅ 10,019 Sqft. Lot ⋅ 0.23 Acres

Experience refined coastal living in this exceptional Naples residence, residing within a newer, smaller, private, gated, community with only 28 residences where elegance meets effortless indoor-outdoor luxury. Thoughtfully designed with an open floor plan, coffered ceilings, wide-plank white oak flooring, and expansive walls of glass, the home is bathed in natural light and showcases a seamless flow ideal for both intimate living and grand entertaining. The open-concept great room is anchored by striking designer lighting and sophisticated finishes, creating a warm yet modern ambiance. The home has Control 4 home automation as well as surround sound in the main living area as well as outdoors. A chef-inspired kitchen features custom cabinetry, Bosch appliances, an oversized island with seating, and dining area directly off the kitchen. Disappearing glass sliders open to a private tropical retreat, blending the interior with a resort-style outdoor setting. The covered lanai offers generous lounge and dining areas, while the sparkling pool and spa are surrounded by lush, mature landscaping for ultimate privacy. Evening ambiance is elevated with soft architectural lighting and serene water reflections, creating an idyllic backdrop for sunset gatherings. Upstairs and beyond, the home continues to impress with refined architectural details, a statement staircase with glass railing, and beautifully appointed spaces that reflect meticulous craftsmanship throughout. Located in the heart of Naples, this residence embodies Florida luxury offering sophistication, comfort, and the coveted indoor-outdoor lifestyle that defines Southwest Florida living. The residence is located in close proximity to the beach and all the best Naples has to offer! Not to forget to nearby award winning private and public schools as well!

6830 Mangrove AVE, Naples

$3,395,000

5 Beds ⋅ 5.5 Baths ⋅ 225031606 MLS ⋅ CLOSED Status ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres

Exquisite Coastal Luxury in the heart of Naples! Discover unparalleled elegance in this stunning 2021 built “Sea Breeze II" residence by Seagate Development, located in the exclusive gated enclave of Windward Isles in Naples, FL. This coastal-inspired masterpiece boasts over 4,200 sq. ft. of thoughtfully designed living space, featuring 5 bedrooms, 5.5 baths, a study and a loft. Step inside to breathtaking designer finishes, including a grand mahogany front door, soaring ceilings, white oak flooring, and an open glass staircase. The expansive great room flows seamlessly into the gourmet kitchen, adorned with Quartzite Taj Mahal countertops, Thermador appliances, a gas range, Thermador climate controlled wine fridge and two dishwashers. Pocketing WinDoor sliding glass doors lead to an outdoor oasis, complete with a summer kitchen, putting green, gas fireplace, saltwater pool, and artificial turf for a resort-like ambiance. This smart home is equipped with a Control4 automation system, Lutron lighting, surround sound, built-in speakers, security cameras, and remote-controlled roller blinds. For ultimate comfort, enjoy 3 independent AC systems, hurricane impact windows & doors, a garage mini-split AC, a REME HALO® air purifier, and UV-treated air filtration. A 26kW Generac generator with a 500-gallon gas tank ensures uninterrupted luxury living, while a Tesla charger in the 3-car epoxy-finished garage adds modern convenience. Additional refined touches include tray ceilings, LED-lit mirrors, premium cabinetry, frameless shower enclosures, and a freestanding tub in the primary suite. Built with Andersen impact windows, spray foam insulation, and soundproofing, this home offers both beauty and durability. A true sanctuary of sophistication, this Windward Isles estate blends coastal charm with cutting-edge technology and luxury finishes—offering the finest in Naples living. Windward Isles is an exclusive 28 home gated community minutes away to access The Ritz Carlton, Waterside Shops, Naples Grande Beach Resort, Mercato, and a tropical landscape of additional beaches and world-class golf courses. This home has it all! Claim your slice in paradise today!

6826 Mangrove AVE, Naples

$3,375,000

4 Beds ⋅ 4.5 Baths ⋅ 225006841 MLS ⋅ CLOSED Status ⋅ 10,454 Sqft. Lot ⋅ 0.24 Acres

“Live Life Beautifully In Southwest Florida” in this stunning Windward Isle’s model-like home. Situated on a corner lot with circular driveway you will notice the distinct West Indies architecture of the home. Entering thru Oversized Mahogany French Doors into this stunning turnkey furnished home. Wood and tile floors throughout with a Great Room Style Floor Plan and Split Bedrooms for Privacy. No stone left unturned when designing this home. From the oversized island with Kohler Vault Sink to Thermador Appliances with 2 Ovens, 6 Burner Stove and Custom-Built Wooden Hood with Zephry Tornado III Insert. The Lanai has an extra-large saltwater pool and spa with Sun Shelf & Waterfall Feature. Great for entertaining with your gourmet outdoor kitchen that has a custom Dekton Orize countertop with Mitered edge. Relax and enjoy your warm winters with a glass of wine and watching your favorite TV program sitting next to the gas fireplace with changing colors. Lanai also has Armor Screen Storm Shutters and a No See-Um Insect Screen for comfort. Whole house is equipped with Hurricane Impact Storm Windows & Doors, Crown Moldings, Trim detail, Control4 A/V System with Audio Speakers Throughout, along with California Closets in every Bedroom. And we cannot forget about the garage...with spray foam roof deck, baseboards, Epoxy flooring, & electric water heater with circulating pump to elevate this to the next level. Some other features are 500 gallon buried propane tank with remote monitoring, Quartz countertops throughout, Professionally Designed and Decorated with Electric Window Coverings, Designer draperies and furnishings. From the moment you step into this home, you know how pristine this home has been treated and is deserving of a worthy homeowner that wants Elegance and Comfort in One Spectacular Place. Windward Isle is located in the heart of Naples, FL. Just 7 minutes to Mercato, 10 minutes to local beaches, 15 minutes to Olde Naples & 25 minutes to SW FL’s International Airport.

6839 Mangrove AVE, Naples

$3,050,000

4 Beds ⋅ 4.5 Baths ⋅ 224005084 MLS ⋅ CLOSED Status ⋅ 10,019 Sqft. Lot ⋅ 0.23 Acres

H12607 Stunning home first occupied in late 2020 with high-end finishes in Windward Isle with an unbeatable location! This coastal contemporary masterpiece offers an open floor plan with 4 beds/3.5 baths + pool bath & is finely appointed with hurricane impact windows/sliders, whole house generator, extra deep air-conditioned 3-car garage, solid white oak floors, solid double wood doors, excellent lighting throughout & vaulted white tongue & groove ceilings with beams for a designer finish. Chef’s kitchen offers Bosch appliances including a gas cooktop & wine cooler. This bright & airy home features pocketing sliding glass doors that open to the expansive lanai, creating a seamless indoor-outdoor living experience. The lanai includes vaulted ceilings with ample lounging areas, saltwater pool/spa, a sun shelf, summer kitchen, super screen picture window enclosure & total backyard privacy. Spacious primary suite features dual walk-in closets with custom cabinets, dual sinks, free-standing tub & large shower. Windward Isle is a gated community with low HOA fees & lawn care included! Perfectly situated West of I-75 & only minutes from Waterside Shops, Venetian Village & Naples 5th Ave.

6823 Mangrove AVE, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.