Island Walk Homes with Pickleball Amenities

Welcome to Island Walk, a vibrant and inviting subdivision nestled in the heart of Naples, Florida. Known for its stunning landscapes and exceptional community spirit, Island Walk offers a unique blend of luxury living and recreational opportunities that make it a sought-after destination for homebuyers.

Imagine waking up every day in a beautifully designed home surrounded by lush greenery and serene lakes. The homes in Island Walk are thoughtfully crafted to provide comfort and elegance, featuring spacious layouts, modern amenities, and picturesque views. Whether you’re looking for a cozy villa or a grand single-family home, Island Walk has a variety of options to suit your lifestyle.

One of the standout features of this community is its dedication to active living, particularly for pickleball enthusiasts. Island Walk boasts state-of-the-art pickleball courts that cater to all skill levels, making it easy for residents to engage in friendly matches or join organized leagues. This exciting sport has become a beloved pastime here, fostering camaraderie among neighbors and promoting a healthy lifestyle.

Beyond pickleball, Island Walk offers an array of amenities, including a resort-style pool, fitness center, and walking trails, ensuring that there's always something to do. The community's prime location in Naples means you're just moments away from pristine beaches, world-class dining, and vibrant shopping districts.

Discover the charm of Island Walk, where luxury meets leisure, and every day feels like a vacation. Come explore this exceptional community and find your dream home today!

Newest Island Walk Homes with Pickleball Amenities

$559,900

2 Beds ⋅ 2 Baths ⋅ 226031675 MLS

**WOW BEAUTIFUL CUSTOM CAPRI MODEL HOME WITH POOL**ISLANDWALK **NEWER ROOF** 1680 Sq Ft 2 Bedroom 2 Bathroom and 2 Car Garage Capri Villa located in Island Walk. Large lot gives you the privacy you deserve. This Bright Open Custom Kitchen includes Quartz Countertops and Stainless Steel Appliances. Upgrades include Custom Lighting, Fixture's, Fans, Plantation Shutters, Great Wall Unit, Custom Wood Flooring, Custom Master Bathroom, Crown Molding, Hurricane Shutters. Relax and enjoy your time both indoors and outdoors around Screened-In Lanai with Pool. This energy-efficient home is part of the Guard-Gated Award-Winning community of Island Walk. Amenities include heated Resort & Lap Pools, State-of-the-Art Fitness Center, lighted Tennis, Pickleball and Bocce Courts, Putting Green, Fantastic Casa Cotzelli Restaurant, Post Office, Car Wash, Gas Pumps and Nail and Hair Salon. This exceptional buy includes Lawn/Landscaping/Irrigation Care and HDTV & High-Speed Internet in the LOW FEES. All this and located a short drive to Naples white sand Beaches and exceptional Dining and Shopping. Come and make this Dream Home your address in paradise!!

5011 Kingston WAY, Naples

$485,000

2 Beds ⋅ 2 Baths ⋅ 226032661 MLS

SOUTHERN EXPOSURE — EXTENDED LANAI — ELECTRIC HURRICANE SHUTTERS — ISLAND WALK — NORTH NAPLES! Welcome home! This beautifully appointed Capri model offers 2 bedrooms, 2 bathrooms, and approximately 1,520 square feet of inviting living space in the highly desirable Island Walk community of North Naples. Thoughtfully designed for effortless Florida living, the home welcomes you with VAULTED CEILINGS and a bright OPEN-CONCEPT LAYOUT, enhanced by custom molding and timeless coastal-inspired details, including crown molding, wainscoting, and upgraded interior trim that add character and an elevated finish throughout the home. Graceful arched doorways further complement the home's inviting architectural style. At the heart of the home, the OPEN KITCHEN features granite countertops and flows seamlessly into the main living and dining areas, creating an inviting setting for both everyday living and entertaining. The spacious primary suite provides a comfortable private retreat, while the second bedroom and full bath offer flexibility for family, guests, or a home office. Step outside to the LARGE EXTENDED LANAI, where added privacy and desirable SOUTHERN EXPOSURE create an exceptional outdoor living space for enjoying Naples' year-round sunshine. Additional highlights include ELECTRIC HURRICANE SHUTTERS for added convenience and protection, along with a 2026 REFRIGERATOR installed in April 2026. Beyond the home, Island Walk offers an exceptional resort-style lifestyle with TENNIS AND PICKLEBALL COURTS and the vibrant ISLAND WALK TOWN CENTER all within walking distance. Residents enjoy the remarkable convenience of a lakeside restaurant, gas station, car wash, post office, and salon located right inside the community gates. With beautiful surroundings, an amenity-rich lifestyle, and a prime North Naples location, this Island Walk villa offers the perfect combination of comfort, convenience, and quintessential Florida living.

5434 Guadeloupe WAY, Naples

$539,900

2 Beds ⋅ 2 Baths ⋅ 226031670 MLS

ISLANDWALK **NEWER ROOF** DON’T MISS THIS ONE! Savor the peacefulness of your 1680 Sq Ft 2 Bedroom 2 Bathroom and 2 Car Garage Capri Villa located in Island Walk. Your exceptionally lot gives you the privacy you deserve. Your popular Open Floor Plan is great for entertaining and offers easy maintenance. This Bright Open Custom Kitchen includes Granite Countertops and Stainless Steel Appliances. Upgrades include Plantation Shutters, Great Wall Unit, Custom Tile Flooring, Crown Molding, Accordion Hurrican Shutters. Relax and enjoy your time both indoors and outdoors around your tiles Large Screened in Lanai overlooking a Beautiful Lake. This energy-efficient home is part of the Guard-Gated Award-Winning community of Island Walk. Amenities include heated Resort & Lap Pools, State-of-the-Art Fitness Center, lighted Tennis, Pickleball and Bocce Courts, Putting Green, Fantastic Casa Cotzelli Restaurant, Post Office, Car Wash, Gas Pumps and Nail and Hair Salon. This exceptional buy includes Lawn/Landscaping/Irrigation Care and HDTV & High-Speed Internet in the LOW FEES. All this and located a short drive to Naples white sand Beaches and exceptional Dining and Shopping. Come and make this Dream Home your address in paradise!!

5808 Drummond WAY, Naples

$674,900

3 Beds ⋅ 2.5 Baths ⋅ 226031369 MLS

Sellers chose this Beautiful 3 Bedroom+Den Oakmont Model Home for its convenient location close to the Entry Gate and short stroll to Town Center and all the Amenities, including 2 Pools. The Screened Entry for nice breeze in season. This Open Plan home is a rare find with its additional 200 SF of living space under A/C giving you flexible options for furniture arrangement. The 12 foot volume ceiling is open to your sunny Kitchen featuring Granite Counters, upgraded Stainless Appliances and views of the Tranquil Lake. UPGRADES: Custom Luxury Vinyl Flooring, Built-in Wall Unit, Plantation Shutters, Upgraded Master Shower Doors, and Electric & Accordion Storm Shutters for your peace of mind. The Garage has an Epoxy Floor, built-in Storage Cabinets & Custom Cabinets. Award Winning IslandWalk comes with Amenities Galore and is located within easy walking or biking distance to all the Island Walk TownCenter amenities with resort and lap pools, 8 har tru tennis courts, state of the art fitness center, putting green, bocce courts, post office, Fantastic Casa Cotzelli Restaurant, gas station, car wash, hair and nail salons. Come Enjoy Paradise which includes HDTV, High Speed Internet and Lawn Care. Don’t let this one get away… make this Stunning Oasis YOUR address in Paradise !!

3821 Whidbey WAY, Naples

$1,060,000

4 Beds ⋅ 3 Baths ⋅ 226030772 MLS

Set peacefully on a quiet canopy tree lined street with sweeping water views-- this fully transformed 4-bedroom, 3-bath Oakmont home in North Naples’ gated Island Walk represents the pinnacle of modern single-story living. Crowned by a brand-new roof and positioned securely in Flood Zone X, every square foot has been elevated to balance sleek architectural design, intelligent automation, and relaxed indoor-outdoor comfort. A soaring foyer introduces an expansive, open-concept great room finished with porcelain tile flooring, dramatic volume ceilings, and designer accent lighting. The state-of-the-art kitchen serves as the social anchor of the home, showcasing custom Blum touch to open cabinetry, full-slab quartzite surfaces, top-tier Dacor appliances, and an immense 10-foot double waterfall-edge quartzite island. Adjacent to the formal dining area, a custom dry bar with integrated beverage refrigeration makes hosting seamless. Whole-home automation brings effortless control to daily routines with an iPad command hub, Lutron smart lighting, a Nest thermostat, and a 7.2 surround-sound system. The split-bedroom floor plan ensures complete privacy. The primary suite looks directly out across the water and features tailored walk-in closets alongside a spa-like bath with dual vanities, modern fixtures, and an open wet-room enclosure pairing a rain shower with a freestanding soaking tub with lighting for every mood. Three additional bedrooms and two upgraded guest baths deliver exceptional versatility for family, dedicated office space, or visiting guests. Floor-to-ceiling glass sliders open onto an expansive screened lanai, creating an outdoor retreat for morning coffee, alfresco dinners, and sunset water views. The deep backyard provides generous space to build a custom private pool while keeping the entire screened patio intact. Everyday conveniences include an EV charging outlet in the attached two-car garage. Island Walk offers an active, resort-inspired lifestyle as a certified Blue Zones community. Residents enjoy a newly renovated clubhouse, resort and lap pools, tennis, pickleball, bocce, putting green, fitness center, and a vibrant Town Center complete with an on-site restaurant, car wash, and newly updated gas pumps. Zoned for top rated Collier County public schools—Vineyards Elementary, Oakridge Middle, and Barron Collier High School—and located just minutes from North Naples shopping, dining, and Gulf beaches, this home delivers unmatched quality and convenience

3007 Ellice WAY, Naples

$485,000

2 Beds ⋅ 2 Baths ⋅ 226031207 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. This beautifully maintained two-bedroom, two-bath Capri villa offers a light-filled, inviting floor plan designed for effortless Florida living. A flexible den/seating area provides additional living space, while the glass-enclosed sunroom is the perfect spot to relax and take in the tranquil surroundings. Step outside to the extended paver patio, where picturesque lake views create an ideal setting for morning coffee, evening cocktails, or simply enjoying the Florida sunshine. Light, bright, and exceptionally private, the home has been thoughtfully maintained with valuable updates including a new roof in 2021, A/C system in 2019, and water heater in 2023. Storm protection provides additional convenience and peace of mind. Life at award-winning Island Walk offers the perfect balance of resort-style amenities, an active social atmosphere, and peaceful residential living. Low community fees provide exceptional value and include HDTV, high-speed internet, lawn and landscape maintenance, and irrigation. At the heart of the community, the Town Center features resort and lap pools, seven Har-Tru tennis courts, four pickleball courts, a state-of-the-art fitness center, putting green, and bocce courts. Residents also enjoy the convenience of an on-site post office, Casa Cotzelli restaurant, gas station, car wash, and full-service hair and nail salons. Ideally located just minutes from Naples’ renowned shopping and dining and the beautiful Gulf beaches, this exceptional Island Walk villa combines privacy, serene lake views, valuable updates, and an amenity-rich lifestyle in one of Naples’ most desirable communities.

4642 Ossabaw WAY, Naples

$712,000

3 Beds ⋅ 2.5 Baths ⋅ 226029353 MLS

Relaxed elegance of Southwest Florida living in this beautifully positioned Oakmont residence in the sought-after gated community of Island Walk. Situated on a desirable corner lot with no neighboring home on one side, the property offers an exceptional sense of privacy while overlooking a tranquil lake with peaceful northeast exposure. Offering approximately 1,983 square feet of thoughtfully designed living space, this three-bedroom-plus-den, two-and-a-half-bath home combines indoor-outdoor living with a private pool and expansive screened lanai. Inviting great room with volume ceilings, crown molding, abundant natural light and a versatile den with custom built-ins. The well-appointed kitchen features granite countertops and stainless-steel appliances and opens seamlessly to the main living area. The oven was replaced in 2023 and the microwave in 2026, water heater is 2018. The spacious primary suite provides a private retreat with custom closets, lots of storage plus an upgraded walk-in shower. Tile and engineered hardwood flooring provide an easy-care lifestyle throughout, while storm shutters offer added protection. Additional features new washing machine and new gutters around the garage installed in 2025, and pool pump in 2025. The attached two-car garage features built-in cabinetry and epoxy flooring, adding convenience and functionality. Island Walk is renowned for its exceptional lifestyle amenities and vibrant Town Center, offering residents resort-style and lap pools, fitness center, tennis and pickleball courts, bocce, putting green, clubhouse, restaurant, library, walking and biking paths, social spaces and an array of community activities. Additional conveniences include a salon, post office and car wash. Ideally located in North Naples, Island Walk provides easy access to premier shopping, dining, Gulf beaches, I-75 and all that Naples has to offer. A wonderful opportunity to enjoy privacy, resort-style amenities and the quintessential Southwest Florida lifestyle in one of Naples' most desirable gated communities.

3829 Whidbey WAY, Naples

$499,000

2 Beds ⋅ 2 Baths ⋅ 226027489 MLS

LAKEFRONT in ISLAND WALK! Spectacular LAKE VIEWS from an EXCEPTIONAL INTERIOR HOMESITE buffered away from any main roads for a peaceful setting. Enjoy PLENTY OF ROOM FOR A POOL (or enjoy the community’s RESORT-STYLE POOLS with no maintenance!). This bright Capri villa offers 2 BEDROOMS + DEN, 2 baths, 2-CAR GARAGE, SOARING VOLUME CEILINGS, an open great-room layout and a HUGE SCREENED LANAI overlooking the water. Highlights include a NEW ROOF (2019), NEW A/C (2023), updated WOOD-LOOK FLOORING in both bedrooms, neutral tile throughout the main living areas, NO CARPET and STORM PROTECTION FOR ALL WINDOWS. Island Walk is one of North Naples’ most sought-after gated communities, IN FLOOD ZONE X500 (HIGH & DRY WITH NO FLOOD INSURANCE REQUIRED) plus RESORT & LAP POOLS, FITNESS CENTER, 7 TENNIS COURTS, 4 PICKLEBALL COURTS, bocce, putting green, miles of walking/biking paths, a 20,000-SQ-FT TOWN CENTER and 13,000 SQ FT OF ON-SITE RETAIL & SERVICES. Minutes to Mercato, Vanderbilt Beach, Fifth Avenue South and Naples’ renowned shopping, dining and Gulf beaches!

4676 Ossabaw WAY, Naples

$489,900

2 Beds ⋅ 2 Baths ⋅ 226028949 MLS

Enjoy effortless Florida living in this beautifully maintained two-bedroom Capri villa, ideally on an oversized lot with fabulous lake views in the gated community of Island Walk. Designed for a low-maintenance lifestyle, this light and bright residence features solid poured concrete construction, a 2022 roof and accordion storm shutters for added peace of mind. Interior features include tile throughout, window treatments, and it has been recently painted. Two spacious primary suites each offer walk-in closets and private bath access for you and your guests. The extended screened lanai with southern exposure provides the ideal space to relax or entertain while overlooking the lake. Additional highlights include an attached two-car garage with pull-down attic stairs and finished attic flooring for added storage, a paved driveway and convenient location near the secondary exit gate, which add to the ease of everyday living. Island Walk offers a lock-and-leave lifestyle with lawn care, cable, internet and professional on-site management included in the HOA. Residents enjoy resort-style amenities including a resort pool, lap pool, fitness center, tennis, pickleball, bocce, restaurant, gas station, post office and scenic recreational paths. Just minutes from North Naples beaches, dining, shopping, the Mercato plaza and Southwest Florida International Airport, this villa offers the ideal blend of comfort, convenience and carefree living.

4922 Kingston WAY, Naples

$479,900

3 Beds ⋅ 2.5 Baths ⋅ 226028542 MLS

Welcome to the IslandWalk lifestyle! This sought-after Aruba Townhome model featuring poured solid concrete construction offers 3 Bedrooms, 2.5 Baths and a private screened courtyard with your own pool—the perfect setting for relaxing, entertaining and enjoying the Naples sunshine. Recent improvements include fresh interior paint, new carpeting and a new water heater, making this home ready for its next owner. The spacious floor plan offers comfortable living areas, generous bedroom space and a detached 2-car garage. IslandWalk is one of North Naples’ most popular gated communities, known for its picturesque lakes, bridges, miles of walking and biking paths, and impressive Town Center. Residents enjoy resort-style and lap pools, a fitness center, tennis, pickleball, bocce, putting green, restaurant, post office, gas station, car wash and an active calendar of social activities. Ideally located in North Naples with convenient access to shopping, dining, entertainment, I-75 and Naples’ beautiful Gulf beaches. Enjoy the privacy of your own pool along with an exceptional community lifestyle—all in one of Naples’ most convenient locations. Come experience IslandWalk living today!

3564 Islandwalk CIR, Naples

$730,000

3 Beds ⋅ 3 Baths ⋅ 226017877 MLS

Lake View! This Charming 3-bedroom + Den, 3-bathroom single-family home is offered turnkey and ready for immediate move-in. The open-concept Oakmont home has been beautifully updated, featuring a Newer roof, A/C, updated bathrooms, granite countertops, bamboo flooring, a modern fireplace, and a newly tiled 25x40 screened lanai. Step inside to find a spacious open floor plan with 12-foot ceilings, generous living areas, elegant crown molding, plantation shutters, large windows, abundant natural light, and rich bamboo flooring. A 2-car garage adds convenience, while hurricane shutters provide added comfort and peace of mind. The fully equipped kitchen offers the perfect space for culinary creativity, featuring a breakfast bar, pantry, and beautiful granite countertops, and it seamlessly connects to the combined dining and living areas. A cozy fireplace and sliding glass doors lead to an expansive 25 x 40 screened lanai. Whether you are sipping coffee at sunrise or sunbathing in the afternoon, this private screened lanai offers the perfect setting for entertaining guests or simply relaxing while enjoying serene lake views. The generous primary suite boasts a walk-in closet, a makeup vanity, and separate HIS-and-HER baths. The beautifully finished primary bath includes a soaking tub and stunning countertops. Enjoy the comfort and convenience of a well-kept 24-hour gated community with resort-style amenities. Residents of Island Walk benefit from low-maintenance fees and still enjoy fantastic amenities. Including: high-speed internet, lawn and landscape care, including sprinklers. Resort-style pools, tennis and pickleball courts, a superb town center with restaurants, a hair salon, a post office, a fitness center, a gas station, a car wash, and miles of walking paths. Island Walk is just minutes from the world-class dining, shopping, golfing, boating, and amazing beaches. Make this your home in Paradise!

4605 Navassa LN, Naples

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