Island Walk Homes under $500,000

Welcome to Island Walk, a picturesque neighborhood nestled in the heart of Naples, Florida, where charm meets convenience. Renowned for its lush landscapes and vibrant community spirit, Island Walk offers a unique blend of serene living and active lifestyle, making it an ideal choice for families, retirees, and everyone in between.

One of the standout features of Island Walk is its stunning array of homes, many of which are available for under $500,000. This makes it an attractive option for first-time homebuyers and those seeking a second home in sunny Florida. The homes here are thoughtfully designed, often featuring open floor plans, modern amenities, and beautiful outdoor spaces that invite you to soak in the warm Florida sun.

As you stroll through the neighborhood, you’ll discover an array of recreational opportunities. The community boasts a wealth of amenities, including a resort-style pool, fitness center, and walking trails that wind through the lush greenery. The vibrant town center is the heart of Island Walk, where residents gather for community events, enjoy casual dining, or simply unwind with friends.

Located just a short drive from the stunning beaches of Naples and the upscale shopping and dining options of Fifth Avenue South, Island Walk offers the perfect balance of tranquility and accessibility. With its friendly neighbors, beautiful homes, and a welcoming atmosphere, Island Walk is not just a place to live; it’s a place to thrive. Come and discover your dream home in this enchanting community today!

Newest Island Walk Homes under $500,000

$489,000

2 Beds ⋅ 2 Baths ⋅ 226038422 MLS

WELL MAINTAINED CAPRI FLOOR PLAN WITH 2 BEDROOMS, 2 BATHS PLUS AN OPEN DEN/FAMILY ROOM IN THE HIGHLY SOUGHT AFTER COMMUNITY OF ISLAND WALK. SOUTH FACING, POOL WITH ELECTRIC HEATER,ALL TILE/LAMINATE, ACCORDIONS ON ALL WINDOWS AND SLIDER, GREAT ROOM WALL UNIT, CUSTOM WALL UNIT IN GUEST ROOM. NEW TRANE AC (JULY 2025),NEW POOL PUMP (SEPTEMBER 2026), ENTIRE INTERIOR,LANAI AND POOL DECK PAINTED (SEPTEMBER 2026). A LIST OF AMENITIES IN THE SUPPLEMENTS. IT IS MOVE IN READY, SOUTHERN ORIENTATION CAPRI'S ARE THE MOST SOUGHT AFTER,DON'T MISS OUT.

5821 Drummond WAY, Naples

$449,900

2 Beds ⋅ 2 Baths ⋅ 226034118 MLS

Beautiful Capri Model Home Features 2 Bedroom, 2 Bathroom +Den and 2 Car Garage in the Award-Winning Community of Island Walk. Upgrades including tile and Luxury Vinyl Wood Flooring, Title through out. Great Wall Unit and Great for Entertaining friends and family. Bright Open Kitchen, Plantation Shutter, Light fixtures and Ceiling fans. Custom Cabinets in the Garage. Beautiful lakes & bridges, miles of jogging paths & amenities. The gracious and serene lifestyle of Award Winning IslandWalk comes with Amenities Galore and LOW FEES that includes HDTV & High Speed Internet, Lawn & Landscape Care & Sprinklers are included in your LOW FEES and NO CDD make this Award Winning Community Town Center amenities with resort and lap pools, 7 har tru tennis courts, 4 pickleball 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. All this and just minutes to world class dining, shopping and amazing beaches. Make this your home in Paradise!!

4892 Lasqueti WAY, Naples

$459,000

3 Beds ⋅ 2.5 Baths ⋅ 226034600 MLS

Beautifully Updated Townhome in Island Walk Welcome to this beautifully updated 3-bedroom, 2½-bath townhome in the sought-after guard-gated community of Island Walk. This move-in-ready home features new luxury vinyl flooring, plantation shutters, fresh paint, an updated kitchen with granite countertops. Enjoy a large lanai perfect for dining and relaxing, plus a detached two-car garage with plenty of storage. Island Walk offers an incredible lifestyle with pools, fitness facilities, restaurants, a post office, gas station, and endless activities, all surrounded by lakes and lush landscaping. Recent upgrades include HVAC (2023), new LVP flooring, Bosch dishwasher, newer disposal, and fresh paint. A wonderful Naples location close to shopping, dining, and everything Southwest Florida has to offer.

3478 Bravada WAY, Naples

$499,000

2 Beds ⋅ 2 Baths ⋅ 226034500 MLS

New roof as of November 2025 with a transferable warranty. Within Island Walk, this thoughtfully updated two-bedroom, two-bath residence pairs bright, comfortable interiors with effortless indoor-outdoor living and access to resort-style amenities. Vaulted ceilings, abundant natural light and new flooring throughout create a fresh, cohesive setting, while the screened lanai and private grassy backyard extend the living space outdoors. Recent improvements throughout the home provide a move-in-ready presentation with a substantial list of updates completed between 2025 and 2026. The open dining and living areas are filled with natural light and designed for easy everyday living and entertaining. Sliding glass doors connect the living room to the screened lanai, where a ceiling fan enhances comfort. A custom-built-in mirror adds a distinctive architectural element to the living space. The kitchen has been thoughtfully enhanced with an extended island featuring new granite and a matching granite backsplash, completed in April 2026, along with a new kitchen sink and faucets. All-new stainless steel Whirlpool appliances, including the refrigerator, dishwasher, range and microwave, were installed in November 2025. The primary suite provides a private retreat with a ceiling fan and en-suite bath featuring dual sinks, new marble countertops, new sinks and faucets, a glass-enclosed walk-in shower and a walk-in closet with built-in storage. The second bedroom is equally well appointed with a walk-in closet with built-ins, a ceiling fan and an en-suite bath with a shower/tub combination. Both baths were further updated with new toilets in October 2025. A dedicated laundry room adds everyday convenience with a washer and dryer, custom-built-in cabinetry for storage and laundry sink. Throughout the residence, all new ceiling fans and light fixtures enhance function and style. The interior was completely painted in September 2026, while the exterior was freshly painted in May 2026. A new water heater was installed in October 2025, and the roof and gutters were replaced in November 2025. Manual shutters throughout provide practical storm protection, while the screened lanai offers a comfortable outdoor setting overlooking the grassy backyard. Residents of Island Walk enjoy a resort-style lifestyle with an array of community amenities, creating an inviting setting for recreation, relaxation and socializing. With its extensive 2025–2026 improvements, updated kitchen and baths, fresh finishes, vaulted ceilings and inviting indoor-outdoor living, this residence offers a polished and comfortable Naples lifestyle in an amenitized community.

5606 Eleuthera WAY, Naples

$479,000

2 Beds ⋅ 2 Baths ⋅ 2026039301 MLS

**PRIME NORTH NAPLES LOCATION! MOVE-IN READY 2-BEDROOM VILLA IN ISLAND WALK WITH RESORT-STYLE AMENITIES, PRIVATE SCREENED LANAI & EASY ACCESS TO NAPLES BEACHES, SHOPPING & DINING! WHY MOVE FARTHER OUT WHEN YOU CAN LIVE IN THE HEART OF NORTH NAPLES? Discover the perfect combination of LOCATION, LIFESTYLE & CONVENIENCE in this beautifully maintained, MOVE-IN-READY 2-bedroom villa located in the highly desirable, GATED ISLAND WALK OF NAPLES community! Surrounded by lush tropical landscaping and offering an exceptional collection of resort-style amenities, this home is ideal for buyers looking for a full-time Naples residence, seasonal Florida retreat, or low-maintenance winter getaway. Enjoy an established Naples neighborhood without sacrificing proximity to the beaches, restaurants, shopping, and everyday conveniences that make this location so desirable! **RESORT-STYLE LIVING WITHOUT EVER LEAVING YOUR COMMUNITY!** Island Walk is known for its beautifully landscaped streets, scenic walking paths, and impressive TOWN CENTER featuring MULTIPLE SWIMMING POOLS, TENNIS COURTS, PICKLEBALL, BOCCE, PUTTING GREEN, FITNESS CENTER, RESTAURANT, HAIR SALON, NAIL SALON, POST OFFICE, GAS STATION & MORE! Imagine starting your morning with a walk through the neighborhood, meeting friends for pickleball, relaxing by the pool, or enjoying lunch without leaving the community. This is the active, convenient Naples lifestyle so many buyers are searching for! Step inside to discover a BRIGHT, OPEN-CONCEPT FLOOR PLAN with abundant natural light and a welcoming layout designed for comfortable living and entertaining. The spacious kitchen opens to the dining and family rooms, while TRIPLE SLIDING GLASS DOORS lead to an oversized SCREENED LANAI overlooking beautiful tropical landscaping. Just beyond the lanai, an ADDITIONAL PAVERED OUTDOOR AREA offers the perfect setting for grilling, outdoor dining, entertaining, or enjoying Southwest Florida's beautiful weather. The desirable SPLIT-BEDROOM FLOOR PLAN provides privacy for owners and guests, with WALK-IN CLOSETS IN BOTH BEDROOMS! Additional features include generous storage, a spacious laundry room with utility sink, cabinetry, and countertop space, plus a CENTRAL VACUUM SYSTEM for added convenience. **LOCATION IS EVERYTHING IN NORTH NAPLES!** Enjoy convenient access to NAPLES GULF BEACHES, premier shopping, restaurants, grocery stores, golf courses, healthcare facilities, and entertainment. Why sacrifice location for new construction farther from town when you can enjoy an established GATED COMMUNITY with exceptional amenities and everything Naples has to offer nearby? **DON'T MISS YOUR CHANCE TO ENJOY THE ISLAND WALK LIFESTYLE!** If you're searching for a NORTH NAPLES VILLA, gated community home, seasonal Florida residence, or LOW-MAINTENANCE PROPERTY NEAR NAPLES BEACHES, this home checks the boxes!

5618 Eleuthera 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

$469,000

2 Beds ⋅ 2 Baths ⋅ 226032256 MLS

NEW ROOF! Steel-reinforced poured concrete "built solid" construction. Seldom used 2/2 with "open" den area on corner lot. Hardwood floors, granite countertops, stainless appliances, plantation shutters, newer water heater, screened lanai, lush landscaping and so much more, in well-maintained, award-winning, amenity rich community featuring miles of lakes, bike/jog/walking paths, pickle ball, tennis, bocce, resort & lap pool, putting green, fitness center, restaurant, beauty parlor, nail salon, post office, gas station, car wash, and so much more. On-site professional management, an activities director with a diverse social program, and close to all that Naples has to offer. 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. This is a "must-see". Just one look, and you know you want to be here!

5601 Eleuthera WAY, Naples

$469,000

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, new A/C system in 10/2026, 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

$475,000

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

$479,900

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

$449,900

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

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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.

Island Walk Homes under $500,000

Newest Island Walk Homes under $500,000

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