Port Of The Islands Homes with Two Story Style

Welcome to Port of the Islands, an enchanting community nestled in the heart of Naples, Florida, within the picturesque Collier County. This hidden gem is not just a location; it’s a lifestyle that combines the tranquility of waterfront living with the vibrant spirit of the Sunshine State.

Port of the Islands is renowned for its stunning two-story homes, designed to maximize the breathtaking views of the surrounding natural beauty. These spacious residences blend modern amenities with classic elegance, offering an ideal setting for families and individuals alike. With open floor plans, high ceilings, and abundant natural light, each home invites you to experience the perfect balance of comfort and luxury.

Imagine waking up to the soothing sounds of nature, sipping your morning coffee on a private balcony, and enjoying the picturesque sunsets that paint the sky in vibrant hues. The community is surrounded by lush landscapes, pristine waterways, and abundant wildlife, providing endless opportunities for outdoor activities such as boating, fishing, and hiking.

Port of the Islands is not just about homes; it’s about community. Residents enjoy a welcoming atmosphere, with friendly neighbors and a variety of social events that foster connections and friendships. Plus, with Naples just a short drive away, you can easily access world-class dining, shopping, and cultural experiences.

If you’re looking for a serene retreat that offers both luxury and a sense of community, Port of the Islands is the perfect place to call home. Discover the charm of Florida living and embrace the lifestyle you’ve always dreamed of!

Newest Port Of The Islands Homes with Two Story Style

$849,900

3 Beds ⋅ 3 Baths ⋅ 226026287 MLS

Enjoy the ultimate boater's paradise in beautiful Port of the Islands! This waterfront home offers direct Gulf access with no bridges, making it a dream for boating and fishing enthusiasts. Featuring a private dock with boat lift and power at the dock. You can be on the water in minutes exploring the Ten Thousand Islands, and endless backwater adventures. Relax by your screened pool and spa while taking in peaceful water views. This spacious home offers 3 bedrooms plus a den, 3 full baths, and an open floor plan designed for comfortable Florida living. Whether you're searching for a full-time residence, seasonal retreat, or waterfront getaway, this exceptional property delivers the Southwest Florida lifestyle you've been dreaming of. * AN INCREDIBLE VALUE!! It's rare to find a Naples waterfront pool home with a private dock and boat lift for under $1million. Plus the home experienced NO FLOODING AND NO HURRICANE DAMAGE FROM HURRICANES IAN/2022, HELENE/2024 OR MILTON/2024 offering added peace of mind.

326 Stella Maris DR S, Naples

$449,000

2 Beds ⋅ 2 Baths ⋅ 2026028160 MLS ⋅ Villages Of Stella Maris BLDG.

The most completely renovated unit in the Villages at Stella Maris — and priced right from day one. This first-floor, furnished 2BR/2BA waterfront residence was taken to the studs and finished to a level you won't find elsewhere in the building. The custom kitchen features bespoke cabinetry, quartz countertops, and Samsung white-glass appliances, complemented by a custom beverage bar with built-in beverage fridge — perfect for entertaining and effortless waterfront living. Both bathrooms were fully rebuilt with designer tile, custom walk-in showers, and luxury fixtures, while custom built-out closet systems add everyday function and quiet luxury. Luxury tile flows throughout, with custom wainscoting wrapping the main living space. Comfort is built in: motorized shades and motorized hurricane shutters on every opening make this a true lock-and-leave — close it up and go with total peace of mind. Step out to direct Gulf access with an assigned dock and 10,000-lb lift with water & electricity just steps from your lanai. Southern exposure floods the home with light and frames serene water views where dolphins, manatees, and unforgettable sunsets are part of everyday life. Port of the Islands is one of SWFL's best-kept secrets: community pool available, marina, pickleball, fitness center, on-site restaurant, and miles of natural beauty. Notably, no named storm has ever produced storm surge here, thanks to the protection of the Ten Thousand Islands — the same islands that deliver world-class boating and fishing. Just ~20 minutes to Marco Island, ~30 to downtown Naples, and ~15 to everyday conveniences. Move-in ready, impeccably finished, and unmatched in this community.

380 Stella Maris DR N Unit 2602, Naples

$309,000

2 Beds ⋅ 2 Baths ⋅ 226021175 MLS ⋅ Stella Maris BLDG.

Welcome to 365 Stella Maris Dr N, Unit 2902, an exceptional opportunity to enjoy the Southwest Florida boating lifestyle at a competitive price point in the highly sought-after waterfront community of Port of the Islands. This well-maintained 2-bedroom, 2-bath residence offers comfortable coastal living with a remodeled kitchen, tile flooring throughout, screened lanai, and a single detached garage. The property also features a new HVAC system (2026) and newer water heater. Whether you are looking for a seasonal retreat, full-time residence, or investment opportunity, this property delivers outstanding value in today’s waterfront market. What truly sets this property apart is the included private dock and 10,000 lb boat lift capable of accommodating a vessel with an overall length up to 30 feet. For boating enthusiasts, this is a tremendous opportunity to enjoy direct Gulf access boating without the additional expense of purchasing a separate dock and lift. From your dock, enjoy boating through the breathtaking Ten Thousand Islands with direct Gulf access and no bridges to the Gulf, a paradise for fishing, exploring remote beaches, shelling, and experiencing Southwest Florida’s unmatched natural beauty and wildlife. Since the inception of Port of the Islands, no named storm has ever caused storm surge, thanks to the protection of the Ten Thousand Islands. These islands create a natural buffer and an amazing boating experience. Port of the Islands offers a unique blend of peaceful waterfront living and convenient access to everyday amenities. Located approximately 20 minutes from Marco Island, 30 minutes from downtown Naples, and about 15 minutes from shopping and daily conveniences, residents enjoy the perfect balance of nature, boating, and accessibility. If you have been searching for an affordable entry into the waterfront boating lifestyle with the valuable addition of a 10,000 lb lift already in place, Unit 2902 deserves your attention.

365 Stella Maris DR N Unit 2902, Naples

$377,500

3 Beds ⋅ 3 Baths ⋅ 226017735 MLS ⋅ Villages Of Stella Maris BLDG.

Welcome to a tranquil, oversized coastal retreat in the hidden gem community of Port of the Islands, known for offering some of the best waterfront values in Collier County. This spacious, 1,814 sq ft condo boasts an ideal 3-bedroom, three-full-bath, split floor plan, making it perfect for full-time living, a seasonal escape, or an investment property. Relax or entertain on the double-sized, fully screened lanai, which offers peaceful water and landscape views. The screened-in entrance and professional landscaping create an inviting courtyard feel at the front of the unit. Included is a 1 car attached garage with space for two additional vehicles. Manual shutters on all windows offer added protection and peace of mind. The condo is fully furnished and move-in ready, featuring a clean, crisp palette of neutral colors and stunning vaulted ceilings that enhance the natural light and open, airy feel of the home. Each bedroom is spacious and includes extra-large closets and linen closets for each bedroom and bath. The master suite offers a stunning water view, walk-in closet, dual sinks, and seperate shower/tub. Located along the scenic Faka Union River, Port of the Islands is your gateway to the Gulf of Mexico through the renowned Ten Thousand Islands. The nearby Marina and public boat ramp offer unmatched convenience for boating enthusiasts, including boat slips for rent or purchase, boat ramp access, a fueling station and boat trailer parking for day use. Residents have the option to join the hotel club for access to additional premium amenities, including a pool, pickleball courts, gym, and game room. This peaceful, nature-rich waterfront community is conveniently located just a 20-minute drive from Marco Island beaches and 30 minutes from downtown Naples for world-class dining and shopping. Discover your waterfront paradise at 285 Cays Dr, unit 2309!

285 Cays DR Unit 2309, Naples

$414,900

3 Beds ⋅ 2 Baths ⋅ 226011133 MLS ⋅ Sunset Cay Villas BLDG.

Welcome to 194 Newport Dr #908 — where waterfront living, natural beauty, and thoughtful upgrades come together to create an exceptional opportunity in Port of the Islands. This 2nd-floor end-unit offers 3 bedrooms, 2 baths, and an abundance of natural light, with additional windows that capture long water views, peaceful mangroves, and the ever-changing beauty of Southwest Florida sunsets. From the moment you step inside, the home opens up with a layout that lives larger than expected, creating a comfortable yet refined space for both everyday living and entertaining. New plantation shutters in the main living area add a clean, coastal elegance, while the overall design invites you to relax and enjoy the surroundings. The gourmet kitchen is designed to impress, featuring quality finishes, a functional layout, and the kind of space that makes cooking and gathering feel effortless. The updated bathrooms bring a fresh, polished feel, completing a home that is move-in ready while still offering room to make it your own. Step out onto your private screened lanai, where the true Florida lifestyle takes center stage—morning coffee with wildlife, quiet afternoons overlooking the water, and evenings filled with color as the sun sets over the mangroves. For those who embrace life on the water, this property delivers. Included is a boat slip with an upgraded jet dock featuring Air-Assisted Flotation, creating a smooth and effortless experience getting your boat on and off the lift. This premium feature can be negotiated into the purchase, offering both flexibility and added value. Located in a boater-friendly community with direct Gulf access through the Ten Thousand Islands, you’ll enjoy endless opportunities for fishing, exploring, and beach-hopping right from your backyard. And while the setting feels private and peaceful, you’re still close to everything—approximately 15 minutes to Publix, 20 minutes to Marco Island, and 30 minutes to downtown Naples—delivering the perfect blend of convenience and coastal lifestyle. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, Unit 908 brings together light, views, upgrades, and boating in a way that truly stands out. This is your opportunity to step into the Florida waterfront lifestyle you’ve been envisioning.

194 Newport DR Unit 908, Naples

$1,399,000

5 Beds ⋅ 3 Baths ⋅ 226010741 MLS

If you are looking for a fantastic multigenerational home, this is it!! Your own private pool and dock! Offering 5 bedrooms and 3 bathrooms, this thoughtfully designed home provides the perfect blend of comfort, functionality, and waterfront lifestyle. The main living area features a formal dining room ideal for entertaining and a private office perfect for working from home. The home also includes two full kitchens, creating an excellent opportunity for a private in-law suite or extended family living. Step outside to your own tropical retreat where a sparkling pool invites you to relax and unwind. From the private balcony overlooking the pool and the bay, enjoy peaceful mornings, fun filled evenings, and refreshing coastal breezes. Boating enthusiasts will appreciate the 50-foot private dock and boat lift, offering quick and convenient access to the open water. Whether you're heading out for a day of fishing, cruising, or simply enjoying the waterfront views, this property delivers the ultimate Florida lifestyle. With generous living spaces, flexible accommodations, and exceptional outdoor amenities, this home is a rare opportunity to enjoy waterfront living at its finest.

183 Sunset Cay, Naples

$414,900

3 Beds ⋅ 2 Baths ⋅ 226004433 MLS ⋅ Sunset Cay Villas BLDG.

Welcome to 162 Newport Drive, Unit 1207, where elevated coastal living meets thoughtfully curated design. This second-floor, three-bedroom, two-bath residence captures sweeping southern and western views, filling the home with natural light and ever-changing skies that set the tone from morning through sunset. Offered partially furnished, the interior has been tastefully updated with intention and warmth. Impact windows and electric roll-down shutters provide security and peace of mind, while the updated kitchen features stainless steel appliances designed for both everyday living and entertaining. The bathrooms showcase an artistic touch that truly must be seen to be appreciated. Tile and bamboo flooring flow throughout the living spaces, creating a relaxed, inviting great room anchored by a wet bar and electric fireplace, perfect for adding ambiance and comfort on cooler Florida evenings. The washer and dryer are conveniently located in the hallway closet, along with a custom built-in cabinet featuring a hidden, pull-out ironing board, a thoughtful detail that adds both function and storage. To fully appreciate Unit 1207, it must be experienced in person, not only for the finishes, but for the perspective. The views from this prized position are a daily reminder of why waterfront living feels different here. The lifestyle continues beyond the residence with a detached single-car garage, a private boat slip, and an added Jet Dock accommodating boats up to 24 feet, a rare and valuable combination. This pet-friendly community ensures every member of the family can enjoy the experience. Navigating the Ten Thousand Islands is not just a bonus, it is a treasure. From your backyard, enjoy the freedom to explore destinations by land or sea including Everglades City, Chokoloskee, Goodland, Marco Island, Isles of Capri, and Naples. And when nature reminds us who is in charge, Port of the Islands is surrounded by protected mangroves, offering a natural buffer and the kind of peace of mind that makes this waterfront community so special.

162 Newport DR Unit 1207, Naples

$345,000

2 Beds ⋅ 2 Baths ⋅ 2026004148 MLS ⋅ Sunset Cay Villas BLDG.

Experience the ultimate Florida waterfront lifestyle in this beautifully updated first-floor condo located in the peaceful community of Port of the Islands. This 2-bedroom, 2-bath residence comes fully furnished and features a private boat slip right outside your back door, providing direct Gulf access for effortless fishing trips or sunset cruises through the Ten Thousand Islands. From your lanai you will enjoy panoramic sunsets over the water and a close distance to the community pool. The interior has been thoughtfully renovated with a custom kitchen featuring granite countertops, high end cabinetry, and stainless steel appliances. Elevated charm is found throughout the home with tile flooring, detailed shiplap, wainscoting, and upgraded lighting. Major recent upgrades include a newer AC system and a newer hot water heater for total peace of mind. The screened lanai is equipped with electric hurricane shutters and offers tranquil water views. Additional features include a single detached garage and access to community amenities such as a refreshing pool, the Ship’s Store, and a public boat ramp. This move-in-ready gateway to the Gulf is just 20 minutes from Marco Island and 30 minutes from the world-class dining and shopping of Downtown Naples.

230 Newport DR Unit 602, Naples

$340,000

2 Beds ⋅ 2 Baths ⋅ 226001071 MLS ⋅ Sunset Cay Villas BLDG.

Waterfront Paradise Awaits in Port of the Islands! Discover the best of Southwest Florida waterfront living in this meticulously maintained 2-bedroom, 2-bathroom condo located in the sought-after Port of the Islands community. This is a haven for fishing, boating, and nature enthusiasts! Spanning 1,116 square feet of living space on the second floor, this unit boasts desirable vaulted ceilings and many updates. Enjoy tranquil, breathtaking views of the Fakahatchee River canal and the adjacent wildlife preserve from your screened-in lanai - the perfect spot for enjoying spectacular sunsets. Electric hurricane shutters offer protection from storms and the Florida elements. The property includes a dedicated boat slip on the dock with water, electricity and a fish cleaning station, offering direct access to endless adventures on the water. In addition there is a community pool to enjoy, brand new low maintenance landscaping and one of the lowest condo assoc. dues in the community. Take an easy boat ride through the Ten Thousand Islands, passing world-class fishing spots and pristine islands where you can beach your boat for a picnic. Cruise towards Marco Island and Goodland, or head southeast into the Everglades National Park for an unforgettable day on the water. By car, you're just 20 minutes from Marco Island and 30 minutes from downtown Naples, offering easy access to fine dining, shopping, and entertainment. Port of the Islands provides 24-hour fire and EMS services, a ship's store, and a public boat ramp, ensuring convenience and security. Best of all, this waterfront community has never experienced storm surge flooding from a hurricane, making it a safe and resilient place to call home. This is a rare opportunity to own a waterfront retreat that perfectly balances serene nature access with community convenience and low ownership costs.

278 Newport DR Unit 206, Naples

$389,000

3 Beds ⋅ 2 Baths ⋅ 225084122 MLS ⋅ Sunset Cay Villas BLDG.

Welcome to Sunset Cay Villas, Unit 107 - a meticulously maintained second-floor, southern-exposure waterfront residence offering an exceptional opportunity in the heart of Port of the Islands. This fully furnished 3-bedroom, 2-bath condominium delivers the quintessential Southwest Florida waterfront lifestyle, combining comfort, functionality, and income potential. The spacious primary suite captures tranquil canal views and opens directly to the screened lanai - an ideal setting for morning coffee or evening relaxation overlooking the water. Enjoy wide water views on one side and serene, park-like natural surroundings on the other, creating a peaceful coastal retreat that still offers convenient proximity to the marina and boating services nearby. Each residence includes a private boat slip, allowing you to keep your boat just steps from home, along with the added convenience of a private garage - a valuable combination. What truly sets this property apart is its weekly rental allowance, making it one of the few condominium buildings in Port of the Islands that permits short-term rentals. This creates an exciting opportunity for investors or owner-occupants looking to offset ownership costs while enjoying personal use of the property. Port of the Islands is widely recognized for offering some of the best waterfront values in all of Collier County, where buyers can enjoy a waterfront condominium with a boat slip and garage while being immersed in nature. Ideally positioned, the community provides a perfect balance - peaceful coastal living with convenient access to the amenities, beaches, dining, and culture of Marco Island and downtown Naples. Whether you are seeking a full-time residence, a seasonal getaway, or a flexible investment property, Sunset Cay Villas Unit 107 represents a compelling opportunity to embrace Paradise Coast living.

290 Newport DR Unit 107, Naples

$889,000

4 Beds ⋅ 2 Baths ⋅ 225066594 MLS

This is a must see Fisherman's Dream come true.!! 121 Newport Drive is a beautifully furnished waterfront home with 4 bedrooms, 2 baths, 2.5 car air-conditioned garage plus an upstairs loft with one of the ABSOLUTE BEST views at the Port of the Islands. Facing southeast for gorgeous sunrises, this 2 level home was built in 2020 and features first level tiled floors, granite countertops, upgraded stainless steel appliances, impact windows and doors, a screened entry and so much more. The second level loft has impact sliding glass doors, an electric screen and an electric storm shutter. Outside the large, screened lanai the owner has added a paver patio for added enjoyment and entertaining. Add to all of this a new seawall in 2020, a new boat dock with 2 lifts (9000 lb. and 1500 lb.) in 2022, fishing gear, rods, reels, lures, ice machine, and 2 kayaks. NO HOA. Could be great for an AirBnB. Owner will entertain offers for the 2023 Grady White Fisherman 236 with center console, 300 HP V6 Yamaha motor and trailer. Welcome to Paradise!

121 Newport DR, Naples

$265,000

2 Beds ⋅ 2 Baths ⋅ 225036908 MLS ⋅ Sunset Cay Lakes BLDG.

Serene lakeside living at Port of the Islands! Welcome to your peaceful retreat in the heart of the 10,000 Islands, where nature and luxury blend seamlessly. This meticulously maintained 2-bedroom, 2-bath second-floor condo offers breathtaking views of the lake and the adjacent wildlife refuge park, providing a front-row seat to Southwest Florida’s incredible wildlife - bears, alligators, birds, fish, and more. Inside, you'll love the vaulted ceilings that create an airy, open feel, complemented by laminate flooring and plantation shutters for a modern easy-to-maintain touch and AC replaced in 2026! The spacious lanai is perfect for sipping your morning coffee while taking in the sights and sounds of nature and provides security with the electric hurricane shutters. The beautiful quartz countertops in the kitchen and bathrooms add a touch of elegance, while the in-unit laundry provides ultimate convenience. This condo also includes a single-car garage, offering extra storage for your outdoor gear. When you’re ready to unwind, enjoy the heated community pool and cabana, perfect for soaking up the Florida sunshine. Located on the edge of the Florida Everglades, this home is ideal for nature lovers, boating enthusiasts, and those seeking a tranquil escape - just a short drive from Naples and Marco Island. Move-in ready and impeccably clean, this home is waiting for you to enjoy the best of Florida living!

338 Newport DR Unit 1807, 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.