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Homes for Sale with a Pool in 34108, Naples, FL

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Welcome to your dedicated resource for homes for sale with a pool in 34108, Naples, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local 34108, Naples, FL agents, The Fortune Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in 34108, Naples, FL

$5,650,000
4 Beds ⋅ 4.5 Baths ⋅ 226020212 MLS ⋅ St Raphael BLDG.
Minutes from your door, you will enjoy a stretch of sugar-sand Gulf beach - reached by Pelican Bay's private tram system, with attended beach service on arrival. That's exceptional and that's before you even get to the penthouse. Sixteen floors up, Penthouse 16 puts the Gulf on display from sunrise to sunset through walls of glass and wrap-around terraces. Morning coffee looks out over the golf course; evening cocktails come with a Gulf sunset and, most evenings, dolphins working the shoreline. The open, free-flowing design makes this a natural gathering place — plenty of room for a full house over the holidays or a crowd of friends and family once season kicks into gear. Step off your own private elevator into a foyer no one shares and inside, a fully updated kitchen with premium appliances built for both cooking and gathering. The details most listings can't match: a rare private, air-conditioned cabana by the pool, three deeded under-building parking spaces and two climate-controlled storage units. St. Raphael adds an Olympic saltwater pool, fitness center, and guest suites, and Pelican Bay membership brings two beachfront restaurants, tennis, pickleball, kayaking, and miles of walking paths, all a short tram ride from your front door. Within minutes, you will enjoy premier Naples entertainment, shopping and restaurants at Artis-Naples, Waterside Shops, and Mercato.

7117 Pelican Bay BLVD Unit 16, Naples
$1,240,000
4 Beds ⋅ 3.5 Baths ⋅ 226021948 MLS
Welcome to an exceptional residence located on the highly coveted 500 block! one of the most desirable locations in the neighborhood. For added peace of mind, the property is located in Flood Zone X500. Just minutes from Vanderbilt Beach, Mercato, and some of Naples' finest shopping, dining, and entertainment, this gorgeous home embodies the very best of Naples living. Completely transformed with a bright, clean, and modern design, this move-in-ready residence features soaring ceilings, abundant natural light, impact-resistant windows and doors, and thoughtfully selected finishes throughout. The versatile floor plan offers three spacious en-suite bedrooms, a private den, and three and a half baths, providing the perfect balance of comfort, privacy, and functionality for both everyday living and hosting guests. The outdoor living space is equally impressive. A gorgeous, oversized backyard provides a rare sense of openness and privacy, anchored by a large pool that invites year-round enjoyment with a prime southern exposure. Whether you're entertaining friends, enjoying family gatherings, or simply unwinding after a day at the beach, this backyard offers ample room to relax and enjoy the Naples lifestyle. An outdoor shower adds convenience and a true coastal feel. High end updates, impact-resistant windows and doors, expansive backyard, large pool, and highly desirable 500-block address, this home presents a rare opportunity to own a turnkey property in one of Naples Park's most sought-after areas. A strong rental history further enhances its appeal, making it an attractive option for both investors and those seeking a personal Naples retreat. Stylish, sophisticated, and ideally located, this is Naples Park living at its finest. Bring your offers—this one is expected to attract significant interest and won't last long!

596 105th AVE N, Naples
$4,500,000
3 Beds ⋅ 3.5 Baths ⋅ 226021123 MLS ⋅ Contessa At Bay Colony BLDG.
Bay Colony's most compelling beachfront value and its highest available elevation at this price point. Some luxuries aren't meant to be displayed. They're meant to be experienced. Perched on the 19th floor of Contessa at Bay Colony, Residence 1904 offers a rare duality that defines elevated Naples living. To the west, endless Gulf views stretch over the pristine sands of Vanderbilt Beach, where spectacular sunsets unfold just beyond your lanai each evening. To the east, the glittering Naples skyline completes the picture. Spanning 2,626 square feet across three bedrooms, a den, and three and a half baths, this residence blends comfort and refinement effortlessly. An updated kitchen, generous living spaces, and screened lanai create an environment designed not for attention - but for the moments that matter most. Offered fully turn-key, with a recently refreshed poolside cabana available separately and two private garage spaces. Residents enjoy an amenity package without equal. 24-hour front desk, fitness center, Pilates studio, resort pool and spa, social salon, library, and the only private Har-Tru tennis court in Bay Colony. Neighbored by the world renowned Ritz-Carlton and steps from the Bay Colony Beach Club with attended beach service and Gulf-front dining. Bay Colony and Pelican Bay membership privileges extend the lifestyle further still - pristine shoreline, tennis, fitness, nature paths, and World-Class Golf Courses (Private Membership). Arriving just in time for its new owner, Contessa is completing a stunning entrance transformation, a new lobby entrance with fountain, fresh landscaping, and a reimagined community entrance. (Assessments Paid.) This is the kind of luxury that reveals itself slowly. Not through excess, but through how it makes you feel the moment you arrive.

8111 Bay Colony DR Unit 1904, Naples
$3,499,000
226021763 MLS
Rare 1-Acre Pelican Bay Estate Lot – The Ultimate Family Compound. Unrivaled scale meets coastal luxury at 808 Whimbrel Ct. This is a once-in-a-lifetime opportunity to build your dream multi-generational compound on a private cul-de-sac lot offering an acre of exceptional privacy. Conceptual plans by renowned architectural firm Stofft Cooney are available and have passed initial design review. While standard Pelican Bay lots average closer to one-third of an acre, this sprawling property delivers estate size proportions, paired with the world-class lifestyle of Naples' premier beachfront community. Ideally located within walking distance to Waterside Shops and Artis—Naples, it provides immediate access to nature paths and mangrove boardwalks. Members enjoy access to three miles of white sand beaches via walking, biking, or open-air boardwalk trams. Exceptional beach amenities feature attendants who set up complimentary lounge chairs and umbrellas, plus assistance with canoes and kayaks. The premier lifestyle features private beachfront restaurants, open-air bars, a fitness center, tennis, and pickleball. Build your legacy estate with unmatched privacy and space.

808 Whimbrel CT, Naples
$749,000
3 Beds ⋅ 2 Baths ⋅ 226021720 MLS
Welcome to your Tropical Bungalow Retreat in one of Naples’ most sought-after communities! This charming coastal home offers ideal southern exposure and features 3 bedrooms, 2 baths, and a beautiful screened-in heated pool. Wood flooring enhances the main living areas, while tile throughout the kitchen, bedrooms, and bathrooms provides low-maintenance living—no carpet anywhere. The light, airy interior opens seamlessly to an expansive screened lanai with a heated pool and covered terrace, creating the perfect setting for year-round relaxation and entertaining. Enjoy complete privacy in the fully fenced backyard surrounded by lush tropical landscaping—your own secluded paradise. Just minutes from the white sands of Vanderbilt Beach, the Ritz-Carlton Beach Resort, and Mercato’s upscale shopping, dining, and entertainment, this location is unbeatable. Situated in FEMA Flood Zone X with no previous history of flooding, this home offers peace of mind seldom found near the coast. Perfect as a vacation home, 1031 exchange option, or income-producing investment, this property is truly turn-key with a strong rental history and repeat guest bookings. Thoughtful updates include: New Roof & A/C (2016), Gutters & Soffits (2021), replaced plumbing (2021), replaced pool saltwater system 2018, pool pump 2022. Don’t miss the chance to own your slice of paradise in Naples—where tropical living meets unmatched convenience!

690 95th AVE N, Naples
$1,149,000
2 Beds ⋅ 3 Baths ⋅ 226021783 MLS ⋅ Heron At Pelican Bay BLDG.
Sweeping direct views of the Gulf are the centerpiece of this Heron residence. All main living areas and bedrooms offer panoramic Gulf and sunset views. With a spacious floor plan, this 9th floor unit boasts 2 bedroom suites and a den area, 3 with full bathrooms. The primary suite is a sanctuary in itself. The Heron is a low-density boutique building with two units per floor, and 40 condos total. The uniquely designed architectural gem affords stunning views in all directions, of the Gulf, Bay and City. The Heron features a secure lobby with on-site managers, secure underground parking, updated fitness center, social room, private tennis and pickleball court, and a private pool and spa. Enjoy a short walk to Artis-Naples, Waterside shops or take the tram service and indulge in a lunch at the Pelican Bay beach, offering private access to two and a half miles of white sandy beach with attended beach services. Additional Pelican Bay Foundation amenities include 43 acres of parks and recreation areas, two beachfront restaurants, two tennis facilities, and a community and fitness center.

5555 Heron Point DR Unit 902, Naples
$6,495,000
4 Beds ⋅ 4.5 Baths ⋅ 226020404 MLS
Discover unparalleled luxury in this 2018-built home, offered fully furnished, perfectly positioned on a 0.38-acre corner lot in Pelican Bay's prestigious Oakmont subdivision. Located in Flood Zone X with zero flood history, this Stofft Cooney-designed residence offers peace of mind alongside refined living. Spanning 4,607 SF under air and 6,137 SF under roof, soaring 11'–21' ceilings, hand-crafted millwork, an open floating staircase, and floor-to-ceiling Anderson impact windows flood the interior with light and volume, while gleaming marble flooring amplifies the brightness. The outdoor living is the emotional heart: a dramatic floor-to-ceiling marble fireplace anchors the expansive lanai alongside a full summer kitchen and seamless glass sliders that dissolve the boundary between inside and outside. The 26-foot saltwater pool features a sun shelf and integrated spa with colored LED lighting, surrounded by mature landscaping and an outdoor shower. Inside, the gourmet kitchen impresses with a 48" Wolf gas range with griddle, integrated Sub-Zero refrigerator and freezer, Cristallo quartz countertops throughout, large eat-in island, and wine cooler. Four generous en-suite bedrooms include a primary suite with two walk-in closets, separate soaking tub, and dual vanities. Upstairs feature two guest suites and a spacious loft offering flexible living options. A detached, privately situated casita provides a fourth bedroom with full bath—a true guest residence. Two laundry rooms add convenience. This home is engineered to perform: new 24kW whole-house generator connected to a 250-gallon propane tank, motorized hurricane impact screens, dual tankless water heaters, Culligan water softener, and dual HVAC zones. Three-car garage with epoxy flooring and storage. Pelican Bay offers nearly three miles of pristine private beach with attended service, Marker 36 beachfront dining, 18 Har-Tru tennis courts, 20 pickleball courts, kayaking in Clam Bay, a state-of-the-art fitness center, and cultural events. Yet despite this resort-like seclusion, you're minutes from everywhere—Waterside Shops, Artis-Naples, fine dining, and upscale shopping—with quick access to all Naples offers. This feels like discovering a quaint, sophisticated hometown.

803 Shadow Lake LN, Naples
$735,000
2 Beds ⋅ 2 Baths ⋅ 226021292 MLS ⋅ St Lucia BLDG.
Offering exceptional value, this Pelican Bay residence features tasteful updates and thoughtful improvements throughout. Impact-resistant windows and doors provide peace of mind, while the modernized kitchen has been opened to the living and dining areas, creating an inviting open-concept layout. The kitchen is appointed with newer appliances, elegant Quartz countertops with waterfall edge, and continuous, seamless full-height backsplash. Large-format porcelain tile flooring extends throughout the home, complemented by updated bathrooms. The enclosed secondary lanai adds versatility and valuable additional living space. Ideally situated in the heart of Pelican Bay, the well-managed St. Lucia enjoys direct, private access to the Pelican Bay Commons, for easy access to the beach trams, providing convenient transportation to the two Pelican Bay Beach Clubs with waterfront dining. Pelican Bay offers unparalleled beachfront living, including access to kayaks, tennis and pickleball courts, and a state-of-the-art fitness center. Come live the good life!

6361 Pelican Bay BLVD Unit 202, Naples
$889,000
3 Beds ⋅ 2 Baths ⋅ 226021050 MLS
This custom-built 3-bedroom, 2-bathroom home in Naples Park offers the quality craftsmanship and thoughtful design that buyers in this neighborhood have come to expect. Vaulted ceilings, an open floor plan, and abundant natural light create a warm, spacious feel throughout. The two guest bedrooms are generously sized — comfortable for family, visitors, or a dedicated home office — while the primary suite provides a genuine retreat with a beautifully appointed bathroom, custom walk-in closet, and direct pool access. A two-car garage completes the package with ample storage and everyday convenience. Outside, a sparkling pool, sundeck, and fully fenced backyard make the most of the Southwest Florida lifestyle — whether that's a quiet morning swim or an evening with friends. Naples Park is one of Naples' most sought-after neighborhoods for good reason. You're 1.2 miles from the Gulf beaches, minutes from the shops and restaurants along Vanderbilt Beach Road, and within easy reach of Mercato, Waterside Shops, and downtown Fifth Avenue South. It's a location that gives you the feel of a tucked-away neighborhood while keeping everything you need close at hand. Impact windows and a tile roof add lasting value and peace of mind. Whether you're looking for a full-time residence, seasonal retreat, or investment property, this home is move-in ready and ideally positioned to enjoy everything Naples has to offer.

736 110th AVE N, Naples
$799,000
4 Beds ⋅ 2 Baths ⋅ 226020914 MLS
A highly coveted Naples Park duplex offering the rare combination of income strength, coastal proximity, and long-term land value. Located exactly 1.0 mile from the beach, this well-maintained property features a total of 4 bedrooms and 2 bathrooms across two separate residences, creating immediate flexibility for short-term rental income, seasonal use, or portfolio expansion. When combined with the neighboring duplex at 563 105th Ave N, the offering creates a double-lot opportunity in one of North Naples’ most consistently sought-after beachside neighborhoods. The property is designed for effortless ownership and guest appeal, with ample parking, a large central courtyard, and generous outdoor space that enhances the rental experience. The backyard also offers room for a future pool, giving an investor or owner-user a clear path to elevate both lifestyle value and rental performance. Positioned minutes from Vanderbilt Beach, Mercato, the Ritz-Carlton, Waterside Shops, and premier dining, this is the type of Naples Park asset that checks the boxes: location, flexibility, income, and appreciation potential. A superb portfolio item for the beachside investor seeking strong Airbnb demand and a durable foothold in a premier coastal market.

559 105th AVE N, Naples
$799,000
3 Beds ⋅ 2 Baths ⋅ 226020915 MLS
A polished Naples Park duplex positioned exactly 1.0 mile from the beach, offering strong rental appeal, exceptional lifestyle access, and the kind of beachside investment fundamentals that remain difficult to replicate. This well-maintained property features a total of 3 bedrooms and 2 bathrooms across two separate residences, making it an ideal short-term rental asset, seasonal retreat, or income-producing addition to a Naples portfolio. When paired with the adjacent duplex at 559 105th Ave N, the offering creates a rare double-lot opportunity with scale, flexibility, and enhanced long-term value. The property is thoughtfully arranged around a large courtyard and includes ample parking, brand-new fencing, and a private pool completed in 2022, giving guests and owners a true resort-style outdoor setting. Its proximity to Vanderbilt Beach, Mercato, the Ritz-Carlton, Waterside Shops, and North Naples’ top restaurants makes it highly marketable for Airbnb and vacation rental demand. For investors seeking an excellent cap rate, beachside scarcity, and a low-maintenance asset in one of Naples’ most coveted rental corridors, this duplex is a standout opportunity.

563 105th AVE N, Naples
$850,000
2 Beds ⋅ 2 Baths ⋅ 226020219 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Ideally located in the highly sought-after 500 block of Naples Park, this beautifully renovated residence presents an exceptional opportunity for both investors and full-time residents with no rental restrictions. Situated in FEMA Flood Zone X500, the property offers added peace of mind while being just a short walk to the beach, shopping, dining, and entertainment. Inside, the home features a spacious white and bright open floor plan designed for comfortable coastal living. The flexible front den area can easily be converted into an additional bedroom or expanded guest space without compromising the functionality of the home. Recent upgrades and improvements enhance both style and value, including a 2019 roof and a brand-new 2024 screen enclosure. Outdoors, over $150,000 has been invested into the lush tropical landscaping, creating a private backyard retreat fully enclosed with fencing for maximum privacy and relaxation. The oversized backyard offers ample room to design your dream outdoor oasis complete with a pool, entertaining area, and more. Whether you are searching for a primary residence, vacation getaway, or income-producing investment property, this Naples Park home offers outstanding versatility in one of Naples’ most desirable coastal neighborhoods.

594 108th AVE N, 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.