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

$4,500,000

225081980 MLS

Walk to the beach and keep your boat in the backyard at 112 Seabreeze Avenue. This cleared waterfront lot in Conners Vanderbilt offers one of the most desirable lifestyle combinations in Naples. Enjoy true southern exposure, water views, direct Gulf access, and a raised seawall already in place. The property can accommodate a boat up to forty two feet, creating the perfect setup for anyone who loves both boating and the beach. The seller has fully engineered building plans that have already been signed for this specific lot. This gives you a valuable head start on design and permitting and saves both time and money. Best of all, the white sand of Vanderbilt Beach is only a few steps away, and the exciting new Parosio Beach Club is underway nearby, bringing an elevated coastal experience with exceptional dining, amenities, and beachfront lifestyle that will further enhance this already premier location. You are also minutes from Mercato, Waterside, The Ritz Carlton, and the shopping and dining of Old Naples. This is an exceptional opportunity to create a stunning new coastal home in one of Naples most sought after waterfront communities.

112 Seabreeze AVE, Naples

$1,995,000

225079811 MLS

Welcome to 418 Seagull Ave — a cleared, build-ready waterfront homesite in the heart of Naples’ highly coveted Vanderbilt Beach/Conners community. This quiet short cul-de-sac street is lined with impressive new construction, offering a peaceful setting surrounded by luxury homes all directly on the water as well. The lot is approximately 75' wide with highly desirable southern rear exposure, providing warm natural light across your future pool, outdoor living area, and waterfront views from sunrise to sunset. A newer dock already sits behind the property, allowing immediate enjoyment of the water or easy integration into your new design. Water and sewer connections are already in place, and you will benefit from lower impact fee's for rebuilding on a site where a previous home existed, helping streamline the construction process and save you money on the build. Here, it is fully feasible to design and build well over 6,000 square feet of luxury living space if you would like with height allowances of up to 35 feet, making a rooftop deck or elevated outdoor living level an incredible option for long views and magical Naples sunsets amongst the treetops. With NO HOA, the neighborhood allows many architectural styles, so build your dream house on this well-suited to the lot. We have luxury builders and architects standing by—or bring your own builder and architect to bring your ideal waterfront home to life. Location is the true highlight. You're minutes from The Ritz-Carlton Beach Resort, La Playa Beach & Golf Resort, and the iconic Turtle Club Restaurant, making this one of Naples’ most walkable, beach-accessible boating communities. World-class shopping and dining await at Mercato, Waterside Shops, and 5th Avenue South—all a short drive away. Traveling is effortless with Southwest Florida International Airport (RSW) just 30 minutes north. On a street filled with luxury homes—including a residence listed for over $12M. 418 Seagull Ave stands as one of the best opportunities in Conners. Waterfront lots under $2M with premium southern exposure on a quiet cul-de-sac simply do not come around often. Design your dream waterfront retreat and enjoy one of Naples’ most desirable central locations—where boating, beaches, dining, and luxury living all meet.

418 Seagull AVE, Naples

$795,000

3 Beds ⋅ 2 Baths ⋅ 225080810 MLS ⋅ Chanteclair Maisonettes BLDG.

This is a spacious, 3 bedroom 2 bath first-floor, end unit with an oversized, enclosed Florida room that enjoys lovely lake and lush tropical landscape views. Interior features luxury wood look flooring, tile and an open floorplan. Chanteclair Maisonettes is at the south end of Pelican Bay by Artis-Naples and Waterside Shops. This residence is only steps away to Chanteclair's heated pool. Located steps to the tram for beach access. Pelican Bay amenities include three miles of beachfront, two private beachfront pavilions, kayaks, canoes for resident use, miles of walking paths, fitness center, tennis and a newly built pickle ball center. Centrally located between upscale Waterside shops, restaurants and the Ritz Carlton Beach Resort. The ultimate Florida Resort lifestyle is enjoyed.

5895 Chanteclair DR Unit 118, Naples

$2,649,000

2 Beds ⋅ 3 Baths ⋅ 225080084 MLS ⋅ Claridge BLDG.

This commanding 9th-floor residence boasts an extraordinary 50 feet of FLOOR-TO-CEILING GLASS, capturing uninterrupted views of the Gulf of Mexico. The additional sunrise terrace and easterly views provide tranquil golf course and lush landscape views. Inside, 2,417 square feet of sophisticated living include 2 Bedrooms plus a spacious Den, 3 Full Baths, and two elegant Living areas—the Den easily functioning as a 3rd en-suite bedroom retreat. Modern enhancements including porcelain tile, LED lighting, hardwired ethernet, surround-sound audio, electric blinds, and updated appliances blend comfort with contemporary style. Custom cabinetry and LED-lit closets elevate both utility and design. With 2 secure under-building PARKING SPACES, extra storage, and only 2 residences per floor, privacy and convenience are assured. Claridge offers a refined lifestyle with its Art Deco–influenced architecture, tropical pool deck, fitness and spa amenities, social rooms, 2 guest suites, and on-site management. Residents enjoy the full Pelican Bay experience, including private beachfront dining/bar, full beach service, kayaking, paddle boards, 10 pickleball courts, 18 Har-Tru tennis courts, fitness and miles of scenic trails and just moments from Artis–Naples, Waterside Shops, and Mercato.

7515 Pelican Bay BLVD Unit 9C, Naples

$245,000

1 Baths ⋅ 225080218 MLS ⋅ Vanderbilt Towers BLDG.

Live the Naples lifestyle you’ve been dreaming of in this beautifully renovated, coastal-style studio condo, just steps away from the pristine Vanderbilt Beach. Located in a gated coastal community, this stylish unit offers the best value in Vanderbilt Beach. Recently updated with a fresh coastal feel, the studio features a Queen Murphy bed that tucks away for spacious daytime living, a fully equipped kitchen, 86” TV, electric fireplace, and generous storage, including an extra storage room across from the unit. Perfect for a winter getaway or vacation rental, this condo is offered turnkey furnished and comes with a flexible rental policy ideal for investors. The community boasts a heated pool with plenty of deck seating, laundry facilities on each floor, and a picnic and BBQ area. Enjoy a short walk to popular Naples hotspots like the Turtle Club, LaPlaya Beach and Golf Resort, and the Ritz Carlton, while Mercato, Whole Foods, Trader Joe’s, and Publix are just a short drive away. With gulf access and proximity to Naples’ best dining, shopping, and entertainment, this totally renovated studio condo is a must-see. Only 20 minutes to downtown Naples and 25 minutes to RSW airport. You’re going to love it here!

5 Bluebill AVE Unit 205, Naples

$11,995,000

6 Beds ⋅ 7.5 Baths ⋅ 225077753 MLS

Nestled behind the private gates of Bay Colony Shores, this masterful coastal-contemporary residence, originally crafted by BCB Homes and brilliantly expanded in 2016 by Covelli Construction with a seamless 1,600-sq-ft addition, is the epitome of refined luxury. Completely reimagined with countless recent enhancements, this 6-bedroom, 8-bath (6 full, 2 half) estate rivals the finest new construction in Naples’ most exclusive enclave. Step inside to soaring custom ceilings, walls of glass, and light-drenched living spaces that blend sophisticated design with effortless livability. The gourmet kitchen is a culinary masterpiece, appointed with Sub-Zero refrigeration, Wolf appliances, dual wine towers, a hidden butler’s pantry, and a temperature-controlled glass wine cellar. A dramatic great room flows to the cozy family room, while the palatial downstairs primary wing offers dual spa-inspired baths (remodeled 2023), expansive bespoke closets, and serene lake views. Upstairs, five generous en-suite bedrooms provide ultimate privacy for family and guests. A resort-caliber laundry suite features high-capacity appliances, abundant folding counters, custom cabinetry, a deep utility sink, built-in ironing station, and even a dedicated pet spa. Outdoors, the lakefront oasis beckons with a newly resurfaced and re-equipped pool/spa (new heater & pump 2025), expansive covered lanais, summer kitchen, and multiple conversation areas perfect for al fresco entertaining against a backdrop of shimmering water views. Additional 2022-2025 upgrades include a full roof replacement (2022), redesigned entry bath (2023), new AC systems, smart-home integration, and countless bespoke finishes throughout. Residents of Bay Colony Shores enjoy a private clubhouse with formal and casual dining, state-of-the-art fitness center, tennis, pickleball, and exclusive access to the legendary Bay Colony Beach Club — attended beach service, chic seaside dining, and sunset cocktails on the Gulf of Mexico. Optional world-class golf is available at either the Bay Colony Golf Club or neighboring Pelican Bay. Perfectly positioned just moments from Waterside Shops, Artis—Naples, 5th Avenue South, and Mercato, this impeccable estate offers the very best of Naples’ luxury lifestyle. An extraordinary opportunity to own a turnkey masterpiece in one of the area’s most coveted addresses.

333 Sedgwick CT, Naples

$769,000

3 Beds ⋅ 3 Baths ⋅ 225078575 MLS ⋅ Vanderbilt Surf Colony BLDG.

LOWEST PRICED 3 Bedroom, GULF VIEW Condo in Naples! Experience gorgeous sunsets and unobstructed gulf and bay views from your rarely available 3 bedroom, 3 bath condo boasting over 2100 sq ft of coastal living! The expansive lanai which runs the length of the great room and primary bedroom offers panoramic vistas of dolphin, manatees and herons within the mangrove preserve of Delnor Wiggins State Park. Only a 5 minute stroll to Vanderbilt Beach while providing peace of mind with electric shutters and a coveted covered parking spot. Plenty of room for your beach toys and bikes with 2 exterior storage units and condo fees cover everything but electric. 9, 30 day leases are permitted and Vanderbilt Surf Colony 1 has it all with a Private Lap Pool, Tennis, Pickleball, Bocce and Kayak lease spaces. Marina Boat Docks for lease pending availability. The Vanderbilt Surf Colony lobby has also been completely remodeled to include a fully equipped exercise room and social room with kitchen and ping pong table. The building also boasts a new roof, elevators, exterior paint and lanais. The condo is offered turnkey furnished so there is nothing to do but relax and enjoy your condo located on Naples "best kept secret peninsula", tucked away from the hubbub but minutes to Mercato fine dining, shops and entertainment. Paradise awaits!

11 Bluebill AVE Unit 404, Naples

$995,000

225078754 MLS

Rare Double Lot in Prime Naples Park Location! Don’t miss this exceptional opportunity to own a 100x135 double lot in one of Naples’ most sought-after neighborhoods! Perfectly located west of US-41, this oversized property is just minutes from the sugar-white sands of Vanderbilt Beach and the breathtaking Delnor-Wiggins Pass State Park. Enjoy the best of North Naples living—walk or bike to Mercato, Whole Foods, and a variety of trendy restaurants, boutiques, and nightlife options. Build your custom coastal dream home on this expansive lot offering endless possibilities—ample room for a luxurious residence, resort-style pool, and spacious outdoor living area. With no HOA fees or rental restrictions, this property provides incredible flexibility for both end-users and investors. Opportunities like this—an oversized lot in a premier west-of-41 location—are increasingly rare. Act fast to secure your piece of paradise!

771 104th AVE N, Naples

$1,235,000

2 Beds ⋅ 2 Baths ⋅ 225076928 MLS ⋅ St Kitts BLDG.

Experience the pinnacle of coastal living in this turnkey furnished sky home at the esteemed St. Kitts at Pelican Bay. This remodeled residence presents a unique opportunity to enjoy the epitome of waterfront living, boasting breathtaking panoramic views of the Gulf and the beautiful preserve from the 11th floor. Inside, a spacious open floor plan connects each room seamlessly. The home features two bedrooms, two bathrooms, and balcony, and has been thoughtfully renovated with an open kitchen featuring granite countertops, a breakfast bar, tiled backsplash, and updated cabinetry. Additional highlights include luxury vinyl plank flooring, custom built-ins, and a luxurious primary suite with dual sinks, a walk-in closet, and a walk-in shower, and brand new water heater. One covered carport space is included. St. Kitts resides in the heart of Pelican Bay, with easy access to the Marker 36 and Commons tram stations. Residents enjoy two private beach clubs with dining, 18 tennis courts, fitness and community centers, tram service through the preserve, and a world-class pickleball center coming soon. Building amenities include multiple social areas, fitness center, Olympic-size pool and jacuzzi, and BBQ area.

6585 Nicholas BLVD Unit 1102, Naples

$11,995,000

5 Beds ⋅ 6.5 Baths ⋅ 225076105 MLS

This one-of-a-kind waterfront masterpiece at 260 Channel Drive defines Naples coastal living at its finest. Walk to the powder-white sands of Vanderbilt Beach and enjoy having your boat right in your backyard for effortless Gulf access. Designed for those who appreciate exceptional craftsmanship and cutting-edge architecture, this residence blends glass, steel, and natural light into a breathtaking modern statement. Four levels of inspired design showcase panoramic bay views through walls of glass and expansive terraces that capture the essence of indoor-outdoor living. The exterior sets a bold tone with a granite paver driveway, a 3-car garage featuring frosted glass doors, stainless balcony railings, and a striking glass-and-steel staircase. Step inside through a 12-foot Tiffany-inspired stainless-steel entry door to discover a luminous interior wrapped in pure Thassos marble floors and anchored by a dramatic glass staircase framed in Macassar wood. The gourmet Allmilmo kitchen—crafted in Germany—is paired with Miele and Gaggenau appliances, dual dishwashers, dual laundry sets, and a temperature-controlled wine cooler, blending form and function seamlessly. Every detail reflects European precision and design, from the custom Bartels German interior doors to the Bisazza mosaic tile bathrooms in each ensuite. The primary suite elevates luxury with gold-leaf Bisazza tile and sweeping bay views. A state-of-the-art cinema room offers a 120” screen, 3D anamorphic projector, Bang & Olufsen sound, and Swarovski crystal lighting for an immersive experience. Additional features include an elevator with Swarovski accents, Crestron home automation, and a LightTouch lighting system throughout. The lower level provides a versatile living area with a steam room and direct access to the pool and dock—ideal for guests or a private wellness retreat. Perfectly positioned along the three finger streets in Connors off Gulf Shore Drive, this south-facing residence captures all-day sunlight and the rare combination of beachside convenience and boating luxury. Just steps to Vanderbilt Beach and LaPlaya Beach & Golf Club, and a short drive to The Ritz-Carlton, as well as the upscale shops and dining at Mercato and Waterside Shops, 260 Channel Drive delivers the ultimate Naples lifestyle—where modern design meets coastal serenity.

260 Channel DR, Naples

$7,950,000

4 Beds ⋅ 5.5 Baths ⋅ 225077829 MLS

LOCATION, LOCATION, LOCATION! This exquisite custom home is perfectly positioned in the sought-after Gulf Shore Drive section of Vanderbilt Beach, within the exclusive Conners neighborhood. Just one house away from Gulf Shore Drive, it sits on desirable Bayview Avenue directly across from the beach, offering the ultimate coastal setting. Built in 2020, this coastal masterpiece blends modern elegance with timeless craftsmanship. The thoughtfully designed open floor plan with soaring volume ceilings creates an airy, light-filled environment ideal for both relaxation and entertaining. The luxurious ground-floor primary suite is complemented by three additional en suite bedrooms, providing comfort and privacy for family and guests. A dedicated study and sophisticated open kitchen with a large island enhance functionality and style. The home also includes a second laundry room conveniently located on the second floor, adding to its practicality. Designed for hosting or simply enjoying the Florida lifestyle, the outdoor living spaces are truly exceptional. The screened lanai and open patio feature multiple seating areas, a built-in grill, outdoor fireplace, and a full outdoor kitchen. The resort-style pool and spa complete this private retreat. For boat enthusiasts, a custom dock accommodates vessels up to 42 feet, offering direct access to the bay and beyond. Impact-resistant doors and windows, a whole-house generator, and electric shutters provide security and peace of mind. A generous three-car garage offers ample space for storage and parking. This remarkable residence represents the best of Naples waterfront living—where luxury, design, and location meet to create the quintessential coastal dream lifestyle. Bonus-in addition, this property offers an opportunity to be part of the newly formed Paraiso Beach Club. Enjoy two beautiful restaurants, multiple pools on the beach and luxury beach living.

103 Bayview AVE, Naples

$3,295,000

5 Beds ⋅ 4.5 Baths ⋅ 225073279 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Discover the privacy and elegance of Vizcaya at Bay Colony, an intimate, gated enclave within Pelican Bay celebrated for its lush landscaping, tree-lined streets, and timeless architectural charm. This well-maintained five-bedroom, four-and-a-half-bath villa offers more than 4,600 square feet of living space, featuring a spacious, light-filled living room with soaring ceilings, a wood-burning fireplace, and a generously sized outdoor entertainment area with a pool and spa. The convenient main-level primary suite features a beautifully remodeled, spa-inspired bath. An upstairs guest wing, added in 2012, provides privacy for visitors as well as flexible space for a game room or spacious home office. A zoned HVAC system installed in 2022 and generous storage throughout enhance everyday comfort. Beyond the residence, Bay Colony offers a lifestyle centered on relaxation, recreation, and attentive service. The Bay Colony Tennis Club provides opportunities for recreation and social connection, while the Bay Colony Beach Club offers residents access to a private beach with full amenities, including “Service to the Sand,” a Chickee Bar with poolside events, and elegant dining with gorgeous views of the Gulf. Residents also enjoy access to Pelican Bay’s broader coastal lifestyle. Explore scenic paths on foot or by bike, kayak through natural surroundings, or enjoy the fitness center’s exercise classes and wellness programs. Tennis enthusiasts have access to 18 additional Har-Tru courts, with newly completed pickleball courts further expanding recreational offerings. Approximately 2.5 miles of private, pristine white-sand beaches provide ample space to unwind, complemented by beach services and two additional beachfront dining venues. With the boutiques and restaurants of Waterside Shops, performances at Artis—Naples, and The Ritz-Carlton nearby, there is just as much to enjoy beyond the neighborhood. Mercato and Fifth Avenue South are also within easy reach, completing a setting that combines the comfort of a private residence with an exceptional Naples lifestyle.

8169 Via Vecchia, 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.

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

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

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