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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

$4,795,000
5 Beds ⋅ 5 Baths ⋅ 226022109 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Presenting an extraordinary lakefront opportunity in Waterford at Pelican Bay. Situated on an exceptional oversized .51-acre cul-de-sac homesite, this property commands panoramic 180-degree lake views and unparalleled privacy within this prestigious community. With 6,971 square feet under roof—including 4,847 square feet under air—across five bedrooms, a study, five full baths, a dedicated guest wing with studio, and a three-car garage, the residence provides an exceptional canvas for modernization, sophisticated renovation, or complete custom new construction redevelopment—a rare opportunity to build your dream estate on one of Pelican Bay's most coveted waterfront sites. The existing floor plan features soaring volume ceilings, expansive living spaces, a formal dining room, family room, wet bar, and a luxurious primary suite with retreat area. A whole-house generator ensures reliable backup power. The 3,043-square-foot screened lanai overlooks expansive lake vistas and features a pool and spa, with clear potential for thoughtful enhancement and reimagining. Waterford at Pelican Bay offers a rare single-family estate-home setting within one of Naples' most recognized coastal communities. Tucked into a quiet cul-de-sac enclave, the neighborhood features spacious homes on oversized homesites surrounded by mature tropical landscaping. Residents enjoy exclusive access to three miles of private white-sand beaches, beachfront dining, tennis and pickleball facilities, scenic walking paths, and world-class amenities—moments from Naples' finest shopping, dining, and cultural destinations. This is Pelican Bay luxury—private, timeless, and designed for exceptional coastal living. An exceptional blank canvas for the discerning buyer seeking luxury, location, and limitless potential.

695 Ardmore LN, Naples
$1,799,999
3 Beds ⋅ 2 Baths ⋅ 226024965 MLS ⋅ Vanderbilt Beach BLDG.
PRIVATE GARAGE and DOCK. Furnished with extra den, 6 beds. Hurricane Shutters. Pool, tennis, pickle ball, shuffleboard, chickee hut with grills, fire pit. Includes Nissan SUV and 2 Jet Skis.

11030 Gulf Shore DR Unit 503, Naples
$11,195,000
5 Beds ⋅ 7.5 Baths ⋅ 226024486 MLS
McGarvey Custom Homes presents an extraordinary new construction estate in one of Naples’ most sought after locations. This architectural masterpiece blends timeless sophistication with modern luxury, offering private resort style living just moments from world class beaches, dining, and shopping. From the moment you arrive, the property makes an unforgettable impression with dramatic architectural lines and honed quartzite elevation accents. Custom Cantera steel double entry doors open to a stunning glass lined foyer that frames views of the expansive outdoor oasis. Two gated driveway entrances lead to an impressive brick paver motor court offering both convenience and security. Alfresco ready, the residence features an exceptional outdoor living area complete with water features, a custom pool, spa, sun shelf, outdoor kitchen, dining area, fireplace, and a separate firepit—perfect for relaxing or entertaining. Shellstone porcelain deck pavers, lush tropical landscaping, a mosquito mist system, and automated screens and hurricane shutters enhance both comfort and peace of mind. Inside, the home’s designer curated interiors deliver unmatched refinement. The plan includes five spacious bedrooms, six full baths, two half baths, a private study, and a versatile flex room. A divided layout provides ultimate privacy, with the luxurious primary suite on its own wing. Throughout the home, you’ll find distinctive ceiling details with accent lighting, French oak hardwood flooring, level 5 smooth-walls, and beautifully executed tilework. The gourmet kitchen is a chef’s dream, featuring bespoke cabinetry, an oversized island with Caesarstone Darcrest honed quartz, Pompeii quartz perimeter countertops, designer plumbing fixtures, and a Sub Zero/Wolf appliance suite. Under and above cabinet lighting with glass accents highlight the craftsmanship and create a warm, inviting atmosphere. The primary suite is a serene retreat with panoramic views of the pool and lush rear grounds. The spa inspired bath offers a freestanding soaking tub, walk in shower, dual vanities, premium cabinetry, quartz countertops, and his and her water closets featuring Toto automated toilets. Walk in closets with custom storage and a private courtyard view complete the space. A morning bar and undercounter refrigerator add an extra layer of indulgence. Designed with modern living in mind, the home features an advanced low voltage electrical systmem, automated lighting controls, whole home standby generator, landscape lighting, and wiring for data, voice, and video. Efficiency and comfort are further enhanced by Icynene spray foam, sound batt insulation, high efficiency HVAC with dehumidification system, tankless gas water heaters with recirculation, and a 1,000 gallon propane tank. Fully furnished by Tina Marie Interiors, this exceptional estate offers a rare opportunity to own a luxury residence that merges exquisite design, premium craftsmanship, and the best of Naples’ lifestyle.

799 Cassena RD, Naples
$2,999,000
4 Beds ⋅ 3 Baths ⋅ 226024780 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Rare opportunity! The first two images are of an architectural rendering, illustrating a couple possible custom homes that could be built on this unique property, and are for inspirational purposes only. An exceptional opportunity awaits in the highly sought-after Pine Ridge Estates. This rare 1.61-acre lakefront homesite offers the perfect setting to build your custom dream estate in one of Naples' most prestigious, no-HOA communities. Ideally located in the heart of Naples, you'll enjoy the perfect balance of privacy and convenience—just minutes from the area's world-famous white sand beaches, upscale shopping at Mercato and Waterside Shops, renowned restaurants, vibrant Downtown Naples, and premier cultural attractions, including the Naples Philharmonic. The property currently includes an older residence being sold As-Is, presenting an outstanding opportunity for builders, investors, or buyers ready to create a one-of-a-kind luxury retreat. With ample space, beautiful lakefront views, and an unbeatable location, the possibilities are truly endless. Don't miss this rare chance to secure an oversized lakefront parcel in one of Naples' most desirable neighborhoods and experience the exceptional Southwest Florida lifestyle at an incredible value.

29 Caribbean RD, Naples
$1,285,000
3 Beds ⋅ 2 Baths ⋅ 226023453 MLS
High-Income Producing Opportunity Near Vanderbilt Beach! Unlock the potential of one of Naples’ most desirable coastal locations. Just one block from Vanderbilt Beach and minutes from Mercato’s luxury shopping, fine dining, and nightlife, this beautifully remodeled 3-bedroom, 2-bath residence is not only a stunning beach retreat but also a proven money-making investment opportunity. With no HOA fees and no rental restrictions, this property is ideally positioned for lucrative seasonal, vacation, or short-term rental income. Surrounded by the excitement of the area and the prestige of the nearby Ritz-Carlton Residences, Naples, this coastal gem offers the perfect blend of lifestyle and profitability. The bright, open floor plan is designed for effortless indoor-outdoor living, while the private backyard oasis creates an unforgettable guest experience. Recent upgrades include hurricane-impact windows and doors, a new A/C unit (2025), tile roof (2018), instant water heater (2020), updated plumbing and electrical systems, new kitchen appliances, plantation shutters, and luxury landscape lighting. The highlight of the outdoor space is the recently added resort-style pool, complemented by a gazebo, outdoor kitchen, and fully fenced yard features that today’s renters actively seek. Additional conveniences include a tiled 2-car garage with extra storage and lush tropical landscaping that enhances both curb appeal and rental appeal. Whether you're searching for a profitable investment property, vacation rental, seasonal income producer, or your own slice of paradise, this turnkey beach-area home checks every box. Rarely does a property this close to Vanderbilt Beach offer such strong income potential combined with luxury coastal living. Start generating returns while enjoying the best of Naples sunsets, sandy beaches, and endless opportunities just steps from your front door.

523 107th AVE N, Naples
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 226024426 MLS ⋅ Interlachen BLDG.
A custom design like no other! This three bedroom 2 bath condo was totally renovated and redesigned to include two air conditioned office /dens with pocket doors and hide- a -bed seating for utilate flexibily and privacy perfect for a large family. Impact glass sliders. Every bit of this 2291 sq ft condo has flexibility beyond anything you will find in Interlachen. Boasting an upscale kitchen with custom tile and quarz countertops,pantry, eat in kitchen and breakfast bar opening up to a spacious great room with a large dining table to suite a large group. The TV viewing area has a cozy feel and yet open to the great room and lanais. The building had the flat roof replaced along with much of the soffits and all rain gutters were replaced to meet new standards. Offered turnkey furnished with top of the line Tommy Bahama furniture,Kohler fixtures ,original art makes this condo one of a kind. Location ! Location ! Just a quck walk across Pelican Bay Blvd from the Pelican Bay Market 36 beach tram station. A short walk to Club Pelican Bay and the Clubbuilding had the flat roof replaced along with much of the soffits and all rain gutters were replaced to meet new standards. Pelican Bay golf course. Pelican Bay residents enjoy 18 tennis courts, 20 pickleball courts, a community center offering exercise classes, private fitness trainers Pelican Just minutes to Whole Foods, Trader Joes, Mercato, two movie theaters and shopping. Owners and guests enjoy complimentary kayaks, sea kayaks, canoes and paddle boards all part of the Pelican Bay package. Pelican Bay has its own Publix, Ace Hardware, CVS, charming restaurants and shops. Topping off these amenities are two private beach clubs offering two casual dining restaurants, beach attendants and morning exercise classes . World class entertainment awaits you at Artis-Naples, At Waterside Shops you will find fun dining and shopping at Saks Firth Ave, Apple Store, Tiffany, Hermes, and coming to Waterside Shops a new Restoration Hardware concept. See the video to get the full effect of the units unqiue qualities. SEE REMARKS

6820 PELICAN BAY BLVD Unit 133, Naples
$3,750,000
3 Beds ⋅ 3 Baths ⋅ 226021645 MLS
RARE Vanderbilt Beach waterfront opportunity just steps from the Gulf. Located in the highly desirable Conners community, this Canal-Front property offers the perfect combination of beach access, boating, and long-term INVESTMENT potential. Situated approximately one-half block from Vanderbilt Beach, this 3-bedroom, 3-bath residence features a bright, open floor plan, updated finishes, a new roof, and a one-car garage. Expansive sliding glass doors create seamless indoor-outdoor living, while the private dock offers direct Gulf access for boating enthusiasts. The split-bedroom layout provides privacy and flexibility for owners and guests alike. Whether enjoyed as a personal waterfront retreat, seasonal residence, or income-producing rental, the property offers immediate use in one of Naples' most sought-after beaches and boating neighborhoods. With strong redevelopment activity throughout Conners and growing demand for elevated waterfront homes, this property also presents a compelling opportunity to secure a premier location while planning a future custom estate. Ideally positioned near Vanderbilt Beach, Mercato, The Ritz-Carlton Naples, LaPlaya Beach & Golf Resort, and Paraiso, the area's newest luxury beach club development, this is a rare opportunity to own a piece of one of Naples' most coveted coastal communities. The boat dock is being sold in its current condition.

151 BAYVIEW AVE, Naples
$1,255,000
2 Beds ⋅ 2 Baths ⋅ 226024366 MLS ⋅ Watermark BLDG.
Welcome to your private waterfront retreat in the prestigious Watermark at Vanderbilt Beach, where sophisticated coastal living meets effortless luxury. Perfectly positioned on the fourth floor, this impeccably renovated residence offers breathtaking panoramic views of Vanderbilt Bay while providing deeded access to the pristine white sands of Vanderbilt Beach just moments away. High and dry through Southwest Florida’s recent major storms, Watermark offers exceptional peace of mind while preserving the unmatched waterfront lifestyle buyers seek. Thoughtfully redesigned with timeless elegance, the open-concept floor plan is filled with natural light and showcases premium finishes throughout. The gourmet kitchen is a true centerpiece, featuring quartz countertops, custom cabinetry, stainless steel appliances, and seamless flow into the spacious living and dining areas—ideal for both intimate gatherings and entertaining. The screen-enclosed lanai extends the living space, creating the perfect setting to enjoy tranquil sunrises, sparkling bay views, and the gentle coastal breeze year-round. The luxurious owner’s suite offers a peaceful waterfront sanctuary complete with a beautifully updated spa-inspired bath and generous closet space. A split-bedroom layout provides exceptional privacy for family and guests. Residents of Watermark enjoy secured under-building parking, a bayside resort-style pool and spa, pickleball and tennis courts, barbecue and picnic areas, private beach access, and beautifully maintained grounds. Ideally located just minutes from The Ritz-Carlton, LaPlaya Beach & Golf Resort, Mercato’s premier shopping and dining, fine restaurants, and world-class entertainment, this exceptional residence delivers the very best of the Naples waterfront lifestyle. Whether you’re seeking a full-time residence, seasonal escape, or luxury investment opportunity, this move-in-ready home offers an unmatched combination of location, elegance, resilience, and coastal sophistication.

9380 Gulf Shore DR Unit 402, Naples
$399,900
2 Beds ⋅ 2.5 Baths ⋅ 226023938 MLS
Perfect location just a short walk to Vanderbilt Beach! This spacious 2-bed townhouse in Pelican Ridge is drenched in natural light! The property is a traditional 2-story townhome with a large great room and dining area and a bonus office space on the main level. This unit has a one-car garage perfect for storing an auto plus beach chairs, golf clubs or whatever you need for a resort lifestyle. The bedrooms are oversized with plenty of space for guests. Pelican Ridge is just a block away from the upscale shopping and dining of Mercato, and Whole Foods is just around the corner! The generous lease policy (12 leases per year with 30 day minimum) makes this attractive for an investor as well. The low fees cover all exterior maintenance as well as the community pool.

870 Meadowland DR Unit F, Naples
$545,000
2 Beds ⋅ 2 Baths ⋅ 226023959 MLS ⋅ Serendipity BLDG.
Lovely garden style,, first floor condo in Pelican Bay. With many updates ensures a carefree, luxurious lifestyle. Great views and world class amenities included, such as: private beaches, two private beach clubs/restaurants, community/exercise center, tennis/pickleball program, beach trams, extensive walking/bicycle paths, and close to Artis-Naples, Baker Museum and Waterside Shops. This condo

627 Serendipity DR Unit 627, Naples
$2,995,000
2 Beds ⋅ 3 Baths ⋅ 226023104 MLS ⋅ Marbella At Pelican Bay BLDG.
Experience luxury resort-style living in this spacious 2-bedroom plus den, 3-bath residence boasting 2,555 square feet of living area in the heart of Pelican Bay. Located on the second floor of a prestigious high-rise, this elegant home features both eastern and western exposure with private balconies to enjoy beautiful sunrise and sunset views. Designed for comfort and convenience, residents enjoy concierge services, 24-hour staffed front desk, fitness center, full-service spa, beauty salon, four dining rooms, room service, and more. An attached assisted living facility offers additional peace of mind and future flexibility if care services are ever desired. A private tram provides easy access to Pelican Bay's renowned beachfront amenities. Offering the ultimate lock-and-leave lifestyle, this exceptional residence combines luxury, convenience, and a vibrant social atmosphere in one of Naples' most sought-after communities.

7425 Pelican Bay BLVD Unit 206, Naples
$947,000
2 Beds ⋅ 2 Baths ⋅ 226023674 MLS ⋅ The Strada BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. This beautifully appointed end-unit residence at the sought-after Strada at Mercato comes with a multi-year tenant in place through March 2027, making it a true turnkey investment with zero setup required. But this one has a second chapter too. Whether you’re a savvy investor looking for immediate cash flow, a future seasonal resident planning ahead, or both — this is the kind of opportunity that rarely comes together so cleanly. Not all two-bedrooms at Strada are created equal. This sought-after end-unit floor plan offers something the standard residences simply can’t — expanded interior square footage and an oversized balcony that truly lives like an outdoor room. At approximately 1,548 square feet, the additional space is felt the moment you step inside, and the larger balcony becomes your personal perch above it all — equally suited for morning coffee, evening cocktails, or simply soaking in the energy of the Mercato below. Wood flooring carries through the main living areas, with carpeted bedrooms, and the open-concept layout is flooded with natural light from the additional windows only an end unit can offer. It’s the kind of space that feels like home the moment you walk in — which makes it equally easy to lease and equally hard to leave. The kitchen is styled for both function and impression: gas stove, upgraded granite countertops, elegant cabinetry with tiled backsplash and under-cabinet lighting, a breakfast bar that’s perfect for a quiet morning before a beach day. The living and dining area flows effortlessly from the kitchen, with updated lighting throughout. A dedicated laundry area with washer, dryer, and built-in storage keeps everything tidy. Both oversized bedrooms feature ensuite baths — one with a soaking tub and walk-in shower, the other with a walk-in shower — plus generous storage throughout. Step outside and the lifestyle sells itself. You’re steps from the Ritz-Carlton Beach Resort, Whole Foods, boutique shopping, upscale dining, a movie theater, Pilates and cycling studios, and day spas — with Downtown Naples just 15 minutes away. Spend your mornings at the rooftop lap pool, your afternoons shopping Mercato, and your evenings at one of the neighborhood’s celebrated restaurants. And when you do bring the whole family — yes, four-legged members welcome — the community’s dedicated dog run means nobody gets left out. When the lease concludes in March 2027, simply step into the life you’ve been building toward — or lease again and let the income continue. The amenity package is resort-caliber: gated entry with 24/7 security and video monitoring, a rooftop 52-foot lap pool, spa, two outdoor grills, fire pit, fitness center, and a clubhouse with full kitchen. Two assigned garage parking stalls and a climate-controlled storage unit round out the package. Collect rent while you wait. Then make it yours. Furniture is negotiable. Sold As Is.

9123 Strada PL Unit 7201, 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.