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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

$749,999
2 Beds ⋅ 2 Baths ⋅ 225073608 MLS ⋅ Calais BLDG.
Welcome to Your Dream Home in the Heart of Pelican Bay Step into timeless elegance and effortless Florida living with this beautifully updated two-bedroom, two-bath residence in the highly sought-after Calais community of Pelican Bay. From the moment you enter, you're embraced by an abundance of natural light, illuminating a thoughtfully designed floor plan that perfectly balances gracious entertaining with comfortable everyday living.The spacious, sun-drenched living area flows seamlessly through the home, creating a warm and inviting atmosphere—ideal for hosting guests or simply unwinding in peace. Every detail has been carefully curated with living room and kitchen having been recently painted with a nuetral pallet to offer both refined style and everyday comfort.Just a short stroll away, you’ll find the Pelican Bay Tram, the Calais pool and hot tub, and the beautifully updated community clubhouse, putting world-class amenities right at your fingertips. As a resident of Pelican Bay, you'll also enjoy exclusive access to private beaches, picturesque walking and biking trails, and a vibrant calendar of community events, all designed to elevate your coastal lifestyle. Easy to show—and even easier to fall in love with—this is more than a home. It’s a lifestyle, redefined.

7048 Pelican Bay BLVD Unit C104, Naples
$949,000
3 Beds ⋅ 2 Baths ⋅ 225072646 MLS
Welcome to this thoughtfully updated home in the sought after 500 block with southern exposure! Just a bike ride to Vanderbilt Beach and a plethora of casual and fine dining at your fingertips. Spacious home offers 1,645 square feet of living space providing both convenience and flexibility. Inside, you’ll find an open, bright layout highlighted by new impact windows and slider, modern light fixtures, stylish plank flooring throughout, and freshly painted interior and exterior. The spacious kitchen has been remodeled with quartz countertops, white cabinetry, stainless steel appliances, and is completely equipped. New A/C 2025. Outside, the fenced yard is ideal for privacy, entertaining, and fruit trees. Room for pool. The property’s location offers an unbeatable lifestyle: close proximity to upscale shopping and dining at Mercato and the Ritz, yet tucked in a quiet street in Naples Park. Additional features include updated electric wiring, new water heater, new front and side doors, and new window treatments. Every detail has been considered to make this home both comfortable and low maintenance. Flood Zone X.

532 99th AVE N, Naples
$999,000
3 Beds ⋅ 3 Baths ⋅ 225068081 MLS ⋅ Grosvenor BLDG.
Step into a rare opportunity at the Grosvenor in Pelican Bay, where elegance and space unite. This three-bedroom, three-bath residence offers 2,583 square feet of living space and 3,171 total square feet, making it one of the few true three-bedroom homes available in this iconic high-rise. The generous floorplan is ready for your personal touches, giving you the perfect canvas to create a coastal retreat designed exactly to your style. Adding to its uniqueness, this property includes two private storage units conveniently located just outside the front door, a thoughtful detail that simplifies everyday living and enhances the comfort of high-rise ownership. The Grosvenor is ideally positioned in the south-central portion of Pelican Bay, offering direct access to the Pelican Bay Beach Tram and proximity to all the best that the community has to offer. This 18-story tower is known for its impressive amenities including a resort-style pool, whirlpool spa, fitness center, media room, billiard room, library, card room, barbecue area, and elegant social spaces. For visiting family and friends, the Grosvenor also offers the convenience of three rentable guest suites. All of this is enhanced by the reassurance of 24-hour security. Beyond the Grosvenor, life in Pelican Bay is unmatched. Residents enjoy access to private beachfront dining, world-class tennis, state-of-the-art fitness, wellness programs, and miles of scenic nature trails...all in a setting that is widely regarded as having the finest amenities in Collier County. Pelican Bay’s location further elevates its appeal, just moments from the luxury shopping and dining of the Waterside Shops and the world-class performances at Artis–Naples. This residence is more than just a home, it is a rare chance to create a customized retreat in one of Naples’ most coveted communities. With its spacious layout, unique features, and access to the very best of Pelican Bay, this true three-bedroom, three-bath home in the Grosvenor is an opportunity not to be missed.

6001 Pelican Bay BLVD Unit 202, Naples
$1,550,000
225072882 MLS
PRICE REDUCED! Two oversized and adjacent lots being offered together., or.....pick your favorite of the two lots and make an offer. The property has an older home that was used as a day care/pre-school facility for over 30 years. Offering a combined total of .46 acres (.26 ac. & .2 ac., respectively), the two lots are fenced and have an attractive brick paver parking area along the street. 108th Avenue does not connect directly with Hwy 41, making it a quiet residential area. And with very close beach access & unlimited leasing potential, this unique offering has a great location with a variety of potential uses and developmental possibilities.

727 & 731 108th AVE N, Naples
$5,400,000
4 Beds ⋅ 4 Baths ⋅ 225072095 MLS
A Rare Investment Opportunity in one of Naples’ Most Sought After Waterfront Communities. Where the beauty of Vanderbilt Bay meets boundless possibility, discover a property unlike any other in Conners. Spanning over .58 acres on a rare corner tip lot with more than 300 feet of pristine bay frontage, this extraordinary offering presents the chance to create something truly remarkable. Here, western exposure sunsets melt into the water, boats drift by in the golden light, and every view feels like a postcard. But beyond its beauty lies extraordinary investment potential—the opportunity to design a grand 11,000+ sq/ft waterfront estate, divide the parcel for dual residences, or reimagine the current home while planning your next masterpiece. A new seawall and dock (2019), along with a rare covered boathouse and sun deck, ensure this property is ready to enjoy today while holding immense value for tomorrow. Just two miles to the Gulf of Mexico via Wiggins Pass, the location offers seamless access for boaters and unbeatable proximity to Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples’ finest dining and shopping. For the visionary investor or homeowner who understands that opportunity and beauty seldom converge—this is your moment. Endless views. Endless potential. Endless Naples waterfront lifestyle.

371 Bayside AVE, Naples
$1,750,000
3 Beds ⋅ 3.5 Baths ⋅ 225072802 MLS ⋅ Manatee BLDG.
Lowest priced 3+den in Vanderbilt Beach! This second floor unit offers the best of both worlds with both Gulf of America and expansive Bay views. Here's the arrangement: The grand living area and spacious primary bedroom capture glorious Bay views overlooking three intersecting canals, offering access to the east lanai. Other features include an enviable walk-in closet, a stylish remodeled bath with two vanities, and a spacious shower. If you can imagine, there's even a waterview from the shower! Lucky guests will enjoy one of two full en-suite bedrooms featuring remodeled baths and access to the west-facing Gulf side lanai, where they can catch the incredible colors of spectacular sunsets in the afternoon and enjoy peek-a-boo views of the Gulf. Centrally located, you'll find a remodeled open kitchen with a roomy breakfast bar to feed hungry guests. Prefer a formal affair? Upgrade your venue to a formal dining area, large enough to comfortably seat eight or more guests. A private den is tucked discreetly down the hallway from the primary bedroom, so taking care of business can still maintain a sense of privacy. Let's not forget this smart kitchen, featuring upgraded stainless-steel appliances, new flooring, stylish countertops, and ample space to store the latest gadgets. One guest space postioned conveniently next to the elevator is a nice perk! Other notable features include plantation shutters and electric storm shutters for peace of mind. Community amenities include a sparkling pool, two tiki huts, under-building parking, and extra storage for beach gear—creating a true waterfront paradise. With public beach access just across the street, LaPlaya steps away, and the Ritz-Carlton and Mercato nearby, this home blends luxury and convenience for the ultimate Naples lifestyle.

9566 Gulf Shore DR Unit 102, Naples
$1,499,999
4 Beds ⋅ 3 Baths ⋅ 225072786 MLS
Triplex in Naples Park on a double lot (.35 acres), with a brand new, large, salt water pool and hot tub inside a fenced in backyard. All 3 kitchens and bathrooms have been remodeled, all appliances and AC's have been replaced within the past 3 years, roof was replaced in 2018, impact resistant windows and not in a flood zone. Two of the units have brought excellent rental income through Airbnb for the past 3 years and I recently got the third unit ready to rent upon my plans to sell the house. Please read remarks for more info on the finances. This home is located exactly in the middle of Naples Park, only 20 minutes walk to the beach and close to shopping, restaurants and entertainment.

10095 7th ST N Unit 1, 2, 3, Naples
$1,159,000
3 Beds ⋅ 2 Baths ⋅ 225072240 MLS ⋅ St Maarten BLDG.
This rare 3-bedroom gem in St. Maarten at Pelican Bay just got even more irresistible! The Seller slashed the price based on a recent appraisal—giving you incredible value in a high-demand highrise. Perched on the 2nd floor with glimpses of the Gulf over lush treetops, this spacious condo offers endless potential. The classic 1989 interior is ready for your modern vision—think reno from floors to ceilings to create your dream coastal retreat! Discover the epitome of the idyllic Pelican Bay lifestyle at St. Maarten in Naples, Florida. Recently upgraded with new hurricane-resistant windows and sliders, this unit invites you to unwind on the expansive private balcony, where sparkling water vistas and vibrant Naples sunsets create a serene backdrop. Overlooking the amenity center pool, tranquil ponds, and lush mangrove trees, this condo offers an exciting opportunity to customize the interiors to your personal taste, transforming it into your dream coastal retreat. Ideally situated on a premier stretch of Pelican Bay Boulevard, St. Maarten provides exclusive resident amenities, including a refreshing pool, soothing hot tub, modern fitness center with new equipment, engaging game room, cozy library, and easy access just steps from 3 miles of pristine private beach. As part of the renowned Pelican Bay community, residents enjoy unparalleled privileges such as two private beach clubs with gourmet restaurants, scenic walking and biking paths, a state-of-the-art tennis center, pickleball courts, and so much more. Come experience why so many adore calling Pelican Bay home!

6101 Pelican Bay BLVD Unit 201, Naples
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 225067269 MLS ⋅ Regatta BLDG.
Directly across the Naples Ritz Carlton Beach resort! Ready to move in to warm, sunny Naples with min 250 days of sunshine and ranked as one of the happiest and healthiest communities. How many people are fortunate enough to be able to walk out their door and have the white-sand beaches and glorious sunsets just steps away and a plethora of upscale restaurants, shops and nightlife nearby? Don’t wait another year to make this turnkey furnished unit your perfect beach retreat. It is also a highly sought-after property for premium rentals. With one of the most flexible rental policies, you already have revenue secured for this year. Resident’s pets are welcome with no size restrictions. Regatta offers a care-free lifestyle with a resort pool with a waterfall and jacuzzi, a lap pool, exercise room, poolside grills and gated entry. The well-maintained building is surrounded by lush, tropical landscaping, secure building entry and convenient parking under the building. Start enjoying a healthy lifestyle today. Brand new counter opens kitchen to the living room and dining area. The primary bedroom is set away from the 2 guest suites. The primary bath was recently renovated. The resort style pools (one located on the water in front of building 400, 2 spas, clubhouse with fitness facility, BBQ area, fishing pier 55 slip marina and only a short 4 min walk to Vanderbilt Beach. Rental restrictions allow 7 day min rentals 52 times a year . Must see to appreciate all that this property has to offer. Close to the Ritz Carlton, Turtle Club, and LaPlaya. All within a 3 mile radius are movie theaters, upscale shopping and dining at Mercato, Pelican Bay Marketplace, or Pavilion Shops. Pickleball is coming soon to the public Pelican Bay Park just across the street!

470 Launch CIR Unit V303, Naples
$11,995,000
5 Beds ⋅ 6.5 Baths ⋅ 225066221 MLS
Poised as a singular architectural statement within Pine Ridge, 208 Hickory Road transcends the expected, offering a level of design, scale, and presence that is rarely achieved and not easily replicated. Encompassing over seven thousand two hundred square feet under air, this newly completed estate is not simply a residence, but a carefully orchestrated living experience where every detail has been considered with intention. From the moment of arrival, the home reveals a quiet confidence—clean lines, voluminous spaces, and a seamless interplay of light and texture. The open-concept layout unfolds with purpose, creating an effortless flow between formal and casual living. Six bedrooms, a private office, and a fully equipped gym are integrated with a sense of balance, ensuring the home lives as beautifully as it presents. At its core, the kitchen is both sculptural and highly functional, anchored by bespoke cabinetry, premium appliances, and a design that invites gathering without compromise. Surrounding spaces are layered with refined materials, custom millwork, and thoughtfully selected lighting, creating an atmosphere that feels both modern and enduring rather than trend-driven. Walls of glass dissolve the boundary between indoors and out, revealing a resort-caliber outdoor setting designed for both scale and serenity. The pool and surrounding terraces are framed by lush landscaping, offering privacy while still embracing the openness that defines Pine Ridge living. Set on a prime homesite just minutes from Naples’ most coveted destinations, this property delivers a rare combination of location, craftsmanship, and architectural clarity. For those seeking something truly distinct—where design, livability, and presence converge—208 Hickory Road stands apart in a way that is immediately felt and not easily forgotten.

208 Hickory RD, Naples
$1,900,000
4 Beds ⋅ 3.5 Baths ⋅ 225058680 MLS
STUNNING NEW CONSTRUCTION "BEACH BUNGALOW" WITH OVER ($350,000) IN BUILDER/OWNER UPGRADES & DESIGNER FINISHES)! FURNISHED & TURN KEY: 4 bedroom, (WITH 2 MASTER BEDROOMS) 3.5 bath, 2 car garage, pool-spa home located in the highly sought-after area of the 600 BLOCK, Naples Park, and MINUTES TO NAPLES FAMOUS BEACHES. This exquisite property boasts all tile floors for ease of maintenance, an open concept living area, perfect for entertaining guests. "CHEF'S" KITCHEN CUSTOM CABINETRY, LEVEL 5 QUARTZ TOPS, HIGH END STAINLESS STEEL APPLIANCES & BUTLER'S PANTRY. HOME BOASTS LOTS OF GLASS WINDOWS & SLIDERS ( ALL IMPACT WINDOWS & SLIDERS) MAKE THE HOME LIGHT-BRIGHT-SUNNY ALL YEAR ROUND. MASTER BEDROOM HAS 10' CEILINGS, GORGEOUS DUAL MARBLE SINKS, ROMAN SOAKING TUB AND FLOOR-TO-CEILING GLASS WALK-IN SHOWER. All other bedrooms are spacious and have spa-like bathrooms are adorned with beautiful marble countertops, a standalone tub, and sleek fixtures. Additionally, this home features a stylish outdoor paved deck, pool and spa, as well as a SUMMER KITCHEN, creating the perfect outdoor entertainment oasis. The exterior boasts a stylish facade with clean lines and modern balcony. This prime location is in close proximity to WORLD RENOWN BEACHES, MERCATO ENTERTAINMENT COMPLEX, WATERSIDE SHOPS, CHURCHES, HOSPITALS AND ALL A-RATED SCHOOL DISTRICTS. THIS HOME IS A VACATION MONEY GENERATOR WITH OVER $100,000+/- IN VACATION INCOME EVEN WITH CONSIDERABLE OWNER USAGE. PERFECT TWO FAMILY HOME SITUATION. HOME COMES ADDITIONALLY, A ONE YEAR "HOME WARRANTY" FOR TOTAL BUYER COMFORT. THIS IS A "BEST VALUE" NAPLES PARK HOME! Rental history available upon request.

678 95th AVE N, Naples
$5,975,000
4 Beds ⋅ 4.5 Baths ⋅ 225053847 MLS
Experience the pinnacle of coastal luxury in this architecturally modern waterfront pool home featured in Gulfshore Life Magazine. Boasting over 4,000 square feet of sleek, open-concept living space, this exceptional residence is perfectly positioned just minutes from pristine beaches, upscale shopping, and fine dining. Step inside to soaring ceilings, expansive glass doors, and seamless indoor-outdoor flow designed for effortless entertaining. The gourmet chef’s kitchen features top-of-the-line Wolf appliances, flush Neff custom cabinetry, and a waterfall island. Retreat to the expansive primary suite with spa-inspired bath with rain shower, soaking tub and back lit touch lights. Main outdoor living area features outdoor kitchen, dining and see thru fireplace that leads to another space to enjoy conversation, cocktails and sunsets. In total, this home has 6900 square feet of living space of which 4273 is under air offering 4/5 bedrooms (3 ensuite) and 4.5 baths. On the ground level is a private guest suite that leads to a covered lanai, sparkling 55 ft heated salt water pool with spa, sun shelf, and deck. The dock includes a 16,000 lb boat lift and a 10,000 lb jet ski lift. For the car enthusiast, there is a garage for 6 - 7 cars as well as ample storage for your beach and boating equipment. Complementing these amenities is a whole house generator with 1000 gallon propane tank. This home is truly a must see to fully appreciate the uniqueness of its design and the lifestyle it offers.

432 Bayside AVE, 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.