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Homes for Sale with a Pool in 34102, Naples, FL

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Welcome to your dedicated resource for homes for sale with a pool in 34102, 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 34102, 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 34102, Naples, FL

$3,000,000
2 Beds ⋅ 3 Baths ⋅ 226023942 MLS
EXCEPTIONAL OPPORTUNITY, RARE FIND IN "COQUINA SANDS" SPACICIOUS 1/2 ACRE LOT ON CRAYTON ROAD! Walk to the beach from your spacious Coquina Sands half-acre luxury home lot! The home and property are being sold 'as-is' for land value and location only. The property fronts prestigious tree-lined Crayton Road and is within EASY WALKING DISTANCE TO NAPLES FAMOUS WHITE SAND BEACHES AND THE NEW FOUR SEASONS BEACHFRONT RESORT. This hard-to-find "OVERSIZED" lot is ideal for luxury home builder, investor, or buyer looking to create a custom dream home. PROPERTY HAS IT'S OWN WELL FOR IRRIGATION AND HAS A HIGHER PROPERTY ELEVATION THEN THE AREA IN GENERAL, SO A LOT LESS FILL REQUIRMENT! Imagine building your dream home just steps from the beach as well as close proximity DOWNTOWN 5TH and all of the best of OLD NAPLES offering upscale shopping, fine dining, and cultural venues. Few opportunities like this remain in Coquina Sands. This property is for the most discerning buyers and presents a rare chance to design and build in one of Naples' most desirable neighborhoods.

1608 Crayton RD, Naples
$8,295,000
5 Beds ⋅ 6.5 Baths ⋅ 226023534 MLS
Set in the heart of the Moorings, this exceptional new construction residence masterfully blends coastal transitional design with timeless sophistication. Spanning 5,405 square feet across two levels of thoughtfully curated living space, the home offers five bedrooms plus a den and is perfectly positioned to capture coveted western exposure, bathing the interiors in warm afternoon light and delivering spectacular sunset skies over the resort-inspired outdoor oasis. Inside, the soaring two-story great room creates a stunning first impression, with dramatic ceiling heights and expansive glass inviting the outdoors in. Entertain effortlessly on the covered lanai, where a beautifully crafted two-sided fireplace featuring distinctive tabby detailing serves as a sophisticated gathering space for relaxing evenings or hosting guests. The luxurious primary suite is a serene retreat, flooded with natural light and designed with comfort and elegance in mind. The spa-inspired bath boasts dual vanities, a dedicated makeup vanity, a modern freestanding soaking tub, and an oversized walk-in shower accented by a dramatic floor-to-ceiling tiled feature wall. With impeccable craftsmanship, sophisticated finishes, and a backyard reminiscent of a private resort, this extraordinary residence embodies the very best of Naples luxury living. Moorings residents also have the option to join the Moorings beach association for private beach parking.

1985 Crayton RD, Naples
$399,900
2 Beds ⋅ 2 Baths ⋅ 226023946 MLS ⋅ Chesapeake Landings BLDG.
Beautiful Waterfront condo completely remodeled and ideally situated on the Bay, offering Gulf access with no bridges. This stunning 2/2-unit features high-end appliances, an in-unit washer and dryer, hurricane impact windows and doors, and breathtaking water views. Located just 5 minutes from downtown 5th Avenue, you'll enjoy world-class dining, shopping, entertainment, and Naples white sand beaches. An exceptional opportunity to experience the ultimate Southwest Florida waterfront lifestyle.

1537 Chesapeake AVE Unit A-4, Naples
$619,000
2 Beds ⋅ 2 Baths ⋅ 226023557 MLS ⋅ Port Au Villa BLDG.
Boat slip available for purchase from seller. Bright, airy, and filled with natural light, this Naples beach retreat offers the perfect blend of coastal charm and convenience. Stroll across the street to the private Moorings Beach Club, or relax at the community's waterfront pool overlooking Hurricane Harbor, where boats glide by and marine life is often on display. Welcome to Port Au Villa, where the relaxed elegance of Naples beach living is just steps from your door. This impeccably remodeled residence captures the essence of coastal living, featuring thoughtful updates and a light, inviting interior. Enjoy effortless access to the beach, the highly anticipated Four Seasons Resort Naples Beach Club, and Naples' renowned dining, shopping, and entertainment destinations. The intimate waterfront community is ideal as a full-time residence, seasonal retreat, or investment property, with favorable rental policies providing exceptional flexibility. Whether you're seeking tranquil days by the water, breathtaking sunsets, or the vibrant Naples lifestyle, Port Au Villa offers a rare opportunity to own in one of Naples' most desirable coastal locations.

2100 Gulf Shore BLVD N Unit 111, Naples
$735,000
1 Beds ⋅ 1.5 Baths ⋅ 226023234 MLS ⋅ Beacon House BLDG.
Discover the essence of waterfront living in this exceptional beach house-inspired retreat, where relaxed coastal elegance meets the breathtaking Naples scenery. This beautifully positioned 1-bedroom plus den, 1.5 bath residence is wrapped in natural light. Thoughtfully renovated to maximize both style and function, this residence features a custom-designed den with a built-in Murphy bed—creating a versatile space and a floor plan unlike any other in the building. Shiplap accent walls, wood plank tile flooring, a fireplace and coastal furnishing complete the comfortable interiors. Designed for effortless indoor-outdoor living, the residence opens to an expansive 35-foot screened lanai with a rare adjoining open-air sun deck. Available only with second-floor residences, this private outdoor sanctuary adds over 400 square feet of additional living space—creating the perfect setting for morning coffee, entertaining guests, or enjoying Naples’ year-round coastal climate. The Beacon House complex delivers a true resort-style lifestyle with beautifully maintained grounds, a waterfront pool, bayside grilling and dining areas, and thoughtfully updated amenities. The recently renovated first-floor spaces feature inviting gathering areas, refined social rooms, stylish lobbies, and two guest suites for added convenience and overflow visitors. Beachgoers will relish in just a short walk to Moorings Private Beach, where membership is available. Boating enthusiasts will appreciate the income producing marina, offering owners priority access to slips up to 40 feet and a prime location with direct, bridge-free Gulf access through Doctor’s Pass. Residents also enjoy a kayak and paddle board launch, covered deeded parking and private storage rounding out an unmatched waterfront lifestyle in one of Naples’ most coveted locations.

2170 Gulf Shore BLVD N Unit 24W, Naples
$679,000
2 Beds ⋅ 2 Baths ⋅ 226023043 MLS ⋅ Eleven Hundred Club BLDG.
Experience the best of Naples living in this charming condominium ideally located across the street from the Gulf and moments from the new Four Seasons Resort at Naples Beach Club. Beautifully maintained and move-in ready, this two bedroom, two bathroom residence has been completely redone and includes new kitchen appliances, flooring, and bathrooms, along with a spacious living area and private screened lanai. A new AC system was installed in 2023. The Eleven Hundred Club offers an exceptional location near Fifth Avenue South and Third Street South, with community amenities including a heated pool, grilling area, bike storage, private storage, and shared laundry facilities.

1100 Gulf Shore BLVD N Unit 312, Naples
$667,758
2 Beds ⋅ 2 Baths ⋅ 226023572 MLS ⋅ Bayfront BLDG.
Step Into Elevated Coastal Living — and a Proven Income Opportunity Step into elevated coastal living at Bayfront — one of Naples' most coveted communities, just minutes from Fifth Avenue South. This beautifully appointed 2-bedroom, 2-bath residence spans 1,223 square feet of thoughtfully designed living space, offered turnkey furnished and ready for immediate enjoyment. The split floor plan places each bedroom on its own wing, giving owners and guests true privacy — each suite features generous closet space and a private en-suite bath. The open living and dining area flows effortlessly to an expansive screened balcony, where Italian-inspired courtyard views set a quietly elegant backdrop for morning coffee or evening wine. The kitchen has been updated with stainless steel appliances and a breakfast bar, ideal for easy entertaining. Fresh paint and curated furnishings give the home a crisp, move-in-ready feel rarely found at this price point in the building. Bayfront's amenities rival a resort: two pools, two spas, a fitness center, tennis and pickleball courts, on-site dining, a waterfront Cabana bar, and an adventure outpost offering boat rentals — all within a gated, beautifully landscaped community. An assigned covered parking space with EV charging access adds everyday convenience. Minutes from Baker Park, the Naples Design District, Third Street South, and the white sand beaches of the Gulf. For the investor: Unit 2405 has a documented seasonal rental history with verified peak-season demand — and with up to 12 rentals per year permitted at a 30-day minimum, this turnkey residence is purpose-built to perform. One of the few downtown Naples addresses where lifestyle and investment return work in the same direction. Rental pro-forma available upon request. 2 Bed | 2 Bath | 1,223 Sq Ft | Turnkey Furnished | Split Floor Plan | Updated Kitchen | Screened Balcony | EV Charging | Resort Amenities | Steps to 5th Ave | Up to 12 Rentals Per Year | Rental Pro-Forma Available

410 Bayfront PL Unit 2405, Naples
$614,796
2 Beds ⋅ 2 Baths ⋅ 226022580 MLS ⋅ Bayfront BLDG.
Where Downtown Naples Comes to Life — Right Outside Your Door There are addresses in Naples, and then there are experiences. Unit 2308 at 410 Bayfront Place is the latter. Freshly painted throughout, this beautifully refreshed 2-bedroom, 2-bath corner residence offers 1,126 sq ft of light-filled, open-concept living — fewer shared walls, more natural light, and a calm rarely found this close to the action. Step onto your private balcony as the Naples morning wraps around you — marina life below, salt air drifting in, sailboat rigging in the distance. By evening, the same balcony delivers the gold-and-coral sunsets Naples is famous for worldwide. Inside, an open floor plan flows from a well-appointed kitchen into generous living and dining spaces. The primary suite offers a walk-in closet and en-suite bath. The guest bedroom is equally inviting — for family or the strong seasonal income Bayfront consistently commands. Bayfront itself is arguably the most amenity-rich address in Naples: two resort pools, two spas, fitness center, tennis, pickleball, waterfront marina, cabana bar, boat rentals, and on-site dining. Walk minutes to Fifth Avenue South, the beach, and Tin City. For the investor: Bayfront's proven seasonal rental market — with documented peak-season demand and consistent off-season occupancy — makes Unit 2308 a compelling income-producing asset. With up to 12 rentals per year permitted at a 30-day minimum, this is one of the few downtown Naples addresses where lifestyle and investment return work in the same direction. Rental pro-forma available upon request. 2 Bed | 2 Bath | 1,126± Sq Ft | Corner Unit | Freshly Painted | Resort Amenities | Marina Access | Steps to 5th Ave | Up to 12 Rentals Per Year | Rental Pro-Forma Available

410 Bayfront PL Unit 2308, Naples
$4,200,000
4 Beds ⋅ 3.5 Baths ⋅ 226020756 MLS ⋅ Colonial Club BLDG.
Where Two Penthouses Become One Beachfront Estate in the Sky. At the top of the exclusive Colonial Club in Coquina Sands, two penthouse residences have been united to create an extraordinary Gulf-front estate spanning 3,518 square feet. Set within one of Naples’ most intimate beachfront buildings, with sweeping views of the Gulf and a setting that is nearly impossible to replicate. The seamless combination of two penthouses—601 and 602—delivers approximately 3,500+ square feet of refined beachfront living, blending the scale of a private residence with the ease and security of condominium ownership. Residence 601 offers approximately 1,760 square feet under air plus a covered balcony, distinguished by its coveted end-unit position and additional windows that fill the home with natural light. Designed with timeless modern wood cabinetry and a neutral palette, this residence includes three bedrooms and two bathrooms with walk-in showers and understated finishes, creating a calm and inviting environment suited for both everyday living and entertaining. Residence 602 presents a beautifully reimagined residence with approximately 1,758 square feet of thoughtfully designed living space. The home features top-of-the-line appliances, quartz countertops, all-white custom cabinetry, and elegant designer lighting throughout. Spa-inspired bathrooms evoke the look of a Carrara marble finish, while the layout includes a spacious primary suite and a flexible office that may serve as an additional bedroom. Together, a rare dual-penthouse configuration that lives like a single-family beachfront home in the sky. The combined layout includes four bedrooms plus a den, two expansive living areas, multiple dining spaces, and two glass-enclosed lanais that frame sweeping Gulf views and unforgettable sunsets from multiple vantage points. Set within the intimate Colonial Club, a boutique Gulf-front building of only 18 residences, owners enjoy a quiet, private atmosphere enhanced by full-time on-site management and a community of seasonal residents who value discretion and relaxed beachfront living. Ideally located near Lowdermilk Beach, Fifth Avenue South, Third Street South, Miracle Mile, and the newly opened Naples Beach Club at the Four Seasons, the residence is also positioned within Naples’ emerging luxury corridor, where new landmark developments continue to elevate the coastal lifestyle experience.

1275 GULF SHORE BLVD N Unit 601 & 602, Naples
$8,500,000
4 Beds ⋅ 5.5 Baths ⋅ 226022269 MLS
Welcome to exceptional waterfront living in Royal Harbor. Designed for serious boaters, this custom residence is positioned on a desirable deep-water canal with direct access to Naples Bay and the Gulf—no bridges. The property accommodates a yacht up to approximately 80 feet, offering an outstanding opportunity for large-vessel owners seeking convenience, luxury and proximity to open water. The home offers approximately 3,653 square feet under air with four spacious en-suite bedrooms, including a first-floor primary suite, a private office/den and multiple indoor and outdoor gathering spaces. Expansive glass doors and windows fill the residence with natural light while showcasing beautiful long-water views. Architectural details include elegant courtyards, fountains and intricate ironwork. The covered lanai, resort-style pool and spa create an inviting setting for waterfront entertaining. A one-car garage with a vehicle lift provides two-car storage capacity. Located minutes from Fifth Avenue South, Third Street South, fine dining, shopping and Naples’ white-sand beaches, 2535 Tarpon Road offers the ultimate combination of luxury living and serious boating access in one of Naples’ most coveted waterfront communities.

2535 Tarpon RD, Naples
$3,695,000
5 Beds ⋅ 5.5 Baths ⋅ 226023145 MLS
Beautifully reimagined in 2022, this coastal-inspired Royal Harbor residence combines timeless architecture, coveted southern exposure, and quick deep-water Gulf access. Designed to maximize natural light and year-round sunshine, the home offers a bright, open floor plan with 5 bedrooms, 5 full and 1 half baths, along with an abundance of flexible living and entertaining spaces. Extensive renovations include a new chef’s kitchen, designer baths, flooring, appliances, seawall, dock, and more. The heated pool and expansive outdoor living areas create a true waterfront retreat, while balconies throughout the home provide additional spaces to relax and enjoy the coastal setting. Ideally located just minutes from Old Naples, Tin City, Third Street South, and Naples’ world-renowned white-sand beaches, this exceptional property offers the perfect blend of luxury, comfort, and boating lifestyle.

1500 Pelican AVE, Naples
$625,100
2 Beds ⋅ 2 Baths ⋅ 226022840 MLS ⋅ Beaumer BLDG.
Waterfront Living at Its Finest! This beautifully renovated, turnkey-furnished 2-bedroom plus DEN, 2-bath ,one of the largest model residence offers breathtaking Gordon River and marina views in the heart of downtown Naples. Featuring brand-new impact-resistant windows and doors, designer-updated bathrooms, luxury vinyl flooring, plantation shutters, and a stylish kitchen with quartz countertops, stainless steel appliances, and ample cabinetry. This move-in-ready home offers the perfect combination of comfort, style, and peace of mind. Enjoy an unbeatable location just moments from 5th Avenue South, Bayfront, Tin City, world-class dining, shopping, and Gulf beaches. With the assessment paid and a flexible rental policy allowing up to 12 rentals per year, this exceptional property is ideal as a full-time residence, seasonal retreat, or income-producing investment, friendly rental

803 River Point DR Unit 107B, 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.