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5 Bedroom Homes for Sale in 34102, Naples, FL

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Welcome to your dedicated resource for 5 bedroom homes for sale 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 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in 34102, Naples, FL

$5,995,000
5 Beds ⋅ 5.5 Baths ⋅ 226020832 MLS
New high-quality construction, nearly completed and ready to enjoy before the holidays. Experience the pinnacle of coastal luxury in this exceptional new waterfront residence, under construction and anticipated for fall 2026 completion, ideally timed to enjoy the holidays and Naples desired winter season in your newly built dream home. Ideally, on a deepwater canal with direct boating access to Naples Bay and the Gulf, this remarkable home offers the ultimate Southwest Florida waterfront lifestyle just moments from Old Naples. This southern exposure estate places you minutes from the boutiques and fine dining of Fifth Avenue and Third Street, charming waterfront restaurants, renowned art galleries and the white sands of the area’s world-famous beaches. The best of Naples is at your doorstep. Built to the newest 10-foot base flood elevation standards, this expertly crafted new construction home blends timeless architecture with sophisticated modern luxury. Designed for elegant entertaining and everyday living, the residence offers 3,482 square feet of refined interior living space with five bedrooms plus a den, 5.5 baths and a tall two-car garage with ability to accommodate lifts for four-car capacity. A custom mahogany door introduces interiors defined by soaring 12-foot ceilings, architectural ceiling details, European wide-plank oak flooring and expansive walls of glass framing tranquil water views. The dramatic great room showcases a stunning cathedral ceiling, custom built-ins and a marble-clad vapor fireplace, creating an atmosphere of effortless elegance. At the heart of the home, the kitchen is designed to impress with an oversized island topped in Taj Mahal quartzite and a full suite of premier appliances, including a 48-inch Wolf dual-fuel range, Sub-Zero refrigerator and freezer, Cove dishwasher, and Sub-Zero wine and beverage coolers. The luxurious primary suite offers water views, dual custom closets and a spa-inspired bath adorned with natural stone finishes, a soaking tub and an oversized multi-head shower. Each guest suite features its beautifully appointed en-suite bath with curated designer finishes. Seamless indoor-outdoor living is achieved through nearly 800 square feet of covered lanai space, complete with a summer kitchen, fireplace and water views. The resort-style outdoor setting also features more than 1,200 square feet of deck space, a heated lap pool and spa, a waterfall, natural stone waterline tile and shell stone pavers, all designed to embrace our year-round indoor-outdoor lifestyle. Modern conveniences include a Lutron automation system, wiring for security and motorized shades, remote-controlled drop-down screens and storm shutters, and a whole-house generator. An extraordinary opportunity to own a new waterfront residence with direct boating access near Old Naples. Optional memberships available at nearby Naples Bay Resort to enjoy a fitness club and tennis.

1566 Curlew AVE, Naples
$6,495,000
5 Beds ⋅ 4.5 Baths ⋅ 226020603 MLS
Ideally situated in the heart of downtown Naples, this completely remastered single-family residence embodies the essence of refined Florida living. Thoughtfully designed with elevated finishes throughout, the home welcomes you through a dramatic two-story foyer highlighted by soaring ceilings, architectural millwork, and a striking staircase that sets the tone for the interiors beyond. The flowing floor plan is both spacious and inviting, centered around a beautifully appointed kitchen featuring an oversized island and seamless connection to the dining and living areas — ideal for both everyday living and effortless entertaining. Pocketing impact glass doors open to the covered lanai with a summer kitchen, extending the living space outdoors to a generous lawn perfectly suited for gatherings, pets, and family enjoyment. The first-floor primary suite offers a private retreat, accompanied by a dedicated office, while guests are comfortably accommodated with their own upstairs living area and three ensuite bedrooms. Just moments from the charm of Olde Naples, residents can spend evenings strolling to renowned dining, shopping, and the nearby beaches, enjoying the convenience of downtown living right outside their door.

950 8th ST S, Naples
$16,500,000
5 Beds ⋅ 6.5 Baths ⋅ 226013767 MLS
“Taking Old Naples charm to a new level,” this extraordinary residence is a masterful tribute to the previous owner, this beautifully reimagined renovation came to light where no detail was overlooked and nothing was left untouched. Thoughtfully presented by Limitless Development, C&E Builders, and with interiors by Knot & Tide Interiors this home is a true showcase of craftsmanship, design, and elevated coastal luxury. From the moment you enter, rich hardwood flooring, custom architectural accents, dramatic ceilings, and a stunning fireplace create a warm yet sophisticated ambiance. The heart of the home is a spectacular chef’s gourmet kitchen designed for both everyday living and elegant entertaining, featuring dual islands, top-of-the-line appliances, bespoke cabinetry, and a fully appointed butler’s pantry that functions as a secondary prep kitchen. The resort-inspired primary retreat offers a private sanctuary with spa-like finishes and refined detailing. Two more full bedrooms and baths on the first floor round out the seamless first floor, while a spacious loft and two beautifully appointed upstairs guest bedrooms provide comfort and privacy for family and visitors alike. Designed to embrace the Naples indoor-outdoor lifestyle, the home offers multiple porches and inviting outdoor sitting areas, perfect for morning coffee, sunset gatherings, or quiet relaxation surrounded by lush surroundings. Ideally located in prestigious Aqualane Shores, just moments from the world-class Third Street South and Naples Beach, this exceptional property offers the rare combination of historic inspiration, modern luxury, and an unbeatable location. Completing the transformation, the entire property has been meticulously renovated with no expense spared, including a brand-new resort-style pool and spa and an expansive outdoor living environment designed for true luxury entertaining. This spectacular outdoor setting creates a private resort experience, perfectly complementing the home’s extensive renovation and reinforcing its status as a one-of-a-kind Naples showcase. A true statement residence that honors Naples’ heritage while delivering a completely reimagined luxury living experience.

266 15TH AVE S, Naples
$39,750,000
5 Beds ⋅ 6.5 Baths ⋅ 226019200 MLS
Welcome to The Sanctuary, a bespoke architectural masterpiece by Mark J. Leonardi, brought to life by A. Vernon Allen Builders. This nearly 8,600-square-foot waterfront estate showcases exceptional detail and craftsmanship, from its slate roof and copper gutters to natural stone accents and exquisite landscaping. Passing through the gates, reflection pools frame the forecourt, setting the tone for a serene experience. Inside, gentle light filters through vertical Tischler windows onto Portuguese limestone floors, illuminating curated interior vignettes. Designed as seven pavilions connected by glass-lined passageways, the home flows with discovery and intention. Floating walls eliminate the need for baseboards, enhancing a sense of weightlessness and architectural clarity. The layout weaves around private gardens, water features, and tranquil courtyards across a spacious lot and a half site. Each transition, from stone to glass, interior to exterior, is seamless and mindful. Clean lines, hidden storage, and a soft material palette create a calm, spa-like ambiance. Whether relaxing beside the palm-framed pool or walking the meditative halls, The Sanctuary is more than a home, it’s a retreat for the senses, designed to center, soothe, and restore. Eligible for immediate Port Royal Club membership to enjoy what will be the premier beach club in America.

3655 Fort Charles DR, Naples
$8,800,000
5 Beds ⋅ 5.5 Baths ⋅ 226017409 MLS
Nestled in prestigious Aqualane Shores, this FULLY FURNISHED home is a exceptional waterfront residence that offers refined coastal elegance paired with effortless Gulf access—all while remaining high and dry, with no history of water intrusion into the house. Designed by the renowned architectural firm MHK, the home blends timeless coastal sophistication with relaxed West Indies influences, creating an inviting and luxurious retreat. Boasting five spacious bedrooms, four full bathrooms, two half baths, and office; the home offers an ideal layout for both everyday living and entertaining. Inside, you'll find exquisite white pine and French oak flooring complemented by elegant marble accents, along with custom cabinetry that adds both style and functionality. The chef’s kitchen is truly a showpiece—featuring premium gas Miele appliances, a double oven, and a wine room—perfect for hosting and culinary enthusiasts. Seamlessly transition to outdoor living where a heated pool and spa, fully equipped outdoor kitchen, expansive patio, and serene sunroom provide the perfect setting to relax and entertain while enjoying tranquil water views. Boating enthusiasts will appreciate the state-of-the-art dock, complete with a 20,000-pound boat lift, offering direct canal access to the Gulf of Mexico for the ultimate Southwest Florida lifestyle. This is waterfront luxury living at its finest—where design, comfort, and location come together in perfect harmony.

628 21st AVE S, Naples
$36,500,000
5 Beds ⋅ 6.5 Baths ⋅ 226016944 MLS
An exceptionally rare lot and one-half with one of the most spectacular panoramic views in all of Port Royal. this exceptional waterfront estate offers 147 feet along one of the area’s deepest yacht basins, on no-wake waterfront with bay views —ideal for serious boating enthusiasts. The residence features 5 spacious bedrooms, each with its own ensuite bath, along with two additional half baths for guests. Designed for both comfort and entertaining, the home includes a private study, a dedicated media room, and expansive living spaces filled with natural light. Car collectors will appreciate the four-bay garage, thoughtfully designed with lift capabilities to maximize capacity. Owners are eligible for membership to the exclusive Port Royal Club and Cutlass Cove Beach Club, offering access to one of Naples’ most private beachfront experiences. This is a unique opportunity to own a premier property combining scale, location, and deep-water access in one of Naples’ most sought-after communities.

4253 Cutlass LN, Naples
$31,900,000
5 Beds ⋅ 6.5 Baths ⋅ 226015887 MLS
This custom waterfront residence boasts 194 ft. of water frontage on Admiralty Bay, in PortRoyal, offering full southern exposure and sweeping views with direct Gulf access. Unique architectural features include Venetian plaster, wood and stone floors, custom hand-made railings, and an iron elevator. The chef's kitchen is a culinary dream with three islands, barrel-vaulted brick ceilings, and commercial refrigerators. Seamless indoor-outdoor living is anchored by an infinity-edge pool and spa, complemented by a full outdoor kitchen featuring a stone fireplace and pizza oven. The primary suite serves as a true owner's retreat with a sitting room, private balcony, and a luxurious spa bath finished in honey onyx that includes a steam shower with chromotherapy. Additional highlights include a private dock with lift, wine cellar, multiple fireplaces, and the anticipation of the spectacular new $100M clubhouse set to be completed in late 2026. - 194 ft. of water frontage on Admiralty Bay - Chef's kitchen with three islands and commercial appliances - Infinity-edge pool and outdoor kitchen with pizza oven - Private dock with lift for easy Gulf access - Luxurious primary suite featuring honey onyx spa bath - Wine cellar for connoisseurs - Offered Decorator Furnished - Upcoming $100M clubhouse completion in late 2026 - Immediate Port Royal Club eligibility

840 Admiralty Parade E, Naples
$10,500,000
5 Beds ⋅ 5.5 Baths ⋅ 226015732 MLS
On an oversized half-acre homesite in the coveted Coquina Sands neighborhood, this single-story estate offers over 5,300 square feet of sophisticated living. Crafted by Falcon Design, built by Blue Horizon Construction, and brought to life by the vision of W Design, the home embodies timeless luxury with modern livability. The floorplan features 5 bedrooms plus a den, seamlessly blending open living with private retreats. A showcase designer kitchen anchors the interior, complemented by a full service kitchen for effortless entertaining. Expansive gathering spaces open to a large outdoor living area, designed for hosting friends and family year-round. A massive side yard provides unmatched flexibility—whether envisioned as a resort-style lush garden sanctuary or a putting green. All just a short stroll from the Four Seasons Resort, placing world-class amenities at your doorstep. This residence offers not only impeccable design and craftsmanship but also a rare lifestyle opportunity in one of Naples’ most sought-after neighborhoods.

444 Orchid DR, Naples
$13,995,000
5 Beds ⋅ 6.5 Baths ⋅ 226013404 MLS
Steps from the shimmering Gulf waters, pristine white-sand beaches, and the vibrant charm of 5th Avenue South and 3rd Street South, 264 8th Avenue South offers the ultimate Olde Naples lifestyle—where prime location, refined luxury, and effortless living converge. Designed by Beck Architectural Group, this stunning home sits on a premium southern-exposure lot in the heart of Olde Naples. The thoughtfully designed floor plan prioritizes main-level living, featuring an expansive great room, a chef’s kitchen, a luxurious primary suite, and a versatile private flex bedroom—ideal for guests, a home office, or a wellness space. Seamless indoor-outdoor flow leads to a private backyard retreat designed for year-round enjoyment. The covered outdoor living area is outfitted with a gourmet kitchen featuring a Lynx grill, refrigerated drawers, and a prep sink, along with a living space anchored by a feature wall with a television and gas fireplace. Beyond, the sun-drenched, fenced backyard is maximized with a large saltwater pool with a sun shelf, water features, and an integrated spa, all surrounded by ample deck space for lounging, low-maintenance turf for pets, and an outdoor shower. The designer kitchen by Design West is a true showpiece, appointed with custom cabinetry and top-of-the-line appliances, including a Wolf induction cooktop and oven; Sub-Zero refrigeration with wine storage and auxiliary beverage drawers; a Cove dishwasher; and Cristallo quartzite countertops. The adjacent butler’s pantry enhances functionality with additional prep space, a Wolf six-burner gas range, Wolf microwave, Asko dishwasher, and a generous walk-in pantry—perfectly tucked away for effortless entertaining. The main-level primary suite is a private sanctuary, featuring a vaulted ceiling, tranquil backyard views, and a spa-inspired bath with dual vanities, separate water closets, a soaking tub, a walk-in shower, and an oversized custom closet. Upstairs, three spacious bedrooms each offer en suite baths, complemented by a shared media room with a breakfast bar and private deck—an ideal vantage point for breathtaking western sunsets and seasonal fireworks. Throughout the home, rich hardwood flooring, custom retractable privacy shades, and refined architectural details—including 11-inch baseboards—create a sophisticated and cohesive aesthetic. Additional features include dual laundry rooms; a three-car garage with rear alley access and sufficient height to accommodate lifts in two bays; natural gas; a whole-house generator; water filtration and humidification systems; a private elevator; Lutron lighting; surround sound; and full home automation. The property is also situated on the same power grid as a nearby fire station, offering added peace of mind. This exceptional residence perfectly blends Olde Naples elegance with modern luxury—ideal for those seeking the very best in coastal living, location, and sophisticated design.

264 8th AVE S, Naples
$12,495,000
5 Beds ⋅ 5.5 Baths ⋅ 226008431 MLS
Welcome to refined coastal luxury within this brand new home, thoughtfully positioned in the heart of the Coquina Sands neighborhood just blocks from the Gulf beaches and the new Four Seasons Resort. This five-bedroom, five-and-a-half-bath residence masterfully fuses timeless architecture with the finest finishes and seamless indoor-outdoor living, creating an effortless extension of your lifestyle to the outdoors. The great room serves as the perfect gathering space and is anchored by a custom fireplace and abundant natural light through impressive floor to ceiling windows. The gourmet chef’s kitchen is a true culinary masterpiece, highlighted by a full width custom fabricated stainless steel exhaust hood, a generous central island ideal for casual dining and entertaining, and a well appointed butler’s pantry that adds both convenience and elegance for effortless hosting. A striking front entry with White Coral Stone cladding delivers an unforgettable first impression, while custom Cumaru wood-wrapped detailing accents the stairwell and great room windows, infusing the interiors with rich warmth, natural texture, and superior craftsmanship throughout. Outdoors, the resort-style 60-foot pool complete with a spacious sun deck, covered outdoor kitchen, and fireplace offers the ultimate private oasis for memorable gatherings or relaxed lounging. Expertly balancing great design with a highly functional layout, this stunning new construction home is perfectly suited for both entertaining and family living, delivering an unparalleled lifestyle in one of Naples most sought-after communities.

745 Pectin RD, Naples
$3,995,000
5 Beds ⋅ 6.5 Baths ⋅ 226006172 MLS
Nestled west of Crayton Road on the quiet, charming enclave of Hawser Lane, this well-maintained single-family residence captures timeless Old Florida character in a coveted coastal setting, just a short stroll from the sugar-sand shoreline. A gracious front porch sets a welcoming tone, inviting you to step inside where the family room unfolds with light wood flooring, custom ceiling details, and a cozy gas fireplace—an ideal gathering space for both relaxed evenings and lively entertaining. The thoughtfully designed and spacious floor plan offers five generously sized bedrooms, a dedicated study, five full baths, and two half baths, providing exceptional flexibility and comfort for family, guests, or multigenerational living. Interiors feel bright and airy throughout, enhanced by ideal southeastern exposure that fills the home with natural light from morning through afternoon. Outdoors, the sun-kissed backyard offers a private retreat, perfectly suited for enjoying the coastal breeze, dining al fresco, or creating your own outdoor oasis. Whether used as a full-time residence or a refined Naples retreat, this home blends charm, function, and location—offering an effortless lifestyle moments from the beach, world-class shopping and dining, and all that makes coastal Naples so desirable.

368 Hawser LN, Naples
$7,500,000
5 Beds ⋅ 8.5 Baths ⋅ 226005784 MLS
This 2022 custom-built home in Old Naples offers the perfect blend of luxury and resilience in an unbeatable location—just steps from NCH Baker Hospital, 5th Avenue South, and the beach. Transitional cottage-style residence with nearly 5,000 sq. ft. of air-conditioned living space, featuring 5 en-suite bedrooms (including a private guest cabana), a dedicated study, gourmet kitchen, wide-plank wood floors, and a spacious fenced backyard. Enjoy the saltwater pool and spa, covered outdoor kitchen, and fireplace—all elevated by concrete construction, natural gas, and impact glass. A rare opportunity to own an elegant, storm-ready coastal retreat in the heart of Old Naples.

739 5th 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.