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5 Bedroom Homes for Sale in Naples, FL

Welcome to your dedicated resource for 5 bedroom homes for sale in 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 a local Naples, FL agent, Blair White 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 Naples, FL

154 Cajeput DR, Naples
$6,195,000
5 Beds ⋅ 5 Baths ⋅ 226003561 MLS
Set behind a curtain of mature landscaping and shimmering water, 154 Cajeput Drive presents a rare and compelling opportunity to create a legacy estate within the heart of Pine Ridge Estates. Spanning nearly one point nine acres with more than two hundred feet of lake frontage, this secluded property captures the essence of refined Naples living defined by space, privacy, and natural beauty. The expansive lakefront setting serves as the home’s defining feature, offering long, tranquil water views and an exceptional sense of openness rarely found this close to the city’s most desirable destinations. Whether envisioned as a reimagined retreat or a site for new architectural expression, the generous acreage allows for sweeping outdoor living spaces designed to embrace the water and the surrounding tropical landscape. A private tennis court elevates the property into true estate territory, providing a resort-style amenity that complements an active yet elegant lifestyle. The presence of a separate guest house offers flexibility for hosting extended guests, accommodating staff, or creating a private studio or office, all while preserving the main residence’s sense of retreat. Seclusion is paramount here, with the home discreetly positioned to ensure privacy without sacrificing convenience. Pine Ridge Estates is renowned for its estate-sized parcels and proximity to Naples’ celebrated dining, shopping, and white-sand beaches, allowing residents to enjoy both tranquility and accessibility. 154 Cajeput Drive is a singular canvas for those seeking lakefront acreage, coveted amenities, and enduring value in one of Naples’ most prestigious communities. An exceptional opportunity to secure a private waterfront lifestyle and craft an estate that reflects your vision of elevated coastal living.

154 Cajeput DR, Naples

9087 Breakwater DR, Naples
$3,250,000
5 Beds ⋅ 4.5 Baths ⋅ 226003876 MLS
Experience an extraordinary golf, boating, and waterfront lifestyle at 9087 Breakwater Drive in The Quarry, one of Naples’ premier gated resort communities. Set on approximately one acre along a private, double-gated road, this impressive two-story residence enjoys an exceptional setting overlooking the largest lake in Naples, with expansive water views and remarkable privacy. A deeded private boat dock is included with the purchase of the home, placing boating, fishing, kayaking, and waterskiing right outside your door. Offering approximately 4,000 square feet of living space, the residence features five bedrooms plus a den and four-and-one-half baths. The primary suite and three additional bedrooms are conveniently located on the first floor. Upstairs, an additional bedroom, flex room, and full bath create a private and versatile space ideal for guests, a media room, home office, or additional living area. The open-concept kitchen, dining area, and great room are designed for both comfortable everyday living and entertaining. The kitchen features high-end appliances, a 36-inch electric cooktop, oversized walk-in pantry, indirect ceiling lighting, and built-in speakers. Expansive sliding glass doors create a seamless transition to the outdoor living areas, while hurricane-impact doors and windows provide additional protection and peace of mind. Step outside to a private lakeside retreat featuring a saltwater pool with waterfall, covered entertaining area, electric fireplace, built-in cabinetry, quartzite countertops, beverage refrigerator, and speakers—all overlooking the beautiful lake and private dock. The exceptional 30-by-30 three-car garage features porcelain tile flooring, extensive custom storage, a stainless-steel utility sink, and a dedicated 20-amp outlet for power tools. Above the garage is an extraordinary amount of additional storage—nearly 750 square feet of painted plywood attic storage with standing height—providing exceptional space for seasonal items, recreational equipment, boating accessories, and more. Residents of The Quarry enjoy an exceptional Naples lifestyle with access to the community’s Beach Club amenities, including a private white-sand lakefront beach, boating, tennis, pickleball, bocce, resort and lap pools, dining, tiki bar, fitness facilities, a dedicated health and wellness center, and a full calendar of social activities and events. For those who enjoy golf, The Quarry Golf Club offers a private golf and country club experience with membership opportunities available. Convenient educational options include Naples Classical Academy and Innovation Charter School. 9087 Breakwater Drive is more than a luxury home—it is an opportunity to enjoy waterfront living, boating, golf, privacy, and resort-style amenities in one of Naples’ most distinctive communities, with your private dock and the lake just outside your door.

9087 Breakwater DR, Naples

415 Seabee AVE, Naples
$4,900,000
5 Beds ⋅ 6 Baths ⋅ 226000197 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. An extraordinary opportunity to complete this exceptional waterfront estate on the widest canal in Vanderbilt Conners! Just moments from the sugar-sand beaches of Vanderbilt. Positioned on a lot with exceptionally wide water views. Custom home boast over 5,700 square foot and is constructed on pilings offering discerning buyers the rare opportunity to fully customize a modern coastal masterpiece to their exact vision. The home is thoughtfully designed for grand waterfront living, featuring an infinity-edge pool, fire pit, privacy wall, and newly constructed seawall, all oriented to maximize sweeping water views and breathtaking sunsets. The expansive footprint allows for six or more cars in tandem, ideal for all the toys and car enthusiast! Set along one of the most impressive waterways in Conners, the property enjoys sparkling water views and Gulf-access boating creating a dramatic backdrop for elevated indoor and outdoor living. With windows, doors, and interior finishes yet to be selected, this residence invites the future owner to curate every detail, from luxury materials and bespoke millwork to a chef’s kitchen, spa-like primary suite, and refined entertaining spaces. Enjoy the ultimate in boating from your own backyard! Surrounded by estate homes and offers both privacy and prestige. Just minutes to Vanderbilt Beach, the Ritz-Carlton, LaPlaya, Mercato, and Naples’ finest dining and shopping, this is an opportunity to save years of planning and permitting while still creating a fully custom personalized luxury waterfront retreat. A truly exceptional offering where vision meets location, scale, and lifestyle—on one of Naples’ most coveted and widest waterways.

415 Seabee AVE, Naples

989 Admiralty Parade E, Naples
$29,500,000
5 Beds ⋅ 6.5 Baths ⋅ 226001340 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Discover an extraordinary opportunity to secure this custom waterfront residence set along 120 feet of waterfrontage in Naples’ prestigious Port Royal community. Currently under construction and expected to be completed by year-end 2027, this property offers immediate membership eligibility to the highly anticipated reopening of the new Port Royal Club upon purchase. Envisioned by MHK Architects, the residence encompasses 7,339 sq ft under air and nearly 9,989 sq ft under roof, blending timeless coastal architecture with a highly tailored, amenity-rich floor plan. A newer dock with two lifts can accommodate a fleet of up to three vessels allowing boaters to take advantage of this locations, swift bridgeless access to the Gulf. The main level is designed for effortless entertaining, centered around an open great room, dining area, chef’s kitchen with walk-in pantry/back kitchen, bar, study, and a private owner’s retreat with dual closets, spa-style bath, and dedicated outdoor living area. Walls of glass connect the interiors to a resort-inspired outdoor setting featuring a covered living area with fireplace, pool bath, summer kitchen/grill area, pool, spa, and generous terraces. A four-car garage, two laundry areas, mudroom, and elevator further enhance everyday convenience. The upper level offers a VIP suite, three additional bedrooms, upper great room, laundry, built-in storage, and multiple balconies—creating exceptional flexibility for family and guests. With refined architectural detailing and an elevated waterfront lifestyle setting, this remarkable residence represents a rare opportunity to own a new Port Royal home designed for both grand entertaining and relaxed Naples living.

989 Admiralty Parade E, Naples

481 21st AVE S, Naples
$13,495,000
5 Beds ⋅ 6.5 Baths ⋅ 225083057 MLS
EXCEPTIONAL WATERFRONT ESTATE | AQUALANE SHORES | DIRECT GULF ACCESS | 12-CAR GARAGE Commanding spectacular, expansive water views along one of Aqualane Shores’ widest canals, this extraordinary waterfront estate represents a rare combination of architectural elegance, boating excellence, and exceptional luxury living in the heart of Old Naples. Ideally positioned just moments from the Gulf of Mexico, Naples’ pristine beaches, and the celebrated dining and boutiques of Third Street South, this remarkable residence offers an enviable lifestyle in one of Naples’ most prestigious waterfront neighborhoods. Encompassing 6,130 square feet of beautifully appointed living space, the residence artfully blends timeless Old Florida charm with refined contemporary luxury. Exceptional craftsmanship is evident throughout, with intricate custom millwork, rich hardwood flooring, elegant shiplap detailing, and captivating water views creating an atmosphere of understated sophistication. Designed to embrace both grand-scale entertaining and relaxed coastal living, the home features a dramatic two-story great room, a beautifully appointed gourmet kitchen with dual islands, and an inviting family room that opens effortlessly to the expansive covered lanai. An exceptional outdoor entertaining environment awaits, complete with a summer kitchen, pizza oven, and fireplace, all overlooking the magnificent waterfront setting. The main-level primary suite offers a private sanctuary with luxurious accommodations, dual dressing areas, and an adjoining study that can easily serve as an additional guest suite. A separate, privately accessed guest residence, complete with its own elevator, full kitchen, and living area, provides exceptional flexibility and independence for visiting family and guests. Additional highlights include a temperature-controlled wine room accommodating more than 500 bottles, an elegant wet bar, a secure safe room, and an extraordinary 12-car garage, a truly rare offering ideally suited to the serious automobile collector. Outside, the estate unfolds into a private waterfront resort, featuring a stunning vanishing-edge swimming pool, spa, manicured tropical grounds, and a private putting green. Boating enthusiasts will appreciate the substantial private dock and 34,000-pound boat lift, providing effortless, bridge-free access to the open waters of the Gulf of Mexico. A rare opportunity to enjoy the very best of the Naples waterfront lifestyle, where exceptional boating, remarkable automobile accommodation, and timeless coastal luxury come together in one extraordinary estate. One or more photos have been virtually staged, AI-generated, or rendered.

481 21st AVE S, Naples

11220 Five Oaks LN, Naples
$3,697,000
5 Beds ⋅ 5.5 Baths ⋅ 225082271 MLS
EXTRAORDINARY CONTEMPORARY ESTATE | TWIN EAGLES | MOVE-IN READY Discover an exceptional expression of contemporary luxury in the prestigious, gated golf community of TwinEagles in Naples, Florida. Privately situated on an oversized homesite within an exclusive cul-de-sac of just six custom residences, this extraordinary estate offers ultimate privacy, panoramic lake views, shimmering water vistas, and serene preserve scenery. A striking architectural entrance welcomes you with an impressive 18-foot front porch ceiling, elegant travertine tile, and a magnificent solid wood pivot front door. Inside, soaring 15-foot ceilings, contemporary architectural lines, custom wood cabinetry throughout, sophisticated wood plank tile flooring, and low-voltage LED lighting create an atmosphere of refined elegance. Offering over 5,000 square feet under roof, this thoughtfully designed residence features five luxurious bedroom suites, each with its own private bathroom, a dedicated office or den, and an additional powder room. The exquisite primary suite features a gorgeous, expansive master closet with custom California-style built-ins, reminiscent of a private designer boutique. The spa-inspired primary bathroom showcases separate his-and-hers showers, dual private toilet areas, and a freestanding soaking tub. The gourmet kitchen features premium Thermador appliances and an impressive, taller-than-standard Thermador wine cooler tower, ideal for sophisticated entertaining. Integrated speakers in the living area and lanai create the perfect ambiance for gatherings and relaxation. The outdoor living experience is equally exceptional, featuring a stunning 43-by-12-foot heated swimming pool with spa, surrounded by brick pavers and breathtaking lake and preserve views. This private resort-style retreat is perfect for entertaining, unwinding, and enjoying the Southwest Florida lifestyle year-round. Premium features include a whole-house propane gas system, gas fireplace, gas range, gas dryer, gas water heater, gas barbecue hookup, and generator-ready preparation. Additional highlights include a steam closet, smart-home technology, security cameras, and epoxy-finished garage flooring. A spacious three-car garage, dedicated golf cart garage, and golf shop complete this exceptional offering. TwinEagles residents enjoy two championship golf courses designed by Jack Nicklaus and Steve Smyers, an elegant clubhouse, state-of-the-art fitness center, tennis and pickleball courts, a resort-style community pool, and miles of scenic nature trails. Architectural elegance, extraordinary privacy, and breathtaking lake views converge in this remarkable estate—a rare opportunity to experience elevated luxury living in one of Naples' premier gated golf communities.

11220 Five Oaks LN, Naples

5092 Boxwood WAY, Naples
$1,250,000
5 Beds ⋅ 3.5 Baths ⋅ 225077031 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. This incredible property includes a main house, guest house, workshop, and much more. Experience a modern rustic retreat set on a private estate in the highly desirable Logan Woods neighborhood—one of Naples’ most sought-after acreage communities. Here, you truly have it all—enjoy NO HOA, rare in-town acreage, RV & boat-friendly living. This exceptional 2.28-acre estate offers unmatched privacy and flexibility, featuring a 4-bedroom, 2.5-bath MAIN HOME with nearly 2,800 sq. ft. of living space, a spacious 2-car garage, PLUS A COZY PRIVATE GUEST HOUSE featuring 1-bedroom, 1-bath, complete with a living and dining area, kitchen, laundry, screened patio, and private parking—ideal for extended family, guests, a home business, or income-producing opportunities. Designed for both comfort and entertaining, the home offers a thoughtfully designed split-bedroom floor plan and a recently remodeled kitchen with modern finishes and functionality. Inside the main home, warm rustic charm blends with modern design, showcasing a beautifully remodeled kitchen with Quartz countertops, custom cabinetry, stainless steel appliances, and a walk-in pantry, complemented by a neutral color palette, added LED recessed lighting, custom shiplap staircase, and a cozy fireplace perfect for cool Naples evenings. Designed with functionality in mind, the first floor offers a guest bedroom and half bath, while upstairs features the spacious primary suite with a large walk-in closet, two additional guest bedrooms, a full bath, and a conveniently located laundry area. Outdoors, enjoy true resort-style living with a saltwater sports pool, expanded deck space, shaded pergola seating area, 6 fenced-in planter boxes for gardening, and a variety of fruit trees, including 5 mango trees, 15 mulberry trees, 2 pomegranate trees, 2 Barbados cherry trees, 5 moringa trees, a loquat tree, and orange, lemon, and lime trees, plus a firepit, treehouse, and even a zipline—all surrounded by mature landscaping for exceptional privacy. Additional standout features include a detached 20x20 WORKSHOP equipped with a refrigerator, microwave, built-in worktables, along with an extra storage shed and shipping container for tools and recreational gear, plus a custom oversized chicken coop for stylish, sustainable living. Major upgrades: metal roofs on all structures (2017), a new $95,000 solar panel system with backup battery, full hurricane-impact windows and doors with lifetime warranty, impact garage door, whole-house reverse osmosis system with 2,000-gallon tank, irrigation system, a long driveway with abundant parking, and cleared space for RVs, boats, work trucks, or equipment. With NO HOA, NO rental restrictions, and a prime North Naples location just minutes from white-sand beaches, Founders Square, Mercato, 5th Avenue, top-rated schools, shopping, dining, hospitals, and easy access to I-75.

5092 Boxwood WAY, 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.

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