5 Bedroom Homes for Sale in Naples, FL

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

$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

$13,495,000

5 Beds ⋅ 6.5 Baths ⋅ 225083057 MLS

Views, Views, Views! An unparalleled expression of coastal grandeur, this extraordinary waterfront estate showcases luxury living in the heart of Aqualane Shores, one of Old Naples prestigious neighborhoods, just minutes to the Gulf of Mexico, a short distance to the beach and downtown’s historic Third Avenue South. Positioned along one of the community’s widest canals, this architectural masterpiece captures the essence of Old Naples elite lifestyle, where timeless design, masterful craftsmanship and effortless elegance converge. A boater’s and car collector’s dream, the 6,130-square-foot residence seamlessly blends old Florida charm with refined sophistication, highlighted by exquisite millwork, rich hardwood flooring, shiplap accents and tranquil water views throughout the home. Designed for grand entertaining and intimate gatherings, the open-concept layout features a dramatic two-story great room, a gourmet kitchen with dual islands, and a spacious family room flowing naturally to a covered lanai with outdoor kitchen, pizza oven and fireplace. The primary suite, on the main level, affords the utmost privacy and elegance, featuring dual dressing areas and an adjoining study that easily transitions into an additional guest suite when desired. A separate guest residence, reached by private elevator, offers a full kitchen and living area, ideal for extended stays or hosting with complete independence. Among the home’s many refined appointments are a temperature-controlled 500-plus bottle wine room, a stylish wet bar, a secure safe room and an impressive 12-car garage designed for the connoisseur of fine automobiles. Outside, the resort-inspired grounds unfold with a waterfront vanishing-edge pool, spa, putting green and a private boat slip with a 34,000-pound lift offering seamless, bridge-free navigation from your backyard to the open Gulf of Mexico, where turquoise waters and endless horizons await, completing this extraordinary tropical retreat.

481 21st AVE S, Naples

$3,897,000

5 Beds ⋅ 5.5 Baths ⋅ 225082271 MLS

Stunning New Construction Estate Home with Expansive Water Views in TwinEagles Introducing the only new-construction estate home available in the prestigious, gated golf community of TwinEagles. Perfectly situated on Five Oaks Lane/Lochlomond, an exclusive cul-de-sac with only six custom-built homes, this residence offers unparalleled privacy, natural beauty, and sweeping 180-degree water and preserve views. Currently under construction, this custom estate boasts over 5,000 square feet under roof, thoughtfully designed to maximize both indoor and outdoor living. With water views on two sides and serene preserve views beyond, the property provides an extraordinary backdrop of Florida’s natural landscape. Depending on the stage of construction, buyers may still have the opportunity to personalize select interior finishes. Nestled within 1,100 acres of preserved land, TwinEagles is home to two championship golf courses crafted by Jack Nicklaus and Steve Smyers, offering a premier golfing experience steps from your door. Residents also enjoy world-class amenities including a beautifully appointed clubhouse, state-of-the-art fitness center, tennis and pickleball courts, a resort-style pool, and miles of scenic nature trails. This rare offering combines luxury, exclusivity, and the peacefulness of nature into one exceptional property. With its unmatched location and breathtaking views, this estate is ready to become the home of your dreams.

11220 Five Oaks LN, Naples

$1,195,000

5 Beds ⋅ 3 Baths ⋅ 225080126 MLS

Rare 2.34 acre Estates-zoned property with two single-family homes in a central Naples location! Located on Golden Gate Parkway just minutes to I-75, this unique parcel offers outstanding flexibility for owners, builders, or investors. The front residence features a 3 bedroom / 2 bathroom single-family home and set privately toward the rear of the property is a 2 bedroom / 1 bathroom stilt-home (built in 2004), ideal for guest use, extended family, a caretaker suite, or potential rental income. With Estates (E) zoning in unincorporated Collier County, the property offers room for future improvements, including custom homes, workshops, detached garages, barns, and additional accessory structures (subject to County approval). The lot offers impressive depth, privacy, and ample space for equipment, vehicles, boats, RVs, and more. Enjoy the freedom of acreage with the convenience of being close to everything - Golden Gate Pkwy, Santa Barbara Blvd, shopping, dining, medical services, great schools, and quick access to downtown and Naples beaches. Live in one home while you update, build, or expand, or create your own estate-style compound in the heart of town. Interior photos available upon request, contact listing agent.

5731 Golden Gate PKWY, Naples

$8,900,000

5 Beds ⋅ 5.5 Baths ⋅ 225080095 MLS

Timeless elegance meets comforting warmth in one of Naples’ most exclusive waterfront communities. This rarely occupied, like-new residence feels instantly intimate, modern, sophisticated, and thoughtfully designed without being too overwhelming. With four spacious bedrooms and four full bathrooms, plus a private guest suite complete with its own den, bedroom, and bath, offering access from both inside and outside the home, this property provides exceptional flexibility for families and guests. Perfectly positioned on a wide canal with a large private dock, boat lift, and floating dock. With a desirable eastern exposure, the property welcomes each day with cheerful morning sun. Here, luxury living meets unmatched Gulf access, with deepwater canals and minutes to the public beach. Enjoy quiet, tree-lined streets, custom estate homes, and a true boating lifestyle, only a short distance to Third Street South’s dining and boutiques. A truly inviting coastal retreat where luxury feels personal, effortless, and undeniably timeless.

1935 7th ST S, Naples

$9,900,000

5 Beds ⋅ 5.5 Baths ⋅ 225078983 MLS

One block from the beach and two blocks from the fine dining and boutiques of historic Third Street South. An exceptional all-concrete custom home crafted by Grand Bay Development that embodies the best of Naples' luxury living. Built to a 15 foot elevation for peace of mind. Featuring 5 bedrooms, 2 dens, plus a flex room off of the pool area and 5 & 1/2 bathrooms. Every detail reflects a commitment to world-class design and craftsmanship, from the curated global finishes to the tropical connection between indoor and outdoor living. Updated in 2021 with new HVAC's, beautiful wall coverings and finishes as well as a gourmet kitchen adorned with Cristallo Quartzite serving as the heart of the home, with beautiful hardwoods that are increasingly rare, and surrounded by spectacular greenery that creates a sense of privacy and retreat. A custom wet bar with agate stonework opens to the elegant great room, where walls of glass frame western facing terraces. The primary suite offers an elevated sense of serenity with a private balcony. A rooftop deck not to be rivaled provides panoramic views of the coastline, breathtaking sunsets, and the Naples skyline. The southern facing lanai features a vanishing-edge saltwater pool, expansive covered entertaining areas protected by screens and shutters, and meticulously designed tropical landscaping. Combining architectural integrity, global inspiration, and an unmatched location, this residence defines a warm and inviting luxury along the Naples coast.

1441 Gulf Shore BLVD S, 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

$37,000,000

5 Beds ⋅ 8.5 Baths ⋅ 225072467 MLS ⋅ Olana Naples BLDG.

OLANA, an exclusive enclave of just 12 ultra-luxury beachfront estates, each spanning nearly 10,000 square feet and designed to embrace the Gulf’s natural beauty with floor-to-ceiling glass and expansive terraces that open to endless beach views and private gardens. Designed by renowned architect Randall Stofft with interiors by Champalimaud Design, each residence reflects a timeless aesthetic. Thoughtfully appointed with an array of private in-residence amenities, every home includes a fitness and wellness suite complete with sauna, steam room and cold plunge, an intimate theater, an elegant club and gathering room, and two distinct kitchens, a presentation kitchen and a separate chef’s kitchen designed for seamless entertaining. Enclosed garages accommodate 3-4 vehicles, and a dedicated concierge ensures every detail is attended to with personalized service. With direct beachfront access, OLANA offers a sanctuary just moments from the acclaimed dining, boutiques and cultural attractions of Old Naples. This is more than a residence, it’s harmony of architecture, design and location, where low density, nature and elevated living define this Naples desired address.

1121 GULF SHORE BLVD N Unit 6N, Naples

$29,950,000

5 Beds ⋅ 8.5 Baths ⋅ 225072446 MLS ⋅ Olana Naples BLDG.

OLANA - an exclusive enclave of just 12 ultra-luxury beachfront estates, each spanning nearly 10,000 square feet and designed to embrace the Gulf’s natural beauty with floor-to-ceiling glass and expansive terraces that open to endless beach views and private gardens. Designed by renowned architect Randall Stofft with interiors by Champalimaud Design, each residence reflects a timeless aesthetic. Thoughtfully appointed with an array of private in-residence amenities, every home includes a fitness and wellness suite complete with sauna, steam room and cold plunge, an intimate theater, an elegant club and gathering room, and two distinct kitchens: a presentation kitchen and a separate chef’s kitchen designed for seamless entertaining. Enclosed garages accommodate 3-4 vehicles, and a dedicated concierge ensures every detail is attended to with personalized service. With direct beachfront access, OLANA offers a sanctuary just moments from the acclaimed dining, boutiques and cultural attractions of Old Naples. This is more than a residence, it’s harmony of architecture, design and location, where low density, nature and elevated living define this Naples desired address.

1121 GULF SHORE BLVD N Unit 3N, Naples

$11,995,000

5 Beds ⋅ 6.5 Baths ⋅ 225076105 MLS

This one-of-a-kind waterfront masterpiece at 260 Channel Drive defines Naples coastal living at its finest. Walk to the powder-white sands of Vanderbilt Beach and enjoy having your boat right in your backyard for effortless Gulf access. Designed for those who appreciate exceptional craftsmanship and cutting-edge architecture, this residence blends glass, steel, and natural light into a breathtaking modern statement. Four levels of inspired design showcase panoramic bay views through walls of glass and expansive terraces that capture the essence of indoor-outdoor living. The exterior sets a bold tone with a granite paver driveway, a 3-car garage featuring frosted glass doors, stainless balcony railings, and a striking glass-and-steel staircase. Step inside through a 12-foot Tiffany-inspired stainless-steel entry door to discover a luminous interior wrapped in pure Thassos marble floors and anchored by a dramatic glass staircase framed in Macassar wood. The gourmet Allmilmo kitchen—crafted in Germany—is paired with Miele and Gaggenau appliances, dual dishwashers, dual laundry sets, and a temperature-controlled wine cooler, blending form and function seamlessly. Every detail reflects European precision and design, from the custom Bartels German interior doors to the Bisazza mosaic tile bathrooms in each ensuite. The primary suite elevates luxury with gold-leaf Bisazza tile and sweeping bay views. A state-of-the-art cinema room offers a 120” screen, 3D anamorphic projector, Bang & Olufsen sound, and Swarovski crystal lighting for an immersive experience. Additional features include an elevator with Swarovski accents, Crestron home automation, and a LightTouch lighting system throughout. The lower level provides a versatile living area with a steam room and direct access to the pool and dock—ideal for guests or a private wellness retreat. Perfectly positioned along the three finger streets in Connors off Gulf Shore Drive, this south-facing residence captures all-day sunlight and the rare combination of beachside convenience and boating luxury. Just steps to Vanderbilt Beach and LaPlaya Beach & Golf Club, and a short drive to The Ritz-Carlton, as well as the upscale shops and dining at Mercato and Waterside Shops, 260 Channel Drive delivers the ultimate Naples lifestyle—where modern design meets coastal serenity.

260 Channel DR, Naples

$17,950,000

5 Beds ⋅ 7.5 Baths ⋅ 225073939 MLS

Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Designed by Stofft Cooney Architects, built by Equinox Construction Group, and styled by Freestyle Interior Design, this residence blends timeless elegance with modern functionality. The spacious great room floor plan invites seamless indoor-outdoor living, ideal for both relaxed family life and sophisticated entertaining. A chef’s kitchen equipped with premium appliances and a separate prep kitchen offers versatility for everyday meals or catered gatherings. The home features five bedrooms, five full baths, and three half baths, including two luxurious master suites, one on each level, providing privacy and flexibility for family and guests. Additional spaces include a club room, two laundry rooms, and thoughtfully designed living areas throughout. A three-car garage with alley access preserves the classic charm of the front facade while adding convenience. With white oak wood flooring, high-end finishes, a whole-house generator, and an unbeatable location in one of Naples’ most coveted neighborhoods, this property presents a rare opportunity to enjoy brand-new luxury living just moments from the Gulf of Mexico.

285 Central AVE, Naples

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