5 Bedroom Homes for Sale in Naples, FL

BOATER’S PARADISE IN ISLES OF CAPRI. Experience the ultimate Southwest Florida waterfront lifestyle from this exceptional direct Gulf-access canal home, ideally positioned on an oversized 1½-lot homesite with coveted southwest rear exposure. Offering 3,930 sq. ft. of living space, 5 bedrooms, 4 baths and a generous bonus room, this residence was designed for effortless indoor-outdoor living. Step outside to your private multi boat dock with a 40' wet slip, a 24’ dry slip with 7,500-lb. lift, plus additional dockage space for jet skis or vessels. The dock also features water, electric, and a fish-cleaning station. In just minutes, and with no bridge restrictions, cruise from your backyard toward Capri Pass, Keewaydin Island, Ten Thousand Islands, and the Gulf of Mexico. Spend sun-drenched afternoons around the screened pool and spa, relax on the expansive sun deck, or entertain from the covered screened lanai overlooking the canal. Inside, generous living spaces capture beautiful water views, while the spacious primary suite offers a private sitting room, dual walk-in closets and spa-inspired bath. A new metal roof, impact windows and doors, plantation shutters and lush tropical landscaping complete the home. Life on Isles of Capri is all about the water—boating, fishing, paddleboarding, waterfront dining and spectacular Gulf sunsets—with local favorites including Island Gypsy, Capri Fish House and Capri Paddlecraft Park nearby. Marco Island is just minutes away, with Downtown Naples’ fine dining, shopping, beaches and sophistication within easy reach. Your boat in the backyard. The Gulf beyond. This is the Isles of Capri lifestyle.

132 E Hilo ST, Naples

$3,650,000

5 Beds ⋅ 5.5 Baths ⋅ 226035977 MLS

OVERSIZED CORNER LOT WITH LAKE AND FOUNTAIN VIEWS in the double-gated Watercrest community of Pelican Marsh. This is a private, custom Mediterranean estate wrapped in mature tropical landscaping. Your backyard is a true RESORT: a heated pool with a BEACH WALK-IN ENTRY, rock waterfalls, a slide and a grotto, plus a spa and an outdoor kitchen pavilion, with a mosquito misting system for comfortable evenings outside. Car collectors, take note: the custom painted, air-conditioned garage holds FIVE VEHICLES with TWO CAR LIFTS THAT CONVEY. Inside, more than 4,400 square feet offer five en-suite bedrooms, including a first-floor primary suite with an exercise room and a study. Upstairs, two en-suite bedrooms share a PRIVATE BALCONY overlooking the pool and lake. A full bar connects the formal living and dining room, with a 1,300-bottle wine cellar around the corner, an ENTERTAINER’S DREAM. The Viking and Sub-Zero kitchen opens to the family room. Near Mercato and Vanderbilt Beach. Schedule your showing today!

2350 Cheshire LN, Naples

$6,995,000

5 Beds ⋅ 6 Baths ⋅ 226037394 MLS

SOME HOMES ARE BEAUTIFUL. OTHERS ARE UNFORGETTABLE. At 380 Trade Winds Ave, waterfront living becomes an art form. Here, contemporary architecture meets the ever-changing beauty of the water, creating a residence where exceptional design and an extraordinary coastal setting exist in perfect harmony. Located in the prestigious Connors waterfront community, with the Gulf just minutes from your private dock, this is a home that doesn't simply offer the Naples lifestyle, it gives it an entirely new expression. Originally constructed in 2018 and subsequently transformed through an extraordinary renovation, this remarkable residence blends the advantages of newer construction with the sophistication of a meticulously reimagined modern estate. Offering 4,350 square feet of air-conditioned living space, 5 bedrooms, 6 full bathrooms, a private elevator, and an impressive eight-car garage, every detail reflects a commitment to exceptional living. The luxurious primary suite and three additional en-suite bedrooms provide beautifully appointed retreats, while the fifth bedroom, currently designed as an elegant office, enjoys access to a separate full bathroom. At the heart of the home, a spectacular designer kitchen with TWO expansive islands creates a stunning centerpiece for culinary experiences and memorable gatherings. Beautiful sliding glass doors frame the waterfront scenery, effortlessly connecting the sophisticated interiors with the outdoors. Rich hardwood flooring, custom closets, dramatic architectural accents, and a striking fireplace feature wall create an atmosphere of refined elegance. On the first level, an exquisite custom dry bar and adjoining wine room offer a distinctive setting for showcasing treasured vintages and entertaining in style. A fully integrated Savant smart home system seamlessly controls lighting, climate, security, music, and entertainment, complemented by premium televisions and integrated speakers throughout the residence and outdoor living areas. The completely transformed pool and spa feature shimmering PebbleTec finishes, custom coping, integrated seating, and enchanting evening illumination. A professionally equipped Lynx outdoor kitchen, complemented by a second upper-level outdoor kitchen, create an exceptional atmosphere for entertaining and relaxation. Private dock access and a boat lift invite spontaneous Gulf adventures, while a whole-house generator, custom flood protection system, and sophisticated landscape lighting provide thoughtful convenience. Offered fully furnished with high-end interior and exterior furnishings, this residence delivers an effortless turnkey experience. Where Naples' celebrated coastline meets the privacy of waterfront living, 380 Trade Winds Ave holds a distinctive place in the luxury landscape. This is a rare convergence of architectural sophistication, waterfront privilege, and uncompromising design, created for those who appreciate the exceptional and settle for nothing less.

380 Trade Winds AVE, Naples

$1,549,000

5 Beds ⋅ 5.5 Baths ⋅ 226037153 MLS

The rarest opportunity in Naples Park! A true multi-asset play positioned 0.8 miles from Vanderbilt Beach, delivering scale, flexibility, and immediate income in one of North Naples’ most active rental corridors. This offering centers on a well-composed triplex spread across an oversized parcel, thoughtfully configured with a 2BR + den, 2BA primary residence, a two-level 2BR, 2.5BA unit, and a separate 1BR, 1BA suite. Each residence benefits from recent interior improvements, updated mechanicals, and a new roof, all tied together by a shared pool environment that elevates short-term rental performance. A two-car garage and generous off-street parking solve one of the area’s most common constraints. The true advantage lies in optionality. The seller is prepared to package this asset with the adjacent duplex at 549 94th Ave N creating a five-door configuration with a stabilized long-term tenant already in place. Operate as a hybrid income model, transition fully to short-term rentals, or establish a primary residence while maintaining consistent cash flow from the remaining units. The layout, lot configuration, and shared access provide operational efficiency without sacrificing tenant privacy. Set within a walkable grid west of US-41, the location consistently outperforms due to its proximity to beach access, Mercato, and the broader North Naples lifestyle infrastructure. Demand remains durable across both seasonal and annual tenancy, supporting strong occupancy and rate resilience. Opportunities with this level of unit diversity, location quality, and expansion potential are seldom available in Naples Park. This is not just a property acquisition; it is a scalable income platform in a supply-constrained coastal submarket.

541 94th AVE N, Naples

$10,750,000

5 Beds ⋅ 6.5 Baths ⋅ 226037215 MLS

Grand architecture, a superior interior remodel and exceptional outdoor entertaining distinguish this five-bedroom plus den offering in the Estates at Bay Colony Golf Club. Featuring approximately 8,355 square feet under air, the residence welcomes guests with a sweeping staircase, soaring ceilings and beautifully appointed gathering spaces. A fireplace anchors the formal living room, where expansive windows frame the pool setting. A separate dining room, spacious kitchen, morning room, family room and wet bar accommodate both intimate evenings and larger celebrations. Dedicated media, game and wine rooms add to the home’s extensive entertaining options. The main-level primary suite occupies its own wing with a separate retreat, multiple walk-in closets and an expansive bath. A study and second bedroom complete the main-level accommodations, while three upstairs bedrooms, a loft and balconies provide privacy for guests. An elevator connects the two levels. Outdoor living unfolds across more than 2,000 square feet of covered lanais surrounding the pool, spa, sun shelf and sun deck. The outdoor kitchen features a wood-fired/gas pizza oven, wood-pellet smoker, Fire Magic gas grill, warming drawer and power burner, complemented by two outdoor-rated Sub-Zero refrigerators. The pool house offers a swim-up bar, gas fireplace, television, sink, two additional outdoor-rated Sub-Zero refrigerators and a cube ice maker. An outdoor-rated U-Line nugget ice maker adds convenience, while hurricane-rated shutters allow the pool house to close securely. Whole-house streaming audio and a recently installed outdoor sound system extend the experience throughout the property. Significant updates include a new roof installed in September 2024, exterior painting in 2024, updated exterior lighting, a redone driveway and new pool controls in 2026. A 125-kW generator, two 1,000-gallon propane tanks, mature tropical landscaping and two separate garages with four-car capacity complete this thoughtfully equipped Naples estate.

9880 Brassie BEND, Naples

$3,475,000

5 Beds ⋅ 4.5 Baths ⋅ 226037228 MLS

Paradise awaits beach lovers and boating enthusiasts in the highly sought after Conners at Vanderbilt Beach. This exceptional Gulf access residence offers coveted southern exposure, a private dock with new boat lift, and immediate access to the open waters of the Gulf. Just steps from the sand, the location delivers the ultimate Naples waterfront lifestyle. Designed with architectural intention and a clean coastal aesthetic, the home showcases smooth white walls, soaring ceilings, dramatic half circle arches, and refined designer finishes throughout. The layout flows effortlessly, creating a serene indoor outdoor experience ideal for both entertaining and everyday living. The main level features a spacious great room, an expansive dining area that connects seamlessly to the gourmet kitchen, and a first floor primary suite offering privacy and comfort. A guest bedroom with French doors opens directly to one of two oversized patios, while a full guest bath completes the level. Outdoor living is equally impressive with a resort style pool and spa, outdoor shower, and convenient powder bath designed for seamless entertaining. Upstairs, a flexible landing area serves as a bonus lounge or media space. Three additional bedrooms and two baths, including one ensuite, provide ample space for family or guests. A generous balcony captures coastal breezes, and additional storage enhances functionality. Conners offers the rare advantage of no HOA fees while placing you in the heart of North Naples. Fine dining, upscale shopping, and daily conveniences are moments away, making this property a true blend of luxury, location, and lifestyle.

494 Seagull AVE, Naples

$29,999,000

5 Beds ⋅ 7.5 Baths ⋅ 226032531 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Set behind its own private gates, 3200 Green Dolphin Lane encompasses nearly one acre with coveted southwestern exposure, a scale rarely found in Port Royal, one of the most exclusive neighborhoods in the country. As the afternoon light moves across the lush tropical grounds, the setting feels entirely removed from the world beyond it. An intricate mosaic pool and expansive outdoor living spaces create a tranquil private resort for days by the pool, sunset cocktails and evenings beneath the palms. Inside, nearly 14,000 square feet unfolds with the scale to entertain and the warmth to live comfortably every day. Craftsmanship from around the world is woven throughout the home. Honduran mahogany doors, gold-leaf ceilings, hand-painted Italian frescoes, custom Murano glass chandeliers, hand-carved woodwork, rosewood flooring, natural stone and Venetian plaster are complemented by more than 50 handcrafted marble columns throughout the interiors and travertine columns outdoors, creating a residence that feels entirely one of one. The primary suite is a peaceful retreat, distinguished by intricate murals created in Venice, a spa and shower crafted entirely in marble and a private outdoor area designed to feel like a luxury resort. Beyond the formal living and dining rooms, the home opens to an expansive family room, a private movie theater, library and speakeasy with substantial wine storage. An attached guest residence with a separate kitchen offers family and guests complete privacy while remaining seamlessly connected to the main home. Behind the beauty is a standard of construction intended to endure for generations, including more than 300 pilings, poured concrete walls and floors, a prefabricated concrete roof system and 12 inches of insulation. A 200 kW whole-house generator provides additional security and self-sufficiency. Just steps from the beach and the highly anticipated new Port Royal Club, the property offers coveted eligibility for membership. The spectacular new beachfront clubhouse will feature multiple dining venues, indoor and outdoor bars, a beachfront pool and cabanas, and private beach access. In Port Royal, where properties of this scale have become exceedingly scarce, nearly one acre represents far more than land. It creates privacy, presence and the freedom to live expansively. Combined with globally sourced craftsmanship and uncompromising construction, 3200 Green Dolphin Lane is a legacy property that would be nearly impossible to replicate today.

3200 Green Dolphin LN, Naples

$999,000

5 Beds ⋅ 3 Baths ⋅ 226036761 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. NEW ROOF INSTALLED AS OF MARCH 16TH, 2026 with transferable warranty!!This rarely available five-bedroom, three-bath Emerald floor plan is tucked away on a quiet cul-de-sac in Saturnia Lakes, offering privacy and beautiful long lake views. The well-designed layout includes a three-car garage and an inviting outdoor living space with a pool and spa, ideal for both relaxing and entertaining. The custom outdoor kitchen features a Brand New grill and refrigerator, extending the home’s living space and making the most of Florida’s year-round lifestyle. Inside, the home showcases tile plank flooring throughout the main living areas, creating a cohesive and welcoming feel. The kitchen offers generous cabinetry, granite countertops, and ample prep space, complemented by an indoor wine refrigerator that adds both convenience and functionality. The living and dining areas flow seamlessly, making the home comfortable for everyday living and gatherings alike. Upstairs, a second-floor veranda provides an additional retreat with elevated views of the lake. The primary suite features custom closets and a private walk-out veranda overlooking the pool and water, offering a peaceful place to unwind. Saturnia Lakes delivers resort-style amenities, including multiple pools, a fitness center, yoga and dance studio, tennis courts, billiards, a playground, and a vibrant clubhouse. Located within top-rated school zones and just minutes from Naples’ white-sand beaches, exceptional dining, and premier shopping, this home offers both comfort and convenience. A beautifully maintained residence in a highly sought-after community, an opportunity worth seeing in person.

1870 Ivory Cane PT, Naples

$874,995

5 Beds ⋅ 4.5 Baths ⋅ 226036456 MLS

Welcome to 3836 Ruby Way nestled within the gated community of Copper Cove Preserve - one of Naples best kept secrets with just 230 residences. Situated on a premium homesite, this well maintained, S facing, lakefront pool home offers over 3300sqft of thoughtfully designed living space. Inside you'll find 5 generously sized bedrooms (1 guest room down), large loft/bonus room, 4.5 baths (including a convenient pool bath), formal living/dining and open island kitchen and great room perfectly accommodating your every need.SS Appliances, granite countertops, tile throughout the lower level, plantation shutters, window treatments and crown moulding are just some of the interior features this home has to offer. In SWFL the weather is fine so step outside and relax on your private oversized screened lanai and take a dip in the sparkling pool or soak in the spa with spillover admiring the tranquil lake views framed by lush tropical landscape adorning the entire property.With plenty of room for entertaining, BBQ, and al fresco dining on the newly upgraded marble tile deck you're sure to experience the South Florida lifestyle Other thoughtful upgrades include hurricane protection throughout.with electric roll down screens on lanai, accordion and roll downs on all windows and impact glass on several upper rear windows for peace of mind. Copper Cove is ideally situated between charming downtown Naples and the beauty of Marco Island. With low HOA fees and low density community of just 230 homes, Copper Cove is considered a hidden gem by many. Picture yourself driving down a royal palm lined street as you approach the entrance of a meticulously maintained neighborhood that residents are proud to call home. With its close proximity to sandy beaches, boating, fine dining, golf, and the added bonus of low HOA fees, NO CDD, and peaceful surroundings, Copper Cove is a MUST SEE community that truly blends convenience, value, and all that Southwest Florida has to offer!

3836 Ruby WAY, Naples

$1,299,999

5 Beds ⋅ 4 Baths ⋅ 226036095 MLS

BIG HOUSE LOOKING FOR ONE BIG HAPPY FAMILY! One of the largest houses on the market in Golden Gate Estates, 5 bedrooms, den, family room, 4 bathrooms in a convenient location with unbelievable space and privacy situated on 2.34 acres! Claim this charming 4,939 Sq. Ft. property and make it your forever home! This two-story impressive retreat has 20 ft. soaring ceilings, decorative moldings, plantation shutters, numerous windows, full glass doors for an abundance of natural light. Upon entering the magnificent foyer, you will appreciate the grand staircase and the 'stunning' stone fireplace which is the centerpiece of this resort oasis! The living room is exceptionally large with lots of space for family gatherings! The chef's dream kitchen is adorned with quarts surfaces, stainless steel appliances, wall oven, cook top, stainless steel farm sink, breakfast bar and a cheerful space to enjoy morning coffee, lunch or dinner! Formal dining room is also over-sized with ample room for family get-togethers! Another amazing gathering space is the family room that has a wet bar and opens up to the covered lanai! This home has 'two' primary suites, one on the first floor and the other on the second floor which offers several living options for family, friends, relatives as well as multi generational living! The primary suite is a true spa oasis with double vanity sinks, soaking tub, walk-in double head shower with sleek black tile! The primary suite is light and bright with natural light and access to the back patio. The second floor of this remarkable home is just as inviting as the first floor. The impressive, contemporary staircase takes you to the second floor loft, directing you to another primary suite along with 3 other bedrooms and 2 bathrooms! The overall vibe of this home is resort-style, relaxed living with an abundance of space and privacy! The covered lanai with an open patio is also generously over-sized with ample room for family celebrations with an outdoor tiki bar! The backyard is lusciously landscaped and just screaming for a resort style swimming pool! This is also a great investor or Airbnb opportunity! The only thing missing from this truly unique home is ...YOU! Amazing location, close in, just off Wilson Blvd. and close to schools, shopping, restaurants and the ever popular Big Corkscrew Island Regional Park! Attractively priced below market!

130 1st ST NW, Naples

$7,295,000

5 Beds ⋅ 4.5 Baths ⋅ 226036417 MLS

A RARE opportunity to own THE ONLY move-in-ready NEW Construction with Southern Exposure currently available under $10 million in Conners at Vanderbilt Beach. At 256 Trade Winds Avenue, step into a completed waterfront residence and begin enjoying the Naples lifestyle right away. Turnkey furnished and backed by a one-year full house builder warranty, this Newly built home offers the appeal of new construction without the wait and uncertainty of a lengthy build. Enjoy boating, beaches, dining, and the coastal lifestyle that make Vanderbilt Beach one of Naples’ most desirable communities. Conners is a highly sought-after boating neighborhood, with approximately 20 minutes by boat to open water. As new construction continues throughout the neighborhood, buyers can enjoy a newly completed home today while positioning themselves to benefit from Conners’ growing appeal and long-term value potential. Built by Fox Premier Builders, the residence offers approximately 4,751 square feet, five bedrooms plus a loft with wet bar, four full baths, and a powder room. Refined features include a chef’s kitchen with Sub-Zero and Wolf appliances, custom cabinetry and quartz surfaces, a climate-controlled wine room, and a spacious great room with fireplace. An elevator, impact windows and doors, home automation, and motorized bug and hurricane screens add comfort and convenience. Designed for seamless indoor-outdoor living, the home opens to a South-Facing entertaining area with an outdoor kitchen, dining and lounging areas, saltwater pool and spa, and multiple decks for entertaining and enjoying beautiful Naples sunsets. A new seawall and whole-house generator prewiring add practical value. Vanderbilt Beach, beachfront dining, Mercato, waterfront restaurants, LaPlaya Beach & Golf Resort, and The Paraiso Beach Club are all just minutes away. Discover the ease of a turnkey waterfront lifestyle in Conners. Schedule your private showing and experience 256 Trade Winds Avenue in person.

256 Trade Winds AVE, Naples

$2,400,000

5 Beds ⋅ 4.5 Baths ⋅ 226033528 MLS

Designed with gathering and relaxation in mind, this thoughtfully updated and fully furnished Lantana Grande home in The Isles of Collier Preserve offers an inviting retreat for those seeking space, comfort, and luxury. The two-story residence spans over 4,000 square feet of interior living space and is built around 3 main wings. The expansive design provides multiple living areas, generous bedroom separation, and the versatility to host and entertain with ease. Upon entry through the front double doors, you will be greeted with soaring volume ceilings, abundant natural light, hardwood flooring, and direct views of the pool and lake. The open-concept main living area connects seamlessly to the lanai, which includes a heated pool and spa, an outdoor kitchen, multiple dining and seating areas, and water views. Western rear exposure provides consistent natural light and sunset views. The first-floor primary suite provides panoramic water views beyond the sitting area, dual walk-in closets, dressing area, and a spacious spa inspired bathroom. The guest wing located at the front of the home includes an en-suite bedroom, two additional bedrooms and full bath, and can be accessed via the interior of the home or a separate exterior private entrance. The second floor includes an additional en-suite bedroom, large bonus room suitable for a media space, office, or additional sleeping area, a powder room, and a private balcony overlooking the lake. Enjoy added peace of mind knowing the home is located in Flood Zone X500. The Isles of Collier Preserve is a private, gated community less than 5 miles from Old Naples’ renowned dining, boutique shopping, and pristine beaches. Surrounded by natural beauty and just minutes from the Naples Botanical Gardens, Hamilton Harbor Yacht Club, East Naples Park, and the Bayshore Arts District, The Isles offers an unmatched lifestyle. Residents enjoy a state-of-the-art fitness center, resort-style and lap pools, 14 pickleball courts, 6 tennis courts, bocce, a dog park, and waterfront dining at the Overlook Bar & Grill. Over 8 miles of scenic trails and winding waterways invite kayaking, paddleboarding, biking, and bird watching. The Isles of Collier Preserve offers a blend of luxury, nature, and convenience.

4926 Andros DR, Naples

5 Bedroom Homes for Sale in Naples, FL

All 5 Bedroom Homes for Sale in Naples, FL

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