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5 Bedroom Homes for Sale in Naples, FL

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All 5 Bedroom Homes for Sale in Naples, FL

1441 Gulf Shore BLVD S, Naples
$9,900,000
5 Beds ⋅ 5.5 Baths ⋅ 226036352 MLS
Intricate architectural details and exquisite finishes define this distinctive three-story residence in the heart of Olde Naples, just one block from the Gulf’s pristine shoreline. Offering five bedrooms plus a den, the home features thoughtfully designed living spaces across three levels, with Gulf views adding to its coveted costal setting. On the first level, a covered lanai, shimmering pool, and fully updated outdoor kitchen create an inviting setting for entertaining, framed by tranquil lake views. The second and third levels feature beautifully appointed bedrooms and grand living spaces, complemented by distinctive architectural details and unique finishes throughout. The expansive kitchen showcases an elegant Cristallo quartzite island with a waterfall edge and an extended quartzite backsplash. Crowning the residence, a rooftop entertainment deck offers an inviting setting for gathering beneath the stars or enjoying the coastal breeze. Ideally situated near the world-class shopping and dining of Fifth Avenue South and Third Street South, this remarkable residence captures the charm and character of the coveted Olde Naples lifestyle.

1441 Gulf Shore BLVD S, Naples
835 Cassena RD, Naples
$7,995,000
5 Beds ⋅ 7.5 Baths ⋅ 226039304 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Privately set on more than an acre in Pine Ridge, 835 Cassena Road pairs the quiet of estate living with the best of coastal Naples just minutes away. Meticulously maintained, the residence features finishes and furnishings selected by Freestyle Interiors. The kitchen is appointed with Sub-Zero appliances and a Miele coffee maker, while a dedicated wine refrigeration system keeps the collection ready for entertaining. A detached guest cabana suite with an adjoining bonus room gives visitors a gracious retreat of their own. Across 2,769 square feet of outdoor living space, tropical landscaping frames the pool and spa, while illuminated water features lend a soft glow after dusk. An outdoor fireplace and a separate fire pit with seating offer two places to gather. The sound system extends outdoors, a mosquito misting system serves the outdoor living areas, and premium synthetic turf gives the backyard a manicured finish. The estate also features a climate-controlled six-car garage, an Elaxi security system with 14 cameras, a whole-house Kinetico water system, a Generac whole-house generator, and a dedicated irrigation well. Gulf beaches and the boutiques and restaurants of Waterside Shops and Mercato are minutes away. Opening in late 2027 across from Waterside Shops, The Sterling Club is poised to offer residents who become members a nearby destination for wellness, dining, and social gatherings.

835 Cassena RD, Naples
7285 Birchmore ST, Naples
$1,095,000
5 Beds ⋅ 4 Baths ⋅ 226040657 MLS
An exceptional 2023 custom expansion gives this North Naples single-family pool home a distinctive, spacious layout, adding a second story with a den/bonus room and guest suite with full bath, as well as a full bath on the main level. Originally built in 2019 as a sought-after Pulte Summerwood with impact glass, an extended great room and garage, the expanded residence now offers five bedrooms, a den/bonus room and four full baths, including four bedrooms and three baths on the main level. The great room features coffered ceilings more than 11 feet high, two flexible dining or sitting areas, and a custom beverage station with wine cooler. The kitchen is appointed with upgraded quartz countertops, a Blanco sink, a large island and walk-in pantry. Outdoors, enjoy a screened lanai with covered seating and a large heated in-ground pool. Avery Square is an 82-home gated community conveniently near shopping and dining at The Shoppes at Vanderbilt and Mercato, with Gulf beach access a few miles away.

7285 Birchmore ST, Naples
411 Palm CIR E, Naples
$18,995,000
5 Beds ⋅ 6.5 Baths ⋅ 226040608 MLS
Experience the pinnacle of turnkey quiet luxury in this newly constructed estate in the heart of Olde Naples. Masterfully built by Equinox Construction Company, with architecture by Stofft Cooney and bespoke interiors by Beasley & Henley, this designer furnished home showcases unparalleled quality craftsmanship. The over 6,100 sq ft expansive layout features 5 bedrooms, each with an ensuite luxuriously appointed bathrooms, plus 2 half baths. At the heart of the home is a chef’s kitchen equipped with top-tier, high-end appliances, an expansive prep island, and an adjacent pantry for discreet hosting and abundant storage. Designed for effortless entertaining, the residence boasts an impressive clubroom with a beautifully appointed bar that showcases a full wall of backlit Cristallo stone and distinct lounging area, an elevator, and a 4-car garage. Wall-to-wall glass transitions seamlessly to a resort style covered outdoor living space expanding your footprint, anchored by a custom outdoor kitchen, al fresco dining area, and a striking fireplace set against a backdrop of tranquil long lake views. Offering the ultimate location, this estate is steps from sugar-sand Gulf beaches, the historic Naples Pier, and world-class dining and boutiques on Fifth Avenue South and Third Street South and the Four Seasons Resort. This home is a must see.

411 Palm CIR E, Naples
40 32nd AVE S, Naples
$39,000,000
5 Beds ⋅ 5.5 Baths ⋅ 226038009 MLS
With sweeping, unobstructed views of the beach to the North, South and West, this custom-built home represents a rare opportunity to own an unparalleled beachfront retreat all viewed from the first living level at 20 feet above the beach. Positioned on 135 feet of prime Gulf frontage, this 2015-built property offers breathtaking panoramic vistas simply unmatched! Designed to maximize outdoor enjoyment, the residence features a beautiful wrap around covered deck and an expansive ground-level backyard, perfectly suited for embracing the Naples lifestyle. Inside, the open floor plan with main living area showcases soaring ceilings, elegant hardwood floors, and a fresh, coastal aesthetic. The gourmet kitchen, equipped with premium appliances and sleek countertops, flows seamlessly into the spacious living area, offering uninterrupted Gulf views—the true centerpiece of the home! Additional highlights include impact-resistant windows and doors, a wraparound seawall, an elevator, three fireplaces, and an expansive garage accommodating eight or more vehicles. New Aluminum roof in June of 2026 and additional; upgrades! Ideally situated just minutes from Naples' world-renowned dining, shopping, and cultural attractions. This home is eligible for the Port Royal Club Associate membership! Walking distance to the Port Royal Club opening in 2026!

40 32nd AVE S, Naples
508 16th AVE S, Naples
$13,500,000
5 Beds ⋅ 6.5 Baths ⋅ 226038007 MLS
Featuring preferred southern exposure and comfortably situated in the quaint waterfront neighborhood of Aqualane shores is this new construction home at 508 16th Avenue South. Thoughtfully designed by MHK Architects this home features 5 bedrooms and 7 baths, with 5,593 square feet of thoughtfully designed open living space. The outdoor living and massive southern exposure outdoor deck, provide year around sun exuding the Florida lifestyle! Recently completed 2026 this home also features a 48 kilowatt full house generator to power all your needs. Fiber optic and natural gas provide the modern day livability discerning buyers expect. It is a very brief stroll to the dining, shopping and lifestyle hub of third street south, as well the sugar sand of our Naples beaches! Do not miss this fantastic opportunity to own new construction, waterfront southern exposure in Old Naples! Interior Furnishings By VESTA HOME are available!

508 16th AVE S, Naples
2397 Orchard ST, Naples
$724,900
5 Beds ⋅ 4.5 Baths ⋅ 2026046306 MLS
RARELY AVAILABLE AND HIGHLY SOUGHT AFTER! Opportunities to own the impressive SORRENTO MODEL, one of the largest and most desirable floor plans in ORANGE BLOSSOM RANCH, don't come around often! This stunning two-story residence offers 5 BEDROOMS, 4.5 BATHROOMS, TWO SEPARATE GARAGES WITH THREE-CAR CAPACITY, and a PRIVATE POOL & SPA overlooking an INCREDIBLE LAKE VIEW! Known for its grand design, soaring ceilings, expansive living spaces, and exceptional layout, the Sorrento offers the space and functionality today's buyers are looking for. The impressive outdoor living area is a true highlight, featuring a beautiful POOL & SPA with breathtaking lake views, perfect for relaxing, entertaining, and enjoying the Southwest Florida lifestyle. Inside, the spacious floor plan provides plenty of room for family, guests, and entertaining, with an open and inviting atmosphere throughout. With its rare floor plan, three-car garage configuration, private pool and spa, and spectacular waterfront setting, this home truly stands apart! ORANGE BLOSSOM RANCH offers an incredible resort-style lifestyle with TWO RESORT-STYLE POOLS, TWO SPAS, A FITNESS CENTER, CLUBHOUSE, TENNIS COURTS, PICKLEBALL COURTS, BASKETBALL COURTS, PLAYGROUNDS, AND MORE! Conveniently located near shopping, dining, schools, and everything Naples has to offer, this is a rare opportunity to enjoy spacious luxury living in one of the area's most desirable communities!

2397 Orchard ST, Naples
4064 Full Moon CT, Naples
$1,425,000
5 Beds ⋅ 5 Baths ⋅ 226040538 MLS
Luxury, flexibility, and freedom come together in this exceptional Naples home with no HOA. Thoughtfully designed with five spacious bedrooms, each featuring a private en-suite bathroom, plus two full kitchens, this residence combines functionality and versatility for entertaining, multi-generational living, seasonal use, or income-producing opportunities. Step outside to your own private oasis with a heated pool, spa, cold plunge, outdoor shower, and inviting spaces to relax year-round. Located in the sought-after Bayshore neighborhood, just minutes from Naples' powder-soft beaches, Fifth Avenue South, Celebration Park, the Botanical Garden, premier dining, shopping, tennis, pickleball, and boating. Equally suited as a primary residence, seasonal retreat, or income-producing property, this home has a proven track record as a successful luxury rental with strong year-over-year income, providing the opportunity to generate revenue when not in use.

4064 Full Moon CT, Naples
4854 Boxwood WAY, Naples
$5,650,000
5 Beds ⋅ 5.5 Baths ⋅ 226039266 MLS
Luxury, Privacy, and Exceptional Living in Logan Woods. Welcome to 4854 Boxwood Way, a stunning 2026-built estate situated on 2.27 private acres in one of Naples' most desirable acreage communities. This exceptional five-bedroom residence, complete with an attached mother-in-law/coach house, offers the perfect blend of modern sophistication, comfort, and flexibility for multigenerational living or visiting guests. Expansive windows fill the home with natural light, creating bright, inviting spaces designed for both everyday living and effortless entertaining. Outdoors, enjoy a beautifully designed entertaining area featuring an outdoor kitchen, expansive seating, and the serenity of your own private retreat. Nestled on a quiet, dead-end street with no HOA, this property offers the rare freedom of estate living without sacrificing convenience. Logan Woods is known for its spacious homesites, lush surroundings, and peaceful atmosphere, all while offering easy access to major roadways, shopping, and dining. Just a short drive from Clam Pass Beach, Waterside Shops, and Naples' renowned dining and entertainment, this home delivers the best of both worlds. An exceptional opportunity to enjoy luxury estate living, privacy, and the Naples lifestyle, all in one remarkable property.

4854 Boxwood WAY, Naples
2665 Oil Well RD, Naples
$1,299,990
5 Beds ⋅ 5.5 Baths ⋅ 2026045866 MLS
PRICED TO SELL! SELLER OFFERING $50,000 TOWARD LABOR COSTS, PLUS ALL MATERIALS NEEDED TO COMPLETE THE REMAINING WORK ARE INCLUDED! Situated on 2 private wooded acres, this custom luxury estate offers approximately 4,400 sq. ft. of living space, 5 bedrooms, 5.5 bathrooms, a den, private elevator, and 3-car garage. A downstairs bedroom and full bathroom provide flexibility for guests or multigenerational living. Highlights include 10-foot ceilings, impact windows and doors, oversized Italian porcelain flooring, separate A/C systems for each floor, and two laundry rooms. The chef's kitchen showcases professional-grade appliances and an impressive 11-foot waterfall island, while the expansive rear balcony offers peaceful wooded views and exceptional privacy. BUILT WITH QUALITY AND DURABILITY IN MIND! Featuring cinderblock construction on both floors and extensive drainage improvements, including approximately 120 large dump truckloads of fill around the home's perimeter and 30-foot slopes on all sides, designed to improve water. AN EXCEPTIONAL OPPORTUNITY TO MAKE THIS PRIVATE LUXURY ESTATE YOUR OWN!

2665 Oil Well RD, Naples
28 Mentor DR, Naples
$1,250,000
5 Beds ⋅ 4.5 Baths ⋅ 226040442 MLS
A standout opportunity desirable subdivision of Willoughby Acres, No HOA ,Built in 2006, this spacious Naples home offers 5 bedrooms, 3 full bathrooms, 2 half baths, and 2 primary suites, with 2,968 square feet under air and 3,503 total square feet. Enjoy the saltwater pool and spa with waterfall, screened lanai, and covered outdoor living areas. The home features a spacious kitchen with a large island and stainless-steel appliances, two A/C systems, a 500-gallon propane tank, and an audio system. The roof was replaced in 2020. Located approximately five minutes from the beach, this property offers vacation rental potential, subject to applicable requirements. See remarks for showings and negotiations!!

28 Mentor DR, Naples
1983 Mullins ST, Naples
$1,600,000
5 Beds ⋅ 4 Baths ⋅ 226037957 MLS
Exceptional opportunity less than one mile from Fifth Avenue South and Naples' beautiful Gulf beaches! Built in 2017, this unique property offers 3,411 square feet under air with five bedrooms, four baths, three kitchens, three laundry areas and an elevator. Legally configured as a duplex, the thoughtfully designed floor plan offers exceptional versatility, making it ideal for multigenerational living, extended family accommodations or investment purposes. Built with an emphasis on structural integrity, durability and energy efficiency, the property features reinforced concrete block-and-beam construction incorporating Miami-Dade reinforcement standards, three-inch rigid exterior insulation and Hardie Board siding installed by certified professionals. The dramatic two-story main living area showcases exposed split-faced concrete block walls, handcrafted stairs and custom railings leading to an upper-level bedroom, full bath and additional living space. Substantial 8-inch hollow-core concrete floor slabs topped with three inches of concrete create an impressive 11-inch floor assembly. Additional highlights include Icynene-insulated roof trusses, a sealed attic, durable 5V metal roofing and a 312-square-foot ground-level storage room constructed with concrete-filled block walls and double metal doors. Ideally near the heart of downtown Naples, with convenient access to world-class dining, boutique shopping and the Gulf's pristine beaches, this distinctive property presents a rare combination of exceptional construction, prime location and flexible living possibilities.

1983 Mullins ST, 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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