Naples Real Estate

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 local Naples, FL agents, Dave Jones Realty 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

$1,250,000
5 Beds ⋅ 3 Baths ⋅ 226032436 MLS
BEAUTIFUL AND METICULOUSLY MAINTAINED 5 BEDROOM, 3 BATH HOME IN DIVOSTA’S GATED WINDING CYPRESS COMMUNITY, ONE OF NAPLES MOST DESIRABLE LOCATIONS, CONVENIENT TO DOWNTOWN NAPLES, MARCO ISLAND’S PRISTINE BEACHES AS WELL AS NEARBY SHOPPING AND RESTAURANTS, THIS SUMMERWOOD FLOORPLAN FEATURES A MASTER ON MAIN LIVING FLOOR WITH LARGE BATH AND WALK-IN CLOSET, A LARGE LOFT SPACE UPSTAIRS WITH A SEPARATE BEDROOM AND FULL BATH, AND 3 OTHER BEDROOMS AND BATH ON THE MAIN LIVING LEVEL. NUMEROUS UPGRADES INCLUDE OVERSIZED POOL AND SPA, EXTENDED LANAI AND GARAGE, ZERO CORNER SLIDING DOORS LEADING TO LANAI, FRAMED DROP SOFFIT IN MASTER, FLOOR OUTLET, DECORATIVE GLASS FRONT DOOR, OVERSIZED KITCHEN ISLAND, OUTDOOR KITCHEN WITH BUILT-IN GRILL AND COOLER, TANKLESS WATER HEATER, AND CUSTOM CABINETRY AND TILE. WINDING CYPRESS FEATURES A GATED ENTRANCE WITH GUARD, DOG PARK, COMMUNITY GARDEN, TENNIS, PICKLEBALL, BEAUTIFUL CLUBHOUSE WITH BAR AND GRILL, LARGE RESORT POOL AND DECKS…TRULY A GEM IN SOUTH NAPLES! AND NO FLOOD INSURANCE REQUIRED!!

7700 Winding Cypress Drive, Naples
$1,250,000
5 Beds ⋅ 4 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
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 226026006 MLS
Indulge in Luxury Living in This Stunning Move-In Ready Home Step into effortless luxury in this beautifully appointed, move-in ready Pulte built residence where sophisticated design, and resort-style living come together. Thoughtfully designed for both everyday comfort and exceptional entertaining, this spacious home offers 5 bedrooms, 3 full bathrooms, a loft, a small office space, and an open-concept floor plan. From the moment you enter, you’ll appreciate the attention to detail, including plantation shutters, elegant crown molding, and ceramic tile flooring throughout the first floor. The open living spaces create an inviting flow from room to room, making this home ideal for relaxing with family or hosting guests. The resort-style pool is a showstopper, featuring a spacious sun shelf/beach area perfect for lounging, soaking up the Florida sunshine, or enjoying a refreshing drink poolside. Take in the peaceful water view through the picture window screen enclosure and enjoy your own private outdoor retreat. The flexible floor plan offers a primary suite and an additional bedroom on the main level, along with a den and dedicated office space. The open kitchen allows you to interact with your guests while entertaining. There is a large walk-in pantry and new gas stove!! Upstairs, you’ll find three additional bedrooms, and a spacious bonus living area, and convenient utility access, providing plenty of room for family, guests, hobbies, or a home office. This home is being offered turnkey, making your move as easy as possible. Several large-screen TVs are included, allowing you to settle in and start enjoying your new home from day one. The two-car garage features durable epoxy flooring and built-in storage cabinets, providing a clean, organized space for vehicles, recreation equipment, tools, and more. Located in a highly desirable area with great schools, this home is also conveniently close to shopping, Vanderbilt Beach, upscale dining, and nearby medical facilities. Whether you’re looking for a full-time residence, a Florida retreat, or a home designed for entertaining, this exceptional property offers the lifestyle you’ve been waiting for. Luxury. Comfort. Convenience. Resort-style relaxation. This is more than a home—it’s the Florida lifestyle, ready for you to move in and enjoy.

7209 Wilton Drive, Naples
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