Home’s backyard pool beside a tiled patio with outdoor seating and open sliding glass doors.
Aerial view of a white residential building with a tile roof, patios, and turquoise pools.
Two-story home with a terracotta tile roof, multiple garage bays, and palm trees.
White kitchen with a large quartz island and stainless steel appliances opening onto a courtyard pool.
Kitchen and dining area opening onto a private pool patio, with white cabinetry and woven chairs.
Dining area with a glass table, built-in television cabinetry, and open doors to a poolside patio.
Bright kitchen with a breakfast bar, three stools, and doors opening toward a pool.
Living room with a beige sectional, glass coffee table, and television above a patterned cabinet.
Living room with cream sofas, turquoise pillows, a glass coffee table, and a bright window seat.
Bedroom with a woven wood bed, pale bedding, light wood floors, and large plantation-shuttered windows.
Bathroom with a dark stone double vanity, built-in tub, and glass-enclosed tiled shower.
Bedroom with two twin beds in aqua patterned bedding beneath plantation-shuttered windows.
Bedroom with blue seashell-patterned bedding and a large arched window with plantation shutters.
Home office with built-in white shelving, a long desk, two monitors, and patterned chairs.
Upstairs office with built-in desk and shelving, plantation shutters, and a curved railing.
Paved patio with wicker seating and blue cushions, bordered by hedges and tropical landscaping.
Private swimming pool with turquoise water, two chaise lounges, and a tall hedge.
Aerial view of Naples homes and palm trees with the Gulf of Mexico beyond.
Aerial view of a palm-lined Naples neighborhood with the Gulf of Mexico in the distance.
Aerial view of a Naples coastal neighborhood, with a prominent residence and pool facing the Gulf of Mexico.
SEE ALL PHOTOS
Home’s backyard pool beside a tiled patio with outdoor seating and open sliding glass doors.
Aerial view of a white residential building with a tile roof, patios, and turquoise pools.
Two-story home with a terracotta tile roof, multiple garage bays, and palm trees.
White kitchen with a large quartz island and stainless steel appliances opening onto a courtyard pool.
Kitchen and dining area opening onto a private pool patio, with white cabinetry and woven chairs.
Dining area with a glass table, built-in television cabinetry, and open doors to a poolside patio.
Bright kitchen with a breakfast bar, three stools, and doors opening toward a pool.
Living room with a beige sectional, glass coffee table, and television above a patterned cabinet.
Living room with cream sofas, turquoise pillows, a glass coffee table, and a bright window seat.
Bedroom with a woven wood bed, pale bedding, light wood floors, and large plantation-shuttered windows.
Bathroom with a dark stone double vanity, built-in tub, and glass-enclosed tiled shower.
Bedroom with two twin beds in aqua patterned bedding beneath plantation-shuttered windows.
Bedroom with blue seashell-patterned bedding and a large arched window with plantation shutters.
Home office with built-in white shelving, a long desk, two monitors, and patterned chairs.
Upstairs office with built-in desk and shelving, plantation shutters, and a curved railing.
Paved patio with wicker seating and blue cushions, bordered by hedges and tropical landscaping.
Private swimming pool with turquoise water, two chaise lounges, and a tall hedge.
Aerial view of Naples homes and palm trees with the Gulf of Mexico beyond.
Aerial view of a palm-lined Naples neighborhood with the Gulf of Mexico in the distance.
Aerial view of a Naples coastal neighborhood, with a prominent residence and pool facing the Gulf of Mexico.
Courtesy of Andrew Christopher, LLC, William Raveis Real Estate, 239-821-3560
For Sale

165 5TH ST S 3

165 5TH ST S 3, NAPLES, FL 34102

$2,700,000
Perfectly positioned in the heart of Old Naples, this beautifully transformed two-story villa offers an exceptional combination of privacy, sophisticated coastal style and an enviable walkable lifestyle. Just three blocks from the renowned shopping and dining of Fifth Avenue South and five blocks from Naples' white-sand beaches and the Gulf, the location is truly outstanding.

Offering nearly 2,000 square feet, the light-filled residence features an open great room design with three spacious bedrooms, three full baths and a versatile loft/den ideal for an office, additional living area or guest space. Newly installed double sliding glass doors create a seamless connection to the completely redesigned private outdoor retreat.

The resort-inspired pool and lanai have been beautifully enhanced with travertine decking, updated pool equipment and a tranquil waterfall feature. Removal of the former screen enclosure allows abundant sunshine and creates an open-air setting ideal for entertaining, relaxing poolside or enjoying the Naples lifestyle year-round.

Inside, the renovated kitchen features quartz countertops and backsplash, premium finishes and an inviting layout that flows effortlessly into the dining and living areas. Large-format porcelain tile, rich wood flooring, crown molding, recessed lighting and impact-resistant windows further enhance the residence.

Set within an intimate, pet-friendly enclave of only four villas, the community has recently received a new roof and fresh exterior paint. A private one-car garage adds convenience, while the residence is offered furnished for immediate enjoyment or investment potential.

With exceptional privacy, beautifully updated indoor and outdoor living spaces, and Fifth Avenue South and the beach just blocks away, this distinctive villa offers an extraordinary opportunity to experience the very best of Old Naples.

11/15/2026 12:00PM - 3:00PM EST

11/22/2026 12:00PM - 3:00PM EST

3
beds

3
baths

1,951 Sq.Ft. LIVING AREA

Andrew  Christopher

Andrew Christopher

Features & Amenities

Interior

  • total bedrooms3
  • Total bathrooms3
  • full bathrooms3
  • Laundry room Laundry in Residence
  • Flooring Marble, Tile, Wood
  • APPLIANCES Dishwasher, Disposal, Microwave, Range, Refrigerator/Freezer, Self Cleaning Oven, Washer
  • other interior Features Built-In Cabinets, Closet Cabinets, Foyer, Pantry, Smoke Detectors, Volume Ceiling, Walk-In Closet(s), Window Coverings

Area & Lot

  • Status For Sale
  • OPEN HOUSE

    11/15/2026 12:00PM - 3:00PM EST

    11/22/2026 12:00PM - 3:00PM EST

  • Living Area1,951 Sq.Ft.
  • Total Area2,982 Sq.Ft.
  • MLS® ID226035212
  • TypeResidential
  • YEAR BUILT2004
  • NeighborhoodOld Naples
  • Architecture StylesTraditional, Villa Attached
  • Water FrontageNone
  • View DescriptionCity, Landscaped Area, Pool/Club

Exterior

  • STORIES2
  • Garage Space1.0
  • water SourceCentral
  • PoolBelow Ground, Equipment Stays, Electric Heat
  • roofTile
  • lot featuresZero Lot Line
  • parkingAttached
  • HEAT TYPECentral Electric
  • AIR CONDITIONINGCeiling Fan(s), Central Electric, Humidistat, Whole House Fan
  • SubstructureConcrete Block
  • HOA AmenitiesNone
  • security FeaturesSecurity System, Smoke Detector(s)
  • other exterior FeaturesOpen Porch/Lanai

Financial

  • Sales Price$2,700,000
  • Real Estate Tax $13,996/yr
  • HOA $20,440/yr
Aerial view of a white residential building with a tile roof, patios, and turquoise pools.

Schedule a Showing

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Schedule a Showing

I would love to show you this beautiful property. Please select your preferred date and time below. I will be in touch shortly to confirm your appointment.

Thank you for your interest in 165 5TH ST S 3, NAPLES, FL 34102. We are reviewing your request and will be in touch shortly!

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Old Naples

Offers an idyllic combination of serene beaches, upscale shopping, and vibrant dining.

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Work With Andrew

Andrew has been a Naples resident for over 35+ years and has an intimate knowledge of the luxury waterfront properties in the area. Residing on Gulf Shore Boulevard gave him firsthand experience of what makes Naples luxury real estate so special.

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