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    1559 Chesapeake Ave, Naples, FL 34102 — $2,695,000 | Modern Waterfront Villa in Oyster Bay

    By Matt Brown·Published April 14, 2026·Updated April 14, 2026

    Articles are independently produced by the Haute Living editorial team. Featured agents are members of the Haute Real Estate Network — inclusion does not influence editorial coverage or rankings.

    $2,695,000
    3 Bed3.5 Bath
    @hauteresidence · 186K Followers
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    Modern Waterfront Living in One of Naples' Most Desirable Boating Communities

    Presented by Haute Residence member Matt Brown, this brilliant modern waterfront corner villa at 1559 Chesapeake Ave offers a rare combination of contemporary architecture, waterfront access, and an unbeatable Old Naples location — all for $2,695,000.

    Located in the highly coveted Royal Harbor area waterfront enclave of Oyster Bay, this property sits just 1 mile from Naples' world-class dining, shopping, arts, and the sugar-sand beaches of 5th Avenue South and Old Naples.

    Property Highlights

    • 3 Bedrooms, 3.5 Bathrooms
    • 2,641 SF of living space over 2 levels
    • Private 2-car garage
    • Private saltwater infinity-edge pool, sun shelf, spa
    • Deeded 30-foot boat slip with quick access to Naples Bay and the open Gulf
    • Built in 2018 — 1 of only 5 exclusive residences within The Row at Royal Harbor
    Ultra modern chef's kitchen with high-gloss cabinetry and grey quartz island

    Interior Design

    Upon entry, the villa exudes light and air with a soaring 25-foot vaulted ceiling and a dramatic wall of impact glass that floods the foyer and living areas with natural light. The centerpiece of the open-concept design is an ultra modern chef's kitchen with high-gloss cabinetry, an expansive grey quartz island with striking waterfall edges, and white Miele appliances.

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    The living and dining areas feature 12-foot-6-inch ceilings and flow seamlessly through fully pocketing sliding glass doors to the private outdoor oasis. A custom floating staircase serves as a stunning architectural focal point, featuring clear-stained cypress wood treads and stainless-steel suspension cables — or take the private elevator for effortless access to the second level.

    Open living area with floor-to-ceiling windows and natural light

    Primary Suite & Bedrooms

    Upstairs, an open loft area — ideal as an office or reading nook — leads to the luxurious primary suite with floor-to-ceiling windows, a sleek modern bathroom, and a private sun terrace overlooking the pool, spa, and serene waterway. Each of the three bedrooms features high 10-foot-9-inch ceilings, private balconies, walk-in closets with custom organizers, and en-suite bathrooms appointed with floating vanities, custom mirrors, and open-concept glass showers.

    Private saltwater infinity pool and outdoor living area with canal views

    Outdoor Living

    The outdoor living area offers a resort experience with a private saltwater infinity-edge pool, sun shelf, spa, poolside gas fire feature, and an outdoor kitchen overlooking the canal and boat dock. This is indoor/outdoor living at its best.

    Additional Features

    • Motorized shades throughout
    • Wide-plank white oak flooring on second level
    • Large-format tile flooring on the first level
    • Wi-Fi pool controls
    • Tankless on-demand hot water heater
    • Impact glass throughout
    • Walkable and bike-friendly neighborhood with mature oak trees

    The Lifestyle

    This boutique modern community within The Row at Royal Harbor offers both convenience and lifestyle. The neighborhood is incredibly dog-friendly, perfect for morning strolls or evening golf cart rides to the beach. Enjoy sunsets and watch the famous fireworks at the Naples Pier from your own boat dock.

    For private inquiries on 1559 Chesapeake Ave, contact Haute Residence member Matt Brown.

    Property Summary

    A brilliant modern waterfront corner villa with a private 30-foot boat slip in the coveted Royal Harbor enclave of Oyster Bay, just 1 mile from Naples' world-class dining, shopping, and the sugar-sand beaches of 5th Avenue South.

    Agent Attribution
    Matt Brown
    Market / Location
    Naples, Florida
    Property Type
    Villa
    Price
    $2,695,000
    Bedrooms
    3
    Bathrooms
    3.5
    Square Feet
    2,641
    Address
    1559 Chesapeake Ave,
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    Matt Brown, luxury real estate agent in Naples, Florida

    Luxury Listing

    Matt Brown

    Naples Luxury Real Estate Specialist · William Raveis Real Estate · Naples, Florida

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