Map location of 1559 CHESAPEAKE AVE, NAPLES, FL 34102
$2,895,000
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1559 Chesapeake Ave, Naples, FL 34102

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3 Beds
4 Baths
2,641 Sq Ft

Brilliant modern waterfront corner villa with a private 30-foot boat slip in the highly coveted Royal Harbor area waterfront enclave of Oyster Bay, just 1 mile from Naples world-class dining, shopping, arts, and the sugar-sand beaches of 5th Avenue South and Old Naples. This stylish home offers 2,641 SF of living space over 2 levels with 3 bedrooms, 3.5 bathrooms, a private 2-car garage, stunning private saltwater pool/spa, and a dock with a deeded 30-foot boat slip directly behind the property, providing quick access to Naples Bay and the open Gulf. 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 chefs kitchen with high-gloss cabinetry, an expansive grey quartz island with striking waterfall edges, and white Miele appliances including a gas cooktop.The living and dining areas feature 12-foot-6-inch ceilings & flow seamlessly through fully pocketing sliding glass doors to the private outdoor oasis. 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. Heading upstairs, the custom floating staircase is a stunning architectural focal point that features clear-stained cypress wood treads and stainless-steel suspension cables or take the private elevator for effortless access to the second level. 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. Additional features include motorized shades, wide-plank white oak flooring on the second level, large-format tile flooring on the first, Wi-Fi pool controls, a tankless on-demand HW heater, and impact glass throughout. Built in 2018, this townhome-style condominium is 1 of only 5 exclusive residences within The Row at Royal Harbor, a boutique modern community. Offering both convenience and lifestyle, this walkable and bike-friendly neighborhood is lined with mature oak trees and is known for being incredibly dog friendly, perfect for morning strolls or evening golf cart rides to the beach. Enjoy sunsets & watch the famous fireworks at the Naples Pier from your boat dock. This rare modern waterfront residence blends contemporary architecture with an unbeatable location and a true Naples coastal lifestyle. Don't miss this opportunity to own a unique, impeccably designed home in one of Naples most desirable boating communities!

Listing By: Matt Brown, LLC - William Raveis Real Estate flsunshine Realty.com
  • MLS# 225077747
  • Date Listed12/06/2025
  • Days on Realty 10 Days
  • Bedrooms 3
  • Bathrooms 3 Full baths, 1 Half baths
  • Lot Size -
  • Subdivision OYSTER BAY
  • County Collier
  • Year Built 2018
  • Square Feet 2,641 sq. ft
  • Price Per Sq. Ft $1096.18

Interior Features

  • Appliances Oven, Electric Cooktop, Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Freezer, Microwave, Refrigerator, Washer, Self Cleaning Oven
  • Flooring Tile, Wood
  • Cooling Ceiling Fan(s), Whole House Fan, Zoned
  • Heating Central, Electric

Exterior / Lot Features

  • Exterior Dock, Balcony, Boat Slip, Outdoor Kitchen, Outdoor Kitchen
  • Roof Rolled/Hot Mop
  • Lot Size Acres -
  • Lot Size SQFT -
  • Lot Features Waterfront, Zero Lot Line

Financial Considerations

  • Tax Amount $16,575
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Shadowlawn Elementary School

Public • PK - 5 • Serves this home

1.35 mi

Distance

Gulf Coast Academy Charter

Public • PK - 8

2.21 mi

Distance

Avalon Elementary School

Public • PK - 5

2.6 mi

Distance

Poinciana Elementary School

Public • PK - 5

4.95 mi

Distance

Calusa Park Elementary School

Public • PK - 5

5.87 mi

Distance

Parkside Elementary School

Public • PK - 5

7.84 mi

Distance

Golden Gate Elementary School

Public • PK - 5

8.86 mi

Distance

Gulfview Middle School

Public • 6 - 8 • Serves this home

1.57 mi

Distance

The Phoenix Program Naples

Public • 6 - 12

2.35 mi

Distance

New Beginnings - Naples

Public • 3 - 8

2.35 mi

Distance

East Naples Middle School

Public • 6 - 8

2.35 mi

Distance

Lorenzo Walker Technical College

Public • 9 - 12 • Serves this home

2.35 mi

Distance

Lorenzo Walker Technical High School

Public • 9 - 12

2.35 mi

Distance

Beacon High School

Public • 9 - 12

2.35 mi

Distance

Naples High School

Public • 9 - 12

3.8 mi

Distance

Lely High School

Public • 9 - 12

7.21 mi

Distance

Unique Learning Center

Private • KG - 12

4.61 mi

Distance

Seacrest Country Day School

Private • PK - 12

4.98 mi

Distance

Easter Seals - Lily Academy

Private • UG - UG

5.17 mi

Distance

Education World Wide

Private • 06 - 12

6.21 mi

Distance

Able Academy

Private • PK - 12

6.94 mi

Distance

Saint John Neumann Catholic High School Inc.

Private • 09 - 12

7.71 mi

Distance

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in FL / 34102

Source: Walkscore

40/100

Car-Dependent

Walk Score ®

52/100

Bikable

Bike Score ®

Overview

Most errands require a car. It is possible to get on a bus. Some bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 22/100, Transit Score: 0/100, Bike Score: 43/100.

Property Change History

Points of Interest near 1559 CHESAPEAKE AVE, NAPLES, FL 34102

Frequently Asked Questions for 1559 CHESAPEAKE AVE

Source: Realty.com

1559 CHESAPEAKE AVE, NAPLES, FL 34102 is a 2,641 sq. ft. Townhouse listed for sale with 3 bedrooms and 4 bathrooms. Realty.com has 33 photos of this Townhome, listed at $2,895,000. View sales and tax history of town homes, use our mortgage calculator and more on Realty.com

Realty.com has 33 photos of 1559 CHESAPEAKE AVE.

Our records indicate that 1559 CHESAPEAKE AVE was built in 2018.

The full address for this home is 1559 CHESAPEAKE AVE, NAPLES, FL 34102.

1559 CHESAPEAKE AVE has been listed on Realty.com since Sat December 06, 2025

Most errands require a car. It is possible to get on a bus. Some bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 22/100, Transit Score: 0/100, Bike Score: 43/100.

There are 3 schools assigned to this home. Check out the schools near 1559 CHESAPEAKE AVE. Shadowlawn Elementary School (Grades: PK - 5), Gulfview Middle School (Grades: 6 - 8), Lorenzo Walker Technical College (Grades: 9 - 12)

Listing provided courtesy of: William Raveis Real Estate (tel: 239-231-3380)
Listing agent: Matt Brown (tel: 239-580-8864) (#N632888)

This content last refreshed on 2025-12-16 08:07:56. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 1559 CHESAPEAKE AVE, NAPLES, FL 34102 : MLS# 225077747

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