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Naples Florida Oyster Bay Homes for Sale

Naples Florida Real Estate

Oyster Bay Naples Real Estate

Homes For Sale3$989K - $4.3M
Condos For Sale15$389K - $1.1M
Sold ( Past 6 Months )10$375K - $4M
Last updated at 8:44am 05/12/2026

$4,349,000

MLS# 226013587

1510 Chesapeake Ave, Naples, FL 34102

Homes - 3,062 ft² / 3,682 ft² - 2 Car Garage

3+Den / 3 Baths / 1 Half / Pool / Spa

Built 2002

Premier waterfront residence at 1510 Chesapeake Ave with direct, no bridge boating access to Naples Bay and the Gulf via Gordon Pass. Set along one of the widest and most navigable canals in Oyster Bay and Royal Harbor, this custom built concrete block home offers a true boater’s lifestyle with distinctive lighthouse inspired architecture and a striking presence. A large double entrance circular driveway and herringbone brick paver entry create a strong first impression. Inside, the home offers three bedrooms plus a den, three and a half baths, soaring ceilings, custom millwork, hand applied trompe l’oeil detail, and abundant natural light that showcases every inch of the interior. The den can easily function as a fourth bedroom. The primary suite and one guest bedroom open directly to the pool, while the additional guest room and den each feature covered outdoor sitting areas, creating a seamless connection to the waterfront setting. From there, the home flows naturally to the dock and spa, extending the living experience outdoors. The custom Ipe hardwood dock, widely regarded as the gold standard in waterfront decking, offers exceptional durability, low maintenance, timeless aesthetic appeal, and a premium gateway to the Gulf. The large garage includes an oversized storage closet, ideal for organizing fishing tackle, rods, boating gear, and other coastal lifestyle essentials. Never flooded and ideally located just minutes from Tin City, Bayfront, Cabana on the Bay, and Downtown Fifth Avenue, this property combines architectural character, premier canal frontage, and exceptional access by both land and water.

PROPERTY DETAILS:

Community Name: Oyster Bay
Community Type: Boating, Non-Gated
Amenities: Bike And Jog Path, Fish Cleaning Station, Internet Access
Building Design: Ranch, Florida, Single Family
Building Desc: 1 Story/Ranch, Florida
Living Area: 3,062 ft²
Total Area: 3,682 ft²
View: Canal, Water
Waterfront Desc: Canal Front
Boat Access: Boat Dock Private, Boat Lift, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock
Unit Floor: 1
Total Floors: 1
Parking: Circular Driveway, Driveway Paved, RV-Boat, Attached
Garage Spaces: 2
Construction: Concrete Block, Vinyl Siding
Exterior Features: Boat Dock Private, Boat Lift, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock, Built In Grill, Storage
Roof: Metal
Private Pool: Below Ground, Electric Heat, Screen Enclosure
Private Spa: Below Ground, Heated Electric, Jetted Tub
Floor Description: Carpet, Wood
Interior Features: Built-In Cabinets, French Doors, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Wired for Sound, Vaulted Ceiling(s), Walk-In Closet(s)
Pets: Yes
Units in Building: 1
On Site Since: 04/07/2026
Irrigation: Central
Water: Central
Equipment: Auto Garage Door, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Security System, Self Cleaning Oven, Smoke Detector, Washer
Floor Plan Type: Split Bedrooms
Furnished Desc: Negotiable
Maintenance: Lawn/Land Maintenance, Pest Control Exterior, Sewer, Trash Removal
Rear Exposure: S
Elementary School: Lake Park Es
Middle School: Gulfview Ms
High School: Naples High
Acres: 0.26
Lot Desc: Regular
Lot Left: 140
Lot Right: 140
Lot Back: 80
Lot Frontage: 80
Taxes: $8,886
Tax Year: 2025
Golf Type: No Golf Available
Gulf Access Type: No Bridge(s)/Water Direct

THIS PROPERTY IS COURTESY OF:

Compass Florida LLC

IMAGES:

LOCATION:

AREA SPECIALIST:


Oleg Mikhailov
Oleg Mikhailov

Area Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 280-1237

Websitehttps://www.realtyofnaples.com

Bio

Oleg Mikhailov has been a Naples resident since 1999 and is deeply familiar with the neighborhoods of Naples, Bonita Springs, and Marco Island. His extensive local knowledge allows him to expertly assist you in finding the perfect home for your family’s unique needs. With Oleg as your Real Estate Broker, you can trust that his dedication and expertise will make your experience seamless and enjoyable.

In addition to his real estate career, Oleg is an experienced engineer. This technical expertise enhances his ability to evaluate properties, providing valuable insights into a home’s structure and potential. His engineering background, combined with his work as a financial consultant for global real estate projects and business development programs, equips him with a rare skill set that ensures you’re getting the best advice and support in every transaction.

Outside of his professional career, Oleg was part of a professional auto racing team and has earned several international sports awards. His racing experience has honed his attention to detail and focus, qualities that translate directly to his work in real estate. His stress-free approach, paired with his guiding principle—a happy client is the most important thing—ensures that you’ll have a positive and rewarding experience.

Whether you’re buying or selling, Oleg Mikhailov is committed to making your real estate journey smooth, successful, and satisfying.

CONTACT / REQUEST APPOINTMENT:


In order to better assist our clients, we need to know as much as possible relating to: you, your situation, your needs, what you are looking for, and how we can best assist you. Please be as detailed as possible, for if you are vague, we may miss something - thus, not providing the best service possible. Your satisfaction is our top priority. By providing your phone number, you consent to receive communications, including but not limited to text messages and phone calls, from Luxury Of Naples Group regarding your inquiries, appointments, updates, or other services. Message and data rates may apply. You can opt-out at any time by replying STOP to any text message or contacting us.
Thank you! We look forward to the opportunity to earn your trust and your business.


Broker Reciprocity LogoThis property is courtesy of Compass Florida LLC.

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