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Naples Florida Oyster Bay Homes for Sale

Naples Florida Real Estate

Oyster Bay Naples Real Estate

Homes For Sale2$989K - $4.3M
Condos For Sale16$389K - $1.1M
Sold ( Past 6 Months )11$375K - $4M
Last updated at 3:26pm 04/29/2026

$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:


Alena Vydra, PA
2025 Five Star Real Estate Agent

Certified Luxury Home Marketing Specialist
Alena Vydra, PA

Area Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute
SRS - Seller Representative Specialist
SFR - Short Sales and Foreclosure Resource Certification
CLHMS - Certified Luxury Home Marketing Specialist
Million Dollar GUILD
RIDQC Certified Residential Interior Designer
DSA Certified Residential Interior Designer
DSA- Designer Society of America member

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 321-5012

Websitehttps://www.realtyofnaples.com

Bio

Alena Vydra is experienced Broker Associate, Graduate Realtor Institute, have earned the Certified Luxury Home Marketing Specialist designation; recognized as members of the Million Dollar GUILD, Five Star Real Estate Agent, have earned many designations and certifications such as Seller Representative Specialist, Certified Negotiation Expert designations; Short Sales and Foreclosure Resource Certification, and Residential Interior Designer Certification.

Since 2011, Alena has led the Luxury of Naples Group with pride, working alongside educated and experienced colleagues. The team emphasizes education and local market knowledge as crucial to their success. Their main goal is to work diligently to maintain and enhance the group's strong professional reputation. Whether you're buying or selling, Alena and her team are dedicated to providing expert real estate counseling to help you achieve your goals.

Originally from Ukraine, Alena moved to the United States with her husband and two daughters in 2003. She holds a master's degree in Mathematics and Physics. Transitioning from accounting, Alena discovered her passion for real estate in Florida, where she continues to grow professionally, leveraging her mathematical and interpersonal skills. Her role is enriched by meeting clients from different states, countries and helping them find their ideal home in welcoming Naples.

Alena describes Naples as a "must-see city," boasting a vibrant array of activities, a mild climate, unique tropical nature, and pristine white sand beaches.

The Luxury of Naples Group focuses on staying current with market trends through strategic advertising, effective communication, and fostering long-term business relationships. Their commitment is to earn clients' trust and deliver the best possible outcomes.

For expert real estate service in the Estero-Naples-Bonita Springs areas, contact Alena and her team. Their motto is: "Providing The Luxury Real Estate Service You Deserve!"

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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