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Naples Florida Oyster Bay Condos for Sale

Naples Florida Real Estate

Oyster Bay Naples Real Estate

Homes For Sale5$989K - $8.9M
Condos For Sale15$389K - $1.1M
Sold ( Past 6 Months )11$375K - $4M
Last updated at 2:34am 06/10/2026

$399,000

MLS# 226020726 NEW

1200 Cherrystone Ct B-109, Naples, FL 34102

Condos - 1,396 ft² / 1,396 ft²

2 Bed / 2 Baths

Built 1974

An exceptional boating opportunity in Naples at an incredible value! Waterfront living meets direct Gulf access in this charming first-floor residence at Cherrystone Court, complete with a deeded 30-foot boat dock featuring electric & water, a new wooden dock and seawall, and NO BRIDGES to the Gulf — offering the effortless boating lifestyle so many dream of, yet rarely find at this price point. Positioned along a peaceful canal connected to Naples Bay, this 2-bedroom, 2-bath residence offers 1,276 square feet of inviting living space and tranquil canal and boat dock views from the glass-enclosed lanai. Inside, the condo features an updated kitchen with granite countertops and refreshed cabinetry, along with updated bathroom vanities that add modern touches where it matters most. Lovingly maintained and move-in ready, this residence also presents a rare chance to personalize your waterfront retreat over time and create the perfect Naples escape tailored to your own style and vision. Original flooring and finishes offer the opportunity to update at your pace, while included furnishings make immediate enjoyment possible from day one. Residents of Cherrystone Court enjoy a community pool and BBQ area, all ideally located near the dining, shopping, and coastal lifestyle Naples is known for. Whether you envision sunset cruises, waterfront dining by boat, fishing adventures, or simply relaxing by the water, this is an increasingly rare opportunity to own a waterfront condo with direct Gulf access and a private deeded dock in Naples under $400,000. Cherrystone Court is a 55+ community

PROPERTY DETAILS:

Community Name: Oyster Bay
Community Type: Boating, Non-Gated
Subdivision: Cherrystone Court
Amenities: Barbecue, Boat Storage, Cabana, Pool, Community Room, Underground Utility
Building Design: Low Rise (1-3)
Building Desc: Other
Living Area: 1,396 ft²
Total Area: 1,396 ft²
View: Canal, Landscaped Area, Water
Waterfront Desc: Canal Front
Boat Access: Dock Deeded, Dock Included, Elec Avail at dock, Water Avail at Dock, Wooden Dock
Unit Floor: 1
Total Floors: 1
Parking: 1 Assigned, Guest, Paved
Construction: Concrete Block, Stucco
Exterior Features: Dock Deeded, Dock Included, Elec Avail at dock, Water Avail at Dock, Wooden Dock, Glass Porch, Screened Lanai/Porch
Roof: Shingle
Private Pool: Community
Floor Description: Carpet, Tile
Interior Features: Walk-In Closet(s), Window Coverings
Units in Building: 11
On Site Since: 05/26/2026
Irrigation: Reclaimed
Water: Central
Equipment: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Icemaker, Washer
Floor Plan Type: Split Bedrooms
Furnished Desc: Turnkey
Maintenance: Insurance, Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Manager, Pest Control Exterior, Rec Facilities, Repairs, Reserve, Sewer, Water
Min Days of Lease: 30
Leases Per Year: 3
Rear Exposure: E
Restrictions: Architectural, Deeded
Lot Desc: Regular
Condo Fee: $2,235 Quarterly
Total Annual Recurring Fees: $8,940
Taxes: $930
Tax Year: 2025
Total One Time Fees: $75
Gulf Access Type: No Bridge(s)/Water Direct

THIS PROPERTY IS COURTESY OF:

Downing Frye Realty Inc.

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 Downing Frye Realty Inc..

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