MLS# 2025020755
16309 Captiva Dr, Captiva, FL 33924Homes - 4,861 ft² / 9,785 ft² - 2 Car Garage
6 or More / 4 Baths / 1 Half / Pool
Built 1988
This secluded Captiva Island estate unfolds like a secret whispered along the shores of Roosevelt Channel, where privacy and natural beauty blend into an atmosphere of pure coastal enchantment. Approached by a modest shell drive softened by lush vegetation, the entrance is marked only by a discreet sign: Le Jardin: The Garden. It is an invitation into another world, where tropical abundance greets you in every direction. Swaying palms, fragrant citrus groves, and vivid blooms guide your journey through nearly two acres of waterfront paradise. As the winding drive gently curves beneath the canopy of greenery, the estate slowly reveals itself. At its heart stands an exquisite Old Florida inspired residence, perfectly poised along the serene waters of the channel. With three bedrooms and two and a half baths, the main home evokes the timeless romance of Florida’s classic coastal architecture, offering stunning water views from almost every room. Inside, the expansive kitchen becomes a natural gathering place, centered around a gas range ideal for culinary celebrations. Here, lingering conversations unfold beside the warmth of the fireplace, while large porches just beyond invite you to breathe in the salt-kissed breeze and watch as dolphins play and boats drift by in the afternoon sun. Steps from the water, your private dock extends into the channel, complete with two boat lifts ready to host your adventures. The days here are effortlessly filled with the best of island living: setting out on the boat to fish or explore nearby islands, cruising to waterfront restaurants, or slipping a kayak into the calm blue water to paddle toward the untouched sanctuary of Buck Key just across the channel. For quieter moments, a thatched tiki hut offers peaceful shade along the shoreline where you can savor the stillness of the island. Meandering deeper into the property, you arrive at the charming two bedroom pool house. Beamed ceilings soar above a warm, inviting space anchored by a stone fireplace. A cozy kitchenette, relaxed seating areas, and game spaces encircle the screened swimming pool, creating a private oasis for effortless entertaining and unforgettable gatherings. Further along the shell path, a generous garage and storage building awaits, designed to shelter everything from bicycles and beach gear to kayaks and boating essentials. At the very end of the lane, tucked elegantly within the gardens, sits a picturesque guest cottage complete with a full kitchen, living room, bedroom, and bath. It is an intimate hideaway perfect for visiting friends or attentive caretakers, enveloped in the tranquility of nature. Le Jardin is more than an estate; it is an experience. A retreat where the rhythm of island life guides each day and the outside world feels wonderfully distant. Here, time slows, the air sweetens, and the hurried pace of life is gently set aside at the entrance to your extraordinary garden sanctuary.
PROPERTY DETAILS:
THIS PROPERTY IS COURTESY OF:
AREA SPECIALIST:
AREA Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute
CLHMS - Certified Luxury Home Marketing Specialist
Million Dollar GUILD
SRS - Seller Representative Specialist
Residential Interior Designer Certification
Five Star Real Estate Agent 2020-2025 Award
Luxury of Naples Group at Premiere Plus Realty
Phone: (239) 217-6283
Website: https://www.realtyofnaples.com
Helen Mikhailova is a highly accomplished Real Estate Broker with a Graduate Real Estate Institute (GRI) designation, a Luxury Home Marketing Specialist certification, and a newly earned Residential Interior Designer Certification. Fluent in English, Ukrainian, and Russian, Helen's multilingual abilities, business acumen, and global travel experience make her an exceptional choice for clients from diverse backgrounds.
Since 2005, Helen has called Naples home and has been helping clients navigate the real estate market since 2011. Her 14+ years of experience in real estate have equipped her with the expertise and insight to guide clients through every stage of the buying or selling process.
With a Master’s Degree in Mathematics, Helen brings a unique analytical perspective to real estate, ensuring clients receive informed, data-driven guidance. Her dedication to excellence has earned her recognition as a 5-star Agent from 2020 to 2023, and again in 2025, a testament to her commitment to client satisfaction and outstanding results.
"I love working with people and seeing their joy when a deal closes. Real estate allows me to connect with individuals, build meaningful relationships, and help them achieve their goals. Every day is different, exciting, and rewarding—it’s why I love what I do."
Helen’s deep knowledge of Naples and its unique communities comes from nearly two decades of living in the area. Her extensive travels enable her to confidently compare Naples to some of the world’s finest destinations. "Naples is one of the most sophisticated, attractive, and relaxing towns I’ve ever experienced. I am proud to call it my home and to help others do the same."
Helen specializes in creating stress-free, enjoyable real estate experiences for her clients. Whether working with locals or newcomers to sunny Florida, she excels at making the process seamless and satisfying.
"Through clear communication and a personalized approach, I help my clients turn their vision of living in beautiful, sunny Naples into reality."
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.
This property is courtesy of Premier Sotheby's Int'l Realty.*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.
The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.
This listing has been viewed 25 times.



