MLS# 226018340 NEW
16475/95 Captiva Dr, Captiva, FL 33924Homes - 6,398 ft² / 9,492 ft² - 3 Car Garage
3+Den / 3 Baths / 1 Half / Pool / Spa
Built 2003
For the first time ever, two contiguous bayfront parcels are being offered together to create an extraordinary 5-acre waterfront compound along the coveted Roosevelt Channel on Captiva Island. Boasting nearly 350 feet of water frontage, three private docks, direct Gulf access, and exceptional privacy, this is one of the largest and most significant residential offerings to come to market on Captiva Island in generations. Set behind a gated entrance and surrounded by unspoiled island beauty, the custom-built residence, recently freshly painted, captures the warmth and character of refined island living. Soaring beamed ceilings, rich wood flooring, and a dramatic beacon tower fill the great room with natural light, while thoughtfully designed living spaces create an atmosphere equally suited for elegant entertaining and relaxed waterfront living. The home features an inviting kitchen designed for gathering and entertaining, a formal dining room, private study, flexible guest accommodations, and two expansive ensuite retreats. A dedicated wellness wing elevates the lifestyle experience with a travertine-lined indoor pool, fitness room, and sauna. Outdoors, the estate unfolds into a truly resort-inspired setting with three private docks, direct Gulf access, a tennis court, bocce court, rooftop hot tub, bayfront firepit, and expansive tropical grounds designed for recreation, privacy, and connection to the water. A spacious three-car air-conditioned garage with workshop provides ample room for vehicles, storage, and waterfront essentials. Included in the offering is the adjacent 1.5-acre bayfront parcel, bringing the total property size to nearly 5 contiguous acres and creating a rare opportunity to enjoy the estate as it exists today or further elevate the property into a truly world-class legacy compound. Concept plans by MHK Architecture have already been prepared, presenting the opportunity to thoughtfully expand the existing residence or design an entirely new architectural estate. In addition to the plans, recent surveys have been completed along with an updated elevation certificate for the residence, located in desirable Flood Zone X. The property has never flooded, enhancing peace of mind while offering meaningful time and cost savings throughout the planning and design process. With no HOA restrictions, extraordinary scale, direct Gulf access, and unmatched privacy, this is a truly irreplaceable Captiva Island estate offering.
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 Douglas Elliman Florida,LLC.*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.
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