Windstar Naples Homes for Sale

Rare waterfront estate on exclusive Southpointe Island at Windstar on Naples Bay. Tucked behind double gates within an intimate enclave of only ten estate residences, this exceptional property offers privacy, direct Gulf access, and an unparalleled Naples lifestyle just minutes from downtown and world-renowned beaches. Positioned on nearly half an acre, this home features a private 40-ft dock in the backyard with the option to purchase an additional 50-ft protected slip in Windstar’s private marina—an extraordinary offering seldom available in Naples Bay communities. Spanning over 6,100 sq ft of refined interior living space, this 5-bedroom + den, 4 full and 2 half bath residence showcases spectacular 20+ ft contoured ceilings, abundant natural light, and meticulous attention to detail throughout. The chef’s kitchen is designed for both function and style, featuring custom cabinetry imported from Japan, quartzite countertops, a gas cooktop island, premium appliances, and seamless flow to the expansive outdoor living areas. The luxurious owner’s suite offers tranquil water and preserve views, a private balcony, and a spa-inspired bath with jetted soaking tub and walk-in steam shower. An elevator provides convenient access to the second level. Impact-resistant WinDoor windows and doors and a newer roof provide peace of mind. Outdoor living is exceptional, with nearly 5,000 sq ft of covered and open-air space including multiple balconies, a custom saltwater pool and spa with cascading water features, summer kitchen, and spacious lanai—ideal for entertaining or quiet waterfront relaxation. Residents of Windstar on Naples Bay enjoy access to a full suite of private club amenities, including championship golf, tennis, an active clubhouse, private beach access via shuttle, and a full-service marina with harbormaster. Membership opportunities subject to club approval and availability. A rare opportunity to own an estate-level waterfront home combining boating, privacy, and proximity at an exceptional value on Naples Bay.

Oleg Mikhailov

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

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 280-1237

Website: https://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.

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We need to know what you are actually looking for. Please be as detailed as possible, ie: areas of interest, property type, property size via sq. ft., bedrooms, bathrooms, price range, amenities, view, and any must haves that are key factor that would make the homes we pre-select the perfect choice for you. *

This property is courtesy of John R Wood Properties.

*Just Listed: new properties that came on the market within the last 30 days.
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*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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