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Naples Florida Windstar Condos for Sale

Naples Florida Real Estate

Windstar Naples Real Estate

Homes For Sale4$799K - $2.1M
Condos For Sale11$450K - $1.8M
Sold ( Past 6 Months )29$495K - $4M
Last updated at 10:29pm 12/04/2025

$1,195,000
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MLS# 225070107

4460 Yacht Harbor Dr, Naples, FL 34112

Condos - 2,166 ft² / 2,166 ft² - 2 Carport

2 Bed / 2 Baths

Built 1987

Welcome to 4460 Yacht Harbor Drive in desirable Windward Cay enclave in Windstar on Naples Bay. If you are considering Gulf Shore Boulevard, Moorings or Park Shore condo living Windstar offers the waterfront lifestyle while being set back and protected from the bay for true peace of mind. This stunningly redesigned and fully renovated corner end-unit penthouse unit is located in a boutique 6-unit elevator building with only 2 units per floor and features 2 Bedrooms and 2 Baths in almost 2200 square feet of truly luxurious living space. Enter into a welcoming foyer to a truly fabulous open-concept living space with a contemporary light and airy vibe with soaring vaulted ceilings and stunning natural views all around. Spacious living room with walls of glass boasting unparalleled Audubon Society-certified views overlooking the serene 8th fairway, lake and tropical mangroves. A true chef's eat-in kitchen replete with custom shaker cabinetry, GE Monogram stainless steel appliances, pot filler, contemporary quartz countertops, open shelving with lighting, breakfast bar and custom built-in Brazilian walnut dining table ideal for daily dining and entertaining. Custom built-in office nook ideal for today's work from home lifestyle. Convenient laundry room with side by side washer/dryer, custom built-in cabinetry and counter affording great storage. Master suite oasis features spacious bedroom, access to lanai, dual walk-in closets with California custom built-ins and a spa-like master bath with a gorgeous oversized walk-in shower with dual rain heads, contemporary floating double vanity and freestanding soaking tub. Large guest bedroom with a gorgeous view plus a lovely full hall bathroom. Oversized covered parking for 2 vehicles and electrical outlet for your golf cart. No expense spared in this truly custom renovation with the finest of materials and craftsmanship a rarity to find this level of high-design and finish in a condo in Windstar. Windstar on Naples Bay is the only gated golf community with Tom Fazio designed 18-hole golf course that offers direct bay access, a private beach plus dock on Keewaydin Island with seasonal October-July boat shuttle included in your Windstar HOA plus a full service 73-slip deep water marina. Newly renovated clubhouse (separate membership) with multiple dining areas with stunning views of Naples Bay and Port Royal, billiards room, 6 Har-Tru tennis courts, 3 bocce courts and a state of the art fitness center slated for 2026 completion. Preferred location just a short 2 mile drive via car, bike or golf cart to downtown's 5th Avenue South and 3rd Street South known worldwide for its fine dining, shopping and beaches. Situated in the vibrant Bayshore Arts District, Windstar is walkable to Naples Botanical Garden and Naples Pickleball Center home of the pickleball US Open. Easy access to I-75, Naples and Fort Myers airports.

PROPERTY DETAILS:

Community Name: Windstar
Community Type: Boating, Gated, Golf Course
Subdivision: Windward Cay
Amenities: Barbecue, Beach Club Included, Bike Storage, Clubhouse, Community Boat Dock, Pool, Fitness Center, Golf Course, Internet Access, Marina, Pickleball, Private Membership, Putting Green, Restaurant, Sidewalk, Tennis Court(s), Underground Utility
Building Design: Contemporary, Mid Rise (4-7)
Building Desc: Contemporary
Living Area: 2,166 ft²
Total Area: 2,166 ft²
View: Golf Course, Pool/Club
Boat Access: Boat Lift
Unit Floor: 4
Total Floors: 1
Parking: Driveway Paved, Attached Carport
Construction: Concrete Block, Stucco
Exterior Features: Boat Lift, Glass Porch, Screened Lanai/Porch
Carport Spaces: 2
Roof: Tile
Private Pool: Community
Floor Description: Wood
Interior Features: Built-In Cabinets, Closet Cabinets, French Doors, Smoke Detectors, Vaulted Ceiling(s), Walk-In Closet(s), Window Coverings
Pets: Limits
Units in Building: 6
On Site Since: 09/09/2025
Irrigation: Central
Water: Central
Equipment: Cooktop - Electric, Dishwasher, Disposal, Dryer, Freezer, Home Automation, Microwave, Pot Filler, Refrigerator/Freezer, Refrigerator/Icemaker, Safe, Security System, Self Cleaning Oven, Smoke Detector, Washer, Wine Cooler
Floor Plan Type: Great Room, Split Bedrooms
Furnished Desc: Turnkey
Maintenance: Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Pest Control Exterior, Sewer, Street Lights, Street Maintenance, Trash Removal, Water
Min Days of Lease: 30
Leases Per Year: 3
Rear Exposure: NW
Elementary School: Avalon Elementary
Middle School: Gulfview Middle School
High School: Naples High School
Restrictions: No RV
Lot Desc: Zero Lot Line
Master HOA Fee: $1,092 Quarterly
Condo Fee: $3,989 Quarterly
Total Annual Recurring Fees: $20,324
Taxes: $7,227
Tax Year: 2024
Golf Type: Golf Non Equity

THIS PROPERTY IS COURTESY OF:

John R Wood Properties

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.








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