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7404 Winding Cypress Dr, Naples, FL 34114Homes - 2,062 ft² / 2,493 ft² - 2 Car Garage
2+Den / 2 Baths / Pool / Spa
Built 2016
The most private homesite in Winding Cypress Resort community, this exceptional home offers views abundant with trees and lake, bordered by a lush preserve and expansive buffer zones. Breathtaking southwestern water views provide the ideal backdrop, rivaling the most stunning beach sunsets. Step outside to the largest covered lanai in the community, complete with a sparkling pool and spa, creating an idyllic space for relaxation and entertaining. Step inside to discover a home that has been expanded and meticulously designed, with raised ceilings and professionally finished interiors that exude sophistication. This home is equipped with premium features, including whole house generator, reverse osmosis water system, impact-resistant glass, natural gas and top-tier finishes throughout. The expansive layout offers views from every angle, ensuring that every room feels connected to the beautiful outdoor surroundings. Residents can indulge in the luxurious Winding Cypress Club, which features a state-of-the-art fitness center, catering kitchen, community room and activity room. Outdoor amenities abound, including pickleball, a resort-style pool with a lap section, spa, outdoor movement studio, barefoot bar, bocce ball courts, five Har-Tru tennis courts, a fire pit, a bird-watching overlook and a nature boardwalk with a picnic pavilion. At the center point between the pristine shores of Marco Island and the vibrant downtown Naples, this incredible resort location provides the ideal backdrop for an unparalleled lifestyle.
PROPERTY DETAILS:
Community Name: Winding Cypress
Community Type: Gated
Amenities: Business Center, Clubhouse, Park, Pool, Community Room, Spa/Hot Tub, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Play Area, Restaurant, Sidewalk, Streetlight, Tennis Court(s)
Building Design: Ranch, Single Family
Building Desc: 1 Story/Ranch
Living Area: 2,062 ft²
Total Area: 2,493 ft²
View: Lake, Landscaped Area, Preserve, Trees/Woods
Waterfront Desc: Lake
Total Floors: 1
Parking: Driveway Paved, Attached
Garage Spaces: 2
Construction: Concrete Block, Metal Frame, Stucco
Exterior Features: Open Porch/Lanai, Screened Lanai/Porch
Roof: Tile
Private Pool: Community, Below Ground, Concrete, Gas Heat, Screen Enclosure, See Remarks
Private Spa: Community, Below Ground, Concrete, Heated Gas
Floor Description: Carpet, Tile
Interior Features: Built-In Cabinets, Coffered Ceiling(s), Foyer, Pantry, Vaulted Ceiling(s), Volume Ceiling, Walk-In Closet(s), Window Coverings, Zero/Corner Door Sliders
Pets: With Approval
On Site Since: 11/08/2024
Irrigation: Lake/Canal
Water: Central, Reverse Osmosis - Partial House
Equipment: Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Refrigerator/Freezer, Refrigerator/Icemaker, Smoke Detector, Washer
Floor Plan Type: Great Room, Split Bedrooms
Furnished Desc: Negotiable
Maintenance: Irrigation Water, Lawn/Land Maintenance, Manager, Pest Control Exterior, Reserve, Street Lights, Street Maintenance
Min Days of Lease: 90
Leases Per Year: 3
Rear Exposure: SW
Restrictions: Architectural, Deeded, No Commercial
Acres: 0.27
Lot Desc: Irregular Lot, Oversize
Lot Left: 135
Lot Right: 137
Lot Back: 98
Lot Frontage: 74
HOA Fees: $1,521 Quarterly
Transfer Fee: $1,050
Total Annual Recurring Fees: $6,484
Taxes: $7,276
Tax Year: 2023
Golf Type: No Golf Available
THIS PROPERTY IS COURTESY OF:
AREA SPECIALIST:
Helen Mikhailova
AREA Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute
CLHMS - Certified Luxury Home Marketing Specialist
Million Dollar GUILD
SRS - Seller Representative Specialist
Five Star Real Estate Agent 2020-2022 Award
Luxury of Naples Group at Premiere Plus Realty
Phone: (239) 217-6283
Website: https://www.realtyofnaples.com
Bio: 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."
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 and we look forward to earning 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.
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