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Naples Florida Winding Cypress Homes for Sale

Naples Florida Real Estate

Winding Cypress Naples Real Estate

Homes For Sale21$510K - $1.8M
Sold ( Past 6 Months )27$499K - $1.6M
Last updated at 1:43am 03/23/2026

$850,000
Decrease*
$49K

MLS# 226007913

7460 Blackberry Dr, Naples, FL 34114

Homes - 2,188 ft² / 2,990 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 2016

This modern three-bedroom plus den residence in the prestigious resort style living gated community of Winding Cypress, offers a bright, expansive open floor plan, breathtaking lake views, ceramic tile throughout and a gorgeous and functional updated kitchen featuring solid maple shaker cabinetry, premium hardware, and spacious pantry. This residence is also equipped with gas stove, brand new LG Studio refrigerator and stove to enjoy a fabulous culinary experience. The magnificent quartz island, ideal to entertain and savor your favor meals is illuminated by one of a kind showstopper custom abalone shell chandelier which mirrors the one in the dining room creating a one of kind ambiance. The large family room flows harmoniously to an inviting bar area to taste your favorite drink. The Master bedroom provides high ceilings, custom made cabinetry and serene lake views. Both bathrooms feature Aquadome LED fog-free mirrored medicine cabinets adding a touch of functionality and elegance. Life al fresco is enjoyed to the fullest in the spectacular extended back patio, with outdoor kitchen and several sitting areas. This enclosed lanai with panoramic premium screens allows for breathtaking unobstructed water and sky views. Also available is an initial electrical connection to install a jacuzzi if desired. Ample storage and full hurricane protection plus generator to provide extra peace of mind. Additional traits are the Wakaflex installed on all vents, openings and roof crown for maximum weather protection, the Eufy home security system, recently painted inside and out, Maytag Washer and Dryer, Culligan reverse osmosis water filter, front entry screened enclosure and driveway expanded to accommodate 3 vehicles. The 2-car garage comes with overhead storage. Winding Cypress offers world-class amenities, including a clubhouse, on-site restaurant, fitness center, resort pool, and tennis/pickleball courts. Positioned between the sun-drenched beaches of Marco Island and upscale dining, shops and galleries of downtown Naples, this home offers the ultimate setting for relaxation, comfortable living and sophisticated entertaining.

PROPERTY DETAILS:

Community Name: Winding Cypress
Community Type: Gated, Tennis
Amenities: Bike And Jog Path, Clubhouse, Pool, Fitness Center, Internet Access, Pickleball, Restaurant, Streetlight, Tennis Court(s), Underground Utility
Building Design: Single Family
Building Desc: Other
Living Area: 2,188 ft²
Total Area: 2,990 ft²
View: Lake
Waterfront Desc: Lake
Unit Floor: 1
Total Floors: 1
Parking: Attached
Garage Spaces: 2
Construction: Concrete Block, Stucco
Exterior Features: Screened Lanai/Porch, Built In Grill, Tennis Court(s)
Roof: Tile
Private Pool: Community
Floor Description: Tile
Interior Features: Bar, Built-In Cabinets, Closet Cabinets, Foyer, Laundry Tub, Pantry, Smoke Detectors, Walk-In Closet(s), Window Coverings
Pets: Yes
On Site Since: 02/20/2026
Irrigation: Central
Water: Central
Equipment: Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Dryer, Grill - Gas, Microwave, Refrigerator/Icemaker, Smoke Detector, Washer
Floor Plan Type: Split Bedrooms
Furnished Desc: Unfurnished
Maintenance: Irrigation Water, Lawn/Land Maintenance, Street Lights, Street Maintenance, Trash Removal
Min Days of Lease: 30
Leases Per Year: 3
Rear Exposure: SE
Restrictions: Deeded
Acres: 0.18
Lot Desc: Regular
Lot Left: 110
Lot Right: 110
Lot Back: 80
Lot Frontage: 80
HOA Fees: $1,665 Quarterly
Transfer Fee: $1,050
Total Annual Recurring Fees: $7,144
Taxes: $7,941
Tax Year: 2024
Total One Time Fees: $1,300

THIS PROPERTY IS COURTESY OF:

Premier Sotheby's Int'l Realty

IMAGES:

LOCATION:

AREA SPECIALIST:


Helen Mikhailova
2025 Five Star Real Estate Agent

Certified Luxury Home Marketing 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
Residential Interior Designer Certification
Five Star Real Estate Agent 2020-2025 Award

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 217-6283

Websitehttps://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."

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.


Broker Reciprocity LogoThis 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.

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