SIGN IN SAVED 0

Naples Florida Winding Cypress Homes for Sale

Naples Florida Real Estate

Winding Cypress Naples Real Estate

Homes For Sale17$529K - $1.6M
Sold ( Past 6 Months )24$500K - $1.4M
Last updated at 4:06am 12/22/2025

MLS# 225083676 NEW

7211 Live Oak Dr, Naples, FL 34114

Homes - 2,230 ft² / 2,667 ft² - 2 Car Garage

3+Den / 2 Baths / Pool

Built 2015

This impeccably maintained residence offers an exceptional living experience. The open floor plan features three spacious bedrooms, a versatile den or flex room, and two full bathrooms. Elegant details include crown molding, tray ceilings, plantation shutters, Hunter Douglas blinds, and updated flooring. The added sunroom provides a tranquil space for relaxation or entertaining. The custom designed kitchen equipped with under-cabinet lighting, granite countertops, a wall oven with microwave, gas cooktop, matching range hood, soft-close drawers with pull outs, and a walk-in pantry for more than ample storge. This property sits on an oversized, private lot with tropical landscaping, a newly screened lanai, and a large pool. Storm screens and impact glass windows and doors ensure year-round comfort and security. Additional upgrades include a whole-house gas GENERATOR, a four-year-old HVAC system with UV lighting and HEPA filter, a new hot water heater, and an insulated garage door with new main spring. The freshly painted exterior and professionally inspected and cleaned roof complete with new roof vents enhance curb appeal and reliability. Residents enjoy access to resort-style amenities, including a clubhouse with a full-service restaurant and bar, event room, library, heated zero-entry pool with waterfall, spa, beach cabanas, and fire pit. The fitness center, movement studio, pickleball and tennis courts, bocce ball, walking and biking trails, nature boardwalk, community garden, and dog parks promote an active lifestyle. The community is set within over 800 acres of natural preserves and 80 acres of lakes, offering a luxurious and tranquil environment with convenient access to downtown Naples in about 15 minutes and Marco Island beaches.

PROPERTY DETAILS:

Community Name: Winding Cypress
Community Type: Gated, Tennis
Amenities: Bocce Court, Clubhouse, Pool, Community Room, Spa/Hot Tub, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
Building Design: Ranch, Florida, Single Family
Building Desc: 1 Story/Ranch, Florida
Living Area: 2,230 ft²
Total Area: 2,667 ft²
View: Landscaped Area, Pond, Water
Waterfront Desc: Lake
Unit Floor: 1
Total Floors: 1
Parking: Driveway Paved, Attached
Garage Spaces: 2
Construction: Concrete Block, Stucco
Exterior Features: Screened Lanai/Porch
Roof: Tile
Private Pool: Community, Below Ground, Concrete, Screen Enclosure
Private Spa: Community
Floor Description: Carpet, Laminate, Tile
Interior Features: Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Tray Ceiling(s), Walk-In Closet(s), Window Coverings
Pets: With Approval
Units in Building: 1
On Site Since: 12/20/2025
Irrigation: Central
Water: Central
Equipment: Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Double Oven, Dryer, Generator, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Smoke Detector, Wall Oven, Washer, Washer/Dryer Hookup
Floor Plan Type: Great Room, Split Bedrooms
Furnished Desc: Negotiable
Maintenance: Insurance, Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Manager, Reserve, Security
Min Days of Lease: 30
Leases Per Year: 3
Rear Exposure: SE
Restrictions: Architectural, No Commercial, No RV
Acres: 0.21
Lot Desc: Irregular Lot, Oversize
Lot Left: 135
Lot Right: 135
Lot Back: 86
Lot Frontage: 51
Master HOA Fee: $1,543 Quarterly
Transfer Fee: $1,050
Total Annual Recurring Fees: $6,656
Taxes: $6,984
Tax Year: 2025

THIS PROPERTY IS COURTESY OF:

William Raveis Real Estate

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.








Broker Reciprocity LogoThis property is courtesy of William Raveis Real Estate.

*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.

This listing has been viewed 25 times.