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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

$1,750,000

MLS# 226012362 NEW

7229 Wiregrass Ct, Naples, FL 34114

Homes - 3,965 ft² / 5,426 ft² - 3 Car Garage

4+Den / 4 Baths / 1 Half / Pool

Built 2023

Rare to find, this light-filled 2-story Stonewater model offering 4 bedrooms, den and 4.5 baths on a pie shaped waterfront lot in the highly desirable gated community of Winding Cypress in Naples. This home has been upgraded to include all available options totaling over $650,000 including 2nd floor loft, hurricane windows and doors, upgraded finishes throughout including smooth drywall, seamless porcelain floors, plantation shutters, California Closets, lanai with outdoor gas grill, pool bath, in house water-purifying system, Storm Smart shutters, screened in saltwater lap pool and extended finished 3 car garage. The open-concept design features a spacious great room where the living, dining, kitchen and den/office areas flow together effortlessly. The gourmet kitchen is a true centerpiece with top-of-the-line appliances, ample cabinetry, and generous workspace and pantry to satisfy any home cook or entertainer. A comfortable primary suite on the main level and two flexible guest suites provide excellent privacy for owners and visitors alike. Upstairs loft offers flexible space for living, office, or hobbies, and includes a beverage center plus a fourth bedroom and bath. The expansive screened lanai with peaceful lake view creates an ideal setting for year-round indoor-outdoor living and entertaining. Located in one of Naples’ most sought-after resort-style communities, residents of Winding Cypress enjoy a clubhouse, restaurant, resort pool, fitness center, tennis, pickle ball, bocce, dog park, and miles of walking trails. Just a short drive to beaches, boating, dining, and shopping, this home is perfect for full-time living or a luxurious seasonal retreat.

PROPERTY DETAILS:

Community Name: Winding Cypress
Community Type: Gated
Amenities: Bocce Court, Clubhouse, Park, Pool, Community Room, Dog Park, Fitness Center, Internet Access, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
Building Design: Two Story, Single Family
Building Desc: 2 Story
Living Area: 3,965 ft²
Total Area: 5,426 ft²
View: Pond, Tennis Courts
Waterfront Desc: Lake
Unit Floor: 1
Total Floors: 2
Parking: Attached
Garage Spaces: 3
Construction: Concrete Block, Stone, Stucco
Exterior Features: Screened Lanai/Porch, Outdoor Kitchen
Roof: Tile
Private Pool: Community, Below Ground, Pool Bath
Floor Description: Carpet, Tile
Interior Features: Built-In Cabinets, Closet Cabinets, Coffered Ceiling(s), Laundry Tub, Pantry, Smoke Detectors
Pets: Limits
Units in Building: 1
On Site Since: 03/22/2026
Irrigation: Central
Water: Central
Equipment: Dishwasher, Disposal, Dryer, Grill - Gas, Microwave, Range, Refrigerator, Washer
Floor Plan Type: Great Room, Split Bedrooms, 2 Story
Furnished Desc: Unfurnished
Maintenance: Irrigation Water, Lawn/Land Maintenance, Manager, Pest Control Exterior, Rec Facilities, Reserve, Security, Sewer, Street Lights, Street Maintenance, Trash Removal
Min Days of Lease: 30
Leases Per Year: 3
Rear Exposure: SW
Restrictions: Deeded, No Commercial, No RV
Acres: 0.26
Lot Desc: Irregular Lot, Oversize
Lot Left: 136
Lot Right: 134
Lot Back: 100
Lot Frontage: 63
HOA Fees: $1,645 Quarterly
Transfer Fee: $1,050
Total Annual Recurring Fees: $7,064
Taxes: $14,373
Tax Year: 2025
Total One Time Fees: $1,300

THIS PROPERTY IS COURTESY OF:

Manuela Realty

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 Manuela Realty.

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