Home > Winding Cypress > 7176 Live Oak Dr, Naples, FL 34114
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7176 Live Oak Dr, Naples, FL 34114 - 3 Bedroom Villa in Winding Cypress

$550,000

MLS Number
226000537
Bedrooms
3 Bed
Bathrooms
2 Baths
Living Area
1,554 sq ft
Total Area
1,934 sq ft
Garage Spaces
2
Year Built
2015
Days on Market
6

home Property Description

Welcome to effortless, refined living in the highly desirable Winding Cypress community. Set on the largest homesite in the neighborhood, this impeccably upgraded 3-bedroom, 2-bath villa offers exceptional privacy, expansive outdoor space, and a true lock-and-leave lifestyle. Furnishings are negotiable, making this a flexible opportunity for both full-time and seasonal residents.

Designed for relaxed everyday living and easy entertaining, the open floor plan feels light, inviting, and polished without being formal. Thoughtful designer touches throughout create a warm, comfortable atmosphere that flows naturally from indoors to outdoors. The extended screened lanai becomes an everyday retreat, ideal for morning coffee, sunset unwinding, or hosting friends, while the outdoor summer kitchen makes casual gatherings effortless.

Peace of mind is a defining feature of this home, with over $100,000 in safety and security upgrades already in place. A whole-house backup generator, advanced security system, hurricane protection, and smart access features allow you to travel or entertain with confidence, knowing everything is covered.

Living in Winding Cypress means enjoying a resort-style lifestyle every day. Residents have access to a beautifully appointed clubhouse with on-site dining, resort and lap pools, a jacuzzi, fitness center, tennis, pickleball, bocce courts, and a dog park. The community is surrounded by natural preserves and lakes, creating a serene setting while remaining minutes from shopping, dining, and daily conveniences.

This is a rare opportunity to own a premier villa in one of Southeast Naples’ most sought-after gated communities. Priced competitively and offering flexibility on furnishings, this home delivers comfort, security, and lifestyle in one exceptional package.

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fact_check The Basics

Property Type Single Family
Gulf Access No
Private Pool No
Private Spa No
Furnished Negotiable
Last Modified 13 hours ago
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savings Financials & HOA Fees

Foreclosure No
Auction No
Short Sale No
Mandatory HOA Yes
Master HOA Fee $1,455 quarterly
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roofing Building Features

Building Features DSL/Cable Available
Building Style 1 Story/Ranch
Construction Materials Concrete Block, Stucco
Cooling Ceiling Fan(s), Central Electric
Covered Spaces 2
Elevator None
Floor Plan Great Room
Floors 1
Garage Spaces 2
Other Structures Tennis Court(s)
Rear Exposure Southeast
Roof Tile
Security Features Security System, Smoke Detector(s), Gated Community
Storm Protection Shutters - Manual
View Landscaped Area
Water Source Central
Window Features Window Coverings
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chair Interior Features

Appliances & Equipment Auto Garage Door, Cooktop - Electric, Dishwasher, Disposal, Dryer, Generator, Grill - Gas, Microwave, Range, Refrigerator, Refrigerator/Freezer, Refrigerator/Icemaker, Security System, Self Cleaning Oven, Smoke Detector, Washer
Interior Features Bar, Built-In Cabinets, Custom Mirrors, Foyer, Laundry Tub, Smoke Detectors, Walk-In Closet(s), Window Coverings
Additional Rooms Screened Lanai/Porch
Kitchen Features Pantry
Flooring Carpet, Tile
Gas Yes
Laundry Laundry Tub
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holiday_village Neighborhood and Community

Pets Allowed With Approval
Amenities Basketball Court, Barbecue, Bike And Jog Path, Bocce Court, Clubhouse, Park, Pool, Community Room, Spa/Hot Tub, Dog Park, Fitness Center, Pickleball, Play Area, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
Neighborhood Winding Cypress
Neighborhood Type Gated
Community Features Clubhouse, Park, Pool, Dog Park, Fitness Center, Sidewalks, Street Lights, Tennis Court(s), Gated
Included in Fees Fidelity Bond, Lawn/Land Maintenance, Legal/Accounting, Manager, Rec Facilities, Security, Street Lights, Street Maintenance, Trash Removal
HOA Restrictions Deeded
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travel_luggage_and_bags Leasing Rules

Lease Limits Yes
Leases Per Year 3
Minimum Days of Lease 30
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photo_library Additional Images

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Chris Farrugia, REALTOR Portrait

Chris Farrugia, M.B.A.

Realtor® at The Listing Naples Group

📞 (239) 248-8171
📧 chris@listingnaples.com

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The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2026 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Listing provided by John R Wood Properties.

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