7176 Live Oak Drive, Naples, FL 34114
For Sale $550,000
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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.
Built In Features
Bedroom On Main Level
Dual Sinks
Entrance Foyer
Living Dining Room
Custom Mirrors
Main Level Primary
Pantry
Split Bedrooms
Cable Tv
Bar
Walk In Closets
Window Treatments
Basketball Court
Bocce Court
Clubhouse
Dog Park
Fitness Center
Barbecue
Picnic Area
Playground
Pickleball
Park
Pool
Spa Hot Tub
Sidewalks
Tennis Courts
Trails
Management
Taxes: $4,578.04
Tax Year: 2024
Association Fee: $1,455.00
Association Fee Frequency: Quarterly
Sprinkler Irrigation
Outdoor Grill
Room For Pool
Shutters Manual
Gas Grill
Dryer
Dishwasher
Electric Cooktop
Freezer
Disposal
Ice Maker
Microwave
Range
Refrigerator
Refrigerator With Ice Maker
Self Cleaning Oven
Washer
Building Description: Ranch, One Story
Building Design: Villa Attached
MLS Area: Na37 - East Collier S/O 75 E/O 9
Total Square Footage: 1,934
Total Floors: 1
Water: Public
Construction: Block, Concrete, Stucco
Date Listed: 2026-01-11 07:12:35
Pool Description: Community
Furnished: Negotiable
Windows: Single Hung, Window Coverings
Parking: Attached, Driveway, Garage, Paved, Garage Door Opener
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Tile
Roof: Tile
Heating: Central, Electric
Cooling: Central Air, Ceiling Fans, Electric
Security: Security Gate, Gated With Guard, Gated Community, Key Card Entry, Security System, Smoke Detectors
Laundry: Laundry Tub
Irrigation: Municipal
Pets: Call, Conditional
Sewer: Public Sewer
Lot Desc.: Oversized Lot, Sprinklers Automatic
Amenities: Basketball Court, Bocce Court, Clubhouse, Dog Park, Fitness Center, Barbecue, Picnic Area, Playground, Pickleball, Park, Pool, Spa Hot Tub, Sidewalks, Tennis Courts, Trails, Management
Listing Courtesy Of: John R Wood Properties
david@thinknaples.com
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.
Property Details
Price: $550,000
Sq Ft: 1,554
($354 per sqft)
Bedrooms: 3
Bathrooms: 2
Unit On Floor: 1
City: Naples
County: Collier
Type: Single Family
Development: Winding Cypress
Virtual Tour/Floorplan: View
Year Built: 2015
Listing Number: 226000537
Status Code: A-Active
Taxes: $4,578.04
Tax Year: 2024
Garage:
2.00
/
Y
Furnishings: Negotiable
Pets Allowed: Call,Conditional
Interior Features:
Built In Features
Bedroom On Main Level
Dual Sinks
Entrance Foyer
Living Dining Room
Custom Mirrors
Main Level Primary
Pantry
Split Bedrooms
Cable Tv
Bar
Walk In Closets
Window Treatments
Amenities:
Basketball Court
Bocce Court
Clubhouse
Dog Park
Fitness Center
Barbecue
Picnic Area
Playground
Pickleball
Park
Pool
Spa Hot Tub
Sidewalks
Tennis Courts
Trails
Management
Financial Information:
Taxes: $4,578.04
Tax Year: 2024
Association Fee: $1,455.00
Association Fee Frequency: Quarterly
Exterior Features:
Sprinkler Irrigation
Outdoor Grill
Room For Pool
Shutters Manual
Gas Grill
Equipment:
Dryer
Dishwasher
Electric Cooktop
Freezer
Disposal
Ice Maker
Microwave
Range
Refrigerator
Refrigerator With Ice Maker
Self Cleaning Oven
Washer
Additional Information:
Building Description: Ranch, One Story
Building Design: Villa Attached
MLS Area: Na37 - East Collier S/O 75 E/O 9
Total Square Footage: 1,934
Total Floors: 1
Water: Public
Construction: Block, Concrete, Stucco
Date Listed: 2026-01-11 07:12:35
Pool Description: Community
Furnished: Negotiable
Windows: Single Hung, Window Coverings
Parking: Attached, Driveway, Garage, Paved, Garage Door Opener
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Tile
Roof: Tile
Heating: Central, Electric
Cooling: Central Air, Ceiling Fans, Electric
Security: Security Gate, Gated With Guard, Gated Community, Key Card Entry, Security System, Smoke Detectors
Laundry: Laundry Tub
Irrigation: Municipal
Pets: Call, Conditional
Sewer: Public Sewer
Lot Desc.: Oversized Lot, Sprinklers Automatic
Amenities: Basketball Court, Bocce Court, Clubhouse, Dog Park, Fitness Center, Barbecue, Picnic Area, Playground, Pickleball, Park, Pool, Spa Hot Tub, Sidewalks, Tennis Courts, Trails, Management
Map of 7176 Live Oak Drive, Naples, FL 34114
View Map & DirectionsListing Courtesy Of: John R Wood Properties
david@thinknaples.com