7156 Live Oak Dr, Naples, FL 34114
For Sale $599,900
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Welcome to your private paradise in the highly sought-after, resort-style community of Winding Cypress! This TURNKEY FURNISHED true 3-bedroom, 2-bathroom villa offers the ultimate blend of luxury, comfort, and effortless living is move-in ready for your immediate enjoyment. The 2-car attached garage—complete with convenient overhead storage racks and additional utility sink—offer great convenience. Discover a bright, open-concept living space featuring seamless tile flooring throughout. The spacious great room flows effortlessly into your own private outdoor oasis. The enlarged screened lanai offers you enjoyment of a private pool and outdoor grill kitchen, located on a exceptionally private lot that offers a serene, peaceful retreat for relaxation or entertaining. The owner’s suite serves as a tranquil escape, boasting elegant tray ceilings and an ensuite bath complete with a dual-sink vanity, a walk-in shower, a linen closet, and a generous walk-in closet. Two additional bedrooms provide ample space and privacy for visitors and guests. Key upgrades and features include: Brand-NEW HVAC Unit for year-round comfort and energy efficiency. Storm Smart ELECTRIC STORM SHUTTERS on the rear lanai. ACCORDION SHUTTERS on all exterior windows for ultimate peace of mind and storm protection. Winding Cypress is renowned for its world-class amenities, including a resort-style pool, a resident-only restaurant, pickleball, tennis, bocce, a state-of-the-art fitness center, two dog parks, and a vibrant social calendar. Perfectly positioned just minutes from the award-winning beaches of both Naples and Marco Island, as well as shopping, dining, and entertainment, this property is an ideal choice for a full-time residence, a seasonal retreat, or a savvy investment option. Don't miss this rare opportunity to live the Florida dream!
Built- In Cabinets
Laundry Tub
Pantry
Smoke Detectors
Walk- In Closet(s)
Window Coverings
Bocce Court
Business Center
Cabana
Clubhouse
Pool
Community Room
Dog Park
Fitness Center
Internet Access
Library
Pickleball
Restaurant
Sidewalk
Streetlight
Tennis Court(s)
Underground Utility
Taxes: $7,182.45
Tax Year: 2025
Association Fee: $6,204.00
Association Description: Mandatory
Screened Lanai/ Porch
Built In Grill
Outdoor Kitchen
Dishwasher
Disposal
Dryer
Grill - Gas
Microwave
Range
Refrigerator/ Freezer
Self Cleaning Oven
Washer
Y
Building Description: Ranch, Duplex, Villa Attached
Building Design: Villa Attached
Community Type: Gated, Tennis
MLS Area: Winding Cypress
Total Square Footage: 1,898
Total Floors: 1
Water: Central
Construction: Concrete Block, Stucco
Date Listed: 2026-07-05 00:00:00
Pool: Y
Pool Description: Community, Below Ground, Concrete, Electric Heat, Screen Enclosure
Furnished: Turnkey
Kitchen Description: Gas Available, Pantry, Walk- In Pantry
Windows: Window Coverings
Parking: Driveway Paved, Paved, Attached
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Tile
Roof: Tile
Heating: Central Electric
Cooling: Central Electric
Storm Protection: Shutters, Shutters Electric
Security: Smoke Detector(S), Gated Community
Laundry: Laundry In Residence, Laundry Tub
Irrigation: Central
Pets: Limits
Restrictions: Architectural, Deeded, No Commercial, No R V
Maintenance: Insurance, Irrigation Water, Lawn/ Land Maintenance, Legal/ Accounting, Manager, Reserve, Security, Street Lights
Rear Exposure: Se
Lot Desc.: Regular
Amenities: Bocce Court, Business Center, Cabana, Clubhouse, Pool, Community Room, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(S), Underground Utility
Listing Courtesy Of: William Raveis Real Estate
theresa.bocka@raveis.com
Welcome to your private paradise in the highly sought-after, resort-style community of Winding Cypress! This TURNKEY FURNISHED true 3-bedroom, 2-bathroom villa offers the ultimate blend of luxury, comfort, and effortless living is move-in ready for your immediate enjoyment. The 2-car attached garage—complete with convenient overhead storage racks and additional utility sink—offer great convenience. Discover a bright, open-concept living space featuring seamless tile flooring throughout. The spacious great room flows effortlessly into your own private outdoor oasis. The enlarged screened lanai offers you enjoyment of a private pool and outdoor grill kitchen, located on a exceptionally private lot that offers a serene, peaceful retreat for relaxation or entertaining. The owner’s suite serves as a tranquil escape, boasting elegant tray ceilings and an ensuite bath complete with a dual-sink vanity, a walk-in shower, a linen closet, and a generous walk-in closet. Two additional bedrooms provide ample space and privacy for visitors and guests. Key upgrades and features include: Brand-NEW HVAC Unit for year-round comfort and energy efficiency. Storm Smart ELECTRIC STORM SHUTTERS on the rear lanai. ACCORDION SHUTTERS on all exterior windows for ultimate peace of mind and storm protection. Winding Cypress is renowned for its world-class amenities, including a resort-style pool, a resident-only restaurant, pickleball, tennis, bocce, a state-of-the-art fitness center, two dog parks, and a vibrant social calendar. Perfectly positioned just minutes from the award-winning beaches of both Naples and Marco Island, as well as shopping, dining, and entertainment, this property is an ideal choice for a full-time residence, a seasonal retreat, or a savvy investment option. Don't miss this rare opportunity to live the Florida dream!
Property Details
Price: $599,900
Sq Ft: 1,554
($386 per
sqft)
Bedrooms: 3
Bathrooms: 2
City: Naples
County: Collier
Type: Duplex
Development: Winding Cypress
Acres: 0.1300
Virtual Tour/Floorplan: View
Year Built: 2015
Listing Number: 226024508
Status Code: A-Active
Taxes: $7,182.45
Tax Year: 2025
Garage:
2
/
Y
Furnishings: Turnkey
Pets Allowed: Limits
Interior Features:
Built- In Cabinets
Laundry Tub
Pantry
Smoke Detectors
Walk- In Closet(s)
Window Coverings
Amenities:
Bocce Court
Business Center
Cabana
Clubhouse
Pool
Community Room
Dog Park
Fitness Center
Internet Access
Library
Pickleball
Restaurant
Sidewalk
Streetlight
Tennis Court(s)
Underground Utility
Financial Information:
Taxes: $7,182.45
Tax Year: 2025
Association Fee: $6,204.00
Association Description: Mandatory
Exterior Features:
Screened Lanai/ Porch
Built In Grill
Outdoor Kitchen
Equipment:
Dishwasher
Disposal
Dryer
Grill - Gas
Microwave
Range
Refrigerator/ Freezer
Self Cleaning Oven
Washer
View:
Y
Additional Information:
Building Description: Ranch, Duplex, Villa Attached
Building Design: Villa Attached
Community Type: Gated, Tennis
MLS Area: Winding Cypress
Total Square Footage: 1,898
Total Floors: 1
Water: Central
Construction: Concrete Block, Stucco
Date Listed: 2026-07-05 00:00:00
Pool: Y
Pool Description: Community, Below Ground, Concrete, Electric Heat, Screen Enclosure
Furnished: Turnkey
Kitchen Description: Gas Available, Pantry, Walk- In Pantry
Windows: Window Coverings
Parking: Driveway Paved, Paved, Attached
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Tile
Roof: Tile
Heating: Central Electric
Cooling: Central Electric
Storm Protection: Shutters, Shutters Electric
Security: Smoke Detector(S), Gated Community
Laundry: Laundry In Residence, Laundry Tub
Irrigation: Central
Pets: Limits
Restrictions: Architectural, Deeded, No Commercial, No R V
Maintenance: Insurance, Irrigation Water, Lawn/ Land Maintenance, Legal/ Accounting, Manager, Reserve, Security, Street Lights
Rear Exposure: Se
Lot Desc.: Regular
Amenities: Bocce Court, Business Center, Cabana, Clubhouse, Pool, Community Room, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(S), Underground Utility
Map of 7156 Live Oak Dr, Naples, FL 34114
Listing Courtesy Of: William Raveis Real Estate
theresa.bocka@raveis.com