7121 Live Oak Dr, Naples, FL 34114
For Sale $615,000
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Nestled within the gated, amenity-rich community of Winding Cypress, this thoughtfully designed turnkey furnished two-bedroom plus den, two-bath residence offers an exceptional blend of comfort, quality, and relaxed Florida living. The open floor plan is enhanced by wood flooring throughout the main living areas, along with crown molding, and a distinctive coffered ceiling in the living and dining area, creating a refined yet inviting atmosphere. The kitchen is both elegant and functional, featuring 42" white cabinetry, granite countertops, tile backsplash, undercabinet lighting, and stainless-steel appliances—ideal for everyday living and entertaining alike. A flexible den with French doors provides the option for a private home office, media room, or additional guest space. Seamless indoor-outdoor living is achieved through the expansive custom lanai, designed for entertaining with an outdoor kitchen complete with gas grill, refrigerator, and sink, an above-ground HotSprings hot tub with beautiful outdoor furnishings including a dining table for six, over-sized parasol umbrellas that provide shade, and picture-frame lanai screens that showcase peaceful preserve surroundings. Additional highlights include a whole-house gas generator, two-car garage, and plantation shutters. Winding Cypress is a natural gas community thoughtfully designed around preserved natural beauty and an active, social lifestyle. At its heart is an impressive clubhouse with a heated resort-style pool and spa, poolside dining at The Shady Palm, state-of-the-art fitness center, library, and community gathering rooms. Other amenities include pickleball and tennis courts, bocce courts, dog parks, a community garden, and scenic walking and nature trails. Known for its welcoming atmosphere and beautifully maintained grounds, Winding Cypress offers a true sense of community while remaining conveniently close to everything Naples has to offer. A six-passenger well-maintained golf cart is included for effortless access throughout the neighborhood.
Closet Cabinets
Coffered Ceiling(s)
French Doors
Laundry Tub
Pantry
Tray Ceiling(s)
Walk- In Closet(s)
Window Coverings
Bike And Jog Path
Bocce Court
Pool
Community Room
Spa/ Hot Tub
Dog Park
Fitness Center
Library
Pickleball
Restaurant
Sidewalk
Streetlight
Tennis Court(s)
Underground Utility
Taxes: $7,561.00
Tax Year: 2025
Master Association Fees: $1,455.00
Association Fee: $6,220.00
Association Description: Mandatory
Screened Lanai/ Porch
Built In Grill
Outdoor Kitchen
Dishwasher
Disposal
Dryer
Grill - Gas
Microwave
Range
Refrigerator/ Icemaker
Washer
Y
Building Description: Ranch, Single Family
Community Type: Gated
MLS Area: Winding Cypress
Total Square Footage: 1,898
Total Floors: 1
Water: Central
Construction: Concrete Block, Stucco
Date Listed: 2026-02-11 00:00:00
Pool Description: Community
Private Spa: Y
Furnished: Turnkey
Kitchen Description: Gas Available, Pantry
Windows: Window Coverings
Parking: Driveway Paved, Attached
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Tile, Wood
Roof: Tile
Heating: Central Electric
Cooling: Central Electric
Storm Protection: Shutters - Manual, Shutters - Screens/ Fabric
Security: Gated Community
Laundry: Laundry In Residence, Laundry Tub
Irrigation: Central
Pets: Limits
Restrictions: Architectural, Deeded, No Commercial, No R V
Maintenance: Lawn/ Land Maintenance, Legal/ Accounting, Manager, Rec Facilities, Reserve, Security, Street Lights, Street Maintenance
Rear Exposure: Nw
Lot Desc.: Regular
Amenities: Bike And Jog Path, Bocce Court, Pool, Community Room, Spa/ Hot Tub, Dog Park, Fitness Center, Library, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(S), Underground Utility
Listing Courtesy Of: John R Wood Properties
jblanton@johnrwood.com
Nestled within the gated, amenity-rich community of Winding Cypress, this thoughtfully designed turnkey furnished two-bedroom plus den, two-bath residence offers an exceptional blend of comfort, quality, and relaxed Florida living. The open floor plan is enhanced by wood flooring throughout the main living areas, along with crown molding, and a distinctive coffered ceiling in the living and dining area, creating a refined yet inviting atmosphere. The kitchen is both elegant and functional, featuring 42" white cabinetry, granite countertops, tile backsplash, undercabinet lighting, and stainless-steel appliances—ideal for everyday living and entertaining alike. A flexible den with French doors provides the option for a private home office, media room, or additional guest space. Seamless indoor-outdoor living is achieved through the expansive custom lanai, designed for entertaining with an outdoor kitchen complete with gas grill, refrigerator, and sink, an above-ground HotSprings hot tub with beautiful outdoor furnishings including a dining table for six, over-sized parasol umbrellas that provide shade, and picture-frame lanai screens that showcase peaceful preserve surroundings. Additional highlights include a whole-house gas generator, two-car garage, and plantation shutters. Winding Cypress is a natural gas community thoughtfully designed around preserved natural beauty and an active, social lifestyle. At its heart is an impressive clubhouse with a heated resort-style pool and spa, poolside dining at The Shady Palm, state-of-the-art fitness center, library, and community gathering rooms. Other amenities include pickleball and tennis courts, bocce courts, dog parks, a community garden, and scenic walking and nature trails. Known for its welcoming atmosphere and beautifully maintained grounds, Winding Cypress offers a true sense of community while remaining conveniently close to everything Naples has to offer. A six-passenger well-maintained golf cart is included for effortless access throughout the neighborhood.
Property Details
Price: $615,000
Sq Ft: 1,554
($396 per
sqft)
Bedrooms: 2
Bathrooms: 2
City: Naples
County: Collier
Type: Single Family
Development: Winding Cypress
Acres: 0.1500
Virtual Tour/Floorplan: View
Year Built: 2016
Listing Number: 226006762
Status Code: A-Active
Taxes: $7,561.00
Tax Year: 2025
Garage:
2
/
Y
Furnishings: Turnkey
Pets Allowed: Limits
Interior Features:
Closet Cabinets
Coffered Ceiling(s)
French Doors
Laundry Tub
Pantry
Tray Ceiling(s)
Walk- In Closet(s)
Window Coverings
Amenities:
Bike And Jog Path
Bocce Court
Pool
Community Room
Spa/ Hot Tub
Dog Park
Fitness Center
Library
Pickleball
Restaurant
Sidewalk
Streetlight
Tennis Court(s)
Underground Utility
Financial Information:
Taxes: $7,561.00
Tax Year: 2025
Master Association Fees: $1,455.00
Association Fee: $6,220.00
Association Description: Mandatory
Exterior Features:
Screened Lanai/ Porch
Built In Grill
Outdoor Kitchen
Equipment:
Dishwasher
Disposal
Dryer
Grill - Gas
Microwave
Range
Refrigerator/ Icemaker
Washer
View:
Y
Additional Information:
Building Description: Ranch, Single Family
Community Type: Gated
MLS Area: Winding Cypress
Total Square Footage: 1,898
Total Floors: 1
Water: Central
Construction: Concrete Block, Stucco
Date Listed: 2026-02-11 00:00:00
Pool Description: Community
Private Spa: Y
Furnished: Turnkey
Kitchen Description: Gas Available, Pantry
Windows: Window Coverings
Parking: Driveway Paved, Attached
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Tile, Wood
Roof: Tile
Heating: Central Electric
Cooling: Central Electric
Storm Protection: Shutters - Manual, Shutters - Screens/ Fabric
Security: Gated Community
Laundry: Laundry In Residence, Laundry Tub
Irrigation: Central
Pets: Limits
Restrictions: Architectural, Deeded, No Commercial, No R V
Maintenance: Lawn/ Land Maintenance, Legal/ Accounting, Manager, Rec Facilities, Reserve, Security, Street Lights, Street Maintenance
Rear Exposure: Nw
Lot Desc.: Regular
Amenities: Bike And Jog Path, Bocce Court, Pool, Community Room, Spa/ Hot Tub, Dog Park, Fitness Center, Library, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(S), Underground Utility
Map of 7121 Live Oak Dr, Naples, FL 34114
Listing Courtesy Of: John R Wood Properties
jblanton@johnrwood.com