House in Naples, FL 34114
Winding Cypress, 7121 Live Oak Dr

2
Beds
2
Baths
1,554
SqFt
$373
$/SqFt
Sold - Jun 12, 2026
Premium House
Built in 2016
2 Parking
Landscaped Area, Preserve View
Ranch, Single Family
Screened Lanai/Porch
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.
MLS Number: 226006762
Updated: 97 Days ago
Page Views: 0

Features

Bedrooms
  • Bedrooms: 2
Bathrooms
  • Bathrooms: 2
  • Half Bathrooms: No info
Exterior and Lot Features
  • Exterior Features: Screened Lanai/Porch, Built In Grill, Outdoor Kitchen
  • View: Landscaped Area, Preserve
Interior, Heating and Cooling
  • Interior Features: Closet Cabinets, Coffered Ceiling(s), French Doors, Laundry Tub, Pantry, Tray Ceiling(s), Walk-In Closet(s), Window Coverings
  • Equipment / Appliances: Dishwasher, Disposal, Dryer, Grill - Gas, Microwave, Range, Refrigerator/Icemaker, Washer
  • Heating Description: Central Electric
  • Cooling Description: Central Electric
Building and Construction
  • Floor Description: Carpet, Tile, Wood
  • Windows/Treatment: Window Coverings
  • Construction Type: House
  • Year Built: 2016
  • Style: Ranch, Single Family
Waterfront and Water Access
  • Waterfront Frontage: No info
School Information
    Other Property Info
    • Garage: 2
    • Pets Allowed: Limits
    Taxes, Fees & More
    • Maintenance Includes: Lawn/Land Maintenance, Legal/Accounting, Manager, Rec Facilities, Reserve, Security, Street Lights, Street Maintenance
    • Taxes: 7561
    • Security Information: Gated Community
    • Parking Description: Driveway Paved, Attached
    • Total Floors in Building: 1
    • Total Units in Building: 2

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    Price History

    Current
    $580K
    High
    $630K
    Low
    $580K
    Total Change
    -7.9%
    $636K$605K$574KFeb 26Mar 26Apr 26Apr 26Jun 26
    Date
    Event
    Price
    Change
    Price Per
    06/12/2026
    Sold
    $580K
    0%
    $373 ft2
    $4,017 m2
    04/06/2026
    Price Reduced
    $580K
    -3.17%
    $373 ft2
    $4,017 m2
    04/06/2026
    Price Reduced
    $599K
    -2.6%
    $385 ft2
    $4,149 m2
    03/20/2026
    Price Reduced
    $615K
    -2.38%
    $396 ft2
    $4,260 m2
    02/12/2026
    Listed
    $630K
     
    $405 ft2
    $4,364 m2
    06/12/2026
    $580K
    Event
    Sold
    Change
    0%
    Price Per
    $373 ft2
    $4,017 m2
    04/06/2026
    $580K
    Event
    Price Reduced
    Change
    -3.17%
    Price Per
    $373 ft2
    $4,017 m2
    04/06/2026
    $599K
    Event
    Price Reduced
    Change
    -2.6%
    Price Per
    $385 ft2
    $4,149 m2
    03/20/2026
    $615K
    Event
    Price Reduced
    Change
    -2.38%
    Price Per
    $396 ft2
    $4,260 m2
    02/12/2026
    $630K
    Event
    Listed
    Price Per
    $405 ft2
    $4,364 m2
    Price per square foot and days on website are not provided values and are calculated by Subdivisions.
    Listed by Julie BlantonJohn R Wood Properties • Buyer Agency Compensation .

    Listing Location & Street View
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    Scores

    Walk Score®
    Car-Dependent. Almost all errands require a car
    0

    100
    Bike Score®
    Somewhat Bikeable. Minimal bike infrastructure
    29

    100
    Sound Score®
    Bearable noise
    82

    100
    Airport Score
    Close to airports. Noticeable airport activity
    0

    100
    Traffic Score
    Congested area. Frequent traffic delays
    22

    100
    Local Score
    Limited local amenities nearby
    0

    100
    Community Snapshot
    2 – 4 BR
    Bedrooms
    $575K – $1.4M
    Price Tier
    1,542 - 3,965
    SqFt Range
    2018
    Year Build
    1
    Total Floors

    Subdivision Amenities

    Bike And Jog Path
    Bocce Court
    Business Center
    Cabana
    Clubhouse
    Community Room
    Dog Park
    Fitness Center
    Hobby Room
    Internet Access
    Library
    Park
    Pickleball
    Play Area
    Pool
    Private Membership
    Restaurant
    Shuffleboard Court
    Sidewalk
    Spa/Hot Tub
    Streetlight
    Tennis Court(s)
    Underground Utility
    Barbecue
    Bike And Jog Path
    Bocce Court
    Clubhouse

    Naples
    Premium
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