House in Naples, FL 34114
Winding Cypress, 7248 Live Oak Dr

2
Beds
2
Baths
1,685
SqFt
$353
$/SqFt
Sold - May 22, 2026
Premium House
Built in 2016
2 Parking
Landscaped Area, Privacy Wall View
$514/mo HOA
Ranch, Single Family
Screened Lanai/Porch
This charming model is the perfect fit featuring an inviting open-floor concept where natural light streams through the windows. The kitchen boasts granite counters, stainless appliances and a center island and extra storage for everyday use and easy entertaining. The pantry closet has plenty of space for all of your staple goods. Tile floors are throughout much of the space. There's a den/flex room with french doors that can be used as an additional bedroom when needed or office, hobby or quiet sitting room. Additional guest bedroom and bathroom with combined tub and shower and granite topped vanity offers privacy for your family and guests. The laundry room features a spacious storage area with shelving for your all your supplies. There are storage racks in the two car garage to house your coolers for the beach. Be sure to take time to relax and enjoy your morning beverage and the beautiful sunsets on the screened lanai that overlooks the OVERSIZED lot with mature landscaping complete with an outdoor kitchen with grill, sink, and fridge for your convenience. Winding Cypress is a sought after, gated community and is appreciated for its active, social lifestyle and world class amenities. It’s nestled within 800 acres of natural preserve and 80 acres of serene lakes teeming with migratory wildlife. Head over to the clubhouse with state-of-the-art fitness center, locker rooms with showers, movement room for classes, internet café, event room, catering kitchen, resort-style pool with spa and cabanas, restaurant with bar, firepit, pickleball, tennis and bocce courts. Take the pups to play in the dog park. Walk or ride your bike on the many paths including the peaceful preserve boardwalk. If gardening is your passion, there is a community garden to grow your favorite vegetables. HOA management and friendly staff are onsite to assist and coordinate regular events for all to enjoy. Minutes from beaches, golfing, fishing, boating, shopping, and cultural activities. It's time to enjoy the Florida lifestyle!
MLS Number: 225072028
Updated: 118 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, Outdoor Kitchen
  • View: Landscaped Area, Privacy Wall
Interior, Heating and Cooling
  • Interior Features: Built-In Cabinets, French Doors, Laundry Tub, Pantry, Smoke Detectors, Walk-In Closet(s), Window Coverings
  • Equipment / Appliances: Dishwasher, Disposal, Dryer, Grill - Gas, Microwave, Range, Refrigerator/Freezer, Self Cleaning Oven, Washer
  • Heating Description: Central Electric
  • Cooling Description: Ceiling Fan(s), Central Electric
Building and Construction
  • Floor Description: Carpet, Tile
  • 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, Manager, Rec Facilities, Repairs, Reserve, Security, Street Lights, Street Maintenance
    • Taxes: 4977.8
    • Security Information: Smoke Detector(s), Gated Community
    • Parking Description: Driveway Paved, Attached
    • Total Floors in Building: 1
    • Total Units in Building: 1

    Apples-to-Apples Comparables

     Closest-Match Comparables
    See closest-match comps for this subdivision
    No obligation
    Verified
    Trends
    Insights
    Best of Luxury Realty
    Talk to a local advisor
    Licensed advisors answering your questions across Naples, FL
    01
    Licensed Brokerage
    02
    Local Advisors
    03
    Direct Answers
    Exclusive real estate service partner

    Price History

    Current
    $595K
    High
    $650K
    Low
    $595K
    Total Change
    -8.4%
    $656K$622K$588KOct 25Dec 25Feb 26Mar 26Mar 26May 26
    Date
    Event
    Price
    Change
    Price Per
    05/22/2026
    Sold
    $595K
    0%
    $353 ft2
    $3,801 m2
    03/21/2026
    Price Reduced
    $595K
    -3.25%
    $353 ft2
    $3,801 m2
    03/21/2026
    Price Reduced
    $615K
    -3.15%
    $365 ft2
    $3,929 m2
    02/20/2026
    Price Reduced
    $635K
    -0.77%
    $377 ft2
    $4,056 m2
    12/05/2025
    Price Reduced
    $640K
    -1.54%
    $380 ft2
    $4,088 m2
    10/01/2025
    Listed
    $650K
     
    $386 ft2
    $4,152 m2
    05/22/2026
    $595K
    Event
    Sold
    Change
    0%
    Price Per
    $353 ft2
    $3,801 m2
    03/21/2026
    $595K
    Event
    Price Reduced
    Change
    -3.25%
    Price Per
    $353 ft2
    $3,801 m2
    03/21/2026
    $615K
    Event
    Price Reduced
    Change
    -3.15%
    Price Per
    $365 ft2
    $3,929 m2
    02/20/2026
    $635K
    Event
    Price Reduced
    Change
    -0.77%
    Price Per
    $377 ft2
    $4,056 m2
    12/05/2025
    $640K
    Event
    Price Reduced
    Change
    -1.54%
    Price Per
    $380 ft2
    $4,088 m2
    10/01/2025
    $650K
    Event
    Listed
    Price Per
    $386 ft2
    $4,152 m2
    Price per square foot and days on website are not provided values and are calculated by Subdivisions.
    Listed by Theresa BockaWilliam Raveis Real Estate • Buyer Agency Compensation .

    Listing Location & Street View
    MapStreet View

    Peer Listings

    Active listings from matched communities
    Results 2 of 8
    Azure At Hacienda Lakes, 9209 N Cayman Dr, Naples, Florida 34114, image 1
    $565,000$34K
    Villa for sale in Azure At Hacienda Lakes
    9209 N Cayman Dr, Naples, FL 34114
    Azure At Hacienda Lakes, 8966 Saint Lucia Dr, Naples, Florida 34114, image 1
    $529,000$60K
    Villa for sale in Azure At Hacienda Lakes
    8966 Saint Lucia Dr, Naples, FL 34114
    1 - 2 of 8 Results

    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
    Premium Homes & Condos