7248 Live Oak Dr Naples, FL 34114
Winding Cypress NeighborhoodEstimated payment $4,200/month
Total Views
5,997
2
Beds
2
Baths
1,685
Sq Ft
$377
Price per Sq Ft
Highlights
- Community Cabanas
- Gated with Attendant
- Maid or Guest Quarters
- Fitness Center
- Clubhouse
- Outdoor Kitchen
About This Home
Single Family home in Winding Cypress -Ready for the season!! 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!
Listing Agent
Theresa Bocka
William Raveis Real Estate License #281531241 Listed on: 10/01/2025
Co-Listing Agent
Paul Bocka
William Raveis Real Estate License #638511358
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,978
Year Built
- Built in 2016
Lot Details
- 6,970 Sq Ft Lot
- Lot Dimensions are 50 x 135 x 50 x 135
- Property fronts a private road
- Northwest Facing Home
- Southeast Facing Home
- Privacy Fence
- Oversized Lot
- Sprinkler System
HOA Fees
- $514 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Garage Door Opener
- Driveway
Home Design
- Entry on the 1st floor
- Tile Roof
- Stucco
Interior Spaces
- 1,685 Sq Ft Home
- 1-Story Property
- Built-In Features
- Ceiling Fan
- Shutters
- Single Hung Windows
- Sliding Windows
- French Doors
- Open Floorplan
- Home Office
- Screened Porch
Kitchen
- Eat-In Kitchen
- Breakfast Bar
- Self-Cleaning Oven
- Range
- Microwave
- Freezer
- Dishwasher
- Kitchen Island
- Disposal
Flooring
- Carpet
- Tile
Bedrooms and Bathrooms
- 2 Bedrooms
- Split Bedroom Floorplan
- Walk-In Closet
- Maid or Guest Quarters
- 2 Full Bathrooms
- Dual Sinks
- Shower Only
- Separate Shower
Laundry
- Laundry Room
- Dryer
- Washer
- Laundry Tub
Home Security
- Security Gate
- Fire and Smoke Detector
Outdoor Features
- Screened Patio
- Outdoor Kitchen
- Lanai
- Outdoor Gas Grill
Utilities
- Central Heating and Cooling System
- High Speed Internet
- Cable TV Not Available
Listing and Financial Details
- Tax Lot 120
- Assessor Parcel Number 82679003100
Community Details
Overview
- Association fees include management, ground maintenance, recreation facilities, reserve fund, road maintenance, street lights, security
- Association Phone (239) 732-7171
- Winding Cypress Subdivision
Amenities
- Restaurant
- Clubhouse
- Community Library
Recreation
- Tennis Courts
- Pickleball Courts
- Bocce Ball Court
- Fitness Center
- Community Cabanas
- Community Pool
- Community Spa
- Dog Park
- Trails
Security
- Gated with Attendant
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $4,960 | $342,468 | -- | -- |
| 2024 | $4,922 | $332,816 | -- | -- |
| 2023 | $4,922 | $323,122 | $0 | $0 |
| 2022 | $4,419 | $313,711 | $0 | $0 |
| 2021 | $4,441 | $304,574 | $0 | $0 |
| 2020 | $4,365 | $300,369 | $0 | $0 |
| 2019 | $4,306 | $293,616 | $57,830 | $235,786 |
| 2018 | $4,323 | $303,263 | $78,312 | $224,951 |
| 2017 | $4,457 | $313,344 | $93,974 | $219,370 |
| 2016 | $2,136 | $73,252 | $0 | $0 |
| 2015 | $263 | $22,500 | $0 | $0 |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 02/20/2026 02/20/26 | Price Changed | $634,999 | -0.8% | $377 / Sq Ft |
| 12/05/2025 12/05/25 | Price Changed | $639,900 | -1.5% | $380 / Sq Ft |
| 10/01/2025 10/01/25 | For Sale | $649,900 | -- | $386 / Sq Ft |
Source: Florida Gulf Coast Multiple Listing Service
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $361,710 | Pgp Title |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $266,210 | New Conventional |
Source: Public Records
About the Listing Agent
A highly trusted professional and full-time Naples REALTOR®, Theresa Bocka is passionate about delivering resounding success for all her real estate clients. Building each relationship on a foundation of trust and positivity, she ensures that each client feels confident in their decisions and is set up for success in one of their most important transactions. This approach makes her an outstanding advocate for any client.
With her in-depth understanding of the various communities in
Theresa's Other Listings
Source: Florida Gulf Coast Multiple Listing Service
MLS Number: 225072028
APN: 82679003100
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The information is being provided by Southwest Florida Multiple Listing Service. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service. All Rights Reserved
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