PENDING
$35K PRICE DROP
7248 Live Oak Dr Naples, FL 34114
Winding Cypress NeighborhoodEstimated payment $4,212/month
Total Views
10,944
2
Beds
2
Baths
1,685
Sq Ft
$365
Price per Sq Ft
Highlights
- Community Cabanas
- Gated Community
- Outdoor Kitchen
- Fitness Center
- Clubhouse
- Screened Porch
About This Home
PRICE IMPROVEMENT - 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!
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,978
Year Built
- Built in 2016
Lot Details
- 6,970 Sq Ft Lot
- 50 Ft Wide Lot
- Landscaped
- Oversized Lot
HOA Fees
- $514 Monthly HOA Fees
Parking
- 2 Car Attached Garage
Home Design
- Concrete Block With Brick
- Concrete Foundation
- Stucco
- Tile
Interior Spaces
- Property has 1 Level
- Ceiling Fan
- Window Treatments
- French Doors
- Open Floorplan
- Home Office
- Library
- Screened Porch
- Fire and Smoke Detector
- Property Views
Kitchen
- Eat-In Kitchen
- Breakfast Bar
- Self-Cleaning Oven
- Grill
- Range
- Microwave
- Dishwasher
- Kitchen Island
- Built-In or Custom Kitchen Cabinets
- Disposal
Flooring
- Carpet
- Tile
Bedrooms and Bathrooms
- 2 Bedrooms
- Walk-In Closet
- In-Law or Guest Suite
- 2 Full Bathrooms
Laundry
- Laundry Room
- Dryer
- Washer
- Laundry Tub
Outdoor Features
- Cabana
- Outdoor Kitchen
Utilities
- Central Air
- Heating Available
- Gas Available
- Internet Available
Listing and Financial Details
- Assessor Parcel Number 82679003100
Community Details
Overview
- Winding Cypress Subdivision
- Mandatory home owners association
Amenities
- Restaurant
- Clubhouse
Recreation
- Tennis Courts
- Pickleball Courts
- Bocce Ball Court
- Fitness Center
- Community Cabanas
- Community Pool
- Community Spa
- Dog Park
- Bike Trail
Security
- Gated Community
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 |
|---|---|---|---|---|
| 04/10/2026 04/10/26 | Pending | -- | -- | -- |
| 03/21/2026 03/21/26 | Price Changed | $615,000 | -3.1% | $365 / 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: Naples Area Board of REALTORS®
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: Naples Area Board of REALTORS®
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 source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2026 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
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