7156 Live Oak Dr Naples, FL 34114
Winding Cypress NeighborhoodEstimated payment $4,376/month
Total Views
8,827
3
Beds
2
Baths
1,554
Sq Ft
$386
Price per Sq Ft
Highlights
- Very Popular Property
- Fitness Center
- Gated Community
- Community Cabanas
- Tennis Courts
- Views of Preserve
About This Home
Welcome to your private paradise in the highly sought-after, resort-style community of Winding Cypress! This TURNKEY FURNISHED true 3-bedroom, 2-bathroom villa offers the ultimate blend of luxury, comfort, and effortless living is move-in ready for your immediate enjoyment.
The 2-car attached garage—complete with convenient overhead storage racks and additional utility sink—offer great convenience. Discover a bright, open-concept living space featuring seamless tile flooring throughout. The spacious great room flows effortlessly into your own private outdoor oasis. The enlarged screened lanai offers you enjoyment of a private pool and outdoor grill kitchen, located on a exceptionally private lot that offers a serene, peaceful retreat for relaxation or entertaining.
The owner’s suite serves as a tranquil escape, boasting elegant tray ceilings and an ensuite bath complete with a dual-sink vanity, a walk-in shower, a linen closet, and a generous walk-in closet. Two additional bedrooms provide ample space and privacy for visitors and guests. Key upgrades and features include:
Brand-NEW HVAC Unit for year-round comfort and energy efficiency.
Storm Smart ELECTRIC STORM SHUTTERS on the rear lanai.
ACCORDION SHUTTERS on all exterior windows for ultimate peace of mind and storm protection. Winding Cypress is renowned for its world-class amenities, including a resort-style pool, a resident-only restaurant, pickleball, tennis, bocce, a state-of-the-art fitness center, two dog parks, and a vibrant social calendar. Perfectly positioned just minutes from the award-winning beaches of both Naples and Marco Island, as well as shopping, dining, and entertainment, this property is an ideal choice for a full-time residence, a seasonal retreat, or a savvy investment option. Don't miss this rare opportunity to live the Florida dream!
Property Details
Home Type
- Multi-Family
Est. Annual Taxes
- $7,182
Year Built
- Built in 2015
Lot Details
- 5,663 Sq Ft Lot
- 34 Ft Wide Lot
- Landscaped
- Rectangular Lot
HOA Fees
- $480 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Driveway
Home Design
- Duplex
- Villa
- Turnkey
- Concrete Block With Brick
- Concrete Foundation
- Stucco
- Tile
Interior Spaces
- Property has 1 Level
- Window Treatments
- Great Room
- Combination Dining and Living Room
- Library
- Screened Porch
- Tile Flooring
- Views of Preserve
- Fire and Smoke Detector
Kitchen
- Breakfast Bar
- Walk-In Pantry
- Self-Cleaning Oven
- Grill
- Range
- Microwave
- Freezer
- Dishwasher
- Built-In or Custom Kitchen Cabinets
- Disposal
Bedrooms and Bathrooms
- 3 Bedrooms
- Split Bedroom Floorplan
- Walk-In Closet
- In-Law or Guest Suite
- 2 Full Bathrooms
Laundry
- Laundry in unit
- Dryer
- Washer
- Laundry Tub
Pool
- Cabana
- Concrete Pool
- Heated In Ground Pool
- Screen Enclosure
Outdoor Features
- Tennis Courts
- Outdoor Kitchen
- Attached Grill
Utilities
- Central Heating and Cooling System
- Underground Utilities
- Gas Available
- Internet Available
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 82679003304
Community Details
Overview
- 1,898 Sq Ft Building
- Winding Cypress Subdivision
- Mandatory home owners association
Amenities
- Restaurant
- Clubhouse
- Business Center
- Meeting Room
Recreation
- Tennis Courts
- Pickleball Courts
- Bocce Ball Court
- Fitness Center
- Community Cabanas
- Community Pool
- Dog Park
Pet Policy
- Limit on the number of pets
Security
- Gated Community
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $7,182 | $502,253 | $274,646 | $227,607 |
| 2024 | $7,333 | $526,575 | $256,582 | $269,993 |
| 2023 | $7,333 | $527,576 | $242,085 | $285,491 |
| 2022 | $5,503 | $356,424 | $0 | $0 |
| 2021 | $5,007 | $324,022 | $96,228 | $227,794 |
| 2020 | $4,811 | $310,175 | $90,882 | $219,293 |
| 2019 | $4,579 | $288,029 | $76,982 | $211,047 |
| 2018 | $4,329 | $274,085 | $72,706 | $201,379 |
| 2017 | $4,511 | $288,340 | $83,398 | $204,942 |
| 2016 | $4,227 | $264,061 | $0 | $0 |
| 2015 | $263 | $22,500 | $0 | $0 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/05/2026 07/05/26 | For Sale | $599,900 | -11.1% | $386 / Sq Ft | |
| 07/19/2022 07/19/22 | Sold | $675,000 | -2.0% | $434 / Sq Ft | View Prior Sale |
| 06/20/2022 06/20/22 | Pending | -- | -- | -- | |
| 05/27/2022 05/27/22 | Price Changed | $689,000 | -1.4% | $443 / Sq Ft | |
| 05/13/2022 05/13/22 | For Sale | $699,000 | -- | $450 / Sq Ft |
Source: Naples Area Board of REALTORS®
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $675,000 | Paradise Coast Title & Escrow | |
| Warranty Deed | $351,219 | Pgp Title | |
| Deed | $100 | -- | |
| Deed | $100 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $258,300 | New Conventional | |
| Previous Owner | $280,975 | Adjustable Rate Mortgage/ARM |
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: 226024508
APN: 82679003304
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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