C
Seller's Agent in 2026
Craig Jerabeck
Premiere Plus Realty Company
(315) 217-5888
1 in this area
12 Total Sales
7057 Live Oak Dr Naples, FL 34114
Winding Cypress Neighborhood
3
Beds
2
Baths
2,230
Sq Ft
6,970
Sq Ft Lot Lot
Highlights
- Fitness Center
- Gated Community
- Reverse Osmosis System
- Tennis Courts
- View of Trees or Woods
- Clubhouse
About This Home
As of April 2026Winding Cypress – PRICE REDUCED TO SELL- Property sits approximately 2+ feet above FEMA base flood elevation. FEMA LOMA in process — flood insurance not required by lender. Rare opportunity to purchase in this community at this price point. Lowest priced 4 bedroom home in Winding Cypress. Welcome to your Florida dream home in the sought-after gated community of Winding Cypress! This immaculate residence built in 2016, offers the perfect blend of modern luxury and relaxed coastal living. Featuring 2,230’sq under air, 4 bedrooms. Two full baths, and an open-concept floor plan, this home is designed for comfort and entertaining.
Step inside to find upgraded tile flooring, beautiful crown molding, a gourmet kitchen with granite countertops, stainless steel appliances, and a large center island ideal for gathering with friends and family. The spacious great room opens through sliding glass doors to a screened lanai, creating seamless indoor-outdoor living. This home also features a "sunroom" addition and an oversized garage. Enjoy peaceful views of the lush landscaping and lake—the perfect backdrop for morning coffee or sunset cocktails.
The primary suite offers a spa-like bath with dual sinks, walk-in shower, and large walk-in closet. Additional features include plantation shutters, impact-resistant windows and doors, whole house water purification system, new electric hurricane screens, a "sunroom" addition not included in other floor plans, and an oversized garage and a 2-car extended garage with epoxy flooring.
Located within minutes of downtown Naples and the Gulf beaches, Winding Cypress offers resort-style amenities including a lagoon-style pool, on-site restaurant, tennis, pickleball, fitness center, dog park, and miles of nature trails.
Move-in ready, this is the best priced home of its size in Winding Cypress — this home combines style, value, and an unbeatable location.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $7,737
Year Built
- Built in 2016
Lot Details
- 6,970 Sq Ft Lot
- 50 Ft Wide Lot
- Rectangular Lot
- Property is zoned SFR3
HOA Fees
- $500 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Driveway
- Deeded Parking
Home Design
- Florida Architecture
- Concrete Block With Brick
- Concrete Foundation
- Stucco
- Tile
Interior Spaces
- Property has 1 Level
- Crown Molding
- Cathedral Ceiling
- Plantation Shutters
- Family Room
- Formal Dining Room
- Den
- Screened Porch
- Views of Woods
- Fire and Smoke Detector
Kitchen
- Breakfast Bar
- Double Self-Cleaning Oven
- Electric Cooktop
- Microwave
- Freezer
- Ice Maker
- Dishwasher
- Kitchen Island
- Reverse Osmosis System
Flooring
- Carpet
- Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- 2 Full Bathrooms
Laundry
- Laundry in unit
- Dryer
- Washer
- Laundry Tub
Outdoor Features
- Tennis Courts
Utilities
- Central Heating and Cooling System
- Gas Available
- Water Softener
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 82679002541
Community Details
Overview
- Winding Cypress Subdivision
- Mandatory home owners association
Amenities
- Restaurant
- Clubhouse
- Meeting Room
Recreation
- Tennis Courts
- Pickleball Courts
- Bocce Ball Court
- Fitness Center
- Community Pool
- Community Spa
- Dog Park
- Bike Trail
Security
- Gated Community
Ownership 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
Name
Owned For
Owner Type
Purchase Details
Listed on
Oct 17, 2025
Closed on
Apr 13, 2026
Sold by
Bought by
Seller's Agent
Craig Jerabeck
Premiere Plus Realty Company
Buyer's Agent
Craig Jerabeck
Premiere Plus Realty Company
List Price
$819,000
Sold Price
$625,000
Premium/Discount to List
-$194,000
-23.69%
Views
105
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
24.91%
Purchase Details
Closed on
Mar 31, 2016
Sold by
Bought by
Purchase Details
Closed on
Mar 1, 2016
Bought by
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Home Values in the Area
Average Home Value in this Area
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 | $625,000 | None Listed On Document | |
| Warranty Deed | $496,990 | Pgp Title | |
| Deed | $497,000 | -- |
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 |
|---|---|---|---|---|
| 04/14/2026 04/14/26 | Sold | $625,000 | -8.0% | $280 / Sq Ft |
| 03/18/2026 03/18/26 | Pending | -- | -- | -- |
| 03/04/2026 03/04/26 | Price Changed | $679,000 | -7.0% | $304 / Sq Ft |
| 02/12/2026 02/12/26 | Price Changed | $729,900 | -2.7% | $327 / Sq Ft |
| 01/29/2026 01/29/26 | Price Changed | $749,900 | -6.3% | $336 / Sq Ft |
| 01/16/2026 01/16/26 | Price Changed | $799,900 | -2.3% | $359 / Sq Ft |
| 10/17/2025 10/17/25 | For Sale | $819,000 | -- | $367 / Sq Ft |
Source: Naples Area Board of REALTORS®
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 | $7,737 | $626,168 | -- | -- |
| 2024 | $7,682 | $608,521 | -- | -- |
| 2023 | $7,682 | $590,797 | $179,467 | $411,330 |
| 2022 | $7,064 | $464,542 | $0 | $0 |
| 2021 | $6,234 | $422,311 | $90,199 | $332,112 |
| 2020 | $6,043 | $409,874 | $90,199 | $319,675 |
| 2019 | $6,052 | $408,118 | $100,508 | $307,610 |
| 2018 | $5,606 | $377,230 | $83,756 | $293,474 |
| 2017 | $5,697 | $382,743 | $100,508 | $282,235 |
| 2016 | $2,480 | $103,085 | $0 | $0 |
| 2015 | $263 | $22,500 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Craig Jerabeck
Map
Source: Naples Area Board of REALTORS®
MLS Number: 225074768
APN: 82679002541
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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