C
Seller's Agent in 2026
Craig Jerabeck
Premiere Plus Realty Company
(315) 217-5888
1 in this area
11 Total Sales
Winding 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.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $496,990 | Pgp Title | |
| Deed | $497,000 | -- |
| 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 |
| 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 |
C
Seller's Agent in 2026
Craig Jerabeck
Premiere Plus Realty Company
(315) 217-5888
1 in this area
11 Total Sales
Source: Naples Area Board of REALTORS®
MLS Number: 225074768
APN: 82679002541
Ask me questions while you tour the home.