Seller's Agent in 2026
Taylor Smith
Premier Sotheby's Int'l Realty
(239) 450-8625
28 in this area
51 Total Sales
Introducing a luxury estate with landscaped privacy corner lot home in Winding Cypress with pool and spa. Step into elegance with this stunning Pinnacle model estate home, set in the prestigious, gated community of Winding Cypress. This home stands out with its soaring raised tray ceilings, rare privacy and spacious yard, impact glass for peace of mind, and an expansive open layout filled with natural light and outstanding upgrades. Designed for those who love to entertain, the chef-inspired gourmet kitchen features top-tier finishes, premium appliances, and a spacious expanded island, the ideal gathering space for family and friends. With three bedrooms, three baths, a versatile den and an upgraded oversized three-car garage, this home offers flexibility and space to suit your lifestyle. Outside, a private backyard oasis awaits, complete with lush landscaping, a serene water view and a sprawling grassy yard, a rare find in this community. Take a refreshing dip in your sparkling pool and spa, designed for ultimate relaxation in a peaceful setting. Beyond your doorstep, Winding Cypress offers resort-style living like no other. The nearly 18,000-square-foot clubhouse boasts a zero-entry infinity pool with a lap section, a poolside restaurant, beach cabanas and even a sandy beach. Stay active with numerous pickleball courts, clay tennis courts, bocce, an outdoor yoga movement studio, and a vibrant community hall managed by a full-time activity director. Winding Cypress is a resort gated community at the midpoint between Marco Island and downtown Naples, and this home delivers the ultimate combination of luxury, convenience and an unmatched lifestyle. Don’t miss your chance to own one of the desirable and private estate homes in Winding Cypress of Naples.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,100,000 | None Listed On Document | |
| Interfamily Deed Transfer | -- | Accommodation | |
| Warranty Deed | $580,315 | Pgp Title Of Florida Inc |
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $298,687 | VA |
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 03/03/2026 03/03/26 | Sold | $1,100,000 | -5.2% | $441 / Sq Ft |
| 02/04/2026 02/04/26 | Pending | -- | -- | -- |
| 11/21/2025 11/21/25 | Price Changed | $1,160,000 | -2.1% | $465 / Sq Ft |
| 10/23/2025 10/23/25 | Price Changed | $1,185,000 | -0.4% | $475 / Sq Ft |
| 09/15/2025 09/15/25 | Price Changed | $1,190,000 | -0.4% | $477 / Sq Ft |
| 07/25/2025 07/25/25 | Price Changed | $1,195,000 | -0.3% | $479 / Sq Ft |
| 06/19/2025 06/19/25 | Price Changed | $1,199,000 | -4.0% | $480 / Sq Ft |
| 05/22/2025 05/22/25 | Price Changed | $1,249,000 | -3.8% | $500 / Sq Ft |
| 04/14/2025 04/14/25 | For Sale | $1,299,000 | -- | $520 / 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 | $5,239 | $360,070 | -- | -- |
| 2024 | $5,199 | $349,922 | -- | -- |
| 2023 | $5,199 | $339,730 | $0 | $0 |
| 2022 | $4,702 | $329,835 | $0 | $0 |
| 2021 | $4,726 | $320,228 | $0 | $0 |
| 2020 | $4,645 | $315,807 | $0 | $0 |
| 2019 | $4,583 | $308,707 | $0 | $0 |
| 2018 | $6,863 | $478,632 | $98,582 | $380,050 |
| 2017 | $2,696 | $129,878 | $129,878 | $0 |
| 2016 | $1,507 | $26,000 | $0 | $0 |
Seller's Agent in 2026
Taylor Smith
Premier Sotheby's Int'l Realty
(239) 450-8625
28 in this area
51 Total Sales
Buyer's Agent in 2026
Theresa Bocka
William Raveis Real Estate
(239) 351-4955
20 in this area
47 Total Sales
Source: Naples Area Board of REALTORS®
MLS Number: 225038123
APN: 82679010821
Ask me questions while you tour the home.