James Trzyna
Realty One Group MVP
(239) 451-5724
39 Total Sales
2 in Winding Cypress
$615,000 Price Range
Estimated Value: $620,000 - $721,242
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.
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
James Trzyna
Realty One Group MVP
(239) 451-5724
39 Total Sales
2 in Winding Cypress
$615,000 Price Range
Leonor Enguita
Equity Realty
(239) 236-9958
94 Total Sales
2 in Winding Cypress
$950,000 Price Range
Theresa Bocka
William Raveis Real Estate
(239) 363-6919
53 Total Sales
45 in Winding Cypress
$460K - $1.6M Price Range
Ryan Nordyke
John R Wood Properties
(239) 350-4985
49 Total Sales
2 in Winding Cypress
$992,500 Price Range
MaryBeth Baron
Achieve Realty LLC
(216) 306-5682
22 Total Sales
4 in Winding Cypress
$850K - $875K Price Range
Vito A Galatro
Premier Sotheby's Int'l Realty
(239) 307-0455
48 Total Sales
1 in Winding Cypress
$1,100,000 Price
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 | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $625,000 | None Listed On Document | ||
| $496,990 | Pgp Title | ||
| $497,000 | -- |
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 | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | $1,162,500 | ||
| Previous Owner | $975,000 |
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 |
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 |
Seller's Agent in 2026
Craig Jerabeck
John R. Wood Properties
(315) 217-5888
1 in this area
13 Total Sales
Source: Naples Area Board of REALTORS®
MLS Number: 225074768
APN: 82679002541
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