Leonor Enguita
Equity Realty
(239) 236-9958
92 Total Sales
2 in Winding Cypress
$950,000 Price Range
Estimated Value: $915,709
Experience refined Naples living in this impeccably maintained, fully furnished residence in the prestigious gated community of Winding Cypress. Featuring two bedrooms plus a den, two baths, plus an extended additional den leading to the waterfront pool area, and an extended 2-car garage; this home has been thoughtfully designed and is move-in ready - blending comfort, elegance, and effortless luxury. Inside, tiled wood-plank flooring flows seamlessly throughout, complemented by plantation shutters throughout the home that add both timeless elegance and privacy. The beautifully curated furnishings enhance each space, delivering a polished, designer feel from the moment you enter. The gourmet kitchen serves as the heart of the home, featuring a large center island with seating, a pantry closet, gas stove, and abundant cabinetry. Ideal for both everyday living and entertaining, the kitchen opens to the spacious dining and living areas, allowing for easy gatherings and relaxed conversation. The versatile den provides the perfect setting for a private office, media room, or additional guest accommodations. The primary suite is a luxurious retreat, complete with a spa-inspired bath and a recently customized walk-in closet designed for optimal organization and style. The guest bedroom and bath provide comfort and privacy for visitors. Step outside to your private oasis—a covered lanai with comfortable seating that transitions seamlessly to the screened-in pool and spa area. The expansive pavered deck surrounds a sparkling pool and spa accented by a tranquil waterfall feature, all overlooking a peaceful lake view. Storm Smart lanai shutters offer added protection and convenience, while upgraded landscaping and lanai lighting create a stunning ambiance day and night. The beautifully landscaped lawn enhances the serene setting, delivering exceptional curb appeal and a tranquil outdoor backdrop. An underground gas generator provides an additional layer of security and peace of mind, ensuring uninterrupted comfort year-round. Winding Cypress elevates the lifestyle even further with an impressive array of resort-style amenities. Residents enjoy a stunning clubhouse, state-of-the-art fitness center, resort-style pool and spa, tennis and pickleball courts, bocce, an on-site restaurant, community garden, dog park, and miles of scenic walking and biking trails. A vibrant social calendar and beautifully maintained grounds make every day feel like a private resort experience. Ideally situated just minutes from the world-class dining, upscale shopping, art galleries, and white-sand beaches of downtown Naples, this home offers the perfect combination of luxury, location, and lifestyle. An exceptional opportunity to own a furnished, lakefront retreat in one of Naples’ most sought-after communities.
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Leonor Enguita
Equity Realty
(239) 236-9958
92 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
48 Total Sales
2 in Winding Cypress
$992,500 Price Range
MaryBeth Baron
Achieve Realty LLC
(216) 306-5682
23 Total Sales
4 in Winding Cypress
$850K - $875K Price Range
ML Meade
Premier Sotheby's Int'l Realty
(239) 977-8398
359 Total Sales
3 in Winding Cypress
$679K - $739K 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 |
|---|---|---|---|
| $905,000 | Paradise Coast Title & Escrow | ||
| $575,900 | Pgp Title Of Florida Inc |
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 | $453,000 | ||
| Previous Owner | $453,100 |
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 |
|---|---|---|---|---|
| 05/22/2026 05/22/26 | Sold | $905,000 | -8.5% | $444 / Sq Ft |
| 04/17/2026 04/17/26 | Pending | -- | -- | -- |
| 03/03/2026 03/03/26 | For Sale | $989,000 | -- | $486 / 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 |
|---|---|---|---|---|
| 2026 | $6,374 | $467,920 | ||
| 2025 | $6,374 | $455,618 | ||
| 2024 | $6,023 | $442,777 | ||
| 2023 | $6,023 | $429,881 | $0 | $0 |
| 2022 | $5,556 | $417,360 | $0 | $0 |
| 2021 | $5,590 | $405,204 | $0 | $0 |
| 2020 | $5,487 | $399,609 | $0 | $0 |
| 2019 | $5,411 | $390,625 | $0 | $0 |
| 2018 | $1,979 | $29,916 | $0 | $0 |
| 2017 | $1,415 | $27,196 | $27,196 | $0 |
| 2016 | $1,403 | $26,000 | $0 | $0 |
Seller's Agent in 2026
Nina Llorca
Coldwell Banker Realty
(239) 287-7819
1 in this area
153 Total Sales
Seller Co-Listing Agent in 2026
Carlo LLorca
Coldwell Banker Realty
(239) 860-1087
1 in this area
100 Total Sales
S
Buyer's Agent in 2026
Samantha Kiffney
Coldwell Banker Realty
(239) 227-5783
1 in this area
10 Total Sales
Source: Naples Area Board of REALTORS®
MLS Number: 226009304
APN: 82679011040
Ask me questions while you tour the home.