$987,888
3 Bed 2 Bath Pool SingleFamilyResidence for Sale in WINDING CYPRESS, FL
7457 Winding Cypress Drive, Naples, FL, 34114
About this home
Rare opportunity in Winding Cypress this Marten Ray Floor Plan sits on a premium lot with unobstructed lake and protected preserve views. Experience, complete privacy and a resort-style outdoor setting in one of Naples’ most desirable communities. Experience one of the most desirable homes in Winding Cypress, offering a rare combination of premium lot, complete upgrades, and true move-in ready convenience. Perfectly situated on what is believed to be one of the only homes in the community with a full, unobstructed rear exposure, this property showcases sweeping views of a permanent lake and protected state/federal preserve, delivering exceptional privacy with no future development behind you. Designed for effortless Florida living, the home features a resort-style outdoor setting with a heated-saltwater pool, multi-color lighting, in pool and lanai, expansive lanai, dry bar with cabinetry & refrigerator, outdoor TV and audio—ideal for entertaining or relaxing in a private natural setting. Inside, the residence has been extensively upgraded beyond builder-grade, to deliver a “better than new” experience, with no projects or additional investment required. The designer kitchen includes gas cooking, enhanced cabinetry, under-cabinet lighting, and a built-in wine bar with dual-zone cooler. Additional highlights include tile flooring throughout, upgraded lighting, a high-efficiency air conditioning system, custom pantry and primary closet cabinetry, and a fully optimized garage with added storage and functionality. The flexible floor plan offers 2 additional bedrooms for versatile guest accommodations and workspace options, including a dedicated office and an additional guest space, ideal for visiting family, remote work, or multi-purpose use. This home is well suited for buyers seeking quality, privacy, and ease of ownership in one of Naples’ most sought-after communities.
Property details
- Type
- SingleFamilyResidence
- Year built
- 2017
- Interior
- 2,166 sqft
- Lot size
- 8,276.4 sqft
- Acreage
- 0.19 acres
- Garage
- 2 car
- Days on market
- 217
- Total association fees
- $6,174/yr (~$515/mo)
- CDD
- None
- Est. taxes (1.4%)
- $13,830/yr
- Flood zone (area est.)
- Not available
- Storm protection
- Shutters
- Exposure
- East
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- Yes
- Spa
- No
- Natural gas
- No
- Water
- Assessment Paid
- Sewer
- Assessment Paid
- New construction
- No
- Pets
- Call, Conditional
- County
- Collier
Total association fees sums the core association dues the MLS feed provides (HOA, condo/master association, and land lease), normalized to a yearly figure. These are separate from and additional to specialty charges — mandatory club or food-and-beverage minimums, special assessments, and rec-lease fees — which the IDX feed does not carry. Always confirm the full fee schedule with the HOA or listing agent.
Maintenance included in the fee
What the association dues cover, per the MLS. Confirm the full schedule with the HOA.
Amenities
Based on the $/sqft of 5 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
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Your notes on this home
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Recently sold nearby
Closed comparable sales within ~1 mile in the last 12 months — similar price, size, beds/baths, and age.
| Address | Sold | Sold price | Beds/Baths | Sq ft | $/sqft |
|---|---|---|---|---|---|
| 7451 Blackberry Drive | Aug 2025 | $885,000 | 3/2 | 2,188 | $404 |
| 7355 Mockingbird Court | Dec 2025 | $875,000 | 3/2 | 2,198 | $398 |
| 6870 Winding Cypress Drive | Oct 2025 | $860,000 | 3/2 | 2,084 | $413 |
| 6856 Winding Cypress Drive | Jan 2026 | $858,500 | 3/2 | 2,084 | $412 |
| 14878 Windward Lane | Jun 2026 | $920,000 | 3/2 | 2,344 | $392 |
| Average | 5 comps | $879,700 | $404 |
Market trends — Naples
Median of closed MLS sales each month over the available window. Months with too few sales are omitted; the range extends automatically as more sales close.
Live area medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $225,000 (18.9%) from the original list price.
| Jun 15, 2026 | Sold | $963,000 |
| May 13, 2026 | Price reducedfrom $1,098,000 | $987,888 |
| Oct 10, 2025 | Listed | $1,188,000 |
The good, the trade-offs & the location
- Built 2017 — post-2002 Florida wind codes (typically lower insurance)
- Private pool
- Storm protection: Shutters
- 2-car garage
Straight-line distances to major SWFL amenities — approximate; actual drive times vary.
Nearby schools
Get more information on their programs, scores, and extracurriculars on each school's page · browse the full schools directory.
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Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.