$8,000,000
4 Bed 5.5 Bath Pool Waterfront SingleFamilyResidence for Sale in CONNERS, FL
273 Trade Winds Avenue, Naples, FL, 34108
About this home
Panoramic bayfront living along Vanderbilt Beach. Positioned along the centerline of Conners Bay, this new construction estate-crafted by Milestone Development with interior selections by Tye Interior Design offers mile-long water views and refined living in one of Naples desirable coastal settings. The residence reflects a balance of timeless design and modern luxury. The main living level features 12-foot ceilings, custom ceiling treatments and wide-plank hardwood floors that frame sweeping views of the bay. A chef's kitchen anchors the space, highlighted by a quartzite waterfall island, professional-grade appliances, and a discreet butler's pantry designed with functionality and elegance in mind. Seamless transitions lead to nearly 500 square feet of covered outdoor living with a summer kitchen, fireplace and unobstructed bay views ideal for year-round alfresco entertaining. The primary suite is a private retreat, complete with a dedicated coffee bar and dual custom wardrobes. A separate study on the main floor offers versatile use as a library, office or media room. The third-floor loft provides an additional gathering area or private lounge for three guest en-suite bedrooms, all opening to a covered balcony with commanding water views. Additional features include a heated saltwater pool and spa, a four-plus-car garage, a recreation room and a newly constructed dock with boat lift. With direct access to the Gulf in just seven minutes by water, this is an exceptional opportunity to own a waterfront lifestyle residence distinguished by superior craftsmanship and design pedigree.
Property details
- Type
- SingleFamilyResidence
- Year built
- 2025
- Interior
- 4,669 sqft
- Lot size
- 9,147.6 sqft
- Acreage
- 0.21 acres
- Garage
- 4 car
- Days on market
- 150
- Total association fees
- None
- CDD
- None
- Est. taxes (1.4%)
- $112,000/yr
- Flood zone (area est.)
- Not available
- Storm protection
- Impact Windows/Doors, Shutters
- Exposure
- North
- Waterfront
- Yes
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- Yes
- Spa
- Yes
- Natural gas
- Yes
- Water
- Public
- Sewer
- Public Sewer
- New construction
- Yes
- Pets
- Yes
- County
- Collier
We rate a home against recently SOLD homes within ~1 mile that match on size, beds/baths, and age. This home doesn't have enough close comparables in the last 12 months for a reliable read — ask Rick for a personalized CMA.
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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 |
|---|---|---|---|---|---|
| 11125 Gulf Shore Drive 1001 | Sep 2025 | $6,300,000 | 3/3 | 4,548 | $1,385 |
| 11125 Gulf Shore Drive PH-1 | Mar 2026 | $6,350,000 | 3/3 | 4,548 | $1,396 |
| Average | 2 comps | $6,325,000 | $1,391 |
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 $700,000 (8.7%) from the original list price.
| Dec 16, 2025 | Sold | $7,300,000 |
| Jun 3, 2025 | Listed | $8,000,000 |
The good, the trade-offs & the location
- Built 2025 — post-2002 Florida wind codes (typically lower insurance)
- New construction
- Private pool
- Waterfront
- Storm protection: Impact Windows/Doors, Shutters
- 4-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.