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.
Sold for $7,300,000
$7,300,000
273 Trade Winds AVE, NAPLES, FL 34108
4beds
4,669sqft
Single Family Residence
Built in 2025
9,147.6 Square Feet Lot
$7,255,400 Zestimate®
$1,564/sqft
$66,819 Estimated rent
Home value
$7,255,400
$6.53M - $8.13M
$66,819/mo
Zestimate® history
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List your homeWhat's special
Bayfront livingBoat liftCovered balconyThird-floor loftQuartzite waterfall islandHeated saltwater poolGuest en-suite bedrooms
Zillow last checked:
Listing updated:
Listed by:
Maureen Sexson, PA 847-922-6906,
Premier Sotheby's Int'l Realty
Bought with:
Janine Monfort
Premier Sotheby's Int'l Realty
Source: SWFLMLS,MLS#: 225052556
Originating MLS: Naples
Originating MLS: NaplesFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Dining room
- Features: Dining - Living, Eat-in Kitchen
Kitchen
- Features: Gas Available, Island, Pantry, Walk-In Pantry
Heating
- Central
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Gas Cooktop, Dishwasher, Disposal, Double Oven, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Oven, Washer, Wine Cooler
- Laundry: Inside
Features
- Bar, Built-In Cabinets, Closet Cabinets, Custom Mirrors, Fireplace, Foyer, French Doors, Pantry, Pull Down Stairs, Smoke Detectors, Tray Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar, Den - Study, Family Room, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Loft, Open Porch/Lanai, Recreation, Screened Lanai/Porch
- Flooring: Tile, Wood
- Doors: French Doors, Impact Resistant Doors
- Windows: Impact Resistant Windows
- Has fireplace: Yes
- Fireplace features: Outside
Interior area
- Total structure area: 9,793
- Total interior livable area: 4,669 sqft
Property
Parking
- Total spaces: 4
- Parking features: Driveway, Attached
- Attached garage spaces: 4
- Has uncovered spaces: Yes
Features
- Levels: Multi/Split
- Stories: 3
- Patio & porch: Open Porch/Lanai, Screened Lanai/Porch
- Exterior features: Dock, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Storage, Boat Canopy/Cover, Boat Lift, Elec Avail at dock, Water Avail at Dock
- Has private pool: Yes
- Pool features: In Ground, Concrete, Custom Upgrades, Electric Heat, Salt Water
- Has spa: Yes
- Spa features: In Ground, Concrete, Equipment Stays, Heated
- Fencing: Fenced
- Has view: Yes
- View description: Bay, Canal, Gulf and Bay, Partial Gulf, Water
- Has water view: Yes
- Water view: Bay,Canal,Gulf and Bay,Partial Gulf,Water
- Waterfront features: Bay, Canal Front
- Frontage type: Bay/Harbor
Lot
- Size: 9,147 sqft
- Features: Regular
Details
- Additional structures: Outdoor Kitchen, Storage
- Parcel number: 27585680009
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Florida
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Concrete Block, Pillar/Post/Pier
- Roof: Tile
Condition
- New construction: Yes
- Year built: 2025
Utilities & green energy
- Gas: Propane
- Water: Central
Community & neighborhood
Security
- Security features: Smoke Detector(s)
Community
- Community features: Boating, Non-Gated
Location
- Region: Naples
- Subdivision: CONNERS
HOA & financial
HOA
- Has HOA: No
- Amenities included: None
Other
Other facts
- Contingency: See Remarks
Price history
| Date | Event | Price |
|---|---|---|
| 12/16/2025 | Sold | $7,300,000-8.8%$1,564/sqft |
Source:  SWFLMLS #225052556 Report a problem | ||
| 10/31/2025 | Pending sale | $8,000,000$1,713/sqft |
Source: SWFLMLS #225052556 Report a problem | ||
| 6/3/2025 | Listed for sale | $8,000,000-5.8%$1,713/sqft |
Source: SWFLMLS #225052556 Report a problem | ||
| 2/5/2024 | Listing removed | -- |
Source:  Coconut Coast Realtors #223025753 Report a problem | ||
| 2/3/2024 | Listed for sale | $8,495,000$1,819/sqft |
Source: Coconut Coast Realtors #223025753 Report a problem | ||
| 10/4/2023 | Listing removed | -- |
Source:  Florida Gulf Coast MLS #223025753 Report a problem | ||
| 8/16/2023 | Listed for sale | $8,495,000+430.9%$1,819/sqft |
Source: SWFLMLS #223025753 Report a problem | ||
| 2/27/2019 | Listing removed | $15,000$3/sqft |
Source: William Raveis Real Estate #218036227 Report a problem | ||
| 5/18/2018 | Listed for rent | $15,000$3/sqft |
Source: William Raveis Real Estate #218036227 Report a problem | ||
| 10/20/2016 | Listing removed | $15,000-6.3%$3/sqft |
Source: Aadvisor Rentals Inc #216017253 Report a problem | ||
| 3/5/2016 | Listed for rent | $16,000$3/sqft |
Source: Aadvisor Rentals Inc #216017253 Report a problem | ||
| 5/15/2015 | Sold | $1,600,000-5.6%$343/sqft |
Source: Public Record Report a problem | ||
| 4/4/2015 | Pending sale | $1,695,000$363/sqft |
Source: Downing Frye Realty Inc. #214066071 Report a problem | ||
| 3/19/2015 | Price change | $1,695,000-3.1%$363/sqft |
Source: Downing-Frye Realty Inc. #214066071 Report a problem | ||
| 3/7/2015 | Price change | $1,750,000-2.2%$375/sqft |
Source: Downing-Frye Realty Inc. #214066071 Report a problem | ||
| 3/3/2015 | Price change | $1,789,000-5.6%$383/sqft |
Source: Downing-Frye Realty Inc. #214066071 Report a problem | ||
| 12/2/2014 | Listed for sale | $1,895,000+115.3%$406/sqft |
Source: Downing-Frye Realty Inc. #214066071 Report a problem | ||
| 1/14/2004 | Sold | $880,000$188/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $18,414 +17.4% | $1,480,164 +10% |
| 2024 | $15,687 -22% | $1,345,604 +5.8% |
| 2023 | $20,111 +6.1% | $1,272,059 -10.5% |
| 2022 | $18,947 +25.1% | $1,420,845 +10% |
| 2021 | $15,143 -0.9% | $1,291,677 +6.1% |
| 2020 | $15,279 +18% | $1,217,725 +10% |
| 2019 | $12,947 +1.7% | $1,107,023 +2.9% |
| 2018 | $12,728 -1.6% | $1,075,918 +10% |
| 2017 | $12,941 +13.3% | $978,107 -29.2% |
| 2016 | $11,423 -28.7% | $1,381,580 +77% |
| 2015 | $16,023 +81.6% | $780,673 +7.8% |
| 2014 | $8,823 +1.9% | $724,477 +1.6% |
| 2013 | $8,657 -0.1% | $713,032 +1.1% |
| 2012 | $8,669 -4.6% | $705,254 -6.6% |
| 2011 | $9,087 -17.1% | $755,316 -14.1% |
| 2010 | $10,965 -4.8% | $879,578 -5.1% |
| 2009 | $11,515 | $926,632 -10.4% |
| 2008 | $11,515 -29% | $1,033,885 -21.1% |
| 2007 | $16,220 +17.3% | $1,309,783 +0.5% |
| 2006 | $13,830 | $1,303,299 +21.6% |
| 2005 | $13,830 -1.8% | $1,071,942 +1.4% |
| 2004 | $14,081 +294.7% | $1,057,111 +268.6% |
| 2003 | $3,568 +1.4% | $286,755 +2.4% |
| 2002 | $3,519 -48.3% | $280,034 +1.6% |
| 2001 | $6,801 +101.9% | $275,624 |
| 2000 | $3,369 | -- |
Find assessor info on the county website
Neighborhood: 34108
Nearby schools
GreatSchools rating
- 7/10Naples Park Elementary SchoolGrades: PK-5Distance: 1 mi
- 9/10Pine Ridge Middle SchoolGrades: 6-8Distance: 3.9 mi
- 6/10Aubrey Rogers High SchoolGrades: 9-12Distance: 3.5 mi
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- Florida
- Collier County
- Naples
- 34108
- 273 Trade Winds AVE
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