Your Guide to SW Florida Real Estate

Welcome to SW Florida Real Estate Guide—your one-stop destination for exploring the best SWFL properties available. Whether you’re searching for a Cape Coral waterfront home for family vacations or Fort Myers real estate that checks all your boxes for a growing and active family, you’ll find what you’re looking for right here in our thriving SW Florida real estate market. Dive in and discover the perfect home to fit your unique lifestyle goals here in Southwest Florida. 

With over 15 years successfully serving Lee County, Florida and the surrounding areas, I’m ready to help you reach your goals as your Fort Myers Realtor.

Ready to make your move? Contact Shelby Tompkins today and get started, or explore the SWFL properties here on the website and take the first step toward finding your dream home! Your perfect property is just a click away!

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$7,895,895
63 Days On Site

380 Trade Winds Avenue
Naples, FL 34108

For Sale|Single Family Residence|Active
5
Beds
6
Full Baths
0
Partial Baths
4,350
SqFt
$1,815
/SqFt
2018
Built
Subdivision:
CONNERS
County:
Collier
Call Now: 239-464-2278
Is this the home for you? We can help make it yours.
239-464-2278
380 Trade Winds Avenue380 Trade Winds Avenue380 Trade Winds Avenue380 Trade Winds Avenue
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Monthly Payment (Est.)

$36,024
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

Enter a realm of unparalleled elegance and sophistication, where contemporary design seamlessly blends with waterfront luxury in this breathtaking architectural masterpiece. Nestled in the prestigious Connors area of Vanderbilt Beach, this turn-key furnished 5-bedroom + den, 6-bathroom estate offers southern exposure, direct Gulf access, a private boat dock and lift, plus two jet ski lifts, making it the ultimate destination for boating enthusiasts and those who appreciate the finest in waterfront living. High-end furnishings and custom artwork enhance every space, creating a stunning atmosphere of exclusivity. From the moment you arrive, you’ll be captivated by soaring coffered ceilings, designer lighting, and a striking stone fireplace wall, the magnificent focal point of the expansive great room. Enormous pocket sliders seamlessly blend indoor and outdoor living, allowing for beautiful natural light and serene water views of the wide canal. The gourmet chef’s kitchen is a showstopper, featuring custom cabinetry, dual quartz islands, a full suite of top-tier Thermador appliances, a 90-bottle wine cooler, built-in ice maker, and an oversized walk-in pantry, perfect for effortless entertaining. An elevator connects all three floors, leading to the third-floor entertainment lounge with a sleek wet bar. Three additional ensuite bedrooms provide luxurious accommodations for family and guests, along with a spacious balcony offering panoramic views of Naples’ breathtaking coastline, and mesmerizing sunsets. The primary suite on the main floor is a luxurious retreat, boasting a spa-inspired bathroom, expansive his-and-her walk-in closets, and direct access to oversized outdoor living spaces. This home is also an entertainer’s dream. The main-floor lanai is exceptionally spacious and features electric shade screens, creating the perfect setting for relaxation or alfresco dining. Two outdoor kitchens, a spectacular pool and spa, and beautifully designed landscaping complete this dream home, perfect for hosting unforgettable gatherings. The indoor bar, paired with a sophisticated glass-enclosed wine room, enhances the home’s luxurious ambiance. Technology and innovation are seamlessly integrated, with LED lighting, landscape illumination, a whole-house audio system, and Savant Home Automation for effortless control. The air-conditioned 8-car garage is an automotive enthusiast’s dream, offering both space and sophistication. Close to the Ritz-Carlton Beach Resort, upcoming Ritz-Carlton Residences, Pavilion Shopping Center, public tennis and future pickleball courts, Mercato, and upscale dining. Enjoy beachfront dining at Turtle Club, LaPlaya’s BALEEN, or the Ritz-Carlton’s Gumbo Limbo. This one-of-a-kind estate defines Naples’ waterfront luxury, a masterful blend of elegance, innovation and comfort. Schedule your private tour today and discover a home designed for both luxurious living and extraordinary entertaining.

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Listing Snapshot
Price 
$7,895,895
Days On Site 
63 Days
Bedrooms 
5
Inside Area (SqFt) 
4,350 sqft
Total Baths 
6
Full Baths 
6
Partial Baths 
N/A
Lot Size 
0.21 Acres
Year Built 
2018
MLS® Number 
225014463
Status 
Active
Property Tax 
$51,325.56
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Appraiser
Friends & Family
Recent Activity
2 months agoListing first seen on site
2 months agoListing updated with changes from the MLS®
General Features
Acres 
0.21
Attached Garage 
Yes
Direction Faces 
North
Disclosures 
Owner Is Listing Agent, Seller Disclosure
Garage 
Yes
Garage Spaces 
8
Number Of Stories 
3
Parking 
AttachedGarageGarage Door Opener
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security SystemSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
4350
Style 
Multi Level, Other
Utilities 
Cable AvailableNatural Gas Available
Water Source 
Public
Interior Features
Appliances 
OvenDryerDishwasherFreezerGas CooktopIce MakerMicrowaveRefrigeratorSelf Cleaning OvenWine CoolerWater Purifier
Cooling 
Central AirCeiling Fan(s)Electric
Fireplace 
Yes
Flooring 
MarbleWood
Furnished 
Furnished
Heating 
Natural GasPropane
Interior 
Wet BarBreakfast BarEntrance FoyerEat-in KitchenHigh CeilingsKitchen IslandPantryVaulted Ceiling(s)BarWalk-In Closet(s)Wired for SoundElevator
Laundry Features 
Inside
Spa 
Yes
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Exterior Features
Construction Details 
BlockConcreteStucco
Exterior 
BalconyOutdoor KitchenGas Grill
Lot Features 
Rectangular LotWaterfront
Patio And Porch 
DeckPatioScreenedPorch
Pool Features 
Gas HeatHeatedIn GroundSalt WaterPrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
View 
Canal
Waterfront Features 
Canal Access
Waterview 
Canal
Community Features
Association Amenities 
None
Financing Terms Available 
Cash
MLS Area 
NA02 - Vanderbilt Beach Area
Roads 
Paved
Schools
School District
Unknown
Elementary School
NAPLES PARK ELEMENTARY SCHOOL
Middle School
PINE RIDGE MIDDLE SCHOOL
High School
AUBREY ROGERS HIGH SCHOOL
Listing courtesy of Coldwell Banker Realty

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The data relating to real estate for sale on this website comes in part from the Florida Gulf Coast MLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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Your Guide to SW Florida Real Estate

Use our MLS Search to find the latest listings in your desired locations. Set up notifications and never miss a new listing that meets your criteria. 
Search Fort Myers Homes for Sale, Cape Coral Homes for Sale, North Fort Myers Homes with Acreage, Babcock Ranch Homes for Sale, New Construction Properties, Bonita Springs Homes for Sale, Fort Myers Beach Property, Estero Florida Homes for Sale. 
Question? Give me a call! I’m proud to be your Fort Myers and Cape Coral Realtor. 

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SW Florida Real Estate

Are you ready to take a tour of some of the available waterfront homes in SW FL? Contact me today! I’m here for you every step of the way. 

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