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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$6,750,000
19 Days On Site

342 Trade Winds Avenue
Naples, FL 34108

For Sale|Single Family Residence|Active
5
Beds
5
Full Baths
1
Partial Bath
4,317
SqFt
$1,564
/SqFt
2017
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
342 Trade Winds Avenue342 Trade Winds Avenue342 Trade Winds Avenue342 Trade Winds Avenue
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Monthly Payment (Est.)

$30,796
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

Sophisticated Modern Waterfront Home in Naples, FL! This stunning custom-built home offers a fabulous modern feel with sleek, high-end finishes and luxurious amenities, just blocks away from the BEACH with SOUTHERN exposure. Located in Vanderbilt with direct Gulf access, this 5-bedroom, 5.5-bathroom residence (3-Ensuite Bedrooms upstairs all accommodate King Beds) is a boater’s dream, featuring a 20,000 lb boat lift with and plenty of relaxing dock space with glow underwater dock window to watch the fish at night. You will enjoy effortless days on the water. Master Bedroom and 2nd Bedroom are on the first living level (2nd Bedroom can serve as a den with closet) This home does NOT have any non conforming , unisurable spaces and is designed for seamless indoor-outdoor MAIN FLOOR easy living! The home boasts a salt water heated pool and spa with a spacious travertine deck, creating a resort-like oasis. The pool area offers seamless access to the pool and convenient openness to the kitchen and great room, making it perfect for entertaining and everyday living. A fully equipped summer kitchen enhances the outdoor experience, while the excellent walkout pool area features no steps for ultimate ease. Guests will also love the beautiful upstairs terrace, providing a serene retreat with stunning views. Inside, this home is built for comfort and entertainment, featuring a media room with a view, Sonos sound system, custom plantation shutters, designer light fixtures, an elevator for easy access between floors, generator, hurricane impact glass and electric storm shutters for peace of mind, and a first-floor master suite with a spacious closet and integrated laundry room. An additional washer and dryer are located on the second floor for added functionality. The chef’s kitchen is outfitted with gas cooking, a double oven, and premium finishes. For car enthusiasts, the three-car garage comes equipped with a car lift and space for a second lift, along with additional storage and a dedicated storage closet. Imagine living here and being able to walk everywhere—from the Ritz-Carlton, Turtle Club, LaPlaya Hotel, Whole Foods, Trader Joe’s, the beach, and the best bistros. Or take a quick bike ride to Artis-Naples to enjoy a Broadway show or world-class performance. This home offers the ultimate Naples lifestyle, where convenience meets luxury. Experience the pinnacle of Vanderbilt waterfront living with direct Gulf access in this one-of-a-kind modern masterpiece!

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Listing Snapshot
Price 
$6,750,000
Days On Site 
19 Days
Bedrooms 
5
Inside Area (SqFt) 
4,317 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
0.22 Acres
Year Built 
2017
MLS® Number 
225031120
Status 
Active
Property Tax 
$17,800.9
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Plans
Friends & Family
Recent Activity
3 weeks agoListing first seen on site
3 weeks agoListing updated with changes from the MLS®
General Features
Acres 
0.22
Attached Garage 
Yes
Direction Faces 
North
Disclosures 
Owner Has Flood Insurance, Owner Is Listing Agent, Seller Disclosure
Garage 
Yes
Garage Spaces 
3
Number Of Stories 
2
Parking 
AttachedCircular DrivewayDrivewayGaragePavedGarage Door Opener
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security SystemSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
6449
Stories 
Two
Style 
Multi Level, Two Story
Utilities 
Cable AvailableNatural Gas Available
Water Source 
Public
Interior Features
Appliances 
OvenCooktopDouble OvenDryerDishwasherFreezerGas CooktopDisposalMicrowaveRefrigeratorSelf Cleaning OvenWasherWater Purifier
Cooling 
Central AirCeiling Fan(s)ElectricGas
Fireplace 
Yes
Fireplace Features 
Outside
Flooring 
TileWood
Furnished 
Negotiable
Heating 
CentralElectric
Interior 
Wet BarBuilt-in FeaturesTray Ceiling(s)Coffered Ceiling(s)Eat-in KitchenHigh CeilingsKitchen IslandPantry
Laundry Features 
Washer HookupInside
Spa 
Yes
Window Features 
ShuttersWindow Coverings
Bedroom 
Dimensions - 15.00 x 15.00Description - Bedroom
Dining Room 
Dimensions - 13.00 x 13.00Description - Dining Room
Family Room 
Description - Family Room
Garage 
Dimensions - 21.80 x 21.80Description - Garage
Great Room 
Dimensions - 25.00 x 19.00Description - Great Room
Kitchen 
Dimensions - 16.00 x 13.00Description - Kitchen
Master Bedroom 
Dimensions - 18.00 x 14.00Description - Master Bedroom
ScreenedPorch 
Dimensions - 20.60 x 16.80Description - Lanai
Utility Room 
Dimensions - 12.40 x 7.00Description - Utility Room
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Exterior Features
Construction Details 
BlockConcreteStucco
Exterior 
BalconyFire PitOutdoor GrillOutdoor KitchenOutdoor ShowerGas Grill
Fencing 
Fenced
Lot Features 
Rectangular LotWaterfront
Patio And Porch 
DeckPatioPorch
Pool Features 
Gas HeatHeatedIn GroundSalt WaterPrivate
Private Pool 
Yes
Roof 
Metal
Spa 
Yes
Spa Features 
GuniteIn Ground
View 
Canal
Waterfront Features 
Canal Access
Waterview 
Canal
Windows/Doors 
ShuttersWindow Coverings
Community Features
Association Amenities 
None
Financing Terms Available 
Cash
MLS Area 
NA02 - Vanderbilt Beach Area
Schools
School District
Unknown
Elementary School
NAPLES PARK ELEMENTARY
Middle School
PINE RIDGE MIDDLE
High School
BARRON COLLIER HIGH SCHOOL
Listing courtesy of John R Wood Properties

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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. 
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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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