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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$8,395,000
85 Days On Site

1450 Gulfstar Drive S
Naples, FL 34112

For Sale|Single Family Residence|Active
5
Beds
4
Full Baths
2
Partial Baths
6,104
SqFt
$1,375
/SqFt
2001
Built
Subdivision:
SOUTHPOINTE YACHT CLUB
County:
Collier
Call Now: 239-464-2278
Is this the home for you? We can help make it yours.
239-464-2278
1450 Gulfstar Drive S1450 Gulfstar Drive S1450 Gulfstar Drive S1450 Gulfstar Drive S
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Monthly Payment (Est.)

$38,301
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

Discover the ultimate in privacy, luxury, and coastal living with this stunning waterfront estate, located on an exclusive gated island with only 10 estate homes. Nestled on nearly half an acre, this direct Gulf access property offers a rare combination of tranquility and convenience with a premier location just 5 minutes from downtown Naples and the world renowned beaches. Designed for the discerning buyer, this exceptional home features 5 bedrooms plus a den/office, 6 bathrooms, and 6,104 square feet of elegantly appointed living space. High-end finishes abound, including a chef’s kitchen with sleek, custom cabinetry imported from Japan, quartzite countertops, a center island with a gas cooktop, and top-of-the-line appliances. Impact-resistant doors and windows provide peace of mind, while a private elevator ensures ease of access to the second level. The 4,851 square feet of outdoor living space is truly breathtaking, offering multiple balconies with serene waterfront views, a massive covered lanai with a custom saltwater pool and spa, and cascading waterfall features. Entertain in style with a summer kitchen, pool bath, and ample space for gatherings. Your private 40-foot composite boat dock in the backyard is perfect for all your boating needs. This property offers the option to purchase an additional 50-foot boat slip located in Windstar on Naples Bay’s private marina. A premier destination for boating enthusiasts, offering unmatched convenience, luxury, and access to the Gulf of Mexico. This deep water marina features 72 slips, each equipped with electric and water connections to ensure every need is met for vessels of various sizes. At the heart of this waterfront oasis is a private clubhouse, staffed by a full-time harbormaster dedicated to providing exceptional service and overseeing marina operations. Windstar on Naples Bay is a one-of-a-kind community nestled along the serene waters of Naples Bay, this prestigious neighborhood offers everything you need to enjoy the best of Southwest Florida. At the heart of Windstar is its Tom Fazio-designed championship golf course, a beautifully maintained 18-hole course offering breathtaking views, challenging play, and world-class facilities. The community also offers a private beach on Keewaydin Island, accessible exclusively to residents via a daily shuttle. Additional amenities include tennis, a vibrant clubhouse with dining options, social events, activities and a soon-to-be built state of the art fitness facility. Just outside the gates of Windstar on Naples Bay, the Bayshore Arts District awaits—a thriving and eclectic neighborhood bursting with creativity, culture, and culinary delights. Known as one of Naples’ most exciting areas, the Bayshore Arts District offers a unique blend of art galleries, local boutiques, live entertainment, and waterfront attractions, all within minutes of Windstar. This estate offers the ultimate blend of luxury, privacy, and convenience.

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Listing Snapshot
Price 
$8,395,000
Days On Site 
85 Days
Bedrooms 
5
Inside Area (SqFt) 
6,104 sqft
Total Baths 
6
Full Baths 
4
Partial Baths 
2
Lot Size 
0.49 Acres
Year Built 
2001
MLS® Number 
225002183
Status 
Active
Property Tax 
$32,588.49
HOA/Condo/Coop Fees 
$344.33 monthly
Sq Ft Source 
Plans
Friends & Family
Recent Activity
3 months agoListing first seen on site
3 months agoListing updated with changes from the MLS®
General Features
Acres 
0.49
Attached Garage 
Yes
Direction Faces 
North
Disclosures 
Rv Restrictions
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
2
Parking 
AttachedCircular DrivewayDrivewayGarageGolf Cart GaragePavedGarage Door Opener
Pets 
Call
Property Sub Type 
Single Family Residence
Security 
Security GateGated with GuardGated CommunitySecurity SystemSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
12030
Stories 
Two
Style 
Two Story
Utilities 
Cable AvailableNatural Gas AvailableUnderground Utilities
Water Source 
Public
Interior Features
Appliances 
OvenCooktopDouble OvenDryerDishwasherFreezerDisposalIce MakerRefrigeratorSelf Cleaning OvenWine CoolerWasherWater SoftenerWater Purifier
Cooling 
Central AirCeiling Fan(s)ElectricZoned
Fireplace 
Yes
Flooring 
CarpetMarbleTile
Furnished 
Furnished
Heating 
CentralElectricZoned
Interior 
Wet BarBreakfast BarBidetBuilt-in FeaturesTray Ceiling(s)Cathedral Ceiling(s)Entrance FoyerEat-in KitchenHigh CeilingsKitchen IslandOtherPantry
Laundry Features 
Inside
Spa 
Yes
Window Features 
Display Window(s)Window Coverings
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Exterior Features
Construction Details 
BlockConcreteStucco
Exterior 
BalconyOutdoor GrillOutdoor KitchenGas Grill
Lot Features 
Waterfront
Patio And Porch 
ScreenedPorch
Pool Features 
Electric HeatHeatedIn GroundSee RemarksSalt WaterPool/Spa ComboPrivate
Private Pool 
Yes
Road Frontage 
Private Road
Roof 
Tile
Spa 
Yes
Spa Features 
GuniteIn Ground
View 
BayCanalWater
Waterfront Features 
Canal AccessNavigable WaterSeawall
Waterview 
BayCanalWater
Windows/Doors 
Display Window(s)Window Coverings
Community Features
Accessibility Features 
Therapeutic Whirlpool
Association Amenities 
Beach RightsBeach AccessMarinaClubhouseFitness CenterGolf CourseTennis Court(s)Trail(s)
Association Dues 
1033
Community Features 
GatedGolfTennis Court(s)Street Lights
Financing Terms Available 
Cash
HOA Fee Frequency 
Quarterly
MLS Area 
NA08 - Royal Harbor-Windstar Are
Roads 
Paved
Schools
School District
Unknown
Elementary School
AVALON ELEMENTARY
Middle School
GULFVIEW MIDDLE SCHOOL
High School
NAPLES 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

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SW Florida Real Estate

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