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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$36,500,000
134 Days On Site

4253 Cutlass LN
NAPLES, FL 34102

For Sale|Single Family Residence|Active
5
Beds
7
Total Baths
5
Full Baths
2
Partial Baths
6,883
SqFt
$5,303
/SqFt
1998
Built
Subdivision:
PORT ROYAL
County:
Collier
Call Now: 239-464-2278
Is this the listing for you? We can help make it yours.
239-464-2278
4253 Cutlass LN4253 Cutlass LN4253 Cutlass LN4253 Cutlass LN
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Monthly Payment (Est.)

$166,528
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

An exceptionally rare lot and one-half with one of the most spectacular panoramic views in all of Port Royal. this exceptional waterfront estate offers 147 feet along one of the area’s deepest yacht basins, on no-wake waterfront with bay views —ideal for serious boating enthusiasts. The residence features 5 spacious bedrooms, each with its own ensuite bath, along with two additional half baths for guests. Designed for both comfort and entertaining, the home includes a private study, a dedicated media room, and expansive living spaces filled with natural light. Car collectors will appreciate the four-bay garage, thoughtfully designed with lift capabilities to maximize capacity. Owners are eligible for membership to the exclusive Port Royal Club and Cutlass Cove Beach Club, offering access to one of Naples’ most private beachfront experiences. This is a unique opportunity to own a premier property combining scale, location, and deep-water access in one of Naples’ most sought-after communities.

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Listing Snapshot
Price 
$36,500,000
Days On Site 
134 Days
Bedrooms 
5
Inside Area (SqFt) 
6,883 sqft
Total Baths 
7
Full Baths 
5
Partial Baths 
2
Lot Size 
0.73 Acres
Year Built 
1998
MLS® Number 
226016944
Status 
Active
Property Tax 
$119,186.84
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
4 months agoListing updated with changes from the MLS®
4 months agoStatus changed to Active
4 months agoListing first seen on site
General Features
Acres 
0.73
Attached Garage 
Yes
Building Features 
DSL/Cable Available
Garage 
Yes
Garage Spaces 
4
Number Of Stories 
2
Parking 
Garage Door OpenerAttached
Parking Spaces 
4
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)
SqFt Total 
10847
Style 
Two StorySingle Family
Utilities 
Propane
Interior Features
Appliances 
Gas CooktopCooktopDishwasherDisposalDryerFreezerMicrowaveOther
Cooling 
Ceiling Fan(s)
Flooring 
TileWood
Furnished 
Unfurnished
Heating 
CentralElectricNatural Gas
Interior 
Entrance FoyerEat-in KitchenBarOtherPantryVaulted Ceiling(s)Walk-In Closet(s)Wet Bar
Spa 
Yes
Window Features 
Skylight(s)
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Exterior Features
Construction Details 
BlockStucco
Exterior 
DockBalconyOutdoor Shower
Frontage 
157
Gulf Access 
Yes
Lot Features 
Waterfront
Patio And Porch 
DeckPatio
Pool Features 
Private
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
View 
Canal
Waterfront 
Yes
Waterfront Features 
Canal Front
Waterview 
Canal
Windows/Doors 
Skylight(s)
Community Features
Community Features 
Gated
MLS Area 
PORT ROYAL
Listing courtesy of John R Wood Properties

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright © 2026Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. The data relating to real estate for sale on this limited electronic display come in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. Some properties that appear for sale on this website may no longer be available. For the most current information, contact .

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. 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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