Back to Search
1 / 25
25 photos
+20
109 Columbus Dr
Islamorada, FL, 33036
Active$6,700,000
109 Columbus Dr
Islamorada, FL, 33036
Active$6,700,000
4
Bedrooms
5
Bathrooms
3,860 sqft
Living Area
1922
Year Built
49,600
Lot Size (sqft)
297
Days on Market
Dock Score™
DockOnly72
GoodWhat shaped this score
✓Canal
✓Fits boats up to ~100ft+ (est.)
✓Premium waterfront location
✓Bridge-free to ocean
Est. waterfront~160 ft
DockOnly.com rating, not provided by the MLS or listing broker.
Dock & Water AccessMLS
OceanfrontCanal FrontOpen Water📝 deep water
AI Aerial Imagery Detection
Dock Detected
Detected by AI from open-source aerial mapping imagery and may not reflect current conditions. This information was not provided by the MLS or listing broker. Always verify dock infrastructure with the listing agent.
Canal WidthDockOnly
At the dock
County parcel data80ft
Single measurement at the dock · width variation along the canal not yet available
Measured perpendicular from this parcel's waterfront edge to the parcel directly across the canal, using surveyed county GIS boundaries.
Will it turn around?
Up to 26 ft
Easy
handling
26–35 ft
Fits
with care
35–41 ft
Tight
(back-in)
Boats over 41 ft typically back in/out rather than turning here. Clear channel ≈ 54 ft with boats moored both sides (~13 ft per side for dock + beam). Wide-beam yachts need the upper end of each range.
Navigation RouteDockOnly
Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.
Description
Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise views. Expansive covered verandahs, a 15' x 30' heated seaside pool, and beachside hammocks invite slow, sun-filled days and relaxed gatherings. Across the street, a separate canalfront parcel with a 37.5' concrete dock provides protected deep-water dockage and space for boats, trailers, and water toys — an extraordinary pairing of true beachfront living and convenient boating access. Inside, the home's 3,860 square feet is designed for easy Keys living with generous main-level living areas and bedrooms, plus a spacious upstairs suite with private bath and roof-top deck capturing panoramic ocean vistas. Four bedrooms and five baths accommodate family and guests comfortably, while breezy porches and open gathering spaces make entertaining effortless. Highlights you'll love: 165' of private sandy Atlantic beach with direct ocean entry, 37.5' private concrete dock on canalfront lot for boating convenience, 15' x 30' heated seaside swimming pool with expansive sun decks, over one acre of tropical privacy and mature landscaping, 4 bedrooms | 5 baths | 3,860 sq. ft. with thoughtful single-level layout plus upstairs suite and roof deck. A true Keys treasure, The Last Resort delivers a rare mix of sandy beach, deep-water dockage, and timeless coastal charm. Ann exceptional opportunity to create your own island legacy!
Schedule a Showing
See the property and tour the dock. A licensed waterfront specialist will arrange your private showing.
Select a date
Location
Islamorada, FL, 33036
No price history available for this property.
Displayed by Blue Mar Real Estate Group Inc., Licensed Florida Real Estate Broker (DBPR CQ1018554) · [email protected]
Listing courtesy of American Caribbean Real Estate, Christie's International Real Estate via Florida Keys MLS
Last checked: July 21, 2026
Listing updated: April 17, 2026
© 2026 Florida Keys Board of REALTORS®, Inc. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of the Florida Keys Board of REALTORS®. Information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal.
IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Dock Score™
DockOnly72
GoodWhat shaped this score
✓Canal
✓Fits boats up to ~100ft+ (est.)
✓Premium waterfront location
✓Bridge-free to ocean
Est. waterfront~160 ft
DockOnly.com rating, not provided by the MLS or listing broker.
Nearest Bridge Clearances
Florida Keys, critical for tall/large vessels
No bridge data available for this location.
Loading nearby marinas…
Loading nearby sandbars…
Mortgage Calculator
Estimate your monthly payment for this waterfront property
20%
$1,340,000 down
%
Principal & Interest$34,765/mo
Property Tax (est. ~1.2%, varies by county)$6,700/mo
Home Insurance (est.)$250/mo
Total Monthly Payment$41,715
Loan Amount: $5,360,000Rate: 6.75%
Get Pre-QualifiedEstimated payments only. Actual rates and terms may vary.
Similar Listings
$8,299,999100 Tingler Lane
Marathon, FL
3 4 2,703 sqft
Courtesy of Lokation Real Estate via Florida Keys MLS
$5,900,000308 Atlantic Boulevard
Key Largo, FL
4 3 2,414 sqft
Courtesy of Palm House Real Estate via Florida Keys MLS
$4,900,000155 Palo De Oro Drive
Upper Matecumbe Key Islamorada, FL
3 5 5,559 sqft
Courtesy of RE/MAX All Keys Real Estate via Florida Keys MLS
$4,750,00088 W Plaza Del Lago
Lower Matecumbe, FL
5 5 4,064 sqft
Courtesy of Ocean Sotheby's International Realty via Florida Keys MLS
$6,150,0001002 Snapper Ln
Key Largo, FL
5 5 3,490 sqft
Courtesy of American Caribbean Real Estate, Christie's International Real Estate via Florida Keys MLS
$7,400,00080201 Overseas Highway
Upper Matecumbe Key Islamorada, FL
5 6 4,764 sqft
Courtesy of Sea Haven Realty, Inc. via Florida Keys MLS
Swipe or use arrows to see more
Navigation note: Navigation routes show the shortest mapped path to open water. A vessel taller than the binding bridge clearance may still reach open water via a longer alternate route that we don't currently map. Verify navigability with a local captain or surveyor before relying on it.