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109 Columbus Drive DRIVE

Islamorada, FL 33036

$6,700,000 $28,247/Mo

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Overview

Bed

Bath

3,860

Sqft

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!

Property Details

Property Type : Residential - Single Family

Price : $6,700,000

AD Id : 67172725

MLS Id : 616619

Beds : 4

Living Area Size : 3,860

Year Built : 1922

County : Monroe

Subdivision: The Redlands

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total Bedrooms: 4 Laundry Room,Utility Room

Bathroom Information

Total Baths: 5 Full Baths: 5
Interior Features

Built-in Cabinets,Walk-in Closet(s),Storage,Smoke Alarms,Dade County Pine Appliances: Washer,Stainless Steel Appliance(s),Wine Cooler,Disposal,Microwave,Oven,Range,Refrigerator,Dishwasher,Dryer
Roofing Information

Metal Roof

Flooring Information

Tile,Laminate,Wood

Heating & Cooling

Cooling: Central Air,Ceiling Fans(s) Heating: Central Water Front: Yes Oceanfront,Open Water,Canal Front Ocean View,Open Water View,Canal View

Window Information

Window Treatments: French Doors,Impact Rstnce Window,Impact Rstnce Doors,Glass Doors

Building Information

Year Built: 1922 Total Units: 0.00 Floor Location: 49600 Construction: Frame Roof: Metal Roof
Exterior Features

Fencing,Storage,Sandy Beach,Lanai,Lighting

Pool Information

In Ground,Decked,Concrete

Lot Information

Lot SqFt: 49,600 Lot SqFt Source: Property Data Card BK 4 LTS 3 & 4 MATECUMBE OCEAN VIEW PB4-102 LOWER MATECUMBE OR475-611 OR805-2073 OR1207-154/168 OR1257-346 OR1298-1038/3
Property Information

SQ ft (Living Area): 3,860 View: Ocean View,Open Water View,Canal View Subdivision: Mat Ocean View (76.5) Stories: 2 Stories

Listing Price Information

List Price: $6,700,000
Listing Information

Cash,Conventional

Tax Information

Taxes: $32,715 Tax Year: 2025 Parcel Number: 00396760-000000 Tax Exemptions: None

Multi-Unit Information

Pets Allowed: Pets Allowed
Homeowners Association Information

Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00

Utility Information

FKAA,Buyer to Verify,Municipal Sewer

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
87465 Old Hwy #102, Islamorada, FL, 33036	$428,000	2	2	1,032	1,032 SqFt
Residential, Islamorada, FL, 33036	$2,649,000	3	4	1,768	1,768 SqFt
164 Venetian Dr, Islamorada, FL, 33036	$1,599,000	4	2	1,680	1,680 SqFt
162 Bayview Dr, Islamorada, FL, 33036	$8,950,000	8	10	5,392	5,392 SqFt
75433 Overseas Hwy, Islamorada, FL, 33036	$3,999,000	4	4	2,624	2,624 SqFt
109 Columbus Dr, Islamorada, FL, 33036	$6,700,000	4	5	--
82719 Old Hwy, Islamorada, FL, 33036	$24,995,000	7	11	10,182	10,182 SqFt
75761 Overseas Hwy, Islamorada, FL, 33036	$4,999,900	4	4	3,001	3,001 SqFt
88110 Overseas Hwy, Islamorada, FL, 33036	$6	4	5	2,797	2,797 SqFt
79901 Overseas Higway #.., Islamorada, FL, 33036	$499,000	2	2	--

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ByOwner last updated this listing 06/07/2026 @ 02:13

MLS: 616619 LISTED BY: KELLY K SHAW PA , American Caribbean Real Estate, Christie's International Real Estate 305-664-4966 SOURCE: Florida Keys MLS, Inc.