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About This Home

This 4-bedroom, 5-bathroom single family at 109 Columbus Drive in Lower Matecumbe, FL is listed for $6,700,000 ($1,736 per sqft). Built in 1922, the home offers 3,860 sqft of living space on a 1.14 acres lot.

Agent 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!

Key Features

  • Built in 1922
  • 1.14 acre lot
  • Private pool
  • Waterfront

Property Details

5 full
1922

Amenities

PoolWaterfrontViewA/C

Monthly Cost Estimate

$35,833/mo

20% down · 6.5% · 30 years

Principal$4,846
Interest$29,033
Insurance$1,954

Estimates only. Actual payments may vary.

Location

109 Columbus Drive

Lower Matecumbe, FL 33036

Mat Ocean View (76.5)

Features & Amenities

Interior Features

Built-in CabinetsDade County PineStorageWalk-in Closet(s)

Exterior Features

FencingLightingLanaiSandy BeachStorage

Property Details

Flooring

LaminateTileWood

Construction

Frame

Views

WaterOcean

Pool Features

DeckPorch

Parking

Open

Heating

Central

Cooling

Central Air

Appliances

WasherDryerDishwasherRefrigeratorRangeOvenMicrowaveDisposalWine CoolerStainless Steel Appliance(s)

Questions & Answers

This 4-bedroom, 5-bathroom single family at 109 Columbus Drive is listed at $6,700,000 ($1,736/sqft). The estimated monthly payment is $29,033 based on 20% down at 6.5% interest.

Key features include: Built in 1922, 1.14 acre lot, Private pool, Waterfront. Interior Features: Built-in Cabinets, Dade County Pine, Storage. Exterior Features: Fencing, Lighting, Lanai.

This property is listed by KELLY K SHAW PA and can be reached at 3056647303 or Kelly@kellykshaw.com.

KP

KELLY K SHAW PA

Agent at American Caribbean Real Estate, Christie's International Real Estate

(305) 664-7303

Listed by American Caribbean Real Estate, Christie's International Real Estate · View on Broker Site

MLS# 616619· Source: listhub· Updated 248 days ago

Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

109 Columbus Drive, Lower Matecumbe, FL 33036

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