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109 Columbus Drive, Lower Matecumbe, FL 33036

$6,700,000
Property Type: Residential Bedrooms: 4 Baths: 5 Square Footage: 3,860 Lot Size (sq. ft.): 49,600 Status: Active
Current Price: $6,700,000 List Date: 9/26/2025 Last Modified: 4/17/2026

Overview

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 ...

Listing Details MLS# 616619

Location, Tax & Legal

Street #
109
Street Name
Columbus
Street Suffix
Drive
Key/Island
Lower Matecumbe
State/Province
FL
Zip Code
33036
County
Monroe
Subdivision
Mat Ocean View (76.5)
Area
22 - Lower Matecumbe
City
ISLAMORADA
Mile Marker
76.5
Marathon Neighborhood
N/A
Side
Ocean
Flood Zone
AE,VE,AE,VE
Alternate Key #
1489280
Add'l Parcel #1
00396590-000000
Parcel #
00396760-000000
Zoning
R1 - Residential Single Family
Deed Restrictions
Unknown
Legal
BK 4 LTS 3 & 4 MATECUMBE OCEAN VIEW PB4-102 LOWER MATECUMBE OR475-611 OR805-2073 OR1207-154/168 OR1257-346 OR1298-1038/3
Taxes
32715.1
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Florida Keys
As is Rght to Inspct
Yes

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
3
Pool
Yes
Year Built
1922
Lot SqFt
49600
Lot Sqft Source
Property Data Card
Acres
1.14
Living Apx SqFt
3860
SqFt Source
Property Data Card
Total Bedrooms
4
Full Baths
5
Total Baths
5
Rentals Allowed
With Restrictions
Min Rental Days
28
Total Units
0

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Dockage

Dock Length
375
Dock
Concrete

More Information

Building Style

Above Flood
Unknown
Stories
2 Stories

Remarks & Misc

Remarks – Consumer
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!
Directions
MM 76.5-- Ocean Side-- Turn on Columbus Dr & follow road to 109. Home is directly on the ocean on RHS - canal lot 104 across the street

Fee Includes

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes
Wine Cooler
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Heating

Central
Yes

Waterfront

Canal Front
Yes
Oceanfront
Yes
Open Water
Yes

Waterview

Canal View
Yes
Ocean View
Yes
Open Water View
Yes

Floor

Laminate
Yes
Tile
Yes
Wood
Yes

Neighborhood Feature

Community Boat Ramp
Yes

Interior Features

Built-in Cabinets
Yes
Dade County Pine
Yes
Smoke Alarms
Yes
Storage
Yes
Walk-in Closet(s)
Yes

Specialty Rooms

Laundry Room
Yes
Utility Room
Yes

Windows/Doors

French Doors
Yes
Glass Doors
Yes
Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Vehicle Storage

Guest Parking
Yes
Open Parking
Yes
Off Street Parking
Yes
Trailer Storage
Yes

Construction

Frame
Yes

Land Size

1 Less Than 2 Acres
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

Buyer to Verify
Yes
FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes
Roof Top Deck
Yes

Title

Title Ins - Buyer
Yes

Exterior Features

Fencing
Yes
Lanai
Yes
Lighting
Yes
Sandy Beach
Yes
Storage
Yes

Pool Info

In Ground
Yes
Concrete
Yes
Decked
Yes

Roof

Metal Roof
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Canal Front; Oceanfront; Open Water Waterview: Canal View; Ocean View; Open Water View Vehicle Storage: Guest Parking; Off Street Parking; Open Parking; Trailer Storage Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Heating: Central Utilities: Buyer to Verify; FKAA; Municipal Sewer Interior Features: Built-in Cabinets; Dade County Pine; Smoke Alarms; Storage; Walk-in Closet(s) Specialty Rooms: Laundry Room; Utility Room Appliances: Dishwasher; Disposal; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler Exterior Features: Fencing; Lanai; Lighting; Sandy Beach; Storage Pool Info: In Ground; Concrete; Decked Construction: Frame Floor: Laminate; Tile; Wood Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Community Boat Ramp Land Size: 1 Less Than 2 Acres Terms: Cash; Conventional Title: Title Ins - Buyer
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: April - 17 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.