Home in 109 Columbus Drive, Islamorada, FL 33036 for sale with MLS# A11885559

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 - an exceptional opportunity to create your own island legacy.

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Days on the market

109 Columbus Drive, Islamorada, FL 33036

Price
Price:
$6,700,000.00
Original List Price:
$6,700,000.00
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
Description of Last Important Update:
New Listing
Last Major Update on:
September 26, 2025 7:01 pm
Other Special Conditions:
Sold As-is
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
5
Full Bath:
5
Room Type:
Laundry
Master Bedroom Bath:
Master Bdrm - Upstairs, Master Bdrm - Ground
Property Features
View from the Property:
Ocean, Canal
Waterfront:
Yes
Waterfront Features:
Ocean Front, Canal Front
Frontage Length:
165
Private Pool
Swimming Pool Features:
In Ground
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Electric Range
Interior:
Walk-In Closet(s), Built-in Features, Other
Exterior:
Lighting
Patio and Porch:
Porch, Porch - Open
Air Conditioning
Air Conditioning System:
Central Air, Ceiling Fan(s)
Heating
Heating System:
Central
Fence:
Fenced
Boat and Dock Features:
Private Dock
Property Entrance Faces:
West
Construction
Year Built:
1922
Roof:
Metal
Levels:
Two
Entry Level (floor):
1
Construction Materials:
Frame
Flooring:
Tile, Wood, Laminate
Number of stories:
2
Property Condition:
Resale
Taxes and Expenses
Tax Annual Amount:
$30,786.00
Tax Year:
2024
Property Tax Details:
City/County
Parking
Garage Spaces:
0
Covered Spaces:
0
Parking Features:
Guest, Rv Access/parking, Boat Access/parking
Utilities
Sewer:
Public Sewer
Water Source:
Public
Community
Amenities Provided by the Homeowner's Association (HOA):
Other
Subdivision Name:
Mat Ocean View
Senior Community:
No
Restrictions:
Lease Restrictions
Community Dock
Leasing Permitted
Leasing Permitted Details:
Okay To Lease
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Buyer Possession:
Negotiable
Zoning and Legal
Tax Legal Description:
BK 4 LTS 3 & 4 MATECUMBE OCEAN VIEW PB4-102 LOWER MATECUMBE OR475-611 OR805-2073 OR1207-154/168 OR1257-346 OR1298-1038/3
Real Estate Folio Number (Parcel Number):
00396760000000
Zoning:
R1
Public Schools Assigned
Elementary School:
Harmony Community School (k-5)
High School:
Coral Shores
Middle Or Junior School:
Plantation Key
Listing History
Active on the market since:
September 26, 2025
Listing Agreement executed on:
September 26, 2025
Listing Status Last Changed On:
September 26, 2025 7:01 pm
Photos updated on:
April 2, 2026 4:11 pm
Last Modified:
May 31, 2026 3:03 am
Additional Information
Courtesy of:
American Caribbean Real Estate
Attribution:
Not provided
Location
Street Name:
Columbus
Street Number:
109
City:
Islamorada
State:
Florida
Zip Code:
33036
County:
Monroe
Latitude:
N24° 52' 19.2''
Longitude:
W81° 17' 55.5''
Street Suffix:
Drive
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $88,214
Median Home Value $995,600
Median Rent $1,846/mo
Median Age 56
Population 3,632
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. The information provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by the MLS or the real estate broker. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available.