Brett Colby, Realtor®, Owner
Monroe > Islamorada > 33036 >

109 Columbus Drive Islamorada, FL 33036

4 Bedroom, Single Family Residence

AGENT'S REMARKS ABOUT 109 COLUMBUS DRIVE

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.

PROPERTY DETAILS

  • Property Type: Single Family Residence
  • Total Bedrooms: 4
  • Bathrooms: 5 Full
  • Year Built: 1922
  • Stories: 2
  • Parking Type: Guest, RV Access/Parking, Boat Access/Parking
  • Interior: Built-in Features, Other, Walk-In Closet(s)
  • Other Appliances: Dryer, Disposal, Dishwasher, Electric Range, Microwave, Refrigerator, Washer
  • Flooring: Laminate, Tile, Wood
  • Pool Description: In Ground
  • Roof: Metal
  • Total Floors in Building: 2
  • House Faces/Primary View: West
  • Construction: Frame
  • Exterior Description: Lighting
  • Cooling System: Central Air, Ceiling Fan(s)
  • Heating: Central
  • County: Monroe
  • Area: 5940 - Other Florida County
  • Subdivision: Mat Ocean View
  • Community Features: Other
  • Age Restricted: No
  • Annual Property Taxes: $30,786
  • Elementary School: Plantation Key
  • Junior High School: Plantation Key
  • High School: Coral Shores

MAP LOCATION FOR 109 COLUMBUS DRIVE ISLAMORADA, FL 33036

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

SIMILAR LISTINGS NEAR 109 COLUMBUS DRIVE

$6,999,000

4 bd • 4 ba • 2,797 Sq Ft

88110 Overseas Highway Islamorada FL, 33036

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1101 Mastic Street Islamorada FL, 33036

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5 bd • 5 ba • 5,456 Sq Ft

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Do you have questions about 109 Columbus Drive Islamorada, FL 33036? Contact us for more information and to schedule a tour. Brett Colby Group is a local top real estate service in Palm Beach County, FL.

Brett Colby
5.0 Reviews
Text or call (561) 903-4200
Listing courtesy of American Caribbean Real Estate 08.19.2026