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.
109 Columbus Drive, Islamorada, FL 33036
- Price:
- $6,700,000.00
- Original List Price:
- $6,700,000.00
- 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
- Bedrooms:
- 4
- Bathrooms Total:
- 5
- Full Bath:
- 5
- Room Type:
- Laundry
- Master Bedroom Bath:
- Master Bdrm - Upstairs, Master Bdrm - Ground
- 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
- 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
- Tax Annual Amount:
- $30,786.00
- Tax Year:
- 2024
- Property Tax Details:
- City/County
- Garage Spaces:
- 0
- Covered Spaces:
- 0
- Parking Features:
- Guest, Rv Access/parking, Boat Access/parking
- Sewer:
- Public Sewer
- Water Source:
- Public
- 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
- Listing Terms Considered by Seller:
- Cash, Conventional
- Buyer Possession:
- Negotiable
- 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
- Elementary School:
- Harmony Community School (k-5)
- High School:
- Coral Shores
- Middle Or Junior School:
- Plantation Key
- 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
- Courtesy of:
- American Caribbean Real Estate
- Attribution:
- Not provided
- 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

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