301 Oleander Dr

Tavernier FL 33070


$4,900,000 | 5 Bedrooms | 5 Bathrooms | 10+ Car Parking | 3499 Square Feet | MLS: 612524




Welcome to 301 Oleander Dr


Own A Peninsula and Marina! 'A one-of-a-kind residence with a private peninsula, offering 710+ ft of deep water dockage. A private marina on your own peninsula. Its like having your own resort! BIG BOATS are WELCOMED! Discover an extraordinary waterfront lifestyle with this magnificent 5-bedroom, 5-bath concrete home nestled on nearly an acre of prime land in Tavernier. What truly sets this property apart is the amount of land, it's like your own park, entertainment area and of course the 710+ feet of concrete dockage—a boater's paradise with deep water access leading directly to the open ocean and easy bay access for endless adventures. Whether you own a yacht or multiple boats, water toys, you name it, this unmatched dock space offers unparalleled convenience and luxury for your watercraft. Host unforgettable yacht parties, entertain friends and family, or simply relax while soaking in stunning marina views right from your own private peninsula. Inside the thoughtfully designed 5/5 home, you'll find: Two spacious ensuite bedrooms on the main level Two additional guest bedrooms with two full baths, perfect for family or visitors Separate guest quarters on the ground floor featuring a private one-bedroom, one-bath suite with direct access This rare waterfront gem combines privacy, spectacular marina views, and effortless deep-water boating access. If you're looking for a premier waterfront estate in the Florida Keys, this property offers the perfect blend of luxury living and an unbeatable boating lifestyle. Don't miss this once-in-a-lifetime opportunity to own your own slice of paradise!




Welcome to 301 Oleander Dr



Own A Peninsula and Marina! 'A one-of-a-kind residence with a private peninsula, offering 710+ ft of deep water dockage. A private marina on your own peninsula. Its like having your own resort! BIG BOATS are WELCOMED! Discover an extraordinary waterfront lifestyle with this magnificent 5-bedroom, 5-bath concrete home nestled on nearly an acre of prime land in Tavernier. What truly sets this property apart is the amount of land, it's like your own park, entertainment area and of course the 710+ feet of concrete dockage—a boater's paradise with deep water access leading directly to the open ocean and easy bay access for endless adventures. Whether you own a yacht or multiple boats, water toys, you name it, this unmatched dock space offers unparalleled convenience and luxury for your watercraft. Host unforgettable yacht parties, entertain friends and family, or simply relax while soaking in stunning marina views right from your own private peninsula. Inside the thoughtfully designed 5/5 home, you'll find: Two spacious ensuite bedrooms on the main level Two additional guest bedrooms with two full baths, perfect for family or visitors Separate guest quarters on the ground floor featuring a private one-bedroom, one-bath suite with direct access This rare waterfront gem combines privacy, spectacular marina views, and effortless deep-water boating access. If you're looking for a premier waterfront estate in the Florida Keys, this property offers the perfect blend of luxury living and an unbeatable boating lifestyle. Don't miss this once-in-a-lifetime opportunity to own your own slice of paradise!




Features:
  • Over 700 ft of Dockage
  • Pool
  • 2 - 2Car Garage
  • Direct Ocean Access





Available Documents:





There are currently no open houses scheduled for this property. Please contact me for a private showing.



About Terry Canto


Proudly represented by:


Terry Canto

American Caribbean Real Estate ~ Christie's International Real Estate Exclusive Affliate in the Florida Keys

Visit My Website
Mobile Phone: 305-394-3037
99900 Overseas Hwy
Key Largo, FL 33037

Questions?




Questions about 301 Oleander Dr

Listing information updated October 6, 2025

How many bedrooms does 301 Oleander Dr have?

301 Oleander Dr has 5 bedrooms.

How many bathrooms does 301 Oleander Dr have?

301 Oleander Dr has 5 bathrooms.

How big is 301 Oleander Dr?

301 Oleander Dr is approximately 3,499 square feet.

What is the price of 301 Oleander Dr?

301 Oleander Dr is listed at $4,900,000.

Is 301 Oleander Dr still available?

As of October 6, 2025, 301 Oleander Dr is an active listing. Contact the listing agent to confirm current availability.

What features does 301 Oleander Dr offer?

Notable features of 301 Oleander Dr include Over 700 ft of Dockage, Pool, 2 - 2Car Garage, Direct Ocean Access.

What parking does 301 Oleander Dr have?

Parking at 301 Oleander Dr: Car Parking.

How do I schedule a showing of 301 Oleander Dr?

Contact listing agent Terry Canto, or use the contact form on this page. The listing's AI assistant can also answer questions and help arrange a showing 24/7.

What should buyers check before purchasing a waterfront home in Tavernier, FL?

The big four: flood-zone designation and what flood insurance will actually cost, the condition of any seawall or shoreline protection, how salt and moisture exposure have been managed (roof, windows, HVAC), and any rules covering docks, rentals, or shoreline changes. Ask for elevation certificates and insurance history up front.

Does waterfront property hold its value?

Waterfront homes are scarce by definition and historically command a durable premium, but carrying costs (insurance, maintenance) run higher than inland homes — so the right comparison is net of those costs. A local agent can show waterfront-vs-inland resale history for the area.

Going deeper? Read our guide to the questions buyers ask about beachfront and waterfront homes.

Buyer guides: Beachfront homes · Condos & HOAs · Single-story living · All buyer guides

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