Plantation Key

$26,400,000

89505 Old Hwy, Plantation Key, FL, 33070

Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this...

$15,990,000

88351 Old Hwy, Plantation Key, FL, 33036

Newly completed in 2025, this exceptional oceanfront estate is located in the heart of The Florida Keys on the premier ocean side of Islamorada. A gated entry welcomes you through lush tropical...

$15,990,000

88351 Old Hwy, Islamorada, FL, 33070

Newly completed in 2025, this exceptional oceanfront estate is located in the heart of The Florida Keys on the premier ocean side of Islamorada. A gated entry welcomes you through lush tropical...

$8,000,000

88747 Old Hwy, Plantation Key, FL, 33070

Discover your dream retreat in this beautiful oceanfront home, set on 1.5 acres of prime beachfront property with 150 feet of pristine white sandy beach, this is the ultimate getaway for relaxation...

$6,600,000

265 Pueblo St, Plantation Key, FL, 33070

Experience the pinnacle of luxury waterfront living in the Florida Keys with this exceptional estate, perfectly positioned at the end of a quiet street with 173 feet of deep-water dockage and a...

$4,999,000

220 Tide Ave, Plantation Key, FL, 33070

Tucked away on the highly sought-after Tide Avenue, this waterfront gem offers an unbeatable blend of style, function, and classic Florida Keys charm. Perfectly positioned on a scenic bend of...

$3,350,000

136 Giardino Dr, Plantation Key, FL, 33036

Venetian Shores Has It All! Welcome to your slice of paradise in the heart of Islamorada's most sought-after boating community. This beautiful 4 bedroom, 3 bath coastal retreat is designed for both...

$1,950,000

214 Pueblo St, Plantation Key, FL, 33070

Are you looking for that PERFECT FIXER UPPER? Well look no further. Welcome to 214 Pueblo St. This house has great bones! One Story home ABOVE FLOOD, Concrete Roof, AND is situated on 2 WATER FRONT...

$1,525,000

87851 Old Hwy M42, Plantation Key, FL, 33036

Ocean Harbour condo with Atlantic ocean views and a boat slip in Islamorada. 3 bedroom, 2 bathroom luxury condo offers expansive ocean views and comfortable living space. The thoughtfully redesigned...

$1,250,000

155 Fontaine Dr, Plantation Key, FL, 33070

New Price | 5 Bedrooms | Guest House | Nearly 15,000 Sq Ft Lot | Tavernier, Florida Keys More space. More flexibility. More opportunity. Welcome to The Fontaine House-- a rare Upper Keys property...

$1,075,000

87851 Old Hwy M3, Plantation Key, FL, 33036

Experience the relaxed lifestyle of Islamorada at its finest, at Ocean Harbor Condominiums. This first-floor unit sits directly above its assigned covered parking space and is conveniently closest to...

$850,000

88181 Old Hwy F24, Plantation Key, FL, 33036

The first thing you notice as you walk up to this home is the view, bright blue ocean over green treetops. Step inside and it opens up even more: ocean, sky, and a wide lagoon with a sandy beach...

$729,000

88540 Overseas Hwy 605, Plantation Key, FL, 33070

Tropical Bayfront Condo - Futura Yacht Club, Islamorada. Welcome to your tropical getaway in the Florida Keys! This beautifully updated 2-bedroom, 2-bath condo is located in the highly sought-after...

$719,000

200 Wrenn St 606, Plantation Key, FL, 33070

TOP FLOOR oceanfront living awaits in this beautifully updated 2-bedroom, 2-bath condo located in desirable Sea Gulls development in Plantation Key. Enjoy breathtaking Atlantic Ocean views from the...

$679,000

200 Wrenn St Apt 510, Plantation Key, FL, 33070

Elevated direct oceanfront living from a 5th-floor 2 bedroom 2 bath residence in Sea Gulls on Plantation Key in Islamorada. This all concrete building offers peace of mind and stunning Atlantic Ocean...

$500,000

88500 Overseas Hwy 320, Plantation Key, FL, 33070

Premier 1 bedroom unit a stunning open water and pool view off your private balcony. Fully updated with the open concept kitchen open to the dining and living room. Stunning white cabinets and modern...

$410,000

200 Wrenn St Apt 502, Plantation Key, FL, 33070

Beautiful 1 bedroom, 1 bath condo at Seagulls Condominium in Islamorada with stunning ocean views. Fully furnished and ready to move in or rent. Enjoy resort- style living with oceanfront heated pool...

$1,149,000

87851 Old Hwy M24, Plantation Key, FL, 33036

Resort-style living at Ocean Harbour. 2BR/2BA oceanfront condo with sweeping Atlantic Ocean views, new kitchen appliances, impact windows/doors and a 6,000-lb boat lift. Boat slip #36 is currently...

$1,000,000

87851 Old Hwy M32, Plantation Key, FL, 33036

Welcome to Ocean Harbour Condominiums, one of Islamorada's most sought-after addresses where tropical luxury meets Keys serenity. Built in 1989 and meticulously maintained, this gated oceanfront...

$625,000

88500 Overseas Hwy Apt 422, Plantation Key, FL, 33070

Spectacular Sunsets, Beautiful Bay View, Quiet 2BR Condo. Savor nightly sunsets and sweeping open-water vistas from this refined 4th-floor 2BR, 1.5-bath residence, ideally positioned on the point in...