Natural • Recreation
0 ft
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
236 Costa Bravo Drive
A rare architectural masterpiece by renowned architect Max Strang, this modern coastal estate in Port Antigua, Islamorada, redefines luxury waterfront living. Set on a private sandy beach, the residence offers 5 bedrooms, 6 full baths and 2 half baths across 6,367 SF of interior space and 10,483 tot
Living Area:
6367 Sqft.
|
5
Beds,
8
Baths
|
$14,900,000 |
166 Bayview Drive
Welcome to 166 Bayview Drive, a rare bayfront estate in the prestigious Safety Harbor neighborhood of Lower Matecumbe Key. Located at Mile Marker 74, this property offers direct access to Florida Bay and the Atlantic Ocean, placing you in the heart of Islamorada's world-class boating and sportfishin
Living Area:
Sqft.
|
4
Beds,
4
Baths
|
$5,600,000 |
166 Bayview Drive
Welcome to 166 Bayview Drive, a rare bayfront estate in the prestigious Safety Harbor neighborhood of Lower Matecumbe Key. Located at Mile Marker 74, this property offers direct access to Florida Bay and the Atlantic Ocean, placing you in the heart of Islamorada's world-class boating and sportfishin
Living Area:
2478 Sqft.
|
4
Beds,
4
Baths
|
$5,600,000 |
113 Court Contessa
Introducing one of the most exceptional homes ever offered in prestigious Port Antigua! Casa Contessa is a 2023 modern coastal estate built by the seller for the seller, with every feature intentionally selected to be top-tier. This 5BR/6.5BA, 3,597 sq ft residence is engineered to perfection with
Living Area:
3597 Sqft.
|
5
Beds,
7
Baths
|
$4,997,000 |
74049 Overseas Hwy
Incredible opportunity to own an amazing large home directly on the ocean in the Florida Keys, Islamorada. Use this property or rent it with significant short term rental income in demand all year round. A huge 21,600 sft lot has pool, sports area, bbq area, storage, and plenty of gated parking. Th
Living Area:
1532 Sqft.
|
4
Beds,
4
Baths
|
$4,299,999 |
74501 Overseas Highway
Discover coastal luxury at its finest in this stunning oceanfront estate -- the very last property before the iconic Sea Oats Beach, known for its pristine shoreline and seasonal sea turtle nesting. Offering privacy, elegance, and the longest stretch of sandy beach in the area, this home is a rare K
Living Area:
3772 Sqft.
|
5
Beds,
4
Baths
|
$4,900,000 |
104 W Plaza Granada
Welcome to your slice of paradise in Port Antigua, one of Islamorada's most sought-after neighborhoods! This beautifully maintained 3-bedroom, 2-bath home combines coastal charm with modern comfort, offering everything you need to enjoy the Florida Keys lifestyle. Step inside to find an inviting ent
Living Area:
2200 Sqft.
|
3
Beds,
2
Baths
|
$2,450,000 |
142 Gulfview Drive
Your tropical dream awaits with the lowest-priced waterfront lot featuring an active building permit in Islamorada. Imagine waking up to sunlit mornings, salty breezes, and the soft embrace of warm sand beneath your feet. Welcome to White Marlin Beach, where your vision of paradise comes to life.Vac
Living Area:
1888 Sqft.
|
3
Beds,
4
Baths
|
$1,075,000 |
164 Venetian Dr
Boater’s dream in White Marlin Beach, Islamorada! Unique 2-story single-family home with split layout: two 2BD/1BA units, each ~800 sq ft with separate entrances and a laundry unit. 70' dock with private boat ramp on a tranquil mangrove canal—just 7 homes from the bay! Plenty of parking for RVs/
Living Area:
1680 Sqft.
|
4
Beds,
2
Baths
|
$1,990,000 |
91 Iroquois Drive
Discover paradise in Islamorada, where you can enjoy beautiful ocean views, protected dockage, and resort-style amenities. This home blends luxury living with the Florida Keys lifestyle and is designed with both entertainment and relaxation in mind. Concrete construction and equipped with impact win
Living Area:
4048 Sqft.
|
4
Beds,
5
Baths
|
$7,995,000 |
96 W Plaza Del Sol
Spacious 4-bedroom, 4-bath home, built in 2019. With a modern coastal design, deepwater dockage, and exceptionally low insurance premiums, this home delivers the ultimate Florida Keys lifestyle. A pool permit is already in the works, and the seller is motivated! This home is a MUST-SEE. Located in t
Living Area:
3004 Sqft.
|
4
Beds,
4
Baths
|
$3,795,000 |
96 W Plaza Del Sol
Paradise in Port Antigua! Assumable interest rate of 2.625%!Discover one of Islamorada's best-kept secrets in this spacious 4bd/4ba home, built in 2019. With a modern coastal design, deepwater dockage, and exceptionally low insurance premiums, this home delivers the ultimate Florida Keys lifestyle.
Living Area:
3004 Sqft.
|
4
Beds,
4
Baths
|
$3,795,000 |
122 Court Contessa
An unparalleled waterfront sanctuary in the prestigious and private beachside of Port Antigua, where luxury meets the laid-back charm of the Florida Keys. This impeccably upgraded home offers the perfect blend of refined coastal living and island serenity -- ideal for those seeking an exceptional fu
Living Area:
2374 Sqft.
|
3
Beds,
3
Baths
|
$3,000,000 |
122 Court Contessa
An unparalleled waterfront sanctuary in the prestigious and private beachside of Port Antigua, where luxury meets the laid-back charm of the Florida Keys. This impeccably upgraded home offers the perfect blend of refined coastal living and island serenity — ideal for those seeking an exceptional f
Living Area:
2374 Sqft.
|
3
Beds,
3
Baths
|
$3,000,000 |
153 El Capitan Drive
Discover island living at its finest at 153 El Capitan Drive, nestled in the heart of Port Antigua--where boating and beach days are part of everyday life.Redesigned by D'sign Source, this beautifully customized 2-bedroom, 2-bath waterfront home offers 1,950sqft of open-concept living. Vaulted ceili
Living Area:
1950 Sqft.
|
2
Beds,
2
Baths
|
$2,500,000 |
88 W Plaza Del Lago
Experience elevated coastal living in this elegant Port Antigua retreat. Thoughtfully designed for comfort, privacy, effortless entertaining and situated in a prime waterfront location, this beautiful resort-style residence offers generous living spaces, including both upstairs and downstairs primar
Living Area:
4064 Sqft.
|
5
Beds,
5
Baths
|
$5,000,000 |
194 Buttonwood Lane
Welcome to 194 Buttonwood Lane, a rare waterfront sanctuary nestled in the prestigious Safety Harbor enclave. This meticulously designed 6-bedroom, 7-bathroom residence seamlessly blends architectural elegance with modern comfort. The heart of the home features a chef's kitchen outfitted with top-of
Living Area:
5100 Sqft.
|
6
Beds,
7
Baths
|
$6,150,000 |
141 El Capitan DR
Stunning Waterfront Oasis in Port Antigua
Welcome to your dream home in the Florida Keys—a rare canal-front gem perfectly positioned at the T-junction of two pristine, crystal-clear waterways in the highly sought-after community of Port Antigua, Islamorada. This turnkey 4-bedroom, 3-bathroom resi
Living Area:
2098 Sqft.
|
4
Beds,
3
Baths
|
$2,699,000 |
141 El Capitan Dr
Turnkey canal-front 4BD/3BA pool home at a rare T-junction in Islamorada’s Port Antigua. Fully updated with quartz kitchen, wood-look tile, LED lighting, and fresh paint. Split floor plan upstairs with 2 ensuite bedrooms and screened balcony overlooking your dock. Downstairs 2BD/1BA guest suite wi
Living Area:
2098 Sqft.
|
4
Beds,
3
Baths
|
$2,699,000 |
141 El Capitan Drive
Stunning Waterfront Oasis in Port Antigua
Welcome to your dream home in the Florida Keys—a rare canal-front gem perfectly positioned at the T-junction of two pristine, crystal-clear waterways in the highly sought-after community of Port Antigua, Islamorada. This turnkey 4-bedroom, 3-bathroom resi
Living Area:
2098 Sqft.
|
4
Beds,
3
Baths
|
$2,699,000 |
141 El Capitan Drive
Stunning canal-front home at the rare T-junction of two crystal-clear waterways in Port Antigua--one of Islamorada's most sought-after communities. This fully updated 4 bed, 3 bath pool home is offered turnkey and ready for immediate enjoyment.Upstairs features an open split floor plan with two spac
Living Area:
2098 Sqft.
|
4
Beds,
3
Baths
|
$2,699,000 |
162 Bayview Dr
Nestled in the Safety Harbor enclave, Islamorada, this stunning Gulfside estate offers unparalleled blend of luxury and tranquility. Situated on a prime point w/open water and protected dockage, makes this a boater's paradise. With concrete seawall/2 boat lifts this home is appointed for waterfront
Living Area:
5392 Sqft.
|
8
Beds,
10
Baths
|
$8,950,000 |
172 Venetian Drive
SELLERS SAY WE'RE READY TO SELL! Introducing the Sea Pearl: a rare and refined coastal masterpiece nestled just four parcels from the Gulf. This ultra-modern smart home constructed in 2016 redefines luxury Keys living, offering five spacious bedrooms, five and a half bathrooms, and over 4,100 square
Living Area:
4131 Sqft.
|
5
Beds,
6
Baths
|
$3,795,000 |
159 Iroquois Drive
Welcome to your dream home in the heart of Islamorada! This beautifully remodeled 3-bedroom, 3-bathroom 'Florida modern' home offers the perfect blend of luxury and convenience. Located on a fantastic canal just moments from the ocean, this turn-key property is ready for you to move in and start liv
Living Area:
2150 Sqft.
|
3
Beds,
3
Baths
|
$1,990,000 |
189 Gulfview Drive
Welcome to Port Antigua!This beautiful Key West-style home in Port Antigua boasts an open floor plan with a spacious kitchen featuring a large center island. The main living area on the second floor includes three bedrooms and two bathrooms, while the first floor offers an entertainment room that co
Living Area:
2010 Sqft.
|
3
Beds,
2
Baths
|
$2,599,000 |
189 Gulfview Drive
Welcome to Port Antigua! This beautiful Key West-style home in Port Antigua boasts an open floor plan with a spacious kitchen featuring a large center island. The main living area on the second floor includes three bedrooms and two bathrooms, while the first floor offers an entertainment room that c
Living Area:
2010 Sqft.
|
3
Beds,
2
Baths
|
$2,599,000 |
189 Gulfview Dr
STUNNING WATERFRONT HOME IN PORT ANTIGUA! Experience the best of Keys living in this remodeled 3-bedroom, 2-bath waterfront home in sought-after Port Antigua. The open floor plan flows into a gorgeous oversized kitchen with a large center island—perfect for entertaining. The main living level offe
Living Area:
2010 Sqft.
|
3
Beds,
2
Baths
|
$2,599,000 |
189 Gulfview DR
Welcome to Port Antigua! This beautiful Key West-style home in Port Antigua boasts an open floor plan with a spacious kitchen featuring a large center island. The main living area on the second floor includes three bedrooms and two bathrooms, while the first floor offers an entertainment room that c
Living Area:
2010 Sqft.
|
3
Beds,
2
Baths
|
$2,599,000 |
172 Venetian Dr
Recently appraised at $4.2M, the Sea Pearl is a rare coastal masterpiece just four parcels from the Gulf. Built in 2016, this ultra-modern smart home offers 5 bedrooms, 5.5 baths, and over 4,100 sq. ft. of furnished luxury. Boaters enjoy 70’ of dockage with lift, water, electric, and stunning suns
Living Area:
3398 Sqft.
|
5
Beds,
6
Baths
|
$3,795,000 |
145 Venetian Drive
LUXURY CANAL FRONT HOME IN ISLAMORADA! Brand new offering of the most exquisite coastal designed home offering spacious floor plans, entertaining spaces, and oversized rooms. This meticulously maintained home offers a split floorplan with a living room, wet bar, sizeable bedroom and full bathroom on
Living Area:
Sqft.
|
4
Beds,
4
Baths
|
$3,499,000 |
145 Venetian Drive
LUXURY CANAL FRONT HOME IN ISLAMORADA!Brand new offering of the most exquisite coastal designed home offering spacious floor plans, entertaining spaces, and oversized rooms. This meticulously maintained home offers a split floorplan with a living room, wet bar, sizeable bedroom and full bathroom o
Living Area:
3182 Sqft.
|
4
Beds,
4
Baths
|
$3,499,000 |
165 Bayview Drive
Embrace true waterfront living in this six bedroom, four bathroom home, featuring two primary suites and panoramic water views from every room. Positioned on a coveted corner lot, the property offers 220 +\- feet of concrete dockage with three boat lifts--ideal for yachts and easy guest arrivals by
Living Area:
4394 Sqft.
|
6
Beds,
4
Baths
|
$8,999,000 |
415 Palm Drive
Coastal Elegance Meets Timeless Craftsmanship in Safety Harbor- Welcome to 'Piece of Quiet', a winner of the Miami Herald 'Fame' award for custom homes with unique architecture. Nestled in the coveted Safety Harbor neighborhood, this CBS construction home is a masterful blend of strength, style, and
Living Area:
2928 Sqft.
|
4
Beds,
2
Baths
|
$2,995,000 |
162 Bayview Drive
Nestled in the exclusive Safety Harbor enclave of Islamorada, this stunning Gulfside estate offers an unparalleled blend of luxury and tranquility. Situated on a prime point, the property boasts breathtaking open water views and the added advantage of protected dockage, making it a boater's paradise
Living Area:
5392 Sqft.
|
8
Beds,
10
Baths
|
$8,950,000 |
186 Bayview Dr
Welcome to BAYVIEW HIDEAWAY, a mini estate on two lots, each with its own parcel ID. The buildable bayfront lot offers endless potential, with the estate boasting 435'± waterfrontage and a secure 6-foot gated entrance. The property includes 220'+ of concrete dock with three lifts accommodating yach
Living Area:
4394 Sqft.
|
6
Beds,
4
Baths
|
$12,900,000 |
186 Bayview DR
Welcome to BAYVIEW HIDEAWAY. Situated on 2 SEPARATE LOTS —each with its own parcel ID—the buildable bayfront lot has endless potential. The price per square foot reflects this extraordinary opportunity. This mini estate is surrounded by water on three sides with 435'+/- water-frontage and secure
Living Area:
4394 Sqft.
|
6
Beds,
4
Baths
|
$12,900,000 |
186 Bayview Drive
Welcome to BAYVIEW HIDEAWAY. Situated on 2 SEPARATE LOTS —each with its own parcel ID—the buildable bayfront lot has endless potential. The price per square foot reflects this extraordinary opportunity. This mini estate is surrounded by water on three sides with 435'+/- water-frontage and secure
Living Area:
4394 Sqft.
|
6
Beds,
4
Baths
|
$12,900,000 |
186 Bayview Drive
Welcome to BAYVIEW HIDEAWAY a generously sized, COMPLETELY RENOVATED home with top-tier finishes showcasing stunning Florida bay views of calm waters and vibrant sunsets, combining tropical charm with modern luxury--ideal for those in search of a tranquil getaway in an unforgettable private setting.
Living Area:
4394 Sqft.
|
6
Beds,
4
Baths
|
$12,900,000 |
133 Sunset Drive
The Ospreys are back! Welcome to The Osprey's Nest; your perch by the Ocean in one of Islamorada's most coveted locations. Wake up to the sunrise and take a stroll down the turtle nesting beach, while also having the convenience of protected canalside dockage across the street. 20' dock but brought
Living Area:
2519 Sqft.
|
4
Beds,
3
Baths
|
$3,500,000 |
72 W Plaza Granada
Thanksgiving Special reduced to $2,699,000! Gobble Gobble Gobble it up while its still available!4 bedrooms 3.5 bath gorgeous waterfront home in Islamorada's Port Antigua awaits a new owner! Dramatic main living area with cathedral ceiling, freshly painted, recent new roof, impact windows, roll dow
Living Area:
2937 Sqft.
|
4
Beds,
4
Baths
|
$2,699,000 |