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5 Oceanfront and Canal-Side Luxury Homes Across South Florida

By Awais Manzoor

1 min read

South Florida’s water-defined living takes center stage in this quintet of residences, spanning the Florida Keys, Coral Gables, and Fort Lauderdale. From Grassy Key and Islamorada’s direct beachfront settings with sweeping Atlantic views to Coral Gables’ calm canal frontage and sense of seclusion, each home is shaped by its relationship to the shore. Together, they trace a spectrum of luxury: a feature-rich oceanfront estate, a corner oceanfront condominium with panoramic views, and prime-address properties offering scale, privacy, and room to reimagine.

58652 Overseas Hwy | $3,750,000

58652 Overseas Hwy, Marathon, FL 33050
58652 Overseas Hwy, Marathon, FL 33050
oceansothebys
LISTING AGENT:
Listing agents: Jo Ann Cook & Ally Kelley

Along the water’s edge in Grassy Key, beyond bougainvillea-lined gates, Casa Feliz unfolds as a modern oceanfront estate set on over 24,000 square feet of lush tropical grounds, with a private white sand beach and .29 acres of bay bottom. Reimagined in 2022, the residence is designed for seamless indoor-outdoor living, pairing a gourmet chef’s kitchen with four en-suite bedrooms, a movie theater, and a library loft. Above it all, a penthouse suite captures panoramic ocean views. Outdoors, resort-inspired amenities shape daily life: a saltwater pool with cascading waterfalls, a spillover spa, a poolside cabana with wet bar and outdoor kitchen, an observation pier, and a beachside fire pit. Sunrise and sunset views complete the rhythm of the Florida Keys.

Price:
$3,750,000
Size:
2,429 sq ft
Contact:
Jo Ann Cook & Ally Kelley, Ocean Sotheby’s International, 305.360.7968 , 727.459.0493
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442 Amalfi Avenue | $3,620,000

442 amalfi 1
442 Amalfi Avenue, Coral Gables, FL 33146
compass real estate7425 2
LISTING AGENT:
Listing agents: Odalys Sierra & Ani Alexander

Along a tranquil canal in Coral Gables, 442 Amalfi Avenue offers a rare opportunity in one of the area’s most desirable neighborhoods. Set on an expansive property, the residence is defined by exceptional scale and a sense of privacy, with the calm of the water lending an unhurried rhythm to daily life. Yet the address keeps you close to the city’s energy—just moments from premier dining, boutique shopping, cultural destinations, and top schools. The home is positioned to be enjoyed as it is, or thoughtfully transformed into a bespoke luxury retreat, with “endless potential” woven into its setting and proportions. Here, serene living and urban convenience meet in a way that feels distinctly South Florida, inviting a future shaped as much by lifestyle as by possibility.

Price:
$3,620,000
Size:
2,721 sq ft
Contact:
Odalys Sierra & Ani Alexander, Compass, 305.479.3144 , 305.799.6637

442 Amalfi Avenue Coral Gables FL 33146 | $3,620,000

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442 Amalfi Avenue, Coral Gables, FL 33146
compass real estate7425 2
LISTING AGENT:
Listing agents: Odalys Sierra & Ani Alexander

Within a gated setting in Coral Gables, this residence pairs an expansive footprint with upscale finishes and a strong sense of ease. Oversized living spaces and soaring ceilings throughout the entertainment areas lend a generous scale that still feels warm and welcoming. The chef-inspired kitchen is equipped with a gas range, supporting both everyday cooking and effortless hosting. Outside, mature landscaping frames expansive outdoor living spaces, including a dedicated entertainment area and an outdoor kitchen designed for year-round gatherings. An oversized backyard offers room to shape the grounds further, while a fully gated yard creates a secure environment for children, just steps from a nearby neighborhood park. Thoughtful upgrades include two brand-new air conditioning systems, a Tesla solar generator, and a true gated two-car garage—details that support modern life with quiet confidence.

Price:
$3,620,000
Size:
2,721 sq ft
Contact:
Odalys Sierra & Ani Alexander, Compass, 305.479.3144 , 305.799.6637

Oceanfront Luxury Living | $3,600,000

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1200 Holiday Drive #602, Fort Lauderdale, FL 33316
rustyhanna
LISTING AGENT:
Rusty Hanna

Along the water’s edge on Fort Lauderdale’s premier stretch of sand, this corner oceanfront residence frames panoramic, direct Atlantic views through floor-to-ceiling impact glass. Move-in-ready and designed for easy living, the layout includes two spacious master suites plus a third en-suite guest bedroom, all finished with a refined sense of luxury. An open-concept living area extends naturally to expansive wraparound terraces—made for sunrise coffee or evenings of entertaining. In the European-style kitchen, custom cabinetry pairs with a waterfall island, Sub-Zero refrigerator, wine cooler, and premium appliances. Marble flooring, motorized window treatments, walk-in closets, and a generous utility/pantry room add everyday ease. Resort-style amenities include a private deeded beach, heated lap pool and spa, cabanas with summer kitchens, fitness center, club room/theater, valet service, and 24/7 lobby staff and security. Pet-friendly, next to the Marriott Harbor Beach Resort, with optional beach club access.

Price:
$3,600,000
Size:
2,654 sq ft
Contact:
Rusty Hanna, One Sotheby’s International Realty, 954.444.8686

Oceanfront Luxury | $3,595,000

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74051 Overseas Hwy, Islamorada, FL 33036
carolynambler
LISTING AGENT:
Carolyn Ambler

Steps from the shoreline in Lower Matecumbe, this six-bedroom, four-bath Beach Retreat sits directly on Sea Oats Beach, a mile-long sea turtle nesting beach in Islamorada. Atlantic Ocean views set the rhythm of the day, from sunrise skies to the shifting turquoise water beyond. Outside, an expansive beachside setting unfolds into a sandy beach backyard just off the water, inviting slow mornings and salt-air afternoons with the ocean as a constant backdrop. For those drawn to time on the flats, the home offers exceptional access to nearby grass flats known for wade fishing for bonefish and tarpon. Adding a rare layer of flexibility, an additional 30 ft. x 20 ft. canal-front lot is included—an uncommon bonus paired with direct beachfront living. Here, the beach truly becomes part of everyday life.

Price:
$3,595,000
Size:
3,300 sq ft
Contact:
Carolyn Ambler, American Caribbean Real Estate, Christie’s International Real Estate, 305.664.4866