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5 Ultra-Luxury Florida Waterfront Estates from Coral Gables to Islamorada

By edson alejandro

1 min read

From Coral Gables to Miami Beach and down through the Keys, this quintet traces South Florida’s most coveted relationship with the water. Corner-point and multi-acre settings prioritize privacy while delivering serious frontage, from 100 feet to more than 500 feet of shoreline. Boater-first details—multiple docks, major dock construction, and immediate access to bay and open-ocean routes—set the rhythm. Resort-style pools, spas, and outdoor entertaining spaces extend the living experience, while new construction and assemblage potential underscore a distinctly modern, forward-looking outlook.

Game Set Luxury | $22,000,000

a11948121 1
13009 Mar Street, Coral Gables, FL 33156
Kayce Driscoll Douglas Elliman
LISTING AGENT:
Kayce Driscoll

Along the water’s edge in Coral Gables, this bayfront modern residence sits on a rare corner-point lot with 300 feet of prime waterfront and two private docks—one for a 100’+ boat, the other with a 30,000‑lb lift—plus effortless access to Biscayne Bay and the open ocean. Designed for living outdoors, the setting unfolds across expansive waterfront terraces with a resort-style pool and spa, outdoor kitchen with built-in BBQ, fire pit lounge, and a basketball or volleyball court by the water. Inside, clean contemporary design and abundant natural light frame a gourmet kitchen with a huge island and a waterfront-facing spot for casual meals, supported by a butler’s pantry, formal dining room, and temperature-controlled custom wine wall. Upstairs, five bedrooms open to covered terraces overlooking the bay, while the primary suite offers a free-standing tub and sauna. An elevator connects all levels for everyday ease.

Price:
$22,000,000
Size:
7,007 sq ft
Contact:
Kayce Driscoll, Douglas Elliman, 305.401.6100
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Rare Private Sandy Beach | Contact for pricing

617534 1
15760 Old State Road 4a, Sugarloaf Key, FL 33042
lisaswanson
LISTING AGENT:
Lisa Swanson

Along the water’s edge on exclusive Sugarloaf Beach, this oceanfront estate stretches across more than five acres with 500+ feet of pristine sandy shoreline and endless open-ocean views—just 30 minutes to Key West. Zoned Sub Urban Residential, the property is set up as two luxury nightly vacation rental homes: a main house with 4 bedrooms and 4 bathrooms, plus a guest house with 2 bedrooms, 2 bathrooms, and 1 half bath. Few estates in the Lower Keys offer approved nightly rentals with Special Vacation Rental Permits, adding rare flexibility alongside ample room to expand into a private compound, boutique resort rental, or VIP retreat. A new 430-foot dock—now under construction—features stainless steel pilings, stainless steel support beams, and composite decking, with completion estimated for Feb/Mar and included in the sale. Days here revolve around boating, fishing, and diving, framed by privacy and open horizon.

Price: Contact for pricing

Size:
4,402 sq ft
Contact:
Lisa Swanson, The Agency Florida Keys, 305.924.3777
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9205 SW 59th Ave | $15,800,000

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9205 SW 59th Ave, Pinecrest, FL 33156
concettaguida
LISTING AGENT:
Concetta Di Guida

Set on an expansive lot in North East Pinecrest, Casa Ferrara offers a refined take on contemporary estate living. Developed by Arcca Group, this new-construction residence is designed with modern architecture, expansive interior volumes, and generous living spaces that feel both grand and composed. Six bedrooms are paired with eight full baths and one half bath, supporting everyday comfort and effortless hosting. A private study adds a quiet, focused retreat, while a dedicated wellness area with gym brings daily ritual into the home’s core. Throughout, seamless indoor-outdoor flow encourages an easy rhythm between interiors and the surrounding grounds. Located on a quiet street in one of Pinecrest’s most desirable neighborhoods, Casa Ferrara is scheduled for completion in the third quarter of 2026—crafted for a lifestyle that values space, privacy, and contemporary ease.

Size: 0.77 acres

Price:
$15,800,000
Contact:
Concetta Di Guida, eXp Realty, 954.226.6437
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Bay Front Elegance In The Florida Keys Where Ocean Meets Opulence | Contact for pricing

616944 1
75840 Overseas Hwy, Islamorada, FL 33036
lisaswanson
LISTING AGENT:
Lisa Swanson

Along the water’s edge on prestigious Lower Matecumbe in Islamorada, this brand-new bayfront estate pairs coastal sophistication with rare privacy. Spanning nearly 6,000 square feet, the seven-bedroom, seven-bath residence is set on over two acres of lush landscaping, with a white sandy beach that feels quietly exclusive. Inside, soaring ceilings and bespoke finishes bring a polished ease to everyday living, while two private guest wings create natural separation for multi-family comfort. A chef’s kitchen anchors the great room for effortless entertaining, and a private elevator adds seamless convenience across the home. Outside, a resort-style pool deck frames panoramic Gulf views, and a private dock with a 20,000 lb lift makes time on the water part of the daily rhythm. Weekly rentals are permitted with a Vacation Rental license.

Price: Contact for pricing

Size:
5,900 sq ft
Contact:
Lisa Swanson, The Agency Florida Keys, 305.924.3777
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Exceptional Waterfront Development Opportunity | $12,000,000

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811 86th Street, Miami Beach, FL 33141
alanphilipson
LISTING AGENT:
Alan Philipson

Along the water’s edge in Miami Beach, this offering presents a rare chance to secure two adjacent waterfront lots totaling 14,000 square feet. With 100 feet of prime water frontage, the setting invites an easy daily rhythm shaped by open skies, passing light, and the quiet pull of the shoreline. The combined parcels create a generous footprint—ideal for those who value space, flexibility, and the long view of what waterfront living can become. Positioned at 811 86th Street, the location places you within the Miami Beach landscape while keeping the focus on the calm, expansive edge where land meets water. Here, the true luxury is the canvas itself: substantial frontage, meaningful scale, and the enduring appeal of a double-lot waterfront holding.

Size: – sf

Price:
$12,000,000
Contact:
Alan Philipson, Compass, 305.954.4227
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