Share

5 Luxury Florida Estates from Coral Gables to Key West

By Awais Manzoor

1 min read

Across South Florida’s most coveted settings, this curated quintet shares a commitment to design, privacy, and life lived outdoors. From a restored Old Spanish landmark overlooking Granada Golf Course to Keys residences defined by docks, lifts, and sunset waterlines, each home is engineered for modern ease, with impact-rated resilience and turnkey upgrades. Entertaining takes center stage, whether through resort-style pools and terraces or an oceanfront Key West layout expanded into a single, elevator-served residence. Even inland, a five-home enclave delivers seclusion and architectural pedigree.

1234 S Greenway Dr | $5,495,000

1234 S Greenway Dr, Coral Gables, FL 33134
1234 S Greenway Dr, Coral Gables, FL 33134
laura&jane
LISTING AGENT:
Laura Mullaney & Jane Gomez-Mena

Overlooking the Granada Golf Course, this designer-owned, completely renovated historic Old Spanish residence pairs preserved architectural charm with modern, open living. The sun-filled layout gathers around a chef-worthy kitchen outfitted with custom Vermont-made cabinetry, Sub-Zero refrigeration, a Wolf range, and Kohler fixtures, plus a cleverly hidden speakeasy-style pass-through to the home office. An expansive family room opens directly to a resort-style pool and patio, setting an easy rhythm for indoor-outdoor entertaining. All three main bedrooms offer large walk-in closets, while the upstairs primary suite takes in tranquil fairway views and includes a charming sun porch; a fourth bedroom suits live-in help or in-laws. Restored vintage doors, imported custom iron chandeliers, and a rare 1923 solid cast-iron soaking tub bring the past forward with grace. Thoughtful infrastructure—Cat 6 wiring, AV, CCTV, storm windows, Trane central AC, and an air-conditioned garage used as a gym—supports everyday ease in Coral Gables.

Price:
$5,495,000
Size:
3,705 sq ft
Contact:
Laura Mullaney & Jane Gomez-Mena, Coldwell Banker Realty, 305.790.1000 , 305.491.6485

1590 Pelican Pass | $4,999,999

1590 Pelican Pass, Marathon, FL 33050
1590 Pelican Pass, Marathon, FL 33050
shanewilson
LISTING AGENT:
Shane “Waterfront” Wilson

Along the water’s edge in Marathon, this bayfront estate unfolds across just over three acres on the Gulf of America, where double gates open to huge trees, heavy foliage, and a rare sense of seclusion. Walking trails meander through the grounds all the way to the bayfront—an everyday route for year-round sunset watching—while the northern boundary meets Crane Point Hammock and Museum & Nature Trails preserve. Boaters will appreciate the private basin with a new custom Ipe dock built for large and multiple vessels, two 50 AMP services, a separate slip, a 20,000-pound lift, and a small boat ramp for a flats skiff. The main residence offers Old Florida charm with exposed beams, tongue-and-groove ceilings, three screened lanais, and a stairway to a private master retreat overlooking the basin and bay. Separate living quarters add flexibility, along with a detached three-car garage with an upstairs suite.

Price:
$4,999,999
Size:
3,346 sq ft
Contact:
Shane “Waterfront” Wilson, Cypress Realty, Inc. , 239.851.3861

113 Court Contessa | $4,997,000

113 court 1
113 Court Contessa, Lower Matecumbe Key, FL 33036
cobytaylor
LISTING AGENT:
Coby Taylor

Along the water’s edge in prestigious Port Antigua, Casa Contessa is a 2023 modern coastal estate where construction and craft take center stage. Built with full CBS construction, impact windows and doors, and a true concrete roof, the residence is set on a quiet cul-de-sac with 78 feet of concrete dockage, a boat lift, and a heated concrete pool and spa. Outdoor living is fully realized with a complete outdoor kitchen, plus a dedicated pool bath featuring a steam shower for spa-level ease. Inside, expansive living areas flow to multiple terraces framing Atlantic Ocean views and sunset skies. The chef’s kitchen anchors the home with a dramatic stone island, Viking and Miele appliances, a built-in espresso machine, and a wine cooler. Port Antigua’s private sandy beach and gated boat ramp sit moments away.

Price:
$4,997,000
Size:
3,597 sq ft
Contact:
Coby Taylor, Taylor & Assoc RE, 305.509.9928

1616 Atlantic Blvd 11 | $4,995,000

1616 Atlantic Blvd 11, Key West, FL 33040
1616 Atlantic Blvd 11, Key West, FL 33040
thelisaferringogroup
LISTING AGENT:
The Lisa Ferringo Group

Along the water’s edge in Key West, two townhomes have been masterfully combined into a singular oceanfront residence within the exclusive Casa Caselles community. Completely reimagined, the interior unfolds across every level via a private elevator, with two expansive living rooms, an exercise room, a hidden office, and four ensuite bedrooms plus 4.5 baths. In the chef’s kitchen, custom European-style cabinetry and quartz surfaces are paired with premium BlueStar, Sub-Zero, Cove, U-Line, and Perlick appliances, while a custom wet bar expands the entertaining rhythm. Twelve balconies and hurricane-rated sliding glass doors draw in natural light and invite open-air living. Finishes and function align with travertine floors, custom built-ins, remote window coverings, and a whole-house generator, alongside expansive terraces and access to an oceanfront pool overlooking the Atlantic.

Price:
$4,995,000
Size:
4,224 sq ft
Contact:
The Lisa Ferringo Group, Coldwell Banker Schmitt Real Estate, 305.797.1221

11780 NW 15th St | $4,699,000

11780 NW 15th St, Plantation, FL 33323
11780 NW 15th St, Plantation, FL 33323
thomasjcrivello
LISTING AGENT:
Thomas J. Crivello

Within a private enclave of just five custom residences in Plantation Acres, this fully furnished estate by acclaimed architect Randall Stofft is designed for light, volume, and ease. Soaring 16-foot ceilings and floor-to-ceiling glass shape bright, open living spaces, while a designer kitchen anchors daily life with Calacatta Viola Breccia countertops, Sub-Zero and Miele appliances, a wine wall, and a custom bar. The secluded primary suite pairs spa-inspired finishes with oversized closets, and four additional bedrooms offer welcome privacy for guests or work-from-home routines. Outside, a resort-style setting unfolds with a pool, oversized spa, covered terraces, a fireplace, and a summer kitchen—made for long afternoons that stretch into evening. A propane system, 16-camera security, built-in speakers, and fire sprinklers add confidence and comfort in the background.

Price:
$4,699,000
Size:
5,530 sq ft
Contact:
Thomas J. Crivello, Tommy Crivello Real Estate, 954.650.1766