5 Florida Luxury Homes from Winter Park to the Emerald Coast

Set on a generous .40-acre lot in the highly coveted Winter Park Vias, this renovated 4-bedroom pool home balances everyday ease with thoughtful upgrades. Bright, open living areas unfold beneath high ceilings, with hardwood oak floors adding warmth and continuity throughout. Two fireplaces anchor the interiors, creating inviting places to gather—whether for a quiet evening in or a relaxed weekend at home. At the center, a chef’s kitchen supports both casual meals and more ambitious cooking, seamlessly connected to the surrounding living spaces for an effortless flow. Outside, the pool setting extends the home’s livability, offering a natural rhythm for morning swims and lingering afternoons. Completed with a new architectural shingle roof (2023), the home feels ready for its next chapter in Winter Park.

Steps from the sugar-white sands of the Gulf of America, 170 Gulf Pines Dr offers relaxed coastal living in the desirable Gulf Pines community of Port St. Joe. The beautifully maintained residence pairs a striking coastal exterior with a durable metal roof and elevated design that enhances natural light and airflow. Inside, a spacious layout with five bedrooms, four full bathrooms, and two half baths is designed for comfort and flexibility, complemented by a large custom “Container Store” pantry for everyday ease. Expansive covered porches invite morning coffee and evening sunsets, with peaceful neighborhood views and glimpses of the water. Outdoors, the front-yard setting becomes a private, resort-style oasis with a screened-in pool enclosure and surrounding deck space, plus a ground-level screened-in living and entertainment area beneath the home. Days here naturally move from beach to pool to porch as the breeze settles in.

Along the water’s edge on serene Turnbull Bay, a Key West-style residence unfolds within the exclusive gated community of Osprey Cove in New Smyrna Beach. A paver driveway and meticulous landscaping set a composed arrival, complemented by a durable metal roof overhead. Entry begins on the second floor, where the heart of the home is arranged for easy gathering: a spacious living room and dining room anchored by a cozy two-sided fireplace. The chef’s kitchen centers on a generous island with ample cabinet and counter space, all oriented to take in breathtaking water views. Nearby, an office offers a quiet place to work or reflect. Two bedrooms with en-suite baths and an additional half bath support effortless entertaining, while the top floor is reserved for a luxurious primary suite with a spa-like private bath, expansive walk-in closet, and a private balcony for lingering over tranquil waterfront vistas.

Steps from the white sand beaches of the Emerald Coast, this four-bedroom, three-bath residence sits within the gated community of Sunrise Beach and includes private beach use, south of Scenic Highway 30A. Designed with vacation living in mind, the layout features two private primary suites with ensuite baths—an easy setup for hosting multiple families or supporting strong rental performance. At the center, an open-concept main living area brings together hardwood floors, abundant natural light, and a modern kitchen finished with new quartz countertops, stainless steel appliances, and sleek cabinetry. Offered as a turnkey property with a proven track record of triple-digit annual rental income, it balances everyday comfort with investor-friendly practicality. Life here reads as simple and sunlit: beach mornings, easy gatherings, and space that adapts to the rhythm of guests and getaways.

Along the water’s edge at Sandestin Golf & Beach Resort,® 901 One Beach Club is positioned on the beachside of the resort with panoramic views spanning the emerald Gulf Coast and the tranquil Choctawhatchee Bay—an uncommon dual-water outlook that frames both sunrise and sunset skies. Offered furnished and beautifully appointed, the residence is designed for refined, low-maintenance coastal living. Floor-to-ceiling glass draws in abundant natural light, while spacious living areas make it easy to entertain or simply settle into an unhurried beach rhythm. Expansive balconies invite morning coffee with boats in the distance and evenings shaped by salty breezes and painted horizons. Within the private, gated enclave of One Beach Club, this non-rental building delivers a quiet, residential atmosphere. Owners enjoy private beach club access, a resort-style pool, fitness center, dedicated covered parking, and golf cart parking with a golf cart included.