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5 Luxury Waterfront and Legacy Estates Across Florida and Alabama

By edson alejandro

1 min read

Across Florida’s Atlantic coast, the Gulf shore, and a private Panhandle hinterland, this curated five-property selection is united by lifestyle-first living shaped by water, clubs, and wide-open acreage. Panoramic river and ocean-to-Intracoastal vistas set the tone, while resort adjacency and gated yacht-and-country-club settings elevate everyday routines. Interiors lean turn-key and thoughtfully upgraded, designed to complement outdoor rooms, pool-centered courtyards, and expansive decks. Flexible compounds, casitas, and dual residences support multigenerational stays, guest privacy, and income-minded use.

200 John Anderson Dr | $2,500,000

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200 John Anderson Dr, Ormond Beach, FL 32176
realtyprosassured
LISTING AGENT:
Listing agents: Bill Navarra, Buzzy Porter & Sheriff Guindi

Along the water’s edge on John Anderson Drive in Ormond Beach, this riverfront residence is shaped by panoramic water views that carry through the interiors. A dramatic great room centers on a fireplace, creating a natural gathering space that flows into a chef’s kitchen designed for everyday ease. The primary suite feels quietly removed, with direct lanai access that encourages slow mornings and open-air evenings. For visitors, a guest suite offers its own private balcony, adding a welcome layer of separation and comfort. Outdoors, a covered patio extends living space toward the river, while a new dock with lift makes time on the water feel seamlessly within reach. Impact windows and a quality full remodel complete a home that’s thoughtfully refreshed for modern coastal living.

Price:
$2,500,000
Size:
3,856 sq ft
Contact:
Bill Navarra, Buzzy Porter & Sheriff Guindi, RP Luxury Pros, 386.334.9991 , 386.547.5545 , 386.295.0257
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Welcome To Your Own Coastal Paradise | Contact for pricing

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7381 Kiva Way, Gulf Shores, AL 36542
sandydavenport
LISTING AGENT:
Sandy Davenport

Along the water’s edge in Kiva Dunes, this exceptional estate pairs a spacious main house with a separate guest house, creating a flexible coastal retreat with room for everyone. Positioned along the 14th fairway, it captures views of the beach’s white sands and the emerald greens of the golf course. The main house offers five bedrooms, 5.5 baths, two kitchens, an elevator, and a loft designed for lingering over the outlook. In the renovated kitchen, Taj Mahal Quartzite and a tiled, lighted backsplash bring a crisp, modern finish, while updated bathrooms feature tiled showers and the living and dining areas are newly furnished in calming coastal decor. Outside, a private large pool is framed by an expansive deck and grilling area. With easy neighborhood beach access, plus championship golf, three community pools, a Gulf-front Beach Club, tennis facilities, and a fitness room, days naturally slip into vacation mode.

Price: Contact for pricing

Size:
5,190 sq ft
Contact:
Sandy Davenport, Kaiser Sotheby’s International Realty, 251.550.5500
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1900 N Atlantic Ave Apt 1901 | $2,495,000

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1900 N Atlantic Ave Apt 1901, Daytona Beach, FL 32118
realtyprosassured
LISTING AGENT:
Listing agents: Bill Navarra, Buzzy Porter & Sheriff Guindi

Along the Atlantic shoreline in Daytona Beach, this top-floor penthouse at Island Crowne Condominium captures sweeping, unobstructed views stretching from the Atlantic Ocean to the Intracoastal Waterway. Originally purchased from the developer and held by the same family ever since, it carries the quiet confidence of a residence that has been genuinely lived in and carefully cared for. Meticulously maintained and extensively upgraded, the home is presented as a truly turn-key experience—thoughtfully brought forward without losing the sense of continuity that comes from long-term stewardship. From morning light over the ocean to evenings framed by the waterway, daily life here revolves around an ever-changing horizon and the calm rhythm of a well-kept retreat above the coast.

Price:
$2,495,000
Size:
4,388 sq ft
Contact:
Bill Navarra, Buzzy Porter & Sheriff Guindi, RP Luxury Pros, 386.334.9991 , 386.547.5545 , 386.295.0257
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14540 Headwater Bay Ln | $2,450,000

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14540 Headwater Bay Ln, Fort Myers, FL 33908
elise&tom
LISTING AGENT:
Listing agents: Elise & Tom Starr

Beyond the gates of Gulf Harbour Yacht & Country Club, this upgraded courtyard residence is designed for privacy and effortless indoor-outdoor living. The home wraps around a central courtyard with a pool, hot tub, and fully equipped outdoor kitchen—an everyday escape at the center of the plan. Inside, a completely remodeled kitchen makes a strong impression with a waterfall-edge quartz island, Monogram induction cooktop, pot filler, modern cabinetry, updated lighting, and sleek appliances. Porcelain tile flooring carries through the main living spaces, while French doors open to the formal dining room. A stylish bar area with a temperature-controlled wine chiller sets the tone for relaxed evenings. The primary suite features a spa-like bath with tumbled porcelain tile, a soaking tub, and a steam shower. Guest bedrooms connect to a casita via an upper-level lanai, creating a layered sense of retreat.

Price:
$2,450,000
Size:
4,869 sq ft
Contact:
Elise & Tom Starr, The Starr Team, affiliated with John R. Wood Properties & Christie’s International Real Estate, 239.209.3960
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1650 Bear Bay Flats Rd | $2,399,000

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1650 Bear Bay Flats Rd, Laurel Hill, FL 32567
randybricker
LISTING AGENT:
Randy Bricker

Surrounded by 172 acres in Laurel Hill, Florida, Quailtimber Plantation reads as a true legacy estate—private, multi-use, and built for life outdoors. A fully stocked spring-fed pond, miles of established trails, and multiple shooting houses set the tone, while expansive pastures support livestock and horses. The equestrian infrastructure is equally considered, with a custom six-stall horse stable, a 1,200-sq-ft storage/workshop, a deer cleaning facility, and an RV site with power.

Price:
$2,399,000
Size:
5,400 sq ft
Contact:
Randy Bricker, The Realty Vault Real Estate, 850.232.2335