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5 Florida Luxury Estates Showcasing Waterfront Elegance and Exclusive Living

By edson alejandro

1 min read

Imagine waking up to the gentle lapping of water against your private dock, the shimmer of a bay, lake, or ocean stretching endlessly before you. These five extraordinary waterfront properties, spanning from Destin’s vibrant shores to secluded lakefront retreats, redefine luxury living with high-end amenities, unparalleled privacy, and direct access to water-based lifestyles. From gated communities with marinas and golf courses to modern oceanfront escapes with personal boardwalks, each home offers a unique blend of elegance and natural beauty, promising a life where every day feels like a getaway.

1363 Windward Ln | $2,499,900

961219 1
1363 Windward Ln, Niceville, FL 32578
crystalwatkins
LISTING AGENT:
Crystal Watkins

Positioned along the serene shores of Choctawhatchee Bay, this magnificent estate in the exclusive gated community of Windward at Bluewater Bay offers an unparalleled waterfront lifestyle just minutes from Destin’s Crab Island. Spanning 6,230 square feet, the home features five bedrooms and 4.5 bathrooms, enveloped by mature live oaks and native Florida vegetation. A grand foyer with 22-foot ceilings welcomes you into an expansive Great Room, where floor-to-ceiling windows frame breathtaking bay views and vibrant sunsets. Elegant touches like white oak flooring and antique chandeliers elevate the space, while a gourmet kitchen with ample cabinetry and a spacious bar beckons culinary creativity. Outside, a private dock with a boathouse and swimming platform invites endless water activities, complemented by a lush backyard and elevated sun deck. Community amenities, including a sandy beach and nearby golf courses, enrich this tranquil retreat.

Price:
$2,499,900
Size:
6,230 sq ft
Contact:
Crystal Watkins, Live Luxury Keller Williams, 850.855.6885

3826 Gaines Ct | $1,999,990

p4934458 1
3826 Gaines Ct, Winter Haven, FL 33884
dougdewitt
LISTING AGENT:
Doug Dewitt

Set against the tranquil shores of Lake Eloise, this distinguished Winter Haven executive estate spans nearly two acres of serene, park-like grounds, offering a rare waterfront retreat. Step into the grand foyer, where a sweeping curved oak staircase, intricate wainscoting, and a striking Palladian window set a tone of timeless elegance. The spacious living room captivates with a commanding fireplace framed by a custom Georgian mantel and flanked by matching built-in bookcases. Host memorable gatherings in the formal dining room, adorned with exquisite built-in cabinets, or retreat to the private library, enveloped by rich cherry wood bookcases. A chef’s delight, the gourmet kitchen boasts Jenn-Air double ovens, a built-in breadbox, and clever appliance storage, blending functionality with style. This estate promises a lifestyle of sophistication, where waterfront beauty and meticulous craftsmanship converge effortlessly.

Price:
$1,999,990
Size:
5,400 sq ft
Contact:
Doug Dewitt, Advantage Team Realty, 863.455.4525

Overlooking The Gulf | $2,299,900

975207 1
191 Las Palmas Ln, Port Saint Joe, FL 32456
rishrealestate
LISTING AGENT:
William J. “Jay” Rish & Jessica Rish

Set against the serene backdrop of the Gulf of Mexico, Killarney Beach House in the exclusive Villa del Sol subdivision offers an unparalleled waterfront lifestyle. This newly constructed 2023 vacation home spans 3,300 square feet, featuring five bedrooms and five bathrooms, complete with an elevator for effortless access. Step into the expansive open-concept living and kitchen area, where stunning Gulf views greet you through floor-to-ceiling windows. Two spacious decks provide the perfect vantage point to admire the ocean, while an elevated private pool invites relaxation just steps from the sugar-white sands. Inside, hardwood floors, quartz countertops, and modern appliances elevate the kitchen and dining spaces. With oceanfront master suites, a charming bunk room, and direct boardwalk access to the beach, this coastal retreat promises endless days of sun-soaked adventures, from shell collecting to kayaking along the pristine shoreline.

Price:
$2,299,900
Size:
3,195 sq ft
Contact:
William J. “Jay” Rish & Jessica Rish, Rish Real Esstate Group, 850.227.5569 , 850.227.6956

10209 Trout Rd | $2,299,000

o6321809 1
10209 Trout Rd, Orlando, FL 32836
mike&teresa
LISTING AGENT:
Mike & Teresa Stewart

Set against the serene backdrop of Lake Tibet, this charming cottage on the coveted Butler Chain of Lakes in Windermere, Orlando, offers a tranquil waterfront escape. Spanning just under 3,000 square feet, the fully remodeled home features three bedrooms, two and a half baths, and 100 feet of stunning lakefront. From the moment you approach the meandering path, breathtaking lake views unfold through glass doors and walls of windows, framing the expansive living space with refinished wood floors. The air-conditioned Florida room, with its wood-paneled ceiling, overlooks a reconditioned dock with composite decking, a boat lift, and jet ski lifts—perfect for lakeside living. A spacious kitchen boasts modern appliances, granite countertops, and a breakfast nook, while the primary suite offers a private lanai for quiet mornings. Nearly two acres of pristine, professionally landscaped land complete this idyllic retreat.

Price:
$2,299,000
Size:
2,981 sq ft
Contact:
Mike & Teresa Stewart, Southern Realty Group, 407.766.9826

Winter Park Village | $2,270,000

o6250342 1
2522 Lafayette Ave, Winter Park, FL 32789
judedevito
LISTING AGENT:
Jude Devito

Situated in the prestigious Winter Park Village, this custom-designed pool home embodies architectural excellence along the exclusive Via’s extension of Temple Road. Crafted with meticulous attention to detail, the residence showcases natural stone accents, Pella windows, and a Poggenpohl gourmet kitchen equipped with premium Wolf, Sub-Zero, and Miele appliances. A distinctive double primary suite design offers two expansive bedrooms, each with a luxurious executive bath, while the upstairs suite opens to a private terrace overlooking a serene outdoor retreat. This lush oasis features a heated pool, spa, and summer kitchen. Inside, 20-foot ceilings, a striking floating staircase, natural hardwoods, and abundant light create an airy ambiance. Superior construction with concrete-filled walls, steel joists, and a waterproof concrete roof ensures enduring quality. Located in a top-rated K-12 school zone, this home reflects the evolving elegance of Lafayette as it blends into Temple Avenue.

Price:
$2,270,000
Size:
3,399 sq ft
Contact:
Jude Devito, Coldwell Banker Realty, 352.427.2070