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$4,190,000
5 Beds 7 Baths 2164126 MLS 32218 Zip Code
REGAL WATERFRONT ESTATE | $4,190,000 Some homes give you a view of the water. This estate gives you a waterfront world of your own. Gated and Nestle on approximately three private acres along the Trout River an extraordinary 8,000+ sq. ft. estate delivers the scale, privacy and lifestyle expected of a truly exceptional waterfront residence. Piece- De'-Resistance, the entry. Towering solid mahogany doors open to a dramatic double-curved staircase and an immediate sightline to the river beyond. Marble floors, elegant architectural details, multiple fireplaces and expansive living spaces establish the grandeur from the moment you enter. At the heart of the home is a chef's kitchen featuring an oversized island, extensive Thermador appliances and a separate butler's pantry. The 1,500+ sq. ft. primary retreat becomes an estate within the estate, complete with an en-suite, custom walk-around closet, lounging area and private morning kitchen. Upstairs, four spacious suites offer private baths and balconies,while a private elevator provides effortless access between levels. Outside is where this property becomes a lifestyle: a saltwater pool, overflowing spa, summer kitchen, covered lanais, outdoor fireplace and an expansive Spanish-tiled dock house--all positioned against the backdrop of the St. Johns River. Add six-car garage capacity, a private wine cellar and countless additional appointments, and the distinction becomes clear. This isn't simply a luxury home on the water. It's an opportunity to own the estate, the waterfront, the privacy--and the lifestyle that comes with all three. $4,190,000 | LUXURY. PRIVACY. RIVERFRONT LIVING WITHOUT COMPROMISE.

344 Broward Road, Jacksonville

$4,695,000
5 Beds 5 Baths 2160307 MLS 32223 Zip Code
Set along the majestic St. Johns River in the gated enclave of River Story on a premium 1.01-acre homesite, this extraordinary custom estate by custom builder Andy Reynolds was completed in 2023 and represents the pinnacle of waterfront luxury. Boasting spectacular panoramic views of the St. Johns River from nearly every major living space, the home was thoughtfully designed to embrace its breathtaking setting while seamlessly blending indoor and outdoor living. Offering 5,328 square feet, the property includes a 4,606-square-foot main residence and a beautifully appointed 722-square-foot guest house, thoughtfully designed for both everyday living and exceptional entertaining. Every inch of this home showcases exceptional craftsmanship and timeless design. Extensive millwork, tongue-and-groove ceilings, exposed beams, elegant crown molding, and wide-plank white oak flooring throughout the living areas create a warm yet sophisticated atmosphere. The dramatic great room is anchored by a stunning floor-to-ceiling brick gas fireplace, creating a breathtaking focal point while framing expansive views of the St. Johns River. The thoughtfully designed floor plan features 4 spacious bedrooms, 3.5 baths, a bonus room with private sauna, a climate-controlled wine room that can accommodate 600 bottles, and a reinforced safe room. A stunning 150-gallon built-in aquarium serves as a striking focal point, while a comprehensive security system with cameras, whole-home Sonos audio extending throughout the interior, lanai, pool area, and private dock, along with all integrated audio/video equipment, convey with the home. At the heart of the residence is a spectacular chef's kitchen designed to impress. Floor-to-ceiling custom cabinetry is paired with premium Thermador Professional appliances, including a 60-inch built-in refrigerator and a 48-inch gas cooktop with six burners and a griddle. Quartz countertops are complemented by a full-height quartz backsplash, creating a clean, sophisticated aesthetic. The expansive walk-in pantry is equally impressive, featuring floor-to-ceiling custom cabinetry and shelving, quartz countertops, and a decorative tile backsplash, providing both exceptional beauty and functionality. The luxurious primary suite is a true private retreat featuring a striking floor-to-ceiling brick fireplace that creates a warm, inviting ambiance. The spa-inspired bath offers a freestanding soaking tub, an oversized walk-in shower with dual shower heads and an overhead rain shower, heated floors, and boutique-style custom his & hers closets complete with built-in drawers, shelving, and abundant hanging space. Three additional oversized bedrooms each feature custom accent millwork, crown molding, and professionally designed closet systems. The secondary full bathrooms are beautifully appointed with seamless glass walk-in showers and quartz countertops, continuing the home's commitment to exceptional quality and design. Designed with every member of the family in mind, the oversized laundry room includes a custom-tiled dog washing station and two built-in kennels for your four-legged companions. The detached guest house provides an exceptional private retreat for family or visitors, offering a spacious bedroom, full bathroom, comfortable living room, built-in dining area, a full kitchen appointed with Thermador appliances, its own washer and dryer, and all the comforts of a private residence. Outdoor living is nothing short of extraordinary. The expansive covered lanai showcases rich tongue-and-groove ceilings, built-in heaters, and effortless access to the integrated Sonos sound system, which extends throughout the interior of the home, lanai, pool deck, and private dock--creating an exceptional atmosphere for entertaining. Framed by breathtaking views of the St. Johns River, the heated saltwater pool and spa provide a stunning backdrop for relaxation and gatherings, while two elegant built-in gas fire tables add warmth and ambiance long after sunset. Resort-style design elements include beautifully illuminated steps descending from the home to the pool terrace, creating a dramatic evening transition and enhancing the seamless flow between indoor and outdoor living spaces. Thoughtfully designed amenities include an outdoor shower, raised garden beds for fresh herbs and vegetables, and meticulously curated landscaping highlighted by majestic 100-year-old oak trees illuminated with professional landscape lighting, creating a truly unforgettable outdoor retreat. A detached three-car garage is connected to the home by an elegant breezeway, while the private dock is equipped with a 10,000-pound boat lift and a 4,000-pound Jet Ski lift, offering effortless access to boating, fishing, and endless days exploring the St. Johns River. Meticulously crafted with uncompromising attention to detail, this one-of-a-kind riverfront estate seamlessly blends timeless architecture, extraordinary craftsmanship, cutting-edge technology, and resort-inspired amenities to create an unparalleled luxury lifestyle on one of Northeast Florida's most coveted stretches of the St. Johns River. Ideally located in close proximity to The Bolles School and Episcopal School of Jacksonville, as well as Jacksonville's premier shopping, dining, and cultural destinations, this exceptional estate offers the rare combination of a private waterfront retreat with convenient access to the best of the city.

14242 River Story Drive, Jacksonville

$4,150,000
5 Beds 7 Baths 2134528 MLS 32224 Zip Code
Grace and warmth radiate in the Modern Spanish architecture of this 5 bedroom, 6 1/2 bath estate. Reminiscent of Villas along the Med, the symmetrical facade features stucco walls, barrel roof tiles, and a Moorish wall fountain in the gated entry courtyard. An ornate arched doorway of wrought iron and distressed oak flooring welcomes guests to a distinctive two-story foyer. Key elements of this timeless style include exposed wooden beams, neutral color palettes and natural materials creating a relaxed, welcome ambiance. The expansive kitchen brings together a curated collection of Dacor Graphite appliances with Wi-Fi technology, 60'' fridge/freezer, elegant quartz counters & a decorative hood vent to elevate the cooking experience. An open great room, plus adjacent causal nook, butlers' pantry and walk-in-dry pantry round out the hub of the home. Wow factor is everywhere from the dedicated media room with private balcony & gorgeous lake vistas, to the 6 car collectors' garage, game room w/ wet bar and more. The home office features a private entry from the courtyard, plus neighboring full bath. 5275 Bentpine Cove perfectly blends bright indoor spaces with luxurious outdoor living via Multiple Pocketing doors leading to a 540 sq ft lanai with tongue & groove ceilings. Outdoor entertaining continues with a fully equipped, summer kitchen, saltwater pool, elevated champagne spa and large sun shelf. Overnight guests enjoy private lodging in the Cabana overlooking the sparkling lake & pool. There's also room for play and pets in the fenced rear lawn, while the poolside fireplace tops off your fabulous outdoor living experience. Great planning went into the extra wide paver driveway, upgraded garages, home automation, wine cellar & more, making this a true masterpiece.

5275 Bentpine Cove Road, Jacksonville

$4,800,000
5 Beds 6 Baths 2126546 MLS 32207 Zip Code
Situated along River Road in historic San Marco, this exceptional residence offers a rare balance of preserved architectural character and elevated modern living. Thoughtfully reimagined, the home delivers warmth, sophistication, and functionality in a setting that feels both timeless and current. The layout is generous yet intentional, featuring five bedrooms plus a bonus room, four full baths, and two half baths. White oak flooring flows throughout most of the home, while a gas fireplace anchors the main living space. The kitchen pairs leathered quartzite countertops with custom cabinetry, complemented by sculptural feature lighting by Nick Alain above the island. The bar area is both functional and visually striking, finished with black granite and custom shelving crafted from the home's original roof rafters, thoughtfully repurposed to connect historic craftsmanship with modern design. The primary suite serves as a private retreat, highlighted by a spa inspired steam shower. Outdoor living is equally well considered, with a pool area that includes a dedicated outdoor bathroom and a small putting green overlooking the river, creating an inviting space for relaxation and entertaining. Historic integrity reveals itself in the details, including original stair treads and railing, many original downstairs doors, and an original attic staircase leading to a fully built out attic with flexible bonus space. Modern infrastructure is seamlessly integrated. 2 tankless water heaters.

1968 River Road, Jacksonville

$3,400,000
7 Beds 7 Baths 2114879 MLS 32210 Zip Code
Welcome to a RIVERFRONT sanctuary in historic Ortega Forest, one of Jacksonville's most elegant neighborhoods defined by timeless southern charm and majestic oak-lined streets. This HIGH-TECH riverfront resort has undergone an EXTENSIVE RENOVATION offering unparalleled luxury lifestyle and WEST-FACING views to capture the BREATHTAKING SUNSETS over the Ortega River from almost every major room. Spanning 1.07 ACRES 7BR/6.5BA, 4 river-view suites, fiber and whole-property Wi-Fi. RESORT LIVING AT HOME with primary and guest suiteS, kitchen, dining and main areas on the entry level floor. The backyard sanctuary is built for entertaining with a magnificent 52'x26' POOL & SPA framed by 4000 SF of luxurious leathered marble decking. ELEGANT FIRE PIT terrace with direct river views. BOATER'S DREAM! The property includes a NEW BULKHEAD, an expanded COVERED dock entertainment lounge & boat lift. SELLER IS A LICENSED ACTIVE REAL ESTATE AGENT. CAN BE SOLD WITH FURNISHINGS & BOAT LOUNGE complete with integrated smart audio and gigabit Wi-Fiyour living room on the river. Here, fun on the water is a way of life. From your private dock you can cruise just 20 MINUTES TO DOWNTOWN JACKSONVILLE for waterfront eats, explore peaceful preserves, or take the St. Johns River to the ocean for even more water adventures like boating, fishing, and jet skiing. Inside, the home is a masterpiece of technology and luxury: fully wired with 12 INDEPENDENT AUDIO ZONES (including the dock and three theater rooms) and a pro Ubiquiti network for seamless whole-home voice and fast Wi-Fi control. Enjoy thoughtful spaces like the climate-controlled WINE CELLAR, a game room, and an air-conditioned LOFT over the garage featuring five built-in queen beds (ideal for a gym/large family gatherings). The home offers LUXURIOUS PRIVACY with the Master Suite and three dedicated en-suite guest rooms all overlooking the water. Peace of mind is guaranteed with TWO NEW HVAC systems, a new garage split, and redesigned landscaping. The neighborhood offers the freedom and flexibility of NO HOA OR CDD FEES. Located close to I-295/I-10 and just minutes from upscale shopping, specialty dining (Southern Steer Butcher, Fresh Market), and the popular Avondale/Riverside neighborhoods. This is an unparalleled opportunity to own a PRIME COASTAL RETREAT.

4232 Ortega Forest Drive, Jacksonville

$3,750,000
5 Beds 6 Baths 2084503 MLS 32224 Zip Code
Stunning waterfront estate nestled on a rare 0.69 acre lot in the prestigious gated community of Pablo Creek Reserve, this custom-designed French Country residence offers 6,286 square feet of luxury living, including a beautifully appointed 5785 SF main house and a separate 521 SF guest house complete with its own Generac generator for peace of mind. With a total of 5 bedrooms, 5.5 baths, 2 offices, a theater, and 3 laundry rooms, this home was thoughtfully crafted for both comfort and elegance. Inside, you'll find large plank hardwood floors throughout, custom ceiling treatments in nearly every room, and a 2-story great room that stuns with its soaring beamed ceilings, floor-to-ceiling custom millwork, built-in cabinetry, and a grand fireplace. The chef's kitchen is a showstopper, featuring Thermador and Subzero professional-grade appliances, gleaming quartzite countertops, a butcher block island, and a hidden pantry door that adds a touch of whimsy and function. The private office is lined with floor-to-ceiling built-ins and offers a discreet entrance into the luxurious owner's suite, which includes dual custom closets, a spa-inspired ensuite, and a vaulted tongue-and-groove ceiling. Step outside to your private backyard retreat that has been designed for year-round enjoyment. A heated saltwater pool and spa, enhanced with dramatic water and fire features, alongside an expansive travertine pool deck, covered outdoor living areas, and a fully-equipped summer kitchen that is ideal for entertaining or simply relaxing. Additional highlights include a private guest house, a state-of-the-art home theater, two homework stations for the kids, dual two-car garages (4-car total), and impeccable craftsmanship throughout. This is a rare opportunity to own an exceptional estate where timeless elegance meets refined, modern living - all within one of Jacksonville's most prestigious and tranquil communities. Schedule your private tour today and experience the extraordinary lifestyle this home offers.

5281 Bentpine Cove Road, Jacksonville

$4,100,000
5 Beds 6 Baths 2006616 MLS 32224 Zip Code
Discover Exquisite Elegance in Glen Kernan's Crown Jewel Designed for the truly discerning . . . this custom home is situated on a just under 1 acre site between the 6th green and 7th fairway of the private Glen Kernan golf course. This modern masterpiece was specifically designed to bring the outdoors in. Recently built, this impeccable property breathes sophistication with an open concept floor plan focused on lake and fairway views, with soaring ceilings and extensive beam detail. Sunlight dances through large windows and doors connecting you to unparalleled outdoor living space that provides serenity and tranquility year round. A gourmet kitchen, equipped with Wolf and Sub-Zero appliances, includes a temperature controlled, 750+ bottle wine room. The main bedroom and bath rivals any luxury hotel and the main floor guest room ensures ultimate comfort for your family and friends. Ascend to a loft that offers a state-of-the-art home theater perfect for movie night, connecting two large bedrooms. Outside the main home, retreat to the casita, for multi-sports enjoyment on two large TVs as you relax or workout on high-end fitness equipment. Cook in the outdoor kitchen, swim in the pool or work on your chipping and putting on the five-hole putting green. This home was designed to offer state of the art technology with a Control 4 AV system, smart TVs throughout the indoor/outdoor living areas, and security system that promises a lifestyle of convenience and peace of mind. An expansive cooled and heated four-car garage with golf simulator and organized storage cabinets connects to expansive parking and a circular driveway. The gated community itself mirrors the luxury within - a private golf course, tennis courts, a fitness center, and walking trails. Location is perfect, with quick access to St. Johns Town Center, Mayo Clinic, and the pristine shores of Ponte Vedra Beach. Life slows down in this home as you disconnect each day with resort living. Welcome to your dream home in Glen Kernan - where modern elegance and comfort can be yours. Seller would consider leaving furniture, rugs, lamps, electronics, fitness equipment, artwork and accessories with acceptable offer.

4539 Hunterston Lane, Jacksonville

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