Imagine a life where luxury intertwines with the raw beauty of nature, where each home tells a story of elegance and environmental harmony. From a navigable waterfront with a private dock to a historic urban gem overlooking the Grand River, and a modern French farmhouse nestled on 13 acres of oak-lined serenity, these five properties, spanning diverse locations like Windsor Harbor and Historic Avondale, offer unparalleled lifestyles. Priced between $1.6 million and $1.979 million, they redefine upscale living with unique features—think rare docks, historic charm, and sprawling estates—crafted for both entertaining and tranquil escape.
Experience True Waterfront Luxury Living Today | $1,979,000


Sharon Mills

Sharon Mills
Set against the serene backdrop of a navigable waterfront, this stunning home offers an unparalleled blend of elegance and coastal living. With a rare 40-foot private dock, direct access to the Intracoastal Waterway and the Atlantic Ocean becomes a seamless part of daily life, courtesy of the community’s exclusive lock system—one of the few of its kind in the country. The property captivates from the moment you arrive, boasting a paver circular drive, striking curb appeal, and a charming side porch perfect for quiet morning coffee. Inside, high ceilings accentuate spacious living areas ideal for entertaining, complemented by two fireplaces, a sunlit breakfast room with harbor views, and a second-story screened balcony. Five bedrooms—or four with an office—along with a vast bonus room, a screened pool, and lanai, create a haven where luxury meets the tranquil rhythm of waterfront life.
- Price:
- $1,979,000
- Size:
- 4,363 sq ft
- Contact:
- Sharon Mills, The Legends Of Real Estate, 904.534.6087
Grand River Views In Historic Avondale | $1,975,000


Charlie Hillyer

Charlie Hillyer
Set against the serene backdrop of the Grand River in Historic Avondale, this 1924 Prairie School-inspired estate, once known as the “Bootlegger House,” exudes timeless charm. Fully renovated in 2015, it blends historic character with modern elegance. A wide front veranda, framed by twin copper lanterns and beveled glass, invites you into a grand foyer. Spacious living and dining rooms flow effortlessly, while a sunlit side porch offers captivating river views. The gourmet kitchen delights with stainless steel gas appliances, travertine counters, and solid wood cabinetry, complemented by a laundry with an antique farm sink. Upstairs, four generous bedrooms and three full baths await, including a primary suite with a sunroom, private bath, walk-in closet, and stunning water vistas. Outside, a backyard oasis beckons with a gas fire pit and summer kitchen grill. A separate building, complete with its own address, houses a studio, two-car garage, and a full apartment ideal for family or guests.
- Price:
- $1,975,000
- Size:
- 4,223 sq ft
- Contact:
- Charlie Hillyer, Christie’s International Real Estate First Coast, 904.509.3130
Modern French Farmhouse Retreat | $1,950,000


Sherri Meadows

Sherri Meadows
Tucked away in the tranquil countryside of North Florida, this modern French farmhouse retreat embodies a harmonious blend of rustic charm and contemporary sophistication. Sprawling across a breathtaking 13-acre estate, the property is framed by majestic oak trees and expansive lawns, offering a timeless, idyllic setting. A formal entry gate and a winding, tree-lined driveway guide you to the residence, where a classic stucco façade, steep gabled roof, and charming dormer windows await. The French courtyard invites quiet moments to savor the serene landscape and pond with its gentle fountain. Inside, the open-concept design seamlessly connects a sunlit living room with a cozy fireplace, a spacious dining area, and a gourmet kitchen featuring premium stainless steel appliances and a generous island. With four bedrooms, three and a half bathrooms, a private primary suite, and a versatile in-law suite, this home offers both elegance and practicality for family living.
- Price:
- $1,950,000
- Size:
- 4,976 sq ft
- Contact:
- Sherri Meadows, Meadows Realty, LLC, 352.598.6400
111 Esther Street | $1,775,000


Keeley Ownby

Keeley Ownby
Anchored along the serene waterfront of New Smyrna Beach, One Eleven Esther Street embodies a seamless fusion of timeless elegance and modern sophistication. Positioned on an oversized corner lot, this custom beachside home sits just a block from vibrant Flagler Avenue, three blocks from pristine beach access, and mere steps from the tranquil river. Inside, vaulted ceilings, hand-sculpted moldings, and rich hardwood floors create an inviting yet striking ambiance, complemented by dramatic archways and expansive windows that flood the space with natural light. The primary suite upstairs offers a peaceful escape with a spa-like ensuite, while airy balconies and a backyard framed by majestic live oaks invite outdoor relaxation. A semi-private drive leads to deeded waterfront access, perfect for kayaking or savoring sunsets. With recent updates, including a new roof and windows, this residence captures the essence of elevated coastal living.
- Price:
- $1,775,000
- Size:
- 3,857 sq ft
- Contact:
- Keeley Ownby, Smith Realty And Assoc Inc, 386.689.5201
Island Breath Of Life Sanctuary | $1,600,000


Listing agents: Cheryl Jordan & Vicky Leos

Listing agents: Cheryl Jordan & Vicky Leos
Set against the serene waters of the Blackwater River, Breath of Life Sanctuary offers a rare escape on over 40 acres of untouched private island land within the historic city of Milton. This secluded haven blends the tranquility of waterfront living with the convenience of in-town access, placing charming downtown shops, dining, and top-rated schools just minutes away. Towering trees, winding riverbanks, and abundant native wildlife paint a peaceful paradise, while the river—named for the Choctaw term “oka-lusa,” meaning “black water”—invites kayaking, fishing, and paddleboarding along its gentle flow. Steeped in history as a 19th-century timber transport route, the Blackwater connects Milton’s rich past to its vibrant present. With direct access to public utilities and proximity to Peter Prince Field and I-10, this island presents a unique canvas for a dream estate, eco-retreat, or conservation project, embodying a legacy of natural beauty and endless potential.
Size: 40.00 acres
- Price:
- $1,600,000
- Contact:
- Cheryl Jordan & Vicky Leos, Keller Williams Realty Emerald Coast, 850.687.5772 , 850.598.6251



















