luxury properties for sale St. Johns County, United States

Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register of Historic Places. This world-class historic mansion has recently been renovated from top to bottom to perfection with soft coastal hues in mind, enjoy the well-designed balance of rich historic beauty and modern luxury. With 5800 square feet of living space, five bedrooms and three and a half bathrooms in the main house and a two bedroom, one bath apartment with private entrance, a full kitchen, living and dining rooms - this home is ideal for multigenerational living or additional income. Located on historic St. George Street, the shops, restaurants, landmarks and culture of the Nation's Oldest City are only steps away. The highly active community association provides additional opportunities to socialize and enjoy the buzz of downtown living. Built in 1893 as a winter retreat for John J. Upham, a veteran of the Civil War and Plains Indian War, this remarkable home showcases the graceful blend of Queen Anne Victorian architecture with examples of Moorish Revival in the courtyard arches. With stunning original millwork, wood floors and unique octagonal shape, this home will take you back to the splendor of the Gilded Age. From joyous Flagler Era galas to legendary Mardi Gras celebrations, The Upham Winter Cottage has been a witness to countless extraordinary events throughout the ages. Today, as you step foot within these storied walls, you become a part of the Upham Winter Cottage's narrative and assume the role of its guardian, preserving the heritage of the past while crafting a new chapter in its history. Nothing compares.

A prized island neighborhood tucked beside Anastasia State Park, this is where life slows to the rhythm of the tides, shoes are optional, and biking to the beach becomes part of your everyday routine. Reminiscent of the classic beach bungalows that line the East Coast, 24 Flamingo Drive welcomes you first from its inviting front porch where greeting the sun with coffee in hand is a good start to the morning. Inside, natural light pours through six windows in the expansive gathering room, shifting beautifully throughout the day. Original honey-toned wood floors ground the space with warmth and character, and barefoot living feels perfectly at home. Arrange the space to suit your style and with 420 square feet, living and dining can live happily together. With a nod to keeping the character true to the period, the new kitchen will speak to the person who loves to wield the wooden spoon. Guests can gather at the bar or banquette tucked into the windowed alcove, offering conversation and the occasional helping hand. Abundant cabinetry and generous counter space keep everything organized within easy reach. Just beyond, the screened porch extends living space outdoors for slow breakfasts, afternoon naps in the breeze and cocktails under the evening sky. Three bedrooms line the south side of the home, welcoming morning light, while both bathrooms are conveniently accessible from main living spaces. At the rear of the house, laundry and a wall of storage connect to the side entrance which leads to the carport, workshop and additional parking. Along the sunny southern edge of the property, a four inch wall borders the driveway. It's a terrific canvas for container gardens that thrive in the sunshine. Set on nearly 1/3 of an acre, the property offers an enviable balance of open sun and mature shade. The home sits comfortably centered, with abundant parking to one side and a deliciously private yard to the other. There’s room here for imagination to take shape: am en-suite retreat, a pool for year-round swims, an outdoor kitchen and dining terrace?. This neighborhood has long been treasured for its proximity to both Anastasia State Park and Anastasia Boulevard. The island’s version of Main Street is lined with independent restaurants, shops, markets and local favorites. The park itself feels like a world apart, where protected shoreline, nesting birds and endless shells create a landscape that never loses its magic. Spend your days biking the four mile coastline, paddling through Salt Run, hiking shaded hammock trails or enjoying a picnic beneath windswept oaks while gopher tortoises wander nearby. It’s a lifestyle rooted in nature and simplicity. Also nearby are the St Augustine Lighthouse and Maritime Museum and the St Augustine Amp. Climb the lighthouse for sweeping coastal views, explore the museum or launch your boat into the Intracoastal for a day of fishing. At the Amp, nationally known musicians share the stage year-round, while Saturdays belong to the best farmers market which is replete with local produce, fresh breads, flowers, cheeses and music drifting from the Front Porch stage. If this sounds like the life you’ve been searching for, you’ll likely find us sitting on the front porch at 24 Flamingo Drive.