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$2,195,000
4 Beds 5 Baths 3,448 SqFt. 15 DOM
Introducing 5201 Medoras Avenue, a truly one of a kind Mediterranean inspired retreat just steps from the Atlantic Ocean. Situated on a rare double lot in one of St. Augustine's most sought after beachside enclaves, this exceptional residence blends timeless architecture with modern luxury, privacy, and everyday livability. Solid concrete block construction, lush tropical landscaping, and a high elevation provide peace of mind and striking curb appeal. Offering nearly 3,500 square feet of living space, this 4 bedroom, 4.5 bathroom estate features a 3 bedroom, 3.5 bathroom main residence along with a beautifully designed detached guest suite, ideal for multigenerational living, visiting guests, or a private home office.

5201 Medoras Avenue, St. Augustine

$3,601,500
4 Beds 5 Baths 3,018 SqFt. 77 DOM
Crafted by Fox Signature Homes and designed in collaboration with Lake & Land Studio--a nationally recognized architectural firm whose work has graced the covers of Southern Living, Coastal Living, and includes the 2023 Southern Living Idea House--this two-story residence is a fresh expression of Florida Vernacular style. Simple, enduring, and deeply tied to place, the home offers 3,018 square feet of conditioned living space and 4,830 square feet under roof. It's designed for life that flows effortlessly from indoors to out, with classic proportions, native-inspired materials, and shaded porches that echo the heritage of Old Florida while modern systems and refined finishes ensure comfort and livability for generations to come. This peninsula property is just under an acre and sits at the north end of one of Anastasia Island's most private double cul-de-sac streets. With more than 175 feet of direct Intracoastal Waterway frontage, a small marsh creek, and wide salt marsh views, the homesite offers a strong sense of privacy and natural surroundings. The surrounding acres of preservation land create the sense of an expansive private estate while ensuring your views are protected.To the west, enjoy the unobstructed view across the ICW to sandbars, tidal creeks, and the untouched beauty of Moses Creek Preserve, located over two miles away- providing some of the longest, most undisturbed sunset views on Anastasia Island. Located within Espanita, a gated community of just 24 homesites, this lot provides an excellent opportunity to build a custom coastal home. The shoreline allows for deep-water access, and the property includes an existing coquina bulkhead. While the setting is peaceful, the location remains convenient only a short walk or bike ride to the white quartz sand of Crescent Beach, minutes from Historic Downtown St. Augustine, and under ten minutes from I-95. This is a rare opportunity to own a premier waterfront parcel that combines natural beauty, protected views, deep-water potential, tranferable dock permit in place, and unmatched tranquility within one of Anastasia Island's most desirable gated communities. Virtual Tour; https://tr.ee/cc3Dn288nD

225 N La Crescenta Drive, St. Augustine

$3,250,000
4 Beds 5 Baths 5,321 SqFt. 79 DOM
Experience waterfront living at its finest in this custom-designed Intracoastal estate, thoughtfully crafted for both entertaining and everyday enjoyment. Positioned to capture expansive water views and protected preserve views of Moses Creek just across the waterway. This exceptional property offers a rare combination of deep-water dockage on the Intracoastal Waterway and an additional covered canal-front dock, complete with a boat lift. Designed to seamlessly blend indoor and outdoor living, the residence features a glass enclosed pool and spa, spacious waterfront gathering areas, and breathtaking sunset views. At the heart of the home, a distinctive sunken bar with pass-through access to the outdoor pool area creates an ideal setting for hosting family and friends. Architectural details throughout the home include a striking natural coral fireplace wall and handcrafted Mexican-imported Cantera stone accent columns, adding warmth, character, and timeless coastal appeal. The thoughtfully designed floor plan offers multiple living and entertaining spaces with views of the Intracoastal Waterway from every room! Notable highlights include two separate, two-car garages, including one currently used as the "Tackle Box," offering generous space for vehicles, boating and fishing equipment, hobbies, and storage. With direct boating access, exceptional outdoor amenities, unique architectural elements, and a premier waterfront location, this property presents a rare opportunity to enjoy the best of coastal living in St. Augustine.

6357 Putnam Street, St. Augustine Beach

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