City Of St Augustine Real Estate

Welcome to the enchanting City of St. Augustine, Florida, a captivating destination that beautifully marries history with modern living. Nestled in St. Johns County, St. Augustine is not just the oldest city in the United States; it’s a vibrant community brimming with charm, culture, and coastal allure.

St. Augustine is renowned for its rich history, with cobblestone streets lined by centuries-old architecture, including the iconic Castillo de San Marcos and the picturesque Flagler College. This historic backdrop provides a unique ambiance that attracts residents and visitors alike. The city’s thriving arts scene, showcased in numerous galleries and theaters, complements its historical significance, offering a diverse array of cultural experiences.

For those considering a move, the subdivisions within St. Augustine offer a range of housing options to suit various lifestyles. From quaint bungalows in the historic district to modern family homes in serene neighborhoods, there’s something for everyone. The city’s commitment to preserving its heritage while embracing contemporary conveniences makes it an ideal place to call home.

Outdoor enthusiasts will delight in the stunning beaches, scenic parks, and lush nature trails that St. Augustine has to offer. Whether you’re strolling along the sandy shores of St. Augustine Beach or exploring the scenic landscapes of Anastasia State Park, the natural beauty of the area is simply breathtaking.

With a welcoming community, excellent schools, and a plethora of dining and shopping options, St. Augustine is not just a place to live; it’s a lifestyle. Come discover the magic of St. Augustine, where history meets modern charm in the heart of Florida!

Newest Listings in City Of St Augustine

$889,000

7 Beds ⋅ 5 Baths ⋅ 2158460 MLS

A rare opportunity in the heart of historic Lincolnville, this exceptionally well-maintained property offers seven bedrooms and five full baths across a flexible three-part layout that opens the door to income, extended family, or both. The first-floor lives beautifully on its own with three bedrooms, two full baths, a full kitchen, and a dedicated laundry room. Upstairs mirrors it with another three bedrooms, two full baths, a kitchen, and laundry area. A separate guest cottage rounds out the property with its own bedroom, full bath, and kitchenette. Pride of ownership shows throughout. Recent improvements include fresh exterior paint, newer windows, and a brand-new rear second-floor porch. Inside, original wood floors pair with tile and wood laminate for a blend of character and easy living. Covered porches on both the first and second floors invite slow mornings and long evenings, while generous patio areas extend the living space outdoors with six-foot wood privacy fence. Parking, so often the challenge in this part of town, is a non-issue here with room for up to nine vehicles on site. Just blocks from Historic Downtown, Flagler College, and a long list of local restaurants, the location puts everything St. Augustine is known for within easy reach. Whether you envision multi-generational living under one roof, a rental income strategy, or a combination of the two, the possibilities here. The seller is also offering an optional one-year home warranty for added peace of mind.

31 Sanford Street, St. Augustine

$950,000

3 Beds ⋅ 3 Baths ⋅ 2157738 MLS

Step into the timeless charm of historic St. Augustine with this beautifully updated 3-bedroom, 3-bathroom home located on prestigious Charlotte Street--one of the city's most sought-after addresses. Built in 1900, this exceptional two-story residence showcases the classic architectural character that makes St. Augustine so unique while offering the modern updates today's homeowners desire. Spanning well over 2,000 square feet, the home features solid flooring throughout and a thought fully renovated interior that perfectly balances historic elegance with contemporary comfort. The updated kitchen offers a clean, slightly modern aesthetic, making it an inviting space for both everyday living and entertaining. The luxurious primary bathroom has been beautifully remodeled, creating a spa-like retreat within the home. Outside, the property's historic exterior blends seamlessly into one of St. Augustine's most charming and desirable neighborhoods. Enjoy the convenience of being just a 10-minute walk from the heart of historic downtown, where you'll find award-winning restaurants, boutique shopping, art galleries, waterfront attractions, and year-round events. Whether you're searching for a primary residence, second home, or an opportunity to own a piece of St. Augustine's rich history, this remarkable Charlotte Street home offers an unmatched combination of location, character, and modern living.

348 Charlotte Street, St. Augustine

$688,888

2147805 MLS

SEE VIDEO under 'Facts & Features' & Virtual Tour. It's hard to imagine an 80' x 110' buildable lot complete with sewer, water, and electrical hookups in the midst of downtown St Augustine so close to the famous historic district, but that's exactly what is available to the discerning buyer who is fortunate enough to purchase 164 Marine Street. The previous onsite building has been removed leaving a cleared lot with the necessary connections ready for you to build your dream home with a marsh view convenient to all that the Nation's Oldest City has to offer. Whether it's a beautiful sunrise over Matanzas Bay highlighting a distant Lighthouse landmark; the slapping sails of a pirate ship silhouetted against a darkening sky and sailing under a bridge protected by Lions; quaint shops and artists' galleries nestled among the tropical foliage along cobblestone streets; award-winning restaurants filled with the mixed aromas of Europe as well as the Caribbean Sea; and the clip clop of horses hooves on stone streets which have felt the boots of several ruling countries; faint strains of street musicians and historical re-enactors heralding the night-watch as whispers of by-gone eras of our Nation's history; you cannot help but stand amazed to think "I could actually LIVE here!" Treat yourself to living history, to the romance of a European styled town as your own back yard in the gracious home you build at 164 Marine Street, St. Augustine, Florida.

164 Marine Street, St. Augustine

$949,000

4 Beds ⋅ 2 Baths ⋅ 2128943 MLS

Rare downtown St. Augustine duplex — fully furnished, fully restored, and full of opportunity. Just one block from the nation's oldest street and two blocks from the bayfront, this historic property delivers an unbeatable location with flexible income potential. Each of the two apartments features 2 bedrooms, 1 bath, a full kitchen, living room, eat-in area, and private laundry. Property has up to four parking spots. The owner has preserved the historic character while upgrading electrical, plumbing, and HVAC — each unit has its own electric meter and central heat & air. Enjoy over 1,880 sqft of living space with covered porches, a balcony, and a private back patio perfect for grilling or pets. Rent both units for maximum returns, live in one and rent the other, or convert to a single-family home with ease. All appliances included. Minutes to the beaches, steps to dining, shopping, and everything that makes St. Augustine one of the most desirable locations in Florida.

251 Charlotte Street, St. Augustine

$2,350,000

6 Beds ⋅ 5 Baths ⋅ 2118296 MLS

178 Avenida Menendez - An Iconic Flagler-Era Residence with Panoramic Bayfront Views Exquisitely restored and meticulously maintained. The Bodley/Bennett residence is a rare Flagler-era treasure, originally built in 1910 and thoughtfully renovated between 2010 and 2012. Perched along the Matanzas River, this historic legal home commands sweeping, panoramic vistas of the St. Augustine Bayfront and the legendary Bridge of Lions, offering a lifestyle defined by elegance, heritage, and unmatched waterfront charm. Boasting 6 bedrooms and 5 full baths, this residence seamlessly blends historic character with modern comforts. Yellow pine flooring, 8'' hardwood baseboards, original five-panel doors, and grand staircases evoke timeless craftsmanship while updated systems and finishes ensure contemporary luxury. Optional 1 year home warranty provided by Fidelity National Home Warranty. The First-Floor Residence is an ideal suite for generational living or distinguished guests, featuring 2 bedrooms, 1 full bath, a spacious living room with a period gas fireplace, and a formal dining room. The chef-inspired kitchen includes a Jenn-Air gas range, stainless steel appliances, granite countertops, and espresso-finished cabinetry accented with period hardwaremarrying modern convenience with classic detail. The Second-Floor Main Residence is Designed for refined living and entertaining. This level offers 2 bedrooms, 3 full baths, an inviting living room, formal dining, and a beautifully remodeled kitchen with gas range, updated cabinetry, and rich butcher block counters. Thoughtful layouts and elevated finishes create a sense of sophistication and comfort throughout. The Third-Floor Retreat is also the pinnacle of luxury living. This floor provides 2 bedrooms, 1 full bath, and a generous walk-out terrace framing some of the most breathtaking views of the Bayfront and Bridge of Lionsa private sanctuary perfect for morning coffee, sunset entertaining, or simply soaking in St. Augustine's timeless beauty. A rare convergence of history, architecture, and premier waterfront location, this residence is not just a homeit is a statement. Perfect for collectors of historic properties, lovers of fine craftsmanship, and those who seek an elevated lifestyle in one of Florida's most cherished cities. Experience St. Augustine living at its finestwhere every detail tells a story, every view inspires, and every moment is extraordinary.

178 Avenida Menendez, St. Augustine

$2,800,000

7 Beds ⋅ 5 Baths ⋅ 2112505 MLS

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 ofHistoric 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 sq ft of living space, 5 bedrooms and 3.5 bathrooms in the main house and a 2 bedroom, 1 bath apartment with private entrance, a full kitchen, living and dining room - 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 a 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.

268 St George Street, St. Augustine

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The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Realty Exchange LLC are marked with the listing broker’s name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. Data last updated