Saint Augustine Historic District Homes for Sale

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  $2,175,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  50 Charlotte St, St. Augustine, FL 32084

  50 Charlotte Street | St. Augustine, Florida - An Iconic Corner in the Heart of the Historic District Positioned at the prominent corner of Charlotte and Hypolita Streets, 50 Charlotte Street presents a truly rare offering in the heart of St. Augustine’s historic district that has been lovingly held as a legacy property by the same family for over 50 years. Just one block from the Matanzas River

  Jena Dennis Great Expectations Realty

  50 Charlotte St, St. Augustine, FL 32084
• Explore Saint Augustine Historic District

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  /52

  $1,150,000

  • 4 Beds
  • 2 Baths
  • 2,080 Sq Ft

  26 Riberia St, Saint Augustine, FL 32084

  Historic Elegance Revived: Charming 4-Bedroom Home with timeless appeal in the heart of Henry Flagler's original neighborhood. This enchanting residence, circa 1910, stands as a testament to Saint Augustine's rich history. Beyond the white picket fence and landscaping, discover a meticulously restored four-bedroom, two-bath home that seamlessly merges the allure of its historic era with modern

  ELIZABETH LANG Endless Summer Realty

  26 Riberia St, Saint Augustine, FL 32084
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  /40

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,599 Sq Ft

  4 Fletcher Ln, Saint Augustine, FL 32084

  Don't miss the opportunity to own a piece of historic charm with this 3-bedroom, 2-bath 1925 bungalow, located in one of Uptown's most desirable and rapidly growing neighborhoods. Whether you're a homeowner with a vision or an investor seeking your next project, this property offers incredible potential! Features include a spacious screened front porch, original hardwood floors throughout most of

  Danielle McQuarry MAXREV, LLC

  4 Fletcher Ln, Saint Augustine, FL 32084
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  /75

  $1,875,000

  9 Sevilla St, Saint Augustine, FL 32084

  Welcome to your dream investment at 9 Sevilla St. in historic downtown St. Augustine. Location in the heart of everything- just steps from Flagler College, shopping, dining, and historic attractions. This fully furnished property is an established and highly productive VRBO/Airbnb income property all 5-star. This exceptional property features three beautifully appointed units each thoughtfully

  Suzanne O'Toole Berkshire Hathaway Homeservices Florida Network Realty

  9 Sevilla St, Saint Augustine, FL 32084
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  $1,963,000

  24 Saragossa St, Saint Augustine, FL 32084

  Step into a rare offering where timeless architecture, rich history, and modern opportunity converge. Nestled on a lush, maturely landscaped .30-acre corner parcel with abundant parking, this extraordinary multi-unit estate has been lovingly held within the same family since 1951—an enduring testament to its character and charm. At the heart of the property stands the iconic 24 & 26 Saragossa

  Ali Burchfield Watson Realty Corp (A1A)

  24 Saragossa St, Saint Augustine, FL 32084
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  /55

  $1,195,000

  • 3 Beds
  • 3 Baths
  • 1,554 Sq Ft

  48 Osceola St, Saint Augustine, FL 32084

  A rare gem in St. Augustine’s highly coveted Abbott Tract, this circa-1900 residence captures the timeless allure of historic downtown living with the ease of modern updates. Beautifully preserved and thoughtfully enhanced, the property offers a sparkling blue lap pool surrounded by tropical foliage, the 2-bedroom, 2-bath main home along with a detached 1-bedroom, 1-bath guest suite featuring a

  Noah Bailey Keller Williams Realty Atlantic Partners St Augustine

  48 Osceola St, Saint Augustine, FL 32084
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  /50

  $1,295,000

  • 4 Beds
  • 4 Baths
  • 2,304 Sq Ft

  47 Osceola St, Saint Augustine, FL 32084

  Tucked into the historic Abbott Tract in uptown St. Augustine, just one block from the bayfront and a short stroll to charming shops, galleries, and restaurants, this beautifully preserved 1920 coastal retreat blends timeless character with thoughtful updates and exceptional flexibility. Set on a deep, quiet lot, the property offers a rare private courtyard-style haven centered around a

  Matthew Shaffer Engel & Völkers St Augustine

  47 Osceola St, Saint Augustine, FL 32084
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  /22

  $395,000

  • Land
  • 0.1 Acre
  • $3,950,000 per Acre

  45 Osceola St, Saint Augustine, FL 32084

  Rare opportunity to build in Uptown St. Augustine’s coveted Abbott Tract—one of the most charming and historic neighborhoods in the nation’s oldest city. Tucked just north of downtown, this homesite places you within short walking distance of local boutiques, art galleries, cafés, and iconic landmarks along San Marco Avenue. Known for its tree-lined streets and architectural character dating back

  Matthew Shaffer Engel & Völkers St Augustine

  45 Osceola St, Saint Augustine, FL 32084
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  /58

  $3,700,000

  • 4 Beds
  • 2.5 Baths
  • 3,274 Sq Ft

  71 Water St, Saint Augustine, FL 32084

  Les Tres Torres—“The Three Towers”—a name inspired by the lighthouse beacons that glow across the water at night, is a historic St. Augustine home reborn as a breathtaking Spanish hacienda. This exceptional waterfront residence surrounds you with the tranquility of a private resort, creating an everyday experience that feels effortlessly like a getaway. Perfectly positioned on Water Street, one

  

  Victoria Sicuranza

  Coldwell Banker Premier Properties (Historic Office)

  (844) 860-5764

  71 Water St, Saint Augustine, FL 32084
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  /65

  $1,495,000

  • 3 Beds
  • 3 Baths
  • 2,001 Sq Ft

  288 Saint George St, Saint Augustine, FL 32084

  Located just 4 blocks from the heart of historic downtown St Augustine, 288 St George St sits on one of the city’s favorite tree-lined streets - known for timeless charm, welcoming neighbors and classic picket-fence appeal. Residents gather on front porches, greet dog walkers and cyclists passing by and plan neighborhood parties. Beautifully restored by its current owner, this historic St

  Irene Arriola One Sotheby's - Downtown

  288 Saint George St, Saint Augustine, FL 32084
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  /63

  $3,350,000

  • 3 Beds
  • 3.5 Baths
  • 2,916 Sq Ft

  53 Marine St, Saint Augustine, FL 32084

  There are homes... and then there are pieces of history. Welcome to The Puello House, a rare and remarkable residence at 53 Marine Street in St. Augustine, originally constructed between 1812 and 1814 by Maria Puello during the city's Second Spanish Period. Built of native coquina stone, the same material used to construct the nearby Castillo de San Marcos, this extraordinary property has stood

  Sydney Ragusa UNITED REAL ESTATE GALLERY

  53 Marine St, Saint Augustine, FL 32084
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  /2

  $230,000

  • Land
  • 0.82 Acre
  • $280,488 per Acre

  6330 Route 1, St. Augustine, FL

  Great opportunity to own .82 acre on US 1 South! Conveniently located near local shopping, dining, and everyday amenities. A quick drive to Crescent Beach from SR-206. Open Rural zoning allows for a variety of potential uses.

  Daniel Andrews Florida Homes Realty & Mortgage

  6330 Route 1, St. Augustine, FL
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  $1,200,000

  • 4 Beds
  • 3 Baths
  • 2,558 Sq Ft

  23 Cincinnati Ave, Saint Augustine, FL 32084

  Turnkey, income-producing, and perfectly positioned—this fully renovated historic home in St. Augustine’s Uptown District is a proven short-term rental just steps from St. George Street and minutes to Vilano Beach. Sold fully furnished and ready to go, this is a rare opportunity to step into immediate rental income in one of the most desirable areas of St. Augustine. A spacious front porch with a

  Krista Hoff Endless Summer Realty

  23 Cincinnati Ave, Saint Augustine, FL 32084
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  $165,000

  • Land
  • 0.7 Acre
  • $235,714 per Acre

  9168 Route 1, St. Augustine, FL 32086

  Two 50 ft x 300 ft lots being sold together as one parcel, offering approximately .7 of an acre of land along US Highway 1 South just south of SR 206. This property provides a unique opportunity to secure a sizeable piece of land in a rapidly growing section of southern St. Johns County. (Lots 115 & 114) The property is zoned Open Rural (OR), which allows for a variety of potential uses depending

  Zach DiFilippo Coldwell Banker Premier Properties (Matanzas)

  9168 Route 1, St. Augustine, FL 32086
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  /54

  $710,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  16 Myrtle Ave, Saint Augustine, FL 32084

  Step into one of the most unique opportunities in St Augustine - where historic charm, privacy, and income potential come together just steps from the iconic Fountain of Youth. Tucked away at the back of a spacious lot, this property offers a rare sense of seclusion while still being right in the heart of it all. From the moment you arrive you'll notice the generous off street parking - an

  LOURDES DIAZ WATSON REALTY CORP

  16 Myrtle Ave, Saint Augustine, FL 32084
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  /34

  $749,000

  • 4 Beds
  • 3 Baths
  • 1,740 Sq Ft

  6 E San Carlos Ave, St. Augustine, FL 32084

  Two homes, one property--minutes to Historic district and beach. This North City/Uptown gem offers a charming 2BR/2BA main residence plus a separate 2BR/1BA apartment above the garage for true flexibility. The main house showcases original hardwood floors, a brick wood-burning fireplace, and a flowing plan with a front sitting/sun room, living room, dining area, office/flex room, and an

  Michelle Spinneweber RE/MAX UNLIMITED

  6 E San Carlos Ave, St. Augustine, FL 32084
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  $1,349,000

  • 4 Beds
  • 3.5 Baths
  • 2,588 Sq Ft

  3 Radio Rd, Saint Augustine, FL 32084

  At 3 Radio Road, the view tells the story. From this elevated vantage point, the panorama stretches across the Intracoastal Waterway including Hospital Creek & Vilano Inlet and continues to the Atlantic Ocean and beyond, a rare layered water view that shifts beautifully with the light throughout the day. Located just moments from historic downtown St. Augustine, near the Fountain of Youth

  Carolyn Brown Exp Realty

  3 Radio Rd, Saint Augustine, FL 32084
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  $499,000

  • 2 Beds
  • 1.5 Baths
  • 863 Sq Ft

  54 Grove Ave, Saint Augustine, FL 32084

  Beautifully restored and renovated 1919 vintage Florida Bungalow! Offering 2-bedrooms, 1.5-bathroom, this charming home is ideally located in the heart of Historic Downtown St. Augustine. Thoughtfully designed living space, this property offers both comfort and convenience—currently operating as a successful short-term rental! A screened front porch sets the tone for relaxed Florida living,

  Noah Bailey Keller Williams Realty Atlantic Partners St Augustine

  54 Grove Ave, Saint Augustine, FL 32084
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  /65

  $415,000

  • 5 Beds
  • 2 Baths
  • 1,344 Sq Ft

  17 Aviles Dr, Saint Augustine, FL 32084

  Welcome to 17 Aviles Drive, a rare 1928 cottage offering timeless character, flexible living, and exceptional income potential in the heart of St. Augustine. This 5-bedroom, 2-bath home is thoughtfully configured for multigenerational living or house hacking, featuring three total kitchens and a fully functional basement with a private entrance, ideal for extended family, guests, or rental use.

  Alexia Cipollone DJ & LINDSEY REAL ESTATE

  17 Aviles Dr, Saint Augustine, FL 32084
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  $1,190,000

  • 3 Beds
  • 3 Baths
  • 2,165 Sq Ft

  1 Radio Rd Unit 202, Saint Augustine, FL 32084

  Exquisite daily sunrises over the St. Augustine inlet and Intracoastal Waterway from an expansive private balcony can be your reality at this stunning condominium. Inlet Sunrise is a private enclave of only 8 units that includes a community pool, elevator access, and dock with boat slips that also features a fish cleaning station, water, and electric. The boat slip also features tide slides and

  Amy Gibbs Watson Realty Corp (A1A)

  1 Radio Rd Unit 202, Saint Augustine, FL 32084
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  /5

  $135,000

  • Land
  • 0.82 Acre
  • $164,634 per Acre

  6370 Route 1, St. Augustine, FL 32086

  Create your own paradise with this nice, wooded, buildable .82 of an acre lot in St. Augustine. Zoned OR with no HOA nor Restrictions. This would make a great future homesite away from the hustle and bustle and just a few minutes from the beach. FEMA flood maps and County appraisal site indicates flood zone X and no flooding. Seller will entertain all reasonable offers so bring any offer!

  Brenda Beason Manucy MANUCY REALTY AND ASSOCIATES

  6370 Route 1, St. Augustine, FL 32086
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  /54

  $1,695,000

  • 4 Beds
  • 3.5 Baths
  • 3,080 Sq Ft

  290 Saint George St, Saint Augustine, FL 32084

  Experience historic luxury at 290 St. George St, the former personal residence of famed architect Fred Henderich. Masterfully reimagined by John Benoit of BEHST Builders, this estate seamlessly fuses 1900s ''Old World'' soul with 21st-century sophistication. Positioned on a rare 62.5x200 lot stretching from St. George to Cordova St, the property offers stunning Lake Maria Sanchez views and

  Chloe Goble MAXREV, LLC

  290 Saint George St, Saint Augustine, FL 32084
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  /30

  $999,000

  • 4 Beds
  • 2 Baths
  • 1,492 Sq Ft

  251 Charlotte St, Saint Augustine, FL 32084

  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

  CONOR FLYNN FLORIDA HOMES REALTY & MTG LLC

  251 Charlotte St, Saint Augustine, FL 32084
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  /2

  $299,900

  • Land
  • 0.24 Acre
  • $1,249,583 per Acre

  5478 First St, Anastasia Island, FL 32080

  Prime Buildable Lot in South-After Anastasia Island Neighborhood! Located on the island and just a short stroll to the beach, this spacious lot offers the perfect setting for your coastal dream home. Bring your builder and start creating the lifestyle you've always wanted - sun, sand, and sea are all within reach!

  Bill Miller Coldwell Banker Premier Properties (Matanzas)

  5478 First St, Anastasia Island, FL 32080
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  $1,150,000

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  249 Charlotte St, St. Augustine, FL 32084

  A rare opportunity! This historic home, just 2 blocks from the Bayfront, includes a buildable lot in the heart of St. Augustine’s historic district. Zoned for single or multi-family use, this property is just steps to dining, nightlife, shopping, and iconic attractions, offering optimal walkability in one of the city’s most desirable areas. The large ‘L’ shaped lot offers exceptional potential

  Douglas Pugh Florida Homes Realty & Mortgage

  249 Charlotte St, St. Augustine, FL 32084
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  /2

  $595,000

  • Land
  • 1.04 Acres
  • $572,115 per Acre

  4900 Route 1, St. Augustine, FL 32086

  This 1.04-acre mixed-use commercial parcel is shovel-ready and positioned directly in the path of growth within one of South St. Augustine’s most active commercial corridors. The surrounding area is experiencing rapid expansion, with multiple new commercial projects currently under construction and additional developments planned nearby, driving sustained traffic, demand, and long-term value. The

  Kara Brynteson Herron Real Estate LLC

  4900 Route 1, St. Augustine, FL 32086
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  /47

  $799,000

  • 2 Beds
  • 2.5 Baths
  • 1,414 Sq Ft

  307 Saint George St, Saint Augustine, FL 32084

  Classic Elegance in the Heart of St. Augustine’s Historic District. Built in 2019, this exceptional residence blends Old World architectural charm with the confidence and comfort of modern construction. Elevated 10 feet above grade this thoughtfully designed single-level home offers two bedrooms and two-and-a-half baths, with soaring 10-foot ceilings that create a bright, gallery-inspired

  

  Victoria Sicuranza

  Coldwell Banker Premier Properties (Historic Office)

  (866) 284-4426

  307 Saint George St, Saint Augustine, FL 32084
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  /46

  $659,000

  • 5 Beds
  • 2 Baths
  • 2,019 Sq Ft

  29 Bernard St, St. Augustine, FL 32084

  A truly unique opportunity in uptown St. Augustine to own 2 single family home rental properties on a single lot! These completely rehabbed historical homes (both built in the early 1900s) have been lovingly rehabbed and given new life! Both located on desirable Bernard St these cottage style homes both include new roofs, new electrical, new split unit ACs, fully rehabbed kitchens and bathrooms,

  Michael Krzeszewski JPAR CITY AND BEACH

  29 Bernard St, St. Augustine, FL 32084
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  /51

  $999,900

  • 4 Beds
  • 2 Baths
  • 2,055 Sq Ft

  11 Pine St, Saint Augustine, FL 32084

  Set in the heart of America’s oldest city, this remarkable 1890 two-story property with solar and an automatic generator offers a rare blend of history, land and potential. Situated on a large corner lot, with valued RS-2 zoning short term rentals, the property enjoys exceptional views, marked by the cross where Ponce de León is believed to have come ashore, placing it among a small handful of

  Diane Vespucci TEAM 100 REALTY

  11 Pine St, Saint Augustine, FL 32084
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  /37

  $925,000

  • 3 Beds
  • 3.5 Baths
  • 1,505 Sq Ft

  17 Hope St, Saint Augustine, FL 32084

  Welcome to your perfect retreat in the heart of downtown St. Augustine! This stunning 2021 custom-built home comes fully furnished and thoughtfully decorated, ready to embrace its new owner. Designed with care, it features soaring ceilings and an open living area that welcomes natural light, creating an inviting space for gatherings. You can walk to all the sites! The charming front porch beckons

  Janice Brown ST AUGUSTINE REALTY

  17 Hope St, Saint Augustine, FL 32084
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  /37

  $625,000

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  33 Cincinnati Ave, Saint Augustine, FL 32084

  Welcome to your slice of history nestled in the heart of St. Augustine's vibrant downtown. Presenting a captivating 4-bedroom, 2-bathroom single-family home, exuding timeless elegance and modern convenience. Built in 1910, this exquisite residence sits majestically on a coveted corner lot, offering a lifestyle of both historic charm and urban convenience. As you step onto the property, you're

  James Brown St Augustine Realty

  33 Cincinnati Ave, Saint Augustine, FL 32084
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  /52

  $799,500

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  44 Carrera St, Saint Augustine, FL 32084

  Built in 1885 in Henry Flagler's ''MODEL LAND COMPANY'' - tastefully and extensively renovated. From the studs in, the home has spray-foam insulation (even in the attic), new drywall and paint. The heavy lifting has been completed in the kitchen featuring a 4-Burner Gas Cooktop under a wall-mount range hood, replaced cabinets & counters and both full baths are totally redone. Electric and

  Dirk Schroeder CENTURY 21 ST AUGUSTINE PROPERTIES

  44 Carrera St, Saint Augustine, FL 32084
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  /57

  $990,000

  • 3 Beds
  • 3 Baths
  • 1,828 Sq Ft

  1 Radio Rd Unit 203, Saint Augustine, FL 32084

  A Boater's Paradise Awaits!Discover this exclusive enclave of just eight condominiums, each with its own deeded boat slip—this one featuring a 15,000-lb lift and direct access to the Atlantic via the nearby St. Augustine Inlet. This solid block-constructed residence offers elegant living with sweeping, unobstructed views of the Intracoastal Waterway and the ocean inlet.Inside, you'll find

  Christine Rich RE/MAX UNLIMITED

  1 Radio Rd Unit 203, Saint Augustine, FL 32084
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  /53

  $974,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,544 Sq Ft

  60 Osceola St, Saint Augustine, FL 32084

  Now $974,000. This beautifully restored “Painted Lady” Victorian offers a rare opportunity to own a piece of history in the heart of St. Augustine. Perfectly positioned just north of Castillo de San Marcos and one block south of Nombre de Dios Mission, this prime location places centuries of charm right outside your door.Stroll to acclaimed restaurants, boutique shopping, art galleries, live

  Madalan Marine FLORIDA HOMES REALTY & MORTGAGE

  60 Osceola St, Saint Augustine, FL 32084
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  $2,190,000

  • 4 Beds
  • 4.5 Baths
  • 3,196 Sq Ft

  9 Bonita Bay Dr, Saint Augustine, FL 32084

  Nestled in the serene waterside enclave of Bonita Bay, 9 Bonita Bay Drive is a stunning Spanish-style retreat just steps from the heartbeat of historic St. Augustine. This elegant 4-bedroom, 4.5-bath home offers enormous refined living space across three levels, expertly crafted in 2020 with Old-World charm and modern luxury. Living areas are flooded with natural light, and include high-end

  Galeann Montague LA ROSA REALTY NORTH FLORIDA, LLC.

  9 Bonita Bay Dr, Saint Augustine, FL 32084
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  /69

  $5,799,000

  • 18 Beds
  • 18 Baths
  • 6,218 Sq Ft

  29 Cuna St, Saint Augustine, FL 32084

  Discover one of St. Augustine’s premier hospitality offerings — the Agustin Inn, a distinguished 17-room boutique Inn nestled within the Historic District’s premier walking corridor. This three-story inn with elevator access combines timeless architecture and modern comfort, only steps from the energy of St. George Street and the charm of the nation’s most visited historic destination. Originally

  

  Rich O'Brien

  Coldwell Banker Premier Properties (A1A Beach)

  (844) 689-0147

  29 Cuna St, Saint Augustine, FL 32084
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  /94

  $2,490,000

  • 6 Beds
  • 5 Baths
  • 3,999 Sq Ft

  178 Avenida Menendez, St. Augustine, FL 32084

  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

  Frank Perez-Andreu KELLER WILLIAMS REALTY ATLANTIC PARTNERS (ST. AUG)

  178 Avenida Menendez, St. Augustine, FL 32084
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  /7

  $599,900

  • Land
  • 1.6 Acres
  • $374,938 per Acre

  5900 Route 1, St. Augustine, FL

  Mixed use parcel, Build Storagae Facilites, Fast food restaurant, Carwash it a mixed use lot Please confirm zoning. Possible Seller Financing

  Mike Kemp United Realty Group Inc

  5900 Route 1, St. Augustine, FL
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  /43

  $473,000

  • 3 Beds
  • 2 Baths
  • 1,403 Sq Ft

  159 Marine St Unit 205, Saint Augustine, FL 32084

  Huge price cut! Come take a leisurely ten-minute stroll along the bayfront to the plaza for a cozy cocktail and live music, or hop on your bike and cross the bridge to the Amphitheater or one of St. Augustine's many fine dining destinations. This gated, beautifully updated condo offers the best of waterfront living, with private dock access for fishing and a pool overlooking the water—perfect for

  ELIZABETH ELLIOTT ROUND TABLE REALTY

  159 Marine St Unit 205, Saint Augustine, FL 32084
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  /74

  $1,250,000

  • 5 Beds
  • 3 Baths
  • 2,335 Sq Ft

  62 1/2 Valencia St, Saint Augustine, FL 32084

  Own a piece of St. Augustine charm with this well-maintained triplex located just steps from Flagler College and the heart of downtown. Perfectly situated for investors or owner-occupants, this income-producing property features three separate apartments with private entrances and paved off-street parking for all residents. Two of the apartments each offer 2 bedrooms and 1 bathroom, while the

  

  Neal Brown

  IHEART REALTY INC

  (866) 817-8473

  62 1/2 Valencia St, Saint Augustine, FL 32084

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