$1,050,000 4 Beds ⋅ 4 Baths ⋅ 2163379 MLS A distinctive St. Augustine home in a location that lets you experience the city--not simply live near it. Set in the sought-after Uptown/Nelmar Terrace area, 4 E San Carlos Ave captures the character that makes St. Augustine so desirable: mature oaks draped in Spanish moss, palms, charming architecture, and the ability to move easily between the historic city, local dining and shops, waterfront activities, and the beaches beyond. From the street, the home's coastal-inspired architecture, metal roof, welcoming covered front porch, and mature landscape immediately set it apart. Inside, the home offers four bedrooms, three-and-a-half baths, and a spacious bonus/game room, creating a versatile layout for full-time living, welcoming family and friends, or simply enjoying a home with room to spread out. The main living spaces are bright and inviting, with an open-concept design connecting the living room and beautifully appointed kitchen. White cabinetry, quartz-style countertops, stainless appliances, a detailed glass-tile backsplash, and a large island create a kitchen that is both functional and polished. A walk-in pantry adds valuable storage, while a separate, cozy office provides a quiet space for working from home, reading, or simply having a dedicated place to retreat. A fireplace adds warmth and character to the living space, creating a natural gathering place for everyday life and entertaining. Upstairs, the primary suite offers a private retreat complete with its own balcony, creating a quiet place to enjoy the morning or unwind in the evening. The bonus/game room adds an entirely different dimension to the home--ideal for recreation, movie nights, guests, or simply giving everyone a little more room to spread out. Outdoor living is one of this home's defining features. Rather than one ordinary backyard, the property offers multiple distinct spaces to enjoy the outdoors, including the covered front porch, rear porch, private primary-suite balcony, and a beautifully designed pavered courtyard alongside the home. Tropical landscaping, comfortable seating, and a dedicated grilling area create an intimate setting for morning coffee, evening gatherings, or entertaining friends, while additional lawn areas provide even more room to enjoy the Florida sunshine. The home is equally well suited to everyday practicality, with an extended driveway, 2.5-car garage, no HOA, and a generator inlet. There is room for vehicles, storage, bikes, a golf cart, and the extras that come with enjoying the Florida lifestyle. And then there's the location. Historic St. Augustine becomes part of everyday life here. Walk to iconic landmarks and museums, the Fountain of Youth, and beautiful oak-canopied Magnolia Avenue, where centuries-old live oaks draped in Spanish moss create one of the city's most memorable settings. From here, historic streets, local restaurants, galleries, shops, and the waterfront are all part of the experience, while a bike ride opens the door to even more--from downtown to the coast and beaches beyond. The surrounding mature trees and distinctive mix of homes add to the character of a neighborhood that feels authentically St. Augustine--a place where history, natural beauty, and coastal living are woven into everyday life. Some homes are best understood in person. Come experience the setting, walk the porches, step into the courtyard, take in the surrounding character, and discover what makes 4 E San Carlos Ave a truly special St. Augustine offering. Schedule your private showing today. 4 E San Carlos Avenue, St. Augustine Listing courtesy of CROSSVIEW REALTY.
$740,000 4 Beds ⋅ 3 Baths ⋅ 2162822 MLS 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 all-season room. The updated kitchen features new cabinetry, counters, and appliances; lighting and doors have been refreshed throughout. Each bedroom functions as an owner suite, and both open directly to decks overlooking the newly fully fenced backyard under grand live oaks and Spanish moss--perfect for morning coffee, evening wine, or weekend gatherings. This property is ideal for multigenerational living, guest quarters, a home office, or generating potential income as a short-term or long-term rental. 6 E San Carlos Avenue, St. Augustine Listing courtesy of RE/MAX UNLIMITED.
$425,000 3 Beds ⋅ 2 Baths ⋅ 2151305 MLS CHARMING 3BR/2BA BORDERING DOWNTOWN ST AUGUSTINE nestled among ancient oak trees on a limited access street. Built with brick, concrete & masonry, this solidly built home is a testament to lasting craftsmanship! Brand new gorgeous kitchen with lots of cabinets, granite counters & new appliances plus new LVP flooring makes this a perfect home or an excellent investment. Front of home has 2 bedrooms & a newly constructed bathroom. Back of home includes a private inlaw suite efficiency with its own entrance, kitchenette, new full bathroom & its own back yard. Fully fenced front & back yard with 2 sheds! Engineer says you can even build a 2nd floor! This can be an excellent primary home, vacation home or short term rental property. Located next to an historic church in a peaceful setting but only 1 mile to Vilano Boat Ramp; 2.5 miles to Vilano Beach; .6 mile to Mission Nombre de Dios where Ponce de Leon discovered St Augustine; & 1.3 miles to Castillo de San Marco National Monument. 6 Douglas Avenue, St. Augustine Listing courtesy of WATSON REALTY CORP. Selling Office: .
$599,900 2 Beds ⋅ 2 Baths ⋅ 2126127 MLS OPEN HOUSE 9/12/2026 1-3 WELCOME HOME! Beautifully updated & renovated home in highly desirable Nelmar Terrace, never flooded! This move-in-ready property features bright, sun-filled living spaces & brand-new LVP flooring throughout.The chef-inspired kitchen opens to living & dining areas & offers abundant counter & cabinet space along w/ new stainless-steel appliances. Currently operating as an Airbnb, the home provides excellent flexibility for personal use or investment. Oversized owner's suite includes spacious sitting area, ideal for home office or gym. Bathrooms have been recently renovated & feature large, step-in showers. A generous guest bedroom is conveniently located w/ the updated 2nd bath across the hall. Notable upgrades include a NEW ROOF (6/26/25) w/ transferable 5-year warranty, updated electric service w/ buried lines, & an interior laundry area. A hard-to-find extra-large detached 2-car garage w/ its own sub-panel adds valuable storage & ''work shop'' space 4 Nelmar Avenue, St. Augustine Listing courtesy of WATSON REALTY CORP.
$750,000 4 Beds ⋅ 3 Baths ⋅ 2089401 MLS Located just minutes from the shores of Vilano Beach and walking distance to Historic Downtown St. Augustine, this spacious 4-bedroom, 2.5-bathroom home offers 2,164 square feet of thoughtfully designed living space with no HOA restrictions within the highly sought Fullerwood district. Step inside to a welcoming living room at the entry, perfect for greeting guests or enjoying a quiet moment. The heart of the home lies at the back, where the kitchen, dining room, and dual family rooms create an ideal layout for both everyday living and entertaining. The kitchen features striking blue cabinetry with gold accents, stainless steel appliances, and a breakfast bar for casual dining. Just off the kitchen, a cozy family room flows into a sunken second family roomoffering added space for relaxing or hosting. Upstairs, you'll find all four bedrooms, including the primary suite complete with a private en suite bath featuring a walk-in shower. The additional bedrooms offer flexibility for family, guests, or home office needs. Outdoors, enjoy the best of Florida living with a paver patio on one side and a convenient outdoor shower on the otherperfect for rinsing off after a day at the beach. Whether you're looking for a full-time residence or a beach-close retreat, this home combines style, space, and location in one exceptional package. Enjoy! 13 Douglas Avenue, St. Augustine Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.
$848,500 4 Beds ⋅ 3 Baths ⋅ 2031631 MLS Discover a rare multi-family gem in the heart of Nelmar Terrace's Historic District! This stunning Spanish-colonial style triplex offers a 2-bedroom, 1-bathroom unit upstairs and two 1-bedroom, 1-bathroom units downstairs. Located just a mile from Vilano Beach and close to the famous downtown historic district, this property promises a prime location. Two units are currently listed on AirBnB, while the third is a long-term rental at below-market rates. Remodeled in 2018, all units feature modern updates within a historic charm. The roof, replaced in 2022, includes two metal sections and one flat roof. Plumbing and electrical systems were completely updated in 2019, and each unit has separate electric and water meters. The property is in a flood zone, with current hazard and flood insurance costing $5,671 per year. Don't miss this exceptional investment opportunity—own a piece of history with modern amenities and excellent rental potential! Contact your agent to schedule a viewing! 8 Douglas Avenue, St. Augustine Listing courtesy of MOMENTUM REALTY. Selling Office: .
$579,000 2 Beds ⋅ 2 Baths ⋅ 2007341 MLS Welcome to your dream cottage, being offered furnished! This charming 1948 home has been tastefully updated, providing modern comfort while retaining its irresistible vintage appeal. Nestled in the historic and enchanting Nelmar Terrace neighborhood, surrounded by majestic live oak trees, this gem offers a serene escape just moments away from the best of St. Augustine. This prime location is only a 5-minute drive to the sun-soaked shores of Vilano Beach and a mere 6-minute drive to the heart of downtown St. Augustine. The 2 bedrooms and 2 baths - split floor plan, providing the perfect layout for privacy and comfort. Immerse yourself in the beauty of an extra-large, meticulously maintained backyard - a relaxing haven and a fresh canvas for garden enthusiasts. Marvel at the shade provided by 3 massive live oak trees on the property, creating a secluded, peaceful retreat. Experience ultimate peace of mind with an 8 ft. cedar fence encompassing the backyard, featuring 4 secure entrances strategically placed for easy access and convenience. Enjoy the modern amenities of the 2-year-old tankless water heater for nearly instant hot showers, a Smart LG front-loading washer and dryer, new GE microwave, stainless steel KitchenAid refrigerator with filtered water and ice dispensers, and the quiet Bosch Ascent Integra dishwasher, all ensuring efficiency and ease in daily living. For top-of-the-line climate control, there is a powerful, 2019 TRANE smart control central heating and air unit, which will guarantee year-round comfort. You will find surprisingly ample and abundant storage spaces, including built-in cabinets and shelves, California Closets in both bedrooms, and an attic. The climate-controlled front porch lounge room and office doubles as a cozy movie room, with projector and pull down movie screen. The large living room window has a custom remote-controlled window shade that also can act as a movie screen. Additional features: 6' x 6' Tuff Shed on concrete slab, added to the backyard in 2020. Metal roof on house 2018, roof on garage 2021, electrical rewire 2022, tented for termites 2021. The detached 16' x 24' garage is newly renovated and with full attic, plus large built-in cabinets and drawers to provide even more storage options. The garage is also climate controlled with a new in-wall, GE remote-controlled heating and air conditioning unit. This home offers not just a residence but a lifestyle - a seamless blend of historic charm and contemporary living. Don't miss your chance to call this adorable cottage in Nelmar Terrace your own. Schedule a showing today and make this hidden oasis your next home! Also note: Any artworks on walls are wall decals and can easily be removed. 7 Nelmar Avenue, St. Augustine Listing courtesy of ST AUGUSTINE REALTY. Selling Office: .
$890,000 2 Beds ⋅ 3 Baths ⋅ 1238883 MLS Schedule your showing for an hour+ as you will need it to view everything this special home has to offer. There are a total of three buildings to explore, with numerous paths and outdoor spaces to wander. As you enter the main home, you will appreciate its 100 year old features paired with modern custom touches. Both bedrooms are large and the primary suite has an attached sunroom overlooking the beautifully curated private garden, home to seasonal birds and butterflies. The kitchen has been completely remodeled with custom ambrosia maple soft-close cabinetry, Both bathrooms have been thoughtfully renovated with timeless choices. This is truly a home to be lived in offering many comfortable spaces, alongside a formal living room with a fireplace as the focal point. Venture outside to the barn-style studio space with a screened front porch and giant swing bed. Create whatever you can imagine in this space. Finally, explore the third dwelling which offers a spacious main area, smaller private room, and a half bath. Privacy becomes an art form as lush foliage surrounds you, creating a stunning retreat for relaxation. Sealed pavers wind throughout the landscape with decks and arbors scattered for individual seating and outdoor dining. This is the type of setting where owners can enjoy ultimate privacy or host intimate gatherings. It is that special. Embrace the historic allure of Nelmar Terrace while indulging in the vibrant lifestyle that St. Augustine offers. Immerse yourself in the city's storied past, explore attractions, savor the culinary charms of St. Augustine's award winning fine dining establishments, or stretch out on sun-kissed beaches. For water enthusiasts, the Vilano Boat ramp is one mile away. The home sits one mile from Flagler College and historic downtown St. Augustine and two miles to Vilano Beach. Nelmar Terrace Historic District was listed on the National Register of Historic Places in 2011 for architecture and its role in St. Augustine's development. 7 Milton Street, St. Augustine Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY. Selling Office: .
$540,000 3 Beds ⋅ 2 Baths ⋅ 1238625 MLS !!!SELLERS ARE OFFERING A 2/1 BUY DOWN TO GET YOU A 5% MORTGAGE ON THIS HOME!!! Fall in love with this 3 Bed/2 Bath, 2000+ SF Home in the St. Augustine Historic District, and ALL ON ONE FLOOR! This home has had many upgrades over the years but hasn't lost any charm! Enter the Living Room with original hardwood floors, Fireplace, Built-in Book Shelves & lots of Natural Light. The kitchen is updated and complete w/ SS Appliances and White Cabinetry. The tiled Sunroom is currently used for Social & Dining but the options are endless with this Heated & Cooled, Walls of Windows space, overlooking the Private Backyard. Walk to all of the attractions, restaurants, shopping, everywhere from this perfect location. The 2 Car Garage is oversized and complete with an outdoor shower. 15 May Street, St. Augustine Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS. Selling Office: .
$900,000 4 Beds ⋅ 5 Baths ⋅ 1257836 MLS Indulge in the captivating splendor of Pillars Castle: a harmonious blend of heritage and opulence. Prepare to be transported to a realm of timeless allure, where history intertwines seamlessly with luxury. Once the residence of the esteemed sculptor, C. Adrian Pillars, this Moorish castle constructed between 1917 and 1924 is a living masterpiece, having witnessed the creation of iconic sculptures, including the renowned ''Life'' circa 1920. While preserving its rich historical legacy, Pillars Castle embraces modernity in its meticulously renovated kitchen. This culinary haven features top-tier stainless steel appliances, a farmhouse sink, a dedicated coffee bar, and an expansive center island and peninsula bar. The Grand Hall exemplifies a distinguished gathering space, featuring a soaring two-story ceiling and a dramatic staircase. Effortlessly host and entertain guests in the refined dining area, adorned with stained glass windows that evoke a sense of a bygone era. Alternatively, unwind in the sophisticated fireplace room or partake in leisurely recreation with a game of billiards in the elevated loft/game room on the second floor. Traverse through the tranquil expanse of the three spacious bedroom suites each a sanctuary of lavish comfort. A kitchenette on the second floor, conveniently situated next to the original Pillar's primary suite, offers convenient access to a well-appointed coffee bar and refrigerator. The second-story landing offers a tranquil space for yoga or tai chi practice and features a seamlessly integrated built-in desk, creating a harmonious environment that effortlessly combines serenity with productivity. With private courtyard access, you can easily wander the meticulously curated grounds, enveloped in an aura of peace and serenity. Here, every corner resonates with the unmistakable touch of sophistication and refinement, a testament to the unwavering commitment to creating an exceptional and truly unique living experience. Pillars Castle is an extraordinary fusion of artistry, history, and modern luxurya testament to the ages. Embark on the enchanting journey and witness the magic of this living masterpiece. This property also provides the convenience of abundant off-street parking as well as an EV charger. A turnkey short-term rental, impeccably appointed with opulent furnishings and comprehensive amenities. In close proximity to award-winning beaches, the prestigious Flagler College, the renowned Lightner Museum, an array of fine dining establishments, and boutique shopping, this home offers the ultimate in convenience. Experience the elegance of living in downtown St. Augustine! 16 May Street, St. Augustine Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY. Selling Office: .