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$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

$1,475,000
3 Beds 3 Baths 2158222 MLS
The National Register of Historic Places recognizes the circa 1886 Horace Walker House in downtown St. Augustine. This landmark gem designed by architect Franklin W. Smith who also designed the Casa Monica Hotel and Villa Zorayda in Moorish Revival design has been fully restored to the luxury and opulaence of bygone days while melding modern conveniences of kitchen and baths. The rear of the house was expanded to feature fabulous outdoor living with outdoor kitchen, patio that can be open or enclosed and a courtyard backyard for event and guest entertainment. The property is zoned commercial and is currently used as a high end Air B&B and private event venue. If your goal is for a historic primary residence in the country's oldest continuously occupied city then enjoy 3 large bedrooms, 2 of which are ensuites, an upstairs rear balcony, large living room, dining room and all new kitchen with European appliances and flair, then this is it!

33 Old Mission Avenue, St. Augustine

$799,000
3 Beds 2 Baths 2157793 MLS
Fabulous fully-renovated and furnished 2-story 3 BR, 2 baths turn of century Victorian in heart of downtown St. Augustine -- close walk to Flagler College, Cathedral, restaurants and shops, and bayfront. Short-term rental income-producing, and ideal for empty nesters or second homeowners. Enjoy the breezes from the rocking chair of your front porch or upstairs balcony. Much of this classic design remains original, from doors, hardware to hardwood floors, which sparkle on first and second floor. Furnished and move-in ready, home flows seamlessly -- combining historic charm with contemporary comforts, making it a truly special find in the heart of the city. Bright updated kitchen that features SS appliances, white cabinets and beautiful countertops.A must see on your downtown St. Augustine showing list!

4 St. Andrews Court, 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

$415,000
3 Beds 2 Baths 2155801 MLS
Some homes have a soul you can feel the moment you walk in. This 1930 home is one of them. Step inside and you feel it immediately: the way morning light pours across the floors, the timeless finishes, the quiet character that no new construction can imitate. This is the kind of charm only time can bring, earned over decades, not manufactured in a showroom. Three bedrooms, two baths, and 1,207 square feet of thoughtfully restored living space, where every detail honors the home's history while keeping it comfortable, livable, and ready for its next chapter. You'll also find the kind of practical touches that are genuinely hard to come by in a home of this era: a one-car garage with a rare attached storage space. A bonus you won't find on every historic block plus a fully fenced yard and a versatile side yard to call your own. Beyond the walls, the story only gets richer. You're minutes from the heart of the nation's oldest city where brick streets wind past centuries of history, horse-drawn carriages still roll by, the salt air drifts in from the coast, and the sunsets look painted. Coffee on the porch in the morning, a short stroll to St. Augustine's celebrated restaurants, galleries, and waterfront by evening. This isn't just a location. It's a lifestyle people travel across the world to experience. And here's what sets this property apart: it already has a foundation in place as a short-term rental. The home has welcomed guests as a getaway retreat, and with the right attention and marketing, there's real room to grow it into a strong income producer. Whether you're looking for an investment with genuine upside, a second home in a city you'll never tire of, or a full-time residence with true character, 2 Clark Street gives you the flexibility to make it your own. These walls have held stories for nearly a hundred years. The next story could be yours.

2 Clark Street, St. Augustine

$415,000
2 Beds 1 Baths 2151750 MLS
Nestled beneath a canopy of mature oak trees in the highly sought-after Fullerwood neighborhood, this charming 1938 cottage offers a rare blend of historic character, modern updates, and an unbeatable St. Augustine lifestyle. Thoughtfully maintained and full of personality, the home welcomes you with a classic front porch that feels perfectly suited for morning coffee, evening conversations, and enjoying the peaceful surroundings that make Fullerwood so special. Inside, original wood floors, abundant natural light, and timeless architectural details create a warm and inviting atmosphere. The updated kitchen serves as the heart of the home, featuring stainless steel appliances, two-tone cabinetry, decorative tile backsplash, and a center island ideal for gathering with family and friends. Recent improvements, including a brand-new roof, provide added peace of mind while preserving the home's historic charm. Step outside and discover one of the property's most appealing features--a spacious rear deck overlooking a deep backyard shaded by mature trees. Whether you're hosting friends, grilling on the weekend, gardening, or simply relaxing outdoors, the yard offers plenty of room to enjoy Florida's year-round lifestyle. A long paver driveway provides ample off-street parking, while the detached storage shed adds convenience and functionality. Located in one of St. Augustine's most desirable neighborhoods, Fullerwood is loved for its historic charm, walkability, and proximity to everything that makes the area special. From your front door, you're just minutes from Historic Downtown, Vilano Beach, the Intracoastal, neighborhood parks, local coffee shops, and an incredible selection of restaurants and entertainment. Whether you're looking for a primary residence, weekend retreat, or investment opportunity, this home offers the chance to enjoy the very best of St. Augustine in a setting that feels both timeless and authentic.

11 Hildreth Drive, St. Augustine

$999,999
3 Beds 2 Baths 2147239 MLS
Some homes are built to blend in -- others are meant to stand out. Welcome to 7370 Woodward Road, a truly one-of-a-kind Fort Matanzas replica offering multigenerational living on 20 private acres in St. Johns County. Even better, this unique property is priced under appraised value! Designed for those who want space, freedom, and flexibility, this property offers multigenerational living, outdoor recreation, and room to create the lifestyle you've been looking for. Features include ATV trails, a shooting berm, 2 separate septic systems, a shared artesian well, and a mechanic garage with a chain hoist and an upstairs studio apartment complete with a kitchenette -- ideal for guests, extended family, hobbies, storage, or workspace. The main home offers a distinctive fortress-inspired design with a wraparound concrete block porch and a functional layout featuring 2 bedrooms and 1 bathroom. Downstairs, you'll find new flooring, real wood cabinets, a new water heater, and an updated bathroom with a new shower and flooring. Upstairs is a blank slate, ready for you to create whatever fits your vision -- additional living space, office, studio, game room, or private retreat. With 20 rare acres in St. Johns County, multiple living spaces, workshop potential, outdoor recreation, and unmatched character, this property is anything but ordinary. Opportunities like this do not come around often. Open House Saturday from 11:00 AM - 3:00 PM. Come see what makes this property so special! Some of the photo's inside the home have been virtually edited.

7370 Woodward Road, St. Augustine

$689,000
3 Beds 2 Baths 2132220 MLS
Welcome to this charming St. Augustine home nestled in one of the city's growing and most desirable areas. Perfect for first time home buyers, multi-generational or anyone looking to put down roots, this property offers the warmth, space and character that makes a house feel like home. Downstairs you have a one bedroom with bath, full kitchen and screened in patio. Upstairs you have two bedrooms, one bath, full kitchen and a huge outside deck. The home offers a bright and inviting layout designed for comfortable everyday living while the spacious deck provides endless possibilities for entertaining or creating your own outdoor retreat. Conveniently located just minutes from historic downtown, dining, beaches, local shops, you'll love the location this home provides.

16 Myrtle Avenue, St. Augustine

$747,000
4 Beds 3 Baths 2131492 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. Parking is a standout: paver courtyard + garage provide room for multiple vehicles and small boat/TOYs--rare this close to town. Updated PVC plumbing; electrical updates; refreshed lighting and interior/exterior doors;remodeled bath with custom tile shower; new pavers; and a transferable termite protection plan for added peace of mind.Location: North City/Uptown convenience--walk or bike to the Fountain of Youth and local eateries; minutes to the public boatramp, marinas, Vilano Beach, and the Bridge of Lions into downtown. Whether you're seeking a full-time residence, vacationretreat, or investment property, this versatile, island-adjacent compound offers the best of the St. Augustine lifestyle--history,coastal charm, and income potential all in one.

6 E San Carlos Avenue, St. Augustine

$314,999
2 Beds 1 Baths 2129032 MLS
Charming 2-Bedroom Home in Historic Downtown St. Augustine Step into the perfect blend of historic charm and modern convenience with this delightful 2-bedroom, 1-bath home in the heart of downtown St. Augustine. Nestled in Lincolnville surrounded by timeless beauty this home places you in the center of the city's rich history and vibrant culture. Relax on front porch, perfect for sipping morning coffee or unwinding in the evening while enjoying the warm Florida breeze. Inside, the home offers a comfortable layout with plenty of space to personalize and make your own. Located just steps from boutique shops, cozy cafés, top-rated restaurants, and iconic historic landmarks, every day feels like a vacation. Whether strolling the historic streets, taking in waterfront views, or exploring the local art and dining scene, this home offers a lifestyle unlike any other. Updated photos coming soon!

173 Riberia Street Unit B, 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

$560,000
3 Beds 3 Baths 2113745 MLS
Welcome home to your walkable lifestyle in the nations oldest city...meet our most eligible southern belle...over 125 years old and never flooded, she has original heart of pine floors and glorious stained window accents. The modernized kitchen has been totally brought up to code and has double ovens for the baker in your life. Modern conveniences like plantation shutters throughout only enhance her charm. The primary suite is so large you have enough room for a home office inside. Not to mention the walk in closets and soaking tub...the whole home balcony off the primary would be perfect for gardening and entertaining. The fenced back yard is made for fires in the fire pit or grilling out. Let's talk about how close you are to everything here...you are half a mile to the foot of the Bridge Of Lions and less to the Fort. This catch also has a nightly rental permit so she can earn as an Airbnb too!! Homes like this one don't come along often, come own your part of history today!

29 Grant 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