St Augustine FL Historic Style Homes for Sale

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

Listing courtesy of THE NEWCOMER GROUP.

$520,000

4 Beds ⋅ 3 Baths ⋅ 2155194 MLS

Qualified buyers can receive up to $7,500 toward closing costs or rate buy-down with our preferred lender. Tucked in the heart of St. Augustine's storied downtown, this beautifully renovated 1910 home blends timeless character with modern comfort. With 4 bedrooms and 3 full baths across 1,830 sq ft, there's plenty of room for family life to unfold -- from morning coffee on the porch to weekend walks to the marina, historic fort, and downtown's shops and restaurants. Walking distance to several annual festivals in the area. House Hack? This property has 2 private entrances. Every updated detail means you can move in and simply enjoy it, no renovation checklist required. This is a rare chance to own a piece of America's oldest city while living in a home that's truly turnkey. Did you see the rooftop porch facing the sunsets? Perfect for families who want walkable, historic living with modern peace of mind.

110 De Haven Street, St. Augustine

Listing courtesy of COLDWELL BANKER ANABASIS REALTY.

$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

Listing courtesy of THE NEWCOMER GROUP.

$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

Listing courtesy of MOMENTUM REALTY.

$675,000

3 Beds ⋅ 2 Baths ⋅ 2144204 MLS

42 Rohde Ave presents a rare opportunity to own a thoughtfully updated historic home in the heart of Uptown St. Augustine, where timeless character meets modern functionality and true walkability. Offering three bedrooms, two bathrooms, and just under 1,500 square feet of perfectly utilized space, this home lives larger than its footprint with a layout intentionally reworked to enhance flow and usability. The kitchen, dining, and living areas blend seamlessly, anchored by a custom-built island and upgraded cabinetry that create a natural gathering space for everyday living and entertaining. Originally built at the turn of the 20th century, the home retains its authentic charm through beautifully refinished original wood floors, historic doors and hardware, and classic windows, while thoughtful renovations have elevated the overall experience. Interior walls were opened and reconfigured to improve sightlines and function, including the addition of a true third bedroom and second bathroom, a redesigned primary bath, and a dedicated laundry space, all complemented by crown molding throughout. Behind the scenes, the major systems have been comprehensively updated, providing the comfort and confidence today's buyers seek. Electrical and plumbing were fully redone during the 2018 to 2019 renovation, including replacement of the main sewer line (2023) to the rear alley and a new water heater installation. A central HVAC system was added to the home for the first time in 2020 to 2021, with a newer heat pump replaced in 2023 and a high-efficiency filtration system in place. The roof has been well maintained, with additional metal roofing added to select areas for durability and protection. Set on a large, high and dry lot, the exterior continues to deliver with a welcoming front porch and a private backyard patio, complemented by extensive paver work that enhances both the outdoor living space and parking, with the paver driveway offering ample off-street parking, a genuine rarity in this part of historic St. Augustine. The location truly sets this property apart, placing you just moments from Uptown's best restaurants, coffee shops, and boutiques, with easy access to the historic district and a short drive over the bridge to Vilano Beach. Whether you are searching for a primary residence, second home, or a flexible property with short-term rental potential, 42 Rohde Ave delivers a compelling blend of character, thoughtful updates, and lifestyle in one of St. Augustine's most desirable settings.

42 Rohde Avenue, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$1,090,000

3 Beds ⋅ 3 Baths ⋅ 2140064 MLS

28 E Park Avenue is a rare offering in the heart of Fullerwood, Uptown St. Augustine's most established and character rich neighborhood. Originally built in 1926 and thoughtfully renovated, this marsh front residence blends historic architecture with modern systems and upgrades, set on three expansive lots against a permanently protected natural backdrop that ensures long term privacy and unobstructed views. The moment you step onto the expansive screened front porch, the tone is set overlooking the private park out front and welcoming neighborhood. Inside, original craftsmanship pairs with a bright, open kitchen with gourmet appliances (Wolf Stove, Elite GE Coffee, Filtered water refrigerator and Monogram 2nd oven/Microwave) and an inviting family room with a custom bar, creating a layout designed for both intimate evenings and larger gatherings. A secondary screened porch overlooks the private backyard and sweeping marsh views. Coastal breezes and wildlife create a tranquil setting that feels worlds away from the activity of town. The primary suite is privately positioned on the main level with a generous walk through closet and updated bath, while the upper level offers a spacious guest retreat and flexible loft space ideal for an office or additional sleeping quarters. The scale of the property is a true differentiator, with three lots providing exceptional space, privacy, and flexibility, including ample room for a future pool while maintaining generous green space. Newly installed professional privacy fencing provides security and peace of mind for pets and children without compromising the openness of the setting. The property's versatility further distinguishes it. A long paver drive accommodates an RV and boat and leads to an oversized two car garage with a fully remodeled, climate controlled studio featuring a kitchenette and plumbing in place for a future full bath and laundry. Whether utilized as a Bonus room, guest residence, executive office, multigenerational suite, creative studio, or income producing space, the flexibility is substantial. In addition, the separate workshop building is also climate-controlled and configured with dual suites, further expanding the possibilities for hobby use, business operations, guest overflow, or additional private workspace. Extensive recent improvements include upgraded HVAC with UVC air purification, improved ductwork and drainage systems, updated electrical, a resealed roof, new water heaters, a security system, irrigation via artesian well, refined landscaping, and enhanced exterior finishes. In early 2025, the City of St. Augustine secured permanent conservation of the adjacent marshland, protecting the natural vista and reinforcing the long term value of this setting. Positioned within Uptown, the home is walkable and bikeable to local favorites including Boat Drinks, Dos Coffee, and Crème de la Cocoa, as well as galleries and boutiques that define the area's creative energy. A neighborhood kayak launch is just down the street, offering easy access to the water, while historic downtown is minutes away for dining and culture and Vilano Beach is equally close for coastal access. The result is a refined coastal lifestyle that balances privacy and authenticity with convenience and vibrancy. Zoned RS 1 with weekly rental eligibility upon registration, this property offers architectural character, modern comfort, protected views, rare land value, and unmatched flexibility in one of St. Augustine's most desirable enclaves.

28 E Park Avenue, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$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

Listing courtesy of WATSON REALTY CORP.

$749,000

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

Listing courtesy of RE/MAX UNLIMITED.

$1,695,000

4 Beds ⋅ 4 Baths ⋅ 2129072 MLS

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 parking for 10+ cars. The main home radiates light, showcasing original woodwork, coffered ceilings, and a gourmet kitchen with custom cabinetry and a butler's door. The primary downstairs suite features floor to ceiling tile work, a tub and a walk-in shower, flowing into a sunlit morning room. Upstairs, find a nautical suite complete with a steam shower. Beyond a private sanctuary, this estate is a lucrative asset. The detached cottage is a designer showstopper with a vaulted living area and private lakefront verandas. Perfectly positioned as a high-end luxury rental in the heart of St. Augustine.

290 St. George Street, St. Augustine

Listing courtesy of MAXREV, LLC.

$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

Listing courtesy of CENTURY 21 LIGHTHOUSE REALTY.

$850,000

2 Beds ⋅ 1 Baths ⋅ 2121987 MLS

Step into a piece of rare and authentic Old-World Florida with this cherished beachside cottage. Built in 1935 as a ''day house'' for visitors from town arriving via the Victory Ferry and mule-drawn trolley for a beach day, it's believed to have been relocated in the 1960s to its current spot. In the same family for 40+ years, it's now ready for its next stewards. Eligible for National Trust for Historic Preservation listing, this gem of old beach life radiates legacy and slow-living charm: a wide porch for gathering, sunlight through original windows, and classic woodwork that whispers stories of a simpler time. Watch for dolphins, play games and puzzles, feel the tides, and carry this heritage forward. West portion of parcel west of A1A does not convey, it will be subdivided at closing. Seller owns adjacent oceanfront north lot 3220 Coastal Hwy and would consider selling as well (not listed). The far south side of the 3216 will be an easement to allow for deeded beach access for th parcel on the west side which will be parcelled off (likely to be given an address is 3217) and for 3209 Coastal Highway. Being SOLD AS IS.

3216 Coastal Highway, St. Augustine

Listing courtesy of EXP REALTY LLC.

Selling Office: .

$525,000

2 Beds ⋅ 2 Baths ⋅ 2121855 MLS

Welcome home to this charming bungalow located in iconic Lincolnville! This updated 2/2 could easily be converted to a 3/2, and offers tons of space with great natural light throughout! Walking in the front door you're greeted by a gorgeous columned arch that separates the living room from the dining room. To your right, there's a sunroom that makes for an extra bedroom or a bonus room and comes with its own entry doorway. To your left, there's a bedroom that overlooks the front porch, with a master bathroom tucked between the 2nd bedroom. The kitchen is located off the dining room - galley style, offering plenty of space and cabinetry throughout. Towards the back of the house, there's a small flex room presently used as an office that opens to a large laundry room with even more storage. Enjoy your days watching the horse drawn carriages stroll right by your home from your front porch or take a short walk to the infamous downtown historical district. This adorable home is located on a huge corner lot and located literally near everything! Book through showing time today! Buyer is responsible for doing all due diligence when considering. Home is zoned Residential Single-Family-Two (RS-2). NO SELLER FINANCING

82 South Street, St. Augustine

Listing courtesy of MAXREV, LLC.

Selling Office: .

$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

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

$732,500

4 Beds ⋅ 3 Baths ⋅ 2117441 MLS

Welcome to 114 and 112 M L King Avenue, a stunning 4-bedroom, 3-bathroom home nestled in the heart of historic Lincolnville. Built in 2016 with timeless craftsmanship to match the charm of the neighborhood, this residence offers over 2,100 sq ft of thoughtfully designed living space. Step onto one of the three inviting front porches and take in vibrant community views, including the cozy coffee shop directly across the street. Inside, you'll find an open, airy floor plan with modern finishes that seamlessly blend with classic architectural details. Everything is in excellent condition - practically like new - and tastefully updated to reflect St. Augustine's unique character. The buildable lot next door can also be purchased with the home. Currently graveled and used for additional off-street parking, providing the option to construct another home or guest cottage for additional income potential. Just steps away from all that downtown St. Augustine has to offer - restaurants, art galleries, music, and history - this property is ideal as a primary residence, a second home, or a lucrative short-term rental investment. Don't miss your opportunity to own this rare combination of modern comfort, historic charm, and future development potential in one of Florida's most beloved coastal towns.

114 Martin Luther King Avenue, St. Augustine

Listing courtesy of MAXREV, LLC.

Selling Office: .

$1,250,000

3 Beds ⋅ 3 Baths ⋅ 2116690 MLS

Timeless Elegance Meets Modern Luxury in the Heart of St. Augustine. Welcome to 31 Cincinnati Avenue, a rare opportunity to own an exceptional piece of St. Augustine's architectural heritage. Originally built in 1910 and thoughtfully expanded in 2015, this distinguished residence offers nearly 2,700 square feet of refined living space, gracefully positioned on a .30-acre double lot in the coveted Uptown district, just a short stroll from historic downtown. With short-term rental eligibility, the property presents an equally compelling opportunity as a private estate or a luxury investment. Inside, soaring ceilings, original yellow heart pine floors, and artisan-crafted millwork honor the home's historic character, while carefully curated modern enhancements provide contemporary comfort and functionality. The welcoming foyer showcases an elegant bay window and period woodwork, leading to a sweeping staircase and light-filled interiors that unfold with timeless charm. The gourmet kitchen is a chef's masterpiece, featuring custom cabinetry, a generous center island, a professional-grade Italian six-burner gas range with griddle and double ovens, a wine refrigerator, and a spacious walk-in pantry. A charming Dutch door opens from the kitchen to the expansive wraparound porch, creating seamless indoor-outdoor living ideal for both entertaining and everyday enjoyment. The adjoining family room impresses with a dramatic cathedral ceiling, floor-to-ceiling built-ins, and French doors with transom windows, bathing the space in natural light. The first-floor primary suite offers a tranquil private retreat, highlighted by 13-foot-plus ceilings, a spa-inspired bath with soaking tub and oversized walk-in shower, a dual-basin vanity, and three generous closet spaces. Upstairs, two spacious bedrooms share a beautifully remodeled bath appointed with a jetted tub/shower combination and a custom vanity, providing comfort and elegance for family or guests. Outdoors, the fully fenced and gated grounds offer exceptional privacy and charm, anchored by a magnificent magnolia tree dating back to the 1800s. The property is further enhanced by an oversized two-car concrete block garage with abundant storage and convenient rear alley access. Additional highlights include a newer architectural shingle roof, updated electrical and plumbing, and a transferable termite bond, ensuring peace of mind. Blending historic craftsmanship with modern sophistication, this remarkable residence is a true gem in one of Florida's most storied and desirable cities.

31 Cincinnati Avenue, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$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

Listing courtesy of MAXREV, LLC.

$820,000

3 Beds ⋅ 3 Baths ⋅ 2112166 MLS

Step into the Uptown St. Augustine lifestyle in this beautifully renovated colonial home situated in the Historic Fullerwood neighborhood. Enjoy the best cafés, boutiques, and nightlife on nearby booming San Marco Avenue in the Nation's Oldest City. This 1920's gem exudes the charm and character of yesteryear, with original doors, hardware, elegant fireplace and hardwood pine floors. Entertain friends and family in the grand gourmet kitchen featuring additional dining area and a modern coffee and wine bar, leading out to the courtyard garden, with an ambience reminiscent of Old Florida. Updates include Thermador and Bosch appliances, a 54" refrigerator and freezer, six-burner professional range, quartz countertops, stacked cabinetry, custom tile, and a nine-foot island. A custom-designed coffee and wine bar with sink, wine cooler, and professional Rancilio espresso machine completes the space. The home also features a dedicated office or sunroom, colorful custom stained-glass windows, updated bathrooms with designer fixtures, a luxurious primary bath with heated Toto bidet toilet and a custom California Closet, plus a guest bath with antique clawfoot tub. Additional improvements include a newer roof, two HVAC units, upgraded plumbing and electrical, new motorized blinds, a water softener, irrigation system with deep artesian well, and professionally designed landscaping. The porches and driveway have all been updated, including a paver drive with ample parking. The coveted Fullerwood neighborhood offers an eclectic mix of new and old homes, and its character is defined by a community playground, garden, and preservation of cultural resources. Conveniently located minutes from Vilano Beach and historic downtown, yet tucked away in a tranquil setting, 238 Rainey offers the perfect balance of history, modern comfort, and the vibrant lifestyle of Uptown St. Augustine. Nothing Compares.

238 Rainey Avenue, St. Augustine

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: .

$1,700,000

4 Beds ⋅ 4 Baths ⋅ 2112045 MLS

Historic elegance meets modern living on Water Street. It's not often a house like this comes available - a thoughtfully renovated 1872 residence in the heart of St Augustine's coveted Abbott Tract. Located on this picturesque street, the two-story residence offers the perfect blend of classic charm and contemporary comfort, all just steps from the Castillo de San Marcos, downtown St Augustine, the bayfront, and the vibrant uptown district. Set on a deep lot, this home offers a gated driveway with dedicated parking. Brick steps lead you to the inviting covered front porch, where a solid antique wood door is framed by dual French doors opening to both the living room and family room. Step into the foyer and be greeted by original heart pine floors and staircase, lovingly preserved during the home's top-to -bottom renovation in 2019. To your right, a formal sitting room opens to a sunlit dining area, both overlooking the open -concept chef's kitchen, complete with modern finishes and thoughtful design. On the left, the family room flows easily into the main dining and kitchen spaces. A half bath, storage room, and mudroom entrance complete the first floor. Step outside to your private retreat: a fully fenced backyard designed for both entertaining and leisure. Completed in 2020, the space features low-maintenance artificial turf, a bocce ball court, stone seating areas and a deliciously inviting pool. Practice your short game on the custom putting green, or simply unwind under the Florida sky. Upstairs, two guest bedrooms share a full bath, while a spacious junior suite includes its own private bathroom with a walk-in shower. At the east end, the primary suite offers a tranquil sanctuary with two balconies, a private sitting area, peeks of the Matanzas River, and a generous bathroom featuring a modern clawfoot tub, walk-in shower, double vanity, and walk-in closet. This is more than a home - it's a legacy, a lifestyle, and a chance to live in one of St Augustine's most treasured neighborhoods.

56 Water Street, St. Augustine

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: .

$505,000

3 Beds ⋅ 2 Baths ⋅ 2108466 MLS

Looking for a one-of-a-kind property in the heart of St. Augustine? This original 1885 cottage with an accessory dwelling sits on a commercially zoned lot just a 15-minute walk to the Historic District or a quick drive to the beaches. Once used as crew quarters for the Florida East Coast Railway, the home has been thoughtfully restored with hardwood floors, stained-glass transoms, and modern updates. The 2-bedroom, 1-bath main cottage and 1-bedroom, 1-bath accessory dwelling each include their own washer/dryer, refrigerator, and separate A/C systems. A connecting door between the two units offers flexibility for multiple living arrangements. The accessory dwelling features a full bath, laundry center, and kitchenette, making it an ideal mother-in-law suite or private rental. Currently operated as a five star rated short-term rental, this property is both a piece of history and an income-producing opportunity in a prime location.

21 Sanchez Avenue, St. Augustine

Listing courtesy of KELLER WILLIAMS ST JOHNS.

Selling Office: .

$645,000

4 Beds ⋅ 2 Baths ⋅ 2104990 MLS

Lincolnville Gem - 4BR/2BA Discover 'Oak Tree Retreat', a beautifully updated 4-bedroom, 2-bathroom residence in the heart of St. Augustine's historic Lincolnville. Seamlessly blending historic charm with modern comfort, this home is just a short stroll from Flagler College, the lively St. George Street, museums, parks, shops, and acclaimed restaurants. Recent upgrades include custom closets, a kitchen island, LVP flooring in bedrooms, and a tiled shower, complementing the earlier renovations of a new roof, HVAC, kitchen, baths, windows, doors, and tile flooring (2013-2014). A proven success as both a short-term and long-term rental, this property offers many options as an exceptional investment opportunity, a college residence, or a stunning primary residence. Enjoy the tranquil ambiance of the neighborhood from your private upstairs porch and immerse yourself in the vibrant historic character, attractions, and coastal lifestyle of St. Augustine. Don't miss this rare opportunity!

121 Martin Luther King Ave Avenue, St. Augustine

Listing courtesy of ORANGE REALTY PROFESSIONALS.

Selling Office: .

$425,000

3 Beds ⋅ 2 Baths ⋅ 2104543 MLS

BACK ON THE MARKET (No fault of Seller or Property). Step back in time at 9 East Lane, proudly listed on the NATIONAL REGISTRY of Historic Places and is considered a CONTRIBUTING BLDG to the HISTORIC DISTRICT. Nestled on a quiet, charming lane with a large paver driveway fitting several vehicles, in the nation's oldest city, this home captures the character of world-renowned St. Augustine. See attached documents for more info on a 10 yr TAX EXEMPTION opportunity for upgrades! Great investment! Step outside to enjoy a PRIVATE courtyard perfect for taking in the city's historic ambiance. Within WALKING DISTANCE OF cultural landmarks, the fort, boutique shops, fine dining, and the RIVER, this home places you in the center of historic St. Augustine. Propery has UPDATED ELEC and PLUMBING. Buyer to confirm all measurements. You'll be captivated by its timeless architecture, with character rich in details and craftsmanship that speak to its history. Period features such as original woodwork, handcrafted finishes, and traditional design elements such as a built-in china cabinet offering an authentic glimpse into the past while blending with updates for modern living.

9 East Lane, St. Augustine

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$700,000

2 Beds ⋅ 2 Baths ⋅ 2104740 MLS

Rare opportunity in Historic St. Augustine! Built in 1900 and fully remodeled, this 2BR/2BA home is the ONLY LEGAL property on its street grandfathered and zoned as a multi-unit rental with no restrictions—ideal as a single-family residence or Airbnb. Updates include all new plumbing, electrical panel, EV charger, new roof with hurricane ties, tankless hot water heater, filtration system, LED lighting & smart thermostat. Rated a Guest Favorite on Airbnb for its location and amenities. Relax on the balcony with views of lush landscaping and charming historic homes, or stroll just steps to the Historic District with world-class dining, shops, and endless history. A true blend of charm, income potential, and prime location!! Home also has 2 DEDICATED parking spots in front of home!

6 St Andrews Court, St. Augustine

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$619,000

2 Beds ⋅ 2 Baths ⋅ 2101244 MLS

Welcome to St. Andrews Court—one of the most charming and walkable streets in the heart of historic St. Augustine! Just steps away from the city's most celebrated restaurants, boutique shops, and famous landmarks, this one-of-a-kind home offers the perfect blend of history, comfort, and location. Originally built over 100 years ago, this beautifully preserved property is filled with character and charm. From cozy reading nooks to a peaceful bonus room, every space invites you to relax and feel at home. Enjoy breathtaking views of Flagler College and the bell tower of Grace United Methodist Church right from your windows. The home features two traditional bedrooms plus a flexible third room that can be used as a guest space, office, or creative studio. Whether you're looking for a full-time residence, vacation getaway, or income-producing rental, this home fits the bill. Rental projections are available upon request.

2 St Andrews Court, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS.

Selling Office: .

$705,000

3 Beds ⋅ 4 Baths ⋅ 2096042 MLS

Step into the storybook charm of this 1908-built home, perfectly located in the heart of Downtown St. Augustine. Rich in character and thoughtfully updated, this property offers the ideal blend of timeless architecture, everyday comfort, and flexible living. Inside, original hardwood floors and period details set a warm, welcoming tone. The formal dining room is perfect for hosting, while the downstairs bedroom—with a private bath—offers versatility as a guest room, home office, or cozy retreat. Upstairs, the primary suite is a light-filled sanctuary featuring a wall of windows and a private balcony—an ideal spot for morning coffee or an evening wind-down. Each bedroom includes its own en suite bath, providing privacy and comfort for both residents and guests. Outside, the lush garden space creates a private, serene escapeperfect for brunch, reading in the shade, or evening dinners surrounded by greenery. But what truly sets this home apart is its unbeatable location and flexibility. Just steps from some of St. Augustine's best restaurants, local coffee shops, art galleries, and chic boutiques, you're also only minutes from the beachmaking it equally ideal as a primary residence, weekend getaway, or income-producing vacation rental. Lovingly maintained and move-in ready, this is your chance to own a piece of St. Augustine's rich historywhile enjoying the lifestyle, walkability, and charm that make this city so special.

7 Cincinnati Avenue, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$480,000

2 Beds ⋅ 2 Baths ⋅ 2094312 MLS

Situated near the historic Castillo de Marcos and the vibrant old city this charming home, constructed in 1925, beautifully blends vintage appeal with contemporary enhancements. Known as ''The Wendy House'', inspired by the beloved characters from the famous children's book, Peter Pan and Wendy. It resonates with the original Wendy house depicted in literature from the 1890. The home comes fully furnished and ready to move in! A stunning spiral staircase leads to a versatile upper-level loft. Both the kitchen and bathrooms have been updated for modern convenience. Located just steps away from historic St. George Street, Flagler College, art galleries, and restaurants, this is a rare chance to own a piece of Old Florida that offers modern livability. Whether you're a history enthusiast, an investor, or just in search of a walkable lifestyle, 46 St. Francis Street is an absolute must-see. The home is offered fully furnished. The seller provides an inspection report from April 2025, along with a survey and elevation certificate. Key updates include a new roof installed in 2022, an HVAC system replaced in 2019, and a water heater that was also replaced in 2022.

46 St. Francis Street, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$1,020,000

3 Beds ⋅ 3 Baths ⋅ 2089684 MLS

It's a rare pleasure to find a renovation that honors the architectural integrity of the original home while embracing the comforts and functionality of modern living. This beautifully restored residence strikes that balance - offering a seamless path between the gathering rooms, kitchen, and expansive deck, all of which enjoy tranquil views of Lake Maria Sanchez. Traditional details abound, from gleaming heart pine floors to wainscoting in the generous entry foyer and living room. A wide bay window frames the front garden, while an oversized pocket door allows you to close off the kitchen when privacy is desired. The entry foyer - spacious enough to furnish, opens into a welcoming living room, leading in turn to the sunroom, dining room, and a light-filled kitchen. No matter where you stand, the lake is a constant, sparkling presence. In the late afternoon, its surface shimmers with golden hues as the sun dips toward the horizon - an everyday reminder of nature's beauty. The gathering rooms are large and have a circular flow. A fireplace on the diagonal and the bay window alcove anchor 2 distinct spaces in the living room. Its versatility invites you to arrange the room to suit your needs and style. The kitchen was designed and outfitted by a talented woodworker who previously call 314 St George St home. Its suits the bungalow style of the house, easily blending form and function with a simple beauty. The sun room runs along the south side, featuring a casual sitting area on the east end and the dining room on the west. Under-window shelves offer a place to hold your cookbooks and display your favorite dishes. French doors between kitchen and dining open to the deck and let the sunshine in during afternoon hours. The primary bedroom is en-suite with private bath and is located on the 1st floor. With 4 windows and a vaulted ceiling, 2 of those windows overlook the water while French doors lead you to the deck. Upstairs, the front bedroom features a large alcove nestled beneath the tree canopy. The rear bedroom faces the lake and both rooms share the hall bath. Laundry and welcome storage occupy 2 rooms and offer potential for adding a private bath and walk-in closet for the front bedroom. The back deck is a favorite place for dining, birdwatching, morning coffee, evening cocktails and makes for a great outdoor office too! The backyard is landscaped with native plantings and fenced to keep your 4-legged family members close by. A covered carport on the lakeside provides convenient, sheltered parking and a place for the kayak. Every detail, whether newly added or lovingly preserved, reflects a deep pride of ownership. Words and photos can only go so far - this is a home you must experience in person. With dual frontage on both St George and Cordova Streets, this home enjoys 2 of the most desirable addresses in the city's cherished residential historic district. It's a pleasant stroll along the lake, down St George St or along the bayfront as you head to the central plaza downtown to begin your exploration of the myriad culinary, cultural, architectural and historic offerings waiting to be discovered by you. Charge or gas up the car, make the airline reservations, get on the bike and come try it on - we'll be waiting for you on the porch.

314 St George Street, St. Augustine

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: .

$750,000

4 Beds ⋅ 3 Baths ⋅ 2085990 MLS

Turnkey Treasure Just Steps from Historic Charm & Coastal Bliss! Welcome to 38 E San Carlos—your fully furnished, move-in-ready dream home in the heart of St. Augustine! Built in 2016 on a high, breezy corner lot, this gem blends modern comfort with unbeatable location. Currently operating as a successful short-term rental, this home is a ready-to-go income opportunity or a perfect personal retreat. And yes—every stylish piece of furniture conveys with the sale, so you can just bring your suitcase and start living the good life. Just around the corner is picture-perfect Magnolia Street, one of the most photographed spots in all of St. Augustine. Craving sun and surf? You're minutes from Vilano Beach. Want to explore the rich history and charm of the city? The Historic District is practically at your doorstep. Whether you're looking to invest, vacation, or settle down in one of Florida's most beloved coastal towns, 38 E San Carlos is the total package. Come see it before it's gone!

38 E San Carlos Avenue, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$560,000

3 Beds ⋅ 2 Baths ⋅ 2085295 MLS

Step back in time with this beautifully restored 2-story historic home, built in 1900 and nestled within a lush garden in the heart of downtown St. Augustine Lincolnville neighborhood. Offering 1,112 square feet of charming living space, this 3-bedroom, 1.5-bath home combines period-authentic details with exposed beams and tasteful modern comforts. The spacious layout features a kitchen with a gas stove, an open living and dining area with lot of natural light. The curated interior décor includes antiques and furniture conveying with the property. Upstairs, you'll find three bedrooms and a shared bath accessible through the third bedroom, plus a peaceful conversation porch. Enjoy morning coffee or evening wine from the large upper or lower porches as you watch horse-drawn carriages roll by just steps away. Outside, indulge in your own private oasis with a hot tub, grill, and outdoor hot or cold shower. Located just two blocks from St. Augustine's top restaurants, cafés, and shops, this property offers rich history and a vibrant lifestyle just outside the door, this property is the perfect blend of old-world charm and modern-day relaxation. Currently being run as an AIRBNB.

120 Washington Street, St. Augustine

Listing courtesy of FIV REALTY CO FLORIDA LLC.

Selling Office: .

$244,900

2 Beds ⋅ 2 Baths ⋅ 2085389 MLS

Historic Charm Meets Modern Comfort on Nearly an Acre in Green Acres Estates. Originally built in St. Augustine's historic district and relocated to Green Acres Estates, this beautifully refurbished 2-bedroom, 2-bathroom home blends timeless character with modern convenience. Set on a spacious 0.92-acre lot, the home was completely renovated in 2017 while preserving its original hardwood floors and classic trim details. The result is a warm, inviting space with authentic charm and updated systems. Ideal for investors or buyers seeking a home with history and room to grow, the property offers ample space for expansion or customization - with the unfinished attic ready for your creativity. Enjoy peaceful living just minutes from downtown St. Augustine, beaches, and local amenities—this is a rare opportunity with endless potential. Book your tour today!

3041 Green Acres Road, St. Augustine

Listing courtesy of LOKATION.

Selling Office: .

$760,000

3 Beds ⋅ 2 Baths ⋅ 2079924 MLS

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 plumbing done. Metal roof. done. Two A/C units, water softener, central vac, windows, aluminum attic stairs - you name it - except for the exterior siding, this home is renovated! It even includes the original 1905 Sears Catalog fireplace mantle.

44 Carrera Street, St. Augustine

Listing courtesy of CENTURY 21 ST AUGUSTINE PROPERTIES.

Selling Office: .

$1,250,000

3 Beds ⋅ 3 Baths ⋅ 2079697 MLS

Historic Charm Meets Modern Comfort. Welcome to 75 Osceola, an enchanting 1883 historic pool home nestled in the heart of Downtown St. Augustine. With 3 bedrooms, 3 baths, and an expansive 2,760 sqft of living space, this property beautifully blends the charm of its original features with thoughtful modern updates. Step inside and be greeted by soaring 10-foot ceilings, exquisite original floors, and the timeless elegance of 3 coal fireplaces. This home has been carefully renovated to include two luxurious ensuite bathrooms, offering comfort and convenience while maintaining the integrity of its historical charm. The large, updated kitchen is bright and cheery with modern appliances and ample space for cooking and entertaining. The home also offers two spacious bonus rooms on the third floor, perfect for a home office, art studio, or extra guest space. Outside, you'll enjoy the Florida sunshine with two large front covered porches and a fully fenced backyard. The heated pool, tiki bar, seating areas, and shed make this backyard an entertainer's paradise. The property is equipped with an EV charging station and offers a rare benefitNo flood insurance required. It is being sold partially furnished and is a fantastic opportunity for both investment or as a full-time residence. Perfectly situated in walking distance to the Oldest City in America, the Fort, the Shrine of Our Lady of La Leche park, uptown shopping, and the picturesque Inter-Coastal Waterway with fishing opportunities at the end of the street. This property offers the best of both worlds: historic charm and modern luxury, all in a prime location. Don't miss out on this incredible opportunity to own a piece of St. Augustine's history!

75 Osceola Street, St. Augustine

Listing courtesy of ENGEL & VOLKERS ST AUGUSTINE.

Selling Office: .

$745,000

3 Beds ⋅ 3 Baths ⋅ 2079248 MLS

PRIME LOCATION ALERT!! Welcome to 23 Sevilla Street, available for the first time since 1980 and lovingly held by one family ever since. This special property offers unmatched walkability, just two blocks from St. George Street and the heart of historic downtown St. Augustine. From the inviting front porch to the vibrant back deck, this home is full of charm. Inside the main house, you'll find 2 bedrooms, 1.5 baths, and a cozy yet spacious layout. The separate guest house features 1 bedroom, 1 bath, and sits above a 2-car garage, making it perfect for guests, extended family, or rental income. With RS-1 zoning allowing for weekly rentals and ample parking, this property is a fantastic investment opportunity. Major updates include a 10-year-old roof, 2022 HVAC, and fully updated plumbing and electrical systems, ensuring modern convenience and peace of mind. Whether you're looking for a multigenerational living space or a highly desirable short-term rental, this is an opportunity you don't want to miss. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

23 Sevilla Street, St. Augustine

Listing courtesy of DJ & LINDSEY REAL ESTATE.

Selling Office: .

$1,200,000

3 Beds ⋅ 3 Baths ⋅ 2074920 MLS

Historic Waterfront Retreat with Development Potential. Welcome to 177 Surfside Ave, a historic beach cottage on multiple waterfront lots along a tidal creek connecting to the Intracoastal Waterway. Once home to Pulitzer Prize-winning author Sinclair Lewis, this early 1900s retreat features a coquina fireplace and a separate 1/1 guest house, currently a vacation rental. Zoned CHT (Commercial Highway Tourist), the property offers versatile development potential, allowing for residential, vacation rentals, boutique lodging, or mixed-use projects (pending approval). Build additional homes or expand upon this unique slice of Old Florida charm. Just steps from the beach and Vilano Beach Town Center, this property blends privacy, accessibility, and investment opportunity in one of St. Augustine's most desirable locations. Listing agent must be present for all showings. No lockbox. Buyer needs to confirm zoning & historical status if intend any other us Conveniently located, this property is within walking and biking distance of the Vilano Beach Town Center, which offers Publix Grocery/Pharmacy, shopping, restaurants, and the Vilano Pier and Dock. Come and experience the same peaceful lifestyle enjoyed by one of America's most celebrated authors, with the added charm of a cozy, historic beach cottage and abundant natural beauty. Private Remarks: Listing agent must be present during showings. No lockbox. Sellers are licensed Realtors.

177 Surfside Avenue, St. Augustine

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

Selling Office: .

$440,000

3 Beds ⋅ 2 Baths ⋅ 2075368 MLS

This enchanting 1900-built cottage in the heart of historic downtown St. Augustine feels like something out of a storybook! From the moment you step inside, a sense of peace and timeless charm surrounds you, making it one of a kind. Included in the sale is the vacant lot to the right, a rare bonus that offers endless possibilities—expand the home, create lush gardens, build a garage with an artist's loft above or simply enjoy the extra privacy. Every inch of this home exudes character, from the chandeliers sourced from an antebellum estate in Atlanta to the intricate details that make each space feel magical. The living room's built-in bookcase invites you to display cherished books and heirlooms, while the primary bedroom, with its soaring cathedral ceilings and elegant chandelier, feels like a peaceful retreat. Hidden away like a well-kept secret, a charming loft space offers the perfect reading nook or whimsical hideaway for children and adults alike. The large kitchen, featuring a gas stove and ample storage, opens to a dining space framed by oversized windows overlooking the picturesque back and side yard. Thoughtful updates include a newer mini-split AC system, new exterior siding and trim (July 2025), fresh exterior paint (2025), updated electrical and plumbing (2013), and the metal portion of the roof replaced in 2018, ensuring modern comfort without compromising the home's historic soul. The second bathroom, with its quaint slipper tub, adds to the home's undeniable charm. A detached workshop with a washer and dryer provides additional functionality. The home has never flooded and a termite bond is in place, giving you peace of mind. Nestled in the heart of Lincolnville, you'll be immersed in the rich history and vibrant culture of this cherished neighborhood. Stroll along the picturesque streets and soak in the stories of the past. Take a stroll along the intracoastal and St. George Street or indulge in the local culinary scene with dining options like the Cornerstone Cafe, Ice Plant, La Nouvelle, and Dog Rose Brewery, all within walking distance. Whether you're looking for a primary residence, a second home, or a rental property, this home is a rare gem waiting to be cherished. Listing includes vacant lot to right, parcel ID 2094900000. Some furnishings included.

73 Kings Ferry Way + Vacant Lot, St. Augustine

Listing courtesy of COMPASS FLORIDA LLC.

Selling Office: .

$499,000

2 Beds ⋅ 2 Baths ⋅ 2070054 MLS

Welcome to 14 Sylvan Street! Nestled in the heart of historic downtown, this beautiful home sits proudly on a spacious corner lot, featuring a detached garage (very rare) and exquisite landscaping that welcomes you with charm and elegance. Boasting 2 bedrooms and 2 bathrooms, this residence perfectly blends modern style with historic character, creating an inviting and unique living experience. Step inside to discover a modern-styled kitchen that is both functional and stunning! This home is perfect for full-time living, a part-time retreat, or an excellent vacation rental opportunity, with management already in place to make the transition seamless. Enjoy the convenience of off-street parking and the tranquility of a beautifully landscaped yard. Whether you're looking to immerse yourself in the rich history of St. Augustine or seeking a charming and comfortable home. Offering the best of both worlds just a short walk to everything and even bike to beach! Don't miss out on this home

14 Sylvan Drive, St. Augustine

Listing courtesy of REACH REALTY LLC.

Selling Office: .

$935,000

3 Beds ⋅ 3 Baths ⋅ 2068725 MLS

Built in 1884, according to the maps of Lincolnville, this beautifully restored Victorian home is rich in history and character. Once home to artists, musicians, and filmmakers, it has been thoughtfully updated while preserving its timeless charm. This property sits high and dry and has never flooded, offering peace of mind in any weather. This spacious home features 3 bedrooms and 3 full baths, blending historic elegance with modern convenience. A custom handmade picket fence and a vintage brick pathway lead to the inviting front porch, featuring unique balusters and a 1930s English stained-glass door. The home is enhanced with 51 solar panels, period lighting, and reclaimed architectural details, including an antique fireplace mantel from Savannah. A durable metal roof (2016) ensures lasting protection. Inside, original pine floors, a built-in library added in 2022, and a chef's kitchen with an ILVE Italian range create a warm and inviting atmosphere. The HVAC system and ductwork were completely replaced in 2022, ensuring energy efficiency and comfort. The outdoor oasis includes a heated saltwater pool and spa built in 2020, along with a 350-gallon rainwater collection system for organic gardening. The detached studio, rebuilt in 2018, offers a soundproofed space ideal for music, podcasting, or a creative retreat. Located within walking distance to Fish Camp, Ice Plant, and Historic Downtown St. Augustine, this home offers the perfect blend of historic charm and modern lifestyle convenience. Rich in history and thoughtfully designed, this unique home is a rare gem in St. Augustine. Ready to experience the charm of 40 Sanford Street? Schedule a showing today! All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

40 Sanford Street, St. Augustine

Listing courtesy of DJ & LINDSEY REAL ESTATE.

Selling Office: .

$475,000

2 Beds ⋅ 2 Baths ⋅ 2068706 MLS

Built in 1930, this welcoming cottage offers the perfect blend of simplicity and practicality. From the large front porch to the private backyard, this home has everything you need to enjoy life in historic Lincolnville. With an updated kitchen and bathrooms, it's move-in ready—just unpack and start enjoying the charm of this home. The metal roof, beautifully landscaped surroundings, and off-street parking add to the appeal. Whether you're looking for your first home or a smart investment, this property checks all the boxes. Located just minutes from downtown historic St. Augustine, Fish Camp, and Ice Plant, this home offers unbeatable proximity to some of the city's best dining and attractions. This property is being offered as a package or separately with 40 Sanford Street. The two properties adjoin in the backyard but are distinct parcels, presenting a unique opportunity for a multi-home estate, guest house setup, or investment potential. Renovated inside and out, this is a great opportunity you don't want to miss. Schedule a showing today! All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

113 Carrie Johnson Way, St. Augustine

Listing courtesy of DJ & LINDSEY REAL ESTATE.

Selling Office: .

$732,500

2 Beds ⋅ 2 Baths ⋅ 2063057 MLS

Waterfront living situated right on the picturesque Maria Sanchez Lake and nestled in the heart of Historic St. Augustine, this this spectacular waterfront cottage offers the perfect blend of charm and modern comfort. This home is an ideal retreat for those seeking tranquility and scenic views. Imagine waking up to the gentle sounds of the water and enjoying your morning coffee on the private deck overlooking the serene waterfront. The living area is bathed in natural light, creating a warm and inviting atmosphere. Step outside and you'll find yourself surrounded by the beauty of St. Augustine's historic district. Explore the Cobblestone streets, visit local shops and restaurants, and immerse yourself in the rich history of this enchanting town. Whether you're looking for a peaceful getaway or a place to call home, this waterfront cottage offers it all. Don't miss the opportunity to experience the magic of St. Augustine from the comfort of this stunning property. Charming Lakefront Bungalow in Historic St. Augustine Welcome to your dream home nestled in the heart of Historic St. Augustine! This stunning two-bedroom bungalow offers a rare blend of historic charm and modern convenience, making it a real gem. Serene Location Situated right on the picturesque Maria Sanchez Lake, this home provides breathtaking views and a tranquil atmosphere. Enjoy leisurely walks along scenic paths or relax with a picnic beside the water, immersing yourself in nature while being just a stroll away from vibrant local attractions. Thoughtful Amenities Convenience begins at the entrance, with two private parking spots plus an additional secure garage space for you and your guests. The warm and inviting ambiance greets you as you step inside, featuring elegant espresso wood flooring that flows gracefully throughout the home. Inviting Living Space The spacious living room is bathed in natural light from large windows that frame stunning lake views. A cozy fireplace adds warmth and charm, making it the perfect retreat for relaxing evenings or intimate gatherings. Modern Kitchen & Dining The kitchen boasts modern appliances paired with a sleek design that complements the historic essence of the home. Whether you're whipping up a gourmet meal or a quick snack, this space is functional and stylish. The adjoining dining area is perfect for entertaining, offering ample room for family and friends. Updated Bathrooms Both bathrooms are beautifully updated with modern fixtures and finishes, creatively fusing style and practicality, enhancing the overall aesthetic of the home. Unbeatable Accessibility Living in the heart of Historic St. Augustine means having access to charming shops, delightful restaurants, historical landmarks, and cultural eventsall within walking distance. Experience the rich history and vibrant community that this city provides, all just outside your door.

109 Washington Street, St. Augustine

Listing courtesy of MOMENTUM REALTY.

Selling Office: .

$1,000,000

6 Beds ⋅ 5 Baths ⋅ 2061695 MLS

Back on market due to buyer financing fell through. Beautiful large and so much history entwined in this historical home. The home needs some major TLC renovation and roof but has good bones with solid concrete foundation and most importantly history and LOCATION!! As you walk into this home, one can feel the historical feel about it. As you enter into the screened front porch you are drawn to the main entry/living room and staircase. Imagine a crackling fireplace in cold Florida winter or cool nights with a beautiful original pine flooring throughout to walk on. A formal dining area and kitchen with handcrafted cabinets since the 1900's. A former butler's pantry with room on the side for pantry. Let your imagination run to restore to once was! Upstairs consist of so much potential once renovated. The Genovar's had 2 suites in past with own kitchenettes; the plumbing still exists. 5 bathrooms upstairs with jack jill bathrooms The garage apartment has a kitchen, living room, bathroom and two spacious bedrooms. The garage apartment is on same water meter but different electric meter.

271 St George Street, St. Augustine

Listing courtesy of MANUCY REALTY AND ASSOCIATES.

Selling Office: .

$1,600,000

4 Beds ⋅ 4 Baths ⋅ 2057839 MLS

Seize a golden and exceptional opportunity to own a historic gem on iconic Saint George Street, featuring a southern style wraparound porch & porch swing. This meticulously crafted & beautifully preserved main residence offers 2,175sf of elegant living space, highlighted by two original fireplaces, four oversized garages, and an abundance of private parking. The property is 4 bedroom/4 bath & includes two inviting 1 Bedroom/1 bath cottage apartments, adding an additional 1,140sf to the estate, perfect for guests or rental income. Set along a serene private garden with a cascading waterfall & fire pit, the property also boasts over 1,000sf of porches, ideal for relaxing or entertaining. Inside, you'll find a thoughtfully appointed kitchen, a butler's pantry with a built-in wine cooler, two fireplaces, hardwood floors, and a luxurious primary spa bath on 2nd floor complete with a soaking tub & bidet. This remarkable compound offers a blend of historic elements with modern conveniences.

264 St George Street, St. Augustine

Listing courtesy of EXP REALTY, LLC.

Selling Office: .

$975,000

4 Beds ⋅ 3 Baths ⋅ 2052388 MLS

Welcome to this beautifully preserved 3-story historic home located in the heart of St. Augustine, Florida! Boasting 4 bedrooms, 3 bathrooms, and situated just moments from the iconic St. George Street, this property offers a perfect blend of old-world charm and modern convenience. With its CL2 commercial zoning, this home is not only a successful short-term rental but also holds immense potential for various commercial uses. This home would also be a great and lively primary home. It is being sold fully furnished and is ideal for buyers who want a turnkey property with everything already in place! It's rare to have the backyard space this home has and could even accommodate a small plunge pool and or spa. This home offers plenty of space for families or guests. Ample Parking with a garage and additional space—rare for the historic district. Walking Distance to the bayfront, Castillo de San Marcos, and the vibrant shopping and dining on St. George Street. San Marco, and downtown. . Located just minutes from Nights of Lights festivities, the beach, and local attractions. Built with timeless craftsmanship, this historic gem has been carefully maintained, featuring original architectural details and modern upgrades. The property is located in one of the most sought-after areas of St. Augustine, offering both charm and convenience with easy access to downtown shops, restaurants, and landmarks. The amphitheater and beaches are just a few miles away. Own a piece of St. Augustine's rich history while enjoying the benefits of an established short-term rental. Whether you're looking for a new home or a prime investment property, schedule a tour today!

10 Cincinnati Avenue, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$1,165,000

5 Beds ⋅ 4 Baths ⋅ 2051634 MLS

Open House Saturday 10/19/24 from 11am to 1pm! Meticulously renovated dream home in the heart of historic St. Augustine, with a detached cottage guest suite! Back on the market at no fault of the seller, this once in a lifetime opportunity is back! Nestled in the center of the nation's oldest city, this property has two houses on one lot and has seen a complete makeover from top to bottom that brings modern luxury, while still leaving its historic charm that will simply leave you speechless. As soon as you pull into the paved driveway, you'll start to fall in love with the great curb appeal, and the location of the home realizing that you are less than a 5 minute walk away from the center of downtown St. Augustine. Once you walk into the Victorian style main house, you'll immediately notice how the refinished hardwood floors are complemented by an abundance of natural light coming into the home, also showcasing the home's open floor plan. Once inside, you'll gravitate towards the kitchen that is the definition of timeless luxury. With a large centered island, gorgeous granite countertops, white shaker cabinets, and stainless steel appliances all opening up into both the living room and the front porch; what more could you ask for? As you continue through the living room, you'll reach the first bedroom and bathroom. The brand new bathroom features beautiful tile floors, a dual vanity, and a walk in sliding door shower. If you aren't sold yet, just wait until you walk upstairs. When you make your way to the primary suite, your jaw will drop. The grand bedroom opens into a huge primary bathroom that is truly remarkable. With an oversized walk-in shower that has beautiful emerald green tile, a separate garden tub, a dual vanity, and plenty of natural light flooding through, this brings pure relaxation. With the upstairs featuring 2 more bedrooms, another HGTV style bathroom, and an enclosed balcony, what more could you ask for? What really makes this property is the outdoor living area. With the entire backyard paved, it makes enjoying time at the firepit and covered bar comfortable and the perfect place to throw outdoor parties, summer barbecues, and get togethers with friends and family. On top of the beautiful estate, the charming guest cottage is the cherry on top. Currently acting as a five star guest favorite air bnb, the unit is always booked and fully equipped with a bedroom, bathroom, full kitchen, and multiple living areas. With being located in historic downtown, 56 Carrera St. is just steps away from St. George Street's charming shops and eateries, the stunning Castillo de San Marcos, and scenic waterfront views along Matanzas Bay. Enjoy the vibrant arts scene at the Lightner Museum, explore the historic Flagler College, and unwind at nearby Plaza de la Constitución. The area is perfect for history buffs, food enthusiasts, and those who appreciate beautiful architecture. St. Augustine's rich history and lively culture are right at your doorstep! Whether you are looking at this property as a primary residence or a guaranteed cash flowing investment, this is a one of a kind home that you have to see to do it justice. Schedule a showing today to see it for yourself!

56 Carrera Street, St. Augustine

Listing courtesy of REAL BROKER LLC.

Selling Office: .

$2,600,000

4 Beds ⋅ 5 Baths ⋅ 2049220 MLS

This stunning architectural masterpiece, originally built in 1900, has been fully reimagined in 2022 with impeccable attention to detail and modern upgrades, while preserving its historic charm. Located in the heart of the nation's oldest city, this rare opportunity offers breathtaking panoramic views. Spanning three stories, this home boasts expansive front porches on each level, perfect for enjoying the serene surroundings and coastal breezes. The thoughtful renovation has created a harmonious blend of classic elegance and contemporary comfort. Inside, you'll find beautifully restored original features, high-end finishes, and spacious, light-filled living areas. With its elevated design, this home offers a seamless flow between indoor and outdoor living, inviting you to relax or entertain while soaking in the stunning vistas. Don't miss this chance to own a true architectural gem in a premier location, where history meets modern luxury.

57 Marine Street, St. Augustine

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$465,000

3 Beds ⋅ 2 Baths ⋅ 2043980 MLS

This Historic Home has been completely updated/remodeled without sacrificing the charm of the Stained glass windows! Less than a 10 minute walk to Downtown Saint Augustine and 10 minute drive to the beaches! This completely furnished Gem is ready for your next home or an investment property rental. New roof, new AC, new plumbing, updated electrical, 3 new decks, new doors, kitchen, appliances....and much more!

57 Dumas Street, St. Augustine

Listing courtesy of FLORIDA HOMES REALTY & MTG LLC.

Selling Office: .

$432,000

4 Beds ⋅ 2 Baths ⋅ 2036035 MLS

Phenomenal Price for this 1925 Vintage North City 4/2. Completely remodeled - roof, plumbing (incl. tankless hot water system), electric, A/C, paint, floors, hardi siding, windows, kitchen and both baths - it simply looks like a new Craftsman style home. Nightly rental STR's are allowed in this zoning and you're so close to downtown and less than 5 minutes to Vilano Beach but you can simply enjoy this home for years to come with everything in top shape. Kitchen has GE Profile appliances - 4-Drawer fridge, range, microwave and dishwasher. Gorgeous quartz counters over white shaker soft-close cabinets. Done right - priced right!

26 Mc Millan Street, St. Augustine

Listing courtesy of CENTURY 21 ST AUGUSTINE PROPERTIES.

Selling Office: .

$2,075,000

7 Beds ⋅ 5 Baths ⋅ 2032440 MLS

If You've Ever Dreamed of Living in a Sought After, Quiet, Historical Neighborhood with Two Homes on Serene Oversized Lots with Resort Style Amenities within Walking Distance to Downtown, this is Your Dream Come True! Both Homes Enjoy an Original Street-Side Masonry Wall With a 10 Ft. Privacy Hedge and Front Gates. 22 & 26 Rohde Avenue Are Being Offered Together as Large Compound. 26 Rhode Ave. is Fully Furnished and Currently Operated as an Airbnb with Three Short-Term Rental Opportunities that Consistently Produce Six-Figure Income for Its Current Owner. The Main Home Features a Wrap-Around Porch with Multiple Seating Areas, Two Bedrooms, One Bath, Updated Kitchen, Large Livingroom and Formal Dining Room. The Upstairs Apartment Features Private Entry, Exposed Painted Wood Beam Ceilings, LVP Flooring, Living Area with Sectional Seating and a Full Bath with Tile Shower, Built-Ins, and Skylight. The Rear Cottage Features Hardwood Flooring, a Full-Service Kitchen with Butcher Block and Quartz Counters, Peninsula Bar with Seating and a Full Bath with Full Tub/Shower. Enjoy the Large Front Porch, Paver Patio and Gas Fire Pit. 22 Rohde Ave. Features Yellow Pine Floors, Voluminous Ceilings, Architectural Crown Trim Accents in Most Rooms, Gas Fireplace in the Spacious Livingroom as well as Formal Dining Room with an Elegant Period Crystal Chandelier, a Spacious Downstairs Bedroom with Full Bath Offering a Roll-in Shower and Claw Foot Bathtub, Two Generous Upstairs Bedrooms with an Updated Full Bath. Updated Kitchen Offers Custom Maple Cabinetry, Glass Front 42" Upper Cabinets, Granite Counters, Gas Cook Top, Stainless Steel Appliances, Tin Tile Backsplash and an Incredible Barrell Vaulted Ceiling. The Rear Deck Will Introduce You to The Elegantly Designed Backyard Perfect for Entertaining Featuring a Plunge Pool, A Larger Pool with a Swim Jet System and Raised Poolside Tanning Deck. Relax in the Oversized Pavilion with Large Comfortable Seating Area with Viewing the Giant Outdoor TV Screen. Bring Your Cooking Skills Outdoors on the Stone Argentinian Style Parilla Set in a Beautiful Permeable Paver Grilling Patio.

22 - 26 Rohde Avenue, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$627,000

6 Beds ⋅ 4 Baths ⋅ 2030029 MLS

Nestled in the heart of West Augustine, this historic property offers a restoration opportunity. Built in 1894, this two-story Frame Vernacular residence boasts timeless charm and a rich history. Stripped down to the studs, this home is a blank canvas awaiting your vision. The property spans lots 5 and 6, with lot 7 available separately. Zoned RS-2 with multi-family potential(currently has 3 meters), the possibilities are endless. Whether you envision a grand single-family residence or a profitable Airbnb, this home is ready to be transformed. Significant architectural elements, including locally produced coquina concrete block columns, await restoration, blending historic charm while enjoying the comforts of contemporary living. Located in FloodZone ''X,'' this property is ''high & dry,'' and flood insurance is not required. Additionally, it could be nominated as a Local Historical Landmark, offering potential tax exemptions and federal tax credits for qualifying renovations. Perfectly situated to enjoy all that St. Augustine has to offer, this property is on a quiet residential street with plenty of off-street parking. A short stroll brings you to the vibrant Historic Downtown, teeming with shops, restaurants, and cultural landmarks.Flagler College is only a few blocks away, making this an ideal location for student housing or a lucrative vacation rental.Embrace the chance to live in a home that is a testament to the rich tapestry of West Augustine's history. Your journey into a historic living starts here.

17 S Leonardi Street, St. Augustine

Listing courtesy of ENDLESS SUMMER REALTY.

Selling Office: .

$2,380,000

5 Beds ⋅ 5 Baths ⋅ 2021957 MLS

Historic Gem: Gonzales-Jones Home Est. 1764 Step into the rich tapestry of history with this exquisite historic compound, nestled within a sprawling lot exuding privacy and tranquility. Encased by a stately concrete block with stucco wall, this property offers a sanctuary of seclusion. Completely renovated by A.D. Davis Construction in 1983, it was originally established in 1764, making it the second oldest home in St. Augustine. Enter through the gates to discover four distinct structures, each with its own unique charm. The centerpiece is a magnificent three-story home, complemented by a garage with a garage apartment, a charming ''School House'' cottage, and a laundry room cottage. Modern luxury meets historic charm with a total of five bedrooms, four and a half baths, and an array of upscale features. Indulge in culinary delights with a SubZero refrigerator and Wolf gas range, while two gas fireplaces add warmth and ambiance. Ample storage throughout ensures convenience and functionality. Ascend to the third floor sitting room to behold breathtaking views of Matanzas Bay. A walk-in cedar closet and hidden panic room offer both practicality and peace of mind, reflecting thoughtful design and attention to detail. Protecting against the elements, a brand-new flood barrier system has been purchased for doors and gates, alongside inflatable sewer bulbs, offering comprehensive preparation for hurricane seasons. (System valued over $14,000) Entertain in style with a grilling area featuring a gas grill under a charming pergola, creating the perfect setting for al fresco gatherings. Situated in the heart of St. Augustine, this historic compound offers a rare blend of heritage and convenience, providing easy access to local amenities, attractions, and the timeless beauty of Florida's coastline. Whether seeking a private retreat or a historic masterpiece, this extraordinary compound invites you to become part of its storied legacy. Schedule your private tour today and seize the opportunity to own a piece of St. Augustine's history. Pre-approval or proof funds of funds required to show. 24 Hour Notice Required.

56 Marine Street, St. Augustine

Listing courtesy of EXP REALTY, LLC.

Selling Office: .

$888,500

4 Beds ⋅ 4 Baths ⋅ 2020725 MLS

Welcome to 14 Saragossa Street, nestled on one of the most prestigious and desirable streets in historic Downtown Saint Augustine. This exceptional property boasts an array of features that make it a truly one-of-a-kind opportunity. The home is situated on an oversized, deep lot with ample parking—an extraordinary find in this area—and benefits from zoning that allows for nightly rentals, enhancing its investment potential. Crafted with timeless quality, this home showcases nearly 2,600 square feet of meticulously utilized space. It includes five bedrooms—one non-conforming—and four bathrooms, complemented by generous outdoor and deck areas. The classic wrap-around porch sets the stage for serene relaxation or sociable gatherings, offering a perfect spot to unwind and enjoy the neighborhood's ambiance. Step inside to discover a versatile floorplan featuring multiple living quarters adorned with hardwood floors throughout. Original fireplaces in the kitchen and living room not only add to the home's historic charm but also serve as stunning focal points for social interaction and cozy evenings. The well-appointed kitchen is designed to inspire your culinary adventures, offering both style and functionality. The property's deep backyard is a blank canvas, presenting ample space for a pool, accessory dwelling unit (ADU), or detached garagerare luxuries in this urban setting. Living here means embracing a lifestyle enriched by the proximity to exceptional restaurants, bars, and the cultural vibrancy of Flagler College. Everything you love about the historic charm of Downtown St. Augustine is just a walk away, with the beautiful beaches a short drive or bike ride distant. Don't miss the chance to experience this captivating home and the lifestyle it offers. Schedule your tour today and see why 14 Saragossa is not just a residence, but a gateway to a cherished way of life.

14 Saragossa Street, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$599,000

5 Beds ⋅ 4 Baths ⋅ 2020053 MLS

NEW IMPROVED PRICE ! Amazing Opportunity! Room to ADD a pool. See mock up picture. This beautiful ranch-style home located in Anastasia Island's historic district, a PRIME and hot spot for vacationing! This five-bedroom, four bathroom property showcases the historic charm of the region. It features an updated, spacious interior with laminate floors, a chef's kitchen with quartz countertops and stainless steel appliances, and a luxurious master suite with a white-washed brick fireplace. Additionally, it has well appointed bathrooms, a converted garage entertainment area.This home is walking distance to restaurants, shops, the Conch House Marina, and all the historic attractions downtown, yet nestled in a quiet peaceful neighborhood.

212 Alcazar Street, St. Augustine

Listing courtesy of LPT REALTY LLC.

Selling Office: .

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