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$500,000
2113857 MLS ⋅ 32084 Zip Code
Rare opportunity in downtown St. Augustine to own a charming 1910 historic cottage with flexible residential potential. Located just steps from King Street and Flagler College, this freestanding property offers excellent walkability, on-site parking, and a welcoming front porch. The interior is currently configured for office use with multiple private rooms, a kitchenette, and a restroom, offering an ideal setup for a buyer seeking a live/work opportunity, residential conversion, or unique downtown residence. Recent system updates include a 2022 garage roof and HVAC replacements completed between 2018-2022. Zoned for Commercial/Residential/Office use; buyer to verify intended use with the City of St. Augustine.

77 Saragossa Street, St. Augustine
$245,500
1 Beds ⋅ 1 Baths ⋅ 2113789 MLS ⋅ 32092 Zip Code
Experience peaceful country living in this solid concrete block built home perfectly positioned on a spacious, beautifully landscaped lot across the street from the St. Johns River. Enjoy serene views, mature trees, and a quiet setting with no HOA. Inside, you'll find a bright, open floor plan featuring no carpet, wood-planked ceilings with exposed beams, and a durable metal roof that adds both charm and longevity. The front porch is the perfect spot to unwind and take in the natural surroundings, while convenient in-unit laundry adds everyday ease. Just a few hundred yards away, you'll find a riverfront park with a public boat ramp—ideal for boating, fishing, or simply enjoying the water. With its tranquil setting, solid construction, and unbeatable location, this home offers a rare chance to enjoy the peaceful St. Johns River lifestyle, only a short drive from historic downtown St. Augustine, shopping, and dining. Call or text to schedule your tour!

1208 County Road 13 S, St. Augustine
$2,800,000
7 Beds ⋅ 5 Baths ⋅ 2112505 MLS ⋅ 32084 Zip Code
Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register ofHistoric Places. This world-class historic mansion has recently been renovated from top to bottom to perfection with soft coastal hues in mind ~ enjoy the well-designed balance of rich historic beauty and modern luxury. With 5800 sq ft of living space, 5 bedrooms and 3.5 bathrooms in the main house and a 2 bedroom, 1 bath apartment with private entrance, a full kitchen, living and dining room - this home is ideal for multigenerational living or additional income. Located on historic St.George Street, the shops, restaurants, landmarks and culture of the Nation's Oldest City are only steps away. The highly active community association provides additional opportunities to socialize and enjoy the buzz of downtown living Built in 1893 as a winter retreat for John J. Upham, a veteran of the Civil War and Plains Indian War, this remarkable home showcases the graceful blend of Queen Anne Victorian architecture with examples of Moorish Revival in the courtyard arches. With stunning original millwork, wood floors and a unique octagonal shape, this home will take you back to the splendor of the Gilded Age. From joyous Flagler Era galas to legendary Mardi Gras celebrations, The Upham Winter Cottage has been a witness to countless extraordinary events throughout the ages. Today, as you step foot within these storied walls, you become a part of the Upham Winter Cottage's narrative and assume the role of its guardian, preserving the heritage of the past while crafting a new chapter in its history. Nothing compares.

268 St George Street, St. Augustine
$820,000
3 Beds ⋅ 3 Baths ⋅ 2112166 MLS ⋅ 32084 Zip Code
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
$518,000
2 Beds ⋅ 2 Baths ⋅ 2111154 MLS ⋅ 32080 Zip Code
Architectural Gem with Guest Suite Near Historic Downtown St. Augustine Designed by a protégé of Frank Lloyd Wright, this architecturally inspired home seamlessly blends timeless style with modern design. Situated on nearly 1/3 of an acre with mature landscaping, the property features a 2-bedroom, 2-bath main house and a separate 1-bedroom, 1-bath guest suite with private access—perfect for a vacation rental or private retreat. Just 5 minutes from historic downtown St. Augustine, this rare double-lot property offers beauty, flexibility, and an unbeatable location.

201 Arpieka Avenue, St. Augustine
$1,700,000
4 Beds ⋅ 4 Baths ⋅ 2112045 MLS ⋅ 32084 Zip Code
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
$245,000
3 Beds ⋅ 2 Baths ⋅ 2111555 MLS ⋅ 32084 Zip Code
This concrete block home in St. Augustine offers durability, low maintenance, and modern comfort. New windows, updated lighting, and luxury vinyl plank flooring create a bright, clean interior. The kitchen features stainless steel appliances, butcherblock counters, and crisp cabinetry that support everyday living and easy entertaining. The primary bedroom includes a private bath with a shower. Two additional bedrooms provide space for family or guests. A flexible bonus room can serve as an office, playroom, fitness space, or optional fourth bedroom. The backyard offers a quiet place to relax outdoors. The home is minutes from St. Augustine Beach, historic downtown, local restaurants, shopping, and daily conveniences. Move-in ready and well located, this property delivers strong value in one of Northeast Florida's most desirable coastal markets. The fully fenced backyard offers space to relax, garden, or let pets play. Just minutes from the restaurants, shops, and historic charm of downtown St. Augustine, and a short drive to the beach, this home makes it easy to enjoy the coastal lifestyle. Preferred lender offering up to 1% of the purchase price toward buyer's prepaids and closing costs.

243 Ravenswood Drive, St. Augustine
$430,000
3 Beds ⋅ 2 Baths ⋅ 2110736 MLS ⋅ 32084 Zip Code
Now offering $5k towards interest rate buy down!! Freshly remodeled and full of charm, this 3 bedroom, 2 bath home offers a rare opportunity to live or invest in one of St. Augustine's most walkable and desirable locations. Step inside to discover updated kitchen and baths, modern finishes, and a move-in ready feel that blends comfort with character. Whether you're sipping coffee before strolling to local shops and restaurants or welcoming guests for a weekend stay, this home supports both lifestyle and flexibility. Short-term rental use is allowed, making it an exciting option for those looking to enjoy the property while also exploring income potential. With the historic waterfront just moments away and downtown energy right outside your door, this is a special chance to own a piece of St. Augustine's story.

165 Blanco Street, St. Augustine
$545,000
2 Baths ⋅ 2109603 MLS ⋅ 32086 Zip Code
Tucked beneath a canopy of majestic live oaks, this private 3.50-acre property offers Old Florida beauty just minutes from historic downtown St. Augustine. Long known as the site of Price's Oyster House, a beloved landmark now closed, the property blends natural seclusion with in-town convenience. This 3.50-acre single parcel offers a rare blend of privacy and easy access along Wildwood Drive. Future Land Use: Residential-C (RES-C). Current Zoning: Open Rural (OR), no assumptions of commercial up-zoning. Excellent option for an estate/compound buyer or a small builder seeking 1-acre homesites (subject to County approvals). On-site ''interim improvements'' include two residences and multiple shop/garage outbuildings, use for storage, staging, or occupancy while you plan. Utilities: well/septic area; buyer to verify availability/extension of any central service. Three structures convey.

1774 Wildwood Drive, St. Augustine
$545,000
5 Beds ⋅ 2 Baths ⋅ 2109485 MLS ⋅ 32086 Zip Code
Tucked beneath a canopy of majestic live oaks, this private 3.50-acre property offers Old Florida beauty just minutes from historic downtown St. Augustine. Long known as the site of Price's Oyster House, a beloved landmark now closed, the property blends natural seclusion with in-town convenience. Three structures convey: the main 1964CBS home (1,328 sf, 2BR/1BA), a 1961 wood-frame residence (922 sf, 2BR/1BA), and the original Oyster House building (364 sf), full of character and history. A large pool, garage workshop, and shed provide space for hobbies, storage, and projects, with plenty of room to create your vision. A 2025 boundary survey clearly defines the approximate 3.50-acre tract, showing the homes, pool, and outbuildings. The land is zoned Open Rural (OR) with RES-C FLUM, allowing for single-family, modular, and mobile homes. Sold as-is, this unique offering is perfect for those seeking privacy, history, and opportunity.

1774 Wildwood Drive, St. Augustine
$505,000
3 Beds ⋅ 2 Baths ⋅ 2108466 MLS ⋅ 32084 Zip Code
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
$505,000
3 Beds ⋅ 2 Baths ⋅ 2108467 MLS ⋅ 32084 Zip Code
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
$437,500
2 Beds ⋅ 2 Baths ⋅ 2104848 MLS ⋅ 32080 Zip Code
This move-in-ready 1920s gem is nestled in the heart of the highly desirable Lighthouse Park community in St. Augustine. Beautifully renovated, this 2-bedroom, 2-bath home blends vintage charm with modern comfort, offering two private en-suites, a spacious 400-square-foot back deck, and a true island lifestyle just steps from the iconic St. Augustine Lighthouse. Inside, you'll find gorgeous bamboo floors, granite countertops, barn doors, penny tile, stainless steel appliances, maple wood ceilings, and fresh interior paint. The kitchen and bathrooms have been thoughtfully updated, and key system upgrades include a metal roof (2016), HVAC replacement in 2020, plus updated plumbing, and a water heater replaced just before August 2016. Exterior improvements include updated paint, fencing, and a storage shed. The fully fenced yard features an outdoor shower and ample space for boat parking. The home is located in flood zone X and is connected to the sewer. Additional peace of mind comes with a one-year home warranty and a termite bond already in place. Enjoy unbeatable walkabilityjust a short stroll to R.B. Hunt Elementary, the Amphitheatre, local eateries, and the public beach launch, with Anastasia State Park just a bike ride away. Whether you're seeking a full-time residence, second home, investment property, or weekly rental, this home is all about living the beach lifestyle in one of St. Augustine's most vibrant coastal neighborhoods.

19 Palmetto Avenue, St. Augustine
$535,000
2 Baths ⋅ 2106741 MLS ⋅ 32084 Zip Code
Prime West Augustine Commercial Property with Unlimited Growth Potential! This historic investment property has been an iconic and favorite gathering place for locals and tourists alike for many years. Located in the heart of the trendy WestAugustine district, within the Historic City limits, this property offers a rare mix of immediate income and future growth potential. Zoned CL-1 and spanning three lots, it's an ideal opportunity for restaurant/office entrepreneurs, investors, or developers. The existing building is designed to seat 50+ guests, featuring indoor and outdoor dining areas, a welcoming front porch, two entrances, two bathrooms, and ADA accessibility. Two off-street parking areas provide approximately 30 parking spaces, offering convenience for both patrons and staff. Recent upgrades include updated wood lap siding, exterior paint, window frames, interior paint, a modern grease trap, signage, and an on-site storage shed. Beyond its current use, the additional land allows for a multitude of possibilities: build another structure, create an income-producing nightly vacation rental, or construct a private residence on the back lot. This flexibility makes the property valuable both for today's operations and tomorrow's investment. This offering is for the real estate only, with business and restaurant equipment are negotiable separately. Owner financing is available. Please do not approach the tenant. ***Contact us today for details and to schedule a private tour of this notable historic commercial property.

40 S Dixie Highway, St. Augustine
$645,000
4 Beds ⋅ 2 Baths ⋅ 2104990 MLS ⋅ 32084 Zip Code
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
$255,000
3 Beds ⋅ 1 Baths ⋅ 2106209 MLS ⋅ 32084 Zip Code
Completely Renovated & Minutes from Downtown St. Augustine This move-in-ready property has been upgraded from top to bottom, including: Brand New Roof, HVAC & Ductwork,, Electrical, Plumbing, Kitchen Cabinets, Quartz Countertops, Bathroom, Interior and Exterior Paint, Septic, and Well Pump - giving you peace of mind for years to come. Sitting on a massive .35-acre lot, there's plenty of room to enjoy the outdoors, add a garden, or even bring your toys. And with NO HOA or CDD fees, you'll have the freedom to truly make this property your own. Inside, you'll find a modern kitchen and stylish finishes throughout, perfect for easy living, an investment opportunity or AirBNB. Located minutes from historic downtown St. Augustine, with its lively shops, restaurants, and coastal lifestyle right at your doorstep. If you're looking for a turn key home at an affordable price, close to all the best St. Augustine living has to offer, this is the one. Call or text for a tour

755 S S Rodriquez St Street, St. Augustine
$267,201
2 Beds ⋅ 1 Baths ⋅ 2105926 MLS ⋅ 32084 Zip Code
Just minutes from Vilano Beach and historic downtown St. Augustine, this updated 2-bedroom, 1-bath cottage is move-in ready and full of character. An inviting screened front porch welcomes you inside to a spacious living and dining area that flows into the kitchen with refinished countertops and stainless steel appliances. Two generous bedrooms share a full bath with a step-in style shower. The home has been refreshed with a new roof, Hardie siding, HVAC system, updated plumbing, tile flooring, modern light fixtures, a new bathroom vanity, and a new side door. A detached one-car garage and plenty of driveway space provide excellent parking and storage. The large fenced backyard offers even more room to relax or entertain. With no HOA and zoning that allows nightly rentals, this property is also an outstanding investment opportunity. It is currently operating as a well-established and successful short-term rental with reservations already secured into 2026. Future bookings may be transferred to the new owner, offering the option to step right into a proven income-producing venture while enjoying all the benefits of this prime location.

217 Covino Avenue, St. Augustine
$425,000
3 Beds ⋅ 2 Baths ⋅ 2104543 MLS ⋅ 32084 Zip Code
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
$700,000
2 Beds ⋅ 2 Baths ⋅ 2104740 MLS ⋅ 32084 Zip Code
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
$585,000
2 Beds ⋅ 1 Baths ⋅ 2104691 MLS ⋅ 32084 Zip Code
Just reduced! Great income producing property. Charming, fully-furnished, turnkey and renovated cottage is a gem downtown St. Augustine property. Near Flagler College and downtown restaurants, walk distance to bayfront and Fort. (Owner also has 4 St. Andrews Ct for sale -- see MLS #2117047) Enjoy as income-producing short term rental, weekend getaway or your dream downtown home sweet home on quiet dead-end street. Purchaser eligible for discount pricing for membership to Ponte Vedra Inn & Club, The Lodge & Club, Epping Forest Yacht and Country Club, and The River Club.

7 St Andrews Court, St. Augustine
$485,000
2104434 MLS ⋅ 32084 Zip Code
Multi-tenant commercial building located along a high-traffic corridor near the I-95 interchange in St. Augustine. The property offers strong visibility and easy access. The flexible layout and ample parking make it suitable for a variety of commercial uses, including office, retail, or service-based businesses. Positioned in a growing retail and service hub, it's ideal for an owner-user occupying a portion while generating rental income or for an investor seeking stable cash flow.

460 State Road 16, St. Augustine
$469,057
3 Beds ⋅ 2 Baths ⋅ 2104431 MLS ⋅ 32084 Zip Code
Welcome to your perfect coastal retreat in charming St. Augustine! This delightful 3-bedroom, 2-bathroom home offers an ideal blend of comfort and convenience in one of Florida's most sought-after locations. Step inside to discover thoughtfully designed living spaces that invite both relaxation and entertainment. The primary bedroom provides a peaceful sanctuary, while two additional bedrooms offer flexibility for family, guests, or a home office. With two full bathrooms, morning routines become effortless, even with a house full of visitors. The real magic lies in this home's incredible location. Just steps away, Surfside Park Beach beckons with pristine sands and endless ocean views - perfect for morning jogs, sunset strolls, or simply soaking up Florida's famous sunshine. Daily conveniences are equally impressive, with Publix Super Market at Vilano Beach Town Center nearby for all your shopping needs. This property presents an exceptional opportunity for investment-minded buyers. The desirable Vilano Beach area attracts vacationers year-round, making this home an excellent candidate for rental income. Whether you're seeking a weekend getaway that pays for itself or a full-time investment property, the location delivers consistent demand. The neighborhood itself embodies the best of coastal living - a perfect blend of beach town charm and modern amenities. Quality educational facilities like St Johns County Media Center serve the community, adding appeal for families and long-term residents alike. This isn't just a house; it's your gateway to the coveted Florida lifestyle, where beach days and rental potential converge beautifully.

125 Sherwood Avenue, St. Augustine
$248,500
2 Beds ⋅ 1 Baths ⋅ 2103711 MLS ⋅ 32080 Zip Code
This beautifully updated 2BR/1BA ground-floor unit in the Salt Run community offers coastal charm with modern luxury. The spacious kitchen boasts leathered quartz countertops, a striking navy center island, open shelving, stainless steel appliances, and custom lighting—ideal for entertaining. Wood-look tile flooring flows throughout, complemented by recessed lighting and a calming coastal palette. The spa-inspired bathroom features elegant tilework, a new vanity, matte black fixtures, and updated plumbing. Additional upgrades include updated electrical systems, in-unit laundry, and low-maintenance living. Enjoy relaxing on your private screened patio surrounded by tropical landscaping. Located just minutes from historic downtown St. Augustine, the beach, Lighthouse Park, and top-rated schools. Perfect for full-time living, a vacation retreat, or rental investment!

22 Comares Avenue Unit 4A, St. Augustine
$370,600
2 Beds ⋅ 1 Baths ⋅ 2103519 MLS ⋅ 32084 Zip Code
One of the very few that is zoned CM2 which allows for nightly STR bookings instead of weekly! Historic Beauty in the Heart of St. Augustine. Just steps from the charm of the historic district, 33 Bernard Street blends timeless character with thoughtful updates. Walk to cobblestone streets, waterfront views, top-rated restaurants, and boutique shops—perfect for lovers of history and vibrant living. Inside, sunlit rooms feature original hardwood floors and vintage details alongside a modernized kitchen with sleek counters and quality cabinetry—ideal for casual meals or entertaining after a day of exploring. Relax in the private, landscaped courtyard with coffee or wine under the stars. With its prime location, the home offers strong potential as a short-term rental, second home, or full-time residence. Opportunities like this are rare in St. Augustine's historic core—don't miss your chance to own a piece of history. Schedule your private showing today.

33 Bernard Street, St. Augustine
$930,000
2102293 MLS ⋅ 32084 Zip Code
Turnkey Auto Repair Business & Real Estate For Sale - Great Location, Established Clientele! An incredible opportunity to own both the business and the building! This well-established auto repair shop is located in a high-traffic area with excellent visibility and easy access. The sale includes the full business operation plus the real estate, making this a rare, valuable investment. The property features a fully equipped service center, multiple bays, lifts, office space, customer waiting area, and plenty of parking. The shop has been successfully operating for years with a loyal customer base and strong reputation for quality service and reliability. This is a turnkey opportunity—step right in and take over an already profitable operation with experienced staff, repeat business Whether you're an experienced mechanic looking to own your own business or an investor seeking a solid income-producing property, this is yOUR OPPORTUNITY!!

2201 N Ponce De Leon Boulevard, St. Augustine
$619,000
2 Beds ⋅ 2 Baths ⋅ 2101244 MLS ⋅ 32084 Zip Code
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
$425,000
2 Beds ⋅ 1 Baths ⋅ 2101070 MLS ⋅ 32084 Zip Code
Nestled in the heart of Lincolnville, this classic 2-bedroom, 1-bath bungalow blends vintage character with everyday functionality on an oversized lot with endless potential. Built in 1950 and offering 1001 square feet of living space, the home welcomes you with a cozy sitting room that flows seamlessly into the living room and formal dining area—perfect for entertaining or relaxing in the comfort of home. Wood floors add warmth and charm throughout, while the kitchen sits privately at the rear of the home and opens to a versatile Florida room. Just off the dining room, you'll find both bedrooms and the full bath, tucked away for added privacy. Outside, enjoy a fully fenced yard, mature landscaping, and a detached shed for extra storage or workspace. Zoned RS-2, this property offers flexibility in one of St. Augustine's most vibrant and walkable neighborhoodsjust minutes to downtown, the waterfront, and local eateries. This is your chance to own a piece of St. Augustine history. Schedule your private showing today!

60 Weeden Street, St. Augustine
$1,400,000
6 Beds ⋅ 8 Baths ⋅ 2100987 MLS ⋅ 32084 Zip Code
Rare Build to Suit Development Opportunity in Historic Downtown St. Augustine. UPDATED FLOOR PLANS w/ ELEVATOR OPTION The existing building at 5 Palm Row to be remodeled and restored to a residential duplex. *This listing is for the sale / reservation of ONE unit of the duplex after basic conversion per floorpans noted / near white box remodel level* Initial townhome price of $745,000 subject to final plans. 2 Parking Spots per unit in a building to be developed across Palm Row as shown in site plan. Call for build to suit options and discussion with developer. Near visitor attractions, the St. Augustine Municipal Marina and Flagler College, the proposed upscale units could be fantastic seasonal / long-term rentals, residences for boat owners, or an upscale housing option. Easy access to beaches via AIA. Lot 1 (5 Palm Row) features 3,555 sq ft of conditioned space, currently used as office space, with plans to restore it to a residential duplex that combines charm, functionality, and luxury upgrades. The drawings are included in this listing. The townhome layout consists of three levels. - Carriage house-style garages on the ground level. One spot will be designated for the townhome and two for the eventual duplex at 5 Palm Row. - The second floor has an open concept living, kitchen, dining area, with a screened porch. 3 bedrooms, 3 full baths, and ample closet space make this ideal for shared living. - The attic level offers a large, privileged bedroom with a full luxury bath and walk-in closet. Complete with space for a private outdoor porch or enclosed sunroom. - With plenty of private space, this townhome would function extremely well as unique student housing, a short-term rental, or multi-generational living.

5 Palm Row, St. Augustine
$1,500,000
2 Beds ⋅ 2 Baths ⋅ 2100427 MLS ⋅ 32092 Zip Code
This expansive 11.5± acre property offers privacy, flexibility, and true Florida charm. This solidly built home features a traditional closed floor plan with a split-bedroom layout, a large living room with a wood-burning fireplace, a dedicated office, and a screened-in back porch overlooking a private, stocked pond complete with a dock house—perfect for relaxing. Originally built in 1963 and expanded in 1978, the home has been well-loved and carefully maintained by its original owners. Recent updates include a metal roof (2012), HVAC system (2016) with a maintenance plan, hot water heater (2020), and full home replumb (2020). The massive 60' x 70' barn includes a 30-amp RV hookup, workshop, and storage room, and could be easily converted into a quality horse barn. The perimeter is fully fenced, with established trails winding through the wooded areas and plenty of grass for grazing—making this property ideal for equestrians. Abundant wildlife frequent the property, including a reside often seen from the back porch along with wild turkeys. Zoning is Open Rural, apex 547' of road frontage. The current owners have a tree management plan in place, qualifying the land for a Greenbelt Tax Exemption. There's also room for a pool, gardens, and multiple animal pens. Located just 10-12 minutes from Publix, Costco, I-95, and historic downtown St. Augustine, with top-rated public and private schools within 10 minutes in either direction. No HOA gives you the freedom to enjoy your land!

4065 State Road 16, St. Augustine
$1,900,000
2099662 MLS ⋅ 32084 Zip Code
Discover an extraordinary opportunity to own 44 Spanish Street Inn, an 8-room, bed & breakfast, with potential to expand to 10 rooms, just steps from iconic St. George Street and Flagler College in the Historic District of St. Augustine, Florida. This charming property blends timeless architecture with modern comforts, offering guests beautifully appointed, air-conditioned rooms with flat-screen TVs and complimentary Wi-Fi. Guests awaken to a complimentary full breakfast and relax in the tranquil garden courtyard or on the shaded terrace before exploring the walkable wonders of America's oldest city. Beyond its proven income as a bed & breakfast, this property's prime location and multiple commercial use potential allows for transformation into a boutique inn with a café, a restaurant, or retail offerings to capture additional revenue streams in one of Florida's most visited historic districts. Whether you're an investor seeking a high-demand short-term rental asset or an entrepreneur ready to blend hospitality with lifestyle in a vibrant community, 44 Spanish Street Inn is your gateway to owning a piece of St. Augustine's timeless appeal. Contact us today to schedule your confidential showing and explore how this property can become your next landmark investment.

44 Spanish Street, St. Augustine
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