St. Augustine Historic Homes For Sale, $500,000 – $600,000

Welcome to 7750 Wyndwood Drive, a rare gem nestled on a sprawling ¾-acre lot in a peaceful dead-end street, this 3-bedroom, 3-bathroom home offers a unique layout with a mother-inlaw suite, making it perfect for multi-generational living, rental potential, or added privacy. The main level features a spacious 2-bedroom, 2-bathroom layout with an open-concept living area and kitchen. Expansive wrap-around porches provide beautiful views and a tranquil retreat to enjoy the surrounding nature. Downstairs, a fully independent mother-in-law suite comes complete with its own kitchenette, full bathroom, and private entrance, making it ideal for extended family, guests, or potential rental income. A large circular driveway offers ample parking for guests, multiple vehicles, or trailers, ensuring easy access to the property. Additionally, a massive metal workshop, separate from the home, provides an incredible space for storing boats, cars, or extra equipment, catering to hobbyists, mechanics, or outdoor enthusiasts. This home is just minutes from public boat ramps, dining, shopping, and more, offering the perfect balance of privacy and convenience. Located in a highly sought-after school zone (Picolata Crossing Elementary, Pacetti Bay Middle, and Tocoi Creek High), this is a rare opportunity to spread out and enjoy peaceful living while staying close to everything the rapidly growing St. Johns County has to offer. $599,900 Active

7750 WYNDWOOD Drive St Augustine, Florida

3 Beds 3 Baths 1,617 SqFt 0.74 Acres

Absolute ONE OF A KIND, this NEWLY RENOVATED 3-Bedroom, 2-Bathroom Spanish inspired home sits on over half an Acre with a Two-Car Garage! Welcome to the home of your dreams. Stepping onto the property you'll love how private this home feels. The blend of modern finishes with timeless charm, you will love every room. You'll be welcomed by soaring tall ceilings, natural wood finishes and countless windows that shine in radiant natural light. The open concept living area is highlighted by the floor to ceiling fireplace and welcomes a mixture of outdoor/indoor living with the sprawling extra large new back patio. Every detail has been meticulously updated, blending contemporary style with rustic warmth. The chef's kitchen is a true showstopper, featuring top-of-the-line NEW Cafe appliances and sleek countertops, all designed for both beauty and function. The property has a NEW ROOF, NEW WATER HEATER, NEW HVAC. This opportunity does not come often, CALL TO SEE YOUR DREAM HOME TODAY. $599,900 Active

212 RAINTREE Trail St Augustine, Florida

3 Beds 2 Baths 1,818 SqFt 0.53 Acres

Charming Ground-Floor Condo with Stunning Views 2 Bed | 2 Bath | Approx. 1200 sq. ft. Discover the perfect blend of comfort and convenience in this fully furnished two-bedroom, two-bath condo. Whether seeking a serene residence or a smart investment, this property promises not to disappoint. Situated on the ground floor, this condo offers unparalleled access to the surrounding amenities—step directly onto the lush grounds and find yourself by the pool, barbeque grills, and putting green within moments. Spanning approximately 1200 sq. ft., the interior is thoughtfully equipped with all essentials for immediate occupancy. The living space extends seamlessly outdoors thanks to sliding glass doors in the living room, master bedroom, and guest bedroom, leading to a spacious 40 ft patio. Here, bask in the southern exposure views overlooking the pristine pool and stunning views of the ocean. Managed by Latitude30 vacations. They would love to continue. $599,900 Active

7870 S A1A 104 St Augustine, Florida

2 Beds 2 Baths 1,200 SqFt

Lakefront home on Anastasia Island with Oversized Lot! This 3BR 2 Ba home has an open floor plan, Eat In Kitchen with Breakfast Bar, Screened in Lanai overlooking the lake, mature landscaping and a irrigation system on new well. The owners have just completed a huge amount of upgrades: New Windows Thru out, Luxury Vinyl, Updated second bathroom tile and vanity. New Screen on Lanai and ceiling fan. New gutters, driveway and walkway to front entry, New hot water heater, new well and irrigation pump. Full list of upgrades are attached in documents. $599,900 Active

541 PENINSULA Court St Augustine, Florida

3 Beds 2 Baths 1,735 SqFt 0.17 Acres

Welcome to this beautifully updated 3-bedroom, 2-bathroom home, perfectly situated near the heart of Downtown St. Augustine! Located just minutes from the Alligator Farm, Anastasia State Park, and the St. Augustine Amphitheatre, this home offers unbeatable convenience to some of the area's best attractions, dining, and outdoor recreation. Step inside to find a bright and inviting interior, updated throughout for modern comfort while maintaining its original charm. Recent upgrades include a total roof replacement (Nov 2021), new A/C (2017), and a brand-new hot water heater (2023), ensuring peace of mind for years to come. Enjoy relaxing in the fenced-in backyard, complete with a hot tub, perfect for unwinding or entertaining guests. Whether you're looking for a primary residence, a vacation retreat, or an investment opportunity, this home has it all! Don't miss out on this prime St. Augustine gem—schedule your showing today! Open House Saturday March 29th 1-4pm!! $599,000 Active

110 ARREDONDO Avenue St Augustine, Florida

3 Beds 2 Baths 1,268 SqFt 0.17 Acres

Don't miss the opportunity to own a piece of historic charm with this 3-bedroom, 2-bath 1925 bungalow, located in one of Uptown's most desirable and rapidly growing neighborhoods. Whether you're a homeowner with a vision or an investor seeking your next project, this property offers incredible potential! Features include a spacious screened front porch, original hardwood floors throughout most of the home, a vinyl-fenced backyard, and an exterior shed with an attached workshop—perfect for storage or hobby space. Additional off-street parking adds convenience and value. This property is a rare opportunity in a sought-after location with strong long-term potential. Bring your creativity and finishing touches to transform this fixer-upper into something truly special! Schedule your showing today and see the potential for yourself. BRING ALL OFFERS, SELLER IS MOTIVATED! **Buyer is responsible for doing all due diligence when considering. Vacant and easy to show! Home is zoned RS-2 $599,000 Active

4 FLETCHER Lane St Augustine, Florida

3 Beds 2 Baths 1,599 SqFt 0.11 Acres

Welcome to your coastal retreat in Summerhouse Beach and Racquet Club! This exquisite 2-story, 2-bedroom, 2.5-bath townhome has been beautifully remodeled, offering a perfect blend of modern luxury and relaxed beachside living. As you step inside, you'll be greeted by an inviting open-concept living area with brand-new flooring that extends throughout the home. The spacious living room is ideal for entertaining or relaxing, while large windows frame stunning views of the ocean and the sparkling pool. The heart of this home is its gorgeous, recently updated kitchen. Featuring sleek stainless steel appliances, elegant countertops, and ample cabinetry, it's a chef's dream. Upstairs, the primary suite is a true sanctuary with its beautifully remodeled bathroom with a large walk in shower! Step outside onto your private balcony to take in breathtaking ocean views and watch the waves roll in! Outside, the community beckons with a wealth of resort-style amenities, including four temperature-controlled pools, four beach walkovers, a pickleball court, tennis courts, racquetball courts, basketball courts, a kids playground, convenient RV/boat parking, and an onsite rental office! Come see why Summerhouse is the most popular complex on the island! $599,000 Active

8550 A1A 124 St Augustine, Florida

2 Beds 3 Baths 1,064 SqFt

Discover this beautiful home nestled within the gated community of Oakbrook in St. Augustine! Situated on an oversized, fenced corner lot, this property offers both privacy and ample outdoor space—complete with your own private pool. The screened-in lanai and pool area feature a convenient bathroom door, making indoor/outdoor living seamless. Inside, the open floor plan is filled with natural light, thanks to elegant front windows, custom glass double French doors, and sliding glass doors leading to the backyard. The spacious primary suite offers a walk-in closet, along with a relaxing tub and separate shower for ultimate comfort. Oakbrook provides fantastic community amenities, including a clubhouse, pool, tennis courts, and a playground—all with No CDD fees! Best of all, this home is just minutes from historic downtown St. Augustine, where you'll find incredible dining, shopping, and sightseeing. $595,000 Active

708 WILLOW WOOD Place St Augustine, Florida

4 Beds 2 Baths 2,521 SqFt 0.5 Acres

Welcome home to this charming bungalow located in iconic Lincolnville! This updated 2/2 could easily be converted to a 3/2, 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, plenty of space and cabinetry. 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. This house is located on a huge fenced corner lot with tons of lush landscaping and flowers throughout. Fully fenced for the pets to run around or leash them up and walk them downtown! This house is located literally near everything! Book through showing time today! Buyer is responsible for doing all due diligence when considering. $595,000 Active

82 SOUTH Street St Augustine, Florida

2 Beds 2 Baths 1,229 SqFt 0.13 Acres

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