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 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

Attention Investors- A rare opportunity- this 3 bedroom 2 bathroom home is situated on a beautiful .23 acre corner lot in Vilano Beach. Being sold as-is (flooring as been taken up in each room to expose floor sheathing in need of replacement) HVAC is 2022, original Clay Tile Roof, and Electrical Panel needs to be replaced as it is a Challenger), this is a fantastic opportunity for buyers looking to create their dream home near one of Florida's most desirable coastlines. You are walking distance to the beach, and minutes from downtown St Augustine. Don't miss out—schedule your showing today! $599,000 Active

504 TWENTY-THIRD Street St Augustine, Florida

3 Beds 2 Baths 1,588 SqFt 0.22 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

This lovingly cared for home in the historic area of St. Augustine can be yours! The property has never flooded and still has annual insurance premium of $3200. Enjoy quiet mornings on the covered front porch and wave to St Augustine's horse drawn carriage drivers as they pass by. The home has it's original wood flooring through out and the walls are painted in soothing pastels. The kitchen has granite counter tops & stainless steel appliances all within the open concept plan of the layout. Upstairs from the owner's suite & up the ornate staircase you'll find a large loft area which the owners are currently using as office space. The yard is completely fenced in and hours can be spent on the oversized screened in porch with a metal roof. The property can also be used as an AirB&B. The pictures tell it all! $590,000 Active

91 CERRO Street St Augustine, Florida

3 Beds 2 Baths 1,428 SqFt 0.12 Acres

Welcome to the beautiful white sand beaches and ocean breezes of Summerhouse, a gated oceanfront condo community with an abundance of incredible amenities - 4 sparkling pools, 4 easy beach access boardwalks, community clubhouse, gym, multiple playgrounds and grilling areas, dog park, onsite boat and RV parking, along with pickleball, tennis, and racquetball courts. Summerhouse is the perfect beachside escape, sitting on one of the most beautiful and peaceful beaches in St Augustine. An escape from the crowds, this is true tranquility while still just a short drive away from the countless sights of St Augustine. Whether you're looking for home, a short-term rental investment, or a second home to escape it all, this just might be the one! This meticulously updated condo is a first-floor, single story unit with a view of the pool and a direct easterly view of the endless ocean beyond. The front walk to the private covered entry invites you in to the tiled foyer with two storage closets. From the foyer, there's a view of the light and bright open floor plan, straight through to the back slider and the ocean. Off the foyer is the beautifully updated kitchen with all stainless-steel appliances, white shaker cabinets, gorgeous granite countertops, and a large pantry cabinet. So much counter space and cabinet storage! Kitchen opens up to the dining room across an expansive countertop with a breakfast bar for additional seating. Tiled Dining Room offers additional built in storage and countertop space, along with a dual temp wine fridge and dry bar. Across the dining room is a custom built-in work space with additional storage. Attractive shiplap lines the walls of the living and dining room, elevating the space with a beautiful warmth. The Living Room boasts additional built-ins, wood-look tile flooring, designer sofa, oversized Lazyboy power recliner, 60" wall-mounted Samsung smart TV, and a drop zone for all your beach gear - just grab your favorite chair and head right out the back slider to the gorgeous white sand beach! Just off the Living Room, the back covered patio is the perfect place to sip your morning coffee with a direct view of the sunrise over the ocean, complete with ocean breezes and the gentle sound of the surf. Back inside, the private owner's suite offers a split king adjustable Sleep Number bed, double closets, and a beautifully updated ensuite bath with tiled walk-in shower. This condo offers extra privacy with a split-bedroom floorplan. The second spacious bedroom and closet are located toward the front of the unit, currently furnished with two twin beds. Nearby is the second beautifully updated shared bathroom, along with in-unit stackable LG washer and dryer, just 1 year new. Condo offers plantation shutters throughout, designer light fixtures, ceiling fans, and detailed trim work. Unit comes fully furnished and with all household items, kitchenware, and more included in the purchase. All you need to bring are your flip flops and swimsuit! Short-term rentals are permitted. Summerhouse offers on-site property management and maintenance, allowing you to sit back and enjoy your investment. Or if you plan to keep it all to yourself, Summerhouse is also a great place to call home. Unit has not been on the rental market for many years, it was lovingly renovated and improved as a primary residence. Rental projections are available upon request. This unit is truly special and a must see! Don't let it be the one that got away - book your showing today to see it in person, and let's make this one yours! $589,000 Active

8550 S A1A 13131 St Augustine, Florida

2 Beds 2 Baths 1,064 SqFt

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