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$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

$739,000
3 Beds 2 Baths 2113373 MLS
Welcome to prairie creek, voted the best neighborhood in St. Augustine. This exceptional three bedroom, two bathroom home sits majestically on a full acre of beautifully maintained property, offering the perfect blend of spacious living and natural tranquility. Backing up to the river and large preserve ensuring no future building. Step inside this thoughtfully designed open floor plan with 2,119 square feet and discover a space that has been completely updated throughout. New roof, new AC, updated pool, new plumbing including water filtration, softener and a tankless gas hot water heater. Enjoy the heart of the home in the spacious remodeled gourmet kitchen with plenty of counter space, storage and a butlers pantry to keep everything organized. With lots of tasteful upgrades, including the under lite italian marble countertops, upgraded cabinets with pull-outs, a gas range featuring air fly technology, large hood vent, pot filler and all new black stainless appliance

3613 Crazy Horse Trail, St. Augustine

$869,000
3 Beds 3 Baths 2113264 MLS
With a location in the heart of Historic Downtown St. Augustine and only minutes to Vilano Beach, the Homes of 7 Sebastian Avenue effortlessly blend sophisticated design and luxury living. Developed by Ocean Life Homes, this exclusive four unit townhouse development is designed to comfortably accommodate those looking for low maintenance and a permanent residence, second home, or profitable investment opportunity. Each unit will boast a spacious two story, three bedroom, two and a half bath floor plan with a one car garage, and private 7x12 in ground pool. Interior finishings have been artfully curated to ensure only the highest quality products are utilized throughout each home. Outside, xeriscaping will be implemented to achieve minimal water usage with little to no irrigation required and pool maintenance will be included in the HOA fee. This is a rare opportunity to own a new construction luxury townhome, surrounded by shopping, dining, and walking distance to historic attractions in the epicenter of the Nation's Oldest City. For further details and specifications, contact us today.

7 Sebastian Avenue Unit D, St. Augustine

$1,049,000
4 Beds 4 Baths 2113006 MLS
*Available Early 2027* Toll Brothers has developed our most tranquil and natural piece of property to date in the brilliantly-located, exclusive, gated community of Madeira in St Augustine. 5 minutes from downtown and 10 minutes from Vilano Beach. New construction from Toll Brothers! This single-story home will sit comfortably on a 90' wide home site on lake-to-preserve with fantastic sunsets and room for a pool. Featuring 10', 11' and 12' tall ceilings and 8' tall doors, gourmet kitchen with gas cooktop and soft-close cabinet doors and drawers, paver driveway and lanai, and sliding glass doors that open to a spectacular view. Home sites are select-cleared to save as many of the natural trees as possible. It's absolutely stunning. Come enjoy the quietude of the marsh life. Call today to schedule your private tour!

1006 Pantano Drive, St. Augustine

$1,600,000
2112714 MLS
Welcome to Bonita Bay, downtown St. Augustine's premier luxury waterfront community. Situated in the heart of historic downtown, Bonita Bay is the only gated luxury waterfront community in the area and this is your rare opportunity to own a .26-acre double lot, fully shovel-ready and primed for your custom home. This unique home site offers dual gated access with the ability to enjoy the security of the main community gate, plus the exclusivity of your own private gate, offering sole entry to the property. From your future home or the community marina, take in gorgeous Intracoastal views or enjoy some time on the water while utilizing your two deeded boat slips. Located at the corner of Marine and South Streets, you are walking distance to all downtown shops, dining, and historic attractions. Build the waterfront lifestyle you've always envisioned—right in the heart of one of Florida's most charming and historic cities.

1 South Street, St. Augustine

$389,990
3 Beds 2 Baths 2112713 MLS
Enjoy the best of community living in this beautiful single-story ranch-style home in the highly desirable TrailMark community in St. Augustine, FL. Located on a quiet cul-de-sac, this home offers peaceful lake views, wooded privacy, abundant natural light, excellent airflow, a spacious two-car garage, and a large driveway. Located in St. Johns County, home to Florida's top-rated school district, TrailMark features resort-style amenities including kayaking, fishing lakes, dog parks, and miles of scenic walking and biking trails. Experience a perfect blend of comfort, nature, and modern living. With its impressive oak tree hammocks and winding nature trails, Trail Mark's architectural design celebrates Old Florida style and honors its authentic North Florida location and rich history. Community amenity center offers a fitness center, a lagoon-style pool with a free-form design and zero entry, a pavilion, and a kayak launch along Six Mile Creek, Pickleball Courts and much more.. Grade A School district Saint johns/St Augustine and School bus availability. Less than 10 minutes away to all popular Hospitals, various Medical facilities, Elementary, Middle and High Schools, Costco(8 minutes), Publix(4 minutes), Home Depot(7 min) Highway I-95(6 min), State Highway Route 1(10 min), Local shopping centers, Golf courses, IMAX theaters(8 min), Popular St. Augustine Outlet Malls(8 minutes), Multiple Restaurants, Grocery stores, popular Coffee shops, multiple Breakfast places, World Popular International Golf Village is just 8 minutes away. Just 30 minutes away to All Popular Beaches like Pontevedra beach, St. Augustine beach, Jax Beach, Vilano Beach, Butler beach, Anastasia State Park, Crescent beaches from the property located. Jacksonville Airport is just 50 minutes away, Orlando International Airport is 80 Mins, St. Augustine Airport is just 16 Minutes away, Daytona Airport (32 min) Airports nearby : St. Augustine, Orlando, Jacksonville, Tampa, Sanford, Daytona International Airports are just few minutes away to the property located. Very convenient to local and international Travel. Trail mark offers easy access to historic downtown St. Augustine, just 15 minutes away. # TRAIL MARK Community Highlights Community Center. Dog Parks. Kayak/Canoe Launch. Community Workout(GYM) Space. Walking and Cycling Trails. Kids Playfields. Pickleball Courts. Recreational Area. Pickleball Courts. Long Trails. Natural greenery and beautiful lakes. Fishing Lakes. living experience. Nature's beauty with lush greenery with better air quality.

110 Wilgrove Place, St. Augustine

$2,800,000
7 Beds 5 Baths 2112505 MLS
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

$1,900,000
4 Baths 2112498 MLS
Long term opportunity for commercial space in a rapidly growing market. Lot 7 of Cumberland Industrial Park is 95,654 square feet or 2.195 acres of developable land. 5,280 square foot under roof, with 1,680 of office space, 3 half baths, and 14 parking spaces. Butler style Warehouse with 16 foot eave height, and asphalt paved drive and yard. Permitted uses within the Cumberland Industrial Park PUD includewholesale, storage, light manufacturing, printing, bulk storage,outdoor storage, vocational or trade schools, clinics in connection with industrial activity, miscellaneous industrial, radio/television facilities, and essential public services. Additional uses by exception are allowed to include self-storage, retail sales of vehicles/motor homes/boats/heavy machinery/building supplies, and service establishments catering to commerce and industry. All development within Cumberland Industrial Park PUD must be approved. Current tenant has 4 plus years left on lease at below market rent

170 Cumberland Park Drive, St. Augustine

$485,000
3 Beds 3 Baths 2111531 MLS
Great investment opportunity, vacation home, or primary residence! This beautifully appointed 3 bedroom, 2.5 bath condo comes fully furnished and offers the ultimate coastal lifestyle. Step inside to find a spacious, open layout designed for comfort and entertaining. The fully equipped kitchen provides everything you need for family meals or hosting guests. Bedrooms are generously sized, with the primary suite featuring its own private balcony overlooking the pool and a private bath for added comfort. Being sold turn-key furnished, this condo is ready for immediate enjoyment or rental income. Located along Crescent Beach, one of Northeast Florida's most pristine stretches of shoreline, you'll have easy beach access and the perfect blend of relaxation and recreation. Whether you're looking for a smart investment, a family getaway, or a full-time coastal retreat, this property delivers on all fronts. Schedule your private showing today and exp

6300 A1a S Unit B31TH, St. Augustine

$414,990
2 Beds 2 Baths 2111416 MLS
Welcome to Reverie at Silverleaf, where the days feel lighter, the plans come easier, and the fun tends to find you. This 55+ neighborhood is set inside the larger SilverLeaf master-planned community, so multi-generational living is real here - and with no CDD fees. Loved ones can be nearby when you want it, and you still get a space that's entirely your own. A dedicated lifestyle team keeps things fresh with clubs, classes, and outings that make it easy to meet people and try something new, without it ever feeling forced. The Pine floor plan from the Grove Collection, offering 1,581 sq. ft. of versatile living space. This beautifully designed home features: Traditional, 10' Ceiling, white cab, LVT Floor, Barn Door Prep 2 Bedrooms + Flex Room 2 Bathrooms 2-Car Garage Key Features: Open-Concept Living: The spacious great room flows into a well-appointed kitchen, creating an ideal space for both daily life and entertaining.

249 Day Dream Drive, St. Augustine

$735,900
4 Beds 3 Baths 2110917 MLS
Gorgeous custom home by Ashley Homes. Experience quality from the outside in. Located on a private preserve homesite, this home features 3 car garage with 8' insulated doors, a welcoming front porch. Step inside the double door entry to a 10' tall foyer and flex room- makes a great office, play room, gym, etc. The family room includes a gorgeous 74'' fireplace with custom built ins that include an abundance of storage. The vaulted ceiling to the second story creates an open and airy feeling. a large slider leads you out to a covered lanai pre plumbed for a summer kitchen sink and a gas line. A gourmet kitchen perfect for entertaining featuring stainless steel appliances, white cabinets, quartz countertops, and Revwood by mohawk flooring. Stairs are full stained wood and open railings that overlook below. the owners suite and 3 secondary bedrooms are upstairs creating a nice get away from the main living!

178 Eagle Moon Lake Drive, St. Augustine

$289,900
3 Beds 2 Baths 2110706 MLS
Charming Second-Floor Corner Condo with no one above you. With updated HVAC, water heater, appliances and more. Nestled in the gated, pet-friendly Vista Cove community along the San Sebastian River, this charming 3 bed, 2 bath corner condo offers the perfect blend of modern updates and unbeatable location. Just 2.7 miles from historic downtown St. Augustine and 4.3 miles from the sandy shores of Vilano Beach, this second-floor unit is ideal for full-time residents, vacation homeowners, or savvy investors seeking a spacious rental property. Step inside this thoughtfully updated condo to find rich oak wood flooring, a modernized kitchen with new cabinetry and granite countertops, refreshed bathrooms with new sinks and fixtures, and stylish tile in the third bedroom. Recent upgrades include a new HVAC and water heater (2022), a new electric range (2025), and energy-efficient window updates (2025), new garbage disposal (2026). Unwind on the inviting screened in porch, featuring a remote-controlled privacy screen, perfect for enjoying quiet evenings with a cool breeze. Vista Cove offers a vibrant lifestyle with exceptional amenities covered by the condo fee, including high-speed internet, two sparkling pools open year-round, a state-of-the-art fitness center, RV and boat parking, and a friendly clubhouse for gatherings. Residents love exploring the community's scenic boardwalks through preserved natural areas, spotting local wildlife like herons and ibis, or relaxing on the riverfront pier. The association is financially sound, with recent updates like new roofs, freshly painted and sealed buildings to meet Florida's strict insurance standards, and eco-conscious landscaping that enhances beauty and sustainability. This move-in-ready condo, larger than many in the area, combines low-maintenance living with access to St. Augustine's best attractions. These condos are approved for conventional, FHA and VA loans!

2521 Vista Cove Road, St. Augustine

$72,000
2108840 MLS
** Seller will consider seller financing for the property.** This vacant lot offers the perfect opportunity to design and build a custom home, vacation retreat, or investment property in one of Florida's most desirable coastal cities. Tucked away in a peaceful neighborhood yet just minutes from downtown Saint Augustine and the area's pristine beaches, the location combines convenience with the charm of the nation's oldest city. Enjoy easy access to vibrant dining, boutique shopping, and historic landmarks, all while creating a space uniquely your own. Whether you're planning your forever home or seeking an investment with great potential, this property is the ideal foundation. There is currently no access to the lot or utility connections. Buyer should verify all development opportunities with the County. Buyer to do their own due diligence.

933 John Street, St. Augustine

$675,000
3 Beds 2 Baths 2108550 MLS
Welcome to your new Dream Home - beautiful waterfront property that offers bulkheaded lot and provides spacious backyard for your own peaceful outdoor Oasis. Enjoy true freedom of this home ownership, as there are no HOA or CDD fees. This properly sits on half an acre of land, features large screened heated saltwater pool, covered lakefront gazebo, spacious fully fenced back yard, and private fishing pier. House features an open floor plan filled with abundance of natural light. The backyard melts into the spring-fed lake, providing a private retreat for quiet mornings and serene evenings. Interior of home has been upgraded with newer appliances and A/C, recently installed septic tank, brand new roof - September 2025. New exterior paint, pool and deck remodel - January 2026. Property comes with transferable termite bond, November 2025 Home inspection report is available. Centrally located - close to Historic downtown, I-95, and the beaches. This property combines the best of Florida living with desirable features and strong investment potential, all without HOA, short-term rental restrictions and no flood zones. This property has been well-established, profitable, and highly rated short-term rental in the last 4 years. Proof of earnings is available. Turnkey and ready for your immediate enjoyment or rental operation. Schedule your private showing.

4041 Pine Run Circle, St. Augustine

$325,000
3 Beds 3 Baths 2108096 MLS
Enjoy the tranquil Water Views from your screened Lanai and Patio with your morning coffee. Located on the First Floor in The Residences Condo a GATED Community with 24 hour patrolled security in the prestigious World Golf Village. Open Concept Living with spacious entry Foyer, Living Room with gas Fireplace, Kitchen with Breakfast Bar, two En-Suite bedrooms, and covered parking. Enjoy the Exquisite Amenities, Clubhouse with Fitness Center, 3 Pools, Tennis, Pickleball & Basketball Courts and access to WGV amenities. Monthly HOA fees include unlimited natural gas, water, sewer, garbage, exterior building maintenance, reserves, security and grounds maintenance. Use as personal residence or short term rental. Convenient to I-95, Jacksonville, Historic St Augustine and our gorgeous White Sandy Beaches, Shopping and Medical.

355 N Shore Circle Unit 1312, St. Augustine

$699,900
3 Beds 3 Baths 2107773 MLS
This beautifully updated 3-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and outdoor luxury. Step inside to discover a modern open-concept kitchen that will inspire any home chef, featuring sleek granite countertop, custom cabinetry, and a spacious island perfect for entertaining. Each of the three bedrooms is generously sized, including a luxurious primary suite with a spa-like bathroom and walk-in closet. The additional two bathrooms are equally stylish, offering modern fixtures and plenty of space. Outside, your private paradise awaits. Enjoy the sparkling in-ground, heated pool, unwind in the hot tub under the stars, or host unforgettable gatherings in the lush, beautifully landscaped backyard.Additional features include a dedicated laundry area, ample storage, and convenient access to historical St.Augustine and the beach. This home has it all resort-style amenities,full house generator,high impact glass,hurricane shutters. Seller is a licensed Realtor

193 Moses Creek Blvd Boulevard, St. Augustine

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