St. Augustine Florida homes for sale starting at Fifty Thousand Dollars

$1,850,000 - St. Augustine, FL

15 Shenandoah Street St. Augustine, FL - Discover your enchanting modern castle in the heart of downtown St. Augustine- a prime investment opportunity or make this your own private residence!This beautifully modernized home seamlessly blends historic charm with contemporary luxury,featuring 7 spacious bedrooms,6 full baths, and 2 half baths.Already a thriving short-term rental and event space with top-notch management in place.Situated a block away from downtown St. Augustine this home offers amazing convenience to restaurants and shops.The location is perfect for hosting micro-events and wedding groups, with numerous venues nearby.The custom-designed kitchen, living, and dining areas, along with each of the 7 bedrooms, are thoughtfully curated in 2020 to combine castle elegance with modern comfort.Most importantly there's on site parking.Six bedrooms are in the main house with a separate entrance to the seventh bedroom in the back with an ensuite bath.With CL-2 Zoning nightly stays are allowed. Guests can enjoy their morning coffee on the charming patio, basking in the serene surroundings. This property provides the best of St. Augustine, perfectly situated between downtown and uptown, and just a short drive to Vilano Beach and US Highway 1. It offers quick access to shopping, dining, and all the city's attractions. Don't miss this opportunity to invest in a home that epitomizes historic charm and contemporary luxury! Call your Realtor to set up a showing right away.

$1,850,000 - St. Augustine, FL

5555 Steamboat Road St. Augustine, FL - Welcome Home! This stunning 2-story pool home nestled on the St. Johns River. With 4 bedrooms, a versatile bonus room with closets, and 4.5 baths, this home offers unparalleled comfort and elegance. Upstairs, you'll find an expansive owners retreat, with a spa-like en-suite featuring a soaking tub, separate shower, and custom walk-in closet with a washer and dryer hook up. Enjoy serene river views from your primary private balcony, perfect for sunsets. Gather in the formal living room by the cozy wood-burning fireplace or relax in the entertainment room featuring a electric fireplace and wet bar. A gourmet kitchen equipped with a gas stovetop, double ovens, walk-in pantry, and quartz countertops ensures a superior culinary experience. Step outside into your private oasis with an in-ground pool and spa, heated and fully screened for year-round enjoyment. Entertain in style with an outdoor kitchen and bar, perfect for gatherings. Boating enthusiasts will love the private dock and boat lift, offering direct river access. A 3 car garage with an extended driveway accommodates all your parking needs. Ample storage with a storage shed and custom built-ins and closets throughout. A fully fenced yard provides privacy and security. Downstairs bonus room with closets serves as an ideal guest suite, workout room or office. Multiple en-suites for privacy and convenience for every bedroom upstairs. High-end finishes, from quartz countertops to luxury bath fixtures and marble, elevate the home's appeal. This beautiful home on the St. Johns River seamlessly blends sophistication, functionality, and breathtaking views. Schedule your private showing today!

$1,849,900 - St. Augustine, FL

62 Guanahani Trail St. Augustine, FL - Embrace the boating lifestyle and enjoy premier waterfront living in the highly sought-after community of Antiqua. This gorgeous dock home sits on a large lot with unobstructed views of the St. Augustine Lighthouse, marsh, and a deep-water canal that leads directly to the intracoastal and to the downtown marina in just five minutes by boat. For the right price, the sellers are willing to include the boat in the sale. This is the last home on the street permitted to have a dock, which means there is no dock to the right of you and you'll enjoy unlimited access to the deepest water in the canal. The private dock is outfitted with underwater lighting, electrical, and water connections-ready for day and night boating adventures. From the moment you arrive, this home impresses with a paver driveway and a welcoming front porch. Inside, the home is thoughtfully designed with rich wood cabinetry, built-ins throughout and stylish updates that make every room feel inviting! The entry foyer sets the tone with elegance, and a practical drop zone is located right off the garage entrance. A guest bedroom and full bathroom downstairs add extra flexibility for hosting. The spacious family room centers around a custom-built entertainment system with an electric fireplace, offering a cozy space to relax and unwind. The kitchen is a showstopper perfect for the home chef with a large quartz island, upgraded vent hood, gas cooktop, wall oven, walk-in pantry, and an abundance of cabinetry for storage. There's even a charming dining area set in front of the bay windows, offering picture-perfect views of the marsh while you dine. Open the triple sliding glass hideaway doors to create a seamless flow to the outdoor living area, where entertaining is effortless. The covered paver patio includes a fully equipped custom outdoor kitchen, a stunning natural stone fireplace, a center island, outdoor ceiling fan, mounted TV, and upgraded surround sound system everything you need to enjoy the Florida lifestyle year-round. Upstairs, a surprise bonus family area adds another layer of comfort and charm, complete with custom wood beams, built-ins-ideal for entertaining. The primary suite is spacious and serene, offering custom closet organizers, a walk-out balcony with sweeping views of the landscape, and a gorgeous ensuite. Start your mornings with a latte on the balcony, catching the sunrise, or unwind at the end of the day with peaceful sunset views. Two additional bedrooms share a large bathroom upstairs, and a spacious utility/laundry room with plenty of folding space adds to the home's functionality. The home is finished with stunning porcelain wood-like tile on level one and luxury vinyl plank flooring on level two, only 1 room has carpeting. Furniture and boat are both negotiable with the right offer! Antiqua offers residents access to a community pool, clubhouse, and kayak launch, and is just minutes from local restaurants, shopping and 1 mile to St. Augustine Beach! Here, you can fish from your dock, spot wildlife in your backyard, listen to concerts from the amphitheater without ever leaving your home, or drive your boat straight to historic downtown St. Augustine. This is waterfront living at its finest full of nature, activity, and breathtaking views all from the comfort of your own home.

$1,825,000 - St. Augustine, FL

200 Manuel Court St. Augustine, FL - Tucked away on a quiet cul-de-sac street, this stunning custom-built pool home is situated on over half an acre, surrounded by natural landscape and towering oaks. This ideal open-concept floor plan has room for everyone, with six bedrooms, a study, a bonus room & over 4,500 square feet of living space. The spacious family room features 23-foot ceilings, second-story transom windows, built-in bookcases, and a gas fireplace. Slider doors open to a covered lanai with automated screens overlooking the pool and preserve. The kitchen boasts crisp white cabinetry, a 9' island breakfast bar, an induction cooktop, a spacious walk-in pantry & a sunny eat-in dining space with built-in banquette seating. Continuous engineered hardwood flooring runs throughout downstairs, where you'll find the primary bedroom, a guest suite & the study. Upstairs, you'll find an open loft living space, plus four additional bedrooms, two full baths (CONTINUED) and a bonus/ theatre room with wet bar. Outside, you'll find covered front and back porches, a heated salt water pool and spa, a fire pit, and a fully-fenced backyard with a dog run. This .66 acre lot affords ample privacy on a quiet tree-lined street. Complete with an artesian well for irrigation and a mosquito misting system, you'll enjoy the outdoors year-round. The attractive coastal exterior features low-maintenance Hardie siding & shakes, Bahama shutters, a 3-car garage, and an extended paver driveway. Located in the sought-after gated community of Palencia, home to world-class amenities, an A-rated Elementary school & a championship Arthur Hills-designed golf course. Residents enjoy a fitness center, three community pools, lighted clay tennis courts, pickleball, sports fields, fitness trails, and a boardwalk leading to the Intracoastal.

$1,799,000 - St. Augustine, FL

116 Leaning Tree Drive St. Augustine, FL - Perfectly positioned on a tree-lined cul-de-sac street, this custom-built home is situated on a private .70 acre lot. Complete with a pool, a separate casita, and a four-car garage, this home is a rare find in Palencia. Designed for year-round outdoor living and entertaining, with a screen enclosure, covered seating, a summer kitchen, and a heated saltwater pool and spa with fire features and ambient lighting. Steps from the pool is a guest casita with two separate entrances. Inside finds a living room, kitchenette, guest bedroom, built-in bunkbeds, a full bath, and laundry, making this space ideal for any family. Inside the main house, you'll find an open floor plan flooded with natural light. The spacious family room showcases a soaring 20-foot ceiling, a collapsing slider door, second-story transom windows, and a floor-to-ceiling fireplace. (Cont) The chef's kitchen boasts quartz countertops, a 10' island breakfast bar, a six burner gas range w/ double ovens & an eat-in breakfast nook with a built-in sideboard. This well-thought-out floor plan includes a downstairs primary suite and a study with a two-story open ceiling, a built-in desk & cabinet towers for additional storage. An eye-catching cable staircase leads to 3 additional bedrooms, each with en-suite baths & walk-in closets. Barn doors open to an upstairs flex space, ideal for a playroom or an extra office. Up one more level finds a space perfect for a studio or reading nook with built-in bench seating and windows on each surrounding wall. Luxury finishes run throughout, including designer lighting, decorative paneling, 8-foot doors, built-in cabinetry, smooth walls and ceilings, cased doors & windows, textured wallpaper and plantation shutters to name a few. There's a whole house generator, a well for irrigation & a separate one-car garage with a mini-split, ideal for a gym or additional work space. Surrounded by natural landscape and towering oaks, this spacious lot affords ample privacy on a quiet street with only nine homes. Located in the sought-after gated community of Palencia, residents enjoy a fitness center, three community pools, lighted clay tennis courts, pickleball courts, sports fields, fitness trails, and a boardwalk leading to the Intracoastal. There's an A-rated Elementary school in the neighborhood and a championship Arthur Hills-designed golf course. This community is the perfect place to call home.

$1,750,000 - St. Augustine, FL

103 Relajado Way Unit: 2 St. Augustine, FL - Oceanfront GATED living at its finest! Welcome to the Colonia where luxury meets coastal living. Located in the heart of Vilano Beach within walking distance to restaurants and shops! This three bedroom ocean view townhouse complete with ELEVATOR has been thoughtfully designed with top of the line finishes. Enjoy sunrises and the ocean breeze from your private roof top deck. Chefs kitchen complete with a large island, thermador appliances, quartz countertops, and custom hood. Designer finishes can be found throughout such as Visual Comfort and Palacek lighting and Shumacher wallpaper. The amenities and features at Colonia continue to impress! The upscale pool area is the perfect place to relax or entertain, and the community courtyard adds another inviting space for gathering. Private deeded beach access for the community!! This is it - your search is over! Ask about our Preferred Membership to Gate Hospitality - Ponte Vedra Inn & Club, The Lodge & Club, Epping Forest, and The River Club.

$1,714,000 - St. Augustine, FL

10 3Rd Street St. Augustine, FL - SEE VIDEO under 'Facts & Features -Virtual Tour'. Welcome to Coastal Living at Its Finest on St. Augustine Beach's Prestigious ''Golden Mile'' *** Rare STR Investor Alert*** This home is perfect for someone looking to live in one part of the property (perhaps the first floor) and rent out the other half (second floor) as a short-term rental. By occupying part of this home, you could also benefit from Florida's Homestead Exemption and no state income taxes-ideal for those looking for a great place to live while generating rental income. This stunning 5-bedroom, 4-bathroom home offers over 2,600 square feet of living space spread across two stories built with durable concrete block construction with ocean views and over 1,900 square feet of deck space-ideal for soaking in the sea breeze. Recently upgraded and turn-key (fully furnished), this property also features a commercially zoned status, allowing for short-term rentals, making it an exceptional investment opportunity. See the ''Updates'' document in the documents tab for a list of details regarding recent updates/repairs, totaling over $130,000. Located just steps from the beach, this home epitomizes beach living. With ease of accessibility, a convenient wooden walkway at the end of 3rd Street takes you directly over the dunes and onto the beach, offering a seamless transition from your doorstep to the shore. Step inside to find a flexible layout that could easily be utilized as two separate units. The first floor features a recently updated kitchen, a luxurious owner's suite, and a guest bedroom with a private bath. Enjoy ample storage and access to a two-car garage. Step outside to the private deck with an outdoor shower, surrounded by fragrant jasmine vines, perfect for entertaining, grilling, or simply unwinding. The second floor boasts a modern kitchen with stainless steel appliances and a comfortable living room with cathedral ceilings and skylights. Choose from one of the three spacious bedrooms, or take in breathtaking ocean views and sunsets from the rooftop deck. Please Note: The 5th bedroom is non-conforming, and showing availability is subject to current vacation rentals.

$1,699,990 - St. Augustine, FL

25 Seaside Vista Court St. Augustine, FL - MOVE IN READY - RARE OPPORTUNITY!!! Enjoy ocean views with PRIVATE DEEDED BEACH ACCESS! This open floor plan includes 5 bedrooms, 4 full baths, flex room, additional second story living space, and 2 car garage!! Luxury upgrades found throughout such as Quartz countertops, ceramic wood like tile flooring, stacking sliding glass doors, outdoor shower, walk in closets, and more! Spacious kitchen includes California island, 42' cabinets, and stainless steel appliances. Ask about our Preferred Membership to Gate Hospitality - Ponte Vedra Inn & Club, The Lodge & Club, Epping Forest, and The River Club.

$1,699,000 - St. Augustine, FL

155 Vilano Road Unit: G38 St. Augustine, FL - Feel like you're on a permanent vacation at Breakwater Villas, a new luxury townhome community under construction in the heart of Vilano Beach. Indulge in the ultimate waterfront lifestyle at our seaside haven, which is nestled between the Atlantic Ocean and the Intracoastal Waterway. Stroll two minutes to the beach for a barefoot walk in the sand, cast your line from the nearby Vilano Pier, or take a dip in the community pool. All homes include 2-car garages, gourmet kitchens, elegant bathrooms, and are elevator-ready. 38 units will include a rooftop terrace for taking in the stunning water views from 44'. Infused with the carefree charm of coastal living, Breakwater Villas is casual yet elegant, a graceful modern retreat with timeless beach-chic appeal. ***HOA Documents are being created; dues are not yet determined. Property taxes will be calculated based on assessed value of finished homes. This unit is an end unit with a rooftop and an luxury level finish package, which includes an elevator. Finish package details available upon request.

$1,699,000 - St. Augustine, FL

155 Vilano Road Unit: H39 St. Augustine, FL - Feel like you're on a permanent vacation at Breakwater Villas, a new luxury townhome community under construction in the heart of Vilano Beach. Indulge in the ultimate waterfront lifestyle at our seaside haven, which is nestled between the Atlantic Ocean and the Intracoastal Waterway. Stroll two minutes to the beach for a barefoot walk in the sand, cast your line from the nearby Vilano Pier, or take a dip in the community pool. All homes include 2-car garages, gourmet kitchens, elegant bathrooms, and are elevator-ready. 38 units will include a rooftop terrace for taking in the stunning water views from 44'. Infused with the carefree charm of coastal living, Breakwater Villas is casual yet elegant, a graceful modern retreat with timeless beach-chic appeal. ***HOA Documents are being created; dues are not yet determined. Property taxes will be calculated based on assessed value of finished homes. This unit has a rooftop and is an end unit with a luxury level finish package, which includes an elevator, rooftop summer kitchen, and rooftop jacuzzi. Finish package details upon request.

St. Augustine, Florida listings for sale

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