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410 Anastasia Boulevard, Saint Augustine
$3,625,000
GC532774 MLS
Positioned along the high-traffic corridor of Anastasia Boulevard, this 5,770 square foot freestanding restaurant building offers a rare opportunity to establish or expand your brand in the heart of St. Augustine. Strategically located just minutes from historic downtown, the beaches, and the iconic Bridge of Lions, this site benefits from strong year-round tourism and dense local foot traffic. The current restaurant has operated successfully at this site for over a decade. They are developing a new location and will remain in the area. The building features a spacious, open-concept dining area with high ceilings, exposed architectural elements, and flexible layout options suitable for casual, upscale, or themed dining concepts. A large commercial kitchen is fully equipped with hoods, grease trap, walk-in cooler/freezer, and ample prep space. The property also includes bar seating, private dining or event space, and generous restrooms. Situated on a high and dry 0.42-acre lot, the property offers excellent visibility, monument signage, and easy ingress/egress from both directions. Zoned CL-1 (Commercial Low-Intensity), the site supports a range of commercial uses beyond restaurant, including retail or entertainment. Whether you’re an operator seeking a move-in ready flagship location or an investor pursuing income-producing property in one of Florida’s fastest-growing coastal markets, this offering is a must-see.

410 Anastasia Boulevard, Saint Augustine

345 Micklers Road, Saint Augustine
$3,450,000
4 Beds ⋅ 5 Baths ⋅ FC309008 MLS
THE PRESERVE at St. Augustine | Nestled on a half-acre waterfront sanctuary encircled by protected wetlands, The Preserve at Saint Augustine offers a once-in-a-lifetime blend of privacy, serenity, and direct Intracoastal access. This bespoke estate is more than a home; it’s an escape into nature’s embrace. Towering palms and ancient oaks line the secluded drive, welcoming you to a residence where the only neighbors are the herons and the coastal breezes. Wake each morning to shimmering water views from expansive windows and gracious outdoor terraces. By day, launch from your private deep water dock for an offshore boating adventure! Glide by paddle board or kayak along the Intracoastal Waterway, exploring winding estuaries alive with coastal wildlife. By evening, savor panoramic sunset vistas over untouched wetlands, with the soft glow of St. Augustine’s historic skyline on the horizon.Designed with effortless coastal elegance, the home’s interiors invite the outside in. Light-filled living spaces open to the gentle breezes off the water, while natural materials and a soothing palette mirror the surrounding landscape. Every room offers a glimpse of the Intracoastal or lush greenery, blurring the lines between indoors and out. Inside, 3,660SF of custom design includes a luminous open layout, a gourmet kitchen with stainless appliances and white shaker cabinetry, and a spa-like primary suite featuring a soaking tub, walk-in shower, dual vanities, sauna, and private balcony. Thoughtful features like a wet bar, a dedicated office, 3 addl. primary suites with their own sitting rooms and private terraces, and a conditioned 750-square-foot garage. Though luxuriously private and tranquil, just minutes from the fine dining, culture, and rich history of America’s oldest city. Here, you can truly have it all: the enchantment of an untouched paradise with the conveniences of modern living close at hand. This rare and coveted location offers direct street access to the white sands of St. Augustine Beach. THE PRESERVE at Saint Augustine is a testament to the idea that luxury is not only defined by opulent amenities, but by space, peace, and the freedom to live completely on your own terms. This exclusive waterfront haven awaits the discerning buyer who dares to dream beyond the ordinary. Don’t miss the opportunity to claim your piece of Florida’s hidden paradise – a sanctuary of natural beauty and seclusion that simply cannot be replicated. With no HOA and short-term rentals allowed, this estate offers both timeless appeal and modern opportunity. Come experience the rare magic of THE PRESERVE at St. Augustine—a private retreat where every moment feels like a timeless escape.

345 Micklers Road, Saint Augustine

7542 A1a  S, Saint Augustine
$2,415,000
4 Beds ⋅ 6 Baths ⋅ FC316642 MLS
Oceanfront Opportunity – Diamond in the Rough in Marineland’s Boys Work Subdivision Discover the incredible potential of this 3,048 sq. ft., three-story oceanfront home located directly on scenic A1A in St. Augustine, just minutes from the historic charm of St. Augustine. Situated on 100 ft of oceanfront property by 300 ft deep lot, this property offers breathtaking coastal living with room to make it truly your own. This 4-bedroom, 5.5-bath home, built in 1977,—perfect for buyers looking to renovate, customize, or create a spectacular seaside retreat. Enjoy direct private access to the beach via your own boardwalk making it easy to step from your backyard onto the sand. The third floor offers stunning views of the Ocean & Intracoastal Waterway, giving you the rare opportunity to enjoy both sunrise views over the Atlantic and peaceful sunsets over the water. Property highlights include: 3,048 sq. ft. | 3 stories, 4 bedrooms | 5.5 bathrooms, 100’ oceanfront x 300’ deep lot, Private boardwalk to the beach,Roof resealed in 2024, Three covered carport parking spaces under the home, Circular driveway for easy access and extra parking, Some electric and manual hurricane shutters, Generac generator, Stainless steel refrigerator only 2 years old, Two heating systems, Located in the Boys Work subdivision of Marineland This property sits along one of Florida’s most beautiful stretches of coastline, close to restaurants, pristine beaches, and the historic attractions of St. Augustine. Whether you're looking for a primary residence, vacation home, or investment opportunity, this oceanfront property offers location, views, and incredible potential. Bring your vision and transform this coastal gem into the ultimate beachfront escape. Information is deemed reliable but not guaranteed and is subject to errors, omissions, prior sale, change or withdrawal without notice. Buyers should independently verify all information

7542 A1a S, Saint Augustine

5336 Atlantic View, Saint Augustine
$1,825,000
3 Beds ⋅ 3 Baths ⋅ FC313838 MLS
One or more photo(s) has been virtually staged. DIRECT OCEAN FRONT 3/3 +bonus room HOME makes you feel like you are always on VACATION! The moment you step inside you are transported back to summer at the beach house of your childhood but with lots of recent UPDATES! It has towering vaulted ceilings with lots of glass giving spectacular views of the BEACH beyond the dunes and EXPANSIVE DECKS where you can breathe in the OCEAN air! Watch the sunrise while you sip your morning coffee on the deck. The entire exterior was FRESH PAINTED in September, with elastomeric on the stucco & Sherwin Williams on the wood, it has newer PAINT inside, BRAND NEW FENCING, recently updated kitchen with NEW CABINETS, NEW QUARTZ counter tops, Built-in GE 9800 FRIDGE, NEW DOUBLE OVEN, island hood, NEW wood look TILE throughout, Anderson windows, 2 NEW windows facing the ocean, Craftsman doors, 30 year METAL ROOF replaced in 2023, and recently rebuilt PRIVATE BEACH walk over which is an option that many comparable homes in the neighborhood could not boast. ALL 3 BATHROOMS have recently been REMODELED and UPDATED. Entire 3rd floor is dedicated to Master Suite-with glass wall for ocean views or close the curtains for privacy, plus catwalk to private 3rd floor balcony. Tongue & groove cedar that has been painted white for an open feel to the vaulted A-frame space that feels massive. There is a bonus room downstairs that would make a great office, extra living space or has room for multiple bunk beds. Door at top of stairs allows you to close off the downstairs for guests, kids, etc... Backyard has room for a pool & two outdoor showers. Lot base elevation is approximately 13’ and ZONE X, meaning lenders will not require flood insurance. There are multiple layers of dunes between the beach and the house, making this one of the best areas to own OCEAN FRONT property in St. Johns County! This would make a spectacular primary home, second home or a VACATION RENTAL in high demand! It’s not currently used as a vacation rental property but was a few years ago, renting for roughly $8-12k per week at the time. All measurements, dimensions and important info to be verified by buyer. This listing contains some virtually staged photos.

5336 Atlantic View, Saint Augustine

92 Washington Street, Saint Augustine
$1,650,000
FC303410 MLS
Price Adjustment! Rare Commercial Gem in the Heart of Historic St. Augustine Unlock the potential of this iconic, commercially zoned property in downtown St. Augustine’s vibrant Lincolnville district. Once home to legendary performances by Ray Charles and Little Richard, this 1908 building offers over 6,900 sq ft of flexible space, a rooftop deck with sweeping city views, and rich cultural history. Currently configured as three fully independent residential condos, each unit can be leased, sold individually, or creatively converted into commercial uses—think boutique hotel, restaurant, gallery, or offices. The CL-1 zoning allows for a wide range of business opportunities in one of the city's most sought-after areas. Highlights include a grand staircase, elevator, balconies, finished attic, and off-street parking for 9 cars—a rare downtown perk. Each condo features 3 bedrooms and 2–3 bathrooms, with unique layouts including a stunning artist studio with stage. This is more than real estate—it’s a chance to own and reimagine a historic landmark at the intersection of legacy and opportunity. Additional adjacent land may be available—inquire for details.

92 Washington Street, Saint Augustine

5124 Osceola Avenue, Saint Augustine
$1,600,000
4 Beds ⋅ 4 Baths ⋅ FC316590 MLS
Stunning Income-Producing Turnkey Beach Home | 2 Blocks to the Sand | No HOA. Welcome to this exceptional newer construction beach home in St. Augustine, currently operating as a successful short-term rental and offering an outstanding blend of income potential, luxury, and laid-back coastal living. Offered fully furnished and truly turnkey-including furniture, decor, and kitchen essentials, (excluding a few personal items)-this property is ready for immediate enjoyment or continued income production from day one. Located just two blocks from the beach, with direct access straight down Palmetto to a new Trex dune walkover, this home enjoys a quiet, jogger-friendly setting with no major through streets. Spanning 3,000 square feet of interior living space plus an impressive 775 square feet of outdoor living, this three-story residence features 4 bedrooms, 3.5 bathrooms, a custom patio, an outdoor shower, and a deck on every level—creating a true indoor-outdoor lifestyle with sweeping views of the treed dunes and an elevated, treehouse-like feel. The thoughtfully designed layout offers two bedrooms and one bathroom on the first floor, ideal for guests, while the second level hosts the primary suite and an additional bedroom and bathroom. The show-stopping third floor is built for luxury living and entertaining, boasting over 1,100 square feet of open living space and three sets of French doors leading to a covered deck overlooking the dunes. The well-appointed kitchen features 42” shaker cabinetry, quartz countertops, and a stainless steel appliance package, perfect for both everyday living and hosting. The home is prepped for a custom elevator, plumbed for gas, and built with impact-resistant windows for peace of mind. Enjoy worry-free ownership with no HOA, no flood insurance required, and elevated construction that provides confidence during storms. Recent improvements include a custom patio perfect for outdoor dining and entertaining and swim spa, fresh interior and exterior paint, and irrigation system. Whether you’re seeking a high-performing investment property, a second home, or a full-time coastal retreat, this property delivers location, privacy, and effortless beachside living—all within the highly rated St. Johns County School District—just steps from the sand.

5124 Osceola Avenue, Saint Augustine

3096 Coastal Highway, Saint Augustine
$1,475,000
8 Beds ⋅ 6 Baths ⋅ FC319445 MLS
For more than 35 years, this oceanfront property has been the backdrop for generations of family memories, with the beach serving as an extension of the backyard. Now, the time is ripe for a new owner with their own vision to create a own coastal haven, whether as a private family retreat, an income-producing investment or a combination of both. Located at 3096 Coastal Highway, this legally zoned duplex is centrally positioned on a deep 275-foot lot, leaving ample space for the addition of a pool, expansive decking and outdoor entertaining areas to be enjoyed nearly all year-round. The upper-level residence serves as the primary living space and is accessed through a large foyer. A generous kitchen overlooks the dining and living areas, all oriented toward inviting vistas of the Atlantic Ocean. Large windows fill the home with natural light, and nearly every room enjoys a water view. The living room and primary bedroom open through sliding glass doors to an expansive deck spanning the width of the home. No better place to greet the sun and ocean breeze with morning coffee in hand. From here, a private boardwalk leads across the lawn directly to the sand and surf. The guest bedroom and bath are situated off the dining area, providing privacy and separation from the primary suite. Additional conveniences include a dedicated laundry closet and a small front porch where two can watch the brilliant sunset skies. The first-floor apartment features a private entrance on the north side of the home. Its open-concept kitchen, dining, and living area extends to a covered patio through sliding glass doors. Two bedrooms share a full bath, and the unit includes its own laundry room, making it well-suited for guests, extended family, or rental income. For buyers seeking a single-family configuration, the home's layout naturally lends itself to multi-generational living, with distinct spaces that offer both togetherness and privacy. A single-car garage provides valuable storage or sheltered parking for your beach vehicle and recreational gear. Just ten blocks from the heart of Vilano Beach, residents enjoy convenient access to the area's vibrant commercial district, featuring restaurants, shops, live music venues, hotels and a major grocery store. A short drive across the bridge leads to the historic charm of St. Augustine, where renowned dining, shopping, cultural attractions and exploration of historic sites await. Whatever your intended use or uses might be, this oceanfront duplex offers versatile options to explore. Just don't forget your straw hat!

3096 Coastal Highway, Saint Augustine

705 Ocean Gate Lane, Saint Augustine
$1,400,000
4 Beds ⋅ 3 Baths ⋅ FC317596 MLS
Introducing 705 Ocean Gate Lane. Tucked within the prestigious community of Anastasia Dunes, this custom-designed 2-story cottage-style home blends coastal elegance with modern sophistication and superior upgrades. Built in 2015 atop preserved dunes and under the cover of mature oak canopies, the property offers peaceful water views from both front and rear porches, along with abundant natural light from 33 windows. Outdoor living is elevated with over 1,000 sq. ft. of new upper and lower Wolf Serenity Cellular PVC decking, a bluestone patio retreat, flagstone and coquina walkway, and a premium Fire Master Aurora outdoor grilling station complete with Wellspring custom cabinetry—perfect for entertaining. What was once an exterior porch has been transformed into a 12’ x 16’ glass enclosed space with high tongue-and-groove wood ceilings, creating a bright year-round living space. Inside, the kitchen showcases beautiful granite countertops, a butler’s pantry with custom built-in shelving, and German-engineered Miele appliances, complemented by a whole-home Sonos sound system. Throughout the interior visitors will quickly come to notice the unmistakable qualities of pronounced craftsmanship such as stained-glass inserts for individual rooms, travertine floors in the laundry and bathrooms, 5inch oak floors in all living areas, built-in shelving in all closets, and a master suite balcony overlooking the community preserve with blooming dune daises below. More recent upgrades include two new Trane heat pump systems (2026), heat pump water heater, whole-house surge protection, updated landscape lighting, and smart security features. The garage is equally refined with epoxy flooring and custom cabinetry with a stainless-steel utility sink. Located just steps from Ocean Hammock Park, minutes to St. Augustine Beach and the Anastasia Publix Plaza, this home offers a rare combination of luxury, convenience, and serene coastal living.

705 Ocean Gate Lane, Saint Augustine

5224 Medoras Avenue, Saint Augustine
$1,275,000
3 Beds ⋅ 3 Baths ⋅ FC311247 MLS
This St. Augustine coastal retreat is more than a home—it’s a lifestyle. Just 1,000 feet from exclusive beach access, wake up to the sound of waves and the beauty of St. Augustine’s shoreline. Inside, engineered hardwood floors, 10-foot ceilings, and sunlit open spaces create an inviting, relaxed elegance. Expertly designed by a professional and fully furnished with no detail overlooked, this home offers luxury and comfort in perfect balance with its coastal surroundings. With 2,353 SF, 3 bedrooms, and 2.5 baths, the open-concept layout centers around a chef’s kitchen featuring quartz countertops, slide-out cabinetry, a center prep island with vegetable sink, stainless steel appliances, a spacious walk-in pantry, and adjacent laundry room. The living and dining areas flow seamlessly, anchored by a statement fireplace and smart-home upgrades including Nest thermostats, Nest-Protect smoke detectors, and a central vacuum system. The expansive Florida/game room is an entertainer’s dream, framed by hurricane-impact windows and arched transoms that flood the space with natural light. Enjoy arcade machines, poker table, foosball, darts, and cozy lounge seating—all opening to a large deck and paver patio with a stunning fire pit, perfect for evenings under the stars. The spacious primary suite is a sanctuary, with vaulted cathedral ceiling, a custom closet, and dual French doors opening to a private terrace with ocean views. A stairway leads to the tiled rooftop deck offering panoramic coastal vistas. The spa-like primary bath features a Roman soaking tub, large walk-in shower, dual-sink quartz vanity, and a dramatic beamed ceiling. Two additional bedrooms include custom closets, one with French doors to a balcony. A two-car garage with built-in storage and a workbench adds functionality. This coastal home has been meticulously maintained and is being offered with a 1-Year Home Buyers Warranty. A true turnkey treasure, this property is ideal for luxurious short-term stays, your own coastal retreat, or everyday living. Schedule your private tour today and discover your forever coastal haven.

5224 Medoras Avenue, Saint Augustine

31 Cincinnati Avenue, Saint Augustine
$1,250,000
3 Beds ⋅ 3 Baths ⋅ FC313926 MLS
Timeless Elegance Meets Modern Luxury in the Heart of St. Augustine! Welcome to 31 Cincinnati Avenue, a Rare Opportunity to Own a Piece of St. Augustine’s History. Built in 1910 and Thoughtfully Expanded in 2015, This Classic Residence Offers Nearly 2,700 Square Feet of Refined Living Space on a .30-Acre Double Lot in Sought-After Uptown, Just a Pleasant Stroll from Historic Downtown. The Property is Also Short-Term Rental Eligible, Making It Equally Ideal as a Private Estate or Luxury Investment. Inside, Soaring Ceilings, Original Yellow Heart Pine Floors, and Artisan-Crafted Trim Celebrate the Home’s Historic Roots, While Modern Enhancements Provide Every Contemporary Comfort. The Foyer Showcases an Elegant Bay Window and Period Woodwork, Leading to a Sweeping Staircase and Light-Filled Interiors. The Gourmet Kitchen is a Chef’s Dream, Featuring Custom Cabinetry, a Spacious Island, Professional-Grade Italian 6-Burner Gas Range with Griddle and Double Ovens, Wine Refrigerator, and a Generous Walk-In Pantry. A Dutch Door, From the Kitchen, Opens to the Expansive Wraparound Porch, Creating Seamless Indoor-Outdoor Living. The Adjoining Family Room Boasts a Dramatic Cathedral Ceiling, Floor-To-Ceiling Built-Ins and French Doors with Transom Windows. The First-Floor Primary Suite Offers a Private Retreat with Soaring 13’+ Ceilings, a Spa-Inspired Bath with Soaking Tub and Spacious Walk-In Shower, Dual-Basin Vanity and Three Generous Closet Spaces. Upstairs, Two Spacious Bedrooms Share a Beautifully Remodeled Bath with a Jetted Bathtub/Shower and Custom Vanity. Outdoors, The Fully Fenced and Gated Yard Provides Privacy and Charm Featuring an Incredible Magnolia Tree Dated Back to the 1800’s, Complete with An Oversized Two-Car Concrete Block Garage with Abundant Storage and Rear Alley Access. Additional Highlights Include a Newer Architectural Shingle Roof, Updated Electrical and Plumbing as Well as a Transferable Termite Bond for Peace of Mind. With Its Perfect Blend of Historic Craftsmanship and Modern Sophistication, This Residence is a True Gem in One of Florida’s Most Storied Cities.

31 Cincinnati Avenue, Saint Augustine

5810 A1a  S, Saint Augustine
$1,242,113
5 Beds ⋅ 4 Baths ⋅ J1000848 MLS
Modern coastal luxury abounds in this 3-story turnkey furnished Saint Augustine beach home, perfect for a personal residence or investment property. Just a 2 blocks to the ocean! Built in 2023, this nearly 3,200 SF home features 5 bedrooms and 4 full bathrooms, with unique tile/cabinet finishes in each. Check out the magazine-worthy kitchen with giant island for food prep & entertaining, stainless THOR appliances including gas range and wine fridge. Here's the floor plan: Entry level 2-car garage and studio apartment with its own entrance, kitchen, bath. Take the elevator from the ground floor to second floor with kitchen/great room combo and a bedroom with full bath. Continue to the third floor, where there are three more bedrooms, two full baths, plus laundry. Master suite includes built-in closets, generous bath with two sinks, shower & tub. Peek-a-boo ocean and intracoastal views from the 1,000 SF of porches. Yard is fully fenced with outdoor shower and plenty of room for play, pets, or to add a splash pool. Built to current standards for safety: doors/windows are hurricane-impact rated. There's a two-car garage and extended paver driveway parking area. Make this your dream beach house, or sellers recently set up this home as a short-term rental if new owners want to access the system already in place! This home provides the perfect combination of relaxing beach access and modern design. Don't forget -- enjoy the surf with a quick walk to the sand. Driving to the historic district of Saint Augustine is also convenient. Enjoy all that north Florida has to offer.

5810 A1a S, Saint Augustine

222 San Marco Avenue, Saint Augustine
$1,100,000
FC313898 MLS
This 4,116 sq. ft. office building features 120 feet of frontage along San Marco/A1A and includes a covered patio. The property offers 3,540 sq. ft. of heated and cooled space, currently divided into three separate office suites, each with private entrances. With 17 on-site parking spaces, this property presents endless opportunities for establishing your own business in the heart of downtown St. Augustine. Suite A: 3 offices, reception area, waiting room, and half bath. Currently leased on a month-to-month basis. Suite B: 2 offices, reception area, and shared access to a conference room and full bathroom with Suite C. Suite C: 2 offices, reception area, half bath, copy/storage room, and shared access to the conference room and full bath with Suite B. Additional features include a large, high-visibility sign on the frontage and City of St. Augustine water and sewer services. This property offers a fantastic opportunity for a variety of businesses such as a day spa, medical or dental office, title company, real estate agency, or even an ice cream shop.

222 San Marco Avenue, Saint Augustine

2045 Crown Drive, Saint Augustine
$1,080,000
4 Beds ⋅ 4 Baths ⋅ FC311466 MLS
Exquisite Arthur Rutenberg Pool Home with Sweeping Golf Course Views! Discover refined living in this former Arthur Rutenberg model home, perfectly situated on the 14th fairway of the renowned King & Bear Golf Course. Located behind gates on one of Crown Drive’s oversized lots, this concrete block residence showcases a blend of timeless design and modern luxury. A grand entry with 12-foot ceilings welcomes you into elegant interiors, highlighted by a dramatic curved glass window framing breathtaking golf course views. Enjoy unforgettable sunsets from the gas-heated saltwater pool and spa, expanded screened lanai, and a 30’ x 15’ paver patio—ideal for entertaining or relaxing in your private oasis. Inside, luxury abounds with crown molding, custom finishes, and built-in bookshelves throughout. A formal study with solid wood cabinetry offers a quiet retreat, while the formal living room features a stone-faced fireplace with exquisite molding detail. The gourmet kitchen includes GE stainless steel appliances, warming drawer, cooktop, and electric oven, flowing seamlessly into the expansive family room. Arthur Rutenberg’s signature 90-degree sliders connect indoor living to the outdoor summer kitchen and lanai for effortless entertaining. The private primary suite provides a peaceful escape with a lattice ceiling, bay window sitting area, and two spacious walk-in closets, while the spa-like ensuite includes a jacuzzi tub, marble counters, walk-in shower, and extensive cabinetry. With four bedrooms, including a flexible 4th bedroom currently used as a TV lounge with bar, this home adapts to any lifestyle. Two guest rooms share a private wing with a beautifully finished bath. The laundry/drop zone is thoughtfully designed with a jetted sink, elevated washer/dryer platform, bench seating, and golf bag storage. Notable Features & Upgrades: New roof (2022), extended paver driveway, three-car garage (one bay converted into a golf studio with separate entrance), whole-home surround sound, security system with cameras, Ring doorbell & spotlight, UV-protective window film, tankless water heater & water softener, professionally maintained saltwater pool with new salt cell, majority of lanai screens replaced, direct access to the 14th hole, garage ceiling storage racks, biannual AC service, sprinkler system. Located in the NO CDD fee community of The King & Bear, enjoy a resort lifestyle with access to a 5,500 sq ft fitness center, junior Olympic lap pool, tennis & pickleball courts, multiple parks, and miles of trails. Golfers will love the Jack Nicklaus & Arnold Palmer-designed course and the renovated clubhouse offering dining, events, and more. Meticulously maintained and thoughtfully designed, this home offers the perfect blend of elegance, comfort, and resort-style living. Schedule your private tour today—this rare gem won’t last!

2045 Crown Drive, Saint Augustine

125 Island Hammock Way, Saint Augustine
$1,025,000
3 Beds ⋅ 3 Baths ⋅ FC317050 MLS
Virtually Staged. Rare. Private. Irreplaceable. Nestled on an expansive, park-like lot beneath a cathedral canopy of mature live oaks, this all-sided brick estate is the kind of property that simply doesn't come to market twice. Set within a private gated enclave just minutes from St. Augustine's world-famous beaches, 125 Island Hammock Way delivers the best of Florida living — serene natural surroundings, walkable community charm, and sophisticated custom craftsmanship — all under one roof. Built for those who refuse to compromise, this single-story custom residence spans 3,113 square feet of thoughtfully designed living space, offering 3 bedrooms, 2½ baths, and a private den. Four-sided solid brick construction means enduring curb appeal and low-maintenance ownership — a distinction rare even in luxury communities. Inside, 10-foot ceilings, rich hardwood floors, and elegant crown molding set an immediate tone of refined elegance. The expansive living room anchors the home with a wood-burning fireplace, custom built-in cabinetry, and French doors that open seamlessly to the screened patio — blurring the line between indoor comfort and the lush outdoors. At the heart of it all, the gourmet kitchen is a chef's dream: five-burner gas cooktop with automatic exhaust fan, built-in wall oven and microwave, granite countertops, a center island, and walk-in pantry — designed as much for Sunday morning pancakes as for Saturday dinner parties. The primary suite is a genuine retreat — vaulted ceilings, two generous walk-in closets, and a spa-inspired bath featuring dual vanities, a spacious roll-in shower with dual heads, built-in bench seating, and custom niches. A separate den with French doors offers flexibility as a home office, library, or media room. Step outside and the lot tells its own story. The covered, screened tiled patio opens to generous grounds that feel more like a nature preserve than a backyard — a true rarity in Northeast Florida. A paver driveway with an additional circular front drive offers impressive arrival and ample parking, while the oversized two-car garage features epoxy flooring, storage cabinets, ceiling fans, and pull-down attic access. The community itself is one of Island Hammock's understated pleasures — a walkable, peaceful enclave where neighbors stroll beneath the oaks and everyday life feels unhurried. And when the mood strikes, the beach is just minutes away, alongside St. Augustine's vibrant dining, boutique shopping, and historic downtown. This is not just a home. It's a lifestyle that's nearly impossible to replicate. Schedule your private showing today.

125 Island Hammock Way, Saint Augustine

141 Gene Johnson Road, Saint Augustine
$1,013,800
3 Beds ⋅ 3 Baths ⋅ OM706115 MLS
Enjoy coastal living at its best in this recently renovated 2 story home on Summer Haven Island. Kayak right out of your backyard. Boasting 3 bedrooms and 2 1/2 bathrooms, this property offers comfort with views of tidal lagoon and the beach. On the first floor you will find a large bonus room, 2 bedrooms, a bathroom, 2 storage closets, a one car garage with a work area. As you head upstairs you enter a large open area including the great room, dining area, and kitchen ( all with picturesque views ). Also, on the second floor there is an office, laundry room, half bath, and a recently remodeled primary bedroom and bathroom. Recent renovations include hurricane windows, new plumbing, new electrical boxes, both A/Cs replaced, and new insulation.

141 Gene Johnson Road, Saint Augustine

267 Sophia Terrace, Saint Augustine
$1,005,000
5 Beds ⋅ 3 Baths ⋅ FC313193 MLS
Welcome home to this meticulously maintained 5-bed, 3-bath pool home on one of Palencia’s most sought-after streets—Sophia Terrace. Curb appeal pops with lush, mature landscaping and a sealed paver driveway. Major updates include new windows (2022) with plantation shutter window treatments throughout, and a new roof with gutters (2018). Inside, hardwood floors, 12-ft ceilings, and crown molding set an elegant tone. The 2024 primary bath remodel is a showstopper with a large walk-in shower, freestanding tub, and spacious closet. The refreshed kitchen features quartz countertops, updated cabinetry, and a natural gas range. A true 3-car garage impresses with a pristine shark-coated floor and a mini-split to keep the space air-conditioned. Step into the fully fenced backyard to find pristine travertine decking leading to a custom heated pool, wrapped in lush landscaping for exceptional privacy. A brand-new turf putting green with marble-inlay steps elevates the outdoor fun, and there’s still ample lawn for pets to roam. Quiet evenings here are especially serene. From top to bottom, this home has been lovingly maintained and is move-in ready. Located in the gated community of Palencia, residents enjoy world-class amenities including an Arthur Hills–designed championship golf course, tennis courts, fitness center, resort-style pools, and scenic walking trails. Conveniently positioned between St. Augustine and Jacksonville, you’re just minutes from top-rated schools, the beach, and everyday conveniences—Costco and the new shopping corridor are nearby, and Publix is just a short golf cart ride away. This home offers both luxury and location—schedule your showing today! All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

267 Sophia Terrace, Saint Augustine

327 Micklers Road, Saint Augustine
$1,002,000
3 Beds ⋅ 3 Baths ⋅ TB8480004 MLS
New Anastasia Island Home | Walk to Beach | No HOA | 4BR Potential. Great Short Term Rental Potential. Room for a pool and accessory dwelling unit. Please see attached documents for a pool concept, specifications, and cost for a post-closing pool installation. Once you peruse the photos on this Anastasia Island home, you will want to see it in person. this home features four-bedroom potential (an upstairs Loft or downstairs private study that can convert into a fourth bedroom), three full baths, and a formal dining area, this home is great for year-round living or seasonal use. Impact Windows provide added peace of mind, while a tall open foyer creates a striking first impression. The kitchen with an adjacent Cafe is ideal for everyday living and entertaining, and the owner's Suite offers large walk-in closets. A covered lanai completes the home with seamless indoor-outdoor living. Area Features: Walk to Beach Neighborhood Boat Ramp 2 min. away No HOA Nearby Restaurants Historic St. Augustine - 20 min. Excellent Area Restaurants Island Living offering Intracoastal and Ocean access

327 Micklers Road, Saint Augustine

Saint Augustine
$1,000,000
3 Beds ⋅ 4 Baths ⋅ FC320109 MLS
Welcome home to one of St. Augustine's Beach most special waterfront retreats. From the moment you walk through the front door, you'll know you've found the one. Every room draws your attention to the breathtaking views of spring-fed Lake Anhinga, where peaceful waters and natural beauty create a truly unforgettable setting. Tucked away on a quiet, private road, this home offers the perfect blend of character, charm, and tranquility. The picturesque, park-like property is surrounded by beautifully designed zero-scape landscaping, providing year-round beauty with minimal maintenance. Spring-fed Lake Anhinga is a rare gem in St. Augustine Beach, making this an exceptional opportunity to own a home in one of the area's most unique and serene locations. Whether you're enjoying your morning coffee overlooking the water or unwinding as the sun sets across the lake, this is where lasting memories are made and everyday feels like a retreat.

Saint Augustine

8000 A1a South Unit 504, Saint Augustine
$980,000
3 Beds ⋅ 2 Baths ⋅ FC312692 MLS ⋅ Sand Dollar Ii BLDG.
PRICE REDUCTION - FULLY FURNISHED Don’t miss this exceptional opportunity to own a 5th-floor, top-level residence at the highly sought-after Sand Dollar II. This beautifully renovated 3-bedroom oceanfront condo offers sweeping panoramic views and is one of the few communities that allow short-term rentals, making it an ideal investment or personal retreat. Step into the open living area where floor-to-ceiling ocean views steal the show. The private balcony, complete with weatherproof roll-down shutters, is perfect for enjoying spectacular sunrises and the soothing sound of the waves. The spacious master suite is situated at the back of the unit, designed so you can wake up to breathtaking sunrises over the ocean. Two additional guest bedrooms are positioned at the front, providing privacy and comfort for family or visitors. Sand Dollar II offers resort-style amenities, including: Private beach walkover Oceanfront pool Covered parking Elevator access Dedicated storage unit Grill area Lighted tennis courts Pet-friendly and designed for both relaxation and convenience, this top-floor condo embodies the ultimate oceanfront lifestyle.

8000 A1a South Unit 504, Saint Augustine

16 Ewing Street, Saint Augustine
$975,000
6 Beds ⋅ 4 Baths ⋅ FC317668 MLS
St. Augustine Beach furnished duplex just a short walk to the beach offering two fully renovated 3BR/2BA units—each with its own garage, in-unit laundry, and excellent income potential. Income-producing coastal duplex just minutes from Historic Downtown St. Augustine. This fully renovated property features two separate units, each with private entrances, a one-car garage, and in-unit laundry—a rare combination for beach-area duplexes and highly desirable for both owners and tenants. Tucked away on a quiet dead-end street, the property offers a peaceful setting while remaining incredibly convenient—just a short walk to the beach and approximately a 5-minute drive to Historic Downtown St. Augustine with its restaurants, shops, and attractions. Extensively updated inside and out, the duplex features new Hardie Board siding, a new roof, new HVAC systems with Nest thermostats, new electrical panels, repiped plumbing, new water heaters, updated lighting, new interior doors, keyless entry systems, and durable LVP flooring throughout. Both kitchens have shaker cabinetry, granite countertops, stainless steel appliances, and coastal blue backsplash accents, while the bathrooms have been fully refreshed with new tile, vanities, and fixtures. The downstairs unit includes a screened lanai and fenced yard, perfect for relaxing after a day at the beach, while the upstairs unit enjoys a spacious balcony ideal for catching the ocean breeze and sunrise views. With two separate living spaces, this property is ideal for long-term rental income, owner-occupant house hacking, or multigenerational living in one of the most desirable coastal markets in Northeast Florida. Sold fully furnished for turnkey rental potential and located in a strong coastal rental market with consistent demand. A rare opportunity to own a St. Augustine Beach duplex investment property just a short walk to the ocean and minutes from historic downtown. Flood zone X (no flood insurance required) & there is no history of flooding. An additional adjacent parcel located at 14 Ewing St. is available but not included in the listed purchase price. Seller may consider negotiating the inclusion of the lot. If the Buyer elects to purchase only the duplex, the additional parcel will be subdivided prior to or at closing.

16 Ewing Street, Saint Augustine

203 Tesoro Terrace, Saint Augustine
$960,000
4 Beds ⋅ 4 Baths ⋅ FC319942 MLS
Welcome to 203 Tesoro Terrace in the sought-after community of Madeira. This 4-bedroom, 3.5-bathroom home offers thoughtful upgrades throughout and a floor plan that's as functional as it is inviting. Located just 7 minutes from Historic Downtown St. Augustine and 10 minutes from Vilano Beach, you'll enjoy the convenience of being close to everything while still having the feel of a quiet neighborhood. The open floor plan is centered around a spacious kitchen featuring Electrolux appliances, a gas range, under-cabinet lighting, a large center island, a butler's pantry, and a separate walk-in pantry. Ten-foot ceilings, 8-foot doors, and a 12-foot sliding glass door create an open, airy feel and bring in plenty of natural light. The split-bedroom layout provides privacy, with the primary suite tucked away at the back of the home overlooking the pool and pond. The primary bathroom features dual vanities, a large walk-in shower, and an oversized walk-in closet. Plantation shutters throughout the home add a clean, timeless look, while practical features like two tankless water heaters, a whole-home water softener, and a versatile upstairs flex room give you plenty of options for a home office, media room, game room, or workout space. The backyard is where this home really shines. The screened lanai includes a motorized screen system and a fully equipped outdoor kitchen, making it easy to enjoy the space year-round. The pool overlooks the pond and is surrounded by an extended paver deck, upgraded landscaping, palm trees, and custom outdoor lighting. The fully fenced backyard offers plenty of space to enjoy, and the artesian well for irrigation helps keep the lawn looking great while saving money on water bills. Additional exterior upgrades include a sealed paver driveway, front porch and walkway, along with an oversized 3-car garage with bays large enough for full-size SUVs. Madeira offers residents a community pool, fitness center, and clubhouse, along with access to top-rated St. Johns County schools. If you've been looking for a home with quality finishes, a great outdoor living space, and a convenient St. Augustine location, 203 Tesoro Terrace is one you won't want to miss. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

203 Tesoro Terrace, Saint Augustine

2950 Kings Road, Saint Augustine
$950,000
4 Beds ⋅ 2 Baths ⋅ FC317183 MLS
**ACREAGE**1800SQFT SHOP**FULLY FENCED**INCOME POTENTIAL** This gorgeous 4 bed/3 bath home offers the ultimate retreat with tons of PRIVACY and peace and quiet on 3.4 ACRES. Surrounded by gorgeous trees providing a peacefully shaded front and backyard, this property is WELL MAINTAINED and move-in ready. Inside, you’ll find a functional SPLIT BEDROOM FLOORPLAN with lots of stylish and thoughtfully curated details throughout, and a WHOLE HOUSE REVERSE OSMOSIS water filtration system. The living room boasts a stunning vaulted ceiling. The real showstopper is the stunning LARGE SCREENED-IN LANAI, with a vaulted ceiling and huge ceiling fans. One of the guest bedrooms and the master bedroom both have an extra BONUS ROOM within the bedrooms, plus a private entrance onto the screened-in lanai. Outside, the FULLY FENCED YARD with a GATED DRIVEWAY ensures security. For the POTENTIAL BUSINESS OWNER, the 1800sqft WORKSHOP/GARAGE provides endless storage, workspace, and potential to run your very own business right from home! Best of all? There is NO HOA. Schedule your showing today!

2950 Kings Road, Saint Augustine

156 Loosestrife Way, Saint Augustine
$950,000
4 Beds ⋅ 5 Baths ⋅ L4956469 MLS
Discover a sanctuary where style meets comfort in this meticulously crafted 4-bedroom, 4.5-bath home with 3,239 sq ft of thoughtfully designed living space. Step inside to soaring tray ceilings with custom wood beams, an open floor plan, and luxury laminate flooring throughout. The chef’s kitchen is a dream with a custom-built island, farmhouse sink, slow-close cabinetry, walk-in pantry, and elegant tile backsplash — perfect for both everyday meals and entertaining. A private in-law suite offers two bedrooms, two bathrooms (one ADA accessible), and endless flexibility for guests, multigenerational living, or a home office. Enjoy year-round comfort with dual-zone climate control and a tankless gas water heater. Upstairs, a versatile loft provides extra living space. Outdoor living shines with a screened lanai, remote-controlled blinds, and a fully equipped outdoor kitchen with granite counters. The paver driveway, oversized epoxy-coated garage, and irrigation system add convenience and curb appeal. Located in a peaceful community near top-rated schools and essential amenities, this home blends elegance, practicality, and modern luxury.

156 Loosestrife Way, Saint Augustine

201 Towers Ranch Drive, Saint Augustine
$925,000
4 Beds ⋅ 5 Baths ⋅ FC314253 MLS
Welcome to 201 Towers Ranch Dr, a rare 4-acre horse property in Saint Augustine offering the perfect blend of privacy, functionality, and elevated Florida living. This concrete ICF construction pool home sits on a sprawling, picturesque waterfront lot with peaceful pond views, giving you room to breathe and space to enjoy a true country lifestyle. After embracing the lifestyle, step inside to discover an impressive interior and a spacious open-concept layout featuring hardwood flooring throughout, a primary suite with attached office/nursery and safe room, four bedrooms each with its own ensuite bath and walk-in closet, two separate living areas, and a laundry/mud room with abundant storage. A 4-car garage with two additional storage rooms ensures plenty of room for vehicles, tools, and toys. Step outside to your own private oasis with a sparkling saltwater sport pool and an expansive lanai designed for year-round enjoyment. The property also includes a versatile detached 3-car garage ideal for equipment storage, a workshop, or additional vehicle space. Designed with every detail in mind, the home is equipped with hurricane shutters and a full-home generator for maximum peace of mind. Perfect for equestrian use or anyone seeking wide-open space, this exceptional property offers endless opportunities to create the lifestyle you've been dreaming of. From its thoughtful concrete ICF construction to its unmatched acreage, 201 Towers Ranch Dr delivers the best of comfort, durability, and rural charm all while being conveniently located near St. Johns County A-rated schools, shopping, restaurants, I-95, and the World Golf Village.

201 Towers Ranch Drive, Saint Augustine

269 Fremont Avenue, Saint Augustine
$910,000
4 Beds ⋅ 3 Baths ⋅ FC312106 MLS
Exceptional 5 bedroom, 3 bath home (5th bedroom currently being used as an office) with a 3 car oversized garage on a 93 foot estate sized waterfront lot in a gated community. From the moment you enter, you'll notice the elevated finishes: 10-foot ceilings in main living areas, smooth walls, 7-inch baseboards, & elegant architectural details including a tray ceiling in the dining room, double tray in the master suite, & a coffered ceiling in the family room. The spacious, split bedroom layout offers privacy & flexibility, with walk in closets in every bedroom. The heart of the home is the chefs kitchen, featuring 42-inch upper cabinets with crown molding, soft close doors & drawers, pull out cabinet drawers, under cabinet lighting, tile backsplash, pantry with wood shelving & an upgraded gas cooktop & hood. The kitchen features quartz countertops, a large island with seating with side storage for added functionality & opens to the family room, ideal for entertaining family & friends. The Family Room has triple glass sliders that lead to an extended screened lanai overlooking the lake views, perfect for morning coffee or evening gatherings. The master suite is a true retreat, with double tray ceilings, a luxurious en-suite bath offering dual quartz vanities, a large walk-in tiled shower with satin glass doors and dual niches, plus custom wood shelving in the walk-in closet. For ultimate convenience, the laundry room is directly connected to the master closet, & includes upper & lower cabinets, a deep utility sink, & front-loading washer & dryer on pedestals. Additional features include: 3-zone HVAC system with a dedicated zone for the master suite, Cat 6 wiring, ultra plush carpet with upgraded memory foam padding in all bedrooms, recessed lighting throughout (with dimmable switches in the kitchen, master bedroom, & current office), oil-rubbed bronze hardware and fixtures, tankless gas water heater, water softener, reverse osmosis system, & a full gutter system. This home truly combines luxury, functionality, & efficiency, all within a beautifully maintained, natural gas neighborhood zoned for top-rated St. Johns County schools that is close to shopping, dining, downtown St Augustine & the beaches.

269 Fremont Avenue, Saint Augustine

9 Saragossa Street, Saint Augustine
$905,000
3 Beds ⋅ 3 Baths ⋅ FC318896 MLS
Turnkey Triplex in the Heart of Historic St. Augustine. Fully Remodeled, Fully Furnished & Proven Income Producer Opportunities like this don't come around often. Welcome to 9 Saragossa Street, a stunning, fully remodeled triplex situated in one of St. Augustine's most coveted in-town locations, turnkey and ready to generate income from day one. Every inch of this 1920-built property has been thoughtfully updated new finishes, updated systems, and a design sensibility that earns the kind of five-star reviews that keep the calendar full. With $130,000–$150,000 in proven gross annual STR revenue, the numbers speak for themselves. The reviews back it up. The repeat guests prove it. Sold fully furnished, this is a true plug-and-play investment. Walk in, hand over the keys, and let it work for you or hold it for personal use and let it pay for itself when you're not there. Step outside and you'll find one of the property's most exciting untapped opportunities: a generous yard with serious potential to become an extraordinary outdoor retreat. Imagine a resort-style backyard oasis. There's ample room to make it happen. Already anchoring the outdoor experience is a fantastic rooftop deck, framed by magnificent mature trees that deliver privacy, shade, and serious curb appeal. The location is simply unmatched. Walk to the best restaurants, shops, and attractions in the historic St. Augustine. Guests return again and again not just for the property but for the lifestyle. At this price point, with this level of renovation, this income track record, and this location. Don't let it pass you by.

9 Saragossa Street, Saint Augustine

115 Sunset Harbor Way Unit 301, Saint Augustine
$900,000
3 Beds ⋅ 4 Baths ⋅ FC307923 MLS ⋅ Building 1 BLDG.
Experience luxury living at its finest in this exquisite end unit top floor penthouse 3 bedroom, 3.5 bath condo, where every detail has been carefully designed for comfort and sophistication. Each spacious bedroom is an en suite, featuring its own private bathroom for ultimate privacy and convenience. The heart of the home boasts a large, open kitchen with African granite countertops, seamlessly flowing into the expansive living and dining areas. With panoramic views of the intracoastal, you’ll enjoy watching the boats go by while entertaining guests at the wet bar, complete with a sink, wine chiller, and ice maker. Step onto the large covered balcony, where you'll be captivated by breathtaking sunset views over the intracoastal and the pool below. Whether you're sipping your morning coffee or unwinding after a long day, the views are sure to impress. This unit also includes a private boat slip with a lift, giving you direct access to the water for all your boating adventures. Located in the highly sought-after Sunset Harbor, a gated and upscale community, residents enjoy top-tier amenities including a pool and spa, private boat dock, and elevators for easy access. This is more than just a home – it’s a lifestyle. With a 1-car garage and a prime location, this condo offers everything you need to live your best life on the water. Don’t miss your chance to own this piece of paradise!

115 Sunset Harbor Way Unit 301, Saint Augustine

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