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$6,500,000
8 Beds ⋅ 7 Baths ⋅ 2157251 MLS ⋅ 32080 Zip Code
Steeped in the rich history of St. Augustine and set along the shimmering Intracoastal Waterway, this extraordinary Davis Shores waterfront estate is a rare offering where historic significance meets modern luxury. Once the residence of Elizabeth Davis-the namesake behind the iconic Davis Shores neighborhood-this remarkable property is one of the community's original homes, thoughtfully preserved while offering nearly 8,000 square feet of exceptional waterfront living with unparalleled views of the Intracoastal and the skyline of historic downtown St. Augustine. Privately positioned on just over half an acre, the estate welcomes you with a gated circular drive and an impressive arrival that hints at the grandeur within. Designed for both elegant entertaining and comfortable everyday living, the main level features a spacious kitchen that captures uninterrupted water views while overlooking the expansive living room, allowing the beauty of the Intracoastal to become part of every gathering. Double glass doors open to a sophisticated formal dining room, while a second set leads to a warm and inviting family room or den, creating multiple spaces to entertain or unwind. The first floor also offers three spacious guest bedrooms connected by a shared bath, including one unforgettable bedroom featuring a custom-built pirate ship - a whimsical space certain to become a favorite for family and guests alike. A spiral staircase leads to the second level, where architectural character continues throughout. The private primary suite is nestled within an atrium-inspired setting and features its own waterfront balcony, a walk-in closet, an oversized walk-in shower, and both a full bath and private half bath, creating a true owner's retreat. Upstairs also offers a generous bonus family room, additional guest bedrooms, a hidden room discreetly tucked away off the loft, and two charming bedrooms complete with hideaway lofts, adding a sense of discovery and individuality rarely found in today's homes. Beyond the residence, the outdoor living experience is nothing short of spectacular. Framed by mature landscaping and sweeping water views, the expansive backyard features a sparkling pool, private dock, protective bulkhead, and endless opportunities to embrace the waterfront lifestyle-from boating and paddleboarding to watching dolphins play and enjoying spectacular sunsets over the Intracoastal with the lights of historic downtown St. Augustine creating an unforgettable evening backdrop. Rich in history, extraordinary in scale, and unmatched in location, this landmark estate offers a once-in-a-generation opportunity to own a piece of St. Augustine's legacy. Combining timeless architectural charm with the luxury of waterfront living just minutes from world-class dining, shopping, marinas, and the nation's oldest city, this is far more than a home-it is a piece of history destined to become part of your family's story. Be sure to watch the video!

49 Dolphin Drive, St. Augustine

$6,495,000
2160514 MLS ⋅ 32080 Zip Code
Prime opportunity to purchase a well-positioned retail strip center on Anastasia Boulevard -- one of St. Augustine's most traveled commercial corridors connecting downtown to the beaches. This location offers exceptional visibility, steady traffic counts, and convenient access to both historic downtown St. Augustine and Anastasia Island's residential neighborhoods. Ideal for retail, showroom, service, or professional use, the property provides excellent exposure and flexibility for a wide range of tenants. With multiple established businesses already on-site, this center benefits from strong synergy and consistent customer traffic -- a perfect opportunity to position your business in one of the area's most desirable commercial locations. Additional lot on Palmetto Avenue available for tenant use or parking.

844 Anastasia Boulevard, St. Augustine

$4,199,000
10 Baths ⋅ 2147799 MLS ⋅ 32080 Zip Code
Turnkey Mixed-Use Investment Property on the Golden Mile - St. Augustine Beach Please note: This MLS listing is for two buildings on one parcel. Please refer to the description and feature sheet listed in the document section. Units A,B,C & D are short term rentals with varying annual income. Please average rental income in documents section. Commercial Units 1 & 2 lease income information available upon request. An exceptional opportunity awaits with this fully furnished, income-producing mixed-use property, ideally situated along St. Augustine Beach's highly sought-after Golden Mile, where no vehicles are allowed to drive on the beach. Located just east of A1A Beach Blvd, the property is within walking distance to the ocean, St. Augustine Pier, popular restaurants, and boutique shopping. Historic Downtown St. Augustine is just 4.5 miles away, offering the perfect blend of coastal charm and accessibility. This unique property features two buildings on a commercially zoned lot, offering both residential and commercial functionality. The first structure, a classic one-story duplex built in 1955, includes two fully equipped short-term rental units. Each unit offers two bedrooms, two full bathrooms, a kitchen, and a combined living and dining area. Unit A also includes an enclosed sunroom that houses a second dryer. Recent improvements include a new roof (2020), new HVAC systems (2021), newer washers and dryers, new mattresses and furnishings, and all new faux wood blinds installed in early 2025. The duplex was painted inside and out in 2020 and includes an outdoor pergola ideal for guest relaxation and barbecues. There is parking space for at least four vehicles in front of the duplex. In addition, the front of the duplex for both units has a large paver area for outside seating and enjoyment.The total building area is approximately 2,448 square feet, with 1,882 square feet heated and cooled. The second building is a modern, two-story mixed-use structure built in 2022, offering two commercial units on the ground floor and two fully furnished short-term rental condos above. The first floor consists of two separate commercial spaces, currently occupied by a real estate office and an art gallery. Each space includes a half bathroom and a wet bar-style area. This level includes 2,279 total square feet, with 1,375 heated and cooled, and the balance comprised of porches and deck areas finished with durable Trex decking. Upstairs, the second floor features two turnkey short-term rental units, each with two bedrooms, two full bathrooms, a kitchen, and a combined living/dining space. These stylish, fully furnished condos were designed for guest comfort, with high-end appliances, blackout bedroom shades, new mattresses and furnishings, and quality finishes throughout. The second floor offers 2,427 total square feet, of which 1,585 is heated and cooled. The mixed-use building also includes a full sprinkler and fire suppression system across all three floors, with an alarm directly connected to the fire department and annually inspected. It features hurricane-rated windows and doors, 800-amp electrical service with surge protectors in each of the upstairs condo unit panels, powder-coated aluminum exterior stairways, and pervious paver parking in the rear. Under this rear pervious paver parking lot there is a stormwater drainage system that was designed and installed for collection and aquifer recharge. There are four tandem parking spots designated for condo guests, one handicapped space, an additional six to seven general parking spaces, and four spaces reserved for the commercial real estate tenants. A fenced storage area behind the buildings is shared by both structures. This well-maintained, high-performing investment is being sold turnkey with all furnishings and existing rental bookings in place with cooperation of iTrip property management company. It offers the rare combination of beachside location, modern construction, strong rental income, and commercial tenancy, making it ideal for investors or owner-occupants seeking a blend of income and lifestyle. Please see the Documents section for plans. Buyer to verify square footage.

12 13th Street, St. Augustine

$3,700,000
4 Beds ⋅ 5 Baths ⋅ 2139453 MLS ⋅ 32080 Zip Code
Located within the gated community of Ocean Palms, Griffin Shores Drive is one of the most desired addresses in St Augustine. On just under an acre of land, this coveted location allows for deep water at all tides and is only minutes from the Matanzas inlet with nearly instant ocean access. Facing a conservation area and wildlife habit, the natural beauty that surround creates a private oasis. Designed with both elegance and functionality in mind, this stunning home provides expansive living spaces, modern conveniences, and exceptional outdoor features showcasing the pristine natural beauty. Inside, volume ceilings and expansive windows open to sweeping views of the Intracoastal. The Great Room serves as the heart of the home with a cozy fireplace, dry bar, and dedicated wine storage. An open gourmet kitchen, complete with butler's pantry flows seamlessly into the formal dining room. Thoughtfully designed as a private retreat, the luxurious ground level master suite features glass sliders overlooking the water and a spa inspired bathroom. Upstairs, the layout provides a balance of privacy and versatility. Three spacious bedrooms each with en-suites and a flex area, perfectly suited for use as a guest room, home gym, or game room ensures there is plenty of space for comfort and company. Additionally, a private study for quiet work-from-home days and a large loft with a wet bar is perfect for entertaining or casual relaxation. Florida living is fully embraced with a large covered lanai designed for year-round comfort, featuring a wood-burning fireplace and a fully equipped summer kitchen, creating the ultimate space for entertaining. Above it all, a rooftop crow's nest offers a private perch with 360 degree views of the Intracoastal and sunsets. Florida living at it's finest on Griffin Shores Drive. This exclusive address with less than 20 homes each on nearly an acre of land in one of only two gated Intracoastal front communities in St Augustine. Honoring the pristine landscape, large lots and mature Oaks open to breathtaking views of the Intracoastal and dazzling Florida sunsets. Herons, Egrets and dolphins grace your back yard and passing boats are an alluring vision. Located on Anastasia Island, walking distance to the beach and only minutes from the historical downtown. ESG Construction custom home to be built. Concrete block

949 N Griffin Shores Drive, St. Augustine

$3,601,500
4 Beds ⋅ 5 Baths ⋅ 2152590 MLS ⋅ 32080 Zip Code
Crafted by Fox Signature Homes and designed in collaboration with Lake & Land Studio--a nationally recognized architectural firm whose work has graced the covers of Southern Living, Coastal Living, and includes the 2023 Southern Living Idea House--this two-story residence is a fresh expression of Florida Vernacular style. Simple, enduring, and deeply tied to place, the home offers 3,018 square feet of conditioned living space and 4,830 square feet under roof. It's designed for life that flows effortlessly from indoors to out, with classic proportions, native-inspired materials, and shaded porches that echo the heritage of Old Florida while modern systems and refined finishes ensure comfort and livability for generations to come. This peninsula property is just under an acre and sits at the north end of one of Anastasia Island's most private double cul-de-sac streets. With more than 175 feet of direct Intracoastal Waterway frontage, a small marsh creek, and wide salt marsh views, the homesite offers a strong sense of privacy and natural surroundings. The surrounding acres of preservation land create the sense of an expansive private estate while ensuring your views are protected.To the west, enjoy the unobstructed view across the ICW to sandbars, tidal creeks, and the untouched beauty of Moses Creek Preserve, located over two miles away- providing some of the longest, most undisturbed sunset views on Anastasia Island. Located within Espanita, a gated community of just 24 homesites, this lot provides an excellent opportunity to build a custom coastal home. The shoreline allows for deep-water access, and the property includes an existing coquina bulkhead. While the setting is peaceful, the location remains convenient only a short walk or bike ride to the white quartz sand of Crescent Beach, minutes from Historic Downtown St. Augustine, and under ten minutes from I-95. This is a rare opportunity to own a premier waterfront parcel that combines natural beauty, protected views, deep-water potential, tranferable dock permit in place, and unmatched tranquility within one of Anastasia Island's most desirable gated communities. Virtual Tour; https://tr.ee/cc3Dn288nD

225 N La Crescenta Drive, St. Augustine

$3,500,000
3 Beds ⋅ 5 Baths ⋅ 2152493 MLS ⋅ 32080 Zip Code
Experience the finest waterfront living in this extraordinary Intracoastal-front pool home in the highly sought-after Davis Shores community. Completely reimagined and rebuilt with exceptional craftsmanship and luxury finishes over the past two years, this stunning home offers an unparalleled blend of modern elegance, resort-style amenities, and breathtaking views. Perfectly positioned to capture sweeping vistas of the Intracoastal Waterway and the iconic skyline of Historic Downtown St. Augustine, this exceptional property was designed to embrace its spectacular waterfront setting. Expansive windows throughout the home frame panoramic water views and unforgettable sunsets, creating a constantly changing backdrop of natural beauty. A charming arched entry welcomes you into a private front courtyard, setting the tone for the sophisticated design found throughout the residence. Inside, the thoughtfully designed floor plan offers spacious living areas ideal for both entertaining and everyday living. The inviting living room features a stunning fireplace and seamless views of the water, creating a warm and elegant gathering space. At the heart of the home is a chef-inspired gourmet kitchen showcasing unobstructed Intracoastal views and exceptional attention to detail. Designed for both entertaining and everyday living, it features a 48-inch gas range, a pot filler, a full-size Thermador freezer and refrigerator, a large center island, and a waterfront dining area where every meal is accompanied by breathtaking scenery. Just beyond the kitchen, a well-appointed butler's pantry with its own sink provides additional prep space, storage, and convenience for hosting guests. The main level also features a private guest suite with its own en-suite bath, as well as a convenient half bath for guests. Upstairs, a spacious family room/loft provides a versatile second living area. An additional bedroom with an en-suite bath, a half bath, and the luxurious owner's retreat complete the upper level. The owner's suite serves as a true waterfront sanctuary, positioned to maximize stunning Intracoastal views. Wake each morning to sparkling water vistas and enjoy direct access to a private side balcony. The spa-inspired owner's bath is designed for ultimate relaxation and includes a private sauna with red light therapy. A remarkable walk-in closet extends into its own dedicated laundry space, creating a thoughtfully designed and highly functional retreat. Outdoor living is equally impressive. The fully covered paver patio overlooks the pool with spa and Intracoastal Waterway, creating an exceptional setting for year-round enjoyment. Complete with a summer kitchen and firepit, this outdoor entertaining space is ideal for hosting sunset dinners, watching boats pass by, or simply relaxing while taking in the views. The resort-style pool is complemented by a beautifully designed backyard featuring low-maintenance artificial turf and a custom putting green, allowing you to practice your short game while enjoying the waterfront lifestyle. Welcome home.

251 S Matanzas Boulevard, St. Augustine

$3,250,000
4 Beds ⋅ 5 Baths ⋅ 2152114 MLS ⋅ 32080 Zip Code
Experience waterfront living at its finest in this custom-designed Intracoastal estate, thoughtfully crafted for both entertaining and everyday enjoyment. Positioned to capture expansive water views and protected preserve views of Moses Creek just across the waterway. This exceptional property offers a rare combination of deep-water dockage on the Intracoastal Waterway and an additional covered canal-front dock, complete with a boat lift. Designed to seamlessly blend indoor and outdoor living, the residence features a glass enclosed pool and spa, spacious waterfront gathering areas, and breathtaking sunset views. At the heart of the home, a distinctive sunken bar with pass-through access to the outdoor pool area creates an ideal setting for hosting family and friends. Architectural details throughout the home include a striking natural coral fireplace wall and handcrafted Mexican-imported Cantera stone accent columns, adding warmth, character, and timeless coastal appeal. The thoughtfully designed floor plan offers multiple living and entertaining spaces with views of the Intracoastal Waterway from every room! Notable highlights include two separate, two-car garages, including one currently used as the "Tackle Box," offering generous space for vehicles, boating and fishing equipment, hobbies, and storage. With direct boating access, exceptional outdoor amenities, unique architectural elements, and a premier waterfront location, this property presents a rare opportunity to enjoy the best of coastal living in St. Augustine.

6357 Putnam Street, St. Augustine Beach

$3,129,000
2162675 MLS ⋅ 32080 Zip Code
RARE VACANT WATERFRONT LOT ON THE INTRACOASTAL WATERWAY IN DAVIS SHORES This prime parcel features stunning, direct views across the water toward the historic downtown skyline, offering a front-row seat to spectacular sunsets framed by this iconic city and its historic landmarks. A legacy property of this significance rarely hits the open market. Imagine having a sweeping and unobstructed front-row seat to downtown St. Augustine from your own backyard, where you can relax, take in the views, and watch dolphins play in the water just beyond your doorstep. Even better, you can walk to downtown St. Augustine and enjoy the city's historic charm, acclaimed dining, shopping, entertainment, and vibrant waterfront all within minutes from this highly coveted location. This is a" build-ready" property as the Seller has already completed survey's, soil testing and engineering, and has obtained an approved and active permit for a brand new dock with both boat and jet ski platform lifts providing the future owner a 6-8 month headstart on construction of their new home. As an added bonus, the Seller will also convey a full set of permit-ready plans for a 7000+ sq ft modern style home that includes both landscape/drainage plans as well as a spectacular outdoor oasis and resort styled champagne pool/spa, sunken firepit, and outdoor kitchen/entertainment area like no other. The groundwork has already been thoughtfully addressed, allowing a future owner to move forward with greater speed, confidence, and clarity. Bring your vision to life on this exceptional waterfront property with an impressive head start on the design and permitting process. Whether you are looking to build a custom waterfront retreat, primary residence, or exceptional investment property, this property offers a rare and unusually strong foundation for turning your dreams into reality. This is a once-in-a-generation chance to build on Davis Shores' most coveted waterfront. Rarely available and impossible to replicate. Act fast to secure this premium waterfront canvas before it's gone forever.

27 Dolphin Drive, St. Augustine

$2,999,000
2166302 MLS ⋅ 32080 Zip Code
Build your dream home on double-lot on one of St. Augustine's rare half-acre home sites on the Matanzas inlet with stunning views of downtown and bayfront. Set on approximately 0.52 acres with an impressive 152 feet of navigable waterfront, this exceptional property offers the space, setting, and water access to bring a truly distinctive vision to life. Enjoy expansive water views and a front-row setting near the historic bayfront, with the charm, restaurants, galleries, shopping, and vibrant atmosphere of downtown St. Augustine just moments away. For boating enthusiasts, the navigable waterfront and ocean access create an exceptional lifestyle opportunity, with the potential to build a private dock and enjoy fishing. Whether your vision is a sophisticated waterfront residence, a private family retreat, or a one-of-a-kind legacy property, 77 Dolphin Drive offers an unparalleled opportunity to create something truly special in one of St. Augustine's most desirable waterfront locations.

77 Dolphin Drive, St. Augustine

$2,950,000
2105033 MLS ⋅ 32080 Zip Code
Prime restaurant opportunity in the heart of St. Augustine Beach, positioned along a high-traffic coastal corridor with excellent visibility. This established location features a spacious dining area, large main production kitchen, pizza kitchen, catering kitchen , plus BONUS 4K SF Banquet Room, and ample parking, making it ideal for a variety of dining concepts. Just minutes from the beach, hotels, and popular attractions, the property benefits from strong year-round local and tourist activity. Its proximity to residential neighborhoods and major roadways ensures a steady customer base, while the vibrant beachside atmosphere enhances its appeal for both casual and upscale dining. A rare chance to own a turn-key location in a thriving coastal market with 340 standing occupancy on the banquet side and 150+ Seats on the restaurant side with 2 full liquor bars (one on the banquet side and one on the main dining side).

1915 A1a S, St. Augustine

$2,790,000
5 Beds ⋅ 4 Baths ⋅ 2165749 MLS ⋅ 32080 Zip Code
At 5042 Atlantic View, the ocean isn't just something you see in the distance. You hear it, smell it, and feel it throughout the day. Mornings start with sunrise over the Atlantic, afternoons come with a cool ocean breeze, and one of the quietest parts of the beach is just steps away. With more than 4,500 square feet of living space, the home has the size and layout to comfortably accommodate a large family, multiple generations under one roof, or guests coming and going throughout the year. The ground level includes three guest bedrooms, two full baths, a secondary kitchen, and a massive 22' x 20' hobby room lined with cabinetry. Upstairs, the ocean takes center stage. A large living area faces the Atlantic, while the main kitchen, anchored by an oversized island, creates a natural place for everyone to gather. Having full kitchens on both levels makes the floor plan especially well suited for multigenerational living, extended family stays, or a luxury vacation rental where separate living spaces can make a meaningful difference. The primary suite is positioned to take full advantage of the setting, with direct ocean views, a large walk-in closet, and a spacious bath. An oversized office offers additional room for working remotely, watching movies, or simply creating another private space away from the main living areas. Multiple covered porches and decks run throughout the home, each offering a slightly different perspective of the property. Some look across the dunes toward the ocean, while others connect back toward the pool and courtyard. At the front of the property is a private courtyard pool surrounded by mature palms. It gives you two distinct outdoor experiences: mornings and evenings overlooking the Atlantic, and afternoons around a sheltered pool that feels surprisingly private for an oceanfront property. The home has several recent improvements, including a standing-seam metal roof installed in 2025 and recently replaced HVAC systems. What sets 5042 Atlantic View apart is how much it offers under one roof. More than 4,500 square feet, five bedrooms, multiple kitchens, separate living areas, a private pool, and direct oceanfront surroundings give the home tremendous versatility. It can comfortably accommodate multiple families, provide room for guests to have their own space, or offer the type of layout and amenities that translate well to a high-end vacation rental. And while restaurants, shopping, historic downtown St. Augustine, and the rest of Anastasia Island are only minutes away, the beach here feels noticeably removed from the busier sections farther north and south. Locals have long appreciated this part of the coastline for exactly that reason. Come experience it for yourself.

5042 Atlantic, St. Augustine

$2,195,000
4 Beds ⋅ 5 Baths ⋅ 2162076 MLS ⋅ 32080 Zip Code
Introducing 5201 Medoras Avenue, a truly one of a kind Mediterranean inspired retreat just steps from the Atlantic Ocean. Situated on a rare double lot in one of St. Augustine's most sought after beachside enclaves, this exceptional residence blends timeless architecture with modern luxury, privacy, and everyday livability. Solid concrete block construction, lush tropical landscaping, and a high elevation provide peace of mind and striking curb appeal. Offering nearly 3,500 square feet of living space, this 4 bedroom, 4.5 bathroom estate features a 3 bedroom, 3.5 bathroom main residence along with a beautifully designed detached guest suite, ideal for multigenerational living, visiting guests, or a private home office.

5201 Medoras Avenue, St. Augustine

$2,100,000
2115286 MLS ⋅ 32080 Zip Code
Rare opportunity... nearly an acre of Intracoastal front land on Griffin Shores Dr. Located within the gated community of Ocean Palms, Griffin Shores Dr is one of the most desired addresses in St Augustine. This special location allows for deep water at all tides and is only minutes from the Matanzas inlet with nearly instant ocean access. Facing a conservation area and wildlife habit, the natural beauty that surround creates a private oasis. Mature Oaks open to breathtaking views of the Intracoastal and dazzling Florida sunsets. Herons, Egrets and dolphins grace your back yard and passing boats are an alluring vision. Located on Anastasia Island, walking distance to the beach and only minutes from the historical downtown. True Florida paradise, awaiting your dream home.

949 N Griffin Shores Drive, St. Augustine

$2,070,000
5 Beds ⋅ 6 Baths ⋅ 2162633 MLS ⋅ 32080 Zip Code
Looking for the Perfect Beach Vacation home? This one comes Designer Finished with everything you need to take over a successful Vacation Rental. This home is 2 years New with a Pool, Elevator, Garage already finished as a game room for guest! This floor plan has space for everyone. All 5 Bedrooms have their own En Suite bathroom. The Kitchen has upgraded Kitchen Aid appliances including an under counter ice maker, gas range, dishwasher, microwave, wine refrigerators and custom range hood. Entire home has wood oak flooring, Upgraded lighting, Smooth walls, Exquisite tile work, double washer and dryers, Coffee Bar. Very well thought out and comes with all Furniture and Decor pictured as well as bookings into 2027. This home would qualify for a DSCR loan based on revenue. Showings are scheduled between guest bookings.

117 5th Street, St. Augustine

$2,049,000
4 Beds ⋅ 4 Baths ⋅ 2140719 MLS ⋅ 32080 Zip Code
Direct waterfront residences within Cortez on the Water rarely come to market. This sophisticated residence pairs high-end upgrades with expansive water views across all three levels and the private rooftop terrace, complemented by a premium upgraded deeded boat slip and a curated collection of custom finishes that reflect a refined approach to coastal living. The Intracoastal serves as a striking backdrop throughout the home, with uninterrupted waterfront views shaping the experience from nearly every vantage point. A private in-unit elevator services all 4 levels, while high-end custom details and designer finishes bring together sophisticated design, functionality, and comfort. The rooftop terrace creates an entirely different perspective, with sweeping views extending across the water, sky, and horizon. On quieter evenings, even the distant sound of waves along the Atlantic can be heard-a subtle reminder of just how closely connected this residence is to the coast. For those who value life on the water, the community marina provides deep-water, navigable access to the Intracoastal and Atlantic Ocean. The residence includes an upgraded deeded boat slip featuring 50-amp electrical service, an expanded 15-foot width, and an additional piling to secure a larger vessel. To further personalize the residence, the seller is offering a $14,000 credit at closing, which may be applied toward interior painting or used toward other buyer-selected improvements. From mornings overlooking the Intracoastal to evenings on the rooftop and days spent on the water, 473 Cortez Avenue offers a distinctly St. Augustine waterfront lifestyle-designed around the views, the marina, and the freedom to enjoy the coast from home.

73 Cortez Avenue, St. Augustine

$1,925,000
4 Beds ⋅ 5 Baths ⋅ 2159346 MLS ⋅ 32080 Zip Code
THIS IS A VACANT LOT WITH ATTACHED CONCEPTUAL RENDERINGS AND FLOORPLANS. ALSO LISTED AS VACANT LOT MLS# 2150569. The home's modern exterior makes an immediate impression with its bold geometry, expansive windows, and sophisticated coastal styling. A covered front porch welcomes guests into an elegant foyer that opens to a light-filled interior designed around comfortable, open-concept living. At the heart of the home is an expansive great room that seamlessly connects the family room, gourmet kitchen, and dining area into one inviting living space. The oversized kitchen features a large center island with seating, a walk-in pantry, and abundant cabinetry, creating the perfect gathering place for family and friends. Large windows and glass doors along the rear of the home flood the living areas with natural light while providing a beautiful connection to the outdoor living spaces. The first-floor owner's suite is thoughtfully positioned for privacy and serves as a peaceful retreat. The spacious bedroom is complemented by a luxurious spa-inspired bath featuring dual vanities, a soaking tub, a separate shower, private water closet, and an oversized walk-in closet designed for exceptional storage and organization. Everyday convenience is enhanced through a well-designed mudroom, dedicated laundry room, powder bath, and direct garage access, creating a practical transition between daily life and the home's elegant living spaces. Upstairs, three generously sized secondary bedrooms each enjoy convenient access to their own bathrooms, providing privacy and comfort for family members or overnight guests. Additional storage and mechanical spaces have been thoughtfully integrated into the design to maximize functionality without sacrificing living space. Outdoor living is equally impressive. The spacious covered rear porch extends the home's entertaining space and creates the perfect setting for morning coffee, evening gatherings, or future outdoor kitchen and pool amenities. Designed to embrace Florida's year-round lifestyle, the rear lanai serves as a natural extension of the home's interior living areas. With approximately 3,570 square feet under roof, this home offers the perfect balance of architectural sophistication, comfortable family living, and timeless coastal design. Every detail has been thoughtfully considered to create a residence that is both visually stunning and exceptionally livable.

5139 Medoras Avenue, St. Augustine

$1,899,000
6 Beds ⋅ 5 Baths ⋅ 2160669 MLS ⋅ 32080 Zip Code
Discover the timeless appeal of coastal living at 207 Marshside Drive, tucked behind the private gates of Marsh Creek Country Club on Anastasia Island. Set along the marsh with tranquil views and beautifully landscaped grounds, this spacious estate offers a wonderful combination of privacy, comfort, and coastal charm. A circular driveway and mature landscaping create an inviting first impression. Inside, a welcoming entry opens to bright, expansive living spaces filled with natural light. High ceilings, large windows, and thoughtful architectural details create an open and airy atmosphere, while the fireplace adds warmth and character to the main living room. Designed for both everyday living and entertaining, the home features generous gathering spaces, a formal dining area, and a well-appointed kitchen with a large island and ample workspace. The open flow between the kitchen and adjoining living areas makes it easy to stay connected while entertaining or enjoying time with family. The spacious primary suite is conveniently located on the main level and offers a peaceful retreat with serene views and a beautifully appointed bath. A second en-suite bedroom on the first floor provides a comfortable and private space for guests. Upstairs, additional rooms offer flexibility for bedrooms, a home office, reading room, hobby space, or other lifestyle needs. Outdoor living takes center stage with the renovated screened-in pool and spa, surrounded by lush landscaping and stone accents. Multiple seating areas provide plenty of space for relaxing, dining, and entertaining while enjoying the peaceful marsh setting. Whether starting the morning with coffee outdoors or ending the day with a swim, this private retreat makes the most of Florida's coastal lifestyle. Thoughtfully maintained and updated, 207 Marshside Drive offers a rare blend of spacious interiors, peaceful natural surroundings, and desirable coastal living. Located on Anastasia Island, the home is just minutes from beaches, local restaurants, and the historic charm of downtown St. Augustine. A distinctive residence in a coveted gated community, this exceptional property invites you to enjoy the beauty, privacy, and relaxed elegance of coastal Florida living.

207 Marshside Drive, St. Augustine

$1,875,000
2121253 MLS ⋅ 32080 Zip Code
This peninsula property is just under an acre and sits at the north end of one of Anastasia Island's most private double cul-de-sac streets. With more than 175 feet of direct Intracoastal Waterway frontage, a small marsh creek, and wide salt marsh views, the homesite offers a strong sense of privacy and natural surroundings. The surrounding acres of preservation land create the sense of an expansive private estate while ensuring your views are protected.To the west, enjoy the unobstructed view across the ICW to sandbars, tidal creeks, and the untouched beauty of Moses Creek Preserve, located over two miles away- providing some of the longest, most undisturbed sunset views on Anastasia Island. Located within Espanita, a gated community of just 24 homesites, this lot provides an excellent opportunity to build a custom coastal home. The shoreline allows for deep-water access, and the property includes an existing coquina bulkhead. While the setting is peaceful, the location remains convenientonly a short walk or bike ride to the white quartz sand of Crescent Beach, minutes from Historic Downtown St. Augustine, and under ten minutes from I-95. This is a rare opportunity to own a premier waterfront parcel that combines natural beauty, protected views, deep-water potential, tranferable dock permit in place, and unmatched tranquility within one of Anastasia Island's most desirable gated communities. Virtual Tour; https://tr.ee/cc3Dn288nD

225 N La Crescenta Drive, St. Augustine

$1,845,000
4 Beds ⋅ 4 Baths ⋅ 2152723 MLS ⋅ 32080 Zip Code
Experience refined coastal luxury just moments from the pristine shores of St. Augustine Beach. Perfectly suited as an exclusive retreat, distinguished primary residence, or high-performing investment, this impeccably designed property showcases an elevated blend of sophistication and comfort. The first level features a private en suite, two-car garage, and a covered outdoor living space complete with a temperature-controlled pool-ideal for year-round enjoyment. A private elevator provides seamless access to all levels, leading to the sun-drenched second floor where an open-concept living area, designer kitchen, and expansive balcony invite effortless entertaining and tranquil ocean breezes. The third floor presents two well-appointed guest suites alongside a serene owner's retreat, complete with a private balcony and a spa-inspired bath designed for ultimate relaxation. Turnkey offer includes a short-term rental license, proven rental history, property management & future bookings.

12 F Street, St. Augustine Beach

$1,714,000
5 Beds ⋅ 4 Baths ⋅ 2147795 MLS ⋅ 32080 Zip Code
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.

10 3rd Street, St. Augustine

$1,675,000
4 Beds ⋅ 3 Baths ⋅ 2129248 MLS ⋅ 32080 Zip Code
Rare deep-water access (ALL THE TIME) properties like this are becoming increasingly difficult to find along the Intracoastal waterways of St. Augustine. Designed for boaters and waterfront lifestyle enthusiasts, this 95' waterfront property features a private dock, boat lift, and protected deep-water access with quick entry to the Intracoastal for effortless days on the water. Cruise to waterfront restaurants, fish at sunrise, or enjoy sunset boat rides right from your backyard. Perfectly positioned for breathtaking western sunset views, the outdoor living spaces are ideal for entertaining, relaxing, and embracing the coastal lifestyle. Paddleboard, boat, or simply unwind as the sun reflects across the water each evening. Inside, the home offers comfortable living spaces ideal for full-time living or a second-home retreat, while the true highlight remains the rare combination of deep-water access, private dockage, boating convenience, and unforgettable sunsets.

5532 Sunset Landing Circle, St. Augustine Beach

$1,490,000
3 Beds ⋅ 3 Baths ⋅ 2162354 MLS ⋅ 32080 Zip Code
Don't miss this updated MULITIGENERATIONAL WATERFRONT home in the gated Summer Island community on the Intracoastal Waterway in St. Augustine. Featuring a semi-private dock (shared with one neighbor), boat lift, and jet ski storage, this is a true boater's retreat just minutes from Matanzas Inlet. Enjoy sunrise views from the front and sunset water views from the backyard, with beach access across the neighborhood entrance and community amenities including pool, tennis, basketball, playground, and community dock. The flexible multigenerational layout includes a lower-level suite with full kitchen and large bedroom, updated bathroom, and living area opening to a screened-in heated pool and jacuzzi overlooking the Intracoastal--ideal for guests or extended family. The upper level offers an open-concept living, dining, and kitchen space which is great space for entertaining! There are two large additional bedrooms, two renovated bathrooms, and a balcony off the living room. The house lives larger than it is and is great for entertaining and hosting lots of people! The upstairs chef's kitchen is fully renovated and upgraded with a 7-burner Wolf gas range, double ovens, individual oversized refrigerator/freezer combo, extra-long kitchen island, custom cabinetry, under-cabinet lighting, and granite countertops with matching granite backsplash. Built-in dining cabinetry adds more storage and entertaining space. Additional features include a brand-new modern glass elevator, wood flooring and updated lighting and fans throughout the home. The washer and dryer are located in the left oversized garage and the elevator comes down to the right garage. There is still plenty of room to park a car in each garage with plenty of additional storage. Conveniently located approximately 25 minutes to historic downtown St. Augustine, 15 minutes to the St. Augustine Amphitheatre, and directly across the street from St. Augustine Beach, with a neighborhood path providing direct access to Matanzas Inlet. This home would be great for multi-generational living, a second home, vacationing or relaxing and enjoying time with friends and family!

9151 June Lane, St. Augustine

$1,450,000
4 Beds ⋅ 4 Baths ⋅ 2095670 MLS ⋅ 32080 Zip Code
*Private rooftop terraces redefine the living experience at Cortez on the Water, creating a seamless indoor-outdoor lifestyle with breathtaking panoramic views, private elevator access to the rooftop level, and the option for a builder upgrade to add an interior stairway connection* Welcome to 35 Cortez within Cortez on the Water-an exclusive enclave of 30 luxury waterfront residences gracefully positioned along the Intracoastal Waterway. This beautifully appointed Swordfish floor plan offers captivating views of Salt Run, the Intracoastal, and the downtown skyline. Ideally located minutes from Anastasia State Park, award-winning restaurants, and the vibrant energy of coastal living, this residence delivers refined design and effortless luxury. This 2,872 SF three-story home with rooftop enjoyment includes a private in-unit elevator, deeded 40' boat slip with direct deep water access, and an oversized two-car garage. A grand, wide-plank staircase with a flared entry design creates an impressive first impression, while the paverstone driveway enhances the home's timeless coastal curb appeal. The first floor features a private guest suite or flexible entertainment space pre-plumbed for a wet bar (optional upgrade), a stylish full bath, a dedicated laundry room, and direct access to a covered patio with tranquil marina and water views. On the second floor, the spacious primary suite is its own retreat, offering a spa-inspired oversized bath, a large walk-in closet, and a private covered balcony overlooking the Intracoastal. Two additional bedrooms and a full bath complete this level. The third floor showcases a bright, fully open floor plan thoughtfully designed for effortless entertaining and everyday living. The gourmet kitchen features a waterfall-edge quartz island with ample storage, high-end stainless steel appliances, an electric range, and designer cabinetry. A casual dining nook off the kitchen opens to a private balcony with expansive views of the Intracoastal Waterway, heated pool, and the surrounding community. The open dining area flows seamlessly into the spacious living room, which extends onto a second covered balcony overlooking the marina and Intracoastal. Additional features include wide-plank wood flooring throughout, a tankless water heater, and pre-plumbing for a water softener in the garage. Stylish details and modern finishes enhance the residence's refined coastal character. Enjoy resort-style amenities including a waterfront pool, hot tub, private marina access, and a covered poolside lanai featuring ample counter space for serving and an island with bar seating perfect for effortless outdoor entertaining. Cortez on the Water offers timeless design, exceptional craftsmanship, and the best of coastal St. Augustine living. Select builder upgrades still available. *3D virtual tour is of a similar floor plan within the same building and is provided for layout and design perspective. Tour reflects a staged/furnished end-unit model; the 35 Cortez is an interior unit and is offered unfurnished. Finishes, views, and features may vary.

35 Cortez Avenue, St. Augustine

$1,410,000
5 Beds ⋅ 4 Baths ⋅ 2166275 MLS ⋅ 32080 Zip Code
Built in 2023 and thoughtfully designed for modern living, this exceptional 5-bedroom, 4-full-bath home offers 3,100+ square feet of beautifully planned living space. From the moment you arrive, the home makes an impression with its paver driveway, oversized 2-car garage, covered front porch, metal roof, and professionally designed landscape lighting. Inside, soaring 10-foot ceilings and an impressive approximately 27-foot ceiling in the main living room create an incredible sense of space and light. The heart of the home is the expansive open-concept kitchen, dining, and living area, perfectly designed for both everyday living and effortless entertaining. The desirable split-bedroom floor plan provides exceptional privacy, with the spacious primary suite occupying the entire west side of the home, separated from the three secondary bedrooms and two full bathrooms on the east side. The primary retreat features direct access to the covered rear porch, his-and-hers walk-in closets, and separate his-and-hers vanities. Upstairs, a generous bonus room/5th bedroom with its own full bathroom offers endless possibilities as a private guest suite, media room, game room, home office, or additional living space. Designed to embrace the Florida lifestyle, three separate sets of sliding glass doors connect the main living spaces to the expansive covered rear porch, including an oversized four-panel slider from the living room, a slider from the dining area, and a private slider from the primary bedroom. Both front and rear porches feature beautiful tongue-and-groove wood ceilings, creating inviting spaces to relax, dine, and entertain. The elevated homesite was extensively graded during construction to create an unusually large, flat, and highly usable backyard, complete with concrete retaining walls, full fencing, and an expansive lawn offering plenty of room for children, pets, entertaining, or future outdoor enhancements. Additional thoughtful features include a mosquito misting/spray system, professionally planned front and rear landscape lighting, smart door locks, smart garage controls, and smart lighting. With its impressive scale, thoughtful floor plan, exceptional indoor-outdoor connection, and versatile living spaces, this home beautifully combines comfort, functionality, and modern style. Come experience the space, privacy, and lifestyle this exceptional property has to offer—welcome home. ** POOL IS EDITED IN TO SHOW WHAT IT COULD LOOK LIKE NO POOL AT THE HOME**

23 Ocean Pines Drive, St. Augustine

$1,375,000
2 Baths ⋅ 2120321 MLS ⋅ 32080 Zip Code
Nestled at the pinnacle of Anastasia Island's most prominent vantage point— the high-visibility corner of SR 312 and A1A Business—this 4,000 sq ft commercial condo stands as a beacon for entrepreneurs and savvy investors. Boasting frontage on one of St. Augustine's busiest traffic corridors, this prime location draws thousands of daily passersby from tourists exploring the historic district to locals zipping between the beach, downtown and US 1. A coveted location and the property's potential is unrivaled. Currently being utilized as an elegant overflow banquet space for the adjacent acclaimed Italian restaurant, this versatile space is primed for seamless adaptation into thriving retail, office, or mixed-use ventures. The open floor plan fosters many customization possibilities—envision boutique shops, package stores, professional suites, or creative workspaces that capitalize on the foot and vehicle traffic.

1915 A1a S Unit RETAIL CONDO, St. Augustine

$1,349,999
4 Beds ⋅ 3 Baths ⋅ 2142669 MLS ⋅ 32080 Zip Code
Experience the rare dual-water lifestyle of Summer Island with private dock access and the Atlantic Ocean directly across the street. From the moment you arrive, this gated coastal sanctuary captures the essence of elevated Florida living--where ocean sunrises, shimmering poolside evenings, and the prestige of exclusive waterfront living create an extraordinary everyday escape. Step into your own private resort, where a glowing pool, professionally designed outdoor kitchen, and salt-kissed breezes set the stage for unforgettable sunset gatherings. Embrace the ultimate dockside lifestyle with premier private dock access and a secluded private beach, offering endless days of boating, paddleboarding, and effortless connection to the water. With the Atlantic just steps away, ocean proximity becomes part of your daily rhythm, blending adventure and serenity. Inside, the bright open-concept living area showcases custom built-in living room cabinetry, creating a refined focal point that blends elegance with functional design. A versatile loft upstairs offers the perfect retreat for additional living, recreation, or guest space, while the thoughtfully designed Jack and Jill bath enhances comfort and convenience. The reimagined office/laundry room adds modern flexibility, and the durable concrete first floor ensures exceptional longevity and coastal resilience. Complete with a whole-home Generac system, newer roof, and high-efficiency HVAC, this exceptional residence delivers both luxury and peace of mind--an aspirational legacy property where glowing poolside nights, gated exclusivity, private dock living, and unmatched ocean proximity define the pinnacle of Florida coastal living.

9253 July Lane, St. Augustine

$1,329,000
4 Beds ⋅ 4 Baths ⋅ 2096370 MLS ⋅ 32080 Zip Code
*Private rooftop terraces redefine the living experience at Cortez on the Water, creating a seamless indoor-outdoor lifestyle with breathtaking panoramic views, private elevator access to the rooftop level, and the option for a builder upgrade to add an interior stairway connection* Welcome to 82 Cortez within Cortez on the Water - an exclusive enclave of 30 luxury waterfront residences nestled on Anastasia Island along the Intracoastal Waterway. Capturing sweeping views of the Intracoastal, Salt Run, the iconic St. Augustine Lighthouse, and the downtown skyline, this beautifully appointed Sailfish floor plan is perfectly positioned just minutes from historic downtown, Anastasia State Park, and the area's most celebrated coastal destinations. This 2,867 SF three-story residence with rooftop living includes a private in-unit elevator, deeded boat slip with direct deep water access, and an oversized two-car garage with sleek epoxy-coated flooring for a clean, polished finish. A grand, wide-plank polished finish. A grand, wide-plank staircase with flared entry design creates an impressive sense of arrival, while the paverstone driveway enhances the home's timeless curb appeal.a stylish full bath, a dedicated laundry room, and direct access to a covered patio with tranquil marina and water views. On the second floor, the spacious primary suite is a serene retreat, featuring a spa-inspired oversized bath, a customized walk-in closet, and a private covered balcony overlooking a tranquil pond with views of the Intracoastal beyond. Two additional bedrooms and a full bath complete this level. The third floor showcases a bright, fully open floor plan thoughtfully designed for effortless entertaining and everyday living. The gourmet kitchen features a striking waterfall-edge quartz island with a shiplap design and abundant storage, sleek countertops, an upgraded refrigerator, designer cabinetry, and a stainless steel chef-grade gas cooktop with an upgraded hood vent. The kitchen backsplash and spa-inspired bathrooms carry the luxury coastal modern design throughout the home. Wide-plank wood flooring extends throughout the residence, while the spa-inspired primary bath features large-format ceramic tile in warm grey and cream tones that cascades seamlessly into the oversized shower. A casual dining nook off the kitchen opens to a private balcony with expansive views of the surrounding coastal landscape. The open dining area transitions seamlessly into the spacious living room, which extends onto a second covered balcony overlooking the marina and Intracoastal. From the front windows, enjoy incredible views of the historic St. Augustine Lighthouse. Additional features include a tankless water heater and pre-plumbing for a water softener in the garage. Stylish details and modern finishes enhance the residence's refined coastal character. Enjoy resort-style amenities including a waterfront heated pool, hot tub, private marina access, and a covered poolside lanai featuring ample counter space for serving and an island with bar seating perfect for effortless outdoor entertaining. Cortez on the Water offers timeless design, exceptional craftsmanship, and the best of coastal St. Augustine living. ***Select builder upgrades still available

82 Cortez Avenue, St. Augustine

$1,299,000
4 Beds ⋅ 3 Baths ⋅ 2091650 MLS ⋅ 32080 Zip Code
Experience oceanfront living in the heart of Crescent Beach in this rare 4-bedroom, 3-bath condominium offering 2,278 square feet of thoughtfully designed living space. Situated in an exclusive 8-unit building, this spacious residence features an open floor plan and a well-appointed kitchen with abundant cabinetry and storage, ideal for everyday living and entertaining. Enjoy expansive views with ocean sunrises and Intracoastal sunsets from the private balcony. Additional highlights include two garage parking spaces, a community pool, private dock, and direct beach access just steps away. Conveniently located near local dining, shopping, and historic downtown St. Augustine, this exceptional property offers a unique opportunity to enjoy coastal living at its finest.

7790 A1a Unit 103, St. Augustine

$1,290,000
4 Beds ⋅ 3 Baths ⋅ 2163989 MLS ⋅ 32080 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3-bath pool home in the sought-after Marsh Creek neighborhood on Anastasia Island--the island's only golf course community. Set on a quiet street, this home offers excellent curb appeal, a paver driveway, and a peaceful setting with minimal drive-by traffic. Inside, the thoughtfully designed split-bedroom floor plan provides privacy and flexibility, while abundant storage makes everyday living easy. The sellers have taken great care in remodeling the kitchen, featuring beautiful imported cabinetry and Café appliances, while the spacious primary suite offers a beautifully remodeled bath creating a comfortable private retreat. Step outside to your own backyard oasis with a pool and hot tub, ideal for relaxing or entertaining year-round. Marsh Creek's prime location puts you close to Anastasia Island's beaches, historic downtown St. Augustine, restaurants, shopping and all that St. Augustine has to offer. This is a truly special home!

167 Herons Nest Lane, St. Augustine

$1,250,000
5 Beds ⋅ 4 Baths ⋅ 2162378 MLS ⋅ 32080 Zip Code
Tucked beneath a canopy of majestic oak trees in the intimate gated community of Anastasia Dunes, this custom-built home offers a rare blend of beachside living and peaceful seclusion. Located just off A1A across from the Atlantic Ocean and only a five minute walk from St. Augustine Beach, the setting feels worlds away from the bustle of everyday life. Mornings begin with the sound of waves in the distance and sunrises filtering through the moss-draped oaks from the front porch. From the screened lanai, birdsong fills the air while the ocean provides a gentle backdrop beyond the trees. Built in 2017, the home was thoughtfully designed for both gathering and privacy. At the heart of the residence, the kitchen serves as the central hub, seamlessly connecting the living spaces and featuring Bosch stainless steel appliances, abundant workspace, and easy flow for entertaining. The open floor plan is complemented by a split bedroom design, with the primary suite privately positioned on one

410 Ocean Forest Drive, St. Augustine

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