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$4,750,000
3 Beds ⋅ 5 Baths ⋅ 2126480 MLS ⋅ 32084 Zip Code
Located in this highly desirable waterfront enclave, 65 Water Street —designed by the renowned Cronk Duch Architects—offers refined coastal living with uncompromising quality, privacy, and craftsmanship throughout, all within walking distance to historic downtown St. Augustine. This 3-bed, 4.5-bath residence is thoughtfully designed for both everyday comfort and elegant entertaining, enhanced by multiple covered balconies that capture serene water views and coastal breezes. The heart of the home is the chef's kitchen, featuring high-end appliances and an open-concept layout flowing effortlessly into the family and dining areas. A sophisticated wet bar showcases elegant built-in cabinetry and a 140-bottle Sub-Zero wine cooler. Rich architectural details define the interior, including Carlisle wide-plank heart of pine flooring throughout, custom built-ins throughout, elegant light fixtures, and a dedicated home theater with newer equipment. See more A whole-home Sonos sound system enhances both indoor and outdoor living. Luxury amenities continue with a sauna, central vacuum, residential elevator, and built-in safe. Adding exceptional flexibility and privacy, the property includes two separate casitas with private accessperfect for guests, extended family, or versatile living options such as a home office or studio. Outdoor living is equally impressive. Enjoy a luxurious heated saltwater lap pool with updated equipment, a convenient cabana bath, and a gas firepit, all set against the tranquil waterfront backdrop. Boating enthusiasts will appreciate the newer dock with concrete pilings, boat and jet ski lifts, and vinyl bulkhead, all situated on a generous 75 x 160 waterfront lot. Constructed for durability and peace of mind, the home features concrete block construction, cementitious siding, a metal roof, hurricane windows, foam insulation, two new AC units, and a 26 kW generator supported by a 500-gallon buried gas tank. The main garage offers a vehicle lift and extensive custom cabinet storage. This rare waterfront offering blends timeless architectural design, modern luxury, and exceptional construction in one of St. Augustine's most coveted, walkable locations.

65 Water Street, St. Augustine
$3,100,000
4 Beds ⋅ 4 Baths ⋅ 2119766 MLS ⋅ 32084 Zip Code
Coastal dreams have a funny way of arriving all at once. This newly renovated Intracoastal standout in Porpoise Point is living proof. With 4 bedrooms, 3.5 baths, and a front-row seat to St. Augustine's most show-stopping sunsets, this home captures the rhythm of waterfront living with effortless grace. Just moments from the Atlantic, it's a haven for boaters, surfers, and anyone who measures time by the tides. A private deep-water dock with boatlift sets the stage for sunrise departures and just moments to the Atlantic Ocean. The beach is a short stroll away. One of the best views in all of St. Johns County overlooking our nation's oldest city. Inside, coastal sophistication takes center stage. The kitchen shines with granite surfaces, custom cabinetry, stainless steel high-end appliances, a coffee center, and dining spaces that flow from casual to celebratory. 2 primary suites & 2 family rooms offer room to unwind, recharge, and host without compromise. See Improvements. Impact windows and doors bring strength and energy efficiency to every view, while the 2023 TPO roof offers durability you won't have to think twice about. Whole-house water filtration system, too! Brand new ATU Septic system. This is where modern comfort meets the timeless pull of the water---an Intracoastal gem designed for those who want more than a home: they want a lifestyle that moves as beautifully as the tides themselves.

311 Porpoise Point Drive, St. Augustine
$2,700,000
5 Beds ⋅ 4 Baths ⋅ 2045062 MLS ⋅ 32084 Zip Code
Welcome to your dream waterfront oasis in the heart of St. Augustine, one of the most picturesque settings in Northeast Florida. This stunning 4,037 square foot, three-story residence offers an unparalleled living experience with breathtaking views from every room, showcasing the historic charm of St. Augustine, which illuminates beautifully each night. As you explore the home, you'll find an open-concept kitchen, family room, and dining area—perfect for entertaining guests or enjoying quiet family moments. The remodeled kitchen is a chef's delight, featuring a generous island, a 6-burner gas cooktop, and custom cabinetry with under and over cabinet lighting. The home boasts five spacious bedrooms, with the flexibility to expand to six, and 3.5 elegantly appointed bathrooms. The primary suite includes a versatile flex space that can serve as a study, gym, or nursery, offering convenience and comfort tailored to your needs. Step outside to discover your private waterfront paradise. A spacious dock with a boat slip invites you to explore the waters where porpoises play. Enjoy a refreshing swim in the pool while taking in the stunning water views, or relax on the expansive patio as you entertain guests in style. Located just a 3-minute walk from a treasured beach, this property is also conveniently close to the vibrant downtown area, with its array of restaurants, shops, and cultural attractions. Whether you're looking for a serene retreat or a savvy investment, this waterfront gem offers the best of both worlds luxury, location, and lifestyle all in one spectacular package. Don't miss your chance to own a piece of St. Augustine's finest waterfront living.

401 Porpoise Point Drive, St. Augustine
$2,400,000
7 Beds ⋅ 5 Baths ⋅ 2112505 MLS ⋅ 32084 Zip Code
Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register ofHistoric Places. This world-class historic mansion has recently been renovated from top to bottom to perfection with soft coastal hues in mind ~ enjoy the well-designed balance of rich historic beauty and modern luxury. With 5800 sq ft of living space, 5 bedrooms and 3.5 bathrooms in the main house and a 2 bedroom, 1 bath apartment with private entrance, a full kitchen, living and dining room - this home is ideal for multigenerational living or additional income. Located on historic St.George Street, the shops, restaurants, landmarks and culture of the Nation's Oldest City are only steps away. The highly active community association provides additional opportunities to socialize and enjoy the buzz of downtown living Built in 1893 as a winter retreat for John J. Upham, a veteran of the Civil War and Plains Indian War, this remarkable home showcases the graceful blend of Queen Anne Victorian architecture with examples of Moorish Revival in the courtyard arches. With stunning original millwork, wood floors and a unique octagonal shape, this home will take you back to the splendor of the Gilded Age. From joyous Flagler Era galas to legendary Mardi Gras celebrations, The Upham Winter Cottage has been a witness to countless extraordinary events throughout the ages. Today, as you step foot within these storied walls, you become a part of the Upham Winter Cottage's narrative and assume the role of its guardian, preserving the heritage of the past while crafting a new chapter in its history. Nothing compares.

268 St George Street, St. Augustine
$2,300,000
3 Beds ⋅ 2 Baths ⋅ 2129613 MLS ⋅ 32084 Zip Code
Direct Intracoastal Front Property with Deep Water Lift on Multiple Lots in Vilano Beach! Ponte Vedra just North and St. Augustine just south! This is such an amazing property! Your own beach! 3 Platted Lots! 100 Ft on the Water! Keep the 2 Lots on the Water and sell the back lot or develop it! Another idea would be to have 2 Intracoastal Front lots! Located a block away from Caps! Beach access at the end of the street East! Survey on file!

507 Third Street, St. Augustine
$2,175,000
5 Beds ⋅ 4 Baths ⋅ 2108587 MLS ⋅ 32084 Zip Code
Stunning panoramic views and refreshing ocean breezes are just a couple of the many highlights of this remarkable new construction home from Terra Build in the Porpoise Point community of St. Augustine, where the Intracoastal Waterway meets the Atlantic Ocean. Located only minutes from historic Old St. Augustine, this exquisite coastal modern residence spans 3,511 square feet and showcases breathtaking views from nearly every window. Built to last with auger cast pilings and concrete block construction on the first level, the home features five spacious bedrooms and four bathrooms, blending comfort with contemporary style. An elevator provides added convenience. Perfectly positioned on a corner lot just steps from beach access, this home offers both privacy and accessibility. Vilano Beach is celebrated as one of Northeast Florida's most iconic communities, with a vibrant local culture, boutique shopping, and dining all within walking distance. Don't miss your chance to own this exceptional new construction in a community that embodies the essence of Florida living. Embrace the coastal lifestyle and make your dreams a reality in Porpoise Point!

318 Genoa Road, St. Augustine
$2,090,000
3 Beds ⋅ 4 Baths ⋅ 2052364 MLS ⋅ 32084 Zip Code
4230 Coastal Hwy | Step into a world of unparalleled serenity and opulent living with this exquisite oceanfront estate. Perched atop of the dunes, this luxury custom residence is meticulously crafted by renowned NY based architect Peter Pawlak. Seamlessly blending indoor and outdoor spaces offering a perfect fusion of oceanside sophistication, simplicity, and architectural significance.The exterior showcases the stark and clean lines of the reinforced concrete construction anchored by the robust seawall that seamlessly integrates with the curated landscaping, featuring custom cast benches and beveled terracotta tiles on the oceanfront patio. Enjoy coastal living at its finest with three balconies—two overlooking the ocean and one with views of the serene marsh with sunset views. Inside, every room offers sweeping ocean views, creating a vibrant atmosphere. With over 2,500 square feet of open living space, 3 bedrooms, 3 full baths and half bath for guests! The main living area boasts a 20 foot ceiling and a wall of windows facing the ocean. The kitchen and living areas boast custom Douglas fir cabinetry, exquisite Italian marble countertops, and top-of-the-line Wolf and Miele appliances. Attention to detail is evident throughout, from the refinished concrete floors on the lower level to wide-plank Cumaru floors on the second level. The spa-inspired bathrooms feature Waterworks fixtures and elegant travertine tiles, with the primary bathroom serving as a true sanctuary, complete with an oversized walk-in shower, a cast iron pedestal tub, and a luxurious Lar steam sauna. The guest rooms offer en-suite bathrooms with custom built-ins, desks and closets. Every aspect of this home reflects meticulous and quality craftsmanship, including custom Mahogany closets, insulated walls with gallery-style plywood backing, and advanced in-wall speaker systems with linen drapery on modern recessed tracks. Easy access to the beach from the private dune deck. This exceptional oceanfront property redefines coastal luxury living, offering a unique blend of high-end materials, architectural brilliance, and breathtaking viewsperfect for the discerning buyer seeking a sophisticated lifestyle. Not to be missed is the option to purchase the oceanfront lot to the south offering you the utmost privacy for the future. Welcome home.

4230 Coastal Highway, St. Augustine
$1,936,000
4 Beds ⋅ 4 Baths ⋅ 2148915 MLS ⋅ 32084 Zip Code
Highly elevated, this Direct Ocean Front home offers expansive views overlooking the ocean, inlet AND downtown St Augustine. Stunning cathedral ceilings and floor to ceiling windows offer breathtaking views of the Atlantic. A fully renovated white kitchen opens to the living and dining room and offers views to the north and east. The spacious master opens to a 2nd story roof top deck with unmatched views of the inlet and downtown St Augustine. Passing boats are an alluring vision... And there is no better spot to enjoy the 4th of July fireworks. Upstairs, a 2nd master suite and an office loft will make working from home a pleasure. On the bottom floor there is separate in law suite with 2 bedrooms, a kitchenette and bonus room. A multitude of decks offering 360degree views make this home truly special. 3 Car Garage! Short term rentals allowed.

4 Viejo Street, St. Augustine
$1,900,000
2099662 MLS ⋅ 32084 Zip Code
Discover an extraordinary opportunity to own 44 Spanish Street Inn, an 8-room, bed & breakfast, with potential to expand to 10 rooms, just steps from iconic St. George Street and Flagler College in the Historic District of St. Augustine, Florida. This charming property blends timeless architecture with modern comforts, offering guests beautifully appointed, air-conditioned rooms with flat-screen TVs and complimentary Wi-Fi. Guests awaken to a complimentary full breakfast and relax in the tranquil garden courtyard or on the shaded terrace before exploring the walkable wonders of America's oldest city. Beyond its proven income as a bed & breakfast, this property's prime location and multiple commercial use potential allows for transformation into a boutique inn with a café, a restaurant, or retail offerings to capture additional revenue streams in one of Florida's most visited historic districts. Whether you're an investor seeking a high-demand short-term rental asset or an entrepreneur ready to blend hospitality with lifestyle in a vibrant community, 44 Spanish Street Inn is your gateway to owning a piece of St. Augustine's timeless appeal. Contact us today to schedule your confidential showing and explore how this property can become your next landmark investment.

44 Spanish Street, St. Augustine
$1,865,000
4 Beds ⋅ 5 Baths ⋅ 2133716 MLS ⋅ 32084 Zip Code
Brand new 3-story pool home with Atlantic Ocean views! Experience sunrise and sea breeze from dual balconies in this 3,131 sq ft masterpiece featuring 4 bedrooms, 4.5 baths, elevator, and private saltwater pool on an oversized lot. This property is a rare find, perfect for high-end entertaining or a lucrative short-term rental with NO HOA and nightly rentals permitted. The ground floor offers a 2-car garage, bedroom, and full bath. The second level boasts an expansive open living and kitchen area, a guest suite, and a covered ocean-view balcony. The top floor features an additional guest room plus a luxurious primary suite with its own private balcony. Outside, relax in the saltwater pool, spacious yard, and covered lanai. Built for ultimate peace of mind with Hardie board siding, impact-resistant windows, and a 2-10 builder's warranty, this residence blends coastal luxury with modern durability just steps from the sand. Secure your piece of the Florida coast today!

213 Twenty-First Street, St. Augustine
$1,835,000
3 Beds ⋅ 3 Baths ⋅ 2143052 MLS ⋅ 32084 Zip Code
This home exudes charm and character . It was designed by the famed architect , F.A. Hollingsworth and resides on one of the highest elevations on one of the most desired streets in , St Augustine. The timeless architecture has been carefully restored and enhanced with the finest materials and craftsmanship from exterior to interior. Step into the foyer where the original stairs , banisters , and hardwood floors have been refinished. Original floors & trim remain throughout. The floorplan flows with formal dining , large chef's kitchen with gas and oversized quartz island , walk-in pantry and an abundance of cabinets . The formal living room is light filled and cozy with hand painted tiles covering the original wood burning fireplace . A den with built in bookshelves off the living room is the perfect place for a home office. An enclosed sunroom with new vinyl windows ,custom Bamboo blinds , stone work fireplace and split system AC overlook the large backyard and pool area . The original staircase leads to three generous-sized bedrooms and two full baths. A sitting area is adjacent to the Primary with a door leading to the outside second story porch refreshed with no maintenance Trex(TM) decking. This porch is a great vantage point to view, the Matanzas River. Large windows in the primary take in the light and water views. Storage is ample with a walk-in closet and a custom European wardrobe. The original carriage house still stands preserved and freshly painted with a new roof. The use is up to the new owner with ,220 AMP and plumbing available, it could easily be a guest house or an art studio. A storage shed was constructed behind the carriage house, keeping with the architectural integrity of the main and carriage house. Hardi(TM) Board siding, two electrical outlets and an auto fan for heat control make this a versatile space. Privacy hedges hide the fence in Backyard and add to the beautiful outdoor entertaining area surrounding the pool and spa creating a peaceful haven. You can Walk to, Castillo de San Marcos, view the landmark Cross at Our Lady Le Leche at sunset and be at the finest restaurants with a short walk. To be this close to all that Historic Downtown St Augustine offers, you will not believe the privacy and serenity that this location provides. Don't miss this perfectly reimagined and restored piece of history. View Feature list under document section for full details.

70 Water Street, St. Augustine
$1,815,000
3 Beds ⋅ 4 Baths ⋅ 2118038 MLS ⋅ 32084 Zip Code
Along the serene edge of Maria Sanchez Lake lies one of downtown St. Augustine's most alluring hidden treasures. Beyond a graceful brick archway, this private sanctuary reveals itself — a home so captivating that every guest departs inspired and eager to return. A study in balance and beauty, the residence blends European refinement with a soulful, worldly aesthetic. Its design nods to the understated elegance of Belgian estates, the timeless sensibility of Darryl Carter, and the calm minimalism found in Asian influence. Every surface and texture — from ancient Burmese teak and reclaimed oak to artisan brickwork — was chosen with intention, creating an enduring home rooted in craftsmanship and character. The main level was envisioned for effortless entertaining and connection. Folding glass walls blur the line between indoors and out, opening completely to the front courtyard and rear lake terrace. A masterfully built summer kitchen by a local craftsman anchors the courtyard beside a peaceful plunge pool and spa-style bath. Inside, the chef's kitchen delights with a statement Viking range, open shelving, and dramatic marble slabs that extend seamlessly up the walls. Generous dining and living areas flow naturally toward the lakefront, where gentle breezes and daily scenes of herons and egrets create a living masterpiece. Originally a 1920s cottage, the home's historic essence now mingles with bold modern lines. Just off the main living area, a refined study framed by an antique arched window captures glimmering lake reflections and sunlight by day, and candlelit warmth by night. Upstairs, the lake becomes your morning view. The primary suite and an adjoining guest suite  currently used as a sitting retreat  each open to private balconies beneath a graceful old tree. Both baths are finished in marble with curated lighting and high-end fixtures. Along the south side, a screened porch invites lingering conversation or afternoon reading and transitions beautifully to a sunlit terrace ideal for herbs or climbing roses. "The Little Nest," a third-floor hideaway, crowns the home with panoramic vistas that stretch across the historic skyline to the Intracoastal. Vaulted ceilings, reclaimed beams, and marble accents create an inspiring space for writing, resting, or simply dreaming. Across the brick courtyard, the detached garden studio offers a charming bonus retreat  with its own entrance, vaulted ceilings, reclaimed-beam details, and a small kitchenette and bath. Originally permitted as a shed and not counted in the home's total living area, this stylish escape offers flexibility for guests, creative work, or quiet reflection. Timeless, tactile, and transporting  153 Washington Street is more than a residence. It's a rare experience of historic St. Augustine living, where cobblestone streets and shimmering waterways frame a lifestyle that feels both centuries old and utterly new.

153 Washington Street, St. Augustine
$1,737,500
5 Beds ⋅ 4 Baths ⋅ 2133406 MLS ⋅ 32084 Zip Code
Located in the heart of Vilano Beach, 152 Sherwood Ave offers the perfect blend of luxury, space, and coastal lifestyle. Just a short walk to both the Atlantic Ocean and the Intracoastal Waterway, and minutes from historic downtown St. Augustine, this beautifully designed home is ideally positioned to enjoy everything the area has to offer. Situated on a 75' x 125' lot, the home features 4,402 sqft under air (5,367 total) with 5 bedrooms, 3.5 bathrooms, a private office, flex room, and a dedicated theater room with projector and screen. The kitchen is equipped with a gas stove, and the home is enhanced by a Control4 whole-home sound system. The outdoor living space is designed for relaxation and entertaining with a heated pool, gas poolside fireplace, paver lanai, and low-maintenance turf yard. Additional features include a 24' x 25' garage, security system, and perimeter security cameras. A rare opportunity to own a spacious home just steps from both the ocean and Intracoastal.

152 Sherwood Avenue, St. Augustine
$1,700,001
7 Beds ⋅ 6 Baths ⋅ 2128141 MLS ⋅ 32084 Zip Code
for comp purposes only

2425 Kacie Lane, St. Augustine
$1,700,000
4 Beds ⋅ 4 Baths ⋅ 2112045 MLS ⋅ 32084 Zip Code
Historic elegance meets modern living on Water Street. It's not often a house like this comes available - a thoughtfully renovated 1872 residence in the heart of St Augustine's coveted Abbott Tract. Located on this picturesque street, the two-story residence offers the perfect blend of classic charm and contemporary comfort, all just steps from the Castillo de San Marcos, downtown St Augustine, the bayfront, and the vibrant uptown district. Set on a deep lot, this home offers a gated driveway with dedicated parking. Brick steps lead you to the inviting covered front porch, where a solid antique wood door is framed by dual French doors opening to both the living room and family room. Step into the foyer and be greeted by original heart pine floors and staircase, lovingly preserved during the home's top-to -bottom renovation in 2019. To your right, a formal sitting room opens to a sunlit dining area, both overlooking the open -concept chef's kitchen, complete with modern finishes and thoughtful design. On the left, the family room flows easily into the main dining and kitchen spaces. A half bath, storage room, and mudroom entrance complete the first floor. Step outside to your private retreat: a fully fenced backyard designed for both entertaining and leisure. Completed in 2020, the space features low-maintenance artificial turf, a bocce ball court, stone seating areas and a deliciously inviting pool. Practice your short game on the custom putting green, or simply unwind under the Florida sky. Upstairs, two guest bedrooms share a full bath, while a spacious junior suite includes its own private bathroom with a walk-in shower. At the east end, the primary suite offers a tranquil sanctuary with two balconies, a private sitting area, peeks of the Matanzas River, and a generous bathroom featuring a modern clawfoot tub, walk-in shower, double vanity, and walk-in closet. This is more than a home - it's a legacy, a lifestyle, and a chance to live in one of St Augustine's most treasured neighborhoods.

56 Water Street, St. Augustine
$1,645,000
4 Beds ⋅ 4 Baths ⋅ 2129072 MLS ⋅ 32084 Zip Code
Experience historic luxury at 290 St. George St, the former personal residence of famed architect Fred Henderich. Masterfully reimagined by John Benoit of BEHST Builders, this estate seamlessly fuses 1900s ''Old World'' soul with 21st-century sophistication. Positioned on a rare 62.5x200 lot stretching from St. George to Cordova St, the property offers stunning Lake Maria Sanchez views and parking for 10+ cars. The main home radiates light, showcasing original woodwork, coffered ceilings, and a gourmet kitchen with custom cabinetry and a butler's door. The primary downstairs suite features floor to ceiling tile work, a tub and a walk-in shower, flowing into a sunlit morning room. Upstairs, find a nautical suite complete with a steam shower. Beyond a private sanctuary, this estate is a lucrative asset. The detached cottage is a designer showstopper with a vaulted living area and private lakefront verandas. Perfectly positioned as a high-end luxury rental in the heart of St. Augustine.

290 St. George Street, St. Augustine
$1,630,000
2096359 MLS ⋅ 32084 Zip Code
A special Commercial property is now available just north of the Historic District, and south of the Municipal Airport . With a colorful history as the iconic Harley Davidson Dealership, there is 7198 Sq Ft of total space under roof that has 3730 SF of finished retail space (under HVAC) and 3468 of warehouse space all The current zoning is City of St Augustine CM-2 (Commercial Medium Intensity) , which provides for multiple uses and shows a traffic count of approximately 36,500 daily. additional parking space can be provided by contiguous property to the rear. Aerial Map location in ''Documents''

3956 N Ponce De Leon Boulevard, St. Augustine
$1,525,000
3 Beds ⋅ 3 Baths ⋅ 2063078 MLS ⋅ 32084 Zip Code
''Live Your Lifestyle'' how you envision. Welcome to 3713 Harbor Dr, the most spectacular waterfront estate that is situated on a high bluff well above the flood zone. There are three levels of living space overlooking the Camachee Cove Yacht Harbor Marina basin. The address is located just west of Vilano Beach at the north end of Americas oldest city. The proximity to the Intracoastal Waterway, the beaches, Saint Augustine Inlet and historic Downtown Saint Augustine is convenient and all moments away by boat, foot or vehicle. The house has east and west exposure to maximize natural light and picturesque views. A typical day includes a sunrise to the front exposures and endless sunsets views from the living space that have west exposure. There is an elevator to access all three levels of indoor and outdoor living. Boat dockage to accompany larger, deep draft vessels is available at Windward, Camachee Cove, enabling quick access to the waterway, Atlantic Ocean... and other recreational activities and waterfront dining such as at the Bayfront. As you enter the front door, you are immediately greeted with water views of the marina. On the first level, there is one bedroom, one full bathroom, and open space that would make a perfect transition for entertaining or as additional living, bedroom or office space. The two-car garage is deep and could host multiple vehicles including a trailered boat or jet skis. Take the elevator or stairs to the primary living space on the second level. The kitchen is equipped with commercial quality appliances including a gas stove, large refrigerator, ample prep surfaces and cabinetry. The living space is open and inviting. Notice the large wraparound balcony. The laundry room, the second bedroom and bathroom are also located on this level. The primary bedroom suite spans the entire third level and has terrific views toward town including the lighthouse, fireworks and sunsets. There is a private, full length covered patio, and an inside sitting area with a master suit fireplace. There are three walk-in closets and a spacious bathroom with a walk-in shower and separate spa bathtub and two vanities. The quality of construction should be notated as superior to local standards. The entire first level is CBS block with solid concrete and reinforced pilings, including roof tiedowns strategically placed. The exterior is stucco, the roof material is barrel tile. The overall condition of the house is excellent and well maintained. There are no known deficiencies or maintenance items pending. A spectacular estate house in the exclusive Camachee Island.

3713 Harbor Drive, St. Augustine
$1,500,000
3 Beds ⋅ 4 Baths ⋅ 2121257 MLS ⋅ 32084 Zip Code
Wake up to panoramic Atlantic Ocean views from this direct oceanfront home at 3264 Coastal Highway in St. Augustine, where coastal elegance meets effortless beach living just minutes from historic downtown. Designed for relaxation and entertaining, this spacious three bedroom, three and a half bath residence features vaulted ceilings, expansive windows, and a versatile bonus game room with additional sleeping space ideal for hosting guests or maximizing rental potential. Wrap around Trex decking and a generous sand level patio create seamless indoor outdoor living, perfect for sunrise mornings, ocean breezes, and unforgettable coastal gatherings. A protective seawall, updated living spaces, and a layout tailored for both personal enjoyment and investment opportunity make this property a rare find along Northeast Florida's sought after shoreline. Whether used as a second home, vacation retreat, or income producing property, this residence delivers the lifestyle and location buyers are actively searching for. Buyer to verify square footage, rental regulations, and all property details. Direct oceanfront home in St Augustine FL 32084 with Atlantic views, immediate beach access, and close proximity to historic downtown St Augustine and Northeast Florida coastal attractions.

3264 Coastal Highway, St. Augustine
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 2112432 MLS ⋅ 32084 Zip Code
Welcome to 150 Morgan Avenue, a brand new 2025 custom-built modern home located in the desirable Surfside neighborhood of Vilano Beach. This thoughtfully designed residence offers over 3,200 square feet of refined coastal living with 4 bedrooms, 3.5 bathrooms and a spacious 2 car garage. Situated on a quiet dead-end street with no HOA, the property offers privacy, serenity, and marsh views. The home features two luxurious primary suites, one on the main floor and one upstairs, ideal for multi-generational living or guest accommodations. High-end finishes include concrete floors downstairs, engineered hardwood floors upstairs, and a premium stainless steel Bosch appliance package in the kitchen. Hurricane impact windows and doors provide security and peace of mind. Outdoor living is a highlight, with a heated saltwater pool, private putting green, summer kitchen and an outdoor shower, perfect for entertaining or relaxing after a day at the beach.

150 Morgan Avenue, St. Augustine
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 2021222 MLS ⋅ 32084 Zip Code
MOVE IN READY - RARE OPPORTUNITY!!! Enjoy ocean views with PRIVATE DEEDED BEACH ACCESS! This open floor plan includes 5 bedrooms, 4 full baths, flex room, additional second story living space, and 2 car garage!! Luxury upgrades found throughout such as Quartz countertops, ceramic wood like tile flooring, stacking sliding glass doors, outdoor shower, walk in closets, and more! Spacious kitchen includes California island, 42' cabinets, and stainless steel appliances. Ask about our Preferred Membership to Gate Hospitality - Ponte Vedra Inn & Club, The Lodge & Club, Epping Forest, and The River Club.

25 Seaside Vista Court, St. Augustine
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 2125588 MLS ⋅ 32084 Zip Code
143 Washington Street is more than a home -- it is a rare opportunity to experience luxury coastal living in the heart of historic downtown St. Augustine. Perfectly positioned overlooking the tranquil waters of Lake Maria Sanchez, this exceptional newer-construction residence offers the charm and walkability of the nation's oldest city without the compromises often found in historic homes. Built in 2021 and being offered fully furnished, this turnkey retreat blends sophisticated modern design with effortless waterfront living. Expansive windows flood the home with natural light while framing breathtaking water views from multiple levels. Designed for both relaxation and entertaining, the open-concept layout flows seamlessly to private outdoor living spaces where sunrise coffees and sunset evenings become part of everyday life. Step outside to your resort-style pool overlooking the lake, creating a setting that feels more like a private luxury getaway than a downtown residence. Whether enjoying wine by the water, entertaining guests, or taking a short stroll to St. George Street, acclaimed restaurants, boutiques, galleries, and marinas, every detail of this property is centered around lifestyle. Unlike many homes in the historic district, this elevated modern residence offers the peace of mind of newer construction, contemporary systems, spacious parking, and low-maintenance living -- all while preserving the timeless character and atmosphere that make St. Augustine so special. Ideal as a primary residence, luxury second home, or high-end vacation retreat, this fully furnished property delivers a rare combination of modern luxury, walkability, water views, and turnkey convenience in one of Florida's most iconic coastal destinations. Experience historic downtown living reimagined at 143 Washington Street.

143 Washington Street, St. Augustine
$1,402,500
4 Beds ⋅ 4 Baths ⋅ 2137773 MLS ⋅ 32084 Zip Code
Welcome to ''SERENITY NOW'' IN BEAUTIFUL VILANO BEACH. This is the beach home you have been waiting for your whole life. Built in 2006 on concrete pilings with hurricane proof windows looking out at the ocean, St Augustine Inlet leading to the ICW. The kind of beach home that guests book without hesitation. The 4 bedrooms, 4 bath layout keeps bedrooms tucked away while the main living space stays open and flooded with natural light. The open layout of the elevated main floor keeps the family room and kitchen connected, so everyone stays part of the conversation while enjoying views of the ocean. Gas powered tankless heating; electric HVAC with two remote controlled zones; the new electric fireplace in 2025 is a beauty; house covered over by a hurricane proof new roof in 2025. Step out onto the wrap around decks facing the ocean to the north/around to the southeast exposure with your morning coffee or the afternoon cocktail. You will never want to leave; neither will guests/friends Steps to the beach and the ocean with a full body enclosed outdoor shower to get the sand off and be ready for the evening activities. Located in Flood Zone X, (no need for flood insurance) LOMA FEMA Letter of Map Amendment documents supporting Flood Zone X designation offers added peace of mind. Recent DBPR Certificate of Balcony and Stairs Home Inspection as well. Maple wood floors throughout the interior of the property. Full water purificaion system throughout the home. Weather/rust proof outdoor deck furniture and iodized aluminum patio table with 8 chairs on the deck make for terrific late evening summer dinners to the sound of the crashing waves. Combined with solid construction; hardiboard exterior siding freshly painted 2025 and a practical layout, the home feels easy to own and live in. See list of upgrades and improvements in documents section of the listing.

510 Porpoise Point Drive, St. Augustine
$1,400,000
7 Beds ⋅ 5 Baths ⋅ 2159371 MLS ⋅ 32084 Zip Code
Luxury Coastal Retreat with Heated Pool & Spa | Walk to Vilano Beach | Proven Vacation Rental Opportunity Just a short 6-minute walk from the sand, this beautifully renovated 7-bedroom, 4.5-bath coastal retreat offers over 4,000 square feet of living space in one of St. Augustine's most sought-after beachside communities. Whether you're searching for a primary residence, second home, or high-performing vacation rental investment, this exceptional property delivers the ideal blend of luxury, location, and lifestyle. Designed to accommodate large gatherings, the home comfortably sleeps up to 18 guests and features expansive living spaces, soaring ceilings, and a dramatic two-story great room highlighted by wood coffered ceilings and a stunning statement chandelier. The open-concept layout flows seamlessly from the spacious living areas to the private outdoor oasis. Step outside to enjoy your own heated saltwater pool, spa, and covered summer kitchen with built-in grill--perfect for entertaining after a day at the beach. The backyard provides the resort-style experience today's buyers and vacation guests seek. A dedicated game and bunk room creates the ultimate hangout space for guests, complete with arcade games, shuffleboard, and flexible sleeping arrangements, making this property especially attractive for multi-generational vacations and group rentals. Located in the heart of Vilano Beach, you'll enjoy easy access to Surfside Park Beach, the Tolomato River, neighborhood parks, and scenic coastal trails. The property is also just minutes from Historic Downtown St. Augustine, where residents and visitors can explore St. George Street, Castillo de San Marcos, award-winning restaurants, boutique shopping, museums, and year-round attractions. Property Highlights: 7 Bedrooms | 4.5 Bathrooms Over 4,100 SF of renovated living space Heated saltwater pool and spa Covered outdoor entertaining area with built-in grill Spacious game room/bunk room Sleeps up to 18 guests Walkable to Vilano Beach and Surfside Park Minutes to Historic Downtown St. Augustine Excellent opportunity for vacation rental income Ideal primary residence, second home, or investment property 2 minute walk to tennis court and dog park. Rarely does a property combine beach access, luxury amenities, large-group accommodations, and proximity to Historic St. Augustine in one exceptional offering. Experience the best of Florida coastal living while enjoying the flexibility and income potential of a premier beach destination property. Call today for a private showing.

157 Lawn Avenue, St. Augustine
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 2149884 MLS ⋅ 32084 Zip Code
Welcome to 3180 Coastal Highway, Villa Rosa--an exceptional oceanfront retreat in the heart of Vilano Beach. This beautifully furnished 4-bedroom, 3-bath home offers stunning Atlantic Ocean views from the open-concept living, dining, and kitchen areas. With 50 feet of direct ocean frontage, enjoy spectacular sunrises from the expansive composite deck (2022) and sunsets over the Intracoastal Waterway. Features include a 2017 roof, impact-rated sliding glass doors, attached garage, parking for up to four vehicles, and an outdoor shower. Villa Rosa is also a proven income-producing property, generating over $140,000 annually in vacation rental revenue. Minutes from dining, shopping, and local attractions, this turnkey home is ideal as a primary residence, vacation getaway, or investment opportunity. Showings are by appointment and subject to guest occupancy.

3180 Coastal Highway, St. Augustine
$1,400,000
2130010 MLS ⋅ 32084 Zip Code
Welcome to 319 Porpoise Point Drive — A Rare Waterfront Opportunity in Vilano Beach. Discover an extraordinary parcel of Florida coastal real estate in the prestigious Porpoise Point community of Vilano Beach. This prime waterfront lot presents an exceptional opportunity to build your dream home in one of Northeast Florida's most desirable beachside neighborhoods. Situated on approximately 0.29 acres, this property offers direct frontage on the Intracoastal Waterway with sweeping views across to historic St. Augustine — a truly unique backdrop for everyday living or a luxury vacation retreat. Imagine designing a custom residence with panoramic water views, easy boating access, and the relaxed Florida lifestyle at your doorstep. The existing beach and bulkhead add ready-made value and appeal, while the generous lot size gives you flexibility for outdoor living spaces, private docks, and entertaining areas. Minutes from the Atlantic Ocean, sandy beaches, resta

319 Porpoise Point Drive, Vilano Beach
$1,400,000
1 Beds ⋅ 1 Baths ⋅ 2120239 MLS ⋅ 32084 Zip Code
Discover a rare opportunity to own 38.2 acres just minutes from historic downtown St. Augustine and the beaches. This unique property features approximately 12 acres of high and dry land plus a breathtaking 10-acre private lake — the perfect setting for your dream estate, a private retreat, or future development opportunities. A charming 1 bed / 1 bath barndominium is already in place, offering immediate use while you plan your vision. Whether you're dreaming of building a forever home on the water, creating a family compound, or exploring rezoning for other possibilities, this property delivers unmatched potential. Neighboring lot is also for sale, 13.45 Acres. Seller is willing to sell separate or together.

1895 Deer Run Road, St. Augustine
$1,400,000
6 Beds ⋅ 8 Baths ⋅ 2100987 MLS ⋅ 32084 Zip Code
Rare Build to Suit Development Opportunity in Historic Downtown St. Augustine. UPDATED FLOOR PLANS w/ ELEVATOR OPTION The existing building at 5 Palm Row to be remodeled and restored to a residential duplex. *This listing is for the sale / reservation of ONE unit of the duplex after basic conversion per floorpans noted / near white box remodel level* Initial townhome price of $745,000 subject to final plans. 2 Parking Spots per unit in a building to be developed across Palm Row as shown in site plan. Call for build to suit options and discussion with developer. Near visitor attractions, the St. Augustine Municipal Marina and Flagler College, the proposed upscale units could be fantastic seasonal / long-term rentals, residences for boat owners, or an upscale housing option. Easy access to beaches via AIA. Lot 1 (5 Palm Row) features 3,555 sq ft of conditioned space, currently used as office space, with plans to restore it to a residential duplex that combines charm, functionality, and luxury upgrades. The drawings are included in this listing. The townhome layout consists of three levels. - Carriage house-style garages on the ground level. One spot will be designated for the townhome and two for the eventual duplex at 5 Palm Row. - The second floor has an open concept living, kitchen, dining area, with a screened porch. 3 bedrooms, 3 full baths, and ample closet space make this ideal for shared living. - The attic level offers a large, privileged bedroom with a full luxury bath and walk-in closet. Complete with space for a private outdoor porch or enclosed sunroom. - With plenty of private space, this townhome would function extremely well as unique student housing, a short-term rental, or multi-generational living.

5 Palm Row, St. Augustine
$1,355,000
4 Beds ⋅ 3 Baths ⋅ 2140087 MLS ⋅ 32084 Zip Code
Unobstructed views of the Atlantic Ocean, the inlet, Anastasia Island, and the St. Augustine Lighthouse set the tone for this rare waterfront opportunity in the heart of Vilano Beach. Located on a quiet dead end street, 2651 Palencia Street offers privacy, flexibility, and a front row seat to one of the most dynamic coastal settings in Northeast Florida. Enter the home by way of the wraparound deck on the second level, where sailboats pass through the inlet and the ocean breeze is constant. From there, the main living area flows seamlessly between the kitchen, dining, and living spaces, all oriented to capture the water views. This level also features three bedrooms, two full bathrooms, and an in unit laundry area, creating a layout that works well for both full time living and visiting guests. The ground level offers a separate living area with its own bedroom, bathroom, and living space, providing privacy from the main living area and flexibility for various uses. This space works well for guests, extended family, a private home office, or potential rental income. Take advantage of the ample garage space and additional storage for beach toys, tools, and surfboards. The oversized lot adds another layer of opportunity, providing space to expand, reconfigure, or develop in the future. With no HOA, owners have the freedom to truly make this property their own. The lifestyle here is what makes this location so special. Morning walks along the inlet with the lighthouse in the distance, quick trips to the beach just steps away, and easy access to Vilano Beach restaurants, shops, and local favorites all within walking or biking distance. Waterfront, walkability, and views are a rare combination, and this property offers all three. Whether you are looking for a primary residence, second home, investment property, or a long term redevelopment opportunity, this is one of those hard-to-find and even harder-to-replace properties. Book your private tour today!!

2651 Palencia Street, St. Augustine
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 2123571 MLS ⋅ 32084 Zip Code
Just a few steps away from the beach or the Intracoastal waterway, this stunning home is truly a gem not to be overlooked. Elevated at 12 feet with impact doors and windows, and fully insulated with whole house cell foam, the home exudes quality from the moment you arrive. With cypress mitered beams accentuating the 14-foot ceilings in the great room, upgraded lighting, and quartz countertops throughout, every corner reflects high-class craftsmanship. The kitchen boasts artisan tiles on the backsplash, slate gray stainless-steel appliances, a dual-zone wine cooler, and a walk-in pantry. The master bedroom features a spacious walk-in closet with built-ins for added storage convenience. Its ensuite bath offers a luxurious soaking tub and a separate beautifully tiled seamless glass shower, complemented by a Restoration Hardware double vanity for an extra touch of elegance. Step outside the master bedroom or great room to enjoy the screened-in porch for outdoor entertainment

80 Ferrol Road, St. Augustine
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