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$4,150,000
5 Beds 6 Baths 2152209 MLS
Custom Intracoastal Estate with Guest House, Covered Boathouse & Dual Boat Lifts! Experience waterfront living at its finest in this custom-built Intracoastal estate located in Vilano Beach. Built in 2023 and thoughtfully designed for both everyday living and entertaining, this exceptional property offers approximately 4,056 square feet of heated and cooled living space, including a detached guest suite, and over 6,700 square feet under roof. Situated on a deep-water Intracoastal lot with direct ocean access, the property features a covered boathouse, two boat lifts (13,000 lb. and 7,500 lb.), a private dock, and breathtaking panoramic water views from nearly every room. Watch dolphins play, enjoy spectacular sunsets, and experience the boating lifestyle that makes St. Augustine one of Florida's most desirable waterfront destinations. The main residence offers 4 bedrooms, 3.5 bathrooms, a dedicated office, spacious bonus room, and an open-concept floor plan centered around a designer kitchen featuring premium appliances, custom cabinetry, an oversized island, walk-in pantry, and expansive water views. The first-floor owner's suite provides a private retreat with a spa-inspired bath, oversized walk-in closet, and direct access to the waterfront backyard. Upstairs, guests will enjoy additional bedrooms, multiple gathering spaces, and expansive covered porches designed to capture the coastal breeze and endless Intracoastal views. A detached oversized two-car garage includes a fully finished guest suite above with its own bedroom, bathroom, living area, and entertaining space, making it ideal for extended family, guests, a home office, or private retreat. Additional highlights include metal roofing, impact-rated windows and doors, covered front and rear porches, beautifully maintained grounds, generous parking, and a rare combination of privacy, deep-water access, and modern construction. Located just minutes from historic downtown St. Augustine, area beaches, dining, shopping, and world-class fishing, this is a rare opportunity to own a turnkey waterfront estate with room for family, guests, and all of your toys.

4221 Myrtle Street, St. Augustine

Listing courtesy of PONTE VEDRA CLUB REALTY, INC..

$925,000
4 Beds 2 Baths 2148227 MLS
Now is your chance to experience the best of coastal living in this beautifully maintained single-story 4-bedroom, 2-bath home in North Beach, St. Augustine. Located just one lot off A1A with direct beach access steps away, this home offers the perfect blend of comfort, convenience, and beachside charm. Thoughtfully custom built in 2020 by the original owners, the home was designed to bring the outdoors in. Expansive 8-foot double doors throughout the living room and primary suite create an open, airy flow that makes everyday living feel seamlessly connected to the coastal surroundings. Natural light fills the open-concept living space, creating a bright and inviting atmosphere perfect for relaxing or entertaining after a day at the beach. Built high and dry, this home has never flooded, offering added peace of mind. Step outside to your private fully fenced backyard featuring spacious decking, green space, and an outdoor shower--ideal for rinsing off sandy feet, hosting summer or enjoying evenings in the coastal breeze. The property also offers ample parking for cars, boats, or golf carts. Located behind the fence, the 32'x16' concrete pad is ready to store all your toys with space for a camper or boat. Equipped with full RV hookup: 50-amp electrical service with water & sewer hookup, it's a great multi-use area! The split-AC 2-car garage has been transformed into a versatile flex space perfect for a game room, gym, or entertaining area. Could easily be used for cars as well. Whether you're searching for a full-time residence, vacation retreat, or investment opportunity, this move-in-ready coastal gem places you just moments from the beach, restaurants, and everything Vilano Beach and St. Augustine has to offer.

225 Twentieth Street, St. Augustine

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

$820,000
5 Beds 4 Baths 2142904 MLS
Welcome to 502 Twenty First Street--an exceptional, fully furnished, income-producing property in the heart of Vilano Beach, one of St. Augustine's most sought-after coastal communities. Whether you're looking for a high-performing short-term rental, a second home, or both, this property checks every box. This true turn-key opportunity comes fully furnished and professionally curated--ready to generate income from day one. Designed with both comfort and style in mind, the home features bright, open living spaces, coastal-inspired finishes, and a layout ideal for hosting guests and maximizing rental appeal. Located just a short walk or bike ride to the beach, restaurants, and local hotspots, guests love the convenience and laid-back lifestyle that keeps bookings strong year-round. With Vilano Beach continuing to grow in popularity, this is a prime opportunity to secure a property in a high-demand rental market. Why this property stands out: " Fully furnished + professionally designed - no setup needed " Proven short-term rental appeal in a high-demand beach market " Close proximity to Vilano Beach access, dining, and entertainment " Ideal layout for maximizing occupancy and guest experience " Low-maintenance, lock-and-leave ownership Whether you're expanding your portfolio or searching for a coastal escape that pays for itself, 502 Twenty First delivers both lifestyle and return. Own the beach lifestyle--and the income that comes with it.

502 Twenty-First Street, St. Augustine

Listing courtesy of COMPASS FLORIDA LLC.

Selling Office: .

$1,490,000
5 Beds 4 Baths 2142057 MLS
This custom three-story residence sits on a private 100x100 lot just a short stroll from the beach, offering a level of space, flexibility, and craftsmanship that is rarely found in Vilano Beach. Set within a uniquely desirable neighborhood with no HOA, the location delivers true coastal living with one-block access to both the Atlantic Ocean to the east and the Intracoastal Waterway to the west. From the moment you arrive, wide wraparound porches, paddle fans, mature trees, extensive paver work, and new privacy fencing create a setting that feels relaxed, private, and secure. The ground level is anchored by an expansive 1,373-square-foot, 3 car garage designed with function in mind, featuring ample room for vehicles, fishing gear, boat, storage, and a custom California Closets workbench wall, along with a fully separate in-law suite with its own private entrance and thoughtfully designed kitchenette. Whether used for multi-generational living, long-term guests, or additional income, this is real, usable flexibility. The main living level is where the home truly comes to life. A chef's kitchen equipped with stainless steel appliances, a six-burner range, dual ovens, custom cabinetry, and a large pantry flows seamlessly into the living and dining areas, creating a space that works well for everyday living and entertaining. Brazilian cherry hardwood floors run throughout, adding warmth and character, while a beautifully built fireplace with an electric insert creates a natural focal point. A formal dining room sits just off the kitchen, and the primary suite offers a true retreat with a custom California Closets walk-in, a cast iron soaking tub, travertine floors, a glass-enclosed rain shower, and multiple access points to the surrounding porches where coastal breezes move effortlessly through the home. The third floor adds three additional bedrooms and a full bathroom, providing ample room for family and guests. A whole house generator with its own in-ground tank adds peace of mind, while the oversized lot continues to deliver privacy and ample parking, a rarity in this area. An exterior elevator lift adds everyday convenience. Located just minutes from Cap's on the Water, Aunt Kate's, Reefs, and Lynda's at the Ocean Club, this home is also near Publix and just around the corner from the beach. Offered fully furnished, it presents a seamless move-in-ready opportunity. This is a property that delivers space, lifestyle, and flexibility in one of Vilano Beach's most sought-after settings.

216 Fifth Street, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

$735,000
3 Beds 3 Baths 2142049 MLS
Turnkey living in the heart of Vilano Beach on an oversized corner lot at Palm Street and Fourteenth Street, this well designed coastal home blends lifestyle, location, and versatility in a way that is hard to find. Offering just over 1,700 square feet, the layout features three spacious bedrooms, two and a half bathrooms, and two separate living areas that provide flexibility for everyday living, entertaining, or hosting guests. The open concept kitchen, living, and dining areas flow seamlessly together, while soaring ceilings greet you upon entry and create a bright, airy feel that carries throughout the home. Step outside to a screened lanai perfect for morning coffee or unwind in the evening on the open air deck, all overlooking a fully fenced backyard with lush landscaping and room to enjoy the coastal breeze. Positioned within walking distance to both the beach and the Intracoastal Waterway, the home offers easy access to sunrise walks, sunset views, and everything that makes Vilano Beach so desirable. Ride your bike to local favorites like Cap's on the Water and Aunt Kate's, or take a short drive into historic downtown St. Augustine for dining, shopping, and entertainment. Whether you are looking for a primary residence, second home, or an income producing property, this home checks every box with a combination of comfort, convenience, and a lifestyle that truly stands out.

404 Fourteenth Street, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

$1,195,000
3 Beds 3 Baths 2142006 MLS
4240 Myrtle Street is a fully renovated, turnkey pool home set on a rare quarter-acre corner lot in the heart of Vilano Beach, delivering a high-level blend of character, functionality, and modern upgrades in one of the most sought-after coastal pockets in the area. This 3-bedroom, 2.5-bathroom home has been thoughtfully reworked from top to bottom, creating a true move-in-ready opportunity that lives just as well as a primary residence as it does a second home or income-producing property. From the moment you walk in, the home opens to pool views with a layout that flows effortlessly between the kitchen, living, and dining areas, giving it a natural, open feel ideal for both everyday living and entertaining. The first floor is anchored by authentic Mexican Saltillo terracotta tile flooring that brings warmth and character, paired with a clean, updated kitchen featuring tall cabinetry, granite countertops, and refined finishes. A dedicated dining space and additional sitting area add flexibility, while natural light carries throughout the home. Upstairs, hardwood oak flooring continues along with a fully remodeled Jack-and-Jill bathroom, a renovated half bath, and a spacious primary suite with its own fully updated en suite bath. The work here goes beyond the surface. Major improvements include replumbing, updated electrical, a new water heater, interior paint, resurfaced exterior areas, a serviced and functional chimney with a new cap, and extensive interior finish work, giving the next owner confidence in both the look and the long-term integrity of the home. The outdoor space is dialed in for low-maintenance, year-round use, with a fully fenced backyard featuring an 8-foot privacy fence, a newly built pool and spa with upgraded equipment, heating, lighting, and automation, along with turf and hardscape improvements that make the entire space usable and private. The mature oak tree adds scale and character that is hard to recreate. Location is truly what separates this property. Positioned just steps from the Intracoastal Waterway and a short walk to the beach, this is one of the few areas where you can realistically enjoy both sunrise and sunset access within minutes, all while being close to local staples like Cap's On the Water. Large corner lots, fully renovated homes, and new pool builds rarely come together at this level in Vilano Beach, especially in a walkable location like this. If you have been waiting for a clean, move-in-ready property that offers both lifestyle and long-term value, this is the one to pay attention to.

4240 Myrtle Street, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

$520,000
3 Beds 2 Baths 2141258 MLS
Experience the best of Vilano Beach living on an oversized corner lot at Myrtle Street and Twenty-First Street. This thoughtfully designed, elevated coastal home offers a rare combination of lifestyle, location, and versatility. Raised off the ground, the home not only captures coastal breezes and added privacy, but also provides extra peace of mind. You'll enjoy no flooding concerns along with the freedom of no HOA. The expansive yard offers plenty of space to park boats, RVs, or other recreational vehicles, with room to add a pool and create your own private outdoor retreat. Recent updates include a brand-new roof (2025) and new stairs, making this home truly move-in ready. Start your mornings on the porch with a cup of coffee, soaking in the ocean air and the relaxing sound of the waves. Ideally situated just a short stroll from both the beach and the Intracoastal Waterway, this location makes it easy to enjoy morning sunrises and evening sunsets. Cruise over to local favorites like Cap's on the Water and Aunt Kate's, or take a quick drive into historic downtown St. Augustine for dining, shopping, and entertainment. Whether you're searching for a full-time residence, vacation getaway, or a strong income-producing property, this home delivers on comfort, convenience, and an unbeatable coastal lifestyle. Open house Sunday 12am-2pm. April 26th

501 Twenty-First Street, St. Augustine

Listing courtesy of MAXREV, LLC.

Selling Office: .

$707,000
4 Beds 3 Baths 2132596 MLS
Welcome to Hidden Grove -- a fully remodeled 4-bedroom beach bungalow just a 5-minute walk to the sand in the heart of Vilano Beach. Perfectly positioned between the Atlantic Ocean and the Tolomato River, this home offers the ultimate coastal lifestyle just minutes from Historic Downtown St. Augustine. This bright, open-concept home blends modern updates with relaxed beach charm. The spacious kitchen, dining, and living areas flow seamlessly together, creating an ideal layout for entertaining, hosting guests, or enjoying everyday living. Natural light fills the home, highlighting the fresh finishes and professionally designed coastal interior. Property Features: • 4 Bedrooms (2 King Suites) • Bunk Room ideal for guests or flex space • Updated kitchen and baths • Open floor plan • Private backyard retreat • Large entertaining deck • Hot tub • Move-in ready condition • No HOA Step outside to your private tropical escape. The expansive back deck is designed for relaxation and gatherings, complete with a hot tub, lounge space, and outdoor dining area -- perfect after a day at the beach. Located in the quiet and desirable Vilano Beach community, you're walking distance to the ocean and just a short drive to: Historic Downtown St. Augustine Vilano Beach Town Center Waterfront dining Anastasia State Park Local shops and entertainment Whether you're searching for a primary residence, second home, vacation property, or short-term rental investment opportunity, Hidden Grove delivers location, flexibility, and coastal charm in one of St. Augustine's most sought-after beach communities. Beach living. Walkability. Income potential. Coastal lifestyle. Take advantage of a completely turnkey investment and upto $3500 in closing credits with preferred lender.

406 Third Street, St. Augustine

Listing courtesy of COMPASS FLORIDA LLC.

Selling Office: .

$799,900
4 Beds 3 Baths 2131977 MLS
NEW ROOF TO BE INSTALLED LATE JULY! Turnkey, remodeled 4-bedroom beach bungalow located just blocks from both the Atlantic Ocean and the Tolomato River in the heart of Vilano Beach. Head two blocks east to the sandy shoreline, or two blocks west to the riverfront for breathtaking sunset views. This prime coastal location offers the best of both worlds -- beach days, river evenings, and easy access to Historic Downtown St. Augustine. Inside, the home blends playful charm with thoughtful design. The bright, open living spaces feature professionally styled interiors and a functional layout ideal for everyday living, entertaining, or hosting guests. Standout Features Include: • 4 spacious bedrooms (1 King, 3 Queen bedrooms) • Fully remodeled interior with fresh coastal aesthetic • Converted garage ''Green Room'' with indoor putting green, table tennis, arcade games, lounge space, and turf flooring • Screened-in back porch • Expansive backyard with tiki bar, hammock, fire pit, and hot tu The backyard is a true retreat -- perfect for relaxing afternoons, hosting gatherings, or unwinding after a day at the beach. From cocktails at the tiki bar to evenings around the fire pit or soaking in the hot tub, this property is designed for coastal living at its best. Located in desirable Vilano Beach, you're minutes from: " Historic Downtown St. Augustine " Castillo de San Marcos " St. George Street " Anastasia State Park " Local restaurants and waterfront dining Whether you're searching for a primary residence, second home, or vacation rental investment, Haven Grove offers walkability, lifestyle appeal, and flexible living in one of St. Augustine's most sought-after coastal neighborhoods. Beach access. River sunsets. Game room fun. Coastal charm. Take advantage of upto $3500 in closing credits with preferred lender.

402 3rd Street, St. Augustine

Listing courtesy of COMPASS FLORIDA LLC.

$1,695,000
3 Beds 5 Baths 2076486 MLS
Coastal Elegance Meets Modern Luxury - 4021 Myrtle Street, Vilano Beach. Welcome to 4021 Myrtle Street, where luxury, functionality, and the ultimate beachside lifestyle come together in perfect harmony. Situated on a prime corner lot in Vilano Beach, this newly built 2022 pool home is designed for those who crave both refined living and endless coastal adventure. With a three-car garage, separate guest house, and additional parking for a boat or RV, this property offers the space and versatility to fit any lifestyle. From the moment you step inside, the home wows with soaring ceilings, an abundance of natural light, and an effortless open-concept design. The heart of the home is the chef's dream kitchen, complete with gorgeous countertops, a custom tile backsplash, high-end appliances, and a hidden walk-in pantry—offering both style and function in one stunning space. The kitchen flows seamlessly into the dining and living areas, where oversized windows capture glimpses of the Intracoastal, creating a serene, sunlit atmosphere. Head upstairs to discover three en-suite bedrooms, a dedicated home office, and a flex spaceperfect for a second living area, playroom, or media room. The primary suite is nothing short of a retreat, featuring an expansive walk-in closet, a spa-like ensuite with a soaking tub, dual vanities, and a walk-in shower. Step outside and experience what true Florida living is all about. The resort-style pool and outdoor kitchen make entertaining effortless, while the covered patio and beautifully landscaped yard create the perfect space for relaxation. And let's not forget the private guest housea fully equipped haven with a kitchenette, living area, full bath, and loft, offering the perfect setup for guests, in-laws, or a rental opportunity. Beyond the beauty of the home itself, the location is unbeatable. Enjoy morning walks on the beach, fine dining just minutes away, and easy access to historic downtown St. Augustine, where charm and culture abound. Whether you're looking for a primary residence, vacation retreat, or investment opportunity, this home delivers unparalleled luxury and convenience. This is more than just a homeit's a coastal dream come true. Don't miss your chance to make it yours!

4021 Myrtle Street, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$1,210,000
3 Beds 2 Baths 2075302 MLS
Welcome home to 3820 Coastal Hwy, affectionately known as La Anahi, your perfect beach escape! This breathtaking 3-bedroom, 2-bathroom OCEANFRONT home is your chance to wake up in paradise every morning. Enjoy open living, kitchen, and dining areas with stunning views of the Atlantic Ocean views. With 100 feet of direct oceanfront, you can watch the sunrise from your expansive deck and enjoy the sunset over the intercostal to the west. Additional exterior features include a fully pavered driveway and walkway, a fire pit perfect for cozy evenings by the beach, and an outdoor shower to rinse off after a day in the surf. Beyond its breathtaking scenery, this property also presents an incredible investment opportunity, generating over $120,000 annually in vacation rental revenue. Fully furnished and move-in ready, this is your ticket to the ultimate beach lifestyle. Centrally located in the heart of the highly desirable community of Vilano Beach, nearby fine dining and shopping This home features a metal roof installed in 2013, offering long-lasting durability. The HVAC system includes an air handler from 2018 and a condenser from 2022. Updated plumbing and electrical. For added protection, a bulkhead was installed in 2017, and hurricane shutters that roll down over all windows provide peace of mind during storms. Additionally, all-new composite decking was installed in 2022, ensuring a low-maintenance and attractive outdoor space. Home is being sold fully furnished, perfect for a vacation rental. Don't miss the opportunity to own a piece of paradise, where oceanfront dreams become a reality. CALL FOR A PRIVATE SHOWING TODAY!

3820 Coastal Highway, St. Augustine

Listing courtesy of REAL BROKER LLC.

Selling Office: .

$2,090,000
3 Beds 4 Baths 2052364 MLS
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

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$555,000
2 Beds 2 Baths 2039532 MLS
HOT New Price!! Rare Find: A Historic Gem with Modern Comforts, Just Steps from the Shore! Available for appointments 7 days a week before next vacation renter checks in end of August. Dont miss this Beauty, come take a look!!! Experience the best of beachside living with this charming cottage in Vilano Beach. Just steps from the water, this home offers a relaxed lifestyle with easy access to waterfront parks, restaurants, and shopping. Enjoy stunning sunsets, vibrant local culture, and the convenience of being only 5 minutes from historic St. Augustine. This 2-bedroom, 1.5-bath home includes a den/office and 968 sq. ft. of modern space with vaulted ceilings and updated finishes. The backyard features decks and an outdoor shower, perfect for after a day of fishing or kayaking. With no HOA and no minimum rental restrictions, this property is your gateway to an extraordinary lifestyle. Whether you're seeking a vibrant second home, a lucrative vacation rental, or a permanent residence, this home delivers. Imagine living just steps from the water in this lively community, where waterfront parks, trendy restaurants & bars are at your fingertips. And not only that,it's just 5 minutes away from downtown St Aug. Originally built in 1945 as a Captain's quarters for the Jacksonville military base, this home has a rich history that adds a unique layer of character. Relocated to Vilano Beach and meticulously transformed in 2019, it seamlessly blends its historic roots with modern upgrades, offering a rare opportunity to own a piece of living history with all the comforts of today. One of a kind home! - It's situated on a very high, solid foundation that has never flooded. Don't miss your chance to own a slice of paradise. Schedule a private tour today!

607 Twentieth Street, St. Augustine

Listing courtesy of UP REAL ESTATE.

Selling Office: .

$1,100,000
4 Beds 2 Baths 2018573 MLS
NEW ROOF within the month! This is the life! Fantastic 4 Bed 2 Bath POOL home in Vilano nestled high and dry between the Beach and Intracoastal. This home ticks SO many boxes! Currently the ONLY pool home on the market in North Beach and additionally it's one of the few that remain in Flood Zone X - So your dream of living the Florida lifestyle also comes with peace of mind :) Surrounded by lush tropical landscaping, this home feels like your own private oasis, perfect for zenning out by the pool or entertaining the whole family! Your own private beach access just a short stroll away. Whatever your desire, this home comes fully equipped and ready to go. Yes, this is being sold turnkey! Professionally designed interior offers a coastal boho style that feels perfect for the Vilano lifestyle. Brand new kitchen remodel with quartz countertops, brand new kitchen appliance package including washer/dryer, brand new A/C 2023, NEW ROOF and hot water heater 2020. Gas cooking in the kitchen, gas fireplace and a gas hookup outside for a summer kitchen. This property also boasts generous parking spaces AND has an RV hookup with plenty of room for an Airstream or something similar. The list goes on... INVESTORS this is a must-see! Vilano has always been a popular choice for vacationers and it's easy to see why. Walking distance to Caps on the Water, one of St Augustine's favorite restaurants. Boat ramps nearby offer an easy launch for your next fishing or kayaking adventure. Guana Reserve is just a short drive up the road showcasing some stunning Flora and Fauna and plenty of trails for walking or biking. Of corse Historic Downtown is also a short drive away... Vilano is truly an incredible place to live and an amazing place to vacation. Similar homes in North Beach get around $450-$500 a night and stay consistent all year round. What's not to LOVE! Schedule your showing today and don't miss out!

205 Fifth Street, St. Augustine

Listing courtesy of STA REALTY.

Selling Office: .

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