Chautauqua Beach Real Estate, Homes, Condos for Sale in St Augustine, FL

Entry for comp purposes only. Experience modern coastal retreat designed for comfort, style, and unforgettable memories! Completed in 2018, this custom-built residence offers more than 4,600 sq ft of thoughtfully crafted living space with sweeping views of the Atlantic. With six spacious bedrooms, each with its own private bath, plus a guest half bath, the home easily accommodates large families, friends, or guests. On the ground floor, a versatile suite with kitchenette, living area, and screened lanai provides the perfect setup for multigenerational living, long-term visitors, or private guest quarters. The main living area on the top floor was designed to maximize panoramic ocean views. Here, the chefâ™s kitchen, dining, and great room connect seamlessly, flowing onto wide porches that invite the ocean breeze inside. Whether hosting a dinner party or enjoying a quiet evening, these spaces create the perfect backdrop for everyday coastal life. Outdoor living is equally impressive. Step outside to find a resort-style pool, tranquil fire pit, and fully equipped tiki bar â¬" your own private oasis just steps from the sand. A private dune walkover provides direct access to the non-driving section of St. Augustine Beach, one of the areaâ¬"s most sought-after stretches of shoreline. Practical features include an exterior lift/elevator serving all levels, impact-rated windows and doors, whole-house water filtration, and durable high-end finishes throughout. Offered fully furnished, this home is truly turnkey and ready to enjoy. Even more rare, it conveys with one of the limited transient rental licenses in St. Augustine Beach, providing both a luxury residence and a high-value investment opportunity. The location strikes the perfect balance between privacy and convenience. Tucked just off the main road, youâ¬"ll enjoy peace and quiet while still being a short stroll to local dining, coffee shops, and boutiques. Historic downtown St. Augustine is just minutes away, blending small-town charm with world-class attractions. Whether youâ¬"re seeking a full-time residence, a second home, or a proven rental, 1 2nd Lane delivers the best of oceanfront living in one of Floridaâ¬"s most desirable coastal communities.

1 2nd Lane, St. Augustine

Listing courtesy of NON MLS (realMLS).

Selling Office: .

$589,000

3 Beds ⋅ 2 Baths ⋅ 2080715 MLS

sold comp statistics only

108 10th Street, St. Augustine

Listing courtesy of NON MLS (realMLS).

Selling Office: .

$1,700,000

7 Beds ⋅ 5 Baths ⋅ 2069367 MLS

It's your time to own the ''cool'' house that everyone wants to visit! Steps away from the Beach, Surfing, Restaurants, Coffee Shops and all that St. Augustine Beach has to offer! Amazing views from the roof top deck, 7 bedrooms and 5 full baths over 3 floors. House is available fully furnished and ready for your Summer of fun! This is also a great income producer, professionally managed vacation rental with transferable City of St. Augustine Transient Rental Certificate.

3 1st Street, St. Augustine

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: .

$815,000

4 Beds ⋅ 2059581 MLS

Beautiful beachside duplex on a very quiet dead-end street at St Augustine Beach. The current owner has done extensive updating to give this home a whole new vibe. The downstairs unit is 936 Sq Ft, 2 beds, 1 bath, laundry, and backyard entertaining area. The upstairs unit is also 936 Sq Ft, 2 beds, 1 bath, laundry and a large deck. There are two driveways, one at the front and one at the side of the home. Easy two block walk to the beach and the surrounding restaurants and Pier. 10-minute drive to the historic area of St Augustine and all the great restaurants there. The current owner is doing 30-day rentals at an average of $2800 a month per unit and both units come fully furnished. The seller is a licensed FL real estate agent.

201 7th Street, St. Augustine

Listing courtesy of JPAR CITY AND BEACH.

Selling Office: .

$550,000

3 Beds ⋅ 2 Baths ⋅ 2054993 MLS

This listing is for sold comp purposes only.

215 4th Street, St. Augustine

Listing courtesy of NON MLS (realMLS).

Selling Office: .

$610,000

3 Beds ⋅ 2 Baths ⋅ 2030765 MLS

Welcome to your dream home! This fully updated and renovated 3-bedroom, 2-bathroom gem is located on the picturesque Anastasia Island, in the highly sought-after RB Hunt school zone. Just steps away from the beach, this move-in ready home offers the perfect blend of modern amenities and coastal living. This charming home is perfect for families and beach lovers alike, offering a serene and private setting with no HOA restrictions. The fully fenced yard provides a safe and secure space for people and pets to play, while the split floor plan ensures privacy for the primary suite. The kitchen boasts floating shelves and contemporary finishes, making it both functional and stylish. Make stucco a worry of the past with this newly replaced hardy board exterior along with new windows and a sliding door in 2020. The one-car garage offers ample storage and parking space.

206 4th Street, St. Augustine

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

Selling Office: .

$600,000

2 Beds ⋅ 2 Baths ⋅ 2016505 MLS

Step through the door of this enchantingly re-imagined and fully furnished 2 bed, 2 bath coastal abode and let its boho chic spirit whisk you away on a whimsical adventure, all just a hop, skip, and a barefoot stroll from the beckoning beach. The moment you enter, the terracotta tiles underfoot dance with warmth, inviting you into a world where every corner is a testament to joy and every room sings a serene melody of home. The heart of this residence is its refreshed kitchen, boasting SS appliances, sleek countertops, and bright white cabinetry, all designed to inspire your culinary adventures where food not only nourishes but also inspires. The open floor plan ensures that whether you're cooking or relaxing, you're never too far from the conversation. Wander and you'll discover bedrooms that are sanctuaries of calm and whimsy. Each boasts access to its own bathroom, where the day's sand can be washed off in showers that sprinkle like gentle rain. Here, sleep comes easily, cradled in the arms of eclectic elegance and whispered lullabies from the ocean's edge. Living spaces extend outdoors, where a cozy patio awaits; a perfect nook for sipping on sunsets or greeting the dawn with a cup of something warm, enveloped by the salty kiss of the sea air. This house is not just a place to liveit's a fully furnished canvas for your imagination, ready for you to paint your days with the hues of the horizon and the shades of sea foam. Just a stone's throw from the beach, it promises not just a dwelling, but a doorway to whimsy, wonder, and the wide-open embrace of coastal enchantment. Dare to dream? Your beachside bungalow awaits.

214 10th Street, St. Augustine

Listing courtesy of DJ & LINDSEY REAL ESTATE.

Selling Office: .

$600,000

2 Beds ⋅ 2 Baths ⋅ 2014955 MLS

Sold Comp Stat Purposes Only

206 6th Street, St. Augustine

Listing courtesy of NON MLS (realMLS).

Selling Office: .

$975,000

5 Beds ⋅ 4 Baths ⋅ 1240311 MLS

Have you been dreaming about living the beach life? How about waking up early and watching the sunrise on St. Augustine Beach every morning? Do you like to leash your pup and power walk before the day gets too busy? This duplex may be the perfect home to make your dreams come true. Perhaps Unit A on the ground floor which offers 4 spacious bedrooms, 2 baths and a kitchen would be comfortable for your family. Too much space? Then consider using it for a short term rental. Maybe you only need the 2 bedroom suite on the 3rd floor. Pour a glass of wine at the end of the day, sit out on the deck and enjoy the breathtaking views of the ocean. The second floor boasts of 3 more bedrooms, kitchen and 2 baths. Are you ready to enjoy all the beach and historic city of St. Augustine has for you?

10 8th Street, St. Augustine

Listing courtesy of HERRON REAL ESTATE LLC.

Selling Office: .

$615,000

4 Beds ⋅ 4 Baths ⋅ 1243807 MLS

A gem of a location, just a walk to the beach to see the mesmerizing sunrises! Each unit in this duplex has 2 bedrooms and 1.5 baths, an open concept living space downstairs, balconies off the masters and fenced-in backyards. Both sides have 2 car driveways and it is a 2 minute walk to favorite restaurants and of course the beach. Set on the short street of 2nd street in St. Augustine Beach, this property has so much to offer for a long-term rental investment or conversion into a primary residence. Side A can be quickly ready to rent while side B needs renovations including cabinets, an HVAC, and assembly of the bathrooms. This is an opportunity to invest in the unique charm of St. Augustine Beach!

112 2nd Street, St. Augustine

Listing courtesy of ENDLESS SUMMER REALTY.

Selling Office: .

$650,000

6 Beds ⋅ 2 Baths ⋅ 1242641 MLS

Multifamily property in the heart of the golden mile! 209 9th street is a situated just two blocks from the white sands of St. Augustine Beach, this duplex offers two mirror-image units each with 1,024 square feet of living space, 3 bedrooms and 1 bathroom. Roof was replaced in 2017. A new two-story back deck was completed in March 2023, overlooking a lush tropical backyard and perfect for entertaining, grilling and enjoying the ocean breezes. Just a short walk to Kookaburra or Island Donuts for coffee in the morning, head to the beach, and make your way down A1A Beach Boulevard to one of the many great restaurants like Sunset Grille, Beachcomber and Salt Life. You can't beat this location! A Duplex in St. Augustine beach is hard to come by, if you are looking for an investment, this could be it! Rent one unit and live in the other, or rent both and enjoy some passive income. Both units are currently on month to month leases. Zoned medium density residential. Call today for more details!

209 9th Street, St. Augustine

Listing courtesy of ENDLESS SUMMER REALTY.

Selling Office: .

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