Anastasia Hills Real Estate, Homes, Condos for Sale in St Augustine, FL

Just steps from the ocean, this fully furnished, turn-key property offers a rare opportunity to own an income-producing vacation rental in one of St. Augustine's most sought-after neighborhoods, Anastasia Hills. Whether you're looking for a proven investment, second home, or primary residence, 5483 Pelican Way has endless possibilities. The layout features three stories in total with four bedrooms plus a large den space. On the first level, you'll find a private guest/in-law suite with its own bedroom, bathroom, living room and kitchenette, plus an oversized two garage and large storage room space. The main living level includes a remodeled kitchen, open living area with vaulted ceilings, two bedrooms, and a large den currently used as a bunk room for guests. Upstairs, the primary suite offers sweeping ocean views, a large walk-in closet, and an additional flex room ideal for a nursery, office, yoga room, or extra closet space. Outside, choose between two spacious balconies, a hot tub, fire pit, and a backyard with plenty of room to add a pool. Improvements include a new roof (2022), HVAC systems (2020 & 2021), impact windows and French doors (2018), fiber cement siding (2018), epoxy garage floors (2023), and more. Located at one of the highest elevations of Anastasia Island, no flood insurance is required. It also benefits from county zoning, meaning lower taxes and fewer restrictions. Call today to schedule a tour!

5483 Pelican Way Way, St. Augustine

Listing courtesy of ENDLESS SUMMER REALTY.

$995,000

2141343 MLS

The beach lifestyle you've been dreaming of starts here. Build your custom coastal retreat on this newly available oversized homesite with potential ocean views in the desirable Anastasia Hills area of St. Augustine -- just a short walk to the beach and breathtaking Atlantic sunrises. Enjoy the perfect blend of laid-back coastal living and vibrant local charm, with easy access to restaurants, shopping, entertainment, and historic attractions in the nation's oldest city. Whether you're looking to build a primary residence, vacation getaway, or investment property, this lot offers the ideal opportunity to create your own slice of paradise near the shore. Don't miss your chance to own land in one of the area's most sought-after beachside communities with no HOA.

5306 Pelican Way, St. Augustine

Listing courtesy of PONTE VEDRA CLUB REALTY, INC..

$2,562,000

4 Beds ⋅ 5 Baths ⋅ 2122114 MLS

Experience the pinnacle of coastal luxury in this breathtaking oceanfront estate, perched high on the dunes of Atlantic View. Encompassing over 4,700 square feet of impeccably designed living space, this home seamlessly blends elegant finishes with state-of-the-art upgrades, offering an unparalleled move-in-ready opportunity for discerning buyers. As you step inside, you'll be captivated by panoramic Atlantic Ocean views, which fill the open-concept second floor. The spacious living room, gourmet kitchen, dining area, and sunroom flow together effortlessly, creating a serene space ideal for both entertaining and unwinding. Culinary enthusiasts will revel in the chef's kitchen, featuring granite countertops, custom cabinetry, and premium Black Stainless Steel KitchenAid appliances, including a 36'' induction cooktop installed in 2024 and a counter-depth refrigerator and double oven. Each bedroom offers a private retreat with en-suite bathrooms and generous walk-in closets.

5348 Atlantic, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$888,000

3 Beds ⋅ 2 Baths ⋅ 2090001 MLS

Discover the unparalleled charm of Captains Bridge, an extraordinary stilt beach house in the heart of St. Augustine, FL! Elevated for breathtaking ocean vistas, this architectural gem offers ELEVATOR access to a single, sun-drenched living floor designed to capture refreshing sea breezes. With 3 bedrooms, 2 bathrooms, 1600 sq ft and expansive front and back decks, this home is a haven for relaxation and entertaining. Just steps to the beach via multiple access points, this is your gateway to endless coastal adventures. The wooded backyard brims with potential. Envision a sparkling pool and patio. Step inside to a light-filled open-concept living, dining, and kitchen area, framed by a stunning wall of windows. The oceanfront deck offers room for dining and sunset gatherings with loved ones. Currently a successful vacation rental and offered fully furnished and equipped. Large carport and storage rooms on the ground level. NO HOA, NO FLOODING.

5473 Pelican Way, St. Augustine

Listing courtesy of ST AUGUSTINE REALTY.

Selling Office: .

$750,000

4 Beds ⋅ 5 Baths ⋅ 2068609 MLS

Welcome to 5330 Pelican Way Discover coastal living at its finest with this incredible duplex, just a short stroll from the sandy shores of St. Augustine Beach. This property offers 4 bedrooms, 4.5 bathrooms, and separate entries for each unit, making it the perfect setup for short-term rental income or multi-generational living. Enjoy breathtaking ocean views from the rooftop deck, where you can unwind and take in the salty breeze. The unbeatable location, combined with the spacious layout, provides endless potential for investors or those seeking a serene beachside retreat. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

5330 Pelican Way, St. Augustine

Listing courtesy of DJ & LINDSEY REAL ESTATE.

Selling Office: .

$1,250,000

2055503 MLS

Seize this rare oceanfront opportunity to design and build your dream home on one of the most coveted streets on Anastasia Island, Atlantic View. This exceptional lot offers direct ocean access and is fortified by extensive dune protection, making it one of the premier buildable sites available on the island. Whether you're ready to start building now or prefer to invest and hold for the future, there is no timeline or rush, giving you complete flexibility to bring your vision to life on your terms. With only a limited number of oceanfront lots remaining, this property's exclusivity and prime location make it truly special. Imagine crafting a custom home tailored to your desires, all while enjoying breathtaking ocean views and the tranquility of coastal living. Whether it's a modern architectural masterpiece or a classic beachfront retreat, this blank canvas allows you to create the lifestyle you've always envisioned. Don't miss this one-of-a-kind chance to own a slice of paradise in one of Anastasia Island's most sought-after neighborhoods. Inquire today and take the first step toward making your dream a reality.

Atlantic View, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$5,050,000

5 Beds ⋅ 4 Baths ⋅ 2038574 MLS

This listing is for sold comp purposes only.

5372 Atlantic View, St. Augustine

Listing courtesy of NON MLS (realMLS).

Selling Office: .

$1,025,000

4 Beds ⋅ 3 Baths ⋅ 2034316 MLS

Welcome to your idyllic beach retreat on Pelican Way, mere steps from the pristine sands and sparkling waters of the Atlantic Ocean. Nestled in the serene and charming neighborhood of Anastasia Hills, this exquisite home offers an unparalleled coastal living experience. With its prime location east of A1A and boasting some of the highest elevations on the island, this property promises both beauty and tranquility. The main level underwent an extensive renovation in 2021 and features an expansive, open-concept living space where the kitchen, dining, and living areas flow seamlessly together, perfect for entertaining and family gatherings. Step out onto the oversized deck to bask in the southern and eastern exposures, ideal for savoring stunning sunrises and the gentle sea breeze. This level also includes three generously sized bedrooms and two elegantly appointed bathrooms, providing comfort and privacy for all. The lower level offers versatility with an additional bedroom, a full bathroom, and a three-car garage. Plus, there's over 750 square feet of flexible space that can be tailored to your needs, whether as additional bedrooms, a home office, or a recreation room. Originally constructed in the 1970s as a quaint stilt house, this residence underwent a complete transformation in 1983, seamlessly blending its classic charm with modern amenities. Recent updates include a new roof in 2017 and a huge remodel on the second floor ensuring both durability and aesthetic appeal. This property is more than a home; it's a gateway to a coastal lifestyle filled with relaxation and adventure. Imagine daily beach walks, sunset views from your deck, and creating lifelong memories in this exceptional family beach house. Don't miss this rare opportunity to own a piece of paradise in the coveted Anastasia Hills.

5499 Pelican Way, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$890,000

3 Beds ⋅ 3 Baths ⋅ 2026052 MLS

Escape to your dream coastal retreat with this stunning beach house in Saint Augustine. Offering a perfect blend of luxury, comfort, and style, this property promises an unparalleled coastal lifestyle. Wake up to the soothing sound of waves and the sight of endless turquoise waters. This beach house boasts unobstructed views that will take your breath away, providing a front-row seat to nature's beauty. With 3 bedrooms and 2 bathrooms, this home provides ample space for relaxation and entertainment. Whether you're hosting guests or enjoying a quiet evening by the sea, you'll find the perfect setting. The generous two-car garage ensures that you have ample storage for all your beach essentials, water toys, and vehicles, adding convenience to the beach life. The interior features tasteful finishes with a nautical vibe, creating a coastal ambiance that seamlessly blends with the surrounding natural beauty. You'll feel like you're living in a beachfront paradise every day. This property is not just a home; it's an investment opportunity. Situated just three houses back from the ocean, it offers an amazing opportunity to continue it as a vacation rental property, a second home, or your primary residence. The choice is yours! Rest easy knowing that this oasis benefits from great dune protection and a high elevation. Imagine mornings spent watching the sunrise over the Atlantic, lazy days on the beach, and evenings filled with the gentle ocean breeze. This beach house offers the quintessential Florida beach lifestyle, and it's ready for you to make it your own. Don't miss this incredible opportunity to own a piece of beachfront paradise.

5587 Pelican Way, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$1,500,000

3 Beds ⋅ 4 Baths ⋅ 2014215 MLS

Stunning views of the Atlantic Ocean from the covered balcony and crow's nest! This home is situated on an oversized lot running street to street between Pelican Way and Atlantic View (rare for this neighborhood) with parking in both front and back, including a 2 Car Garage, PLUS an easement to the South running both sides of Atlantic View that will not be built on. Built in 2016 of concrete block construction and quality finishes. Exterior newly painted plus solar panels for a low electric bill. The first floor offers 2 bedrooms, flex room, 2 full baths, laundry room and covered front porch with an elevator or stairs to the second floor. The second floor is open concept with the kitchen, dining, office and living space with covered balcony plus a bedroom with a second balcony, full bath and half bath for guests. Offered PARTIALLY FURNISHED ~ SEE LIST OF EXCLUSIONS

5467 Atlantic View, St. Augustine

Listing courtesy of CENTURY 21 ST AUGUSTINE PROPERTIES.

Selling Office: .

$905,000

3 Beds ⋅ 2 Baths ⋅ 2008334 MLS

Escape to your dream coastal retreat with this stunning beach house in Saint Augustine. Offering a perfect blend of luxury, comfort, and style, this property promises an unparalleled coastal lifestyle. Wake up to the soothing sound of waves. With 3 bedrooms and 2 bathrooms, this home provides ample space for relaxation and entertainment. Whether you're hosting guests or enjoying a quiet evening by the sea, you'll find the perfect setting. The generous two-car garage ensures that you have ample storage for all your beach essentials, water toys, and vehicles, adding convenience to the beach life. The interior features tasteful finishes with a nautical vibe, creating a coastal ambiance that seamlessly blends with the surrounding natural beauty. You'll feel like you're living in a beachfront paradise every day. This property is not just a home; it's an investment opportunity.

5385 Pelican Way, St. Augustine

Listing courtesy of UNITED REAL ESTATE GALLERY.

Selling Office: .

$475,000

1 Beds ⋅ 2 Baths ⋅ 2004725 MLS

The perfect concrete block Beach Cottage located on east side of A1A . Just around block from public beach access. This cozy cottage is a great alternative to a beachside condo. If your looking for privacy and a garage and extra parking 5442 is the answer. Presently set up as a 1/1.5 bath. Fenced in yard and patio offer great outdoor space for fun times. In 2022 home had remodel to include :alum roof, HVAC,,impact windows and doors, re-piped ,water heater and water filtration system,remodeled baths, painted inside and out, rebuilt deck and added shed. and landscaping.

5442 A1a, St. Augustine

Listing courtesy of LIGHTHOUSE REALTY ASSOCIATES.

Selling Office: .

$1,740,000

5 Beds ⋅ 4 Baths ⋅ 1217203 MLS

Absolutely stunning pool home on coveted Atlantic Vw with expansive ocean views! This 3 story home facing St. Augustine's white sand beaches offers views of the Atlantic Ocean from multiple east facing decks on both upper floors. A private oasis can be found within the fenced rear yard which includes a large heated pool, your very own putting green, cozy fire pit, and covered gazebo. The top floor features an owner's suite with its own deck, 2 more bedrooms, and 2 completely renovated bathrooms. On the second floor, ocean views still abound from your main living spaces including a formal living room & dining room, kitchen with large prep island, bedroom #4, another renovated bathroom, plus an extra den/study area. A rear door on the second floor provides access to an upper rear deck perfect for grilling, dining al fresco, and heading down for a swim and golf below. The lower floor houses 2 garages with extra workshop space, and a 5th bedroom & bathroom accessible via a rear entrance. 2 driveways plus and center parking area can easily accommodate at least 8 cars. In the past few years, this expansive property has undergone quite the transformation including, but not limited to, new impact rated windows & doors with new blinds, all new hardi-plank siding, reinforced decks with new stainless steel cable & hardware, interior & exterior paint, new electric panel, pavers, fire pit, 2 new HVAC systems, whole house water filtration system, new 80gal water heater, and of course the artificial turf putting green. This home is truly a gem and and now is your chance to own it! Rental projections of $180,000!!!

5301 Atlantic, St. Augustine

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$1,230,000

1253168 MLS

SOLD PRICE INCLUDES THE ADJACENT LOT. Welcome to ''Castillo del Sol''- A Unique Duplex Retreat with Unmatched Potential. With two units, each offering 2 master bedrooms, a living room, and a well-appointed kitchen, this property invites you to embrace beachside living. Take your lifestyle to new heights as you step onto the sprawling rooftop deck, which spans over 1,000 sq ft, and immerse yourself in the awe-inspiring beauty of the ocean. Equipped with a pergola and a bathroom, this space is designed for unforgettable sunsets and elegant entertaining. ''Castillo del Sol'' is brimming with modern amenities, including a newer roof, HVA system, plumbing, and hurricane windows and sliders. The property's outdoor space is a haven for relaxation and recreation, featuring a putting green and lush landscaping. New patio lighting and improved staircase lighting enhance the ambiance. With dehumidification units on each floor, comfort is paramount. This duplex boasts a projected income potential of $110,000 to $130,000 per year, making it an attractive investment opportunity. For those with grand visions, you have the option to expand your earnings by purchasing the adjoining vacant lot at 5331 Atlantic View , spanning 4,800 sq ft at a combined price of $1,599,000. (See MLS # 1253167). Situated at an elevation of approximately 26 feet above sea level, this lot opens doors to endless possibilities. Whether you seek an income-generating gem or a private beachside haven, this duplex offers the perfect canvas for your dreams. Don't miss your chance to experience coastal living at its finest!

5330 Pelican Way, St. Augustine

Listing courtesy of EXP REALTY, LLC.

Selling Office: .

$1,230,000

4 Beds ⋅ 5 Baths ⋅ 1253167 MLS

SEE VIDEO under 'Facts & Features' & 'Virtual Tour'. Castillo del Sol'- A Unique Duplex being sold with the adjacent 4,800 sq ft Vacant Lot. With two units, each offering 2 master bedrooms, a living room, and a well-appointed kitchen, this property invites you to embrace beachside living. Take your lifestyle to new heights as you step onto the sprawling rooftop deck, which spans over 1,000 sq ft, and immerse yourself in the awe-inspiring beauty of the ocean. Equipped with a pergola and a bathroom, this space is designed for unforgettable sunsets and elegant entertaining. ''Castillo del Sol'' is brimming with modern amenities , including a newer roof, HVAC system, plumbing, and hurricane windows and sliders. The property's outdoor space is a haven for relaxation and recreation, featuring a putting green and lush landscaping. New patio lighting and improved staircase lighting enhance the ambiance. With dehumidification units on each floor, comfort is paramount. This duplex boasts a projected income potential of $110,000 to $130,000 per year, making it an attractive investment opportunity. The adjacent lot expands your earning potential. Create your beachside compound with stunning ocean views, or design an adult playground with an infinity pool, outdoor fireplace, and kitchen. Whether you seek an income-generating gem or a private beachside haven, this duplex offers the perfect canvas for your dreams. Don't miss your chance to experience coastal living at its finest! Duplex is available without the lot, see MLS #1253168

5330 Pelican Way, St. Augustine

Listing courtesy of EXP REALTY, LLC.

Selling Office: .

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