Crescent Beach Homes For Sale On Anastasia Island in St Augustine

Completely reimagined inside and out, this 2, 606 sqft home offers 4 spacious bedrooms, 4 beautifully updated baths, and incredible flexibility across two distinct living levels, each with its own kitchen and laundry. Every detail has been thoughtfully designed, from the kitchens, bathrooms, flooring, lighting and electrical to major systems and exterior improvements, including new siding, fresh paint, brand-new Trex decking and an extended driveway. Generously sized bedrooms and flexible living spaces make the layout ideal for multigenerational living, extended guests, STR, work-from-home needs or additional entertaining space. Enjoy the best of coastal St. Augustine living, with beaches, boating, Intracoastal access, dining, and historic downtown all just minutes away. This is a rare opportunity to enjoy extensive renovations, versatile living spaces, and a prime St. Augustine location!

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

LOCATION! Welcome to this charming Coastal Cottage on Anastasia Island, built in 2022 and offering easy access to the beautiful white-sand beaches of St. Augustine. This 3-bedroom, 2-bath home features an open floor plan, abundant natural light, a spacious primary suite with a spa-inspired bath, and a welcoming front porch perfect for enjoying the coastal lifestyle. No HOA! Currently operated as an Airbnb/short-term rental, making it a great opportunity for a primary residence, beach getaway, or investment property. Fully furnished and sold AS-IS. Close to local restaurants, shopping, and everything Anastasia Island has to offer.Preferred lender offers up to a $600 appraisal credit and flexible financing options for foreign nationals, investors, and non-permanent U.S. residents.ALL OFFERS WILL BE CONSIDERED!

An exquisite coastal retreat located east of A1A in the heart of St. Augustine. Perfectly positioned just steps from the beach, this completely remodeled home offers breathtaking ocean views and an effortless blend of sophistication and comfort. From the moment you step inside, a spacious entryway welcomes you into a thoughtfully designed open floor plan adorned with tile floors throughout. The gourmet kitchen is a chef's dream, featuring white cabinetry, quartz countertops, a large island, a gas stove with a pot filler, two sinks, a wine fridge, and ample space for entertaining. The fireplace adds warmth and ambiance, creating an inviting atmosphere for gatherings, while the expansive balcony offers scenic ocean views, soothing sounds of the ocean and enjoy the coastal breeze. This stunning residence boasts four bedrooms, with two downstairs and two upstairs, offering privacy and flexibility. One of the downstairs bedrooms is a private suite, complete with an en-suite bathroom, a kitchenette, and French doors leading to the back patio, making it ideal for guests or multi-generational living. The primary suite upstairs is a true sanctuary, featuring a separate home office space and ample closet storage. Designed for both relaxation and recreation, the backyard is an entertainer's paradise. Take a dip in the sparkling heated, saltwater pool with a hot tub and sun deck, perfect your short game on the private putting green, or simply unwind in this serene coastal oasis. The two-car garage provides convenience, while short-term rental approval offers an incredible investment opportunity. Pool (2023), Roof (2023), HVAC (2020) Flood Zone X.

Welcome to the perfect beach house! Just STEPS from the beach and close to a nearby boat ramp, this beautifully maintained 3-bedroom, 2-bath home offers the perfect combination of coastal living, comfort, and versatility. Elevated on columns, the home also features an enclosed, air-conditioned bonus/man cave area--ideal for entertaining, hobbies, a home gym, or extra recreational space. Inside, you'll love the bright, open layout with tall ceilings and an abundance of natural light. This home has been meticulously cared for, exceptionally clean, and truly move-in ready! Major updates include a NEW ROOF in 2025, NEW ELECTRICAL PANEL in 2025, newer windows and doors, and flooring throughout replaced in 2020. Outdoor living is a highlight with TWO raised decks, TWO carports, and a spacious backyard with a NEW fully fenced yard completed in 2024--perfect for pets, entertaining, or simply relaxing after a day at the beach. Located in a great beach neighborhood with easy access to the sand, surf, and boating, this property offers the coastal lifestyle you've been looking for. Whether you're searching for a primary residence, second home, or a property with potential as a short-term vacation rental, this one checks all the boxes. Beach, boating, outdoor space, updates, and room to entertain--all wrapped into one fantastic beach home!

LOCATION! ALL OFFERS WILL BE CONSIDERED! Beautiful Crescent Beach, known for surfing, fishing, boating, kayaking, and its laid-back coastal lifestyle. This charming vintage cottage was extensively renovated in 2017 and features vaulted ceilings with exposed beams, a cozy sunroom, custom cabinetry, granite countertops, and black stainless-steel appliances. No HOA! Sold AS-IS and fully furnished with recently updated furniture. Currently operated as an active, successful short-term rental--a great investment opportunity for someone looking for a turnkey, ready-to-go Airbnb business, vacation home, or primary residence.Preferred lender offers up to a $600 appraisal credit and flexible financing options for foreign nationals, investors, and non-permanent U.S. residents.

Just one house off the sand, this professionally designed beach house on Broward Street is a masterclass in relaxed coastal luxury. Newly built in 2024 and fully move-in ready, this 5-bedroom, 4-bathroom home spans over 2, 700 square feet across three levels, offering a thoughtful blend of livability, style, and craftsmanship. An elevator connects all three floors, making everyday living and guest access both seamless and convenient—whether you're hauling beach gear or hosting friends and family. The main living area is perched on the third floor, where an open-concept kitchen, dining, and living space flows effortlessly onto a spacious deck—perfect for catching the ocean breeze and enjoying the coastal lifestyle. The kitchen features honed Taj Mahal countertops, custom white oak tongue-and-groove paneling on the island, and panel-ready Fisher & Paykel and Bosch appliances, anchored by a Thor range.

Completely remodeled in 2023, this stunning coastal home is truly move-in ready! Every detail has been thoughtfully updated, including fresh interior paint, new baseboards, stained epoxy flooring, new appliances, and a new HVAC system. The bright, open-concept kitchen flows seamlessly into the living area, creating the perfect space for entertaining family and friends. One of the home's standout features is the beautifully enclosed Florida room, complete with all-new windows, flooring, a mini-split system, and a new exterior door. This versatile space is ideal as a third bedroom, home office, game room, or additional living area. Step outside to the spacious, fully fenced backyard with plenty of room to add a pool and create your own private outdoor oasis. Located in a desirable neighborhood with no HOA and no rental restrictions, this property offers exceptional flexibility as a primary residence, vacation home, or highly desirable short-term rental investment. Best of all, you're just a short walk to the beach, allowing you to enjoy the very best of Florida's coastal lifestyle every day.

Wake up steps from the sand. Seahorse Hollow is a compact beach cottage with a proven rental income track record, boasting over 100 five-star Airbnb reviews and RS-3 zoning that explicitly permits nightly rentals. Whether you're after passive income, a personal coastal escape, or the flexibility to have both, this property delivers. The location is unmatched for a walkable coastal lifestyle. Stroll 0.3 miles to beach access, or head the other direction to the Intracoastal Waterway. Coffee shops, restaurants, and a gym are all within easy walking distance, so everything you need is right outside your door. Step inside and you'll find a smart, efficient layout with two comfortable bedrooms, a full bath, an open main living area, and an interior laundry room. The one-car garage is ideal for bikes, boards, and beach chairs, while the fully fenced backyard complete with an outdoor shower gives you the perfect place to rinse off after a long day on the water. The big-ticket items are already handled. A 2022 metal roof, 2022 HVAC, and hurricane impact windows mean you're buying peace of mind, not a project. With utilities averaging around $100/month and total insurance costs of just $2, 700/year, the overhead is remarkably low. There's no HOA, so feel free to bring the boat. You'll be glad you did, with a public boat ramp less than half a mile away. Simple living. Low costs. High potential. Seahorse Hollow is ready for its next chapter.

Truly one-of-a-kind, this newly constructed custom built home was just completed in 2024. Located in the sought-after gated oceanfront community of Seychelles -- home to only 13 residences -- you're just steps from the sand, with direct beach access and an oceanfront community pool. Designed for effortless coastal living, every detail inside and out reflects quality craftsmanship and thoughtful design. This versatile floor plan offers exceptional flexibility, with two spacious guest bedrooms, a full bath, a laundry room, and an open flex space on the first floor. A built-in desk and bookcase provide the ideal work-from-home setup. An eye-catching cable staircase with a ledgestone accent wall leads upstairs to the family room, kitchen, dining space, and primary suite. An interior elevator provides convenient access between the two floors. Abundant natural light fills the home through walls of windows with transoms above. The open layout is perfect for entertaining, with front- and rear-facing balconies. The kitchen features stacked shaker cabinetry, a 10' center island, top-of-the-line Thermador appliances, a built-in pellet ice maker, a beverage center, quartz countertops, and a custom pantry. The family room showcases tongue-and-groove ceilings and a linear gas fireplace. A sliding door off the dining space opens to a forward-facing balcony with ocean views. Elevated finishes run throughout - solid core doors, smooth walls and ceilings, bronze windows, automated window shades, custom closets, surround sound, security, and continuous LVP flooring, to name a few. The striking modern exterior features a standing seam metal roof, low-maintenance Hardie siding, Nichiha wood-look slat walls, Trex decking, and energy-efficient PGT impact-resistant windows and doors. The 2-car garage is outfitted with epoxy flooring and storage cabinets. Whether it's morning coffee on the balcony or a sunset stroll along the beach, every day feels like vacation here.

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

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

Welcome to ''Tiki Time'' - your private backyard oasis and the perfect blend of relaxation and investment opportunity! This beautifully maintained 4-bedroom, 2-bath home features a stunning outdoor retreat complete with a sparkling pool and spa, an oversized poolside tiki hut ideal for entertaining, and a cozy firepit for unforgettable evenings under the stars. Inside, the home shines with a thoughtfully remodeled open-concept kitchen featuring stainless steel appliances, granite countertops, and a convenient bonus bar/coffee station--perfect for hosting or everyday living. The split-bedroom floor plan offers privacy and functionality, with a spacious primary suite overlooking the pool, dual closets, and a beautifully updated bathroom with a large walk-in shower. Offered turnkey and currently part of a highly successful short-term vacation rental program, this property is ideal as a primary residence, second home, or income-producing investment. Don't miss your chance to own this tropical escape--"Tiki Time" is truly a lifestyle!

Through the private gated entrance and down the long paver driveway you approach the ultimate waterfront escape that truly stands the test of time. This private estate offers unbeatable sunset views over the Matanzas River, and is a short boat ride to Historic St. Augustine. Off-shore fishing is an easy cruise through the St. Augustine Inlet to the north. The Green Rd. boat ramp enables easy access to drop off and pick up when trailering your boat. Convenient beach access and a new cross walk at A1A means you can take the short walk to Crescent Beach any time you want. This grand Mediterranean, concrete block home with no HOA and sits on over three quarters of an acre (.82 acres). This home boasts nearly 7, 000sf, 6 bedrooms, 5.5 bathrooms and a grand motor court that leads to a private three-car garage. The curved travertine staircase leads to impressive mahogany double front doors. Upon entering, you will immediately notice the scale of the great room with 20 foot ceilings, the large kitchen is ideal for entertaining and perfectly orientated to take in outdoor views as you cook. The large walk-in pantry and laundry room are conveniently located off the kitchen. The dining room leads to the second floor terrace for al fresco dining. Also on the main level are a guest suite, billiards room, and executive office with ICW views. An elegant floating staircase with custom iron work leads you upstairs to the family level. The Master Suite has the best views in the house and has a very large sitting room with ample amounts of natural light and can be used as an exercise room, nursery or private office space. The oversized master bathroom has a jetted soaking tub, glass enclosed shower, double vanities, private water closet and two walk-in closets with custom built-in's. The family level also has four additional bedrooms and two additional bathrooms, all with elevator access and Brazilian hardwood floors. On the first level, Indulge in effortless indoor-outdoor living with two sets of double sliders that bridge the gap between the recreation suite and the covered, screened loggia and outdoor bar. This space offers a tranquil escape from Florida's summer showers and provides undisturbed year-round entertaining. The screened-in salt water pool and elevated hot tub is perfectly situated to unwind and enjoy the backdrop of the ICW. Among the iconic native oaks, the backyard transitions into a private waterfront oasis, featuring over 105ft of ICW frontage and deep-water access. The private dock and 7, 000lb boat lift provide an effortless gateway to life on the water. A small set of stairs from the seawall lead to a sandy beach area and offer easy entry and exit for paddle boarding with the dolphins. Priced well under a recent appraisal, this one-of-a-kind property represents an incredible opportunity.

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