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$598,100
4 Beds 3 Baths 261237 MLS
Live the Island Dream. Discover the perfect blend of coastal lifestyle, modern comfort, and historic charm in this beautifully updated 4-bedroom, 3-bathroom home. Ideally located in the heart of the highly desirable Davis Shores neighborhood on Anastasia Island, this property puts you exactly where you want to be. Enjoy being just minutes from the beach and a quick drive or bike ride to historic downtown St. Augustine, while still tucked away in a peaceful, established community.Step inside to a light-filled open floor plan designed for effortless living and entertaining. The spacious living area flows seamlessly into a sleek, modern kitchen equipped with stainless steel appliances—perfect for hosting guests or enjoying quiet nights at home. Two private primary suites offer incredible flexibility for multi-generational living, hosting visitors, or setting up a comfortable remote workspace.What You'll Love:Dual Primary Suites offer incredible flexibility

42 Menendez, St Augustine

Courtesy of Realty Exchange, LLC

$3,700,000
4 Beds 2 Baths 261166 MLS
Les Tres Torres—“The Three Towers”—a name inspired by the lighthouse beacons that glow across the water at night, is a historic St. Augustine home reborn as a breathtaking Spanish hacienda. This exceptional waterfront residence surrounds you with the tranquility of a private resort, creating an everyday experience that feels effortlessly like a getaway. Perfectly positioned on Water Street, one of the most coveted and picturesque streets in all of St. Augustine, the residence is nestled between two of the city’s most iconic landmarks—Mission Nombre de Dios to the north and Castillo de San Marcos to the south. Lush breezes, radiant sunrises, and glowing sunsets frame your days in timeless beauty. As you pass through the wrought-iron gates, the property reveals itself like a storybook unfolding: picturesque courtyards with gentle fountains, tile murals, and vibrant gardens reminiscent of a tropical paradise.

71 Water St, St Augustine

Courtesy of Coldwell Banker Premier Properties (Historic Office)

$790,000
3 Beds 3 Baths 261210 MLS
ovely Prairie Creek gated community with 24 hour gatekeepers. Home is set under a canopy of majestic oak and ornamental trees lining the neighborhood on 1.2 ACRE LOT WITH PRESERVE AND CREEK BACKDROP! Very private in a great quiet upscale neighborhood. A real St. Augustine gem. A rare find close to historic downtown, sandy white beaches, fabulous shopping and best rated restaurants. Spacious open floor plan with over 3,000+sf. 3 bedrooms and 3.5 baths all on the same level. Master bathroom has been updated and sports new tile floors and “soaking tub”. Cathedral ceiling in oversized master bedroom with 2 walk-in closets and a Fabulous cedar-lined sauna. Wood burning fireplace in family room. Modernized recently updated extra-large kitchen/dining area, new counter stovetop, in-wall oven, microwave, abundance of cabinets and counter space. Skylights in dining area overlooking crystal clear pool and preserve! Large screened outdoor entertaining decks surround the pool.

3649 Lone Wolf Trl, St Augustine

Courtesy of Century 21 St Augustine Properties

$3,499,900
5 Beds 6 Baths 261117 MLS
Experience the pinnacle of oceanfront living in this exceptional 4,594 sq ft coastal estate perfectly positioned on 50 feet of pristine Atlantic Ocean frontage. Tucked away on a quiet, private cul-de-sac, this elegant residence offers the rare combination of privacy, space, and breathtaking coastal views. Adding flexibility and privacy for guests or extended family, a separate-entry apartment above the garage provides and ideal guest suite or private retreat. Designed for both refined living and effortless entertaining, the home features five spacious bedrooms, each with its own ensuite bath, along with a total of six bathrooms. The luxury primary suite is a true retreat, complete with separate his-and-hers bathrooms and walk-in closets, creating a private sanctuary within the home.

28 Seascape Cir, St Augustine

Courtesy of Coldwell Banker Premier Properties (Matanzas)

$719,000
4 Beds 3 Baths 261096 MLS
Island living at it's finest! Multi-generational retreat in the heart of Davis Shores! Situated on a rare 1/3-acre lot with no HOA, this unique one-story pool home offers space, flexibility, and the laid-back coastal lifestyle everyone dreams of. Thoughtfully designed with several distinct elevations throughout the home, the varied floor levels add character, dimension, and architectural interest while creating a natural flow between living spaces. The main home features 3 bedrooms and 2 baths, while just steps away you’ll find a newly constructed, fully functional 360 SF mother-in-law cottage complete with its own kitchen and full bath—perfect for guests, extended family, rental income, or a private home office. A separate shed provides additional storage or hobby space, while the unfinished attic offers endless possibilities for an added bonus room, bedroom, or simply abundant storage. Step outside and you’re transported into your own tropical sanctuary.

18 Solano Ave, St Augustine

Courtesy of Watson Realty Corp (A1A)

$429,900
3 Beds 2 Baths 261090 MLS
NEW PRICE!! 103 Ocean Jasper Dr. is a meticulously maintained bright & airy 4-year-new CONCRETE BLOCK home with peaceful lake views and low-maintenance Florida living. Lovingly cared for and thoughtfully upgraded, this property is perfect for snowbirds, first-time buyers, or families seeking a manageable yet stylish space near the beach. The open-concept layout features tile flooring throughout and a pleasing coastal color palette that enhances the bright, fresh feel of the home. The kitchen is designed with both style and function in mind, showcasing granite countertops, pewter cabinet hardware that matches the beach-themed backsplash adding a subtle coastal charm. The primary suite offers a relaxing retreat with dual vanities and a spacious walk-in shower, while two additional bedrooms provide flexibility for guests, family, or a home office.

103 Ocean Jasper Dr, St Augustine

Courtesy of Watson Realty Corp (A1A)

$499,000
4 Beds 2 Baths 261082 MLS
Motivated Seller, Offering buy down rate with preferred lender! Welcome to this beautiful pool home located in the highly desirable Creekside at Twin Creeks community. This thoughtfully designed home offers an open and airy layout filled with natural light, creating the perfect space for both everyday living and entertaining. Step outside to your private backyard oasis featuring a sparkling pool and pergola patio perfect for relaxing, hosting friends, or enjoying warm Florida evenings. Residents of Creekside at Twin Creeks enjoy resort-style amenities including a clubhouse, community pool, fitness center, playgrounds, and scenic walking trails. Conveniently located in St. Augustine, the community offers easy access to shopping, dining, top-rated schools, and both Jacksonville and historic downtown St. Augustine. Enjoy the perfect blend of comfort, convenience, and Florida lifestyle living.

41 Brybar Drive, St Augustine

Courtesy of Endless Summer Realty

$879,900
2 Beds 1 Baths 260997 MLS
RARE VILANO BEACH OPPORTUNITY — BEAUTIFUL COTTAGE + OVERSIZED HOMESITE JUST MINUTES FROM THE BEACH This is the kind of property that rarely comes available in this sought-after coastal location. Located just approximately 0.2 miles from the beach, this beautiful property offers the best of both worlds: a charming cottage you can enjoy now and an exceptional homesite with tremendous potential for the future. The existing cottage provides an easy opportunity to use the property as a vacation getaway, weekend retreat, investment property, or comfortable coastal home while you take your time deciding whether to build your dream primary residence. The oversized 103' x 125' lot offers plenty of possibilities for a future custom home. With the property’s gentle coastal breezes coming from the nearby Intracoastal Waterway, you can enjoy the setting today while envisioning what could be built tomorrow.

184 Surfside Ave, St Augustine

Courtesy of Watson Realty Corp (A1A)

$419,000
4 Beds 3 Baths 260914 MLS
This stunning 4-bedroom, 3-bathroom home sits on a spacious corner lot and is ready for its next owner. Designed with an open-concept floor plan, the home offers the perfect blend of comfort and functionality for everyday living and entertaining. The kitchen serves as the heart of the home, featuring elegant quartz countertops, a stylish tile backsplash, a gas range, and a large island that provides plenty of space for gathering with family and friends. The seamless flow into the living and dining areas creates a bright and inviting atmosphere. Step outside to the screened porch overlooking the fully fenced backyard — an ideal space to relax, entertain, or enjoy pets and outdoor activities in privacy. Thoughtful upgrades throughout the home include a tankless water heater, water softener system, epoxy-coated garage flooring, and a new sprinkler system to keep the lawn looking its best year-round.

803 Honeycomb Trl, St Augustine

Courtesy of Endless Summer Realty

$740,000
4 Beds 3 Baths 260876 MLS
Two homes, one property—minutes to Historic district and beach. This North City/Uptown gem offers a charming 2BR/2BA main residence plus a separate 2BR/1BA apartment above the garage for true flexibility. The main house showcases original hardwood floors, a brick wood-burning fireplace, and a flowing plan with a front sitting/sun room, living room, dining area, office/flex room, and an all-season room. The updated kitchen features new cabinetry, counters, and appliances; lighting and doors have been refreshed throughout. Each bedroom functions as an owner suite, and both open directly to decks overlooking the newly fully fenced backyard under grand live oaks and Spanish moss—perfect for morning coffee, evening wine, or weekend gatherings.

6 E San Carlos Ave, St Augustine

Courtesy of RE/MAX Unlimited

$2,900,000
4 Beds 4 Baths 260829 MLS
Waterfront Living on Salt Run with 6 boat slips. This mid century modern waterfront estate offers 4 bedrooms, 4.5 baths across 4800 sqft of living space, set on 1.14 private acres with 150 feet of waterfrontage. An oversized three-car garage provides ample room for vehicles along with dedicated space for a gym or workshop, while the private dock features six boat slips complete with electric service and a freshwater well, delivering the ultimate setup for boating and waterfront living. Inside, expansive living spaces are anchored by a flowing floor plan ideal for entertaining and everyday comfort. Multiple fireplaces create warm gathering spaces, while the generously sized kitchen serves as the heart of the home. Four spacious bedrooms and five full baths provide privacy and flexibility for family and guests alike. From your dock to open water in minutes.

124 Inlet Dr., St Augustine

Courtesy of Engel & Volkers St Augustine

$719,000
5 Beds 3 Baths 260817 MLS
RARE VALUE ON ANASTASIA ISLAND! Priced at $719,000—currently over $100k below the $826,000 Just Market Value reflected in St. Johns County Property Appraiser records. Discover a truly one-of-a-kind coastal home in Menendez Park, one of St. Augustine Beach's most desirable neighborhoods. Stoutly constructed with a concrete-block first floor and designed with the character of a ship, this distinctive property offers a rare combination of coastal living, thoughtful craftsmanship, and flexible space for family and guests. The neighborhood provides gated access to Anastasia State Park, offering direct access to miles of natural coastline, trails, and outdoor recreation. Inside, the recently updated galley-style kitchen features granite countertops and backsplash and opens to the main living area, where a beautiful cupola fills the space with natural light. The all-wood construction and exceptional carpentry details add warmth and character throughout.

1440 Corunna St, St Augustine

Courtesy of Keller Williams Realty Atlantic Partners St Augustine

$789,000
4 Beds 3 Baths 260767 MLS
4BR/3BA home with a wonderful open floor plan on the most spectacular waterfront lot with panoramic views in the lovely community of Royal Pines @ WGV. Watch the sun glistening over the lake in the morning while sipping your coffee and watch the sun set in the evening from the spacious brick pavered and screened lanai. This home has lots of windows to enhance the natural light and expansive views. When entering the home you are welcomed into the lovely sitting area as well as the dining across the room. The kitchen has granite countertops with oversized bar overlooking the family room. Perfect for entertaining. There is also a kitchen nook and an alcove perfect for those recipe books, computer or mail. The Coquina fireplace adds to the ambiance of the family room. The spacious owner suite is tucked away from the main living area for added privacy. 2 of the 3 guest BR's are located on the opposite end of home. 3rd BR is perfect ofc space.

700 Pinecrest Isle Ct, St Augustine

Courtesy of St Augustine Coastal Real Estate

$1,495,000
4 Beds 4 Baths 260764 MLS
History & Romance abound! Step into this 1925 castle that dreams are made of. Designed and built by renowned sculptor Charles A. Pillar for his home and studio. The property is currently one of the area's most unique and beautiful homes, just minutes from the sands of Vilano Beach and Matanzas Inlet, and historic downtown St. Augustine. The castle boasts almost 5,000 sq ft of beautifully designed rooms, with recent updates to meet modern comfort standards. This 4-bedroom, 4-bath home lives large and is currently a residence and successful short-term rental. For generational living or an in-law suite, there is a separate entrance. This is the perfect home for family gatherings and entertaining. Come and live your dream in this turn key, well maintained fully furnished property Qualified buyers, Showings by appointment

16 May St, St Augustine

Courtesy of Berkshire Hathaway Homeservices Florida Network Realty

$687,000
3 Beds 2 Baths 260761 MLS
Located in the desirable south end of Lincolnville, 161 Blanco St offers a quieter rhythm of life, where neighbors linger on front porches and daily dog walks turn into easy conversations and fast friends. Built in 2016, the home blends a modern-day downtown façade with contemporarydetails, but the heartbeat of the place reveals itself beyond the front gate. A thoughtfully designed courtyard garden, curated by the owner - creates a colorful and fragrant privacy screen and sets the tone for what lies within. The 20' x 6' front porch is a hidden retreat, especially in the afternoon when golden light washes over the space, making it the natural spot to unwind. Inside, the main living areas unfold in one expansive, light-filled space. Generous windows invite the outdoors in, while engineered wood floors and abundant wall space offer the perfect canvas for art and personal expression.

161 Blanco St, St Augustine

Courtesy of One Sotheby's - Downtown

$1,445,000
3 Beds 2 Baths 260719 MLS
Located in the coveted gated community of Anastasia Dunes, where privacy, space, and beachside convenience come together in this beautifully appointed 2015 concrete block home. This single-story residence offers an ideal blend of function and elegance with 3 bedrooms, 2.5 baths, and not one — but two dedicated office spaces. In addition to the main office, a private secondary office just off the primary suite creates the perfect setup for remote work, a studio, or a quiet retreat. Additional features include engineered hardwood floors and plantation shutters throughout, living room, family room with gas fireplace, a gourmet kitchen with quartz countertops and white cabinets, built in shelving in all closets, newer light fixtures and recently painted on the interior and exterior. Situated on over one-third of an acre, the property provides rare breathing room within a sought-after coastal neighborhood.

909 Sandy Beach Cir, St Augustine

Courtesy of Berkshire Hathaway Homeservices Florida Network Realty

$799,000
4 Beds 3 Baths 260686 MLS
Discover a rare income-producing opportunity in St. Augustine with a proven and consistent rental history. This 4,400-square-foot property is currently configured to generate reliable income and is well-positioned to continue cash flowing for a new owner. The upper level consists of two separate 2-bedroom, 1-bath units, each with its own full kitchen—an ideal setup for short or mid-term rental use. These units may also be easily combined into one larger residence, offering flexibility for future repositioning or owner occupancy. The lower level features a fully climate-controlled 2,200-square-foot space with 12 foot ceilings, two 10-foot-tall roll-up doors, 2 separate office spaces and a full bath, offering valuable indoor storage and generous parking capacity.

736-8 Kings Estate Rd., St Augustine

Courtesy of Herron Real Estate LLC

$5,195,000
16 Beds 14 Baths 260592 MLS
Welcome to Inlet Place! This is rare and exceptional investment opportunity in the heart of St. Augustine, Florida. Presenting three newly built luxury homes (16, 18, and 20 Inlet Pl), meticulously designed and sold collectively as an upscale boutique hotel, ideal for hosting multifamily vacations, reunions, corporate retreats, and group events. Built in 2023, these stunning coastal properties offer a combined 16 spacious bedrooms and 14 elegantly appointed bathrooms. Each home features modern architecture, impeccable finishes, and expansive, open-concept layouts perfect for entertaining large groups. Two of the homes (16 and 20 Inlet) boast remarkable 1,500 sq ft rooftop decks accessible via stairs or private elevators, providing panoramic views ideal for relaxation, celebrations, or simply enjoying breathtaking sunsets.

16/18/20 Inlet Pl, St Augustine

Courtesy of Coldwell Banker Premier Properties (Matanzas)

$359,900
4 Beds 2 Baths 260470 MLS
Welcome home to this one-level, move-in-ready 4-bedroom, 2-bath residence located in the highly desirable Crescent Key community of Saint Augustine. Ideally situated with convenient access to US-1, I-95, and SR 206, this home is close to shopping, dining, historic downtown Saint Augustine, and just 5 miles from the area’s beautiful beaches. The open floor plan offers comfortable living and entertaining space, highlighted by a spacious screened lanai overlooking a private, wooded backyard with fencing on two sides—perfect for relaxing or enjoying the outdoors. The owner’s retreat is thoughtfully positioned at the rear of the home for added privacy and features an ensuite bathroom with dual sinks, a water closet, a separate shower, and two walk-in closets.Three additional bedrooms are generously sized and versatile, ideal for family, guests, or a home office. The home also includes a dedicated laundry room and a two-car garage.

66 Sweet Mango Trl, St Augustine

Courtesy of The Ruggeri Group Real Estate

$1,500,000
3 Beds 2 Baths 260331 MLS
Welcome to the Mermaid, located a three-minute walk from Crescent/Butler Beach. This beautiful open-concept beach cottage has three bedrooms and two full baths, including a separate guest suite with bath. Enjoy the sound of the ocean from the covered front porch or rooftop deck, while the generous backyard and patio offer ample outdoor living space. The owners have meticulously maintained and improved this home. Fully turnkey and sold furnished, it features a newer roof, A/C, updated kitchen and baths, and excellent storm resilience thanks to its elevated setting. A one-car garage provides ample storage, and the oversized lot offers abundant onsite parking. Ideally suited as a year-round beach getaway with a strong rental history, the home would also serve as a comfortable primary residence. Purchase the property next door (4969 Medoras Avenue) and create a family compound!

4955 Medoras Ave, St Augustine

Courtesy of Beach Town Realty of St Augustine

$925,000
4 Beds 2 Baths 260316 MLS
Set in the heart of America’s oldest city, this remarkable 1890 two-story property with solar and an automatic generator offers a rare blend of history, land and potential. Situated on a large corner lot, with valued RS-2 zoning, the property enjoys exceptional views, marked by the cross where Ponce de León is believed to have come ashore, placing it among a small handful of homes connected directly to the city’s earliest history. The two-story main house retains historic charm, with high ceilings, tall windows and generous porches reflecting the architectural style of the period. The layout offers opportunities for customizing the living spaces to suit the dreams and needs of its owners. Natural light filters in on both floors, and the upper-level captures elevated views over the church yard, lake and enjoys sea breezes. Currently, the home includes a small efficiency-style in-law suite downstairs, which could be transformed into a charming retreat.

11 Pine St, St Augustine

Courtesy of TEAM 100 REALTY

$824,000
4 Beds 2 Baths 260290 MLS
One Acre Lot • Beautifully Tiled Finishes • Plantation Shutters Throughout • St. Johns River Views Welcome to your own slice of coastal country paradise! Built in 2024 and perfectly positioned on a beautifully landscaped one-acre lot off scenic CR 13, this custom-designed home offers breathtaking St. Johns River views while blending luxury, comfort, and timeless craftsmanship. Offering 4 bedrooms, 2 bathrooms, and an oversized 3-car garage, this thoughtfully designed home showcases exceptional attention to detail from the moment you arrive. Inside, you’ll find elegant 8-foot doors, plantation shutters throughout, luxury LVP flooring, and stunning custom coffered ceilings with beadboard accents that create a warm, inviting atmosphere. The open-concept living area is filled with natural light and captures beautiful river views from both the living room and the primary suite.

1781 Hickory Ln, St Augustine

Courtesy of Century 21 St Augustine Properties

$590,000
4 Beds 2 Baths 260227 MLS
Welcome to your slice of history nestled in the heart of St. Augustine's vibrant downtown. Presenting a captivating 4-bedroom, 2-bathroom single-family home, exuding timeless elegance and modern convenience. Built in 1910, this exquisite residence sits majestically on a coveted corner lot, offering a lifestyle of both historic charm and urban convenience. As you step onto the property, you're immediately greeted by the allure of yesteryears, enhanced by the home's classic architectural details and lush landscaping. The exterior boasts the quintessential charm of a bygone era, while the interior seamlessly blends historic character with contemporary updates. Upon entry, the foyer welcomes you with warmth and sophistication, leading you into the inviting living spaces adorned with original hardwood floors and abundant natural light. The beautiful classic wood finishes throughout exude warmth and character with every step.

33 Cincinnati Ave., St Augustine

Courtesy of St Augustine Realty

$3,700,000
4 Beds 4 Baths 260208 MLS
Located within the gated community of Ocean Palms, Griffin Shores Drive is one of the most desired addresses in St Augustine. On just under an acre of land, this coveted location allows for deep water at all tides and is only minutes from the Matanzas inlet with nearly instant ocean access. Facing a conservation area and wildlife habit, the natural beauty that surround creates a private oasis. Designed with both elegance and functionality in mind, this stunning home provides expansive living spaces, modern conveniences, and exceptional outdoor features showcasing the pristine natural beauty. Inside, volume ceilings and expansive windows open to sweeping views of the intracoastal. The Great Room serves as the heart of the home with a cozy fireplace, dry bar, and dedicated wine storage. An open gourmet kitchen, complete with butler's pantry flows seamlessly into the formal dining room. Thoughtfully designed as a private retreat, the luxurious ground level master suite features glass

949 N Griffin Shores Dr, St Augustine

Courtesy of Engel & Volkers St Augustine

$285,000
3 Beds 2 Baths 260024 MLS
Discover 100 Spring Street, located on one of the most sought-after streets in West King. This charming block home features 3 bedrooms, 2 bathrooms, and city utilities. With nearly 1,300 square feet of heated and cooled space, plus an enclosed rear patio, it's a blank canvas waiting for your personal touch. Nestled in the vibrant heart of West King, just a mile from downtown, and close to both the thriving local community and the beach, this home boasts an exceptional location. Whether you're interested in short-term or long-term rentals, flipping, or renovating to hold, this property offers limitless potential and promising returns. Unleash your creativity and leave your mark in West Augustine. Cash or renovation loan (lender Ben Boyle 207-608-9295 Society Mortgage)

100 Spring Street, St Augustine

Courtesy of Endless Summer Realty

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