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$997,000
4 Beds 3 Baths 2157070 MLS
Discover the perfect blend of privacy, space, and historic charm at 158 Washington St., ideally located on a quiet private street in the heart of historic downtown St. Augustine. Built in 2004 and elevated with durable concrete block construction, this spacious 4-bedroom, 2.5-bath home offers 2,409 square feet of comfortable living space and an oversized two-car garage. Inside features an electric fireplace, beautiful wood floors that add warmth and character throughout the home. Enjoy breathtaking direct marsh views from both the inviting front porch and the upper deck--perfect spots to relax, take in the scenery, and enjoy St. Augustine's natural beauty. The very private backyard (artificial grass low maintenance) provides a peaceful retreat and plenty of space to enjoy outdoor living and with its generous floor plan and excellent separation of living spaces. This home offers an ideal setup for accommodating extended family or creating flexible spaces for guests, a home office, or additional living needs. just minutes from the unique shops, restaurants, cultural attractions, and historic landmarks of downtown St. Augustine, 158 Washington St. offers a rare opportunity to enjoy a private residential setting while being close to everything this iconic city has to offer. With its generous floor plan and excellent separation of living spaces, this home offers an ideal setup for multigenerational living.

158 Washington Street, St. Augustine

$667,000
3 Beds 2 Baths 2155896 MLS
28 Joiner Street presents a rare opportunity to own an authentic Craftsman home in the heart of Uptown St. Augustine, where original 1900 character meets modern comfort and true in-town walkability. Offering three bedrooms, two bathrooms, fully furnished and 1,378 square feet of well-arranged living space, this home showcases the craftsmanship that defines the neighborhood's most beloved residences: nine-foot ceilings, yellow pine floors, picture rail trim, eight-inch baseboards, and beautifully preserved period millwork throughout the main living areas. The welcoming covered front porch sets the tone from the moment you arrive, offering the classic St. Augustine ritual of morning coffee and evening conversation with neighbors. Inside, the updated kitchen and both renovated bathrooms deliver the convenience today's buyers expect while remaining true to the home's historic character. . A dedicated laundry area and rear-entry mudroom add the kind of everyday functionality that's hard to find in homes of this era. Behind the scenes, the major systems have been thoughtfully updated, providing the confidence buyers seek in a historic property. The electrical was updated in 2017 and the plumbing in 2018, a new water heater was installed indoors in 2025, and a durable metal roof was added in 2016, complementing the home's wood siding and classic Craftsman exterior. Set on a high and dry lot, the property offers welcome peace of mind -- a genuine advantage in this part of historic St. Augustine. The location truly sets this property apart. From your front door, you're a short stroll to the downtown waterfront, the Castillo de San Marcos, and Uptown's locally owned restaurants, coffee shops, boutiques, and galleries. Whether you're searching for a primary residence, a second home, or a flexible property with short-term rental potential, 28 Joiner Street delivers genuine historic character, thoughtful updates, and one of the most walkable lifestyles in America's oldest city.

28 Joiner Street, St. Augustine

$1,499,000
7 Beds 5 Baths 2155822 MLS
Historic Downtown St. Augustine Home With Detached Apartment | Prime Corner Lot | Abundant Parking | Exceptional Flexibility! One of the lowest price-per-square-foot opportunities currently available downtown. This distinctive home offers the perfect blend of historic charm, contemporary style, and established income potential. Situated on a desirable corner lot with abundant parking -- a truly valuable advantage in the downtown area -- it is just a short walk to City Gates, St. George Street, Castillo de San Marcos, shops, restaurants, nightlife, and live music. This unique offering combines a stylish main residence with a detached income-producing apartment, providing exceptional flexibility for an owner-occupant, investor, multi-generational living arrangement, or anyone seeking a downtown lifestyle with income potential. Both spaces are currently operating as successful short-term rentals with annual gross rental income exceeding six figures. The spacious main residence offers approximately 2,590 square feet with 5 bedrooms and 3.5 bathrooms, featuring a stylish blend of historic character and modern updates. Thoughtful finishes, unique design elements, and versatile living spaces create a home full of personality and charm. The detached 2-bedroom, 1-bath apartment adds approximately 624 square feet of additional living space and includes its own full kitchen, laundry, and private entrance. Multiple balconies, decks, and patio areas provide exceptional outdoor spaces for entertaining and relaxing. Additional flexible space located below the apartment provides valuable storage and utility space with potential for future customization. With a prime corner lot, abundant parking, a walkable downtown location, historic appeal, multiple living spaces, and proven income from both residences, this is an exceptional opportunity to own a distinctive downtown home offering lifestyle, flexibility, and investment potential.

13 Rohde Avenue, St. Augustine

$520,000
4 Beds 3 Baths 2155194 MLS
Qualified buyers can receive up to $7,500 toward closing costs or rate buy-down with our preferred lender. Tucked in the heart of St. Augustine's storied downtown, this beautifully renovated 1910 home blends timeless character with modern comfort. With 4 bedrooms and 3 full baths across 1,830 sq ft, there's plenty of room for family life to unfold -- from morning coffee on the porch to weekend walks to the marina, historic fort, and downtown's shops and restaurants. Walking distance to several annual festivals in the area. House Hack? This property has 2 private entrances. Every updated detail means you can move in and simply enjoy it, no renovation checklist required. This is a rare chance to own a piece of America's oldest city while living in a home that's truly turnkey. Did you see the rooftop porch facing the sunsets? Perfect for families who want walkable, historic living with modern peace of mind.

110 De Haven Street, St. Augustine

$819,000
4 Beds 4 Baths 2153241 MLS
Fabulous professional renovation by local builder equates to newer home with historical significance. Imagine daily encounters along Lake Maria Sanchez and the historic bayfront! Stunning sunlight and beautiful finishes throughout! A chef's kitchen opens to a beautiful sunroom, large laundry room, powder room. The family room offers original brick, light and beautiful hardwood floors. Every bath offers a spa experience. Large rooms, filled with light and modern convenience with old world styling. Large private back yard with outdoor vistas of one of the prettiest streets in town. A study or library on first floor for your office AND a first floor suite with bathroom plus sunroom. Peeks of Lake Maria Sanchez from the Owner's Suite! Priced below neighboring homes, this offers you the best of both worlds: Old world luxury and modern conveniences with STR income possibilities! Just staged by Simply Dwell!

142 Washington Street, St. Augustine

$549,000
2 Beds 2 Baths 2152587 MLS
SELLER MOTIVATED! Rare opportunity to own a fully renovated, move-in-ready home in Historic Lincolnville, just minutes from downtown St. Augustine. This charming cottage features 2 private primary suites, updated designer bathrooms, original hardwood floors, and a beautifully remodeled kitchen. The standout feature is the detached garage--a rare find in Historic Lincolnville--providing secure parking, storage, a workshop, or hobby space. Durable metal roof and concrete siding offer low-maintenance living. Relax on the spacious front and rear porches overlooking the large backyard. Perfect as a primary residence, vacation home, second home, student housing, or investment property with short-term rental potential. Walk to restaurants, shopping, museums, and historic attractions, with St. Augustine Beach less than 6 miles away. Furnishings negotiable.

181 Martin Luther King Avenue, St. Augustine

$1,390,000
4 Beds 4 Baths 2151988 MLS
A rare opportunity for turn-key investment; top rated, Short Term Rental located near historic downtown St. Augustine cash flowing tens of thousands per year. Built in 2023, ''Magnolia View'' located on the picturesque tree-lined street of Magnolia Avenue features 4 bedrooms, 3.5 baths, 2413sqft of living space, heated saltwater pool, wood flooring throughout, stunning kitchen, and impressive master bath with glass enclosed shower, dual vanities, and deep freestanding tub. Walking distance to the shops and restaurants of the Uptown neighborhood, and less than 1 mile to the heart of historic downtown, 2 miles to the beach. No HOA or historic restrictions. This property delivers the perfect blend of luxury, location, and proven returns, making it an exceptional addition to any portfolio. Home next door is also available, same floor plan.

40 Magnolia Avenue, St. Augustine

$1,390,000
4 Beds 4 Baths 2151989 MLS
A rare opportunity for turn-key investment; top rated, Short Term Rental located near historic downtown St. Augustine cash flowing tens of thousands per year. Built in 2023, ''Canopy Oaks'' located on the picturesque tree-lined street of Magnolia Avenue features 4 bedrooms, 3.5 baths, 2413sqft of living space, heated saltwater pool, wood flooring throughout, stunning kitchen, and impressive master bath with glass enclosed shower, dual vanities, and deep freestanding tub. Walking distance to the shops and restaurants of the Uptown neighborhood, and less than 1 mile to the heart of historic downtown, 2 miles to the beach. No HOA or historic restrictions. This property delivers the perfect blend of luxury, location, and proven returns, making it an exceptional addition to any portfolio. Home next door is also available, same floor plan.

38 Magnolia Avenue, St. Augustine

$510,000
2 Beds 3 Baths 2151315 MLS
Discover the best of both worlds at 18 Ocean Ave, a high-potential 2BR/2.5BA home perfectly situated near downtown St. Augustine and just minutes over the bridge to the sand. Featuring a highly desirable split floor plan, this layout offers two private suites--ideal for maximum tenant privacy or a weekend coastal retreat--paired with a bright, open living space and a guest half-bath. Whether you want to expand your rental portfolio or capture your own escape, this property is a fantastic canvas ready for your personal TLC. Take in peaceful views of the neighborhood, or stroll along the Intracoastal Waterway. Outside, find charming brick walkways, mature trees, a lounging deck, and a storage shed. Bring your vision and secure your piece of the nation's oldest city today! ***Seller Financing Available | Rate as low as 4.5%***

18 Ocean Avenue, St. Augustine

$689,000
2 Beds 3 Baths 2148580 MLS
Welcome to 315 Riberia Street, a beautifully designed contemporary home built in 2022 and located in one of St. Augustine's most sought-after areas. Offering 2 bedrooms, 2 full baths, and 1 half bath across 1,417 square feet, this fully furnished, turnkey property is currently operating as a successful vacation rental and is zoned RG-1, allowing for nightly rentals within theCity of St. Augustine. Inside, you'll find an open-concept floor plan filled with natural light, elevated ceilings, and modern finishes throughout. The spacious kitchen features a large island, ample cabinetry, and seamless flow into the living and dining areas--perfect for entertaining guests or relaxing after a day exploring downtown. Enjoy peaceful evenings on the front porch watching spectacular sunsets over the San Sebastian River, or gather with friends and family beneath the backyard pergola. Whether you're seeking a primary residence, second home, or income-producing investment property, this move-in-ready home offers the best of St. Augustine living. Just a 12 minute walk to historic downtown, local restaurants, shops, marinas and attractions, this is a rare opportunity to own a modern, turnkey property in a prime location with short-term rental flexibility.

315 Riberia Street, St. Augustine

$599,900
3 Beds 3 Baths 2145397 MLS
Turnkey living in Historic St. Augustine! Built by respected local builder Entire Inc., this beautifully furnished 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and St. Augustine charm. Thoughtfully designed with energy-efficient construction, engineered hardwood floors, granite countertops, stainless steel appliances, and high-end finishes throughout, it's ready to enjoy from day one. Relax on one of three inviting porches and enjoy breezes from the nearby San Sebastian River, or take a short stroll to some of St. Augustine's most beloved destinations, including the Ice Plant, St. Augustine Distillery, St. George Street, waterfront attractions, restaurants, shops, and historic landmarks. Whether you're seeking a primary residence, vacation retreat, or investment property, this move-in-ready home offers an exceptional opportunity to enjoy the walkable lifestyle and rich history of America's oldest city.

118 Kings Ferry Way, St. Augustine

$925,000
4 Beds 3 Baths 2143082 MLS
Fully renovated and income producing, this exceptional two-story, four bedroom, three bath property is ideally located in the heart of historic St Augustine, just a short walk to vibrant downtown attractions, dining, and entertainment. Currently operating as a successful short-term rental on Airbnb and VRBO, this turn key investment offers both immediate revenue potential and long term value. Thoughtfully updated from top to bottom, the home features a new roof, new windows, updated plumbing and electrical systems, and fresh interior and exterior paint, Inside, you'll find durable luxury vinyl flooring throughout, a beautifully renovated kitchen with solid surface countertops, soft-close cabinetry, tile backsplash, stainless steel appliances and a farmhouse sink. All bathrooms have been fully updated with modern fixtures and finishes. The spacious second-floor primary suite offers privacy and comfort, complete with a step-in shower and a full retreat style layout. A custom built rear deck provides the perfect space for outdoor entertaining, while the oversized lot allows for ample parking-an uncommon and valuable feature in this sought after downtown location. Whether you're looking to expand your investment portfolio or own a fully updated property in one of Florida's most desirable historic destinations, this property delivers unmatched charm, convenience and income potential. This property can only be shown during the hours of 11-3 as it stays rented consistently.

158 Blanco Street, St. Augustine

$1,998,000
3 Beds 3 Baths 2143052 MLS
This home exudes charm and character . It was designed by the famed architect , F.A. Hollingsworth and resides on one of the highest elevations on one of the most desired streets in , St Augustine. The timeless architecture has been carefully restored and enhanced with the finest materials and craftsmanship from exterior to interior. Step into the foyer where the original stairs , banisters , and hardwood floors have been refinished. Original floors & trim remain throughout. The floorplan flows with formal dining , large chef's kitchen with gas and oversized quartz island , walk-in pantry and an abundance of cabinets . The formal living room is light filled and cozy with hand painted tiles covering the original wood burning fireplace . A den with built in bookshelves off the living room is the perfect place for a home office. An enclosed sunroom with new vinyl windows ,custom Bamboo blinds , stone work fireplace and split system AC overlook the large backyard and pool area . The original staircase leads to three generous-sized bedrooms and two full baths. A sitting area is adjacent to the Primary with a door leading to the outside second story porch refreshed with no maintenance Trex(TM) decking. This porch is a great vantage point to view, the Matanzas River. Large windows in the primary take in the light and water views. Storage is ample with a walk-in closet and a custom European wardrobe. The original carriage house still stands preserved and freshly painted with a new roof. The use is up to the new owner with ,220 AMP and plumbing available, it could easily be a guest house or an art studio. A storage shed was constructed behind the carriage house, keeping with the architectural integrity of the main and carriage house. Hardi(TM) Board siding, two electrical outlets and an auto fan for heat control make this a versatile space. Privacy hedges hide the fence in Backyard and add to the beautiful outdoor entertaining area surrounding the pool and spa creating a peaceful haven. You can Walk to, Castillo de San Marcos, view the landmark Cross at Our Lady Le Leche at sunset and be at the finest restaurants with a short walk. To be this close to all that Historic Downtown St Augustine offers, you will not believe the privacy and serenity that this location provides. Don't miss this perfectly reimagined and restored piece of history. View Feature list under document section for full details.

70 Water Street, St. Augustine

$424,000
2 Beds 1 Baths 2141230 MLS
COMPLETELY REMODELED IN 2022/2023! New roof, windows, doors, exterior paint, interior paint, fixtures, flooring, bathroom, kitchen, water heater and HVAC! A completely remodeled block home in the historic Lincolnville district means you get years of enjoyment without the stress of upkeeping an older home. This 2BR/1BA luxuriously outfitted cottage is waiting for its next owner or host. Perfect for a vacation home or investment property. Rentals allowed weekly. Seller has managed the property from out of town with ease and can share cleaning and maintenance contacts should the new buyer want them. Walk to restaurants, shops, Trolley stops and the tourist district then retreat back to your cozy cottage. Also close to Flagler College and would make for a great investment for student housing. Don't miss the opportunity to get a turnkey and fully operational home to make your own!

123 Pomar Street, St. Augustine

$949,999
2 Beds 3 Baths 2139365 MLS
Welcome to 70 Oneida Street--where thoughtful construction, modern upgrades, and an unbeatable location come together in the heart of St. Augustine. Built for both comfort and peace of mind, this home features hurricane-impact windows throughout and sits well above required flood elevation--offering added security and potential insurance advantages. A durable metal roof adds to the home's long-term value and resilience. Inside, you'll find a move-in ready, turnkey interior designed for easy living. The kitchen is prepped for a gas range, giving future owners the flexibility to elevate their cooking experience. The primary bathroom showcases luxury vinyl plank flooring, blending style with durability. Beyond the features, the lifestyle is what truly sets this home apart. Located within walking distance to historic downtown St. Augustine, you're just moments from award-winning restaurants, charming shops, and the rich culture that makes this area so special. Whether you're looking for a primary residence, second home, or investment opportunity, 70 Oneida Street offers low-maintenance living with high-impact features--all in one of the most desirable locations in Northeast Florida. Turnkey. Elevated. Perfectly placed. Welcome home.

70 Oneida Street, St. Augustine

$689,000
3 Beds 2 Baths 2132220 MLS
Welcome to this charming St. Augustine home nestled in one of the city's growing and most desirable areas. Perfect for first time home buyers, multi-generational or anyone looking to put down roots, this property offers the warmth, space and character that makes a house feel like home. Downstairs you have a one bedroom with bath, full kitchen and screened in patio. Upstairs you have two bedrooms, one bath, full kitchen and a huge outside deck. The home offers a bright and inviting layout designed for comfortable everyday living while the spacious deck provides endless possibilities for entertaining or creating your own outdoor retreat. Conveniently located just minutes from historic downtown, dining, beaches, local shops, you'll love the location this home provides.

16 Myrtle Avenue, St. Augustine

$749,000
4 Beds 3 Baths 2131492 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. This property is ideal for multigenerational living, guest quarters, a home office, or generating potential income as a short-term or long-term rental. Parking is a standout: paver courtyard + garage provide room for multiple vehicles and small boat/TOYs--rare this close to town. Updated PVC plumbing; electrical updates; refreshed lighting and interior/exterior doors;remodeled bath with custom tile shower; new pavers; and a transferable termite protection plan for added peace of mind.Location: North City/Uptown convenience--walk or bike to the Fountain of Youth and local eateries; minutes to the public boatramp, marinas, Vilano Beach, and the Bridge of Lions into downtown. Whether you're seeking a full-time residence, vacationretreat, or investment property, this versatile, island-adjacent compound offers the best of the St. Augustine lifestyle--history,coastal charm, and income potential all in one.

6 E San Carlos Avenue, St. Augustine

$314,999
2 Beds 1 Baths 2129032 MLS
Charming 2-Bedroom Home in Historic Downtown St. Augustine Step into the perfect blend of historic charm and modern convenience with this delightful 2-bedroom, 1-bath home in the heart of downtown St. Augustine. Nestled in Lincolnville surrounded by timeless beauty this home places you in the center of the city's rich history and vibrant culture. Relax on front porch, perfect for sipping morning coffee or unwinding in the evening while enjoying the warm Florida breeze. Inside, the home offers a comfortable layout with plenty of space to personalize and make your own. Located just steps from boutique shops, cozy cafés, top-rated restaurants, and iconic historic landmarks, every day feels like a vacation. Whether strolling the historic streets, taking in waterfront views, or exploring the local art and dining scene, this home offers a lifestyle unlike any other. Updated photos coming soon!

173 Riberia Street Unit B, St. Augustine

$1,549,000
3 Beds 3 Baths 2125588 MLS
143 Washington Street is more than a home -- it is a rare opportunity to experience luxury coastal living in the heart of historic downtown St. Augustine. Perfectly positioned overlooking the tranquil waters of Lake Maria Sanchez, this exceptional newer-construction residence offers the charm and walkability of the nation's oldest city without the compromises often found in historic homes. Built in 2021 and being offered fully furnished, this turnkey retreat blends sophisticated modern design with effortless waterfront living. Expansive windows flood the home with natural light while framing breathtaking water views from multiple levels. Designed for both relaxation and entertaining, the open-concept layout flows seamlessly to private outdoor living spaces where sunrise coffees and sunset evenings become part of everyday life. Step outside to your resort-style pool overlooking the lake, creating a setting that feels more like a private luxury getaway than a downtown residence. Whether enjoying wine by the water, entertaining guests, or taking a short stroll to St. George Street, acclaimed restaurants, boutiques, galleries, and marinas, every detail of this property is centered around lifestyle. Unlike many homes in the historic district, this elevated modern residence offers the peace of mind of newer construction, contemporary systems, spacious parking, and low-maintenance living -- all while preserving the timeless character and atmosphere that make St. Augustine so special. Ideal as a primary residence, luxury second home, or high-end vacation retreat, this fully furnished property delivers a rare combination of modern luxury, walkability, water views, and turnkey convenience in one of Florida's most iconic coastal destinations. Experience historic downtown living reimagined at 143 Washington Street.

143 Washington Street, St. Augustine

$625,000
4 Beds 2 Baths 2124845 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. The spacious living room is perfect for gatherings or quiet evenings by the fireplace, while the adjacent dining area sets the stage for memorable meals with loved ones. Outside, the charm continues with a picturesque backyard oasis, complete with lush landscaping and a detached 2-car garage. Perfect for al fresco dining, entertaining guests, or simply unwinding after a busy day, this outdoor sanctuary is a rare find in downtown living. One of the most coveted features of this property is its unbeatable location. Situated within walking distance to downtown St. Augustine's historic attractions, eclectic shops, renowned restaurants, and pristine beaches, residents can immerse themselves in the vibrant energy of the nation's oldest city while enjoying the tranquility of their own private retreat. Don't miss the opportunity to own a piece of St. Augustine's rich history and experience the ultimate blend of old-world charm and modern convenience. Schedule your private tour today and discover the magic of this captivating historic gem!

33 Cincinnati Avenue, St. Augustine

$799,900
4 Beds 4 Baths 2121885 MLS
Welcome Home to one of the most desirable homes in historical Lincolnville! What started as a restoration ended up being 95% new construction! This 4 bedroom, 3.5 bath FURNISHED home sits on a quiet street and is in walking distance to everything downtown St Augustine has to offer! The oversized Master bedroom is located on the 1st floor, In-law suite and 2 additional bedrooms joined by a jack and jill bathroom are all located on the 2nd floor. Open concept, the living room/dining room flow into this stunning custom designed kitchen that comes equipped with GE profile appliances, under cabinet lighting and stunning quartz countertops! The metal roof and Trane 16 Seer heat pump A/C system with dual zones for each floor temperature control, are a little less than 5 years old. LED recessed lighting throughout, wood flooring, new PGT double pane low E windows, pre-wired for cable and CAT-6 wire, tankless water heater, paver driveway, make this house MOVE IN READY! **No Seller Financing Home is zoned for weekly vacation rentals and can also be a great investment! Buyer is responsible for doing all due diligence when considering. Vacant and easy to show. Schedule through showing time!

88 Lincoln Street, St. Augustine

$1,900,000
4 Beds 5 Baths 2118899 MLS
Nestled in the serene waterside enclave of Bonita Bay, 9 Bonita Bay Drive is a stunning Spanish-style retreat just steps from the heartbeat of historic St. Augustine. This elegant 4-bedroom, 4.5-bath home offers enormous refined living space across three levels, expertly crafted in 2020 with Old-World charm and modern luxury. Living areas are flooded with natural light, and include high-end finishes, built-ins, a gas kitchen range, and a charming eat-in kitchen with an island. An elevator provides seamless access across three stories. The home's four bedrooms each include their own en-suite bath, offering privacy and comfort for guests or family. The primary suite enjoys its own wing. The two balconies deliver extraordinary panoramic views. Sit with your morning coffee on the east-facing balcony as the sun rises, and in the evening, unwind with views of the Bridge of Lions and downtown on the north-facing balcony. Outside, a private, fenced backyard provides peace and seclusion, anchored by a sparkling in-ground pool  perfect for sun-drenched Outside, a private, fenced backyard provides peace and seclusion, anchored by a sparkling in-ground pool flanked by lush palms  perfect for sun-drenched lounging or evening soirees. A private boat dock gives you direct access to the Matanzas River / intracoastal waterway, allowing for boating, fishing, or leisurely paddling, and ultimately navigation out to the ocean  perfect for the water-lover's lifestyle. Despite its tranquil setting, this home is walking distance to downtown St. Augustine. You can easily stroll into the historic district, taking in its quaint streets, shops, restaurants, and cultural landmarks. From your balcony, you can even catch glimpses of the downtown skyline and the iconic Bridge of Lions, lending a postcard-like view and a front-row seat for fireworks on special occasions.

9 Bonita Bay Drive, St. Augustine

$2,350,000
6 Beds 5 Baths 2118296 MLS
178 Avenida Menendez - An Iconic Flagler-Era Residence with Panoramic Bayfront Views Exquisitely restored and meticulously maintained. The Bodley/Bennett residence is a rare Flagler-era treasure, originally built in 1910 and thoughtfully renovated between 2010 and 2012. Perched along the Matanzas River, this historic legal home commands sweeping, panoramic vistas of the St. Augustine Bayfront and the legendary Bridge of Lions, offering a lifestyle defined by elegance, heritage, and unmatched waterfront charm. Boasting 6 bedrooms and 5 full baths, this residence seamlessly blends historic character with modern comforts. Yellow pine flooring, 8'' hardwood baseboards, original five-panel doors, and grand staircases evoke timeless craftsmanship while updated systems and finishes ensure contemporary luxury. Optional 1 year home warranty provided by Fidelity National Home Warranty. The First-Floor Residence is an ideal suite for generational living or distinguished guests, featuring 2 bedrooms, 1 full bath, a spacious living room with a period gas fireplace, and a formal dining room. The chef-inspired kitchen includes a Jenn-Air gas range, stainless steel appliances, granite countertops, and espresso-finished cabinetry accented with period hardwaremarrying modern convenience with classic detail. The Second-Floor Main Residence is Designed for refined living and entertaining. This level offers 2 bedrooms, 3 full baths, an inviting living room, formal dining, and a beautifully remodeled kitchen with gas range, updated cabinetry, and rich butcher block counters. Thoughtful layouts and elevated finishes create a sense of sophistication and comfort throughout. The Third-Floor Retreat is also the pinnacle of luxury living. This floor provides 2 bedrooms, 1 full bath, and a generous walk-out terrace framing some of the most breathtaking views of the Bayfront and Bridge of Lionsa private sanctuary perfect for morning coffee, sunset entertaining, or simply soaking in St. Augustine's timeless beauty. A rare convergence of history, architecture, and premier waterfront location, this residence is not just a homeit is a statement. Perfect for collectors of historic properties, lovers of fine craftsmanship, and those who seek an elevated lifestyle in one of Florida's most cherished cities. Experience St. Augustine living at its finestwhere every detail tells a story, every view inspires, and every moment is extraordinary.

178 Avenida Menendez, St. Augustine

$2,800,000
7 Beds 5 Baths 2112505 MLS
Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register ofHistoric Places. This world-class historic mansion has recently been renovated from top to bottom to perfection with soft coastal hues in mind ~ enjoy the well-designed balance of rich historic beauty and modern luxury. With 5800 sq ft of living space, 5 bedrooms and 3.5 bathrooms in the main house and a 2 bedroom, 1 bath apartment with private entrance, a full kitchen, living and dining room - this home is ideal for multigenerational living or additional income. Located on historic St.George Street, the shops, restaurants, landmarks and culture of the Nation's Oldest City are only steps away. The highly active community association provides additional opportunities to socialize and enjoy the buzz of downtown living Built in 1893 as a winter retreat for John J. Upham, a veteran of the Civil War and Plains Indian War, this remarkable home showcases the graceful blend of Queen Anne Victorian architecture with examples of Moorish Revival in the courtyard arches. With stunning original millwork, wood floors and a unique octagonal shape, this home will take you back to the splendor of the Gilded Age. From joyous Flagler Era galas to legendary Mardi Gras celebrations, The Upham Winter Cottage has been a witness to countless extraordinary events throughout the ages. Today, as you step foot within these storied walls, you become a part of the Upham Winter Cottage's narrative and assume the role of its guardian, preserving the heritage of the past while crafting a new chapter in its history. Nothing compares.

268 St George Street, St. Augustine

$485,000
3 Beds 2 Baths 2112148 MLS
Don't miss the opportunity to own a piece of historic charm with this 3-bedroom, 2-bath 1925 bungalow, located in one of Uptown's most desirable and rapidly growing neighborhoods. Whether you're a homeowner with a vision or an investor seeking your next project, this property offers incredible potential! Features include a spacious screened front porch, original hardwood floors throughout most of the home, a vinyl-fenced backyard, and an exterior shed with an attached workshop—perfect for storage or hobby space. Additional off-street parking adds convenience and value. This property is a rare opportunity in a sought-after location with strong long-term potential. Bring your creativity and finishing touches to transform this fixer-upper into something truly special! Schedule your showing today and see the potential for yourself. Buyer is responsible for doing all due diligence when considering. Vacant and easy to show! Home is zoned RS-2. Home was temporarily taken off the market to be tented for termites on 9/22.

4 Fletcher Lane, St. Augustine

$389,000
3 Beds 1 Baths 2105212 MLS
Welcome to this beautifully updated 3 bedroom, 1 bath single-family home in the heart of historic Lincolnville. Since the owners purchased in 2021, there has been no water intrusion! Offering 832 square feet of thoughtfully designed living space, this property blends modern upgrades with downtown St. Augustine charm. Step inside to a bright and open kitchen featuring granite countertops, a modest island, and plenty of storage—perfect for everyday living and entertaining. The updated bathroom includes a soaking tub, stylish tile, and a matching granite vanity, giving it a fresh, spa-like feel. Comfort is a priority with a 1-year-old AC unit and a tankless hot water heater for efficiency and peace of mind. The large, partially fenced backyard is ideal for outdoor gatherings, pets, or creating your own private retreat. Tucked away from the hustle and bustle, the location provides a peaceful setting while still being just minutes from all that downtown St. Augustine has to offer - restaurants, shopping, entertainment, and the historic sites that make the area so unique. This Lincolnville gem is priced to sell and won't last long. Schedule your showing today!

118 Twine Street, St. Augustine

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