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$498,500
2 Beds ⋅ 1 Baths ⋅ 2164510 MLS
Live Like a Local in Lincolnville! Experience the charm of historic St. Augustine with the comfort and confidence of modern construction. Unlike many historic homes in Lincolnville, this charming cottage was completely rebuilt in 2020, offering the character buyers love with updated systems and construction standards that provide peace of mind. Just 5 blocks from some of St. Augustine's most popular restaurants, shops, museums, festivals, waterfront attractions and historic landmarks, this location delivers the best of downtown living yet removed from the tourism. Both St. Augustine Beach and Vilano Beach are less than 15 minutes away. Featured by the popular Instagram account Pretty Old Places, this thoughtfully reimagined cottage blends historic character with modern functionality. While only a few architectural details remain from the original circa-1900 shotgun home, virtually everything was rebuilt to meet 2020 Florida building standards - electrical, plumbing, HVAC, framing, flooring, walls, ceilings and windows. The metal roof was replaced in 2015. Inside, 9.5-foot ceilings, abundant natural light, solid wood finishes, craftsman style wood trim, Pella insulated windows and beautiful yellow pine 7" plank floors create a warm and inviting atmosphere. The redesigned floor plan maximizes every square foot, offering an open-concept living area, a beautifully appointed kitchen and seamless indoor-outdoor living. French doors open to a private side deck designed for relaxing and entertaining, while the spacious backyard offers room for a pool, hot tub or future expansion. Three sail cloths and string lights are hung over the deck and backyard for shade during the day and ambiance at night! Situated on what was once originally a double lot, this property provides something rarely found in Lincolnville...ample outdoor space, privacy and off-street parking for up to three vehicles. There is even room to add a garage with living space above, creating additional value and flexibility. Protected by a termite bond and warranty covering both subterranean and drywood termites, this meticulously maintained property offers a rare opportunity to enjoy historic district living without sacrificing modern comfort. If you dream of friendly neighbors, walkable streets and the sound of church bells on a Sunday morning, this home may be exactly what you've been searching for!

94 Park Place, St. Augustine
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 2163379 MLS
A distinctive St. Augustine home in a location that lets you experience the city--not simply live near it. Set in the sought-after Uptown/Nelmar Terrace area, 4 E San Carlos Ave captures the character that makes St. Augustine so desirable: mature oaks draped in Spanish moss, palms, charming architecture, and the ability to move easily between the historic city, local dining and shops, waterfront activities, and the beaches beyond. From the street, the home's coastal-inspired architecture, metal roof, welcoming covered front porch, and mature landscape immediately set it apart. Inside, the home offers four bedrooms, three-and-a-half baths, and a spacious bonus/game room, creating a versatile layout for full-time living, welcoming family and friends, or simply enjoying a home with room to spread out. The main living spaces are bright and inviting, with an open-concept design connecting the living room and beautifully appointed kitchen. White cabinetry, quartz-style countertops, stainless appliances, a detailed glass-tile backsplash, and a large island create a kitchen that is both functional and polished. A walk-in pantry adds valuable storage, while a separate, cozy office provides a quiet space for working from home, reading, or simply having a dedicated place to retreat. A fireplace adds warmth and character to the living space, creating a natural gathering place for everyday life and entertaining. Upstairs, the primary suite offers a private retreat complete with its own balcony, creating a quiet place to enjoy the morning or unwind in the evening. The bonus/game room adds an entirely different dimension to the home--ideal for recreation, movie nights, guests, or simply giving everyone a little more room to spread out. Outdoor living is one of this home's defining features. Rather than one ordinary backyard, the property offers multiple distinct spaces to enjoy the outdoors, including the covered front porch, rear porch, private primary-suite balcony, and a beautifully designed pavered courtyard alongside the home. Tropical landscaping, comfortable seating, and a dedicated grilling area create an intimate setting for morning coffee, evening gatherings, or entertaining friends, while additional lawn areas provide even more room to enjoy the Florida sunshine. The home is equally well suited to everyday practicality, with an extended driveway, 2.5-car garage, no HOA, and a generator inlet. There is room for vehicles, storage, bikes, a golf cart, and the extras that come with enjoying the Florida lifestyle. And then there's the location. Historic St. Augustine becomes part of everyday life here. Walk to iconic landmarks and museums, the Fountain of Youth, and beautiful oak-canopied Magnolia Avenue, where centuries-old live oaks draped in Spanish moss create one of the city's most memorable settings. From here, historic streets, local restaurants, galleries, shops, and the waterfront are all part of the experience, while a bike ride opens the door to even more--from downtown to the coast and beaches beyond. The surrounding mature trees and distinctive mix of homes add to the character of a neighborhood that feels authentically St. Augustine--a place where history, natural beauty, and coastal living are woven into everyday life. Some homes are best understood in person. Come experience the setting, walk the porches, step into the courtyard, take in the surrounding character, and discover what makes 4 E San Carlos Ave a truly special St. Augustine offering. Schedule your private showing today.

4 E San Carlos Avenue, St. Augustine
$740,000
4 Beds ⋅ 3 Baths ⋅ 2162822 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.

6 E San Carlos Avenue, St. Augustine
$899,000
3 Beds ⋅ 3 Baths ⋅ 2162808 MLS
This stunning house is in the heart of historic St. Augustine. A wide paver driveway, layered landscape lighting, and manicured grounds set the tone before you reach the door. Inside, 3 bedrooms, 2.5 baths, and a versatile bonus family room/office are finished with luxury vinyl flooring throughout. The kitchen is the showpiece: stainless steel appliances, crisp white shaker cabinetry, and striking leathered granite. Out back, an expansive paver patio invites long evenings at the grill or quiet mornings with coffee and a good book. The location is the kind you simply cannot build. Stroll to St. George Street, Flagler College, the Castillo de San Marcos, and the city's best restaurants, bars, and nightly entertainment. The Lightner Museum sits just minutes away, and Vilano Beach, St. Augustine Beach, and major shopping are each a 10-15 minute drive. Completely turnkey as a well-established short-term rental. Move in and enjoy, or keep the calendar booked from day one. There is also potential to add a bathroom downstairs, creating the opportunity for a fourth sleeping space and increasing occupancy to approximately 10 guests. Offering a greater income. Homes with this kind of flexibility and investment upside don't last. Schedule your private showing today.

67 Oneida Street, St. Augustine
$849,900
3 Beds ⋅ 2 Baths ⋅ 2161602 MLS
Discover the charm and character of this historic 3-bedroom, 2-bath home, set on a generous lot in a secluded residential neighborhood with close proximity to the bayfront and town. Enjoy the appeal of a peaceful setting while still being near local dining, shopping, and waterfront attractions. The multi-family lot classification also provides added potential for future development opportunities. Completely remodeled in 2020-2021, including updates to the electrical, insulation, and mechanical systems, this home offers historic character with modern improvements. A new patio and planter were added in 2022, while the roof and AC were replaced in 2024. Window tinting was added in 2026 with 20% film to help reduce solar heat transfer and glare while supporting AC efficiency. Don't miss the opportunity to own a piece of history with modern updates and incredible potential!

249 Charlotte Street, St. Augustine
$529,000
2 Beds ⋅ 3 Baths ⋅ 2162147 MLS
Waterfront living with a relaxed coastal feel, just minutes from downtown St. Augustine. This beautifully updated 2-bedroom, 2.5-bath residence overlooks the San Sebastian River and includes a private boat slip #2 and navigable access to the Intracoastal Waterway and Atlantic Ocean. The home has been thoughtfully upgraded with quality finishes throughout, including 12-foot ceilings, custom carpentry, wood vanities, designer tile, upgraded lighting, luxury flooring, and luxury flooring. Additional improvements include updated plumbing and electrical, sound-dampening enhancements, in-line water filtration, custom closets, and excellent storage. The primary suite opens to a private balcony overlooking the river, while a private garage and assigned parking add convenience. Enjoy boating from your own slip, then head downtown for dining, shopping, and historic St. Augustine, with the beach just minutes away. Option to purchase fully furnished.

915 S Ponce De Leon Boulevard, St. Augustine
$549,000
2 Beds ⋅ 3 Baths ⋅ 2162138 MLS
Wake up to endless views of the San Sebastian River and experience waterfront living just minutes from the heart of historic St. Augustine. This beautifully reimagined 2-bedroom, 2.5-bath residence offers the opportunity to enjoy life on the water with your own private boat slip with electric and navigable access to the Intracoastal Waterway and Atlantic Ocean. Inside, extensive improvements and a high level of craftsmanship create a refined yet comfortable home where thoughtful design is evident throughout. Renovated down to the concrete firewalls, the residence features soaring 12-foot ceilings on the main level, custom carpentry, imported finishes, bespoke wood vanities, designer tilework, elevated lighting, luxury flooring, and high-end appliances, including a double-drawer dishwasher. Motion-activated LED stair lighting illuminates each step, adding another distinctive detail to the home's design. Thoughtfully designed storage is found throughout, including custom pull-out under stair storage with wood shelving, custom closets in both bedrooms, and a full walk-in attic with spray foam insulation and a dehumidifier. Additional improvements include updated plumbing and electrical, sound-dampening enhancements, an in-line water filtration system, and a newer HVAC system. A towel warmer in the secondary bath adds another thoughtful touch, while an assigned parking space and private single-car garage provide added convenience. Upstairs, the primary suite continues the waterfront experience with its own private balcony overlooking the San Sebastian River. Step outside and take in the views, spend the day boating from your own slip, explore the dining, shopping, history, and charm of downtown St. Augustine, or head across the Bridge of Lions to Anastasia State Park and the beach-all just minutes from home. Whether enjoyed as a primary residence, St. Augustine getaway, or investment property, this waterfront home offers a distinctive combination of thoughtful design, boating access, and an incredible location. The residence also offers the opportunity to be purchased furnished.

927 S Ponce De Leon Boulevard, St. Augustine
$899,000
3 Beds ⋅ 2 Baths ⋅ 2161241 MLS
Discover the timeless elegance of this beautifully preserved Victorian residence nestled in the heart of St. Augustine's coveted Historic Abbott Tract. Situated high and dry beneath a magnificent canopy of mature oak trees, this exceptional home blends historic charm with modern comforts in one of the city's most desirable neighborhoods. Inside, rich spilled honey hardwood floors flow throughout the home, creating a warm and inviting atmosphere. The updated kitchen features quality finishes, an inviting breakfast area, and effortless access to the living spaces, making it ideal for both everyday living and entertaining Multiple covered porches provide the perfect setting to relax with a morning coffee or unwind in the evening while enjoying the tranquil surroundings and timeless beauty of the Historic District. Outside, the expansive yard offers endless possibilities, with ample space to add a resort-style pool, create lush gardens, or design your own private outdoor oasis. A detached two-car garage provides excellent storage and parking while also offering the potential for future expansion or a guest suite. Rich in character, thoughtfully updated, and ideally located just moments from Historic Downtown St. Augustine's renowned restaurants, boutique shopping, galleries, and waterfront, this remarkable Victorian offers a rare opportunity to own a true piece of the nation's oldest city's history.

18 Locust Street, St. Augustine
$450,000
3 Beds ⋅ 2 Baths ⋅ 2161062 MLS
Opportunity awaits in the heart of historic Lincolnville! Whether you're searching for your next investment property, a future vacation retreat, or a place to call home, this 3-bedroom, 2-bathroom residence offers incredible potential in one of St. Augustine's most sought-after neighborhoods. Built with great elevation, the home features a welcoming front porch that's perfect for enjoying the morning sun or relaxing in the afternoon shade. A convenient ramp provides easy access to the side entrance, while inside you'll find durable vinyl flooring throughout and a newer HVAC system for added comfort and peace of mind. The spacious primary suite includes a private en-suite bathroom, while two additional bedrooms and a full guest bathroom provide flexibility for family, guests, or tenants. Rich in history and character, Lincolnville is one of St. Augustine's most beloved neighborhoods, known for its charming streets, vibrant community, and timeless appeal. From this prime location, you're just minutes from Historic Downtown St. Augustine, the Intracoastal Waterway, and some of the area's best shopping, dining, and entertainment. Whether you're looking to expand your investment portfolio or enjoy the unmatched lifestyle that St. Augustine has to offer, this property is one you won't want to miss!

148 Martin Luther King Avenue, St. Augustine
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 2160596 MLS
Step into a rare opportunity to own a beautifully restored piece of St. Augustine history in the desirable Abbot Tract neighborhood. Originally built in 1900, this stunning 4-bedroom, 2.5-bath home has been completely remodeled from top to bottom while thoughtfully preserving the timeless character and architectural charm that make historic homes so special. Situated on one of the largest lots in the area, this exceptional property offers the perfect blend of historic elegance and modern peace of mind. Extensive renovations include a new metal roof, new HVAC system, new structural piers, new decking, new subflooring and flooring, new windows, fresh interior and exterior paint, new appliances, and countless additional upgrades throughout the home. Enter through the side entrance from the driveway into a welcoming landing area that sets the tone for the home's inviting atmosphere. Inside, new luxury engineered flooring flows throughout most of the home, while beautiful wainscoting adds character and sophistication to the living room. The spacious primary suite is conveniently located on the first floor and features an elegant coffered ceiling, creating a private retreat within the home. A conveniently located half bath completes the main level. Upstairs, you'll find the additional bedrooms along with a second-floor laundry area for added convenience. Step outside onto the newly rebuilt upper deck, complete with outdoor ceiling fans, creating the perfect space to enjoy coastal breezes and views of the surrounding historic neighborhood. New decking on both levels, including the expansive wraparound porch on the first floor, provides abundant opportunities for outdoor entertaining and relaxation. Located just a short distance from the Intracoastal Waterway and within walking distance of Historic Downtown St. Augustine, you'll enjoy easy access to renowned restaurants, boutique shopping, local attractions, and entertainment while still enjoying the charm and tranquility of one of the city's most treasured historic neighborhoods. This is a rare chance to own a turnkey historic home that offers the beauty of the past with the comfort and reliability of modern construction updates.

22 Joiner Street, St. Augustine
$599,900
3 Beds ⋅ 2 Baths ⋅ 2160392 MLS
LOCATION-Historic St. Augustine! Great opportunity to own a charming 1930 historic home just minutes from downtown St. Augustine and less than a 10-minute drive to the beaches. 3-bedroom, 2-bath home has been updated while preserving its original character, including beautiful stained-glass windows. Roof, AC, plumbing and electrical were all updated in 2025. Fully furnished and currently used as a short-term rental. Sold AS-IS and ready as a primary home, vacation getaway or investment property.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!

57 Dumas Street, St. Augustine
$599,000
4 Beds ⋅ 2 Baths ⋅ 2160371 MLS
**PRIME LOCATION**INCOME PRODUCING AIR BNB *FULLY FURNISHED*LARGE BACKYARD* Discover the charm of St Augustine in this delightful 4 bed/2 bath bungalow! Step inside and be greeted by a truly cozy feel throughout, and spacious living areas. The kitchen equipped with modern appliances, making meal preparation a breeze. Enjoy the added convenience of a smart thermostat, allowing for effortless climate control. Stylish wood-like LVP flooring flows seamlessly through the main living spaces, while plush carpeting adds comfort to the bedrooms. Outside, a large, shaded front yard and driveway provides ample parking and space. The backyard boasts a firepit, perfect for evening gatherings. The location is truly amazing, situated just 5 mins from downtown St. Augustine. Explore iconic landmarks and museums. Wander along St. George Street with plenty of shopping, admire the majestic Bridge of Lions and Castillo de San Marcos, and even discover America's narrowest road, Treasury St.

237 Riberia Street, St. Augustine
$1,075,000
4 Beds ⋅ 4 Baths ⋅ 2159488 MLS
Just a few homes from Magnolia Avenue, one of North America's most photographed streets, sits a property that perfectly captures the charm and lifestyle of St. Augustine. Built in 2022, this thoughtfully designed four-bedroom, 3.5-bath pool home blends modern construction with one of the city's most iconic and walkable neighborhoods. Offered fully furnished and turn-key, this is a rare opportunity to step into a home that's ready to be enjoyed from day one. Opportunities to own newer construction in this historic setting are few and far between, making 34 E. San Carlos an exceptionally rare offering. The heart of the home is the second floor, where the kitchen, dining area, and living room flow effortlessly together to create an inviting space for everyday living and entertaining. A conveniently located half bath serves the main living area, making hosting family and friends a breeze. The third floor features three bedrooms, including a spacious primary suite complete with a beautifully appointed ensuite bath and generous closet space, along with two additional guest bedrooms and a full guest bathroom. On the first floor, an oversized one-car garage is complemented by a private fourth bedroom and full bathroom, creating an ideal guest suite. Whether used for visiting family and friends, multigenerational living, a home office, fitness room, or even as a pool cabana, the flexibility of this space is a tremendous bonus. As impressive as the interior is, the backyard is where this home truly shines. Centered around an L-shaped pool and spa, the outdoor living space was designed for Florida living, featuring multiple lounging areas, space to entertain, backyard barbecues, and afternoons spent soaking up the Florida sunshine. Beyond the home itself is a lifestyle that's difficult to replicate. Stroll beneath the iconic oak canopy of Magnolia Avenue, grab a coffee or fresh lemonade at the Fountain of Youth, enjoy dinner at some of St. Augustine's most celebrated restaurants, explore the city's rich history, or take a quick bike ride to Vilano Beach. It's the perfect blend of historic charm, vibrant local culture, and coastal living. Whether you're searching for a full-time residence, a second home, or a property with the added flexibility of desirable RS-1 zoning for short-term rentals, 34 E. San Carlos offers a rare opportunity to own a newer home in one of St. Augustine's most treasured neighborhoods. Schedule your private showing today.

34 E San Carlos Avenue, St. Augustine
$889,000
7 Beds ⋅ 5 Baths ⋅ 2158460 MLS
A rare opportunity in the heart of historic Lincolnville, this exceptionally well-maintained property offers seven bedrooms and five full baths across a flexible three-part layout that opens the door to income, extended family, or both. The first-floor lives beautifully on its own with three bedrooms, two full baths, a full kitchen, and a dedicated laundry room. Upstairs mirrors it with another three bedrooms, two full baths, a kitchen, and laundry area. A separate guest cottage rounds out the property with its own bedroom, full bath, and kitchenette. Pride of ownership shows throughout. Recent improvements include fresh exterior paint, newer windows, and a brand-new rear second-floor porch. Inside, original wood floors pair with tile and wood laminate for a blend of character and easy living. Covered porches on both the first and second floors invite slow mornings and long evenings, while generous patio areas extend the living space outdoors with six-foot wood privacy fence. Parking, so often the challenge in this part of town, is a non-issue here with room for up to nine vehicles on site. Just blocks from Historic Downtown, Flagler College, and a long list of local restaurants, the location puts everything St. Augustine is known for within easy reach. Whether you envision multi-generational living under one roof, a rental income strategy, or a combination of the two, the possibilities here. The seller is also offering an optional one-year home warranty for added peace of mind.

31 Sanford Street, St. Augustine
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 2158222 MLS
The National Register of Historic Places recognizes the circa 1886 Horace Walker House in downtown St. Augustine. This landmark gem designed by architect Franklin W. Smith who also designed the Casa Monica Hotel and Villa Zorayda in Moorish Revival design has been fully restored to the luxury and opulence of bygone days while melding modern conveniences of kitchen and baths. The rear of the house was expanded to feature fabulous outdoor living with outdoor kitchen, patio that can be open or enclosed and a courtyard backyard for event and guest entertainment. The property is zoned commercial and is currently used as a high end Air B&B and private event venue. If your goal is for a historic primary residence in the country's oldest continuously occupied city then enjoy 3 large bedrooms, 2 of which are ensuites, an upstairs rear balcony, large living room, dining room and all new kitchen with European appliances and flair, then this is it!

33 Old Mission Avenue, St. Augustine
$919,900
3 Beds ⋅ 3 Baths ⋅ 2157738 MLS
Step into the timeless charm of historic St. Augustine with this beautifully updated 3-bedroom, 3-bathroom home located on prestigious Charlotte Street--one of the city's most sought-after addresses. Built in 1900, this exceptional two-story residence showcases the classic architectural character that makes St. Augustine so unique while offering the modern updates today's homeowners desire. Spanning well over 2,000 square feet, the home features solid flooring throughout and a thought fully renovated interior that perfectly balances historic elegance with contemporary comfort. The updated kitchen offers a clean, slightly modern aesthetic, making it an inviting space for both everyday living and entertaining. The luxurious primary bathroom has been beautifully remodeled, creating a spa-like retreat within the home. Outside, the property's historic exterior blends seamlessly into one of St. Augustine's most charming and desirable neighborhoods. Enjoy the convenience of being just a 10-minute walk from the heart of historic downtown, where you'll find award-winning restaurants, boutique shopping, art galleries, waterfront attractions, and year-round events. Whether you're searching for a primary residence, second home, or an opportunity to own a piece of St. Augustine's rich history, this remarkable Charlotte Street home offers an unmatched combination of location, character, and modern living.

348 Charlotte Street, St. Augustine
$1,450,000
6 Beds ⋅ 2154005 MLS
Turn-Key 5-Unit Airbnb Property in the Heart of Historic Downtown St. Augustine - Fully Furnished & Ready for Immediate Income! Step into a rare opportunity to own a successful, established short-term rental property just steps from St. Augustine's iconic attractions. This meticulously restored multi-unit gem has been thoughtfully operated as a high-performing Airbnb, delivering consistent bookings and glowing guest reviews thanks to its unbeatable location and charming, private accommodations. Offered fully furnished, equipped, and completely turn-key, the new owner can seamlessly continue operations without missing a beat. Nestled in the heart of downtown St. Augustine, guests are surrounded by world-class history, dining, shopping, and entertainment. Rental history and performance data are available upon request, along with a detailed list of extensive updates and upgrades completed over the years. No flooding - FLOOD ZONE X. No HOA. Walk to everything downtown!

53 Sanford Street, St. Augustine
$590,000
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
$525,000
2 Beds ⋅ 3 Baths ⋅ 2124237 MLS
CONDO WITH PRIVATE BOAT SLIP! Experience the ultimate coastal lifestyle in this beautifully updated waterfront condominium, complete with a deep-water private boat slip that can accommodate a vessel up to 38 feet. Inside, you'll find a light-filled, open-concept layout designed for both comfort and style. Upscale furnishings, recent updates and modern finishes make this condo truly move-in ready, whether you're looking for a full-time residence, vacation getaway, or income-producing short-term rental. Step outside and enjoy serene water views, effortless boating access, and the relaxed lifestyle that only true waterfront living can provide. Recent exterior improvements include updated siding, balcony, front door with sidelight, and fresh exterior paint, enhancing both curb appeal and long-term value. Additional conveniences include a private single-car garage, providing secure parking and extra storage. Residents of Sebastian Harbor can walk or bike to historic downtown St. Augustine to enjoy the nightly live music, world-class dining, art galleries, and unique boutiques, or take a short drive to the beach to experience everything the island lifestyle has to offer. Whether you're seeking a full-time residence, a vacation retreat, or an investment opportunity, this condo offers a rare combination of waterfront living, modern comfort, and timeless Old Florida charm.

931 S Ponce De Leon Boulevard, St. Augustine
$425,000
2 Beds ⋅ 1 Baths ⋅ 2123240 MLS
Tiny But Mighty Lincolnville Gem! Fully Updated 1930s Cottage. Welcome to this charming 1930s cottage in the heart of the historic Lincolnville District—668 sqft of smart, stylish living that perfectly captures the spirit of old St Augustine. Thoughtfully renovated in the early 2020s, this 2-bedroom, 1-bathroom home blends vintage character with modern convenience. Inside, you'll find wood floors throughout, vaulted ceilings & custom built-in beds maximizing space without sacrificing style. The bathroom features a timeless clawfoot tub & and the tankless water heater ensures endless hot showers. A full-size washer and dryer are also included, offering everyday practicality in a compact footprint.

141 Blanco 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
$1,250,000
5 Beds ⋅ 3 Baths ⋅ 2116776 MLS
Own a piece of St. Augustine charm with this well-maintained triplex located just steps from Flagler College and the heart of downtown. Perfectly situated for investors or owner-occupants, this income-producing property features three separate apartments with private entrances and paved off-street parking for all residents. Two of the apartments each offer 2 bedrooms and 1 bathroom, while the third unit is a 1 bedroom, 1 bathroom. The current owner occupies one of the 2-bedroom units, another is vacant and ready for a new tenant or owner, and the 1-bedroom apartment is rented month-to-month. This turn-key property has been carefully maintained over the years, with a newer roof (approximately 2 years old) and thoughtful updates throughout. Two apartments share an on-site laundry area, while one unit includes its own washer and dryer. The ground-level garage/storage area provides added convenience and includes a full bathroom—offering flexibility for future use. A shared covered patio creates an inviting outdoor space, perfect for relaxing or entertaining. Located within walking distance of restaurants, shops, and the historic district, this property offers both immediate income potential and long-term value in one of Florida's most desirable coastal markets.

62 1/2 Valencia Street, 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
$725,000
2096375 MLS
Historic St Augustine - Discover the perfect blend of tranquility and convenience with this stunning 0.24acre marsh-front lot, located in the heart of historic downtown St. Augustine. Just a short walk to charming shops, delightful restaurants, and all the attractions this beautiful city has to offer, yet tucked away enough to offer a peaceful, serene retreat. The lot boasts breathtaking marsh and sunrise views, providing a picturesque backdrop for your dream home. Beautiful, mature trees grace the property, adding to its natural beauty and offering privacy and shade. With its prime location and unmatched views, this is the ideal canvas to build the home you've always envisioned. Don't miss the opportunity to own a piece of paradise in one of the most desirable areas in St. Augustine.

160 Washington Street, St. Augustine
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