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$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
$949,000
4 Beds ⋅ 2 Baths ⋅ 2128943 MLS
Rare downtown St. Augustine duplex — fully furnished, fully restored, and full of opportunity. Just one block from the nation's oldest street and two blocks from the bayfront, this historic property delivers an unbeatable location with flexible income potential. Each of the two apartments features 2 bedrooms, 1 bath, a full kitchen, living room, eat-in area, and private laundry. Property has up to four parking spots. The owner has preserved the historic character while upgrading electrical, plumbing, and HVAC — each unit has its own electric meter and central heat & air. Enjoy over 1,880 sqft of living space with covered porches, a balcony, and a private back patio perfect for grilling or pets. Rent both units for maximum returns, live in one and rent the other, or convert to a single-family home with ease. All appliances included. Minutes to the beaches, steps to dining, shopping, and everything that makes St. Augustine one of the most desirable locations in Florida.

251 Charlotte Street, 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
$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
$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
$990,000
3 Beds ⋅ 3 Baths ⋅ 2120758 MLS
Discover this exclusive enclave of just eight condominiums, each with its own deeded boat slip--this one featuring a 15,000-lb lift and direct access to the Atlantic via the nearby St. Augustine Inlet. This solid block-constructed residence offers elegant living with sweeping, unobstructed views of the Intracoastal Waterway and the ocean inlet. Inside, you'll find a refined, beautifully maintained three-bedroom, three-bath retreat. High-end details shine throughout, including custom cabinetry, crown and trim moldings, wood and 19'' tile flooring. The spacious kitchen offers ample room to cook and entertain, complete with stainless steel appliances, wood cabinetry, and generous granite counter space. Relax on your private balcony while taking in the wildlife and watching boats glide by--it's sure to become your favorite spot. A one-car garage, additional parking, and a sparkling pool are all included. Close by are Vilano Beach and historic St. Augustine. NOW also available for rent. Minimum Rental Time is one year. Quality of Life. . . That's What it is All About!

1 Radio Road Unit 203, 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
$869,000
3 Beds ⋅ 3 Baths ⋅ 2113264 MLS
With a location in the heart of Historic Downtown St. Augustine and only minutes to Vilano Beach, the Homes of 7 Sebastian Avenue effortlessly blend sophisticated design and luxury living. Developed by Ocean Life Homes, this exclusive four unit townhouse development is designed to comfortably accommodate those looking for low maintenance and a permanent residence, second home, or profitable investment opportunity. Each unit will boast a spacious two story, three bedroom, two and a half bath floor plan with a one car garage, and private 7x12 in ground pool. Interior finishings have been artfully curated to ensure only the highest quality products are utilized throughout each home. Outside, xeriscaping will be implemented to achieve minimal water usage with little to no irrigation required and pool maintenance will be included in the HOA fee. This is a rare opportunity to own a new construction luxury townhome, surrounded by shopping, dining, and walking distance to historic attractions in the epicenter of the Nation's Oldest City. For further details and specifications, contact us today.

7 Sebastian Avenue Unit D, St. Augustine
$859,000
3 Beds ⋅ 3 Baths ⋅ 2113265 MLS
With a location in the heart of Historic Downtown St. Augustine and only minutes to Vilano Beach, the Homes of 7 Sebastian Avenue effortlessly blend sophisticated design and luxury living. Developed by Ocean Life Homes, this exclusive four unit townhouse development is designed to comfortably accommodate those looking for low maintenance and a permanent residence, second home, or profitable investment opportunity. Each unit will boast a spacious two story, three bedroom, two and a half bath floor plan with a one car garage, and private 7x12 in ground pool. Interior finishings have been artfully curated to ensure only the highest quality products are utilized throughout each home. Outside, xeriscaping will be implemented to achieve minimal water usage with little to no irrigation required and pool maintenance will be included in the HOA fee. This is a rare opportunity to own a new construction luxury townhome, surrounded by shopping, dining, and walking distance to historic attractions in the epicenter of the Nation's Oldest City. For further details and specifications, contact us today.

7 Sebastian Avenue Unit C, St. Augustine
$1,600,000
2112714 MLS
Welcome to Bonita Bay, downtown St. Augustine's premier luxury waterfront community. Situated in the heart of historic downtown, Bonita Bay is the only gated luxury waterfront community in the area and this is your rare opportunity to own a .26-acre double lot, fully shovel-ready and primed for your custom home. This unique home site offers dual gated access with the ability to enjoy the security of the main community gate, plus the exclusivity of your own private gate, offering sole entry to the property. From your future home or the community marina, take in gorgeous Intracoastal views or enjoy some time on the water while utilizing your two deeded boat slips. Located at the corner of Marine and South Streets, you are walking distance to all downtown shops, dining, and historic attractions. Build the waterfront lifestyle you've always envisioned—right in the heart of one of Florida's most charming and historic cities.

1 South 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
$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
$2,395,000
2106655 MLS
Welcome to 62 Cuna Street, also known as the iconic Pomar House—a stunning, fully renovated mixed-use property nestled in the heart of St. Augustine's historic district. This exceptional and versatile real estate gem is now available for $2,295,000, offering an unmatched investment opportunity. Situated in Downtown St. Augustine, steps away from vibrant St. George Street, this property boasts unbeatable access to tourism, shopping, and dining in the nation's oldest city. Built in 1900 and lovingly restored, the structure retains its significant architectural character while embracing modern functionality. Totaling approximately 4,381 sq ft, it combines ground-floor commercial spaces.

62 Cuna 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
$5,000,000
2089961 MLS
What an incredible opportunity! 5 Acres in St. Augustine Directly Located behind Target and Adjacent to the Brand New Shipyards Development! Must go do a drive by and see for yourself!! Currently Zoned OR and Future Land Use in Mixed Use! Toll Brother is currently developing 55 Single Family homes and close to 60 Townhomes! Asado Life! One of the best local restaurants! Brand new apartments that have a parking garage built in to make this a more walking friendly vibe! Surveys, Zoning info, and more on file! There is also a variety of site plans that are just for visual ideas as none of them have been approved by the county!

1480 Arapaho Avenue, St. Augustine
$60,000
2087504 MLS
Don't miss this rare opportunity to own a profitable and well-established retail business in the heart of historic downtown St. Augustine. Ideally positioned along the highly trafficked, pedestrian-only St. George Street, this approximately 225 sq. ft. retail space benefits from exceptional visibility, consistent foot traffic, and year-round exposure in one of Florida's most visited historic destinations. Whether you are an experienced operator or looking to enter the vibrant St. Augustine retail market, this offering presents an attractive opportunity with a prime location, established customer base, steady income, and future growth potential. With millions of visitors coming to St. Augustine each year, and a significant percentage exploring the historic downtown district on foot, this location offers strong exposure in the center of one of the city's most desirable retail corridors. Attractive lease terms are in place. Business opportunity only -- no real estate is included. Inventory is not included and will be sold separately. Contact us today for more information.

106 St. George Street Street, St. Augustine
$358,900
2028673 MLS
Enjoy all that Historic St Augustine have to offer! Superior lot with views of the San Sebastian River! Great location for your forever Home, Vacation home, or Rental. Walking distance to downtown, the St Augustine Distillery, the St Augustine Fish Camp, Santa Monica hotel and more. ***Proposed Sebastian Inland Harbor Development nearby.*** Zoned RG-1, allows for nightly rentals ( Airbnb). City water and sever. Property has 2 addresses. Lot size qualifies for 2 three story townhome or home. Up to 2017 , they had 2 single homes on this property ( See photo). Assigned 2 addresses: 130 DE HAVEN ST 132 DE HAVEN ST Zonning: Residential General One (RG-1) (CoSA Muni Code Sec. 28-163) Permitted Uses: Single-family dwellings Multiple-family dwellings Housing for the elderly Rooming houses and boarding houses Home office, private Tourist homes and bed and breakfast inns Neighborhood recreational facility Accessory apartments

130 De Haven Street, St. Augustine
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