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$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

$69,999
2124008 MLS
Here's your chance to secure prime real estate in one of St. Augustine's fastest-growing areas! These amazing buildable lots are easily accessible off a paved county road, offering the perfect blend of convenience and tranquility. Whether you're a builder, investor, or future homeowner, this is the kind of opportunity you don't want to miss. With three lots available each being subdivided and offered individually at $70,000 you can buy one... or buy them all! Build your custom home, create a small development, or secure land now while values are still rising. The flexibility here is incredible. This area is rapidly developing, making these parcels ideal for: New construction homes, long-term investment, builders seeking inventory, buyers wanting land while it's still affordable Seller is motivated. Make your best offer! Flat, usable land in an accessible location this is exactly what smart buyers look for.

S Volusia Street, 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

$489,999
2 Beds 2 Baths 2123086 MLS
Waterfront gem in the Historic District of St. Augustine! This beautifully updated 2BR/2BA home offers navigable water access with stunning marsh and Intracoastal views from a quiet dead-end street. Elevated on stilts, the home features all ceramic tile, a wood-burning fireplace, and a stylish kitchen with stainless steel appliances and a mother-of-pearl backsplash. Recent upgrades include a new metal roof, windows, doors, gutters, and a brand-new lower deck with retractable awning. Enjoy a fenced yard, parking for 4+ vehicles including RV/boat, and a very successful Airbnb history. NO HOA!!! Prime location!!! Bike to the beach, walk to downtown St. Augustine and the Fort, with access to a community park, and garden. Ideal as a primary residence, second home, or investment property.

31 Oak Street, St. Augustine

$800,000
3 Beds 2 Baths 2120784 MLS
Located in one of Vilano Beach's most sought-after pockets, this updated coastal retreat offers a strong blend of comfort, design, and income potential. The home has been thoughtfully improved with a new HVAC compressor and return unit, new sump pump, Hardie board siding, paver driveway and walkways, updated landscaping, outdoor shower, electric pool heater, new pool pump and filter, new front door, outdoor lighting, and refreshed kitchen appliances. Inside, the en suite bath has been tastefully updated, and the home comes fully furnished. A private pool, plantation shutters, and a generous lot elevate the experience. Currently an active short-term rental with consistent annual returns for the past four years, while also serving as a personal getaway for the owners. Less than three miles to Historic Downtown St. Augustine and walking distance to the beach.

409 Seventeenth 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

$1,495,000
4 Beds 3 Baths 2119227 MLS
Rare opportunity to own one of the community's few private dock homes in the highly sought-after Antiqua... Built in 2022 and located on the final cul-de-sac lot permitted to have a private dock, this exceptional waterfront property offers a level of privacy and boating access that's rarely available. Set on a spacious waterfront lot with unobstructed views of the St. Augustine Lighthouse and scenic marsh, the home features a private canal with direct access to the Intracoastal Waterway. Cruise to the downtown St. Augustine Marina in approximately five minutes by boat, spend the day exploring the waterways, or enjoy St. Augustine Beach just one mile away. A standout feature of this home is its unique location--because no dock is permitted to the south, you'll enjoy a more open waterfront setting and enhanced privacy. The private dock is equipped with water, electric, and underwater lighting, making it ideal for boating, fishing, kayaking, or simply relaxing by the water. Inside, thoughtful custom finishes, rich wood cabinetry, built-ins, and designer touches complement the open floor plan. A first-floor guest bedroom and full bath provide flexibility for family and guests. Triple hideaway sliding glass doors open to an incredible covered lanai featuring a fully equipped outdoor kitchen, oversized island, natural stone fireplace, mounted TV, surround sound, and a spacious paver patio--perfect for entertaining year-round. Upstairs, a bonus loft with custom wood beams and built-ins provides additional living space, while the primary suite offers custom closet organizers, a private balcony with stunning marsh and lighthouse views, and a beautifully appointed ensuite bath. Two additional bedrooms share a spacious bathroom, and the oversized laundry room adds everyday convenience. Luxury finishes include porcelain wood-look tile throughout the first floor, luxury vinyl plank flooring upstairs, and carpet in only one bedroom. Residents of Antiqua enjoy a community pool, clubhouse, and kayak launch, with restaurants, shopping, the St. Augustine Amphitheatre, Historic Downtown, and St. Augustine Beach all just minutes away. Wake up to breathtaking sunrises, spend the day on the water, and unwind around the outdoor fireplace as the sun sets over the marsh. Whether you're boating to dinner downtown, fishing from your private dock, or simply enjoying the peaceful waterfront setting, this home offers an exceptional coastal lifestyle in one of St. Augustine's most desirable waterfront communities.

62 Guanahani Trail, 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

$363,900
2 Beds 3 Baths 2118802 MLS
Looking for the ideal vacation home, weekend escape, or beachside investment? This move-in ready 2-bedroom, 2.5-bath townhouse-style condo in Mariner's Watch at Vilano Beach offers a rare combination of comfort, convenience, and coastal lifestyle--just steps from the sand. Positioned directly across from the beach with easy access, this residence stands apart with a unique feature not found in other units--a convenient downstairs half bath, adding both functionality and value. Inside, you'll find a well-appointed kitchen with stainless steel appliances and a breakfast bar that opens seamlessly into the living space--perfect for entertaining or unwinding after a day by the ocean. Step outside and enjoy refreshing coastal breezes from not one, but two private decks, or relax on your ground-level paver patio--your own private retreat. Additional highlights include hurricane shutters for peace of mind, a tandem 2-car covered carport with dedicated storage, and recent community upgrades including a new roof and freshly painted exterior--enhancing both value and long-term appeal. The location is exceptional. Situated next to Nease Beachfront Park, a scenic boardwalk, and nature trails overlooking the Intracoastal Waterway, you're also just minutes from Vilano Town Center, the community pier, local dining, and Publix. Historic downtown St. Augustine is only a short drive away, with Ponte Vedra and Jacksonville easily accessible. Condo fees cover water, sewer, trash, pest and termite control, exterior maintenance, and master insurance--delivering a truly low-maintenance, lock-and-leave ownership experience. Whether you're seeking a personal coastal getaway or a strong rental opportunity (6-month minimum), this is a rare chance to own in one of Vilano Beach's most desirable and well-kept communities. Opportunities like this--offering location, lifestyle, and value--are becoming increasingly hard to find. Schedule your private showing today.

3145 Coastal Hwy Unit 1128, St. Augustine

$939,000
4 Beds 4 Baths 2118724 MLS
LOWER APR OPPORTUNITY! Experience elevated Florida living in this beautifully appointed MasterCraft home in Madeira, one of St. Augustine's sought-after gated communities. Exceptional curb appeal begins with a paver driveway and professionally designed landscaping. Inside, this sophisticated 4-bedroom home, with the flexibility for a 5th bedroom, offers a thoughtfully designed split floor plan. The chef-inspired kitchen features stainless steel appliances, gas cooktop, double ovens, generous counter space, and two full-size refrigerators. Tray ceilings in the foyer and great room add architectural elegance to the bright, open living spaces. Outdoors, an expansive screened lanai with stone pavers, dedicated grilling area, and serene pond views creates a private retreat for entertaining or relaxing. Luxury, comfort, and timeless Florida living await in Madeira. Come experience it for yourself!

181 Lamego Lane, 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

$365,000
2117511 MLS
Rare development opportunity consisting of two adjacent RG-1 -- Residential General, Medium Density -- zoned parcels totaling approximately 0.55 acres in the City of St. Augustine. The site is cleared and development-ready, with city water and sewer available, offering a strong foundation for a thoughtfully designed residential or boutique hospitality project in one of Florida's most supply-constrained historic coastal markets. The RG-1 zoning district allows a range of residential and lodging-oriented uses, including multi-family dwellings, bed and breakfast inns, rooming or boarding houses, housing for the elderly, and accessory apartments. This provides developers with flexibility to deliver much-needed housing or boutique accommodations near the historic core. Based on current zoning standards, the district allows up to 16 units per acre for multi-family development, subject to applicable development standards including lot coverage, height, setbacks, and all required municipal approvals. This location is further strengthened by continued investment and improvement in the surrounding area. The City of St. Augustine has moved forward with a major public-private parking garage project with local businessman Barry Broudy near West King Street, a reported $100 million initiative designed to help address parking and mobility needs serving the historic district and surrounding neighborhoods. Nearby, the newly identified Ravenswood Park area along the San Sebastián Riverfront adds to the neighborhood's long-term appeal, with public open-space investment and walking-trail potential enhancing the connection between the riverfront, downtown, and the west side of the city. The property also benefits from views of the San Sebastián River, the Cathedral Basilica dome, and the iconic Great Cross, reinforcing its connection to the historic character that continues to drive strong tourism, housing demand, and investment interest in St. Augustine. Located near Flagler College, historic downtown St. Augustine, marinas, dining, cultural attractions, and the growing West King corridor, the site sits within one of Northeast Florida's most desirable and historically significant coastal markets. With flexible medium-density zoning, available infrastructure, proximity to major public and private investment, and a prime location near St. Augustine's historic core, this offering represents a compelling opportunity for developers, hospitality operators, and residential investors seeking to deliver a distinctive project in America's oldest city.

29 & 27A Florida Avenue, 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

$214,000
3 Beds 3 Baths 2115754 MLS
This just- like-New townhouse, has completely NEW kitchen, New tile flooring, New Paint job and it's Turn Key move in ready. Conveniently located a short half mile from Interstate 95, the St Augustine Outlet Mall, Baptist Hospital and Wolfson's Children's Emergency Room. This community has completely redone its pool, put on a New roof, New siding and an all New paint job. This home is just 15 minutes to beautiful Vilano Beach, and historic downtown St Augustine which has two hundred restaurants, over thirty art galleries, four colleges, a modern multiplex movie house, the historic fort Castillo San Marco, Flagler Hospital. The townhouse is in the best A rated school district in Florida, these are only a few of the many benefits this home has to offer. Come see it!

613 Drake Bay Terrace, St. Augustine

$2,200,000
2114353 MLS
272 Foot Frontage for this 2.75 ac parcel on the East side of driveway. This parcel has 2.1 ac fronting SR 16 and would have roughly a .65 ac proportionate share in the retention pond. This is directly on SR 16 which is the Main commercial highway in and out of Old St. Augustine, Fl. . The 1900 Site W of drive is 3.3 acres with approx 412 feet fronting 16 plus roughly a .8 ac share in the retention pond (totaling 4.1 acres). Please note that the 1900 (listing # 2114333) & this 1910 SR 16 listings are both part of the same 8.3 ac parcel but with different approaches as to how it is subdivided & marketed.. To be clear there are two engineer generated site plans for this site depending on the developers vision and needs. Approx 5 acres of the 8.3 acres are wet. Owners are in the process of getting the permits required to impact the wetlands. Owners will consider paying a portion of the impact fees depending on contract price. Virtually all of SR 16 East of I-95 has become a High Demand/High Traffic Area. The majority of sites available two years ago are now in some phase of review, prep for closing or development. 3 of the 4 new housing projects in this market area are directly to 16 (please see pics regarding these developments). On last review there were only two other larger parcels available in the area. One had 200 ft and the other 225 feet of Frontage on 16. These two sites have since gone under contract. The full 8.3 acre site (Listing # 2114333) is in the process of being planned & permitted for potential entitlements up to 60,000 sqft. In this 1910 SR 16 site plan it is geared for the developer and end user looking to take maximum advantage of the Highest Traffic Count anywhere on SR 16 (roughly 43K/day, see attachment line 93.2). Note there is a Median Cut already in place on 16 going directly into the drive providing easy access for customers going in either direction. There will be two buildable sites on each side of drive plus a 1.45 ac pond in back of the larger site on the W. side. Clients can purchase the full 8.3 acres or one full side whether it's the 4.1 ac side or the 2.75 ac side. There is yet another 1.53 ac parcel located behind the 2.75 ac site which can be purchased with either of the two front sites. Ideal for most any commercial endeavor and can go as high as 5 stories. Any which way you slice it your client can not possibly get better exposure than these sites afford. These sites are ideal for your clients looking to build structures in the 17 to 32,000 ft range. Please check attached Zoning charts to confirm your project complies with current CI zoning. Zoning in the front portion of the property is CI commercial intensive. See zoning map in photos section. Potential purchasers are advised to confirm zoning and all other pertinent facts and details during their due diligence period. PLEASE DO NOT DISTRURB TENANT!! Contact listing agent before showing the property. Property currently has a 3000 ft metal structure & two auto related businesses on the site W. of the drive. These are not being considered in the valuation. Convenience stores w gas pumps like Circle K, 7-11, Race Trac or even Buc-ee's. Other good fits are grocers like Trader Joe's, Sprouts, Fresh Market or popular Fitness Studios Also Ideal for QSR's (quick serve restaurants like Five Guys, Cava, BurgerFi or Panda Express, Drive-Thru coffee & Beverage Shops like Dutch Brothers or Ellianos, Banks-Credit Unions, Urgent Care/Medical Office/Vision Care i.e. America's Best Contacts, or Dental like Heartland or Deca Dental. Also needed is a Pharmacy w Drive-Thru. Specialty Retail like Mattress Firm, Auto Zone, O'Reilly's or Wireless Providers. Car washes like Mr. Clean, Tommy's Tidal Wave or Mister Car Wash. Also a good fit for auto accessory shops like Tint World, Black Optix, Line-X or Color Glo. Tech Schools, College Satellite facilities, Medical/profession office bldg, Top end (Covered) RV and Boat Storage, Large Scale Fitness Facility, Recreation facilities, Adult & Child Care Centers etc.

1910 State Road 16, St. Augustine

$5,974,000
2114333 MLS
412 Feet of Frontage per each 3.5 acre parcel or 823.5 Frontage for both (per tax roll). This is directly on State Road 16 which is the Main Road in and out of Old St. Augustine, Fl. . On last review there were only two other larger parcels available in the area. One had 200 ft and the other 225 feet of Frontage on 16. Please note that the 1900 and the 1910 (Listing # 2114353) SR 16 listings are the same parcel of land with different approaches as to how it is marketed and developed. To be clear there are two engineer generated site plans in the works for this site depending on the developers vision and needs. Virtually all of SR 16 has become a High Demand/High Development Area. The vast majority of sites available two years ago are now in some phase of development. 3 of the 4 new housing projects in the area have recently come directly to 16 (please see pics regarding these developments). The upscale Tapestry located just to the West of this site finished construction recently and is currently leasing. Another is nearing completion in the 1100 block of SR 16 while another in the 800 to 900 block of 16 finished clearing and plans to start construction in early Q1 2026. Two of the three new housing developments are for 300+ units. The fourth large housing development (Terrassa) is just North of 16 and E. of I-95 where the high end outlet mall used to be. Terrassa is also planned for over 300 luxury apts. This high growth area is in need of commercial retail and services to satisfy the Mushrooming demand. Due to the exposure this appears to be one of the very few larger sites remaining on SR 16 that would qualify as Prime. Other non-residential projects being built on 16 include a dental bldg w a coffee shop and an emergency care bldg in the 800 block. An exotic car dealership (Sunday Drive) is coming soon to the 2100 block of 16. Lastly Atlantic Marine is soon to build a new boat showroom in the 2200 block of SR 16. This 12 acre site is in the process of being planned and permitted for potential entitlements up to 100,000 sqft. In this 1900 SR 16 site plan there are two smaller outparcels of approx 1.2 acres in front ideal for QSR's (quick serve restaurants like Five Guys, Cava, BurgerFi or Panda Express, Drive-Thru coffee & Beverage Shops like Dutch Brothers or Ellianos, Banks-Credit Unions, Urgent Care/Medical Office/Vision Care i.e. America's Best Contacts, or Dental like Heartland or Deca Dental. Also needed is a Pharmacy w Drive-Thru. Specialty Retail like Mattress Firm, Auto Zone, O'Reilly's or Wireless Providers. Car washes like Mr. Clean, Tommy's Tidal Wave or Mister Car Wash. Also a good fit for auto accessory shops like Tint World, Black Optix, Line-X or Color Glo. With this 1900 SR 16 site plan, in back of the outparcels there will be two sets of strip stores on either side of the driveway. Both with drive thru end caps. These strips could offer the obvious needed services such as hair and nail salon, barber, dry cleaner, beauty supply, mini bank branches w atm machines, small sit down restaurants, pet care and grooming etc. In back of the strip stores there is a space that can accommodate a large structure with a footprint of 15,000 sqft and can go up to 5 stories. A structure like that would be ideal for Commercial Flex space, a hotel, or potentially a larger scale bed and breakfast built with an Old St. Augustine motif. A few other options include: Tech Schools, College Satellite facilities, Medical/profession office bldg, Top end (Covered) RV and Boat Storage, Large Scale Fitness Facility, Recreation facilities, Adult & Child Care Centers etc. Please check attached Zoning charts to confirm if your project applies. Although this property currently has a 3000 ft metal structure and two businesses on site W. of the drive, these are not necessarily being considered in the valuation of this property. In the alternate 1910 SR 16 site plan (Listing # 2114353) it is geared for the developer and end user looking to take maximum advantage of the top end traffic count of roughly 43K/day (see attachment line 93.2). Note The $2.7M price is for the site on the E. side of the drive. There is a Median Cut already in place on 16 going directly into the drive providing easy access for customers going in either direction. There will be two buildable 3 acre sites on each side of the drive plus roughly a 1/2 acre retention pond in back of each for a total of 3.5 acres each side of drive. Your clients can purchase the full 7 acres or one full side (3.5 ac) or as little as 1.15 acres which includes their portion of the retention. Any which way you slice it your client can not possibly get better exposure than these sites afford. These full 3.5 acre sites will be ideal for your clients looking to build structures in the 15 to 30,000 ft range such as Convenience stores w gas pumps like Circle K, 7-11, Race Trac or even Buc-ee's. Other good fits are grocers like Trader Joe's, Sprouts, Fresh Market or the popular Fitness Studios. Zoning qualifies the site for auto sales which should include smaller Car Dealerships. The two businesses currently on site are an Auto Repair Shop and a Used Car Sales. Zoning in front portion is Commercial Intensive (CI) while the rear portion in (CHT) Commercial Highway Tourist Contact Agent/Owner for any additional details required It is Very Very Important Not to Disturb the Tenant!!

1900 State Road 16, St. Augustine

$1,049,000
4 Beds 4 Baths 2113006 MLS
*Available Early 2027* Toll Brothers has developed our most tranquil and natural piece of property to date in the brilliantly-located, exclusive, gated community of Madeira in St Augustine. 5 minutes from downtown and 10 minutes from Vilano Beach. New construction from Toll Brothers! This single-story home will sit comfortably on a 90' wide home site on lake-to-preserve with fantastic sunsets and room for a pool. Featuring 10', 11' and 12' tall ceilings and 8' tall doors, gourmet kitchen with gas cooktop and soft-close cabinet doors and drawers, paver driveway and lanai, and sliding glass doors that open to a spectacular view. Home sites are select-cleared to save as many of the natural trees as possible. It's absolutely stunning. Come enjoy the quietude of the marsh life. Call today to schedule your private tour!

1006 Pantano Drive, 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

$289,900
3 Beds 2 Baths 2110706 MLS
Charming Second-Floor Corner Condo with no one above you. With updated HVAC, water heater, appliances and more. Nestled in the gated, pet-friendly Vista Cove community along the San Sebastian River, this charming 3 bed, 2 bath corner condo offers the perfect blend of modern updates and unbeatable location. Just 2.7 miles from historic downtown St. Augustine and 4.3 miles from the sandy shores of Vilano Beach, this second-floor unit is ideal for full-time residents, vacation homeowners, or savvy investors seeking a spacious rental property. Step inside this thoughtfully updated condo to find rich oak wood flooring, a modernized kitchen with new cabinetry and granite countertops, refreshed bathrooms with new sinks and fixtures, and stylish tile in the third bedroom. Recent upgrades include a new HVAC and water heater (2022), a new electric range (2025), and energy-efficient window updates (2025), new garbage disposal (2026). Unwind on the inviting screened in porch, featuring a remote-controlled privacy screen, perfect for enjoying quiet evenings with a cool breeze. Vista Cove offers a vibrant lifestyle with exceptional amenities covered by the condo fee, including high-speed internet, two sparkling pools open year-round, a state-of-the-art fitness center, RV and boat parking, and a friendly clubhouse for gatherings. Residents love exploring the community's scenic boardwalks through preserved natural areas, spotting local wildlife like herons and ibis, or relaxing on the riverfront pier. The association is financially sound, with recent updates like new roofs, freshly painted and sealed buildings to meet Florida's strict insurance standards, and eco-conscious landscaping that enhances beauty and sustainability. This move-in-ready condo, larger than many in the area, combines low-maintenance living with access to St. Augustine's best attractions. These condos are approved for conventional, FHA and VA loans!

2521 Vista Cove Road, St. Augustine

$295,900
2 Beds 2 Baths 2107267 MLS
Don't miss this rare opportunity to own a turn-key end-unit townhome in Salt Run II. Located in Davis Shores on Anastasia Island this fully renovated 2BR/1.5 BA residence offers 1,098 sq ft of low-maintenance coastal living and is ideally suited as a vacation home, investment property, or full time residence. Recent upgrades include stainless steel appliances, luxury vinyl plank flooring in the bedrooms, and tile throughout the ground floor and wet areas. New modern fixtures create a stylish and comfortable interior. The semi open concept kitchen seamlessly connects to the living and dining areas. Both bedrooms are located on the second floor, each offering abundant natural lighting, walk in closets and a shared updated bath. Enjoy outdoor relaxation with covered porches on both levels as well as a shared courtyard. This unit also boasts of an assigned parking space and one of 5 coveted carport spaces.

405 Flagler Boulevard Unit 6A, St. Augustine

$400,000
5 Beds 3 Baths 2104622 MLS
Short Sale is approved at Listing Price By Lender. Built in 2024, this like new, nearly new construction home offers modern living with minimal maintenance. Although this is a short sale, the home itself is not distressed and shows only some cosmetic stress. Simple updates like fresh interior and exterior paint, new carpet in the bedrooms and stairway, and new sod in the front and backyard will quickly return the home to model-home condition. Structurally and mechanically sound, this well-maintained property provides a move-in-ready layout without the price of brand-new construction. An excellent opportunity for buyers seeking to move in now with so many new builds in the community that will take 10 or months to build.

192 Barbosa Trail, St. Augustine

$248,500
2 Beds 1 Baths 2103711 MLS
This beautifully updated 2BR/1BA ground-floor unit in the Salt Run community offers coastal charm with modern luxury. The spacious kitchen boasts leathered quartz countertops, a striking navy center island, open shelving, stainless steel appliances, and custom lighting—ideal for entertaining. Wood-look tile flooring flows throughout, complemented by recessed lighting and a calming coastal palette. The spa-inspired bathroom features elegant tilework, a new vanity, matte black fixtures, and updated plumbing. Additional upgrades include updated electrical systems, in-unit laundry, and low-maintenance living. Enjoy relaxing on your private screened patio surrounded by tropical landscaping. Located just minutes from historic downtown St. Augustine, the beach, Lighthouse Park, and top-rated schools. Perfect for full-time living, a vacation retreat, or rental investment!

22 Comares Avenue Unit 4A, 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

$1,329,000
4 Beds 4 Baths 2096370 MLS
*Private rooftop terraces redefine the living experience at Cortez on the Water, creating a seamless indoor-outdoor lifestyle with breathtaking panoramic views, private elevator access to the rooftop level, and the option for a builder upgrade to add an interior stairway connection* Welcome to 82 Cortez within Cortez on the Water - an exclusive enclave of 30 luxury waterfront residences nestled on Anastasia Island along the Intracoastal Waterway. Capturing sweeping views of the Intracoastal, Salt Run, the iconic St. Augustine Lighthouse, and the downtown skyline, this beautifully appointed Sailfish floor plan is perfectly positioned just minutes from historic downtown, Anastasia State Park, and the area's most celebrated coastal destinations. This 2,867 SF three-story residence with rooftop living includes a private in-unit elevator, deeded boat slip with direct deep water access, and an oversized two-car garage with sleek epoxy-coated flooring for a clean, polished finish. A grand, wide-plank polished finish. A grand, wide-plank staircase with flared entry design creates an impressive sense of arrival, while the paverstone driveway enhances the home's timeless curb appeal.a stylish full bath, a dedicated laundry room, and direct access to a covered patio with tranquil marina and water views. On the second floor, the spacious primary suite is a serene retreat, featuring a spa-inspired oversized bath, a customized walk-in closet, and a private covered balcony overlooking a tranquil pond with views of the Intracoastal beyond. Two additional bedrooms and a full bath complete this level. The third floor showcases a bright, fully open floor plan thoughtfully designed for effortless entertaining and everyday living. The gourmet kitchen features a striking waterfall-edge quartz island with a shiplap design and abundant storage, sleek countertops, an upgraded refrigerator, designer cabinetry, and a stainless steel chef-grade gas cooktop with an upgraded hood vent. The kitchen backsplash and spa-inspired bathrooms carry the luxury coastal modern design throughout the home. Wide-plank wood flooring extends throughout the residence, while the spa-inspired primary bath features large-format ceramic tile in warm grey and cream tones that cascades seamlessly into the oversized shower. A casual dining nook off the kitchen opens to a private balcony with expansive views of the surrounding coastal landscape. The open dining area transitions seamlessly into the spacious living room, which extends onto a second covered balcony overlooking the marina and Intracoastal. From the front windows, enjoy incredible views of the historic St. Augustine Lighthouse. Additional features include a tankless water heater and pre-plumbing for a water softener in the garage. Stylish details and modern finishes enhance the residence's refined coastal character. Enjoy resort-style amenities including a waterfront heated pool, hot tub, private marina access, and a covered poolside lanai featuring ample counter space for serving and an island with bar seating perfect for effortless outdoor entertaining. Cortez on the Water offers timeless design, exceptional craftsmanship, and the best of coastal St. Augustine living. ***Select builder upgrades still available

82 Cortez Avenue, St. Augustine

$1,100,000
4 Beds 4 Baths 2095680 MLS
*Private rooftop terraces redefine the living experience at Cortez on the Water, creating a seamless indoor-outdoor lifestyle with breathtaking panoramic views, private elevator access to the rooftop level, and the option for a builder upgrade to add an interior stairway connection* Welcome to 15 Comares within Cortez on the Water - an exclusive enclave of 30 luxury waterfront residences nestled on Anastasia Island along the Intracoastal Waterway. Capturing panoramic views of Salt Run, the Intracoastal, the historic St. Augustine Lighthouse, and the downtown skyline, this beautifully appointed Swordfish floor plan is perfectly positioned just minutes from historic downtown, Anastasia State Park, and the area's most celebrated coastal destinations. This 2,872 sq ft three-story residence with rooftop living includes a private in-unit elevator, deeded boat slip with direct deep water access, and an oversized two-car garage with freshly painted flooring for a clean, finished look. A grand, wide-plank staircase with flared entry design creates a striking first impression, while the paverstone driveway enhances the home's timeless curb appeal. The first floor features a private guest suite or flexible entertainment space pre-plumbed for a wet bar (optional upgrade),a stylish full bath, a dedicated laundry room, and direct access to a covered patio with tranquil water views. On the second floor, the spacious primary suite is a serene retreat, offering a spa-inspired oversized bath, a large walk-in closet, and a private covered balcony overlooking a tranquil pond with views of the Intracoastal beyond. Two additional bedrooms and a full bath complete this level. The third floor showcases a bright, fully open floor plan thoughtfully designed for entertaining and everyday living. The gourmet kitchen features sleek quartz countertops with abundant workspace, a large island with additional storage, high-end stainless steel appliances, a gas cooktop, and designer cabinetry. Luxury vinyl plank flooring flows throughout, creating a warm modern coastal feel. A casual dining nook off the kitchen opens to a private balcony with expansive views of the surrounding coastal landscape. The open dining area flows seamlessly into the spacious living room, which extends onto a second covered balcony overlooking the marina and Intracoastal. From the front windows, enjoy an incredible view of the historic St. Augustine Lighthouse. Additional features include wide-plank wood flooring throughout, a tankless water heater, and pre-plumbing for a water softener in the garage. Stylish details and modern finishes enhance the residence's refined coastal character. Enjoy resort-style amenities including a waterfront pool, hot tub, private marina access, and a covered poolside lanai featuring ample counter space for serving and an island with bar seating perfect for effortless outdoor entertaining. Cortez on the Water offers timeless design, exceptional craftsmanship, and the best of coastal St. Augustine living. **Select builder upgrades still available.

15 Comares Avenue, St. Augustine

$1,450,000
4 Beds 4 Baths 2095670 MLS
*Private rooftop terraces redefine the living experience at Cortez on the Water, creating a seamless indoor-outdoor lifestyle with breathtaking panoramic views, private elevator access to the rooftop level, and the option for a builder upgrade to add an interior stairway connection* Welcome to 35 Cortez within Cortez on the Water-an exclusive enclave of 30 luxury waterfront residences gracefully positioned along the Intracoastal Waterway. This beautifully appointed Swordfish floor plan offers captivating views of Salt Run, the Intracoastal, and the downtown skyline. Ideally located minutes from Anastasia State Park, award-winning restaurants, and the vibrant energy of coastal living, this residence delivers refined design and effortless luxury. This 2,872 SF three-story home with rooftop enjoyment includes a private in-unit elevator, deeded 40' boat slip with direct deep water access, and an oversized two-car garage. A grand, wide-plank staircase with a flared entry design creates an impressive first impression, while the paverstone driveway enhances the home's timeless coastal curb appeal. The first floor features a private guest suite or flexible entertainment space pre-plumbed for a wet bar (optional upgrade), a stylish full bath, a dedicated laundry room, and direct access to a covered patio with tranquil marina and water views. On the second floor, the spacious primary suite is its own retreat, offering a spa-inspired oversized bath, a large walk-in closet, and a private covered balcony overlooking the Intracoastal. Two additional bedrooms and a full bath complete this level. The third floor showcases a bright, fully open floor plan thoughtfully designed for effortless entertaining and everyday living. The gourmet kitchen features a waterfall-edge quartz island with ample storage, high-end stainless steel appliances, an electric range, and designer cabinetry. A casual dining nook off the kitchen opens to a private balcony with expansive views of the Intracoastal Waterway, heated pool, and the surrounding community. The open dining area flows seamlessly into the spacious living room, which extends onto a second covered balcony overlooking the marina and Intracoastal. Additional features include wide-plank wood flooring throughout, a tankless water heater, and pre-plumbing for a water softener in the garage. Stylish details and modern finishes enhance the residence's refined coastal character. Enjoy resort-style amenities including a waterfront pool, hot tub, private marina access, and a covered poolside lanai featuring ample counter space for serving and an island with bar seating perfect for effortless outdoor entertaining. Cortez on the Water offers timeless design, exceptional craftsmanship, and the best of coastal St. Augustine living. Select builder upgrades still available. *3D virtual tour is of a similar floor plan within the same building and is provided for layout and design perspective. Tour reflects a staged/furnished end-unit model; the 35 Cortez is an interior unit and is offered unfurnished. Finishes, views, and features may vary.

35 Cortez Avenue, St. Augustine

$1,999,000
4 Beds 4 Baths 2095639 MLS
*Private rooftop terraces redefine the living experience at Cortez on the Water, creating a seamless indoor-outdoor lifestyle with breathtaking panoramic views, private elevator access to the rooftop level, and the option for a builder upgrade to add an interior stairway connection* Welcome to 47 Cortez - the premier end unit within Cortez on the Water, an exclusive enclave of 30 luxury waterfront residences nestled on Anastasia Island along the Intracoastal Waterway. Capturing panoramic views of Salt Run, the Intracoastal, and the iconic St. Augustine Lighthouse, this coveted end-unit home is perfectly positioned just minutes from historic downtown, Anastasia State Park, and the city's most beloved coastal dining and attractions. This 2,872 SF three-story residence with rooftop living features a private in-unit elevator, deeded boat slip with deep water access, and an oversized two-car garage with sleek epoxy-coated flooring. A grand, wide-plank staircase with a flared entry design creates a striking first impression, while the paverstone driveway adds timeless curb appeal in harmony with the coastal architectural style.covered patio with marina and water views. The guest suite is also pre-plumbed for a bar area (optional upgrade).marina and water views. On the second floor, the expansive primary suite offers a serene retreat with a custom-designed walk-in closet, spa-inspired bath, oversized shower, dual vanities, and a private covered balcony with tranquil views of the Intracoastal and beyond. Two additional light-filled bedrooms and a full bath complete this level. The third floor is the heart of this exceptional residence, thoughtfully designed for both everyday living and elegant entertaining. The chef's kitchen features a striking waterfall-edge quartz island with abundant storage, tasteful modern backsplash, custom cabinetry, and upgraded stainless steel appliances. The adjacent dining area opens to a private balcony that captures sweeping views of the Intracoastal Waterway, heated pool, and the surrounding coastal community. The spacious living area extends onto a second large covered balcony overlooking the marina and intracoastal, while front-facing windows frame unobstructed vistas of the iconic St. Augustine Lighthouse. Distinctive ceiling treatments and modern finishes enhance the refined coastal aesthetic throughout this spectacular end unit. Additional features include wide-plank wood flooring throughout, a tankless water heater, and pre-plumbing for a water softener in the garage. Stylish details and modern finishes enhance the residence's refined coastal character. Enjoy resort-style amenities including a waterfront heated pool, hot tub, private marina access, and a covered poolside lanai featuring ample counter space for serving and an island with bar seating perfect for effortless outdoor entertaining. Cortez on the Water offers timeless design, exceptional craftsmanship, and the best of luxury island living in Northeast Florida. **Select builder upgrades still available.

47 Cortez Avenue, St. Augustine

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