Realestateinstaugustinefl.com Search Results

$4,750,000

Located in this highly desirable waterfront enclave, 65 Water Street —designed by the renowned Cronk Duch Architects—offers refined coastal living with uncompromising quality, privacy, and craftsmanship throughout, all within walking distance to historic downtown St. Augustine. This 3-bed, 4.5-bath residence is thoughtfully designed for both everyday comfort and elegant entertaining, enhanced by multiple covered balconies that capture serene water views and coastal breezes. The heart of the home is the chef's kitchen, featuring high-end appliances and an open-concept layout flowing effortlessly into the family and dining areas. A sophisticated wet bar showcases elegant built-in cabinetry and a 140-bottle Sub-Zero wine cooler. Rich architectural details define the interior, including Carlisle wide-plank heart of pine flooring throughout, custom built-ins throughout, elegant light fixtures, and a dedicated home theater with newer equipment. See more A whole-home Sonos sound system enhances both indoor and outdoor living. Luxury amenities continue with a sauna, central vacuum, residential elevator, and built-in safe. Adding exceptional flexibility and privacy, the property includes two separate casitas with private accessperfect for guests, extended family, or versatile living options such as a home office or studio. Outdoor living is equally impressive. Enjoy a luxurious heated saltwater lap pool with updated equipment, a convenient cabana bath, and a gas firepit, all set against the tranquil waterfront backdrop. Boating enthusiasts will appreciate the newer dock with concrete pilings, boat and jet ski lifts, and vinyl bulkhead, all situated on a generous 75 x 160 waterfront lot. Constructed for durability and peace of mind, the home features concrete block construction, cementitious siding, a metal roof, hurricane windows, foam insulation, two new AC units, and a 26 kW generator supported by a 500-gallon buried gas tank. The main garage offers a vehicle lift and extensive custom cabinet storage. This rare waterfront offering blends timeless architectural design, modern luxury, and exceptional construction in one of St. Augustine's most coveted, walkable locations.

3 Beds ⋅ 5 Baths ⋅ 2126480 MLS

Located in this highly desirable waterfront enclave, 65 Water Street —designed by the renowned Cronk Duch Architects—offers refined coastal living with uncompromising quality, privacy, and craftsmanship throughout, all within walking distance to historic downtown St. Augustine. This 3-bed, 4.5-bath residence is thoughtfully designed for both everyday comfort and elegant entertaining, enhanced by multiple covered balconies that capture serene water views and coastal breezes. The heart of the home is the chef's kitchen, featuring high-end appliances and an open-concept layout flowing effortlessly into the family and dining areas. A sophisticated wet bar showcases elegant built-in cabinetry and a 140-bottle Sub-Zero wine cooler. Rich architectural details define the interior, including Carlisle wide-plank heart of pine flooring throughout, custom built-ins throughout, elegant light fixtures, and a dedicated home theater with newer equipment. See more A whole-home Sonos sound system enhances both indoor and outdoor living. Luxury amenities continue with a sauna, central vacuum, residential elevator, and built-in safe. Adding exceptional flexibility and privacy, the property includes two separate casitas with private accessperfect for guests, extended family, or versatile living options such as a home office or studio. Outdoor living is equally impressive. Enjoy a luxurious heated saltwater lap pool with updated equipment, a convenient cabana bath, and a gas firepit, all set against the tranquil waterfront backdrop. Boating enthusiasts will appreciate the newer dock with concrete pilings, boat and jet ski lifts, and vinyl bulkhead, all situated on a generous 75 x 160 waterfront lot. Constructed for durability and peace of mind, the home features concrete block construction, cementitious siding, a metal roof, hurricane windows, foam insulation, two new AC units, and a 26 kW generator supported by a 500-gallon buried gas tank. The main garage offers a vehicle lift and extensive custom cabinet storage. This rare waterfront offering blends timeless architectural design, modern luxury, and exceptional construction in one of St. Augustine's most coveted, walkable locations.

65 Water Street, St. Augustine

$2,400,000

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.

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

$1,835,000

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

3 Beds ⋅ 3 Baths ⋅ 2143052 MLS

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

70 Water Street, St. Augustine

$1,815,000

Along the serene edge of Maria Sanchez Lake lies one of downtown St. Augustine's most alluring hidden treasures. Beyond a graceful brick archway, this private sanctuary reveals itself — a home so captivating that every guest departs inspired and eager to return. A study in balance and beauty, the residence blends European refinement with a soulful, worldly aesthetic. Its design nods to the understated elegance of Belgian estates, the timeless sensibility of Darryl Carter, and the calm minimalism found in Asian influence. Every surface and texture — from ancient Burmese teak and reclaimed oak to artisan brickwork — was chosen with intention, creating an enduring home rooted in craftsmanship and character. The main level was envisioned for effortless entertaining and connection. Folding glass walls blur the line between indoors and out, opening completely to the front courtyard and rear lake terrace. A masterfully built summer kitchen by a local craftsman anchors the courtyard beside a peaceful plunge pool and spa-style bath. Inside, the chef's kitchen delights with a statement Viking range, open shelving, and dramatic marble slabs that extend seamlessly up the walls. Generous dining and living areas flow naturally toward the lakefront, where gentle breezes and daily scenes of herons and egrets create a living masterpiece. Originally a 1920s cottage, the home's historic essence now mingles with bold modern lines. Just off the main living area, a refined study framed by an antique arched window captures glimmering lake reflections and sunlight by day, and candlelit warmth by night. Upstairs, the lake becomes your morning view. The primary suite and an adjoining guest suite currently used as a sitting retreat each open to private balconies beneath a graceful old tree. Both baths are finished in marble with curated lighting and high-end fixtures. Along the south side, a screened porch invites lingering conversation or afternoon reading and transitions beautifully to a sunlit terrace ideal for herbs or climbing roses. "The Little Nest," a third-floor hideaway, crowns the home with panoramic vistas that stretch across the historic skyline to the Intracoastal. Vaulted ceilings, reclaimed beams, and marble accents create an inspiring space for writing, resting, or simply dreaming. Across the brick courtyard, the detached garden studio offers a charming bonus retreat with its own entrance, vaulted ceilings, reclaimed-beam details, and a small kitchenette and bath. Originally permitted as a shed and not counted in the home's total living area, this stylish escape offers flexibility for guests, creative work, or quiet reflection. Timeless, tactile, and transporting 153 Washington Street is more than a residence. It's a rare experience of historic St. Augustine living, where cobblestone streets and shimmering waterways frame a lifestyle that feels both centuries old and utterly new.

3 Beds ⋅ 4 Baths ⋅ 2118038 MLS

Along the serene edge of Maria Sanchez Lake lies one of downtown St. Augustine's most alluring hidden treasures. Beyond a graceful brick archway, this private sanctuary reveals itself — a home so captivating that every guest departs inspired and eager to return. A study in balance and beauty, the residence blends European refinement with a soulful, worldly aesthetic. Its design nods to the understated elegance of Belgian estates, the timeless sensibility of Darryl Carter, and the calm minimalism found in Asian influence. Every surface and texture — from ancient Burmese teak and reclaimed oak to artisan brickwork — was chosen with intention, creating an enduring home rooted in craftsmanship and character. The main level was envisioned for effortless entertaining and connection. Folding glass walls blur the line between indoors and out, opening completely to the front courtyard and rear lake terrace. A masterfully built summer kitchen by a local craftsman anchors the courtyard beside a peaceful plunge pool and spa-style bath. Inside, the chef's kitchen delights with a statement Viking range, open shelving, and dramatic marble slabs that extend seamlessly up the walls. Generous dining and living areas flow naturally toward the lakefront, where gentle breezes and daily scenes of herons and egrets create a living masterpiece. Originally a 1920s cottage, the home's historic essence now mingles with bold modern lines. Just off the main living area, a refined study framed by an antique arched window captures glimmering lake reflections and sunlight by day, and candlelit warmth by night. Upstairs, the lake becomes your morning view. The primary suite and an adjoining guest suite currently used as a sitting retreat each open to private balconies beneath a graceful old tree. Both baths are finished in marble with curated lighting and high-end fixtures. Along the south side, a screened porch invites lingering conversation or afternoon reading and transitions beautifully to a sunlit terrace ideal for herbs or climbing roses. "The Little Nest," a third-floor hideaway, crowns the home with panoramic vistas that stretch across the historic skyline to the Intracoastal. Vaulted ceilings, reclaimed beams, and marble accents create an inspiring space for writing, resting, or simply dreaming. Across the brick courtyard, the detached garden studio offers a charming bonus retreat with its own entrance, vaulted ceilings, reclaimed-beam details, and a small kitchenette and bath. Originally permitted as a shed and not counted in the home's total living area, this stylish escape offers flexibility for guests, creative work, or quiet reflection. Timeless, tactile, and transporting 153 Washington Street is more than a residence. It's a rare experience of historic St. Augustine living, where cobblestone streets and shimmering waterways frame a lifestyle that feels both centuries old and utterly new.

153 Washington Street, St. Augustine

$1,645,000

Experience historic luxury at 290 St. George St, the former personal residence of famed architect Fred Henderich. Masterfully reimagined by John Benoit of BEHST Builders, this estate seamlessly fuses 1900s ''Old World'' soul with 21st-century sophistication. Positioned on a rare 62.5x200 lot stretching from St. George to Cordova St, the property offers stunning Lake Maria Sanchez views and parking for 10+ cars. The main home radiates light, showcasing original woodwork, coffered ceilings, and a gourmet kitchen with custom cabinetry and a butler's door. The primary downstairs suite features floor to ceiling tile work, a tub and a walk-in shower, flowing into a sunlit morning room. Upstairs, find a nautical suite complete with a steam shower. Beyond a private sanctuary, this estate is a lucrative asset. The detached cottage is a designer showstopper with a vaulted living area and private lakefront verandas. Perfectly positioned as a high-end luxury rental in the heart of St. Augustine.

4 Beds ⋅ 4 Baths ⋅ 2129072 MLS

Experience historic luxury at 290 St. George St, the former personal residence of famed architect Fred Henderich. Masterfully reimagined by John Benoit of BEHST Builders, this estate seamlessly fuses 1900s ''Old World'' soul with 21st-century sophistication. Positioned on a rare 62.5x200 lot stretching from St. George to Cordova St, the property offers stunning Lake Maria Sanchez views and parking for 10+ cars. The main home radiates light, showcasing original woodwork, coffered ceilings, and a gourmet kitchen with custom cabinetry and a butler's door. The primary downstairs suite features floor to ceiling tile work, a tub and a walk-in shower, flowing into a sunlit morning room. Upstairs, find a nautical suite complete with a steam shower. Beyond a private sanctuary, this estate is a lucrative asset. The detached cottage is a designer showstopper with a vaulted living area and private lakefront verandas. Perfectly positioned as a high-end luxury rental in the heart of St. Augustine.

290 St. George Street, St. Augustine

$1,450,000

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.

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

$1,250,000

Timeless Elegance Meets Modern Luxury in the Heart of St. Augustine. Welcome to 31 Cincinnati Avenue, a rare opportunity to own an exceptional piece of St. Augustine's architectural heritage. Originally built in 1910 and thoughtfully expanded in 2015, this distinguished residence offers nearly 2,700 square feet of refined living space, gracefully positioned on a .30-acre double lot in the coveted Uptown district, just a short stroll from historic downtown. With short-term rental eligibility, the property presents an equally compelling opportunity as a private estate or a luxury investment. Inside, soaring ceilings, original yellow heart pine floors, and artisan-crafted millwork honor the home's historic character, while carefully curated modern enhancements provide contemporary comfort and functionality. The welcoming foyer showcases an elegant bay window and period woodwork, leading to a sweeping staircase and light-filled interiors that unfold with timeless charm. The gourmet kitchen is a chef's masterpiece, featuring custom cabinetry, a generous center island, a professional-grade Italian six-burner gas range with griddle and double ovens, a wine refrigerator, and a spacious walk-in pantry. A charming Dutch door opens from the kitchen to the expansive wraparound porch, creating seamless indoor-outdoor living ideal for both entertaining and everyday enjoyment. The adjoining family room impresses with a dramatic cathedral ceiling, floor-to-ceiling built-ins, and French doors with transom windows, bathing the space in natural light. The first-floor primary suite offers a tranquil private retreat, highlighted by 13-foot-plus ceilings, a spa-inspired bath with soaking tub and oversized walk-in shower, a dual-basin vanity, and three generous closet spaces. Upstairs, two spacious bedrooms share a beautifully remodeled bath appointed with a jetted tub/shower combination and a custom vanity, providing comfort and elegance for family or guests. Outdoors, the fully fenced and gated grounds offer exceptional privacy and charm, anchored by a magnificent magnolia tree dating back to the 1800s. The property is further enhanced by an oversized two-car concrete block garage with abundant storage and convenient rear alley access. Additional highlights include a newer architectural shingle roof, updated electrical and plumbing, and a transferable termite bond, ensuring peace of mind. Blending historic craftsmanship with modern sophistication, this remarkable residence is a true gem in one of Florida's most storied and desirable cities.

3 Beds ⋅ 3 Baths ⋅ 2116690 MLS

Timeless Elegance Meets Modern Luxury in the Heart of St. Augustine. Welcome to 31 Cincinnati Avenue, a rare opportunity to own an exceptional piece of St. Augustine's architectural heritage. Originally built in 1910 and thoughtfully expanded in 2015, this distinguished residence offers nearly 2,700 square feet of refined living space, gracefully positioned on a .30-acre double lot in the coveted Uptown district, just a short stroll from historic downtown. With short-term rental eligibility, the property presents an equally compelling opportunity as a private estate or a luxury investment. Inside, soaring ceilings, original yellow heart pine floors, and artisan-crafted millwork honor the home's historic character, while carefully curated modern enhancements provide contemporary comfort and functionality. The welcoming foyer showcases an elegant bay window and period woodwork, leading to a sweeping staircase and light-filled interiors that unfold with timeless charm. The gourmet kitchen is a chef's masterpiece, featuring custom cabinetry, a generous center island, a professional-grade Italian six-burner gas range with griddle and double ovens, a wine refrigerator, and a spacious walk-in pantry. A charming Dutch door opens from the kitchen to the expansive wraparound porch, creating seamless indoor-outdoor living ideal for both entertaining and everyday enjoyment. The adjoining family room impresses with a dramatic cathedral ceiling, floor-to-ceiling built-ins, and French doors with transom windows, bathing the space in natural light. The first-floor primary suite offers a tranquil private retreat, highlighted by 13-foot-plus ceilings, a spa-inspired bath with soaking tub and oversized walk-in shower, a dual-basin vanity, and three generous closet spaces. Upstairs, two spacious bedrooms share a beautifully remodeled bath appointed with a jetted tub/shower combination and a custom vanity, providing comfort and elegance for family or guests. Outdoors, the fully fenced and gated grounds offer exceptional privacy and charm, anchored by a magnificent magnolia tree dating back to the 1800s. The property is further enhanced by an oversized two-car concrete block garage with abundant storage and convenient rear alley access. Additional highlights include a newer architectural shingle roof, updated electrical and plumbing, and a transferable termite bond, ensuring peace of mind. Blending historic craftsmanship with modern sophistication, this remarkable residence is a true gem in one of Florida's most storied and desirable cities.

31 Cincinnati Avenue, St. Augustine

$1,148,000

Two homes. One address. Unlimited flexibility in Uptown St. Augustine. 16 Locust Street, also known as 'The Sisters Cottages' is a rare Abbott Tract offering featuring two fully restored historic cottages, each with its own private space and income potential. Positioned in one of Uptown's most sought-after pockets, this property offers a level of versatility that is exceptionally hard to replicate. Whether used as a primary residence with a private guest house, a multigenerational compound, or a fully optimized short-term rental asset, the layout allows for multiple paths to ownership without compromise. Each residence operates independently with its own entrance, courtyard, and dedicated parking, creating true separation and privacy. The location is a major part of the story. You are steps into the fabric of downtown St. Augustine, surrounded by established restaurants, coffee shops, galleries, and local retail, with seamless access to the Castillo, St. George Street, and the Bayfront. This is the walkable historic lifestyle buyers come here for, with the beach just a short drive away. The main cottage, dating back to 1844 and featured on the 1885 Birds Eye Map, has been restored with a level of detail and discipline rarely seen. Originally owned by the Triay and Capo families, the home underwent a full down-to-the-studs renovation in 2019 with all major systems replaced, including plumbing, electrical, mechanicals, roof, and windows. What sets it apart is the preservation. Original wavy glass remains intact. The entry hall wainscoting was uncovered and restored in place. The front porch ceiling features antique heart pine bead-board that took over a year to source and the trim was custom milled to exact period dimensions. The main home (Big Sister) offers three bedrooms and three bathrooms across 1,410 square feet, including two en suite bedrooms, along with a private courtyard, dedicated parking, spray foam insulation, and a wind mitigation certificate. It is offered fully furnished and turnkey. The second cottage (Little Sister), built in 1920, sits above a two-car garage and functions as a completely independent residence. With one bedroom and one bathroom across 560 square feet, it features a private entrance, its own courtyard, separate electrical service, and additional parking. Like the main home, it has been fully rebuilt from the foundation up. Interior details include a rewired 1940s stove, original 1920s light fixtures, a soaking tub, mahogany closet doors, and imported hardware sourced from Italy, creating a space that feels curated rather than renovated. Fully restored, fully furnished, and located in one of the most tightly held areas of St. Augustine, 16 Locust Street represents a rare combination of historical significance, modern infrastructure, and income-producing flexibility. Opportunities like this are not easily recreated, and they do not come to market often.

4 Beds ⋅ 4 Baths ⋅ 2143409 MLS

Two homes. One address. Unlimited flexibility in Uptown St. Augustine. 16 Locust Street, also known as 'The Sisters Cottages' is a rare Abbott Tract offering featuring two fully restored historic cottages, each with its own private space and income potential. Positioned in one of Uptown's most sought-after pockets, this property offers a level of versatility that is exceptionally hard to replicate. Whether used as a primary residence with a private guest house, a multigenerational compound, or a fully optimized short-term rental asset, the layout allows for multiple paths to ownership without compromise. Each residence operates independently with its own entrance, courtyard, and dedicated parking, creating true separation and privacy. The location is a major part of the story. You are steps into the fabric of downtown St. Augustine, surrounded by established restaurants, coffee shops, galleries, and local retail, with seamless access to the Castillo, St. George Street, and the Bayfront. This is the walkable historic lifestyle buyers come here for, with the beach just a short drive away. The main cottage, dating back to 1844 and featured on the 1885 Birds Eye Map, has been restored with a level of detail and discipline rarely seen. Originally owned by the Triay and Capo families, the home underwent a full down-to-the-studs renovation in 2019 with all major systems replaced, including plumbing, electrical, mechanicals, roof, and windows. What sets it apart is the preservation. Original wavy glass remains intact. The entry hall wainscoting was uncovered and restored in place. The front porch ceiling features antique heart pine bead-board that took over a year to source and the trim was custom milled to exact period dimensions. The main home (Big Sister) offers three bedrooms and three bathrooms across 1,410 square feet, including two en suite bedrooms, along with a private courtyard, dedicated parking, spray foam insulation, and a wind mitigation certificate. It is offered fully furnished and turnkey. The second cottage (Little Sister), built in 1920, sits above a two-car garage and functions as a completely independent residence. With one bedroom and one bathroom across 560 square feet, it features a private entrance, its own courtyard, separate electrical service, and additional parking. Like the main home, it has been fully rebuilt from the foundation up. Interior details include a rewired 1940s stove, original 1920s light fixtures, a soaking tub, mahogany closet doors, and imported hardware sourced from Italy, creating a space that feels curated rather than renovated. Fully restored, fully furnished, and located in one of the most tightly held areas of St. Augustine, 16 Locust Street represents a rare combination of historical significance, modern infrastructure, and income-producing flexibility. Opportunities like this are not easily recreated, and they do not come to market often.

16 Locust Street, St. Augustine

$1,060,000

Sold Comps for Marketing Purposes Only

4 Beds ⋅ 2 Baths ⋅ 2151245 MLS

Sold Comps for Marketing Purposes Only

26 Riberia Street, St. Augustine

$1,030,000

Currently priced below appraised value (see listing documents), 16 Rohde Ave offers a rare opportunity to live in Downtown St. Augustine while your property helps pay for itself. Located just minutes from downtown attractions, 16 Rohde Avenue offers the perfect blend of personal residence and income-producing investment, ideal for an owner who wants to live on site while operating a successful short-term rental business. This versatile 5 (easily a 6th) bedroom, 4.5 bath property is configured as four separate units (each separately metered for water and electric). Three units operate as short-term rentals; one is leased annually and the current tenant would like to renew. A future owner can choose to occupy any unit while generating income from the others or keep it as a full rental property. Detailed operating history and revenue information are available in the attached Property Profile & Revenue Summary. A recent independent appraisal is also included in the listing documents. Live where others vacation: stroll to fine dining, boutique shopping, boating, festivals, and the famous St. Augustine Nights of Lights. Guests love the location, and the seller already has repeat visitor reservations booked into 2026, giving the next owner immediate cash flow. The current owner is committed to a smooth transition and is happy to share detailed income records with qualified buyers. Step into a turnkey operation and start earning from Day 1 while enjoying life in one of St. Augustine's most charming neighborhoods. Owner happy to provide additional operating information through 2026 and into 2027 to support buyer due diligence efforts.

5 Beds ⋅ 5 Baths ⋅ 2114701 MLS

Currently priced below appraised value (see listing documents), 16 Rohde Ave offers a rare opportunity to live in Downtown St. Augustine while your property helps pay for itself. Located just minutes from downtown attractions, 16 Rohde Avenue offers the perfect blend of personal residence and income-producing investment, ideal for an owner who wants to live on site while operating a successful short-term rental business. This versatile 5 (easily a 6th) bedroom, 4.5 bath property is configured as four separate units (each separately metered for water and electric). Three units operate as short-term rentals; one is leased annually and the current tenant would like to renew. A future owner can choose to occupy any unit while generating income from the others or keep it as a full rental property. Detailed operating history and revenue information are available in the attached Property Profile & Revenue Summary. A recent independent appraisal is also included in the listing documents. Live where others vacation: stroll to fine dining, boutique shopping, boating, festivals, and the famous St. Augustine Nights of Lights. Guests love the location, and the seller already has repeat visitor reservations booked into 2026, giving the next owner immediate cash flow. The current owner is committed to a smooth transition and is happy to share detailed income records with qualified buyers. Step into a turnkey operation and start earning from Day 1 while enjoying life in one of St. Augustine's most charming neighborhoods. Owner happy to provide additional operating information through 2026 and into 2027 to support buyer due diligence efforts.

16 Rohde Avenue, St. Augustine

$925,000

Welcome to your perfect retreat in the heart of downtown St. Augustine! This stunning 2021 custom-built home comes fully furnished and thoughtfully decorated, ready to embrace its new owner. Designed with care, it features soaring ceilings and an open living area that welcomes natural light, creating an inviting space for gatherings. You can walk to all the sites! The charming front porch beckons you to unwind with a cool breeze, while the expansive back porch offers additional outdoor serenity. The 1st floor master suite is a peaceful haven with a beautifully appointed bathroom. Upstairs, two guest bedrooms share a full bath plus small office area. The custom Kitchen is a show-stopper! The butler kitchen and pantry simplify entertaining and food prep. The well maintained, low-maintenance yard showcases native plants and zero-scape charm. Alley access and extra parking in back. This home is a perfect blend of historic charm and modern conveniences. High and dry, no flooding. No HOA!

3 Beds ⋅ 4 Baths ⋅ 2097228 MLS

Welcome to your perfect retreat in the heart of downtown St. Augustine! This stunning 2021 custom-built home comes fully furnished and thoughtfully decorated, ready to embrace its new owner. Designed with care, it features soaring ceilings and an open living area that welcomes natural light, creating an inviting space for gatherings. You can walk to all the sites! The charming front porch beckons you to unwind with a cool breeze, while the expansive back porch offers additional outdoor serenity. The 1st floor master suite is a peaceful haven with a beautifully appointed bathroom. Upstairs, two guest bedrooms share a full bath plus small office area. The custom Kitchen is a show-stopper! The butler kitchen and pantry simplify entertaining and food prep. The well maintained, low-maintenance yard showcases native plants and zero-scape charm. Alley access and extra parking in back. This home is a perfect blend of historic charm and modern conveniences. High and dry, no flooding. No HOA!

17 Hope Street, St. Augustine

$905,000

Turnkey Triplex in the Heart of Historic St. Augustine. Fully Remodeled, Fully Furnished & Proven Income Producer From Day One. Every inch of this 1920-built property has been thoughtfully updated new finishes, updated systems, and a design sensibility that earns the kind of five-star reviews that keep the calendar full. With $130,000-$150,000 in proven gross annual STR revenue, the numbers speak for themselves. The reviews back it up. The repeat guests prove it. Sold fully furnished, this is a true plug-and-play investment. Walk in, hand over the keys, and let it work for you or hold it for personal use and let it pay for itself when you're not there. Step outside and you'll find one of the property's most exciting untapped opportunities: a generous yard with seri

3 Beds ⋅ 3 Baths ⋅ 2147750 MLS

Turnkey Triplex in the Heart of Historic St. Augustine. Fully Remodeled, Fully Furnished & Proven Income Producer From Day One. Every inch of this 1920-built property has been thoughtfully updated new finishes, updated systems, and a design sensibility that earns the kind of five-star reviews that keep the calendar full. With $130,000-$150,000 in proven gross annual STR revenue, the numbers speak for themselves. The reviews back it up. The repeat guests prove it. Sold fully furnished, this is a true plug-and-play investment. Walk in, hand over the keys, and let it work for you or hold it for personal use and let it pay for itself when you're not there. Step outside and you'll find one of the property's most exciting untapped opportunities: a generous yard with seri

9 Saragossa Street, St. Augustine

$800,000

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!

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

$800,000

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

4 Beds ⋅ 4 Baths ⋅ 2153241 MLS

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

142 Washington Street, St. Augustine

$765,000

Sold Comps for Marketing Purposes Only

3 Beds ⋅ 1 Baths ⋅ 2146726 MLS

Sold Comps for Marketing Purposes Only

145 Paranza, St. Augustine

$760,000

Built in 1885 in Henry Flagler's ''MODEL LAND COMPANY'' - tastefully and extensively renovated. From the studs in, the home has spray-foam insulation (even in the attic), new drywall and paint. The heavy lifting has been completed in the kitchen featuring a 4-Burner Gas Cooktop under a wall-mount range hood, replaced cabinets & counters and both full baths are totally redone. Electric and plumbing done. Metal roof. done. Two A/C units, water softener, central vac, windows, aluminum attic stairs - you name it - except for the exterior siding, this home is renovated! It even includes the original 1905 Sears Catalog fireplace mantle.

3 Beds ⋅ 2 Baths ⋅ 2079924 MLS

Built in 1885 in Henry Flagler's ''MODEL LAND COMPANY'' - tastefully and extensively renovated. From the studs in, the home has spray-foam insulation (even in the attic), new drywall and paint. The heavy lifting has been completed in the kitchen featuring a 4-Burner Gas Cooktop under a wall-mount range hood, replaced cabinets & counters and both full baths are totally redone. Electric and plumbing done. Metal roof. done. Two A/C units, water softener, central vac, windows, aluminum attic stairs - you name it - except for the exterior siding, this home is renovated! It even includes the original 1905 Sears Catalog fireplace mantle.

44 Carrera Street, St. Augustine

$735,000

Classic Elegance in the Heart of St. Augustine's Historic District. Built in 2019, this exceptional residence blends Old World architectural charm with the confidence and comfort of modern construction. Elevated 10 feet above grade this thoughtfully designed single-level home offers two bedrooms and two-and-a-half baths, with soaring 10-foot ceilings that create a bright, gallery-inspired interior ideal for displaying fine art. Oversized windows fill the home with natural light, while ceiling fans in every room enhance comfort and style. Luxury vinyl tile flooring provides a refined aesthetic with effortless maintenance. The kitchen features quality cabinetry enhanced with ShelfGenie custom shelving, custom blinds, and functional design suited for everyday living and entertaining. Generous front and rear porches--recently refreshed and equipped with two new ceiling fans--extend the living space outdoors and invite relaxed enjoyment of the surroundings. A full-length driveway provides convenient rear access and ample guest parking, complemented by reserved on-street parking for area residents. The professionally curated no-lawn garden is serene and low-maintenance, attracting abundant birdlife. From the porch, enjoy visits from cardinals, bluebirds, chickadees, woodpeckers, red-winged blackbirds, Carolina wrens, doves, finches, and titmice. Hummingbirds frequent the feeder, while the birdbath is currently visited by migrating robins--creating a peaceful, immersive outdoor experience. The home is finished with resilient cedar siding and is located just a short walk from the St. Johns County River House Recreation Center, offering classes in dance, art, music, exercise, bridge, and more. The neighborhood is prized for its peaceful atmosphere, strong sense of community, and absence of short-term rental zoning, with an active Old City South Neighborhood Association hosting year-round social events. Ideally situated within easy walking distance of Lake Maria Sanchez, the Bayfront, Flagler College, and downtown St. Augustine's renowned dining, shopping, and cultural attractions.

2 Beds ⋅ 3 Baths ⋅ 2126282 MLS

Classic Elegance in the Heart of St. Augustine's Historic District. Built in 2019, this exceptional residence blends Old World architectural charm with the confidence and comfort of modern construction. Elevated 10 feet above grade this thoughtfully designed single-level home offers two bedrooms and two-and-a-half baths, with soaring 10-foot ceilings that create a bright, gallery-inspired interior ideal for displaying fine art. Oversized windows fill the home with natural light, while ceiling fans in every room enhance comfort and style. Luxury vinyl tile flooring provides a refined aesthetic with effortless maintenance. The kitchen features quality cabinetry enhanced with ShelfGenie custom shelving, custom blinds, and functional design suited for everyday living and entertaining. Generous front and rear porches--recently refreshed and equipped with two new ceiling fans--extend the living space outdoors and invite relaxed enjoyment of the surroundings. A full-length driveway provides convenient rear access and ample guest parking, complemented by reserved on-street parking for area residents. The professionally curated no-lawn garden is serene and low-maintenance, attracting abundant birdlife. From the porch, enjoy visits from cardinals, bluebirds, chickadees, woodpeckers, red-winged blackbirds, Carolina wrens, doves, finches, and titmice. Hummingbirds frequent the feeder, while the birdbath is currently visited by migrating robins--creating a peaceful, immersive outdoor experience. The home is finished with resilient cedar siding and is located just a short walk from the St. Johns County River House Recreation Center, offering classes in dance, art, music, exercise, bridge, and more. The neighborhood is prized for its peaceful atmosphere, strong sense of community, and absence of short-term rental zoning, with an active Old City South Neighborhood Association hosting year-round social events. Ideally situated within easy walking distance of Lake Maria Sanchez, the Bayfront, Flagler College, and downtown St. Augustine's renowned dining, shopping, and cultural attractions.

307 St George Street, St. Augustine

$730,000

Lincolnville Luxury with Proven Rental History! This 2-bed, 2.5-bath, 1,230 SF home by Coastal Craftsmen blends superior design with an active rental record. Premium details include Ipe hardwood siding, custom powder-coated railings, a White Oak staircase screen, and hand-fabricated solid-surface countertops. The gourmet kitchen boasts Euro-style cabinetry, stainless Samsung appliances, and a sleek range hood. Open living flows to a large front porch, while the oversized back porch—with outdoor hot/cold shower—sits amid lush bamboo and palms. Upstairs, two spacious bedrooms offer panoramic views of a Spanish-moss tree canopy. Perfect for owner-occupants or investors seeking a turnkey property in historic downtown St. Augustine

2 Beds ⋅ 3 Baths ⋅ 2110161 MLS

Lincolnville Luxury with Proven Rental History! This 2-bed, 2.5-bath, 1,230 SF home by Coastal Craftsmen blends superior design with an active rental record. Premium details include Ipe hardwood siding, custom powder-coated railings, a White Oak staircase screen, and hand-fabricated solid-surface countertops. The gourmet kitchen boasts Euro-style cabinetry, stainless Samsung appliances, and a sleek range hood. Open living flows to a large front porch, while the oversized back porch—with outdoor hot/cold shower—sits amid lush bamboo and palms. Upstairs, two spacious bedrooms offer panoramic views of a Spanish-moss tree canopy. Perfect for owner-occupants or investors seeking a turnkey property in historic downtown St. Augustine

103A Kings Ferry Way, St. Augustine

$675,000

42 Rohde Ave presents a rare opportunity to own a thoughtfully updated historic home in the heart of Uptown St. Augustine, where timeless character meets modern functionality and true walkability. Offering three bedrooms, two bathrooms, and just under 1,500 square feet of perfectly utilized space, this home lives larger than its footprint with a layout intentionally reworked to enhance flow and usability. The kitchen, dining, and living areas blend seamlessly, anchored by a custom-built island and upgraded cabinetry that create a natural gathering space for everyday living and entertaining. Originally built at the turn of the 20th century, the home retains its authentic charm through beautifully refinished original wood floors, historic doors and hardware, and classic windows, while thoughtful renovations have elevated the overall experience. Interior walls were opened and reconfigured to improve sightlines and function, including the addition of a true third bedroom and second bathroom, a redesigned primary bath, and a dedicated laundry space, all complemented by crown molding throughout. Behind the scenes, the major systems have been comprehensively updated, providing the comfort and confidence today's buyers seek. Electrical and plumbing were fully redone during the 2018 to 2019 renovation, including replacement of the main sewer line (2023) to the rear alley and a new water heater installation. A central HVAC system was added to the home for the first time in 2020 to 2021, with a newer heat pump replaced in 2023 and a high-efficiency filtration system in place. The roof has been well maintained, with additional metal roofing added to select areas for durability and protection. Set on a large, high and dry lot, the exterior continues to deliver with a welcoming front porch and a private backyard patio, complemented by extensive paver work that enhances both the outdoor living space and parking, with the paver driveway offering ample off-street parking, a genuine rarity in this part of historic St. Augustine. The location truly sets this property apart, placing you just moments from Uptown's best restaurants, coffee shops, and boutiques, with easy access to the historic district and a short drive over the bridge to Vilano Beach. Whether you are searching for a primary residence, second home, or a flexible property with short-term rental potential, 42 Rohde Ave delivers a compelling blend of character, thoughtful updates, and lifestyle in one of St. Augustine's most desirable settings.

3 Beds ⋅ 2 Baths ⋅ 2144204 MLS

42 Rohde Ave presents a rare opportunity to own a thoughtfully updated historic home in the heart of Uptown St. Augustine, where timeless character meets modern functionality and true walkability. Offering three bedrooms, two bathrooms, and just under 1,500 square feet of perfectly utilized space, this home lives larger than its footprint with a layout intentionally reworked to enhance flow and usability. The kitchen, dining, and living areas blend seamlessly, anchored by a custom-built island and upgraded cabinetry that create a natural gathering space for everyday living and entertaining. Originally built at the turn of the 20th century, the home retains its authentic charm through beautifully refinished original wood floors, historic doors and hardware, and classic windows, while thoughtful renovations have elevated the overall experience. Interior walls were opened and reconfigured to improve sightlines and function, including the addition of a true third bedroom and second bathroom, a redesigned primary bath, and a dedicated laundry space, all complemented by crown molding throughout. Behind the scenes, the major systems have been comprehensively updated, providing the comfort and confidence today's buyers seek. Electrical and plumbing were fully redone during the 2018 to 2019 renovation, including replacement of the main sewer line (2023) to the rear alley and a new water heater installation. A central HVAC system was added to the home for the first time in 2020 to 2021, with a newer heat pump replaced in 2023 and a high-efficiency filtration system in place. The roof has been well maintained, with additional metal roofing added to select areas for durability and protection. Set on a large, high and dry lot, the exterior continues to deliver with a welcoming front porch and a private backyard patio, complemented by extensive paver work that enhances both the outdoor living space and parking, with the paver driveway offering ample off-street parking, a genuine rarity in this part of historic St. Augustine. The location truly sets this property apart, placing you just moments from Uptown's best restaurants, coffee shops, and boutiques, with easy access to the historic district and a short drive over the bridge to Vilano Beach. Whether you are searching for a primary residence, second home, or a flexible property with short-term rental potential, 42 Rohde Ave delivers a compelling blend of character, thoughtful updates, and lifestyle in one of St. Augustine's most desirable settings.

42 Rohde Avenue, St. Augustine

$660,000

Freshly reimagined with a beautifully repainted interior, this stunning Victorian masterpiece perfectly blends historic elegance with modern luxury. From the iconic double front porches to the thoughtfully updated finishes throughout, this home offers timeless character without sacrificing today's comforts. A private elevator provides effortless access to the spacious primary suite on the second floor, creating a peaceful retreat at the end of the day. Upstairs, the expansive third-floor flex space offers incredible versatility, serving as a non-conforming third bedroom, home office, media room, playroom, fitness space, or guest retreat. Designed for both everyday living and entertaining, you'll love relaxing on the charming second-story balcony while enjoying the beauty of one of St. Augustine's most desirable neighborhoods. Best of all, this property sits high and dry with no flooding concerns, providing valuable peace of mind. Whether you're searching for a primary residence, luxurious vacation home, or an investment opportunity, this property offers exceptional flexibility, including excellent potential as a short-term rental where permitted. Located just minutes from the heart of Historic Downtown St. Augustine, you'll enjoy effortless access to award-winning restaurants, charming cafés, boutique shopping, art galleries, live music, waterfront attractions, and centuries of history. Spend your mornings strolling brick-lined streets, afternoons exploring local shops, and evenings enjoying unforgettable sunsets and world-class dining, all just moments from your front door. Beautifully updated, move-in ready, and rich with historic charm, this is a rare opportunity to own an iconic Victorian home in one of St. Augustine's most sought-after locations.

2 Beds ⋅ 2 Baths ⋅ 2161219 MLS

Freshly reimagined with a beautifully repainted interior, this stunning Victorian masterpiece perfectly blends historic elegance with modern luxury. From the iconic double front porches to the thoughtfully updated finishes throughout, this home offers timeless character without sacrificing today's comforts. A private elevator provides effortless access to the spacious primary suite on the second floor, creating a peaceful retreat at the end of the day. Upstairs, the expansive third-floor flex space offers incredible versatility, serving as a non-conforming third bedroom, home office, media room, playroom, fitness space, or guest retreat. Designed for both everyday living and entertaining, you'll love relaxing on the charming second-story balcony while enjoying the beauty of one of St. Augustine's most desirable neighborhoods. Best of all, this property sits high and dry with no flooding concerns, providing valuable peace of mind. Whether you're searching for a primary residence, luxurious vacation home, or an investment opportunity, this property offers exceptional flexibility, including excellent potential as a short-term rental where permitted. Located just minutes from the heart of Historic Downtown St. Augustine, you'll enjoy effortless access to award-winning restaurants, charming cafés, boutique shopping, art galleries, live music, waterfront attractions, and centuries of history. Spend your mornings strolling brick-lined streets, afternoons exploring local shops, and evenings enjoying unforgettable sunsets and world-class dining, all just moments from your front door. Beautifully updated, move-in ready, and rich with historic charm, this is a rare opportunity to own an iconic Victorian home in one of St. Augustine's most sought-after locations.

66 Weeden Street, St. Augustine

$655,000

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

3 Beds ⋅ 2 Baths ⋅ 2155896 MLS

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

28 Joiner Street, St. Augustine

$635,000

Buyer Remorse! Clean inspection report! Their loss your gain- A rare find near Vilano Beach--no HOA, short-term rental friendly, and just 1.1 miles to the sand. Located minutes from historic St. Augustine, this coastal home offers the walkable beach lifestyle buyers are searching for. Whether you're looking for a primary home, vacation getaway, or income-producing Airbnb, this property checks all the boxes. This 3-bedroom, 2.5-bath home features a bright open-concept layout designed for both everyday living and entertaining. The kitchen offers upgraded cabinetry, dual pantries, and abundant storage, flowing seamlessly into the dining and living areas. Step outside to enjoy multiple covered balconies, including a private upper-level balcony off the primary suite, perfect for morning coffee or evening relaxation. The fully fenced, low-maintenance courtyard provides a private outdoor retreat--ideal for entertaining, grilling, or unwinding after a day at the beach. Major upgrades already completed: 2023 Metal Roof 2023 HVAC System Whole-Home Surge Protector The oversized 2-car garage includes epoxy flooring, utility sink, and EV charging station, with an extended paver driveway offering additional parking and easy turnaround space. =Í Location Highlights: 1.1 miles to Vilano Beach Minutes to downtown St. Augustine Close to waterfront dining, coffee shops, and local boutiques Near boat ramps, fishing spots, and the Fountain of Youth Archaeological Park Bonus: No history of flooding--an added advantage for coastal living. If you've been searching for a coastal home near Vilano Beach with no HOA and short-term rental potential, this opportunity is hard to find. Schedule your private showing today.

3 Beds ⋅ 3 Baths ⋅ 2130934 MLS

Buyer Remorse! Clean inspection report! Their loss your gain- A rare find near Vilano Beach--no HOA, short-term rental friendly, and just 1.1 miles to the sand. Located minutes from historic St. Augustine, this coastal home offers the walkable beach lifestyle buyers are searching for. Whether you're looking for a primary home, vacation getaway, or income-producing Airbnb, this property checks all the boxes. This 3-bedroom, 2.5-bath home features a bright open-concept layout designed for both everyday living and entertaining. The kitchen offers upgraded cabinetry, dual pantries, and abundant storage, flowing seamlessly into the dining and living areas. Step outside to enjoy multiple covered balconies, including a private upper-level balcony off the primary suite, perfect for morning coffee or evening relaxation. The fully fenced, low-maintenance courtyard provides a private outdoor retreat--ideal for entertaining, grilling, or unwinding after a day at the beach. Major upgrades already completed: 2023 Metal Roof 2023 HVAC System Whole-Home Surge Protector The oversized 2-car garage includes epoxy flooring, utility sink, and EV charging station, with an extended paver driveway offering additional parking and easy turnaround space. =Í Location Highlights: 1.1 miles to Vilano Beach Minutes to downtown St. Augustine Close to waterfront dining, coffee shops, and local boutiques Near boat ramps, fishing spots, and the Fountain of Youth Archaeological Park Bonus: No history of flooding--an added advantage for coastal living. If you've been searching for a coastal home near Vilano Beach with no HOA and short-term rental potential, this opportunity is hard to find. Schedule your private showing today.

37 May Street, St. Augustine

$585,000

Just reduced! Great income producing property. Charming, fully-furnished, turnkey and renovated cottage is a gem downtown St. Augustine property. Near Flagler College and downtown restaurants, walk distance to bayfront and Fort. (Owner also has 4 St. Andrews Ct for sale -- see MLS #2117047) Enjoy as income-producing short term rental, weekend getaway or your dream downtown home sweet home on quiet dead-end street. Purchaser eligible for discount pricing for membership to Ponte Vedra Inn & Club, The Lodge & Club, Epping Forest Yacht and Country Club, and The River Club.

2 Beds ⋅ 1 Baths ⋅ 2104691 MLS

Just reduced! Great income producing property. Charming, fully-furnished, turnkey and renovated cottage is a gem downtown St. Augustine property. Near Flagler College and downtown restaurants, walk distance to bayfront and Fort. (Owner also has 4 St. Andrews Ct for sale -- see MLS #2117047) Enjoy as income-producing short term rental, weekend getaway or your dream downtown home sweet home on quiet dead-end street. Purchaser eligible for discount pricing for membership to Ponte Vedra Inn & Club, The Lodge & Club, Epping Forest Yacht and Country Club, and The River Club.

7 St Andrews Court, St. Augustine

$582,000

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

3 Beds ⋅ 3 Baths ⋅ 2145397 MLS

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

118 Kings Ferry Way, St. Augustine

$575,000

Discover the perfect blend of historic character and modern living in this meticulously maintained stilted cottage. Built in 2017 with authentic Old Florida style, this move-in ready home offers premium finishes, dual street access, and exceptional walkability to downtown St. Augustine's most beloved attractions. Interior Features: Open-concept kitchen with breakfast bar and modern appliances flows seamlessly into the eat-in dining area and spacious living room with electric fireplace. The primary bedroom suite boasts an oversized walk-in closet and private en-suite bathroom. Energy-efficient construction with modern systems throughout ensures comfort and low maintenance. Outdoor Living: Covered paver patio ideal for year-round entertaining, charming front porch perfect for morning coffee, and low-maintenance landscaping. Dual street access from Moore Street and Pomar Street provides rare off-street and parking—a premium amenity in historic downtown. Prime Lincolnville Location: Walk to Flagler College, Castillo de San Marcos (5 minutes), and St. George Street's shopping and dining. Minutes to Atlantic beaches. This culturally significant neighborhood features restored Victorian homes, vibrant arts community, and authentic Florida heritage in the heart of America's oldest city. Investment Opportunity: Strong vacation rental potential with proximity to 7+ million annual visitors, modern construction meeting current codes, and turnkey condition. Ideal for second home buyers, investors, retirees, or remote workers seeking walkable downtown living with historic charm. Experience modern Florida living in a historic setting. Schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ 2128246 MLS

Discover the perfect blend of historic character and modern living in this meticulously maintained stilted cottage. Built in 2017 with authentic Old Florida style, this move-in ready home offers premium finishes, dual street access, and exceptional walkability to downtown St. Augustine's most beloved attractions. Interior Features: Open-concept kitchen with breakfast bar and modern appliances flows seamlessly into the eat-in dining area and spacious living room with electric fireplace. The primary bedroom suite boasts an oversized walk-in closet and private en-suite bathroom. Energy-efficient construction with modern systems throughout ensures comfort and low maintenance. Outdoor Living: Covered paver patio ideal for year-round entertaining, charming front porch perfect for morning coffee, and low-maintenance landscaping. Dual street access from Moore Street and Pomar Street provides rare off-street and parking—a premium amenity in historic downtown. Prime Lincolnville Location: Walk to Flagler College, Castillo de San Marcos (5 minutes), and St. George Street's shopping and dining. Minutes to Atlantic beaches. This culturally significant neighborhood features restored Victorian homes, vibrant arts community, and authentic Florida heritage in the heart of America's oldest city. Investment Opportunity: Strong vacation rental potential with proximity to 7+ million annual visitors, modern construction meeting current codes, and turnkey condition. Ideal for second home buyers, investors, retirees, or remote workers seeking walkable downtown living with historic charm. Experience modern Florida living in a historic setting. Schedule your showing today!

125 Moore Street, St. Augustine

$535,000

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

2 Beds ⋅ 2 Baths ⋅ 2152587 MLS

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

181 Martin Luther King Avenue, St. Augustine

$515,000

Experience the best of coastal living in this beautifully renovated 3BR/2BA first-floor condo at The Views at Baypointe, just a short stroll to historic downtown St. Augustine. Enjoy morning coffee on your quiet back porch, evenings at OC Whites, and fireworks from the dock. Inside, a fully remodeled kitchen shines with fresh finishes, new flooring, new paint throughout, new appliances, a tankless water heater and brand-new Pella sliding doors. The second bedroom now boasts a private en suite bathroom, double closets, while the third is perfect for guests or a home office. In addition to ample closet space you also have a garage space of your own. Ideal for retirees, weekend boaters, or investors--this move-in-ready gem offers charm, convenience, and the vibrant St. Augustine lifestyle. Fully renovated in downtown is hard to come by, schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ 2088319 MLS

Experience the best of coastal living in this beautifully renovated 3BR/2BA first-floor condo at The Views at Baypointe, just a short stroll to historic downtown St. Augustine. Enjoy morning coffee on your quiet back porch, evenings at OC Whites, and fireworks from the dock. Inside, a fully remodeled kitchen shines with fresh finishes, new flooring, new paint throughout, new appliances, a tankless water heater and brand-new Pella sliding doors. The second bedroom now boasts a private en suite bathroom, double closets, while the third is perfect for guests or a home office. In addition to ample closet space you also have a garage space of your own. Ideal for retirees, weekend boaters, or investors--this move-in-ready gem offers charm, convenience, and the vibrant St. Augustine lifestyle. Fully renovated in downtown is hard to come by, schedule your showing today!

159 Marine Street Unit 105, St. Augustine

$507,800

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

4 Beds ⋅ 3 Baths ⋅ 2155194 MLS

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

110 De Haven Street, St. Augustine

$500,000

Rare opportunity in downtown St. Augustine to own a charming 1910 historic cottage with flexible residential potential. Located just steps from King Street and Flagler College, this freestanding property offers excellent walkability, on-site parking, and a welcoming front porch. The interior is currently configured for office use with multiple private rooms, a kitchenette, and a restroom, offering an ideal setup for a buyer seeking a live/work opportunity, residential conversion, or unique downtown residence. Recent system updates include a 2022 garage roof and HVAC replacements completed between 2018-2022. Zoned for Commercial/Residential/Office use; buyer to verify intended use with the City of St. Augustine.

2113857 MLS

Rare opportunity in downtown St. Augustine to own a charming 1910 historic cottage with flexible residential potential. Located just steps from King Street and Flagler College, this freestanding property offers excellent walkability, on-site parking, and a welcoming front porch. The interior is currently configured for office use with multiple private rooms, a kitchenette, and a restroom, offering an ideal setup for a buyer seeking a live/work opportunity, residential conversion, or unique downtown residence. Recent system updates include a 2022 garage roof and HVAC replacements completed between 2018-2022. Zoned for Commercial/Residential/Office use; buyer to verify intended use with the City of St. Augustine.

77 Saragossa Street, St. Augustine

$475,000

Step into a piece of St. Augustine history! This fully renovated 1930 Craftsman cottage sits in the heart of Historic Lincolnville, blending timeless character with modern updates. This move-in ready 3-bedroom, 2-bath home offers the perfect combination of charm, location, and peace of mind.From the moment you step onto the welcoming screened front porch, you'll feel the character that only a home with nearly a century of history can offer. Inside, the fully updated interior showcases stunning new wood-look tile flooring throughout the main living areas, fresh interior and exterior paint, and an electric fireplace that adds warmth and ambiance to the living space. The beautifully renovated kitchen features new quartz countertops that perfectly complement the home's cottage charm, while both bathrooms have been thoughtfully updated with charming finishes that honor the home's historic character. The bedrooms have been thoughtfully renovated with comfort and charm in mind. The elegant formal dining room completes the tour of the interior. Every detail has been carefully curated to blend warmth, texture, and modern style -- the kind of finishes you'd expect in a high-end boutique hotel. Step outside to your own private, fully fenced backyard - perfect for pets, play, entertaining, or simply enjoying the Florida sunshine. A storage shed provides convenient space for all your outdoor essentials, tools, or beach gear. Fridge, washer and dryer convey! Major mechanicals have been addressed for total peace of mind: brand-new roof 2025, brand-new electric water heater, HVAC 2019, and a fresh termite/WDO treatment completed January 2026. No HOA, no CDD, no flood zone, and no existing liens -- just a turn-key cottage ready for its next chapter. And the bicycles convey! And the location? Simply unbeatable. Take a quick stroll to the Matanzas River and over to the Bridge of Lions, explore the cobblestone streets of Historic Downtown St. Augustine, discover award-winning restaurants, or take a short walk to the iconic campus of Flagler University -- all just moments from your front door. Whether you're searching for a primary residence or vacation home, this is your opportunity to own a piece of one of Florida's most iconic and beloved cities.

3 Beds ⋅ 2 Baths ⋅ 2145206 MLS

Step into a piece of St. Augustine history! This fully renovated 1930 Craftsman cottage sits in the heart of Historic Lincolnville, blending timeless character with modern updates. This move-in ready 3-bedroom, 2-bath home offers the perfect combination of charm, location, and peace of mind.From the moment you step onto the welcoming screened front porch, you'll feel the character that only a home with nearly a century of history can offer. Inside, the fully updated interior showcases stunning new wood-look tile flooring throughout the main living areas, fresh interior and exterior paint, and an electric fireplace that adds warmth and ambiance to the living space. The beautifully renovated kitchen features new quartz countertops that perfectly complement the home's cottage charm, while both bathrooms have been thoughtfully updated with charming finishes that honor the home's historic character. The bedrooms have been thoughtfully renovated with comfort and charm in mind. The elegant formal dining room completes the tour of the interior. Every detail has been carefully curated to blend warmth, texture, and modern style -- the kind of finishes you'd expect in a high-end boutique hotel. Step outside to your own private, fully fenced backyard - perfect for pets, play, entertaining, or simply enjoying the Florida sunshine. A storage shed provides convenient space for all your outdoor essentials, tools, or beach gear. Fridge, washer and dryer convey! Major mechanicals have been addressed for total peace of mind: brand-new roof 2025, brand-new electric water heater, HVAC 2019, and a fresh termite/WDO treatment completed January 2026. No HOA, no CDD, no flood zone, and no existing liens -- just a turn-key cottage ready for its next chapter. And the bicycles convey! And the location? Simply unbeatable. Take a quick stroll to the Matanzas River and over to the Bridge of Lions, explore the cobblestone streets of Historic Downtown St. Augustine, discover award-winning restaurants, or take a short walk to the iconic campus of Flagler University -- all just moments from your front door. Whether you're searching for a primary residence or vacation home, this is your opportunity to own a piece of one of Florida's most iconic and beloved cities.

136 Washington Street, St. Augustine