Homesearchstaugustine.com Search Results

$415,000

Tucked into the heart of Davis Shores, this island retreat offers the kind of laid back lifestyle people move here for. Set on a spacious fenced lot with room to breathe, this charming home blends comfort, functionality, and coastal character in all the right ways. Enter through a private front courtyard that creates a sense of separation and calm before stepping into a bright and inviting living space framed by wrap-around windows that fill the room with natural light. Sleek tile plank flooring runs throughout for a clean, low maintenance feel, while a vintage wood burning stove adds warmth and personality. The updated kitchen features stainless steel appliances, granite countertops, and creamy shaker style cabinetry, with a full wall of windows in the kitchen and dining area overlooking the expansive backyard and creating a seamless connection to the outdoors. With 2 bedrooms and 1 and a half bathrooms, the layout is both efficient and comfortable, ideal for everyday living or a weekend escape. Outside, the detached workshop with its own window unit AC offers incredible flexibility for storage, hobbies, a studio, or future creative space. An outdoor shower makes rinsing off after beach days effortless, and the large backyard provides room to garden, entertain, or simply relax under the island sky. Whether you are looking for a primary residence, second home, or investment opportunity in one of the most desirable island neighborhoods, this Davis Shores property delivers lifestyle, location, and long term potential all in one.

2 Beds ⋅ 2 Baths ⋅ 2134160 MLS ⋅ 32080 Zip Code

Tucked into the heart of Davis Shores, this island retreat offers the kind of laid back lifestyle people move here for. Set on a spacious fenced lot with room to breathe, this charming home blends comfort, functionality, and coastal character in all the right ways. Enter through a private front courtyard that creates a sense of separation and calm before stepping into a bright and inviting living space framed by wrap-around windows that fill the room with natural light. Sleek tile plank flooring runs throughout for a clean, low maintenance feel, while a vintage wood burning stove adds warmth and personality. The updated kitchen features stainless steel appliances, granite countertops, and creamy shaker style cabinetry, with a full wall of windows in the kitchen and dining area overlooking the expansive backyard and creating a seamless connection to the outdoors. With 2 bedrooms and 1 and a half bathrooms, the layout is both efficient and comfortable, ideal for everyday living or a weekend escape. Outside, the detached workshop with its own window unit AC offers incredible flexibility for storage, hobbies, a studio, or future creative space. An outdoor shower makes rinsing off after beach days effortless, and the large backyard provides room to garden, entertain, or simply relax under the island sky. Whether you are looking for a primary residence, second home, or investment opportunity in one of the most desirable island neighborhoods, this Davis Shores property delivers lifestyle, location, and long term potential all in one.

286 S Matanzas Boulevard, St. Augustine

$195,000

Exceptional half acre (.49) homesite just outside the St. Augustine city limits, offering space, privacy, and outstanding future potential. Properties with this much land in such a convenient location are becoming increasingly rare. The true value of this property lies in the generous lot size and flexibility it provides. Whether you are looking to build a new home, create a private compound, establish a garden oasis, or hold land in a growing area of St. Johns County, the possibilities here are wide open.

1 Beds ⋅ 1 Baths ⋅ 261039 MLS ⋅ 32084 Zip Code

Exceptional half acre (.49) homesite just outside the St. Augustine city limits, offering space, privacy, and outstanding future potential. Properties with this much land in such a convenient location are becoming increasingly rare. The true value of this property lies in the generous lot size and flexibility it provides. Whether you are looking to build a new home, create a private compound, establish a garden oasis, or hold land in a growing area of St. Johns County, the possibilities here are wide open.

749 John St, St Augustine

$879,900

RARE VILANO BEACH OPPORTUNITY — BEAUTIFUL COTTAGE + OVERSIZED HOMESITE JUST MINUTES FROM THE BEACH This is the kind of property that rarely comes available in this sought-after coastal location. Located just approximately 0.2 miles from the beach, this beautiful property offers the best of both worlds: a charming cottage you can enjoy now and an exceptional homesite with tremendous potential for the future. The existing cottage provides an easy opportunity to use the property as a vacation getaway, weekend retreat, investment property, or comfortable coastal home while you take your time deciding whether to build your dream primary residence. The oversized 103' x 125' lot offers plenty of possibilities for a future custom home. With the property’s gentle coastal breezes coming from the nearby Intracoastal Waterway, you can enjoy the setting today while envisioning what could be built tomorrow.

2 Beds ⋅ 1 Baths ⋅ 260997 MLS ⋅ 32084 Zip Code

RARE VILANO BEACH OPPORTUNITY — BEAUTIFUL COTTAGE + OVERSIZED HOMESITE JUST MINUTES FROM THE BEACH This is the kind of property that rarely comes available in this sought-after coastal location. Located just approximately 0.2 miles from the beach, this beautiful property offers the best of both worlds: a charming cottage you can enjoy now and an exceptional homesite with tremendous potential for the future. The existing cottage provides an easy opportunity to use the property as a vacation getaway, weekend retreat, investment property, or comfortable coastal home while you take your time deciding whether to build your dream primary residence. The oversized 103' x 125' lot offers plenty of possibilities for a future custom home. With the property’s gentle coastal breezes coming from the nearby Intracoastal Waterway, you can enjoy the setting today while envisioning what could be built tomorrow.

184 Surfside Ave, St Augustine

$2,600,000

Newly built 5 bedrooms and 4.5 bath, pool, private backyard, century oaks, near the beach

5 Beds ⋅ 5 Baths ⋅ 2132678 MLS ⋅ 32082 Zip Code

Newly built 5 bedrooms and 4.5 bath, pool, private backyard, century oaks, near the beach

1231 Neck Road, Ponte Vedra Beach

$3,100,000

Rare Oceanfront on a double lot in the Golden Triangle of St. Augustine Beach. Great investment opportunity. Already platted for 2 lots A&B. Excellent opportunity for income, redevelopment, or multi-generational living. Setbacks are 7.5' from the road, front 25', and the back is 20'. Flood Zone X. Walk to restaurants, shopping, and the St. Augustine Pier, where vehicles are not permitted on the beach.

260980 MLS ⋅ 32080 Zip Code

Rare Oceanfront on a double lot in the Golden Triangle of St. Augustine Beach. Great investment opportunity. Already platted for 2 lots A&B. Excellent opportunity for income, redevelopment, or multi-generational living. Setbacks are 7.5' from the road, front 25', and the back is 20'. Flood Zone X. Walk to restaurants, shopping, and the St. Augustine Pier, where vehicles are not permitted on the beach.

2 11th Street, St Augustine Beach

$200,000

Updated Home in the Heart of Historic St. Augustine - Perfect Location, Move-In Ready, No HOA! Enjoy the best of St. Augustine, with historic landmarks, top-rated dining, shopping, and beautiful beaches all just minutes from your doorstep. This 3-bedroom, 1-bath home has been thoughtfully updated to offer modern comfort in one of Florida's most iconic cities. Inside, you'll find a brand-new roof, fresh flooring throughout, and a completely remodeled kitchen--everything you need for easy, everyday living. Whether you're cooking for yourself or hosting friends, this kitchen is ready for it all. With a new septic system, HVAC, and water heater, you'll have peace of mind knowing the big-ticket updates have been taken care of. This home is ideal whether you're looking for a primary residence or an investment property in a prime location-with no hassle of an HOA. It's move-in ready and waiting for you to make it your own!

3 Beds ⋅ 1 Baths ⋅ 2132556 MLS ⋅ 32084 Zip Code

Updated Home in the Heart of Historic St. Augustine - Perfect Location, Move-In Ready, No HOA! Enjoy the best of St. Augustine, with historic landmarks, top-rated dining, shopping, and beautiful beaches all just minutes from your doorstep. This 3-bedroom, 1-bath home has been thoughtfully updated to offer modern comfort in one of Florida's most iconic cities. Inside, you'll find a brand-new roof, fresh flooring throughout, and a completely remodeled kitchen--everything you need for easy, everyday living. Whether you're cooking for yourself or hosting friends, this kitchen is ready for it all. With a new septic system, HVAC, and water heater, you'll have peace of mind knowing the big-ticket updates have been taken care of. This home is ideal whether you're looking for a primary residence or an investment property in a prime location-with no hassle of an HOA. It's move-in ready and waiting for you to make it your own!

651 Anderson Street, St. Augustine

$649,000

Historic charm meets modern performance in this 1925 St. Augustine treasure. Fully restored and upgraded with a new roof, windows, electrical, plumbing, siding, and more--bringing it up to 2025 standards. The first floor is leased as office space through October 2026, providing steady income. Upstairs, a beautifully furnished two-bedroom apartment operates as a vacation rental, consistently achieving nearly 250 booked nights each year. Located within easy reach of St. Augustine's historic district, dining, and attractions, this property offers a rare combination of character and cash flow. Showings by appointment only. Financial details available to qualified buyers.

2 Beds ⋅ 1 Baths ⋅ 2132516 MLS ⋅ 32084 Zip Code

Historic charm meets modern performance in this 1925 St. Augustine treasure. Fully restored and upgraded with a new roof, windows, electrical, plumbing, siding, and more--bringing it up to 2025 standards. The first floor is leased as office space through October 2026, providing steady income. Upstairs, a beautifully furnished two-bedroom apartment operates as a vacation rental, consistently achieving nearly 250 booked nights each year. Located within easy reach of St. Augustine's historic district, dining, and attractions, this property offers a rare combination of character and cash flow. Showings by appointment only. Financial details available to qualified buyers.

55 S Dixie Highway, St. Augustine

$5,900,000

Historic charm meets prime investment opportunity at this exceptional 9,000-square-foot commercial property located at the gateway to Downtown St. Augustine on iconic San Marco Avenue. Positioned along one of the city's most recognizable and highly traveled corridors connecting tourism, retail, hospitality, and year-round local traffic, this asset offers outstanding visibility, strong investment fundamentals, and a rare large-scale commercial footprint in one of Florida's most visited destinations. Located at 185 San Marco Ave along one of the city's most traveled commercial corridors, this high-visibility property offers exceptional frontage, strong daily traffic counts, and parking. Positioned just minutes from historic downtown, Vilano Beach, and major tourist destinations, the property benefits from consistent year-round traffic driven by both locals and visitors. The flexible layout and prominent signage exposure appeal to a wide range of tenants including retail, professional office, medical, gallery, or boutique concepts. With limited commercial inventory in this highly desirable corridor, this property presents an opportunity for reliable cash flow, future appreciation, and portfolio diversification in Northeast Florida's.

2132436 MLS ⋅ 32084 Zip Code

Historic charm meets prime investment opportunity at this exceptional 9,000-square-foot commercial property located at the gateway to Downtown St. Augustine on iconic San Marco Avenue. Positioned along one of the city's most recognizable and highly traveled corridors connecting tourism, retail, hospitality, and year-round local traffic, this asset offers outstanding visibility, strong investment fundamentals, and a rare large-scale commercial footprint in one of Florida's most visited destinations. Located at 185 San Marco Ave along one of the city's most traveled commercial corridors, this high-visibility property offers exceptional frontage, strong daily traffic counts, and parking. Positioned just minutes from historic downtown, Vilano Beach, and major tourist destinations, the property benefits from consistent year-round traffic driven by both locals and visitors. The flexible layout and prominent signage exposure appeal to a wide range of tenants including retail, professional office, medical, gallery, or boutique concepts. With limited commercial inventory in this highly desirable corridor, this property presents an opportunity for reliable cash flow, future appreciation, and portfolio diversification in Northeast Florida's.

185 San Marco Avenue, St. Augustine

$285,000

This listing is for sold comp purposes only.

3 Beds ⋅ 2 Baths ⋅ 2132372 MLS ⋅ 32084 Zip Code

This listing is for sold comp purposes only.

348 Armas Avenue, St. Augustine

$765,000

Mid-century modern enthusiasts will fall in love with 25 May Street, where Spanish architectural influence blends seamlessly with the clean lines, craftsmanship, and thoughtful details that define the era. Custom built in 1941 for one of the founding pioneers of the city’s shrimping industry, this residence showcases quality construction, enduring materials, and pride of ownership. Original character pairs the period details, creating a home that is both authentic and inviting. Seller will be replacing the orginal clay tile roof with a new one prior to closing thereby giving new owners peace of mind.

3 Beds ⋅ 2 Baths ⋅ 260964 MLS ⋅ 32084 Zip Code

Mid-century modern enthusiasts will fall in love with 25 May Street, where Spanish architectural influence blends seamlessly with the clean lines, craftsmanship, and thoughtful details that define the era. Custom built in 1941 for one of the founding pioneers of the city’s shrimping industry, this residence showcases quality construction, enduring materials, and pride of ownership. Original character pairs the period details, creating a home that is both authentic and inviting. Seller will be replacing the orginal clay tile roof with a new one prior to closing thereby giving new owners peace of mind.

25 May St, St Augustine

$470,000

This listing is for sold comp purposes only.

2 Beds ⋅ 2 Baths ⋅ 2132282 MLS ⋅ 32084 Zip Code

This listing is for sold comp purposes only.

70 Abbott Street, St. Augustine

$2,925,000

A rare opportunity to own a true Old Ponte Vedra classic -- privately offered. Perfectly positioned on a 100x170 ft homesite along one of the community's most coveted streets, this 2,400 sq ft brick residence captures timeless elegance and serene water-to-golf views. Every detail of this home reflects the enduring charm and craftsmanship that define Old Ponte Vedra living. Original hardwood floors flow throughout light-filled living spaces, while the updated kitchen features marble countertops and a refined blend of modern convenience and traditional style. Each room is graced with distinctive architectural touches and the warm, inviting character that make Southern Ponte Vedra homes so beloved. Surrounded by mature landscaping and just moments from the Ponte Vedra Inn & Club and the beach, this residence offers an unparalleled lifestyle of privacy, prestige, and authenticity -- a rare find in today's market and a special opportunity.

5 Beds ⋅ 5 Baths ⋅ 2131529 MLS ⋅ 32082 Zip Code

A rare opportunity to own a true Old Ponte Vedra classic -- privately offered. Perfectly positioned on a 100x170 ft homesite along one of the community's most coveted streets, this 2,400 sq ft brick residence captures timeless elegance and serene water-to-golf views. Every detail of this home reflects the enduring charm and craftsmanship that define Old Ponte Vedra living. Original hardwood floors flow throughout light-filled living spaces, while the updated kitchen features marble countertops and a refined blend of modern convenience and traditional style. Each room is graced with distinctive architectural touches and the warm, inviting character that make Southern Ponte Vedra homes so beloved. Surrounded by mature landscaping and just moments from the Ponte Vedra Inn & Club and the beach, this residence offers an unparalleled lifestyle of privacy, prestige, and authenticity -- a rare find in today's market and a special opportunity.

90 San Juan Drive, Ponte Vedra Beach

$4,350,000

316 Pablo Road is a must-see! Nestled in the highly sought-after Old Ponte Vedra, this stunning home sits on a .46-acre lot overlooking the prestigious Ponte Vedra Inn & Club Golf Course. Completely renovated down to the studs in 2016, the property showcases high-end finishes and exceptional craftsmanship throughout. Upon entry, you're welcomed by light-filled formal living and dining rooms featuring a vaulted tongue-and-groove ceiling. Custom cabinetry by Richard Hugo adds distinctive character, while the kitchen boasts River City Custom Cabinetry, quartz countertops, KitchenAid Professional appliances, and an expansive walk-in pantry. The family room overlooks the pool and golf course and includes custom lacquered built-ins and a wine fridge. A versatile flex space just off the kitchen--currently used as a TV room--would also make an ideal home office. The spacious primary suite offers a beautifully appointed bathroom and a large walk-in closet with a custom organization system. Three additional bedrooms and two full baths with elegant marble flooring provide ample space for family or guests. Step outside to a generous backyard complete with a sparkling pool and a brand-new summer kitchen featuring a grill and Big Green Egg--perfect for entertaining. Enjoy being within walking distance to the ocean and Ponte Vedra Inn & Club, all within Florida's top-ranked school district. Preferred Membership to the Clubs of Gate Hospitality: Ponte Vedra Inn & Club, The Lodge & Club, Epping Forest, and The River Club

4 Beds ⋅ 3 Baths ⋅ 2131750 MLS ⋅ 32082 Zip Code

316 Pablo Road is a must-see! Nestled in the highly sought-after Old Ponte Vedra, this stunning home sits on a .46-acre lot overlooking the prestigious Ponte Vedra Inn & Club Golf Course. Completely renovated down to the studs in 2016, the property showcases high-end finishes and exceptional craftsmanship throughout. Upon entry, you're welcomed by light-filled formal living and dining rooms featuring a vaulted tongue-and-groove ceiling. Custom cabinetry by Richard Hugo adds distinctive character, while the kitchen boasts River City Custom Cabinetry, quartz countertops, KitchenAid Professional appliances, and an expansive walk-in pantry. The family room overlooks the pool and golf course and includes custom lacquered built-ins and a wine fridge. A versatile flex space just off the kitchen--currently used as a TV room--would also make an ideal home office. The spacious primary suite offers a beautifully appointed bathroom and a large walk-in closet with a custom organization system. Three additional bedrooms and two full baths with elegant marble flooring provide ample space for family or guests. Step outside to a generous backyard complete with a sparkling pool and a brand-new summer kitchen featuring a grill and Big Green Egg--perfect for entertaining. Enjoy being within walking distance to the ocean and Ponte Vedra Inn & Club, all within Florida's top-ranked school district. Preferred Membership to the Clubs of Gate Hospitality: Ponte Vedra Inn & Club, The Lodge & Club, Epping Forest, and The River Club

316 Pablo Road, Ponte Vedra Beach

$740,000

Two homes, one property—minutes to Historic district and beach. This North City/Uptown gem offers a charming 2BR/2BA main residence plus a separate 2BR/1BA apartment above the garage for true flexibility. The main house showcases original hardwood floors, a brick wood-burning fireplace, and a flowing plan with a front sitting/sun room, living room, dining area, office/flex room, and an all-season room. The updated kitchen features new cabinetry, counters, and appliances; lighting and doors have been refreshed throughout. Each bedroom functions as an owner suite, and both open directly to decks overlooking the newly fully fenced backyard under grand live oaks and Spanish moss—perfect for morning coffee, evening wine, or weekend gatherings.

4 Beds ⋅ 3 Baths ⋅ 260876 MLS ⋅ 32084 Zip Code

Two homes, one property—minutes to Historic district and beach. This North City/Uptown gem offers a charming 2BR/2BA main residence plus a separate 2BR/1BA apartment above the garage for true flexibility. The main house showcases original hardwood floors, a brick wood-burning fireplace, and a flowing plan with a front sitting/sun room, living room, dining area, office/flex room, and an all-season room. The updated kitchen features new cabinetry, counters, and appliances; lighting and doors have been refreshed throughout. Each bedroom functions as an owner suite, and both open directly to decks overlooking the newly fully fenced backyard under grand live oaks and Spanish moss—perfect for morning coffee, evening wine, or weekend gatherings.

6 E San Carlos Ave, St Augustine

$450,000

Offering a $10,000 credit towards closing costs/rate buy down w/accepted offer! Own a piece of historic St. Augustine while enjoying the flexibility of a proven income-producing STR. 2026 Booking gross revenue of $50K+!!! Located in the heart of downtown, this fully renovated cottage offers the ideal blend of personal getaway & investment opportunity. Use it as your private retreat when visiting St. Augustine, then generate supplemental income through its already established Airbnb presence when you're away. This home combines historic character w/modern updates including a metal roof, updated electrical & plumbing, HVAC, windows, & vinyl plank flooring throughout. The dual en-suite layout provides comfort/privacy for guests, making it especially appealing as a STR. Minutes from restaurants, coffee shops, live music, & historic attractions, this highly walkable location continues to attract visitors year-round. Strong Guest demand & Loyal repeat visitors- This Gem checks all the boxes

2 Beds ⋅ 2 Baths ⋅ 2126790 MLS ⋅ 32084 Zip Code

Offering a $10,000 credit towards closing costs/rate buy down w/accepted offer! Own a piece of historic St. Augustine while enjoying the flexibility of a proven income-producing STR. 2026 Booking gross revenue of $50K+!!! Located in the heart of downtown, this fully renovated cottage offers the ideal blend of personal getaway & investment opportunity. Use it as your private retreat when visiting St. Augustine, then generate supplemental income through its already established Airbnb presence when you're away. This home combines historic character w/modern updates including a metal roof, updated electrical & plumbing, HVAC, windows, & vinyl plank flooring throughout. The dual en-suite layout provides comfort/privacy for guests, making it especially appealing as a STR. Minutes from restaurants, coffee shops, live music, & historic attractions, this highly walkable location continues to attract visitors year-round. Strong Guest demand & Loyal repeat visitors- This Gem checks all the boxes

83 Weeden Street, St. Augustine

$2,900,000

Waterfront Living on Salt Run with 6 boat slips. This mid century modern waterfront estate offers 4 bedrooms, 4.5 baths across 4800 sqft of living space, set on 1.14 private acres with 150 feet of waterfrontage. An oversized three-car garage provides ample room for vehicles along with dedicated space for a gym or workshop, while the private dock features six boat slips complete with electric service and a freshwater well, delivering the ultimate setup for boating and waterfront living. Inside, expansive living spaces are anchored by a flowing floor plan ideal for entertaining and everyday comfort. Multiple fireplaces create warm gathering spaces, while the generously sized kitchen serves as the heart of the home. Four spacious bedrooms and five full baths provide privacy and flexibility for family and guests alike. From your dock to open water in minutes.

4 Beds ⋅ 4 Baths ⋅ 260829 MLS ⋅ 32080 Zip Code

Waterfront Living on Salt Run with 6 boat slips. This mid century modern waterfront estate offers 4 bedrooms, 4.5 baths across 4800 sqft of living space, set on 1.14 private acres with 150 feet of waterfrontage. An oversized three-car garage provides ample room for vehicles along with dedicated space for a gym or workshop, while the private dock features six boat slips complete with electric service and a freshwater well, delivering the ultimate setup for boating and waterfront living. Inside, expansive living spaces are anchored by a flowing floor plan ideal for entertaining and everyday comfort. Multiple fireplaces create warm gathering spaces, while the generously sized kitchen serves as the heart of the home. Four spacious bedrooms and five full baths provide privacy and flexibility for family and guests alike. From your dock to open water in minutes.

124 Inlet Dr., St Augustine

$145,000

Solid concrete block home located in the growing community of Hastings in St. Johns County. This well-maintained property offers three bedrooms and one bathroom, all set in a quiet and peaceful neighborhood. Enjoy the convenience of having a park, community center, and library all within a mile of the home. This is a fantastic opportunity to own an affordable property in a desirable and tranquil area--don't miss out!

3 Beds ⋅ 1 Baths ⋅ 2128442 MLS ⋅ 32145 Zip Code

Solid concrete block home located in the growing community of Hastings in St. Johns County. This well-maintained property offers three bedrooms and one bathroom, all set in a quiet and peaceful neighborhood. Enjoy the convenience of having a park, community center, and library all within a mile of the home. This is a fantastic opportunity to own an affordable property in a desirable and tranquil area--don't miss out!

503 Wilson Road, Hastings

$468,000

Looking for a beach house? This beautifully maintained 3BR/2BA home is offered fully furnished and is perfect as a vacation getaway, income-producing rental, or full-time coastal residence. Currently on a successful vacation rental program. Updates include a newer roof and A/C. 20x20 tile throughout. Home has been replumbed and features a top-of-the-line newer septic system. Fully fenced yard with plenty of room to add a pool. Enjoy outdoor seating while listening to the sounds of the ocean. Ideal location--easy 5-minute walk to the beach and restaurants, just a few blocks to the Intracoastal for biking or strolling, and within walking distance to a nearby park.

3 Beds ⋅ 2 Baths ⋅ 2130765 MLS ⋅ 32080 Zip Code

Looking for a beach house? This beautifully maintained 3BR/2BA home is offered fully furnished and is perfect as a vacation getaway, income-producing rental, or full-time coastal residence. Currently on a successful vacation rental program. Updates include a newer roof and A/C. 20x20 tile throughout. Home has been replumbed and features a top-of-the-line newer septic system. Fully fenced yard with plenty of room to add a pool. Enjoy outdoor seating while listening to the sounds of the ocean. Ideal location--easy 5-minute walk to the beach and restaurants, just a few blocks to the Intracoastal for biking or strolling, and within walking distance to a nearby park.

5467 1st Street, St. Augustine

$358,000

Welcome to 17 Aviles Drive, a rare 1928 cottage offering timeless character, flexible living, and exceptional income potential in the heart of St. Augustine. This 5-bedroom, 2-bath home is thoughtfully configured for multigenerational living or house hacking, featuring three total kitchens and a fully functional basement with a private entrance, ideal for extended family, guests, or rental use. Original charm blends seamlessly with modern practicality, including no carpet throughout the entire home, making maintenance simple. The layout allows multiple living zones while still feeling cohesive, offering versatility rarely found in historic homes. Centrally located just minutes from downtown St. Augustine and approximately 15 minutes to St. Augustine Beach, this property puts you close to dining, shopping, historic attractions, and the coast. Zoned RS-2, it allows weekly rentals, opening the door to short-term income opportunities in one of Florida's most sought-after markets. Whether you're looking for a unique primary residence, a multi-generational setup, or a strategic investment, 17 Aviles Drive delivers charm, flexibility, and location in one compelling package. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

5 Beds ⋅ 2 Baths ⋅ 2130699 MLS ⋅ 32084 Zip Code

Welcome to 17 Aviles Drive, a rare 1928 cottage offering timeless character, flexible living, and exceptional income potential in the heart of St. Augustine. This 5-bedroom, 2-bath home is thoughtfully configured for multigenerational living or house hacking, featuring three total kitchens and a fully functional basement with a private entrance, ideal for extended family, guests, or rental use. Original charm blends seamlessly with modern practicality, including no carpet throughout the entire home, making maintenance simple. The layout allows multiple living zones while still feeling cohesive, offering versatility rarely found in historic homes. Centrally located just minutes from downtown St. Augustine and approximately 15 minutes to St. Augustine Beach, this property puts you close to dining, shopping, historic attractions, and the coast. Zoned RS-2, it allows weekly rentals, opening the door to short-term income opportunities in one of Florida's most sought-after markets. Whether you're looking for a unique primary residence, a multi-generational setup, or a strategic investment, 17 Aviles Drive delivers charm, flexibility, and location in one compelling package. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

17 Aviles Drive, St. Augustine

$268,800

$10,000 PRICE REDUCTION Charming, Updated Home on Triple Lot - Ideal for Families or Investors This spacious 2-bedroom, 1-bath concrete block home offers 1530 sq ft of comfort and potential. Sitting on three full lots with a huge backyard, there's room to relax, play, or even expand. The kitchen was fully renovated in 2024 with custom cabinetry, granite countertops, stainless steel appliances--5 Burner BOSCH Gas Range and BOSCH Dishwasher, perfect for home cooks or entertaining. Original HARDWOOD floors throughout the living and bedrooms. Updated plumbing and electrical. New metal roof. Has POTENTIAL for 1/2 Bath in Laundry Room. If you are a growing family looking for space near town, or an investor seeking a solid opportunity with room to build, this home checks all the boxes. Just minutes from local shops, schools, and parks, it's the best of both worlds! Great location and convenient within 1 mile of I-95. Best of all No HOA or CDD. High elevation and located in Flood Zone X.

21 Beds ⋅ 2 Baths ⋅ 2130338 MLS ⋅ 32033 Zip Code

$10,000 PRICE REDUCTION Charming, Updated Home on Triple Lot - Ideal for Families or Investors This spacious 2-bedroom, 1-bath concrete block home offers 1530 sq ft of comfort and potential. Sitting on three full lots with a huge backyard, there's room to relax, play, or even expand. The kitchen was fully renovated in 2024 with custom cabinetry, granite countertops, stainless steel appliances--5 Burner BOSCH Gas Range and BOSCH Dishwasher, perfect for home cooks or entertaining. Original HARDWOOD floors throughout the living and bedrooms. Updated plumbing and electrical. New metal roof. Has POTENTIAL for 1/2 Bath in Laundry Room. If you are a growing family looking for space near town, or an investor seeking a solid opportunity with room to build, this home checks all the boxes. Just minutes from local shops, schools, and parks, it's the best of both worlds! Great location and convenient within 1 mile of I-95. Best of all No HOA or CDD. High elevation and located in Flood Zone X.

4208 Vermont Boulevard, Elkton

$1,495,000

History & Romance abound! Step into this 1925 castle that dreams are made of. Designed and built by renowned sculptor Charles A. Pillar for his home and studio. The property is currently one of the area's most unique and beautiful homes, just minutes from the sands of Vilano Beach and Matanzas Inlet, and historic downtown St. Augustine. The castle boasts almost 5,000 sq ft of beautifully designed rooms, with recent updates to meet modern comfort standards. This 4-bedroom, 4-bath home lives large and is currently a residence and successful short-term rental. For generational living or an in-law suite, there is a separate entrance. This is the perfect home for family gatherings and entertaining. Come and live your dream in this turn key, well maintained fully furnished property Qualified buyers, Showings by appointment

4 Beds ⋅ 4 Baths ⋅ 260764 MLS ⋅ 32084 Zip Code

History & Romance abound! Step into this 1925 castle that dreams are made of. Designed and built by renowned sculptor Charles A. Pillar for his home and studio. The property is currently one of the area's most unique and beautiful homes, just minutes from the sands of Vilano Beach and Matanzas Inlet, and historic downtown St. Augustine. The castle boasts almost 5,000 sq ft of beautifully designed rooms, with recent updates to meet modern comfort standards. This 4-bedroom, 4-bath home lives large and is currently a residence and successful short-term rental. For generational living or an in-law suite, there is a separate entrance. This is the perfect home for family gatherings and entertaining. Come and live your dream in this turn key, well maintained fully furnished property Qualified buyers, Showings by appointment

16 May St, St Augustine

$410,000

Located in the heart of Lincolnville, this 5-bedroom 2-bath home offers a rare opportunity to own in one of the most desirable and walkable areas of St. Augustine. Just blocks from the bayfront and steps from downtown shops, restaurants, and historic landmarks, the location truly speaks for itself. This is a genuine fixer-upper and will require updates and improvements. With over 3,000 square feet of space and the option for two kitchens, there is flexibility for multi-generational living, guest accommodations, or creative reconfiguration. The corner lot positioning and surrounding restored historic homes further enhance the long-term appeal.

5 Beds ⋅ 2 Baths ⋅ 260731 MLS ⋅ 32084 Zip Code

Located in the heart of Lincolnville, this 5-bedroom 2-bath home offers a rare opportunity to own in one of the most desirable and walkable areas of St. Augustine. Just blocks from the bayfront and steps from downtown shops, restaurants, and historic landmarks, the location truly speaks for itself. This is a genuine fixer-upper and will require updates and improvements. With over 3,000 square feet of space and the option for two kitchens, there is flexibility for multi-generational living, guest accommodations, or creative reconfiguration. The corner lot positioning and surrounding restored historic homes further enhance the long-term appeal.

134 Washington St, St Augustine

$2,300,000

Direct Intracoastal Front Property with Deep Water Lift on Multiple Lots in Vilano Beach! Ponte Vedra just North and St. Augustine just south! This is such an amazing property! Your own beach! 3 Platted Lots! 100 Ft on the Water! Keep the 2 Lots on the Water and sell the back lot or develop it! Another idea would be to have 2 Intracoastal Front lots! Located a block away from Caps! Beach access at the end of the street East! Survey on file!

3 Beds ⋅ 2 Baths ⋅ 2129613 MLS ⋅ 32084 Zip Code

Direct Intracoastal Front Property with Deep Water Lift on Multiple Lots in Vilano Beach! Ponte Vedra just North and St. Augustine just south! This is such an amazing property! Your own beach! 3 Platted Lots! 100 Ft on the Water! Keep the 2 Lots on the Water and sell the back lot or develop it! Another idea would be to have 2 Intracoastal Front lots! Located a block away from Caps! Beach access at the end of the street East! Survey on file!

507 Third Street, St. Augustine

$1,125,000

Where history meets the tides in the heart of St. Augustine. Built in 1924 this Georgian-style home was thoughtfully designed and positioned to capture the evening coastal breezes and the natural beauty of Macaris Creek. Since its construction, only two families have owned this home, a rare legacy of stewardship and care. Today, the property has been fully restored from the foundation and structural framing upward, blending historic character with modern peace of mind. Major updates include a new roof, HVAC, electrical, plumbing, LVP throughout, structural systems, and foundation — all completed to current building codes. This is a true restoration, not a cosmetic renovation. Set directly on Macaris Creek, a tidal waterway with access during favorable tides to the Matanzas River and St. Augustine Bayfront, the home offers a unique waterfront lifestyle. This is a RARE find. Don't miss your opportunity to own this prime real estate within 1 mile of Downtown St. Augustine!

3 Beds ⋅ 3 Baths ⋅ 2129237 MLS ⋅ 32084 Zip Code

Where history meets the tides in the heart of St. Augustine. Built in 1924 this Georgian-style home was thoughtfully designed and positioned to capture the evening coastal breezes and the natural beauty of Macaris Creek. Since its construction, only two families have owned this home, a rare legacy of stewardship and care. Today, the property has been fully restored from the foundation and structural framing upward, blending historic character with modern peace of mind. Major updates include a new roof, HVAC, electrical, plumbing, LVP throughout, structural systems, and foundation — all completed to current building codes. This is a true restoration, not a cosmetic renovation. Set directly on Macaris Creek, a tidal waterway with access during favorable tides to the Matanzas River and St. Augustine Bayfront, the home offers a unique waterfront lifestyle. This is a RARE find. Don't miss your opportunity to own this prime real estate within 1 mile of Downtown St. Augustine!

71 Fullerwood Drive, St. Augustine

$230,000

The listing has been entered for historical data only.

3 Beds ⋅ 1 Baths ⋅ 2129144 MLS ⋅ 32084 Zip Code

The listing has been entered for historical data only.

347 Fortuna Avenue, St. Augustine

$3,800,000

The property is located along A1A, 4 blocks north of the Spanish Fort, Castillo De San Marcos and other St. Augustine's biggest Tourist Attractions. The 8,000 square foot building is constructed of red brick, 3 layers thick. It houses 3 commercial retail spaces, a working woodshop and a manager's or owner's apartment/showroom. This Florida space located at 56 San Marco Avenue has been owned by one owner since 1980. Building has been remodeled several times over the last 40 years in an effort to comply with changing building codes. The architectural details have been designed and constructed by Signature Furniture Inc.(40+years of woodworking,remodeling and constructing spaces in which to live and work). Come and witness the charm of this circa 1899 historic building and potential business opportunity!

5 Baths ⋅ 260667 MLS ⋅ 32084 Zip Code

The property is located along A1A, 4 blocks north of the Spanish Fort, Castillo De San Marcos and other St. Augustine's biggest Tourist Attractions. The 8,000 square foot building is constructed of red brick, 3 layers thick. It houses 3 commercial retail spaces, a working woodshop and a manager's or owner's apartment/showroom. This Florida space located at 56 San Marco Avenue has been owned by one owner since 1980. Building has been remodeled several times over the last 40 years in an effort to comply with changing building codes. The architectural details have been designed and constructed by Signature Furniture Inc.(40+years of woodworking,remodeling and constructing spaces in which to live and work). Come and witness the charm of this circa 1899 historic building and potential business opportunity!

56 San Marco Ave Unit A B & C, St Augustine

$260,000

Whether you're buying your first home, downsizing, or investing, this concrete block St. Johns County property delivers location, versatility, and value. With no HOA or CDD fees, this charming one-story home offers a flexible split floor plan, featuring a converted garage now serving as a spacious bedroom suite on one side of the home and three additional bedrooms on the opposite side — ideal for privacy and functionality. The kitchen has been updated, and the home is filled with natural light and comfortable living spaces. Enjoy the beautiful screened-in porch overlooking a large backyard, perfect for relaxing, entertaining, or future outdoor enhancements. This home is well-suited for a variety of lifestyles, including use as a primary residence, retirement home, vacation getaway, or investment property. Short-term rentals are allowed in the neighborhood, and the home also works well as a long-term rental. Very charming, move-in ready, and positioned perfectly for its next chapter. Conveniently located just minutes from historic downtown St. Augustine, area beaches, shopping, and dining.

4 Beds ⋅ 2 Baths ⋅ 2129089 MLS ⋅ 32084 Zip Code

Whether you're buying your first home, downsizing, or investing, this concrete block St. Johns County property delivers location, versatility, and value. With no HOA or CDD fees, this charming one-story home offers a flexible split floor plan, featuring a converted garage now serving as a spacious bedroom suite on one side of the home and three additional bedrooms on the opposite side — ideal for privacy and functionality. The kitchen has been updated, and the home is filled with natural light and comfortable living spaces. Enjoy the beautiful screened-in porch overlooking a large backyard, perfect for relaxing, entertaining, or future outdoor enhancements. This home is well-suited for a variety of lifestyles, including use as a primary residence, retirement home, vacation getaway, or investment property. Short-term rentals are allowed in the neighborhood, and the home also works well as a long-term rental. Very charming, move-in ready, and positioned perfectly for its next chapter. Conveniently located just minutes from historic downtown St. Augustine, area beaches, shopping, and dining.

1064 Hibiscus 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 ⋅ 32084 Zip Code

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

$350,000

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

2 Beds ⋅ 1 Baths ⋅ 2129032 MLS ⋅ 32084 Zip Code

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

173 Riberia Street Unit B, St. Augustine

$949,000

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

4 Beds ⋅ 2 Baths ⋅ 2128943 MLS ⋅ 32084 Zip Code

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

251 Charlotte Street, St. Augustine