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***Prime Downtown St. Augustine Boutique-Hotel-Style investment Opportunity*** Located in the heart of historic downtown St. Augustine, this unique multi-family property offers an exceptional opportunity to own an income-producing asset just a short 5 minute walk from the world-famous St. George Street. Configured in a boutique hotel style layout the property features 8 private bedrooms with 8 full bathrooms attached, so each room functions as its own separate rental unit. 7 of the 8 units are currently being utilized as short term rentals with the 8th being used for storage offering potential flexibility for future use.

264624 MLS ⋅ 32084 Zip Code ⋅ Casa De Hernandez BLDG.

***Prime Downtown St. Augustine Boutique-Hotel-Style investment Opportunity*** Located in the heart of historic downtown St. Augustine, this unique multi-family property offers an exceptional opportunity to own an income-producing asset just a short 5 minute walk from the world-famous St. George Street. Configured in a boutique hotel style layout the property features 8 private bedrooms with 8 full bathrooms attached, so each room functions as its own separate rental unit. 7 of the 8 units are currently being utilized as short term rentals with the 8th being used for storage offering potential flexibility for future use.

2 Mulvey St, St Augustine

$629,000

Stellar location only a block and a half away from the beach! This move-in-ready duplex had long term tenants but has just been updated with 2026 roof, 2026 HVAC, 2026 water heaters and fresh paint in both units, ready for you to customize to your taste. There are endless possibilities for this home! Full of natural light, you could open it up into a 4 bedroom 2 bath, 2 kitchen house, or keep it as a 2 bed, 1 bath duplex and rent one side, keep the other for your personal vacation getaway, or rent them both! This area is not zoned for rentals less than a month, but it is in flood zone X which is low risk and will save significantly on insurance premiums. Walking distance to our beautiful beaches, and close to historic downtown St Augustine, this is the perfect place for your sunny Florida lifestyle!

264572 MLS ⋅ 32080 Zip Code

Stellar location only a block and a half away from the beach! This move-in-ready duplex had long term tenants but has just been updated with 2026 roof, 2026 HVAC, 2026 water heaters and fresh paint in both units, ready for you to customize to your taste. There are endless possibilities for this home! Full of natural light, you could open it up into a 4 bedroom 2 bath, 2 kitchen house, or keep it as a 2 bed, 1 bath duplex and rent one side, keep the other for your personal vacation getaway, or rent them both! This area is not zoned for rentals less than a month, but it is in flood zone X which is low risk and will save significantly on insurance premiums. Walking distance to our beautiful beaches, and close to historic downtown St Augustine, this is the perfect place for your sunny Florida lifestyle!

112 B St Unit A & B, St Augustine

50 Magnolia Dr Unit 50 A, 50 B, 48, St Augustine

$1,100,000

FOR SALE: Charming Island Triplex – Ideal Income-Producing Property in Prime Location, Generating over 6k a month in rental income. An Island property full of potential and charm. This triplex—a unique combination of a duplex and a single-family unit—is nestled in a peaceful, tree-lined neighborhood just two streets off scenic A1A. Surrounded by mature landscaping, this property offers excellent income opportunities and a fantastic location. Property Overview: Duplex: Two mirrored 1 Bed / 1 Bath units (~567 sq ft each) Features: Hardwood floors, wood ceilings and walls, tile showers, private laundry/storage rooms, new mini split ac Single-Family Unit (above garage): 2 Bed / 1 Bath (~858 sq ft) Same charming finishes with potential to add more living space Bonus Space: The entire ground floor of the single-family unit is wide open—perfect for creating into an additional unit, workshop, or use as oversized garage.

264495 MLS ⋅ 32080 Zip Code

FOR SALE: Charming Island Triplex – Ideal Income-Producing Property in Prime Location, Generating over 6k a month in rental income. An Island property full of potential and charm. This triplex—a unique combination of a duplex and a single-family unit—is nestled in a peaceful, tree-lined neighborhood just two streets off scenic A1A. Surrounded by mature landscaping, this property offers excellent income opportunities and a fantastic location. Property Overview: Duplex: Two mirrored 1 Bed / 1 Bath units (~567 sq ft each) Features: Hardwood floors, wood ceilings and walls, tile showers, private laundry/storage rooms, new mini split ac Single-Family Unit (above garage): 2 Bed / 1 Bath (~858 sq ft) Same charming finishes with potential to add more living space Bonus Space: The entire ground floor of the single-family unit is wide open—perfect for creating into an additional unit, workshop, or use as oversized garage.

50 Magnolia Dr Unit 50 A, 50 B, 48, St Augustine

$950,000

Rare income-producing triplex just 225 steps from the sand! This two parcel property offers three separate units, two income producing and one homestead. The major updates are already done. Newer roof plus each unit has a recently replaced AC system, the septic system has been replaced, and the plumbing has been redone. The property is being sold mostly furnished, and a washer/dryer stay in every unit, making it a true turnkey investment. Some updates & upgrades but ultimately income producing while you renovate. The entire property is fully fenced, and each unit has its own private fenced area and outdoor shower. Low-maintenance astroturf means no mowing. There are seven parking spaces plus an RV pad with full septic, water, and electric hookups. This property is a great fit for investors, vacation rental buyers, or an owner who wants rental income to help offset costs. Don't miss this beautifully located coastal opportunity. Schedule your showing today!

264397 MLS ⋅ 32084 Zip Code

Rare income-producing triplex just 225 steps from the sand! This two parcel property offers three separate units, two income producing and one homestead. The major updates are already done. Newer roof plus each unit has a recently replaced AC system, the septic system has been replaced, and the plumbing has been redone. The property is being sold mostly furnished, and a washer/dryer stay in every unit, making it a true turnkey investment. Some updates & upgrades but ultimately income producing while you renovate. The entire property is fully fenced, and each unit has its own private fenced area and outdoor shower. Low-maintenance astroturf means no mowing. There are seven parking spaces plus an RV pad with full septic, water, and electric hookups. This property is a great fit for investors, vacation rental buyers, or an owner who wants rental income to help offset costs. Don't miss this beautifully located coastal opportunity. Schedule your showing today!

2930 Coastal Highway, St Augustine

$600,000

Welcome to this charming duplex nestled in the heart of historic downtown St Augustine! This exceptional property offers an incredible opportunity for both investors and homeowners looking to enjoy the downtown lifestyle while generating rental income. Built in 1923 and situated in the historic district, this duplex is a quintessential piece of local history. Enjoy the convenience of living in a vibrant and culturally rich neighborhood with shops, restaurants, and entertainment options just a stone's throw away. Updated with metal roof in 2023 and ongoing maintenance make this an easy turn key property. Each unit offers 960 sf of living space and 2BR/1BA designed with one unit upstairs and one unit downstairs. As you arrive, you will be greeted by an inviting front porch that is ideal for visiting with neighbors as they pass by on their evening stroll. Step inside the downstairs unit adorned with hardwood floors to find yourself in the bright and cozy living room that flows into the dining and kitchen space, making entertaining a breeze. Down the hall you will find two good-sized bedrooms and a shared bathroom. Back onto the front porch a second door opens to stairs that lead to the upstairs unit. The living room extends to the kitchen with a breakfast bar that allows guests to spread out and chat. Two inviting bedrooms offer plenty of space and natural light with a well-appointed bathroom, ensuring residents have everything they need. Enjoy outdoor living with a back balcony for intimate gatherings and a balcony at the front where you can enjoy your morning coffee with a sunrise backdrop. You also have the option of accessing the upstairs unit from the exterior back stairs. Each unit also offers its own utility room with a washer and dryer for added convenience. Outside you will find that you have plenty of green space to have a garden, or for your resident's furry friends. With two separate units, this duplex provides an excellent opportunity for generating rental income. Welcome!

4 Beds ⋅ 1 Baths ⋅ 2167548 MLS ⋅ 32084 Zip Code

Welcome to this charming duplex nestled in the heart of historic downtown St Augustine! This exceptional property offers an incredible opportunity for both investors and homeowners looking to enjoy the downtown lifestyle while generating rental income. Built in 1923 and situated in the historic district, this duplex is a quintessential piece of local history. Enjoy the convenience of living in a vibrant and culturally rich neighborhood with shops, restaurants, and entertainment options just a stone's throw away. Updated with metal roof in 2023 and ongoing maintenance make this an easy turn key property. Each unit offers 960 sf of living space and 2BR/1BA designed with one unit upstairs and one unit downstairs. As you arrive, you will be greeted by an inviting front porch that is ideal for visiting with neighbors as they pass by on their evening stroll. Step inside the downstairs unit adorned with hardwood floors to find yourself in the bright and cozy living room that flows into the dining and kitchen space, making entertaining a breeze. Down the hall you will find two good-sized bedrooms and a shared bathroom. Back onto the front porch a second door opens to stairs that lead to the upstairs unit. The living room extends to the kitchen with a breakfast bar that allows guests to spread out and chat. Two inviting bedrooms offer plenty of space and natural light with a well-appointed bathroom, ensuring residents have everything they need. Enjoy outdoor living with a back balcony for intimate gatherings and a balcony at the front where you can enjoy your morning coffee with a sunrise backdrop. You also have the option of accessing the upstairs unit from the exterior back stairs. Each unit also offers its own utility room with a washer and dryer for added convenience. Outside you will find that you have plenty of green space to have a garden, or for your resident's furry friends. With two separate units, this duplex provides an excellent opportunity for generating rental income. Welcome!

8 Mulvey Street, St. Augustine

$500,000

Located in the heart of historic Uptown St. Augustine, this income-producing duplex presents an exceptional investment opportunity in one of the city's most sought-after locations. With tenants already in place, this property offers immediate rental income. Unit A is situated on the lower level and features 2 bedrooms and 1 bathroom, while Unit B occupies the upper level with 1 bedroom and 1 bathroom. The downstairs Unit B also enjoys direct access to both the front and rear porches, creating inviting outdoor spaces for relaxing and entertaining. Adding even more value, the property includes a dedicated owner's shed, providing convenient storage for tools, maintenance equipment, or personal belongings. Whether you're looking to expand your investment portfolio or own a turnkey rental property in a prime St. Augustine location, this duplex checks all the boxes. Just moments from the vibrant shops, restaurants, attractions, and waterfront that make historic Uptown so desirable, this is a rare opportunity to own an established income-producing property in one of Northeast Florida's most iconic neighborhoods.

3 Beds ⋅ 2166790 MLS ⋅ 32084 Zip Code

Located in the heart of historic Uptown St. Augustine, this income-producing duplex presents an exceptional investment opportunity in one of the city's most sought-after locations. With tenants already in place, this property offers immediate rental income. Unit A is situated on the lower level and features 2 bedrooms and 1 bathroom, while Unit B occupies the upper level with 1 bedroom and 1 bathroom. The downstairs Unit B also enjoys direct access to both the front and rear porches, creating inviting outdoor spaces for relaxing and entertaining. Adding even more value, the property includes a dedicated owner's shed, providing convenient storage for tools, maintenance equipment, or personal belongings. Whether you're looking to expand your investment portfolio or own a turnkey rental property in a prime St. Augustine location, this duplex checks all the boxes. Just moments from the vibrant shops, restaurants, attractions, and waterfront that make historic Uptown so desirable, this is a rare opportunity to own an established income-producing property in one of Northeast Florida's most iconic neighborhoods.

23 Sanchez Avenue, St. Augustine

$899,000

COMMERCIALLY ZONED FOR NIGHTLY VACATION RENTALS. ONE BLOCK FROM ST. AUGUSTINE BEACH! This proven income-producing duplex offers an established opportunity for short-term rental use. Both sides are 2-bedroom units, with Side A offering 1 bathroom and Side B offering 1.5 bathrooms. Each side is beautifully remodeled, features 2025/2026 HVAC systems, new stainless-steel appliances, an outdoor shower, double front balcony, laundry room, private backyard space, and back patio. The fully fenced yard and balconies can be kept separate for privacy or opened to create shared spaces for larger groups. Tucked on a quiet street in Flood Zone X, this is beach living without the trade-offs. Whether you're seeking a vacation home that offsets its own costs, or a high-performing short-term rental investment, this property is ready to deliver.

4 Beds ⋅ 3 Baths ⋅ 2165969 MLS ⋅ 32080 Zip Code

COMMERCIALLY ZONED FOR NIGHTLY VACATION RENTALS. ONE BLOCK FROM ST. AUGUSTINE BEACH! This proven income-producing duplex offers an established opportunity for short-term rental use. Both sides are 2-bedroom units, with Side A offering 1 bathroom and Side B offering 1.5 bathrooms. Each side is beautifully remodeled, features 2025/2026 HVAC systems, new stainless-steel appliances, an outdoor shower, double front balcony, laundry room, private backyard space, and back patio. The fully fenced yard and balconies can be kept separate for privacy or opened to create shared spaces for larger groups. Tucked on a quiet street in Flood Zone X, this is beach living without the trade-offs. Whether you're seeking a vacation home that offsets its own costs, or a high-performing short-term rental investment, this property is ready to deliver.

108 E Street Unit AB, St. Augustine

$839,000

A Rare Crescent Beach Investment Opportunity — Just Minutes from the Beach! Discover the perfect blend of coastal living, privacy, and investment potential with this beautifully renovated ranch-style duplex, ideally situated on a quiet dead-end street in desirable Crescent Beach on Anastasia Island. Just a short stroll from the beach, this unique property offers the flexibility of a turnkey investment, second home, or primary residence with rental income potential. With a dividing privacy fence, ample parking, and attached garages for both units, this property delivers the convenience of a true lock-and-leave coastal retreat. Unit A has been completely transformed, featuring a beautifully refreshed kitchen, updated flooring and trim, washer and dryer, beautifully remodeled bathrooms, upgraded windows and hardware, and a covered rear porch—creating a fresh, comfortable, and inviting space from top to bottom.

264128 MLS ⋅ 32080 Zip Code

A Rare Crescent Beach Investment Opportunity — Just Minutes from the Beach! Discover the perfect blend of coastal living, privacy, and investment potential with this beautifully renovated ranch-style duplex, ideally situated on a quiet dead-end street in desirable Crescent Beach on Anastasia Island. Just a short stroll from the beach, this unique property offers the flexibility of a turnkey investment, second home, or primary residence with rental income potential. With a dividing privacy fence, ample parking, and attached garages for both units, this property delivers the convenience of a true lock-and-leave coastal retreat. Unit A has been completely transformed, featuring a beautifully refreshed kitchen, updated flooring and trim, washer and dryer, beautifully remodeled bathrooms, upgraded windows and hardware, and a covered rear porch—creating a fresh, comfortable, and inviting space from top to bottom.

6680 Madison St, St Augustine

$550,000

With historic charm and situated in a prime business district, this multi-family duplex property promises a lucrative, reliable stream of income ~ making it an ideal opportunity to own a piece of St. Augustine's history while securing an excellent return on investment. Located in booming Uptown St. Augustine close to a wide array of cafes, restaurants, bars, hotels and boutiques ~ directly across from the world-renowned Florida School for the Deaf & Blind. With an expansive 80' x 154' corner lot and room to add an additional income-producing unit, bring your creative concepts and take this unique investment property to the next level. Unlock the full potential and value of this circa 1885 St. Augustine treasure. This is your chance to create and brand a multiple-unit Historic Vacation Cottage or enjoy multi-generational living in the nation's oldest city.

264126 MLS ⋅ 32084 Zip Code

With historic charm and situated in a prime business district, this multi-family duplex property promises a lucrative, reliable stream of income ~ making it an ideal opportunity to own a piece of St. Augustine's history while securing an excellent return on investment. Located in booming Uptown St. Augustine close to a wide array of cafes, restaurants, bars, hotels and boutiques ~ directly across from the world-renowned Florida School for the Deaf & Blind. With an expansive 80' x 154' corner lot and room to add an additional income-producing unit, bring your creative concepts and take this unique investment property to the next level. Unlock the full potential and value of this circa 1885 St. Augustine treasure. This is your chance to create and brand a multiple-unit Historic Vacation Cottage or enjoy multi-generational living in the nation's oldest city.

208 San Marco Ave, St Augustine

$779,000

Unique opportunity to own a legal duplex in the Fullerwood neighborhood with nightly rentals allowed (RG-1 zoning)! Welcome to 12 Sylvan Drive, a rare and versatile gem nestled in the highly sought-after Fullerwood Park neighborhood of historic St. Augustine. Originally built in 1925 and thoughtfully updated, this unique property blends timeless character with modern comfort—offering exceptional flexibility for homeowners, investors, or those seeking a multi-generational living setup.

264074 MLS ⋅ 32084 Zip Code

Unique opportunity to own a legal duplex in the Fullerwood neighborhood with nightly rentals allowed (RG-1 zoning)! Welcome to 12 Sylvan Drive, a rare and versatile gem nestled in the highly sought-after Fullerwood Park neighborhood of historic St. Augustine. Originally built in 1925 and thoughtfully updated, this unique property blends timeless character with modern comfort—offering exceptional flexibility for homeowners, investors, or those seeking a multi-generational living setup.

12 Sylvan Dr, St Augustine

$639,000

Discover a rare investment opportunity in the heart of historic St. Augustine! This updated and remodeled duplex is ideally situated on a corner lot just minutes from the city’s renowned historic attractions, dining, shopping, entertainment, and vibrant downtown district. Each thoughtfully designed unit features 1 bedroom, 1 bathroom, a full kitchen, and its own private laundry, offering comfortable and functional accommodations for short-term guests. The lower-level unit showcases classic hardwood flooring and a welcoming layout, while the second-floor unit enjoys a separate entrance, a covered front balcony, and a spacious rear deck—providing desirable outdoor spaces for guests to relax and enjoy the St. Augustine lifestyle. Both units have been updated and maintained to support the property’s established rental appeal. This duplex has grossed approximately $100,000 annually for the past 10 years, demonstrating a strong history of short-term rental performance.

264064 MLS ⋅ 32084 Zip Code

Discover a rare investment opportunity in the heart of historic St. Augustine! This updated and remodeled duplex is ideally situated on a corner lot just minutes from the city’s renowned historic attractions, dining, shopping, entertainment, and vibrant downtown district. Each thoughtfully designed unit features 1 bedroom, 1 bathroom, a full kitchen, and its own private laundry, offering comfortable and functional accommodations for short-term guests. The lower-level unit showcases classic hardwood flooring and a welcoming layout, while the second-floor unit enjoys a separate entrance, a covered front balcony, and a spacious rear deck—providing desirable outdoor spaces for guests to relax and enjoy the St. Augustine lifestyle. Both units have been updated and maintained to support the property’s established rental appeal. This duplex has grossed approximately $100,000 annually for the past 10 years, demonstrating a strong history of short-term rental performance.

5 Riberia Street, St Augustine

$769,000

Well maintained duplex on a large corner lot in St. Augustine Beach. Each unit offers 2 bedrooms and 1.5 baths and approx 1020 sq ft of comfortable living space. Ideal for both investors and owner-occupants. Both units are renovated and include a concrete patio, grassy space for pets, and a large wooden deck off of the upstairs bedroom. Impeccably maintained, these units are turnkey for long term tenancy. Both units are currently occupied.

4 Beds ⋅ 4 Baths ⋅ 2164308 MLS ⋅ 32080 Zip Code

Well maintained duplex on a large corner lot in St. Augustine Beach. Each unit offers 2 bedrooms and 1.5 baths and approx 1020 sq ft of comfortable living space. Ideal for both investors and owner-occupants. Both units are renovated and include a concrete patio, grassy space for pets, and a large wooden deck off of the upstairs bedroom. Impeccably maintained, these units are turnkey for long term tenancy. Both units are currently occupied.

117 9th Street, St. Augustine Beach

$1,295,000

Excellent investment and redevelopment opportunity! This TWO-BUILDING PORTFOLIO IS PRICED TOGETHER AS A PACKAGE and includes 2 Dufferin St. and 1 San Carlos Ave. Zoned CM-2, offering a variety of potential commercial, residential and mixed-use possibilities. 2 Dufferin Street was home to a successful hair salon for the past 20 years and is now vacant, ready for its next owner or business. 1 San Carlos Avenue is a duplex featuring a downstairs 2-bedroom, 1-bath unit (with the potential to be converted into a 3-bedroom, 1-bath) of approximately 1,398 SF, and an upstairs 2-bedroom, 1-bath unit of approximately 900 SF. Whether you're looking for income-producing rental properties, a live/work opportunity, or future redevelopment potential, this property offers flexibility and value. The two parcels provide approximately 10 parking spaces combined. Buyer to verify all measurements, zoning, permitted uses, and redevelopment potential.

264009 MLS ⋅ 32084 Zip Code

Excellent investment and redevelopment opportunity! This TWO-BUILDING PORTFOLIO IS PRICED TOGETHER AS A PACKAGE and includes 2 Dufferin St. and 1 San Carlos Ave. Zoned CM-2, offering a variety of potential commercial, residential and mixed-use possibilities. 2 Dufferin Street was home to a successful hair salon for the past 20 years and is now vacant, ready for its next owner or business. 1 San Carlos Avenue is a duplex featuring a downstairs 2-bedroom, 1-bath unit (with the potential to be converted into a 3-bedroom, 1-bath) of approximately 1,398 SF, and an upstairs 2-bedroom, 1-bath unit of approximately 900 SF. Whether you're looking for income-producing rental properties, a live/work opportunity, or future redevelopment potential, this property offers flexibility and value. The two parcels provide approximately 10 parking spaces combined. Buyer to verify all measurements, zoning, permitted uses, and redevelopment potential.

1 E San Carlos Ave, St Augustine

$1,150,000

The ultimate in Florida living. Ocean breezes, strolls along the sand, and coastal cuisine are just the beginning of the activities surrounding this St Augustine Beach property with multifamily zoning, allowing for many options & commercial uses. The sought-after enclave of Anastasia Lodge includes a large fenced yard room for a pool and privacy for all. Complete updates offer refreshing furnishings, open spaces, and space for everyone. Currently used as two units sleeping 12, many options are available for this one-of-a-kind property s including but not limited to short-term rentals, and additional spaces, ideas are endless. Very popular STR so appointments are needed

263952 MLS ⋅ 32080 Zip Code

The ultimate in Florida living. Ocean breezes, strolls along the sand, and coastal cuisine are just the beginning of the activities surrounding this St Augustine Beach property with multifamily zoning, allowing for many options & commercial uses. The sought-after enclave of Anastasia Lodge includes a large fenced yard room for a pool and privacy for all. Complete updates offer refreshing furnishings, open spaces, and space for everyone. Currently used as two units sleeping 12, many options are available for this one-of-a-kind property s including but not limited to short-term rentals, and additional spaces, ideas are endless. Very popular STR so appointments are needed

120 Anastasia Lodge Dr, St Augustine

$1,350,000

253 San Marco Avenue offers a unique investment opportunity in St. Augustine. This 8-unit motel property sits directly on San Marco Avenue, just north of Historic Downtown, surrounded by hotels, vacation rentals, restaurants and some of St. Augustine’s most visited attractions. A highly visible location with plenty of possibilities for an investor looking to bring their own vision to the property and take advantage of everything this St. Augustine location has to offer.

263764 MLS ⋅ 32084 Zip Code

253 San Marco Avenue offers a unique investment opportunity in St. Augustine. This 8-unit motel property sits directly on San Marco Avenue, just north of Historic Downtown, surrounded by hotels, vacation rentals, restaurants and some of St. Augustine’s most visited attractions. A highly visible location with plenty of possibilities for an investor looking to bring their own vision to the property and take advantage of everything this St. Augustine location has to offer.

253 San Marco Avenue, St Augustine

$749,900

Legal grandfathered triplex Three separately metered residences 5 Bedrooms · 3 Bathrooms · 2,377 Heated Square Feet Fully furnished Private hot tub conveys Fully replumbed and fully rewired Conventional residential financing eligible Walkable Uptown / Fullerwood Park location Proven mix of short-term and long-term rental income A rare opportunity to own a legal, grandfathered triplex in Uptown St. Augustine—2 STR units are being sold fully furnished, income-producing, and eligible for conventional residential financing. Properties like this cannot be newly developed under today's zoning, making 9 Sylvan Drive as much a scarce real estate asset as it is a beautifully preserved home.

263572 MLS ⋅ 32084 Zip Code

Legal grandfathered triplex Three separately metered residences 5 Bedrooms · 3 Bathrooms · 2,377 Heated Square Feet Fully furnished Private hot tub conveys Fully replumbed and fully rewired Conventional residential financing eligible Walkable Uptown / Fullerwood Park location Proven mix of short-term and long-term rental income A rare opportunity to own a legal, grandfathered triplex in Uptown St. Augustine—2 STR units are being sold fully furnished, income-producing, and eligible for conventional residential financing. Properties like this cannot be newly developed under today's zoning, making 9 Sylvan Drive as much a scarce real estate asset as it is a beautifully preserved home.

9 Sylvan Dr, St Augustine

$1,550,000

Three Detached Homes. Three Garages. One Incredible Opportunity. Situated on a prominent corner lot at Pacific Grant and Venancio, just off San Marco Avenue and only one block from US-1, this one-of-a-kind property offers the flexibility that today's buyers are searching for. Walk to coffee shops, local restaurants, cafes, and Uptown St. Augustine, with Historic Downtown, the bayfront, and all the charm of St. Augustine just minutes away. Configured as a triplex on one parcel, each residence is completely detached, providing the privacy and feel of three individual homes. Whether you're looking for a full investment property, multi-generational living, or the opportunity to live in one home while generating income from the other two, the possibilities are endless.

263538 MLS ⋅ 32084 Zip Code

Three Detached Homes. Three Garages. One Incredible Opportunity. Situated on a prominent corner lot at Pacific Grant and Venancio, just off San Marco Avenue and only one block from US-1, this one-of-a-kind property offers the flexibility that today's buyers are searching for. Walk to coffee shops, local restaurants, cafes, and Uptown St. Augustine, with Historic Downtown, the bayfront, and all the charm of St. Augustine just minutes away. Configured as a triplex on one parcel, each residence is completely detached, providing the privacy and feel of three individual homes. Whether you're looking for a full investment property, multi-generational living, or the opportunity to live in one home while generating income from the other two, the possibilities are endless.

10 Pacific, St Augustine

$1,675,000

PRICE IMPROVEMENT **Historic Downtown St. Augustine Turnkey Investment Opportunity** Rare opportunity to own a premier income-producing property in the heart of Downtown St. Augustine's Historic Entertainment District. This beautifully maintained five-unit multifamily property is currently operating as a highly successful short-term rental with a proven track record, generating $313,000 in gross revenue in 2025. The property has outpaced most of the competition in revenue growth with last year representing a 22% increase over the past 4 years. The property consists of four spacious one-bedroom, one-bath apartments and one efficiency apartment, offering an ideal mix of accommodations for visitors seeking the charm and convenience of the Nation's Oldest City. Whether you're an experienced investor or looking to enter the thriving vacation rental market, this turnkey opportunity is ready to continue producing exceptional returns.

263419 MLS ⋅ 32084 Zip Code

PRICE IMPROVEMENT **Historic Downtown St. Augustine Turnkey Investment Opportunity** Rare opportunity to own a premier income-producing property in the heart of Downtown St. Augustine's Historic Entertainment District. This beautifully maintained five-unit multifamily property is currently operating as a highly successful short-term rental with a proven track record, generating $313,000 in gross revenue in 2025. The property has outpaced most of the competition in revenue growth with last year representing a 22% increase over the past 4 years. The property consists of four spacious one-bedroom, one-bath apartments and one efficiency apartment, offering an ideal mix of accommodations for visitors seeking the charm and convenience of the Nation's Oldest City. Whether you're an experienced investor or looking to enter the thriving vacation rental market, this turnkey opportunity is ready to continue producing exceptional returns.

16 Mulvey St, St Augustine

$1,495,000

Beachside properties are rare — one with a vacation rental license already in place is even rarer. This concrete block duplex sits just 4 houses from the beach on a lot and a half, and it's fully furnished and ready to go. Each side offers two bedrooms, 1.5 baths, a garage, a screened patio, and a rooftop deck with ocean views.

263273 MLS ⋅ 32080 Zip Code

Beachside properties are rare — one with a vacation rental license already in place is even rarer. This concrete block duplex sits just 4 houses from the beach on a lot and a half, and it's fully furnished and ready to go. Each side offers two bedrooms, 1.5 baths, a garage, a screened patio, and a rooftop deck with ocean views.

11 B St Unit A and B, St Augustine

$649,000

Ideally located just a short walk from vibrant Historic Downtown St. Augustine, this versatile property offers the perfect blend of charm, convenience, and investment potential. Enjoy easy access to the nation's oldest city, where cobblestone streets, iconic landmarks, unique shops, exceptional restaurants, and Flagler College are all just moments from your front door. Whether you're an investor seeking a strong income-producing property or a homeowner looking to offset your mortgage by living in one unit while renting the other, this duplex presents an outstanding opportunity. Its prime location also makes it an excellent option for housing Flagler College students. The downstairs unit features 2 bedrooms and 1 bath, the upstairs unit also offers 2 bedrooms and 1 bath, providing flexible living arrangements for owners and tenants alike. Situated on a spacious lot, the property offers endless possibilities for outdoor entertaining, gardening, future expansion,

263255 MLS ⋅ 32084 Zip Code

Ideally located just a short walk from vibrant Historic Downtown St. Augustine, this versatile property offers the perfect blend of charm, convenience, and investment potential. Enjoy easy access to the nation's oldest city, where cobblestone streets, iconic landmarks, unique shops, exceptional restaurants, and Flagler College are all just moments from your front door. Whether you're an investor seeking a strong income-producing property or a homeowner looking to offset your mortgage by living in one unit while renting the other, this duplex presents an outstanding opportunity. Its prime location also makes it an excellent option for housing Flagler College students. The downstairs unit features 2 bedrooms and 1 bath, the upstairs unit also offers 2 bedrooms and 1 bath, providing flexible living arrangements for owners and tenants alike. Situated on a spacious lot, the property offers endless possibilities for outdoor entertaining, gardening, future expansion,

69 Saragossa St, St Augustine

$700,000

Investor's Dream by the Coast! This high-performing triplex in Crescent Beach offers an incredible opportunity just a short walk to both the river and the beach. With approx. $110K in gross income, it's ideal for short, mid, or long-term rental strategies. Each unit features its own entrance, kitchen, and private outdoor space. With a 4.9+ star Airbnb rating, a strong rental history, and consistent occupancy, this is a solid income-producing asset. Offered fully furnished with stylish interiors, it's a ready-made addition to any investment portfolio. Full financial summary available upon request.

7 Beds ⋅ 5 Baths ⋅ 2154685 MLS ⋅ 32080 Zip Code

Investor's Dream by the Coast! This high-performing triplex in Crescent Beach offers an incredible opportunity just a short walk to both the river and the beach. With approx. $110K in gross income, it's ideal for short, mid, or long-term rental strategies. Each unit features its own entrance, kitchen, and private outdoor space. With a 4.9+ star Airbnb rating, a strong rental history, and consistent occupancy, this is a solid income-producing asset. Offered fully furnished with stylish interiors, it's a ready-made addition to any investment portfolio. Full financial summary available upon request.

7018 Middleton Avenue, St. Augustine

$1,450,000

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

6 Beds ⋅ 2154005 MLS ⋅ 32084 Zip Code

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

53 Sanford Street, St. Augustine

$1,150,000

Exceptional mixed-use investment opportunity on Anastasia Island, offering a rare combination of immediate cash flow, exceptional visibility, and long-term redevelopment potential. Positioned directly on A1A with outstanding frontage, this unique property spans two parcels on an oversized double-deep lot, creating a true land play in one of Northeast Florida's most desirable coastal markets. The property consists of five income-producing units with a diversified mix of commercial and residential space. The ground level features two well-maintained office suites, each offering approximately with an ADA-compliant bathroom. One of the commercial suites has been thoughtfully configured to include an additional one-bedroom, one-bathroom apartment in the rear, creating an additional residential income stream while maintaining functional commercial space. Upstairs are two spacious three-bedroom, two-bathroom residences with generous floor plans, ideal for long-term rentals, executive housing, or short-term vacation rentals. This unique blend of commercial and residential uses provides investors with multiple revenue streams while offering flexibility to adapt the property as market demands evolve. The oversized double-parcel site provides ample on-site parking, an increasingly valuable asset for both commercial tenants and residential occupants. Located just moments from the beach, restaurants, shopping, and some of Anastasia Island's most popular destinations, the property benefits from exceptional exposure, strong traffic counts, and consistent demand from both businesses and residents. Whether you're seeking a stabilized mixed-use investment, a value-add opportunity, or a strategic land acquisition along the A1A corridor, properties of this caliber rarely become available. Prime frontage, five income-producing units, flexible mixed-use configuration, multiple revenue streams, and the long-term value of a double-deep parcel combine to create an exceptional investment opportunity in one of the most sought-after locations on Anastasia Island.

7 Beds ⋅ 5 Baths ⋅ 2153565 MLS ⋅ 32080 Zip Code

Exceptional mixed-use investment opportunity on Anastasia Island, offering a rare combination of immediate cash flow, exceptional visibility, and long-term redevelopment potential. Positioned directly on A1A with outstanding frontage, this unique property spans two parcels on an oversized double-deep lot, creating a true land play in one of Northeast Florida's most desirable coastal markets. The property consists of five income-producing units with a diversified mix of commercial and residential space. The ground level features two well-maintained office suites, each offering approximately with an ADA-compliant bathroom. One of the commercial suites has been thoughtfully configured to include an additional one-bedroom, one-bathroom apartment in the rear, creating an additional residential income stream while maintaining functional commercial space. Upstairs are two spacious three-bedroom, two-bathroom residences with generous floor plans, ideal for long-term rentals, executive housing, or short-term vacation rentals. This unique blend of commercial and residential uses provides investors with multiple revenue streams while offering flexibility to adapt the property as market demands evolve. The oversized double-parcel site provides ample on-site parking, an increasingly valuable asset for both commercial tenants and residential occupants. Located just moments from the beach, restaurants, shopping, and some of Anastasia Island's most popular destinations, the property benefits from exceptional exposure, strong traffic counts, and consistent demand from both businesses and residents. Whether you're seeking a stabilized mixed-use investment, a value-add opportunity, or a strategic land acquisition along the A1A corridor, properties of this caliber rarely become available. Prime frontage, five income-producing units, flexible mixed-use configuration, multiple revenue streams, and the long-term value of a double-deep parcel combine to create an exceptional investment opportunity in one of the most sought-after locations on Anastasia Island.

5961 A1a S, St. Augustine

$1,150,000

Exceptional mixed-use investment opportunity on Anastasia Island, offering a rare combination of immediate cash flow, exceptional visibility, and long-term redevelopment potential. Positioned directly on A1A with outstanding frontage, this unique property spans two parcels on an oversized double-deep lot, creating a true land play in one of Northeast Florida's most desirable coastal markets. The property consists of five income-producing units with a diversified mix of commercial and residential space. The ground level features two well-maintained office suites, each offering approximately with an ADA-compliant bathroom. One of the commercial suites has been thoughtfully configured to include an additional one-bedroom, one-bathroom apartment in the rear, creating an additional residential income stream while maintaining functional commercial space.

263137 MLS ⋅ 32080 Zip Code

Exceptional mixed-use investment opportunity on Anastasia Island, offering a rare combination of immediate cash flow, exceptional visibility, and long-term redevelopment potential. Positioned directly on A1A with outstanding frontage, this unique property spans two parcels on an oversized double-deep lot, creating a true land play in one of Northeast Florida's most desirable coastal markets. The property consists of five income-producing units with a diversified mix of commercial and residential space. The ground level features two well-maintained office suites, each offering approximately with an ADA-compliant bathroom. One of the commercial suites has been thoughtfully configured to include an additional one-bedroom, one-bathroom apartment in the rear, creating an additional residential income stream while maintaining functional commercial space.

5961 A1a, St Augustine

$925,000

Step into a rare piece of St. Augustine history with this charming duplex built in 1885, offering a unique blend of historic character and income-producing potential. Located just minutes from the heart of downtown, this property features two separate units, making it an ideal opportunity for investors, owner-occupants, or those seeking flexible rental options. The downstairs unit is currently occupied by a long-term tenant, providing immediate and stable rental income. The upstairs unit offers versatility and can be utilized as either a long-term rental or a short-term vacation rental, allowing the next owner to maximize revenue potential based on their investment strategy. Showcasing timeless architectural details and historic charm, this property presents a rare opportunity to own an established income-producing asset in one of Florida's most sought-after historic destinations.

262960 MLS ⋅ 32086 Zip Code

Step into a rare piece of St. Augustine history with this charming duplex built in 1885, offering a unique blend of historic character and income-producing potential. Located just minutes from the heart of downtown, this property features two separate units, making it an ideal opportunity for investors, owner-occupants, or those seeking flexible rental options. The downstairs unit is currently occupied by a long-term tenant, providing immediate and stable rental income. The upstairs unit offers versatility and can be utilized as either a long-term rental or a short-term vacation rental, allowing the next owner to maximize revenue potential based on their investment strategy. Showcasing timeless architectural details and historic charm, this property presents a rare opportunity to own an established income-producing asset in one of Florida's most sought-after historic destinations.

14 Sanchez Avenue, St Augustine

$600,000

Welcome to this charming duplex nestled in the heart of historic downtown St Augustine! This exceptional property offers an incredible opportunity for both investors and homeowners looking to enjoy the downtown lifestyle while generating rental income. Built in 1923 and situated in the historic district, this duplex is a quintessential piece of local history. Enjoy the convenience of living in a vibrant and culturally rich neighborhood with shops, restaurants, and entertainment options just a stone's throw away. Updated with metal roof in 2023 and ongoing maintenance make this an easy turn key property. Each unit offers 960 sf of living space and 2BR/1BA designed with one unit upstairs and one unit downstairs.

262919 MLS ⋅ 32084 Zip Code

Welcome to this charming duplex nestled in the heart of historic downtown St Augustine! This exceptional property offers an incredible opportunity for both investors and homeowners looking to enjoy the downtown lifestyle while generating rental income. Built in 1923 and situated in the historic district, this duplex is a quintessential piece of local history. Enjoy the convenience of living in a vibrant and culturally rich neighborhood with shops, restaurants, and entertainment options just a stone's throw away. Updated with metal roof in 2023 and ongoing maintenance make this an easy turn key property. Each unit offers 960 sf of living space and 2BR/1BA designed with one unit upstairs and one unit downstairs.

8 Mulvey Street, St Augustine

$975,000

OWNER MOTIVATED! BRING OFFERS! Rare opportunity to own the only currently listed duplex in St. Augustine Beach featuring two spacious 3BR/2BA units, each with its own garage, private entrance, and in-unit laundry. With six total bedrooms, this property offers exceptional income potential and flexibility for short-term rentals (30 days per licensing), long-term tenants, multigenerational living, or owner-occupancy with rental income. Offered fully furnished and located on a quiet dead-end street just a short walk to the beach, this turnkey property combines strong investment potential with an unbeatable coastal lifestyle. Historic Downtown St. Augustine, restaurants, shopping, and attractions are only minutes away. Extensively renovated, the property features Hardie Board siding, a newer roof, HVAC systems with Nest thermostats, updated electrical panels, repiped plumbing, newer water heaters, connection to county sewer, LVP flooring, granite countertops, stainless steel appliances, updated bathrooms, keyless entry systems, and more. The downstairs unit offers a screened lanai and fenced yard, while the upstairs unit enjoys a spacious balcony perfect for enjoying the coastal breeze. County sewer connection is already in place, eliminating the maintenance concerns often associated with older beach properties. Flood zone X (no flood insurance required) & there is no history of flooding. An adjacent parcel at 14 Ewing Street is available separately and may be negotiated with the sale. Turnkey, furnished, and ready for its next owner in one of Northeast Florida's most desirable beach communities.

6 Beds ⋅ 4 Baths ⋅ 2149236 MLS ⋅ 32080 Zip Code

OWNER MOTIVATED! BRING OFFERS! Rare opportunity to own the only currently listed duplex in St. Augustine Beach featuring two spacious 3BR/2BA units, each with its own garage, private entrance, and in-unit laundry. With six total bedrooms, this property offers exceptional income potential and flexibility for short-term rentals (30 days per licensing), long-term tenants, multigenerational living, or owner-occupancy with rental income. Offered fully furnished and located on a quiet dead-end street just a short walk to the beach, this turnkey property combines strong investment potential with an unbeatable coastal lifestyle. Historic Downtown St. Augustine, restaurants, shopping, and attractions are only minutes away. Extensively renovated, the property features Hardie Board siding, a newer roof, HVAC systems with Nest thermostats, updated electrical panels, repiped plumbing, newer water heaters, connection to county sewer, LVP flooring, granite countertops, stainless steel appliances, updated bathrooms, keyless entry systems, and more. The downstairs unit offers a screened lanai and fenced yard, while the upstairs unit enjoys a spacious balcony perfect for enjoying the coastal breeze. County sewer connection is already in place, eliminating the maintenance concerns often associated with older beach properties. Flood zone X (no flood insurance required) & there is no history of flooding. An adjacent parcel at 14 Ewing Street is available separately and may be negotiated with the sale. Turnkey, furnished, and ready for its next owner in one of Northeast Florida's most desirable beach communities.

16 Ewing Street, St. Augustine Beach

$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 ⋅ 32084 Zip Code

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

$567,000

At this price point, finding a home in St. Augustine Beach is rare. Finding a duplex with strong income potential is almost impossible. This concrete block, single-story property features two units, each offering two bedrooms, one bathroom, private garage, backyard space, laundry hookups, generous living areas, individual front patios, and additional off-street parking. Move right in or update each side to reflect your own style and vision. Whether you choose to live in one side and rent the other, or lease both units for an attractive return on investment, this property offers exceptional flexibility. With a complete re-pipe, 2016 roof and new windows, the hard work is done.

262455 MLS ⋅ 32080 Zip Code

At this price point, finding a home in St. Augustine Beach is rare. Finding a duplex with strong income potential is almost impossible. This concrete block, single-story property features two units, each offering two bedrooms, one bathroom, private garage, backyard space, laundry hookups, generous living areas, individual front patios, and additional off-street parking. Move right in or update each side to reflect your own style and vision. Whether you choose to live in one side and rent the other, or lease both units for an attractive return on investment, this property offers exceptional flexibility. With a complete re-pipe, 2016 roof and new windows, the hard work is done.

15 Atlantic Oaks Circle, St Augustine

$889,500

Just a 3–5 minute walk to Vilano Beach, this beautifully restored duplex blends coastal charm with modern updates, offering exceptional flexibility for both residential and commercial use. The property features two thoughtfully designed 2-bedroom, 1-bath units—one upstairs and one downstairs—each showcasing stylish finishes and efficient layouts. Recent upgrades include stainless steel appliances, new flooring, new windows, and fully updated electrical and plumbing systems. The downstairs unit is zoned Coastal Highway Tourist (CHT), allowing for certain types of low-impact commercial use—ideal for a boutique shop, creative studio, or small business. Upstairs, the residential unit offers a comfortable living space or income-producing rental, complete with a cozy porch perfect for relaxing outdoors.

261990 MLS ⋅ 32084 Zip Code

Just a 3–5 minute walk to Vilano Beach, this beautifully restored duplex blends coastal charm with modern updates, offering exceptional flexibility for both residential and commercial use. The property features two thoughtfully designed 2-bedroom, 1-bath units—one upstairs and one downstairs—each showcasing stylish finishes and efficient layouts. Recent upgrades include stainless steel appliances, new flooring, new windows, and fully updated electrical and plumbing systems. The downstairs unit is zoned Coastal Highway Tourist (CHT), allowing for certain types of low-impact commercial use—ideal for a boutique shop, creative studio, or small business. Upstairs, the residential unit offers a comfortable living space or income-producing rental, complete with a cozy porch perfect for relaxing outdoors.

105 Beachcomber Way, St Augustine

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