$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 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
$450,000 Listed under appraised value! In the heart of historic Lincolnville, this turnkey home blends charm, comfort, and proven short-term rental potential. The first floor features a cozy living area and open kitchen, a convenient half bath, and in-unit washer & dryer. Upstairs, two spacious bedrooms share a full bathroom, and the landing at the top of the stairs has been thoughtfully outfitted with an additional twin bed to comfortably host extra guests. Enjoy multiple outdoor living spaces, including lower and upper front porches, plus a private backyard deck with hot tub and seating—perfect for relaxing or entertaining. Thoughtfully maintained and fully stocked, this home is ready for comfortable living and can continue operating successfully as a short-term rental from day one. 2 Beds ⋅ 2 Baths ⋅ 2124043 MLS Listed under appraised value! In the heart of historic Lincolnville, this turnkey home blends charm, comfort, and proven short-term rental potential. The first floor features a cozy living area and open kitchen, a convenient half bath, and in-unit washer & dryer. Upstairs, two spacious bedrooms share a full bathroom, and the landing at the top of the stairs has been thoughtfully outfitted with an additional twin bed to comfortably host extra guests. Enjoy multiple outdoor living spaces, including lower and upper front porches, plus a private backyard deck with hot tub and seating—perfect for relaxing or entertaining. Thoughtfully maintained and fully stocked, this home is ready for comfortable living and can continue operating successfully as a short-term rental from day one. 139 Twine Street, St. Augustine
$450,000 Now Priced 45k Below Comparables! Walk into Instant Equity! Come take a leisurely ten-minute stroll along the bayfront to the plaza for a cozy cocktail and live music, or hop on your bike and cross the bridge to the Amphitheater or one of St. Augustine's many fine dining destinations. This gated, beautifully updated condo offers the best of waterfront living, with private dock access for fishing and a pool overlooking the water--perfect for watching fireworks on the 4th of July over the bay. Inside, you'll find an open concept layout with a custom-designed kitchen featuring granite counters and hidden pantry and laundry. Recent upgrades include a new HVAC system, water heater, Mastercraft sliding doors and windows, complemented by quiet high-end hurricane shutters for peace of mind. When you're ready to explore, historic downtown St. Augustine is just a short walk away. Come unwind by the water and immerse yourself in downtown St Augustine's vibrant history and charm. 3 Beds ⋅ 2 Baths ⋅ 2075132 MLS Now Priced 45k Below Comparables! Walk into Instant Equity! Come take a leisurely ten-minute stroll along the bayfront to the plaza for a cozy cocktail and live music, or hop on your bike and cross the bridge to the Amphitheater or one of St. Augustine's many fine dining destinations. This gated, beautifully updated condo offers the best of waterfront living, with private dock access for fishing and a pool overlooking the water--perfect for watching fireworks on the 4th of July over the bay. Inside, you'll find an open concept layout with a custom-designed kitchen featuring granite counters and hidden pantry and laundry. Recent upgrades include a new HVAC system, water heater, Mastercraft sliding doors and windows, complemented by quiet high-end hurricane shutters for peace of mind. When you're ready to explore, historic downtown St. Augustine is just a short walk away. Come unwind by the water and immerse yourself in downtown St Augustine's vibrant history and charm. 159 Marine Street Unit 205, St. Augustine
$430,000 Now offering $5k towards interest rate buy down!! Freshly remodeled and full of charm, this 3 bedroom, 2 bath home offers a rare opportunity to live or invest in one of St. Augustine's most walkable and desirable locations. Step inside to discover updated kitchen and baths, modern finishes, and a move-in ready feel that blends comfort with character. Whether you're sipping coffee before strolling to local shops and restaurants or welcoming guests for a weekend stay, this home supports both lifestyle and flexibility. Short-term rental use is allowed, making it an exciting option for those looking to enjoy the property while also exploring income potential. With the historic waterfront just moments away and downtown energy right outside your door, this is a special chance to own a piece of St. Augustine's story. 3 Beds ⋅ 2 Baths ⋅ 2110736 MLS Now offering $5k towards interest rate buy down!! Freshly remodeled and full of charm, this 3 bedroom, 2 bath home offers a rare opportunity to live or invest in one of St. Augustine's most walkable and desirable locations. Step inside to discover updated kitchen and baths, modern finishes, and a move-in ready feel that blends comfort with character. Whether you're sipping coffee before strolling to local shops and restaurants or welcoming guests for a weekend stay, this home supports both lifestyle and flexibility. Short-term rental use is allowed, making it an exciting option for those looking to enjoy the property while also exploring income potential. With the historic waterfront just moments away and downtown energy right outside your door, this is a special chance to own a piece of St. Augustine's story. 165 Blanco Street, St. Augustine
$405,000 **Charming Downtown Saint Augustine Gem!** Discover 159 Twine Street in the vibrant Lincolnville community. This recently renovated home boasts new flooring, a modern kitchen, and a brand-new bathroom. The master bedroom features two separate rooms, ideal for an office or bonus space, while the second bedroom includes dual closets for extra storage. A convenient utility room accommodates your washer/dryer and additional storage needs. Enjoy a private backyard—rare in downtown—with space for entertaining, relaxing, or adding a pool. Complete with a shed and back deck, this home is just minutes from historic downtown Saint Augustine's shops and restaurants. Don't miss this unique opportunity! 2 Beds ⋅ 1 Baths ⋅ 2129454 MLS **Charming Downtown Saint Augustine Gem!** Discover 159 Twine Street in the vibrant Lincolnville community. This recently renovated home boasts new flooring, a modern kitchen, and a brand-new bathroom. The master bedroom features two separate rooms, ideal for an office or bonus space, while the second bedroom includes dual closets for extra storage. A convenient utility room accommodates your washer/dryer and additional storage needs. Enjoy a private backyard—rare in downtown—with space for entertaining, relaxing, or adding a pool. Complete with a shed and back deck, this home is just minutes from historic downtown Saint Augustine's shops and restaurants. Don't miss this unique opportunity! 159 Twine Street, St. Augustine
$390,000 Located in desirable St. Augustine, 17 Ballard Avenue offers convenient access to historic downtown, area beaches, shopping, dining, and major roadways. This property features a functional floor plan with comfortable living spaces, abundant natural light, and versatile indoor and outdoor areas suited for everyday living and entertaining. The home offers 3 well-sized bedrooms, and an inviting living area that flows into the kitchen. Outdoor space provides opportunities for relaxing, gardening, or hosting guests. Whether used as a primary residence, second home, or investment property, this location offers easy access to local attractions, schools, parks, and recreational activities. Conveniently located near historic sites, waterfront activities, and local amenities while maintaining a residential neighborhood setting. Buyer to verify all measurements, dimensions, zoning, and intended use. 3 Beds ⋅ 1 Baths ⋅ 2148014 MLS Located in desirable St. Augustine, 17 Ballard Avenue offers convenient access to historic downtown, area beaches, shopping, dining, and major roadways. This property features a functional floor plan with comfortable living spaces, abundant natural light, and versatile indoor and outdoor areas suited for everyday living and entertaining. The home offers 3 well-sized bedrooms, and an inviting living area that flows into the kitchen. Outdoor space provides opportunities for relaxing, gardening, or hosting guests. Whether used as a primary residence, second home, or investment property, this location offers easy access to local attractions, schools, parks, and recreational activities. Conveniently located near historic sites, waterfront activities, and local amenities while maintaining a residential neighborhood setting. Buyer to verify all measurements, dimensions, zoning, and intended use. 17 Ballard Avenue, St. Augustine
$305,000 Great location on the San Sebastian River! This inviting 2BR/2BA tri-level condo with an attached 1-car garage is just minutes from downtown and the beach. The entire exterior has been beautifully refreshed with brand-new paint, giving the home a clean, modern look and exceptional curb appeal. Enjoy boating with your deeded 37' deepwater boat slip (10.5 ft depth) offering direct river access. The second floor features a bright main living area with kitchen, family/dining space, full bath, and private balcony. The updated kitchen includes granite countertops, tile backsplash, and stainless steel appliances, while the main level showcases stylish wood-look plank tile flooring. Newer carpet on the stairs and in the bedrooms adds comfort. The third-floor primary loft offers a walk-in closet and private bath, creating a relaxing retreat. The first floor includes a second bedroom--ideal for an office or flex space--along with a laundry room and garage access. Just a short walk to the community pool overlooking the river--perfect for enjoying sunrises and scenic downtown views. Excellent investment opportunity with 7-day minimum rentals. ***Complex is on the river; unit does not have direct river views.*** 2 Beds ⋅ 2 Baths ⋅ 2137148 MLS Great location on the San Sebastian River! This inviting 2BR/2BA tri-level condo with an attached 1-car garage is just minutes from downtown and the beach. The entire exterior has been beautifully refreshed with brand-new paint, giving the home a clean, modern look and exceptional curb appeal. Enjoy boating with your deeded 37' deepwater boat slip (10.5 ft depth) offering direct river access. The second floor features a bright main living area with kitchen, family/dining space, full bath, and private balcony. The updated kitchen includes granite countertops, tile backsplash, and stainless steel appliances, while the main level showcases stylish wood-look plank tile flooring. Newer carpet on the stairs and in the bedrooms adds comfort. The third-floor primary loft offers a walk-in closet and private bath, creating a relaxing retreat. The first floor includes a second bedroom--ideal for an office or flex space--along with a laundry room and garage access. Just a short walk to the community pool overlooking the river--perfect for enjoying sunrises and scenic downtown views. Excellent investment opportunity with 7-day minimum rentals. ***Complex is on the river; unit does not have direct river views.*** 945 S Ponce De Leon Boulevard, St. Augustine
$290,000 This lot sells a dream. Close to the historic district of the Nation’s Oldest City, St. Augustine, the discerning buyer fortunate enough to purchase this prime lot in Lincolnville. Ideal for either a vacation rental, 1st or 2nd home or a commercial property. Zoned CL-1, commercial low zoning, a multi-family home, student housing, commercial space (retail, hair salon, restaurant up to 100 seats, not drive-in or fast food, club, bed & breakfast, office & more). Located in an Opportunity Zone! Giving investors even more reasons to love it! 2 sets of construction drawings have been created for a 3-story pool home, 2-car garage, guest house + 2 more parking spaces in the back w/ a total of 4 bedrooms should be permitted by city & convey. Downtown & restaurants are a short walk or bike ride away. Quaint shops & artists’ galleries nestled among the tropical foliage along cobblestone streets; award -winning restaurants filled w/ the mixed aromas of Europe & the Caribbean Sea. The City Archaeology Program stem from local construction and development that will impact cultural resources and this property is in the Archaeological zone that a review would need to be completed before any building can take place. Construction drawings would need to be submitted to the city with an application 2122040 MLS This lot sells a dream. Close to the historic district of the Nation’s Oldest City, St. Augustine, the discerning buyer fortunate enough to purchase this prime lot in Lincolnville. Ideal for either a vacation rental, 1st or 2nd home or a commercial property. Zoned CL-1, commercial low zoning, a multi-family home, student housing, commercial space (retail, hair salon, restaurant up to 100 seats, not drive-in or fast food, club, bed & breakfast, office & more). Located in an Opportunity Zone! Giving investors even more reasons to love it! 2 sets of construction drawings have been created for a 3-story pool home, 2-car garage, guest house + 2 more parking spaces in the back w/ a total of 4 bedrooms should be permitted by city & convey. Downtown & restaurants are a short walk or bike ride away. Quaint shops & artists’ galleries nestled among the tropical foliage along cobblestone streets; award -winning restaurants filled w/ the mixed aromas of Europe & the Caribbean Sea. The City Archaeology Program stem from local construction and development that will impact cultural resources and this property is in the Archaeological zone that a review would need to be completed before any building can take place. Construction drawings would need to be submitted to the city with an application 89 Washington Street, St. Augustine
$60,000 Don't miss this rare opportunity to own a profitable and well-established retail business in the heart of historic downtown St. Augustine. Ideally positioned along the highly trafficked, pedestrian-only St. George Street, this approximately 225 sq. ft. retail space benefits from exceptional visibility, consistent foot traffic, and year-round exposure in one of Florida's most visited historic destinations. Whether you are an experienced operator or looking to enter the vibrant St. Augustine retail market, this offering presents an attractive opportunity with a prime location, established customer base, steady income, and future growth potential. With millions of visitors coming to St. Augustine each year, and a significant percentage exploring the historic downtown district on foot, this location offers strong exposure in the center of one of the city's most desirable retail corridors. Attractive lease terms are in place. Business opportunity only -- no real estate is included. Inventory is not included and will be sold separately. Contact us today for more information. 2087504 MLS Don't miss this rare opportunity to own a profitable and well-established retail business in the heart of historic downtown St. Augustine. Ideally positioned along the highly trafficked, pedestrian-only St. George Street, this approximately 225 sq. ft. retail space benefits from exceptional visibility, consistent foot traffic, and year-round exposure in one of Florida's most visited historic destinations. Whether you are an experienced operator or looking to enter the vibrant St. Augustine retail market, this offering presents an attractive opportunity with a prime location, established customer base, steady income, and future growth potential. With millions of visitors coming to St. Augustine each year, and a significant percentage exploring the historic downtown district on foot, this location offers strong exposure in the center of one of the city's most desirable retail corridors. Attractive lease terms are in place. Business opportunity only -- no real estate is included. Inventory is not included and will be sold separately. Contact us today for more information. 106 St. George Street Street, St. Augustine