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$889,000

A rare opportunity in the heart of historic Lincolnville, this exceptionally well-maintained property offers seven bedrooms and five full baths across a flexible three-part layout that opens the door to income, extended family, or both. The first-floor lives beautifully on its own with three bedrooms, two full baths, a full kitchen, and a dedicated laundry room. Upstairs mirrors it with another three bedrooms, two full baths, a kitchen, and laundry area. A separate guest cottage rounds out the property with its own bedroom, full bath, and kitchenette. Pride of ownership shows throughout. Recent improvements include fresh exterior paint, newer windows, and a brand-new rear second-floor porch. Inside, original wood floors pair with tile and wood laminate for a blend of character and easy living. Covered porches on both the first and second floors invite slow mornings and long evenings, while generous patio areas extend the living space outdoors with six-foot wood privacy fence. Parking, so often the challenge in this part of town, is a non-issue here with room for up to nine vehicles on site. Just blocks from Historic Downtown, Flagler College, and a long list of local restaurants, the location puts everything St. Augustine is known for within easy reach. Whether you envision multi-generational living under one roof, a rental income strategy, or a combination of the two, the possibilities here. The seller is also offering an optional one-year home warranty for added peace of mind.

7 Beds ⋅ 5 Baths ⋅ 2158460 MLS

A rare opportunity in the heart of historic Lincolnville, this exceptionally well-maintained property offers seven bedrooms and five full baths across a flexible three-part layout that opens the door to income, extended family, or both. The first-floor lives beautifully on its own with three bedrooms, two full baths, a full kitchen, and a dedicated laundry room. Upstairs mirrors it with another three bedrooms, two full baths, a kitchen, and laundry area. A separate guest cottage rounds out the property with its own bedroom, full bath, and kitchenette. Pride of ownership shows throughout. Recent improvements include fresh exterior paint, newer windows, and a brand-new rear second-floor porch. Inside, original wood floors pair with tile and wood laminate for a blend of character and easy living. Covered porches on both the first and second floors invite slow mornings and long evenings, while generous patio areas extend the living space outdoors with six-foot wood privacy fence. Parking, so often the challenge in this part of town, is a non-issue here with room for up to nine vehicles on site. Just blocks from Historic Downtown, Flagler College, and a long list of local restaurants, the location puts everything St. Augustine is known for within easy reach. Whether you envision multi-generational living under one roof, a rental income strategy, or a combination of the two, the possibilities here. The seller is also offering an optional one-year home warranty for added peace of mind.

31 Sanford Street, St. Augustine

$799,000

Fabulous fully-renovated and furnished 2-story 3 BR, 2 baths turn of century Victorian in heart of downtown St. Augustine -- close walk to Flagler College, Cathedral, restaurants and shops, and bayfront. Short-term rental income-producing, and ideal for empty nesters or second homeowners. Enjoy the breezes from the rocking chair of your front porch or upstairs balcony. Much of this classic design remains original, from doors, hardware to hardwood floors, which sparkle on first and second floor. Furnished and move-in ready, home flows seamlessly -- combining historic charm with contemporary comforts, making it a truly special find in the heart of the city. Bright updated kitchen that features SS appliances, white cabinets and beautiful countertops.A must see on your downtown St. Augustine showing list!

3 Beds ⋅ 2 Baths ⋅ 2157793 MLS

Fabulous fully-renovated and furnished 2-story 3 BR, 2 baths turn of century Victorian in heart of downtown St. Augustine -- close walk to Flagler College, Cathedral, restaurants and shops, and bayfront. Short-term rental income-producing, and ideal for empty nesters or second homeowners. Enjoy the breezes from the rocking chair of your front porch or upstairs balcony. Much of this classic design remains original, from doors, hardware to hardwood floors, which sparkle on first and second floor. Furnished and move-in ready, home flows seamlessly -- combining historic charm with contemporary comforts, making it a truly special find in the heart of the city. Bright updated kitchen that features SS appliances, white cabinets and beautiful countertops.A must see on your downtown St. Augustine showing list!

4 St. Andrews Court, St. Augustine

$1,400,000

BACK ON MARKET-Buyer's house didn't close. Fabulous! You know it's a special home when the photographers exclaim upon entering! This is the low country home in Porpoise Point that you have been admiring for years. Two-story with metal roof and wraparound deck and wraparound balcony---very relaxing. Stainless steel appliances, plus the gas range you asked for! Detached 2-car garage. 4 bedrooms plus office. Private family room off of kitchen with eat-in space. Formal dining room. 4 bedrooms upstairs. 4 sets of French doors open onto the second floor wraparound deck. Master bedroom has an en-suite office/sitting area and master bath with spectacular shower. Backyard oasis with swim spa, gazebo and firepit to enjoy the cool evenings. Hardwood floors and tile throughout-no carpet! Standby generator. Beach access is steps away without having to cross any busy roads! Great breezes and lifestyle! Home Warranty Included! The primary suite is a true retreat featuring a custom closet, sitting area/office space, and a beautifully remodeled spa-inspired bath with steam shower, mood-setting color lighting, bidet, soaking tub, double vanities, and built-in towel and sundries storage. Outdoor living shines with a private backyard oasis featuring a large deck, swim spa (2021), gazebo, firepit, perennial sunflower garden, fenced yard, and plenty of space to relax or entertain. Additional improvements include a standby generator (2024), upstairs HVAC (2024), downstairs HVAC (2023) with transferable 12-year warranty, EV charger, garage shelving and cabinetry, paver driveway with additional paver parking for a boat, golf cart, or extra vehicle, and new side gates. Move in and start enjoying beach living, neighborhood charm, and modern conveniences all in one exceptional home.

4 Beds ⋅ 3 Baths ⋅ 2154235 MLS

BACK ON MARKET-Buyer's house didn't close. Fabulous! You know it's a special home when the photographers exclaim upon entering! This is the low country home in Porpoise Point that you have been admiring for years. Two-story with metal roof and wraparound deck and wraparound balcony---very relaxing. Stainless steel appliances, plus the gas range you asked for! Detached 2-car garage. 4 bedrooms plus office. Private family room off of kitchen with eat-in space. Formal dining room. 4 bedrooms upstairs. 4 sets of French doors open onto the second floor wraparound deck. Master bedroom has an en-suite office/sitting area and master bath with spectacular shower. Backyard oasis with swim spa, gazebo and firepit to enjoy the cool evenings. Hardwood floors and tile throughout-no carpet! Standby generator. Beach access is steps away without having to cross any busy roads! Great breezes and lifestyle! Home Warranty Included! The primary suite is a true retreat featuring a custom closet, sitting area/office space, and a beautifully remodeled spa-inspired bath with steam shower, mood-setting color lighting, bidet, soaking tub, double vanities, and built-in towel and sundries storage. Outdoor living shines with a private backyard oasis featuring a large deck, swim spa (2021), gazebo, firepit, perennial sunflower garden, fenced yard, and plenty of space to relax or entertain. Additional improvements include a standby generator (2024), upstairs HVAC (2024), downstairs HVAC (2023) with transferable 12-year warranty, EV charger, garage shelving and cabinetry, paver driveway with additional paver parking for a boat, golf cart, or extra vehicle, and new side gates. Move in and start enjoying beach living, neighborhood charm, and modern conveniences all in one exceptional home.

304 Genoa Road, St. Augustine

$769,000

Imagine the Guana Tolomato Matanzas National Reserve is your back yard and your neighbors are the osprey, water fowl and barred owls in the surrounding trees. Your historic, one-of-a-kind home is perched above the surrounding homes in the heart of St Augustine's peaceful Fullerwood neighborhood. It's one of very few that enjoy marsh views, abundant natural light, and refreshing sea breezes. The main house and detached guest cottage provide privacy and breathtaking views at the quiet end of East Park Avenue, steps from San Marco Avenue, Uptown and historic downtown St. Augustine. The Main House is modernized with interior renovations completed in 2022, the main house offers nearly 1,500 square feet of living space. With a front room featuring original wood floors, a spacious living room with high ceilings, two bedrooms, a study/dining room, a Florida room overlooking the marsh, and a full bathroom, this distinctive property combines timeless craftsmanship with modern functionality. The light-filled main house is rich with character, featuring a barrel-vaulted living room ceiling, original Craftsman fireplace, and generous trim details. The dining room/study features a custom-built library wall and stylish vintage lighting. The kitchen embraces a clean, timeless aesthetic with white shaker cabinetry, a gray mosaic tile backsplash, modern recessed lighting and chandelier, stainless steel appliances and a stylish gas range. Upstairs, the wooden spiral staircase goes from the living room up into the spacious loft bedroom, providing a flexible space for multiple uses with potential for an additional bathroom. It makes a great home office and guest room, a play area for children, or a personal art studio. Elevating the main house in 2020 preserved its original architectural integrity and provided fully accessible storage beneath the home--perfect for bikes, surfboards, beach gear, tools, and camping equipment. The detached guest cottage provides more than 600 square feet and includes a full kitchen, a spacious bedroom with a full bath, and a private back porch overlooking the Reserve. This cottage serves visiting loved ones as well as traveling professionals, generating rental income of approximately $2,000 per month through Furnished Finder. The exterior restoration showcases original heart pine lap siding, cedar shake accents, custom nautical-inspired windows and vents, and a charming wide-plank privacy fence featuring dual arched entrances. Solar panels keep power bills low, even in summer. An additional one-third lot on the west side provides a spacious, private setting for garden parties, cooking out, or just relaxing and watching the local hummingbirds. This also has potential for a second driveway. The house has two separate 30-amp electrical services on either side of the property, ideal for RVs, travel trailers, or other recreational uses. There is also kayak storage on the side of the cottage. There is a public kayak and paddleboard launch at the end of the street with direct access to the waterways leading to downtown, the fort, and beyond. A truly rare opportunity to own a beautifully restored historic property with guest accommodations, income potential, and the best nature-watching yard in town.

3 Beds ⋅ 2 Baths ⋅ 2151642 MLS

Imagine the Guana Tolomato Matanzas National Reserve is your back yard and your neighbors are the osprey, water fowl and barred owls in the surrounding trees. Your historic, one-of-a-kind home is perched above the surrounding homes in the heart of St Augustine's peaceful Fullerwood neighborhood. It's one of very few that enjoy marsh views, abundant natural light, and refreshing sea breezes. The main house and detached guest cottage provide privacy and breathtaking views at the quiet end of East Park Avenue, steps from San Marco Avenue, Uptown and historic downtown St. Augustine. The Main House is modernized with interior renovations completed in 2022, the main house offers nearly 1,500 square feet of living space. With a front room featuring original wood floors, a spacious living room with high ceilings, two bedrooms, a study/dining room, a Florida room overlooking the marsh, and a full bathroom, this distinctive property combines timeless craftsmanship with modern functionality. The light-filled main house is rich with character, featuring a barrel-vaulted living room ceiling, original Craftsman fireplace, and generous trim details. The dining room/study features a custom-built library wall and stylish vintage lighting. The kitchen embraces a clean, timeless aesthetic with white shaker cabinetry, a gray mosaic tile backsplash, modern recessed lighting and chandelier, stainless steel appliances and a stylish gas range. Upstairs, the wooden spiral staircase goes from the living room up into the spacious loft bedroom, providing a flexible space for multiple uses with potential for an additional bathroom. It makes a great home office and guest room, a play area for children, or a personal art studio. Elevating the main house in 2020 preserved its original architectural integrity and provided fully accessible storage beneath the home--perfect for bikes, surfboards, beach gear, tools, and camping equipment. The detached guest cottage provides more than 600 square feet and includes a full kitchen, a spacious bedroom with a full bath, and a private back porch overlooking the Reserve. This cottage serves visiting loved ones as well as traveling professionals, generating rental income of approximately $2,000 per month through Furnished Finder. The exterior restoration showcases original heart pine lap siding, cedar shake accents, custom nautical-inspired windows and vents, and a charming wide-plank privacy fence featuring dual arched entrances. Solar panels keep power bills low, even in summer. An additional one-third lot on the west side provides a spacious, private setting for garden parties, cooking out, or just relaxing and watching the local hummingbirds. This also has potential for a second driveway. The house has two separate 30-amp electrical services on either side of the property, ideal for RVs, travel trailers, or other recreational uses. There is also kayak storage on the side of the cottage. There is a public kayak and paddleboard launch at the end of the street with direct access to the waterways leading to downtown, the fort, and beyond. A truly rare opportunity to own a beautifully restored historic property with guest accommodations, income potential, and the best nature-watching yard in town.

32 E Park Avenue, St. Augustine

$2,800,000

Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register ofHistoric Places. This world-class historic mansion has recently been renovated from top to bottom to perfection with soft coastal hues in mind ~ enjoy the well-designed balance of rich historic beauty and modern luxury. With 5800 sq ft of living space, 5 bedrooms and 3.5 bathrooms in the main house and a 2 bedroom, 1 bath apartment with private entrance, a full kitchen, living and dining room - this home is ideal for multigenerational living or additional income. Located on historic St.George Street, the shops, restaurants, landmarks and culture of the Nation's Oldest City are only steps away. The highly active community association provides additional opportunities to socialize and enjoy the buzz of downtown living Built in 1893 as a winter retreat for John J. Upham, a veteran of the Civil War and Plains Indian War, this remarkable home showcases the graceful blend of Queen Anne Victorian architecture with examples of Moorish Revival in the courtyard arches. With stunning original millwork, wood floors and a unique octagonal shape, this home will take you back to the splendor of the Gilded Age. From joyous Flagler Era galas to legendary Mardi Gras celebrations, The Upham Winter Cottage has been a witness to countless extraordinary events throughout the ages. Today, as you step foot within these storied walls, you become a part of the Upham Winter Cottage's narrative and assume the role of its guardian, preserving the heritage of the past while crafting a new chapter in its history. Nothing compares.

7 Beds ⋅ 5 Baths ⋅ 2112505 MLS

Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register ofHistoric Places. This world-class historic mansion has recently been renovated from top to bottom to perfection with soft coastal hues in mind ~ enjoy the well-designed balance of rich historic beauty and modern luxury. With 5800 sq ft of living space, 5 bedrooms and 3.5 bathrooms in the main house and a 2 bedroom, 1 bath apartment with private entrance, a full kitchen, living and dining room - this home is ideal for multigenerational living or additional income. Located on historic St.George Street, the shops, restaurants, landmarks and culture of the Nation's Oldest City are only steps away. The highly active community association provides additional opportunities to socialize and enjoy the buzz of downtown living Built in 1893 as a winter retreat for John J. Upham, a veteran of the Civil War and Plains Indian War, this remarkable home showcases the graceful blend of Queen Anne Victorian architecture with examples of Moorish Revival in the courtyard arches. With stunning original millwork, wood floors and a unique octagonal shape, this home will take you back to the splendor of the Gilded Age. From joyous Flagler Era galas to legendary Mardi Gras celebrations, The Upham Winter Cottage has been a witness to countless extraordinary events throughout the ages. Today, as you step foot within these storied walls, you become a part of the Upham Winter Cottage's narrative and assume the role of its guardian, preserving the heritage of the past while crafting a new chapter in its history. Nothing compares.

268 St George Street, St. Augustine