St Augustine, St Augustine, St. Johns County, FL Real Estate | St Augustine, St Augustine, St. Johns County, FL Historical Properties for Sale

Imagine coastal living in this charmingly styled home, where classic design meets modern convenience. As you step inside, you'll be welcomed by an abundance of natural light, thanks to skylights that enhance every room and create a serene spa-like ambiance. The warmth of real hardwood floors adds a nostalgic touch, perfectly complementing the updated, open kitchen. This home features two inviting living spaces, ideal for relaxation and gathering with loved ones, along with a separate dining room that is perfect for entertaining. The crown molding throughout the home adds a sophisticated flair, while the oversized primary shower offers a luxurious retreat. Sitting on a rare double lot on Anastasia Island, this property includes a shallow irrigation well for your landscaping needs. Enjoy peace of mind with a newer roof, updated AC units, renovated bathrooms, and a sump pump equipped with a dehumidifier in the crawl space to prevent water build-up during the rainy season. Experience the best of coastal living in this beautifully appointed home.

26 Miruela Avenue, St. Augustine

$667,000

3 Beds ⋅ 2 Baths ⋅ 1,378 SqFt. ⋅ 12 DOM

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

28 Joiner Street, St. Augustine

$1,499,000

7 Beds ⋅ 5 Baths ⋅ 3,214 SqFt. ⋅ 12 DOM

Historic Downtown St. Augustine Home With Detached Apartment | Prime Corner Lot | Abundant Parking | Exceptional Flexibility! One of the lowest price-per-square-foot opportunities currently available downtown. This distinctive home offers the perfect blend of historic charm, contemporary style, and established income potential. Situated on a desirable corner lot with abundant parking -- a truly valuable advantage in the downtown area -- it is just a short walk to City Gates, St. George Street, Castillo de San Marcos, shops, restaurants, nightlife, and live music. This unique offering combines a stylish main residence with a detached income-producing apartment, providing exceptional flexibility for an owner-occupant, investor, multi-generational living arrangement, or anyone seeking a downtown lifestyle with income potential. Both spaces are currently operating as successful short-term rentals with annual gross rental income exceeding six figures. The spacious main residence offers approximately 2,590 square feet with 5 bedrooms and 3.5 bathrooms, featuring a stylish blend of historic character and modern updates. Thoughtful finishes, unique design elements, and versatile living spaces create a home full of personality and charm. The detached 2-bedroom, 1-bath apartment adds approximately 624 square feet of additional living space and includes its own full kitchen, laundry, and private entrance. Multiple balconies, decks, and patio areas provide exceptional outdoor spaces for entertaining and relaxing. Additional flexible space located below the apartment provides valuable storage and utility space with potential for future customization. With a prime corner lot, abundant parking, a walkable downtown location, historic appeal, multiple living spaces, and proven income from both residences, this is an exceptional opportunity to own a distinctive downtown home offering lifestyle, flexibility, and investment potential.

13 Rohde Avenue, St. Augustine

$415,000

3 Beds ⋅ 2 Baths ⋅ 1,207 SqFt. ⋅ 12 DOM

Some homes have a soul you can feel the moment you walk in. This 1930 home is one of them. Step inside and you feel it immediately: the way morning light pours across the floors, the timeless finishes, the quiet character that no new construction can imitate. This is the kind of charm only time can bring, earned over decades, not manufactured in a showroom. Three bedrooms, two baths, and 1,207 square feet of thoughtfully restored living space, where every detail honors the home's history while keeping it comfortable, livable, and ready for its next chapter. You'll also find the kind of practical touches that are genuinely hard to come by in a home of this era: a one-car garage with a rare attached storage space. A bonus you won't find on every historic block plus a fully fenced yard and a versatile side yard to call your own. Beyond the walls, the story only gets richer. You're minutes from the heart of the nation's oldest city where brick streets wind past centuries of history, horse-drawn carriages still roll by, the salt air drifts in from the coast, and the sunsets look painted. Coffee on the porch in the morning, a short stroll to St. Augustine's celebrated restaurants, galleries, and waterfront by evening. This isn't just a location. It's a lifestyle people travel across the world to experience. And here's what sets this property apart: it already has a foundation in place as a short-term rental. The home has welcomed guests as a getaway retreat, and with the right attention and marketing, there's real room to grow it into a strong income producer. Whether you're looking for an investment with genuine upside, a second home in a city you'll never tire of, or a full-time residence with true character, 2 Clark Street gives you the flexibility to make it your own. These walls have held stories for nearly a hundred years. The next story could be yours.

2 Clark Street, St. Augustine

$520,000

4 Beds ⋅ 3 Baths ⋅ 1,830 SqFt. ⋅ 6 DOM

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

110 De Haven Street, St. Augustine

$819,000

4 Beds ⋅ 4 Baths ⋅ 2,238 SqFt. ⋅ 25 DOM

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

142 Washington Street, St. Augustine

$549,000

2 Beds ⋅ 2 Baths ⋅ 1,192 SqFt. ⋅ 33 DOM

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

181 Martin Luther King Avenue, St. Augustine

$415,000

2 Beds ⋅ 1 Baths ⋅ 768 SqFt. ⋅ 37 DOM

Nestled beneath a canopy of mature oak trees in the highly sought-after Fullerwood neighborhood, this charming 1938 cottage offers a rare blend of historic character, modern updates, and an unbeatable St. Augustine lifestyle. Thoughtfully maintained and full of personality, the home welcomes you with a classic front porch that feels perfectly suited for morning coffee, evening conversations, and enjoying the peaceful surroundings that make Fullerwood so special. Inside, original wood floors, abundant natural light, and timeless architectural details create a warm and inviting atmosphere. The updated kitchen serves as the heart of the home, featuring stainless steel appliances, two-tone cabinetry, decorative tile backsplash, and a center island ideal for gathering with family and friends. Recent improvements, including a brand-new roof, provide added peace of mind while preserving the home's historic charm. Step outside and discover one of the property's most appealing features--a spacious rear deck overlooking a deep backyard shaded by mature trees. Whether you're hosting friends, grilling on the weekend, gardening, or simply relaxing outdoors, the yard offers plenty of room to enjoy Florida's year-round lifestyle. A long paver driveway provides ample off-street parking, while the detached storage shed adds convenience and functionality. Located in one of St. Augustine's most desirable neighborhoods, Fullerwood is loved for its historic charm, walkability, and proximity to everything that makes the area special. From your front door, you're just minutes from Historic Downtown, Vilano Beach, the Intracoastal, neighborhood parks, local coffee shops, and an incredible selection of restaurants and entertainment. Whether you're looking for a primary residence, weekend retreat, or investment opportunity, this home offers the chance to enjoy the very best of St. Augustine in a setting that feels both timeless and authentic.

11 Hildreth Drive, St. Augustine

$769,000

3 Beds ⋅ 2 Baths ⋅ 2,034 SqFt. ⋅ 37 DOM

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

$315,000

2 Beds ⋅ 1 Baths ⋅ 728 SqFt. ⋅ 79 DOM

Completely Renovated Coastal Charmer in the Heart of St. Augustine. Step into this fully reimagined home where every detail feels brand new -- because it is. Thoughtfully renovated from top to bottom, this property is the perfect blend of timeless St. Augustine charm and modern comfort. Whether you're seeking a smart investment property, a stylish vacation retreat, or the ideal primary home, this move-in-ready gem checks every box. Everything New: Roof, electrical, plumbing, HVAC, siding, flooring, doors, and energy-efficient windows -- all new and designed for low maintenance.Modern Kitchen: Outfitted with brand-new stainless-steel appliances, premium finishes, and open flow that's ideal for both everyday living and entertaining.Inviting Outdoor Spaces: Enjoy two spacious covered porches -- front and back -- for morning coffee, evening relaxation, or entertaining under the Florida breeze.Turnkey Comfort: All brand-new furnishings are negotiable. Turnkey Comfort: All brand-new furnishings are negotiable, offering a seamless move-in or instant setup for Airbnb or vacation rental. Updated Bathroom: Featuring fresh, contemporary tile work and stylish fixtures that make every detail shine. Off-Street Parking: Convenient parking spaces -- a rare find this close to the city center. Prime Location - Nestled just minutes from downtown St. Augustine's historic district, you're close to Flagler College, beautiful beaches, and an incredible dining and arts scene. Endless Possibilities -Perfect Airbnb or vacation rental with strong income potential. Great long-term rental investment in a high-demand area. Ideal primary residence for those looking to downsize or step into homeownership with zero renovation stress. Enjoy the peace of mind of a completely rebuilt home in one of Florida's most authentic and desirable coastal towns.

627 Cathedral Place, St. Augustine

$925,000

4 Beds ⋅ 3 Baths ⋅ 1,748 SqFt. ⋅ 89 DOM

Fully renovated and income producing, this exceptional two-story, four bedroom, three bath property is ideally located in the heart of historic St Augustine, just a short walk to vibrant downtown attractions, dining, and entertainment. Currently operating as a successful short-term rental on Airbnb and VRBO, this turn key investment offers both immediate revenue potential and long term value. Thoughtfully updated from top to bottom, the home features a new roof, new windows, updated plumbing and electrical systems, and fresh interior and exterior paint, Inside, you'll find durable luxury vinyl flooring throughout, a beautifully renovated kitchen with solid surface countertops, soft-close cabinetry, tile backsplash, stainless steel appliances and a farmhouse sink. All bathrooms have been fully updated with modern fixtures and finishes. The spacious second-floor primary suite offers privacy and comfort, complete with a step-in shower and a full retreat style layout. A custom built rear deck provides the perfect space for outdoor entertaining, while the oversized lot allows for ample parking-an uncommon and valuable feature in this sought after downtown location. Whether you're looking to expand your investment portfolio or own a fully updated property in one of Florida's most desirable historic destinations, this property delivers unmatched charm, convenience and income potential. This property can only be shown during the hours of 11-3 as it stays rented consistently.

158 Blanco Street, St. Augustine

$1,998,000

3 Beds ⋅ 3 Baths ⋅ 3,053 SqFt. ⋅ 89 DOM

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

70 Water Street, St. Augustine

$849,000

3 Beds ⋅ 2 Baths ⋅ 1,946 SqFt. ⋅ 89 DOM

Welcome to your perfect slice of St. Augustine living! This beautifully maintained 3-bed, 2-bath home blends comfort, convenience, and coastal charm just minutes from historic downtown, beaches, and local dining. Fully furnished and investor-ready, this turnkey short-term rental is set to generate income from day one, with proven 5-star performance on Airbnb and VRBO. Inside, enjoy an open-concept living and kitchen area with ample cabinetry, all-new 2025 appliances, and seamless flow for entertaining. A separate dining room and nearby laundry/pantry add functionality. Major updates include a new roof (2024) and HVAC (2026). The spacious primary suite features an en-suite bath, while two additional bedrooms offer flexibility for guests, family, or a home office. Enjoy Florida living on the back porch, perfect for morning coffee or evening relaxation. The property also includes a 1-car garage and a spacious, beautifully landscaped yard with abundant plants, flowers, and plenty of shade.

40 N St Augustine Boulevard, St. Augustine

$1,750,000

3 Beds ⋅ 2 Baths ⋅ 2,458 SqFt. ⋅ 0 DOM

Bring the horses to this turnkey equestrian's dream! A charming home and 6-stall horse barn w/ apartment on nearly 20 acres of high & dry property. Located in a desirable area of St. Johns County, enjoy the peace & quiet of farm living while being minutes away from shopping & dining. The home has been well maintained, with a split floor plan and beautifully remodeled kitchen. The screened-in porch creates a peaceful spot to enjoy your morning coffee. The thoughtfully designed barn includes separate tack & feed rooms, automatic waterers, walk out paddocks, a wash rack, and a half bathroom. The whole property is fenced and cross-fenced, and has an additional storage building. For those needing a place for guests, care-takers, or multi-generational living, the barn has a one bedroom apartment. On slow weekends, enjoy fishing in your stocked pond or unwind with a book under the gazebo. If you've been looking to live the farm life, this is a must see!

5155 Stephen Colee Road, St. Augustine

$555,000

4 Beds ⋅ 3 Baths ⋅ 1,442 SqFt. ⋅ 112 DOM

Charming historic 4BR/3BA home surrounded by Spanish moss-draped live oaks and just minutes from Historic St. Augustine and local attractions. Historic character blends with modern updates, including wood flooring, a renovated kitchen, and stylish bathrooms. An inviting home including an open floor plan, a durable metal roof, gutters, an expansive front porch, and a private outdoor area. Eligible for short-term rentals -- ideal income property or coastal retreat. Turnkey potential for vacation rental and income. this is a guest favorite and is in the top 1% of rentals!

18 Estey Street, St. Augustine

$689,000

3 Beds ⋅ 2 Baths ⋅ 1,344 SqFt. ⋅ 152 DOM

Welcome to this charming St. Augustine home nestled in one of the city's growing and most desirable areas. Perfect for first time home buyers, multi-generational or anyone looking to put down roots, this property offers the warmth, space and character that makes a house feel like home. Downstairs you have a one bedroom with bath, full kitchen and screened in patio. Upstairs you have two bedrooms, one bath, full kitchen and a huge outside deck. The home offers a bright and inviting layout designed for comfortable everyday living while the spacious deck provides endless possibilities for entertaining or creating your own outdoor retreat. Conveniently located just minutes from historic downtown, dining, beaches, local shops, you'll love the location this home provides.

16 Myrtle Avenue, St. Augustine

$314,999

2 Beds ⋅ 1 Baths ⋅ 520 SqFt. ⋅ 173 DOM

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

173 Riberia Street Unit B, St. Augustine

$625,000

4 Beds ⋅ 2 Baths ⋅ 1,408 SqFt. ⋅ 197 DOM

Welcome to your slice of history nestled in the heart of St. Augustine's vibrant downtown. Presenting a captivating 4-bedroom, 2-bathroom single-family home, exuding timeless elegance and modern convenience. Built in 1910, this exquisite residence sits majestically on a coveted corner lot, offering a lifestyle of both historic charm and urban convenience. As you step onto the property, you're immediately greeted by the allure of yesteryears, enhanced by the home's classic architectural details and lush landscaping. The exterior boasts the quintessential charm of a bygone era, while the interior seamlessly blends historic character with contemporary updates. Upon entry, the foyer welcomes you with warmth and sophistication, leading you into the inviting living spaces adorned with original hardwood floors and abundant natural light. The beautiful classic wood finishes throughout exude warmth and character with every step. The spacious living room is perfect for gatherings or quiet evenings by the fireplace, while the adjacent dining area sets the stage for memorable meals with loved ones. Outside, the charm continues with a picturesque backyard oasis, complete with lush landscaping and a detached 2-car garage. Perfect for al fresco dining, entertaining guests, or simply unwinding after a busy day, this outdoor sanctuary is a rare find in downtown living. One of the most coveted features of this property is its unbeatable location. Situated within walking distance to downtown St. Augustine's historic attractions, eclectic shops, renowned restaurants, and pristine beaches, residents can immerse themselves in the vibrant energy of the nation's oldest city while enjoying the tranquility of their own private retreat. Don't miss the opportunity to own a piece of St. Augustine's rich history and experience the ultimate blend of old-world charm and modern convenience. Schedule your private tour today and discover the magic of this captivating historic gem!

33 Cincinnati Avenue, St. Augustine

$425,000

2 Beds ⋅ 1 Baths ⋅ 668 SqFt. ⋅ 208 DOM

Tiny But Mighty Lincolnville Gem! Fully Updated 1930s Cottage. Welcome to this charming 1930s cottage in the heart of the historic Lincolnville District—668 sqft of smart, stylish living that perfectly captures the spirit of old St Augustine. Thoughtfully renovated in the early 2020s, this 2-bedroom, 1-bathroom home blends vintage character with modern convenience. Inside, you'll find wood floors throughout, vaulted ceilings & custom built-in beds maximizing space without sacrificing style. The bathroom features a timeless clawfoot tub & and the tankless water heater ensures endless hot showers. A full-size washer and dryer are also included, offering everyday practicality in a compact footprint.

141 Blanco Street, St. Augustine

$965,000

3 Beds ⋅ 3 Baths ⋅ 1,426 SqFt. ⋅ 218 DOM

Charming 3-bedroom, 2-bathroom main house PLUS separate cottage, located in the desirable Fullerwood District in downtown St. Augustine. The main house is 1,426 square feet, beautifully updated, with two primary bedrooms both with en-suite bathrooms, hardwood flooring, updated kitchen and a cozy fireplace. Situated on a large double lot, 100ft x 175ft, there is plenty of room for outdoor entertaining! The separate guest cottage/ADU includes its own living space, kitchenette, and bathroom—perfect for visitors, a private office, or additional rental income. Zoned for nightly rentals, this home is perfect for investors or those seeking a flexible living arrangement. Currently used as a vacation rental, and being sold fully furnished, jump right into this great investment! Enjoy the convenience of being just moments from downtown St. Augustine's historic charm, shopping, dining, and attractions. Don't miss this unique opportunity!

8 Park Avenue, St. Augustine

$799,900

4 Beds ⋅ 4 Baths ⋅ 2,060 SqFt. ⋅ 224 DOM

Welcome Home to one of the most desirable homes in historical Lincolnville! What started as a restoration ended up being 95% new construction! This 4 bedroom, 3.5 bath FURNISHED home sits on a quiet street and is in walking distance to everything downtown St Augustine has to offer! The oversized Master bedroom is located on the 1st floor, In-law suite and 2 additional bedrooms joined by a jack and jill bathroom are all located on the 2nd floor. Open concept, the living room/dining room flow into this stunning custom designed kitchen that comes equipped with GE profile appliances, under cabinet lighting and stunning quartz countertops! The metal roof and Trane 16 Seer heat pump A/C system with dual zones for each floor temperature control, are a little less than 5 years old. LED recessed lighting throughout, wood flooring, new PGT double pane low E windows, pre-wired for cable and CAT-6 wire, tankless water heater, paver driveway, make this house MOVE IN READY! **No Seller Financing Home is zoned for weekly vacation rentals and can also be a great investment! Buyer is responsible for doing all due diligence when considering. Vacant and easy to show. Schedule through showing time!

88 Lincoln Street, St. Augustine

$629,000

1 Beds ⋅ 2 Baths ⋅ 1,056 SqFt. ⋅ 237 DOM

Commerical property for sale or lease! Welcome to one of the very few commercially zoned properties on the St. Johns River in St. Johns County! Previously used as The Tocoi Fish Camp until being fully remodeled in 2025. This property is zoned CHT (Commercial Highway Tourism). It can be used for a multitude of commercial options but could also be used as a personal residence. New roof, HVAC, plumbing, electric, drywall, paint, windows and flooring, all completed in 2025. Don't miss your chance to see this one, the views from the river banks of Tocoi are some of the most beautiful on the St. Johns!

13555 County Road 13 N, St. Augustine

$2,350,000

6 Beds ⋅ 5 Baths ⋅ 3,999 SqFt. ⋅ 254 DOM

178 Avenida Menendez - An Iconic Flagler-Era Residence with Panoramic Bayfront Views Exquisitely restored and meticulously maintained. The Bodley/Bennett residence is a rare Flagler-era treasure, originally built in 1910 and thoughtfully renovated between 2010 and 2012. Perched along the Matanzas River, this historic legal home commands sweeping, panoramic vistas of the St. Augustine Bayfront and the legendary Bridge of Lions, offering a lifestyle defined by elegance, heritage, and unmatched waterfront charm. Boasting 6 bedrooms and 5 full baths, this residence seamlessly blends historic character with modern comforts. Yellow pine flooring, 8'' hardwood baseboards, original five-panel doors, and grand staircases evoke timeless craftsmanship while updated systems and finishes ensure contemporary luxury. Optional 1 year home warranty provided by Fidelity National Home Warranty. The First-Floor Residence is an ideal suite for generational living or distinguished guests, featuring 2 bedrooms, 1 full bath, a spacious living room with a period gas fireplace, and a formal dining room. The chef-inspired kitchen includes a Jenn-Air gas range, stainless steel appliances, granite countertops, and espresso-finished cabinetry accented with period hardwaremarrying modern convenience with classic detail. The Second-Floor Main Residence is Designed for refined living and entertaining. This level offers 2 bedrooms, 3 full baths, an inviting living room, formal dining, and a beautifully remodeled kitchen with gas range, updated cabinetry, and rich butcher block counters. Thoughtful layouts and elevated finishes create a sense of sophistication and comfort throughout. The Third-Floor Retreat is also the pinnacle of luxury living. This floor provides 2 bedrooms, 1 full bath, and a generous walk-out terrace framing some of the most breathtaking views of the Bayfront and Bridge of Lionsa private sanctuary perfect for morning coffee, sunset entertaining, or simply soaking in St. Augustine's timeless beauty. A rare convergence of history, architecture, and premier waterfront location, this residence is not just a homeit is a statement. Perfect for collectors of historic properties, lovers of fine craftsmanship, and those who seek an elevated lifestyle in one of Florida's most cherished cities. Experience St. Augustine living at its finestwhere every detail tells a story, every view inspires, and every moment is extraordinary.

178 Avenida Menendez, St. Augustine

$560,000

3 Beds ⋅ 3 Baths ⋅ 2,264 SqFt. ⋅ 79 DOM

Welcome home to your walkable lifestyle in the nations oldest city...meet our most eligible southern belle...over 125 years old and never flooded, she has original heart of pine floors and glorious stained window accents. The modernized kitchen has been totally brought up to code and has double ovens for the baker in your life. Modern conveniences like plantation shutters throughout only enhance her charm. The primary suite is so large you have enough room for a home office inside. Not to mention the walk in closets and soaking tub...the whole home balcony off the primary would be perfect for gardening and entertaining. The fenced back yard is made for fires in the fire pit or grilling out. Let's talk about how close you are to everything here...you are half a mile to the foot of the Bridge Of Lions and less to the Fort. This catch also has a nightly rental permit so she can earn as an Airbnb too!! Homes like this one don't come along often, come own your part of history today!

29 Grant Street, St. Augustine

$2,800,000

7 Beds ⋅ 5 Baths ⋅ 5,800 SqFt. ⋅ 294 DOM

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

$485,000

3 Beds ⋅ 2 Baths ⋅ 1,599 SqFt. ⋅ 11 DOM

Don't miss the opportunity to own a piece of historic charm with this 3-bedroom, 2-bath 1925 bungalow, located in one of Uptown's most desirable and rapidly growing neighborhoods. Whether you're a homeowner with a vision or an investor seeking your next project, this property offers incredible potential! Features include a spacious screened front porch, original hardwood floors throughout most of the home, a vinyl-fenced backyard, and an exterior shed with an attached workshop—perfect for storage or hobby space. Additional off-street parking adds convenience and value. This property is a rare opportunity in a sought-after location with strong long-term potential. Bring your creativity and finishing touches to transform this fixer-upper into something truly special! Schedule your showing today and see the potential for yourself. Buyer is responsible for doing all due diligence when considering. Vacant and easy to show! Home is zoned RS-2. Home was temporarily taken off the market to be tented for termites on 9/22.

4 Fletcher Lane, St. Augustine

$575,000

4 Beds ⋅ 2 Baths ⋅ 2,086 SqFt. ⋅ 42 DOM

Welcome to this beautifully restored 1904 home in the heart of Historic St. Augustine, where vintage character and modern comfort live in perfect harmony. This four-bedroom, two-bathroom residence exudes warmth and charm from the moment you arrive, beginning with a classic front porch—perfect for morning coffee or relaxing evenings in the breeze. Inside, original wood flooring adds rich character throughout much of the home, complemented by thoughtful renovations that honor its historic roots. The inviting living room flows effortlessly into a formal dining room, creating the perfect space for entertaining or everyday living. Toward the back of the home, a full bath and well-appointed kitchen offer direct access to the rear porch and a paver-lined courtyard—an idyllic setting for al fresco dining or evenings under the stars. Two guest bedrooms are located on the main level, while upstairs, a spacious central landing leads to the private owner's suite, complete with its own sitting area and access to a charming balcony. Across the hall, a generous family room provides flexible living space, alongside a cozy sitting room that connects to the fourth bedroom. A second full bathroom is located just beyond. Significant recent updates include a new metal roof, updated flooring, full rewiring and replumbing, structural pier enhancements, new ductwork, insulation, and fresh interior and exterior paint. The main water line to the house was just replaced, making a substantial improvement to the water pressure and volume. A private driveway leads to a trellis-framed parking area at the rear of the property, offering both convenience and curb appeal. Just minutes from the beaches, historic downtown, local dining, boutique shopping, and everyday conveniences. Whether you're looking for a full-time residence, a weekend retreat, or a prime investment with nightly rental potential, this home offers a rare opportunity to own a piece of St. Augustine's history restored with care and ready to enjoy. Welcome home.

27 Grant Street, St. Augustine

St Augustine, St Augustine, St. Johns County, FL Historical Properties for Sale

Newest St Augustine, St Augustine, St. Johns County, FL Historical Properties for Sale

Matt Strickland - REALTOR®️️️

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