322-Downtown St Augustine Homes for Sale

322-Downtown St Augustine Homes for Sale

Welcome to 322 Downtown St. Augustine, a vibrant neighborhood steeped in rich history and charm. Nestled in the heart of the nation’s oldest city, this area offers a unique blend of old-world elegance and modern convenience. As you stroll through the cobblestone streets, you’ll be captivated by the stunning Spanish colonial architecture, quaint boutiques, and inviting cafes that line the thoroughfares. The historic district is not just a visual feast; it’s also a cultural hub, with art galleries, museums, and live music venues that keep the spirit of St. Augustine alive.

Living in Downtown St. Augustine means you’re just a stone's throw away from some of the city’s most iconic landmarks, including the Castillo de San Marcos and the picturesque waterfront. Enjoy leisurely afternoons at the nearby parks or take a short walk to the beach for sun-soaked relaxation. The community is known for its friendly atmosphere, making it easy to get to know your neighbors and partake in local events.

For those considering a move, there are a variety of homes for sale in this enchanting neighborhood. From charming historic houses with character to modern condos that offer stunning views, there’s something to suit every lifestyle. Whether you’re looking for a cozy retreat or a vibrant place to entertain, Downtown St. Augustine has it all. With its rich history, lively atmosphere, and beautiful homes, this neighborhood is more than just a place to live—it’s a lifestyle waiting to be embraced. Come explore the possibilities and make your dream home a reality in this captivating corner of Florida!

Newest 322-Downtown St Augustine Homes for Sale

$1,295,000
4 Beds ⋅ 4 Baths ⋅ 2166519 MLS
Situated in the coveted Abbott Tract in historic St. Augustine, this immaculately maintained home offers the rare combination of a private saltwater pool, detached guest villa, and detached 1½-car garage--all just one block from Castillo De San Marcos fort, the Bayfront, and St. Augustine's renowned restaurants, galleries, and boutiques. Built in 1920, the main residence offers 1,963 square feet with three bedrooms and three full baths, including a spacious first-floor owner's suite. Original wood floors, a gas fireplace, crown molding, and a wide covered and screened front porch preserve the home's timeless character, while impact-resistant windows, a metal roof, and fresh interior and exterior paint provide modern comfort and peace of mind. The light-filled kitchen features white cabinetry, stainless steel appliances, and a distinctive blue tile backsplash. Upstairs offers a cozy office or reading area, full bath and separate guest quarters. Just beyond the main home, the detached poolside guest suite (deemed the Villa) with a full bath creates a flexible fourth bedroom and fourth bath--ideal for visiting guests, a private office, studio, or independent retreat. Outdoor living is centered around the screen-enclosed saltwater pool with built-in spa seating, complemented by mature landscaping, a spacious and private fenced backyard, and a gas fire-pit for relaxed evenings and entertaining. Additional highlights include an extended paver driveway with valuable off-street parking and RS-2 zoning that allows for short-term rental use, offering flexibility for both personal enjoyment and income potential. The property is offered with or without the adjoining buildable lot at 45 Osceola Street, creating the opportunity for additional privacy, future development, expanded grounds, or a one-of-a-kind private compound in one of St. Augustine's most desirable neighborhoods. Welcome home.

47 Osceola Street, St. Augustine
$1,150,000
6 Beds ⋅ 4 Baths ⋅ 2166351 MLS
Built in 1899 and beautifully restored, this iconic ''Pink House'' is gracefully positioned along the picturesque shores of Lake Maria Sanchez, offering a rare opportunity to own a distinguished piece of St. Augustine's history in one of Historic Downtown's most coveted settings. Original hardwood floors, spacious gathering rooms, period architecture, and authentic historic details create an atmosphere that simply cannot be replicated. Every room tells a story, embracing the craftsmanship and character of a bygone era. Spanning six generously sized bedrooms, the home offers remarkable flexibility for hosting family and guests. Multiple covered porches overlook the tranquil lake, providing the perfect setting to enjoy morning coffee while watching horse-drawn carriages make their way through the Historic District. Currently operating as a successful short-term rental and offered fully furnished. Each bedroom features antique furnishings and artwork that pay tribute to St. Augustine's remarkable past, creating an authentic living experience unlike any other. The open-concept kitchen features crisp white cabinetry, stainless steel appliances, and flows seamlessly into the formal dining room, creating an inviting space for both everyday living and entertaining. The expansive fenced backyard offers a private retreat for entertaining, family gatherings, or simply enjoying the peaceful surroundings. A recently added driveway provides the rare convenience of private off-street parking for up to six vehicles--an exceptional amenity in Historic Downtown. Perhaps the home's greatest luxury is its location. Just a short stroll from Flagler College, acclaimed restaurants, boutique shopping, museums, art galleries, and the cobblestone streets of America's oldest city, you'll enjoy the very best of downtown living while returning home to the serenity of Lake Maria Sanchez. Here, the energy of Historic St. Augustine is only moments away, yet the setting remains peaceful, private, and undeniably charming. Rich in history, timeless in character, and unmatched in location, this extraordinary waterfront residence offers a once-in-a-generation opportunity to own one of Historic St. Augustine's most iconic homes.

340 Charlotte Street, St. Augustine
$540,000
2 Beds ⋅ 1 Baths ⋅ 2165533 MLS
Live in the heart of historic St. Augustine in this 1900's cottage on a corner lot in the Abbott Tract. The current owner bought it as a vacation rental, then loved it enough to move in instead. Stroll to the Castillo de San Marcos, the bayfront, and the shops and cafés on San Marco Avenue, then come home to driveway parking, a rare find downtown. The enclosed front porch makes a sunny office or reading nook. Warm wood floors run through a living and dining space spanning the width of the house, anchored by a fireplace. The renovated kitchen pairs a bead board ceiling and shiplap walls with a workstation sink and stacked laundry. The updated bath offers a walk-in glass tile shower and floating wood vanity. Step outside to a private brick courtyard. Metal roof, central air, no HOA or CDD. Full-time home, second home, or investment; short-term rental buyers should confirm current City of St. Augustine requirements. Room measurements are approximate; please verify any that matter to you.

61 Abbott Street, St. Augustine
$549,000
2 Beds ⋅ 2 Baths ⋅ 2164994 MLS
Welcome to this charming one-story concrete block cottage, ideally situated on a quiet street just a short walk from the heart of historic St. Augustine. Set back from the road, this inviting home offers a peaceful setting with a fenced backyard, screened-in porch, and private patio--perfect for relaxing, dining outdoors, or grilling while enjoying the beautiful Florida sunshine. Recent upgrades include a new roof, new HVAC and hot water heater. The open-concept floor plan is enhanced by soaring ceilings in the living and dining areas, creating an exceptional sense of space and openness. The home features 2 bedrooms and 2 full bathrooms, including a primary bath with a a walk-in shower and a second bath with a tub/shower combination. The kitchen offers ample cabinet and granite counter and is equipped with a range, microwave, refrigerator, dishwasher, and ice maker. A raised breakfast bar with seating separates the kitchen from the dining area and provides a natural gathering spot. The dining area comfortably seats six. The cottage is fully furnished and equipped with dishes, glassware, cookware, utensils, a coffeemaker, toaster, linens, and other household essentials--making it truly move-in ready or an excellent opportunity for a furnished vacation rental.The primary bedroom features a queen-size bed, chair, built-in closet, and bedside tables with lamps. The second bedroom includes a full-size bed and twin bed, easy chair, dresser, built-in closet, and bedside lighting. A convenient utility closet off the kitchen includes a washer and dryer, while the linen closet provides additional storage for towels, bedding, paper goods, and supplies. Outside, the fenced backyard offers privacy and security, while the screened porch provides a comfortable space for morning coffee or evening meals. The back patio is ideal for outdoor entertaining and grilling. A private driveway provides off-street parking for two vehicles. Enjoy an exceptional St. Augustine location just a short stroll to historic St. George Street, the Castillo de San Marcos, shops, restaurants, and the many attractions of the nation's oldest city. Magnificent Atlantic Ocean beaches, the St. Augustine Lighthouse, and additional recreational and cultural destinations are just a short drive away. Fully furnished, exceptionally located, and ready to enjoy--whether as a personal St. Augustine getaway, full-time residence, or investment property.

22 Bernard Street, St. Augustine
$570,000
2 Beds ⋅ 2 Baths ⋅ 2164989 MLS
This beautifully updated 3-bedroom, 2-bath pool home offers exceptional charm in an amazing location near downtown St. Augustine. The home has been thoughtfully updated throughout while maintaining its distinctive character, creating inviting and comfortable spaces for everyday living or entertaining. Step outside to the charming back porch overlooking a private pool, fenced backyard and patio--the perfect setting for relaxing after a day exploring the city. Tucked beneath a canopy of mature oaks in a peaceful historic neighborhood, the property is conveniently located near the Fountain of Youth and just minutes from downtown St. Augustine's renowned restaurants, shopping and attractions. Currently operating as the highly rated ''Oak Canopy Escape,'' with a 4.85-star rating across 100 Airbnb reviews, this home presents an outstanding opportunity as an established short-term rental, distinctive second home or primary residence.

17 Dufferin Street, St. Augustine
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 2163379 MLS
A distinctive St. Augustine home in a location that lets you experience the city--not simply live near it. Set in the sought-after Uptown/Nelmar Terrace area, 4 E San Carlos Ave captures the character that makes St. Augustine so desirable: mature oaks draped in Spanish moss, palms, charming architecture, and the ability to move easily between the historic city, local dining and shops, waterfront activities, and the beaches beyond. From the street, the home's coastal-inspired architecture, metal roof, welcoming covered front porch, and mature landscape immediately set it apart. Inside, the home offers four bedrooms, three-and-a-half baths, and a spacious bonus/game room, creating a versatile layout for full-time living, welcoming family and friends, or simply enjoying a home with room to spread out. The main living spaces are bright and inviting, with an open-concept design connecting the living room and beautifully appointed kitchen. White cabinetry, quartz-style countertops, stainless appliances, a detailed glass-tile backsplash, and a large island create a kitchen that is both functional and polished. A walk-in pantry adds valuable storage, while a separate, cozy office provides a quiet space for working from home, reading, or simply having a dedicated place to retreat. A fireplace adds warmth and character to the living space, creating a natural gathering place for everyday life and entertaining. Upstairs, the primary suite offers a private retreat complete with its own balcony, creating a quiet place to enjoy the morning or unwind in the evening. The bonus/game room adds an entirely different dimension to the home--ideal for recreation, movie nights, guests, or simply giving everyone a little more room to spread out. Outdoor living is one of this home's defining features. Rather than one ordinary backyard, the property offers multiple distinct spaces to enjoy the outdoors, including the covered front porch, rear porch, private primary-suite balcony, and a beautifully designed pavered courtyard alongside the home. Tropical landscaping, comfortable seating, and a dedicated grilling area create an intimate setting for morning coffee, evening gatherings, or entertaining friends, while additional lawn areas provide even more room to enjoy the Florida sunshine. The home is equally well suited to everyday practicality, with an extended driveway, 2.5-car garage, no HOA, and a generator inlet. There is room for vehicles, storage, bikes, a golf cart, and the extras that come with enjoying the Florida lifestyle. And then there's the location. Historic St. Augustine becomes part of everyday life here. Walk to iconic landmarks and museums, the Fountain of Youth, and beautiful oak-canopied Magnolia Avenue, where centuries-old live oaks draped in Spanish moss create one of the city's most memorable settings. From here, historic streets, local restaurants, galleries, shops, and the waterfront are all part of the experience, while a bike ride opens the door to even more--from downtown to the coast and beaches beyond. The surrounding mature trees and distinctive mix of homes add to the character of a neighborhood that feels authentically St. Augustine--a place where history, natural beauty, and coastal living are woven into everyday life. Some homes are best understood in person. Come experience the setting, walk the porches, step into the courtyard, take in the surrounding character, and discover what makes 4 E San Carlos Ave a truly special St. Augustine offering. Schedule your private showing today.

4 E San Carlos Avenue, St. Augustine
$740,000
4 Beds ⋅ 3 Baths ⋅ 2162822 MLS
Two homes, one property--minutes to Historic district and beach. This North City/Uptown gem offers a charming 2BR/2BA main residence plus a separate 2BR/1BA apartment above the garage for true flexibility. The main house showcases original hardwood floors, a brick wood-burning fireplace, and a flowing plan with a front sitting/sun room, living room, dining area, office/flex room, and an all-season room. The updated kitchen features new cabinetry, counters, and appliances; lighting and doors have been refreshed throughout. Each bedroom functions as an owner suite, and both open directly to decks overlooking the newly fully fenced backyard under grand live oaks and Spanish moss--perfect for morning coffee, evening wine, or weekend gatherings. This property is ideal for multigenerational living, guest quarters, a home office, or generating potential income as a short-term or long-term rental.

6 E San Carlos Avenue, St. Augustine
$899,000
3 Beds ⋅ 3 Baths ⋅ 2162808 MLS
This stunning house is in the heart of historic St. Augustine. A wide paver driveway, layered landscape lighting, and manicured grounds set the tone before you reach the door. Inside, 3 bedrooms, 2.5 baths, and a versatile bonus family room/office are finished with luxury vinyl flooring throughout. The kitchen is the showpiece: stainless steel appliances, crisp white shaker cabinetry, and striking leathered granite. Out back, an expansive paver patio invites long evenings at the grill or quiet mornings with coffee and a good book. The location is the kind you simply cannot build. Stroll to St. George Street, Flagler College, the Castillo de San Marcos, and the city's best restaurants, bars, and nightly entertainment. The Lightner Museum sits just minutes away, and Vilano Beach, St. Augustine Beach, and major shopping are each a 10-15 minute drive. Completely turnkey as a well-established short-term rental. Move in and enjoy, or keep the calendar booked from day one. There is also potential to add a bathroom downstairs, creating the opportunity for a fourth sleeping space and increasing occupancy to approximately 10 guests. Offering a greater income. Homes with this kind of flexibility and investment upside don't last. Schedule your private showing today.

67 Oneida Street, St. Augustine
$550,000
3 Beds ⋅ 2 Baths ⋅ 2162182 MLS
RARE land + location play in the heart of St. Augustine's Historic District. Zoned HP-5 (residential or commercial per city code) on a street where sales are rare. Vacant for years, in poor/uninhabitable condition; sellers have not occupied the property and make no representations as to its full condition. Priced for land value. Rebuild, renovation, STR, or business use subject to City of St. Augustine zoning, HARB, and permitting approval -- not confirmed by seller. Sold AS-IS, WHERE-IS, all faults. Cash or renovation/rehab financing only. Buyer to independently verify zoning, HARB, STR, and permitted uses with the City prior to offer, and to conduct own due diligence. Access by appointment only.

37 Grove Avenue, St. Augustine
$899,000
3 Beds ⋅ 2 Baths ⋅ 2161241 MLS
Discover the timeless elegance of this beautifully preserved Victorian residence nestled in the heart of St. Augustine's coveted Historic Abbott Tract. Situated high and dry beneath a magnificent canopy of mature oak trees, this exceptional home blends historic charm with modern comforts in one of the city's most desirable neighborhoods. Inside, rich spilled honey hardwood floors flow throughout the home, creating a warm and inviting atmosphere. The updated kitchen features quality finishes, an inviting breakfast area, and effortless access to the living spaces, making it ideal for both everyday living and entertaining Multiple covered porches provide the perfect setting to relax with a morning coffee or unwind in the evening while enjoying the tranquil surroundings and timeless beauty of the Historic District. Outside, the expansive yard offers endless possibilities, with ample space to add a resort-style pool, create lush gardens, or design your own private outdoor oasis. A detached two-car garage provides excellent storage and parking while also offering the potential for future expansion or a guest suite. Rich in character, thoughtfully updated, and ideally located just moments from Historic Downtown St. Augustine's renowned restaurants, boutique shopping, galleries, and waterfront, this remarkable Victorian offers a rare opportunity to own a true piece of the nation's oldest city's history.

18 Locust Street, St. Augustine
$450,000
3 Beds ⋅ 2 Baths ⋅ 2161062 MLS
Opportunity awaits in the heart of historic Lincolnville! Whether you're searching for your next investment property, a future vacation retreat, or a place to call home, this 3-bedroom, 2-bathroom residence offers incredible potential in one of St. Augustine's most sought-after neighborhoods. Built with great elevation, the home features a welcoming front porch that's perfect for enjoying the morning sun or relaxing in the afternoon shade. A convenient ramp provides easy access to the side entrance, while inside you'll find durable vinyl flooring throughout and a newer HVAC system for added comfort and peace of mind. The spacious primary suite includes a private en-suite bathroom, while two additional bedrooms and a full guest bathroom provide flexibility for family, guests, or tenants. Rich in history and character, Lincolnville is one of St. Augustine's most beloved neighborhoods, known for its charming streets, vibrant community, and timeless appeal. From this prime location, you're just minutes from Historic Downtown St. Augustine, the Intracoastal Waterway, and some of the area's best shopping, dining, and entertainment. Whether you're looking to expand your investment portfolio or enjoy the unmatched lifestyle that St. Augustine has to offer, this property is one you won't want to miss!

148 Martin Luther King Avenue, St. Augustine
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 2160596 MLS
Step into a rare opportunity to own a beautifully restored piece of St. Augustine history in the desirable Abbot Tract neighborhood. Originally built in 1900, this stunning 4-bedroom, 2.5-bath home has been completely remodeled from top to bottom while thoughtfully preserving the timeless character and architectural charm that make historic homes so special. Situated on one of the largest lots in the area, this exceptional property offers the perfect blend of historic elegance and modern peace of mind. Extensive renovations include a new metal roof, new HVAC system, new structural piers, new decking, new subflooring and flooring, new windows, fresh interior and exterior paint, new appliances, and countless additional upgrades throughout the home. Enter through the side entrance from the driveway into a welcoming landing area that sets the tone for the home's inviting atmosphere. Inside, new luxury engineered flooring flows throughout most of the home, while beautiful wainscoting adds character and sophistication to the living room. The spacious primary suite is conveniently located on the first floor and features an elegant coffered ceiling, creating a private retreat within the home. A conveniently located half bath completes the main level. Upstairs, you'll find the additional bedrooms along with a second-floor laundry area for added convenience. Step outside onto the newly rebuilt upper deck, complete with outdoor ceiling fans, creating the perfect space to enjoy coastal breezes and views of the surrounding historic neighborhood. New decking on both levels, including the expansive wraparound porch on the first floor, provides abundant opportunities for outdoor entertaining and relaxation. Located just a short distance from the Intracoastal Waterway and within walking distance of Historic Downtown St. Augustine, you'll enjoy easy access to renowned restaurants, boutique shopping, local attractions, and entertainment while still enjoying the charm and tranquility of one of the city's most treasured historic neighborhoods. This is a rare chance to own a turnkey historic home that offers the beauty of the past with the comfort and reliability of modern construction updates.

22 Joiner Street, St. Augustine
Start Your Search
© 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Re/Max Unlimited.