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$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
$305,000
2 Beds ⋅ 2 Baths ⋅ 2164724 MLS
For buyers looking for a condo with a deeded boat slip and direct water access, this is one of the best values you will find in St. Augustine. Located on the San Sebastian River in Sebastian Harbor Villas, this turnkey 2BR/2BA tri-level residence includes a deeded 35-foot deepwater boat slip with approximately 10.5 feet of depth, giving you convenient access to the river and surrounding waterways right outside your door. The location is just as impressive. You are only 1 mile from historic downtown St. Augustine, less than 5 miles from the beaches, and within walking distance of several phenomenal restaurants. The community also features a waterfront pool overlooking the San Sebastian River with beautiful views toward downtown St. Augustine. Inside, the condo offers a flexible layout along with an attached 1-car garage. The second floor serves as the main living level with a bright family and dining area, private balcony, full bath, and updated kitchen. A built-in Murphy bed in the living room provides additional sleeping space for guests. Laminate flooring adds durability throughout, while newer windows and a sliding glass door provide added efficiency and protection. The third-floor primary loft overlooks the living area and includes an office nook and private bath. On the first floor, the second bedroom can serve as a guest room, office, or flex space and is conveniently located near the laundry area and garage access. The HVAC was replaced in 2026, and the exterior has also been refreshed with new paint. Currently operated as a short-term rental, the property is being sold turnkey and weekly rentals are allowed, offering excellent flexibility as a primary residence, second home, or investment property. With a deeded deepwater boat slip, direct river access, garage, waterfront amenities, and close proximity to both downtown and the beach, it is difficult to find this combination of features at this price point in St. Augustine.

943 S Ponce De Leon Boulevard, 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
$5,000,000
2162158 MLS
5 ACRES IN THE PATH OF GROWTH - PRIME ST. AUGUSTINE LOCATION! Incredible opportunity to own approximately 5 acres strategically located directly behind Target and adjacent to the exciting new Shipyards area in one of St. Augustine's rapidly developing corridors. The property is currently zoned Open Rural (OR) with a Mixed Use Future Land Use designation, offering a unique opportunity for an investor, developer, or owner/user to explore future possibilities. Currently going through a rezoning to commercial zoning. The surrounding area is experiencing significant investment and growth, including new Toll Brothers residential development featuring single-family homes and townhomes, The Southerly apartments, Asado Life restaurant, marina and waterfront activity, and additional nearby development creating an increasingly vibrant, walkable destination. The property offers approximately 800 feet of length and 290 feet of width, providing substantial acreage.

1470 Arapaho Avenue, St. Augustine
$529,000
2 Beds ⋅ 3 Baths ⋅ 2162147 MLS
Waterfront living with a relaxed coastal feel, just minutes from downtown St. Augustine. This beautifully updated 2-bedroom, 2.5-bath residence overlooks the San Sebastian River and includes a private boat slip #2 and navigable access to the Intracoastal Waterway and Atlantic Ocean. The home has been thoughtfully upgraded with quality finishes throughout, including 12-foot ceilings, custom carpentry, wood vanities, designer tile, upgraded lighting, luxury flooring, and luxury flooring. Additional improvements include updated plumbing and electrical, sound-dampening enhancements, in-line water filtration, custom closets, and excellent storage. The primary suite opens to a private balcony overlooking the river, while a private garage and assigned parking add convenience. Enjoy boating from your own slip, then head downtown for dining, shopping, and historic St. Augustine, with the beach just minutes away. Option to purchase fully furnished.

915 S Ponce De Leon Boulevard, St. Augustine
$549,000
2 Beds ⋅ 3 Baths ⋅ 2162138 MLS
Wake up to endless views of the San Sebastian River and experience waterfront living just minutes from the heart of historic St. Augustine. This beautifully reimagined 2-bedroom, 2.5-bath residence offers the opportunity to enjoy life on the water with your own private boat slip with electric and navigable access to the Intracoastal Waterway and Atlantic Ocean. Inside, extensive improvements and a high level of craftsmanship create a refined yet comfortable home where thoughtful design is evident throughout. Renovated down to the concrete firewalls, the residence features soaring 12-foot ceilings on the main level, custom carpentry, imported finishes, bespoke wood vanities, designer tilework, elevated lighting, luxury flooring, and high-end appliances, including a double-drawer dishwasher. Motion-activated LED stair lighting illuminates each step, adding another distinctive detail to the home's design. Thoughtfully designed storage is found throughout, including custom pull-out under stair storage with wood shelving, custom closets in both bedrooms, and a full walk-in attic with spray foam insulation and a dehumidifier. Additional improvements include updated plumbing and electrical, sound-dampening enhancements, an in-line water filtration system, and a newer HVAC system. A towel warmer in the secondary bath adds another thoughtful touch, while an assigned parking space and private single-car garage provide added convenience. Upstairs, the primary suite continues the waterfront experience with its own private balcony overlooking the San Sebastian River. Step outside and take in the views, spend the day boating from your own slip, explore the dining, shopping, history, and charm of downtown St. Augustine, or head across the Bridge of Lions to Anastasia State Park and the beach-all just minutes from home. Whether enjoyed as a primary residence, St. Augustine getaway, or investment property, this waterfront home offers a distinctive combination of thoughtful design, boating access, and an incredible location. The residence also offers the opportunity to be purchased furnished.

927 S Ponce De Leon Boulevard, 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
$599,900
3 Beds ⋅ 2 Baths ⋅ 2160392 MLS
LOCATION-Historic St. Augustine! Great opportunity to own a charming 1930 historic home just minutes from downtown St. Augustine and less than a 10-minute drive to the beaches. 3-bedroom, 2-bath home has been updated while preserving its original character, including beautiful stained-glass windows. Roof, AC, plumbing and electrical were all updated in 2025. Fully furnished and currently used as a short-term rental. Sold AS-IS and ready as a primary home, vacation getaway or investment property.Preferred lender offers up to a $600 appraisal credit and flexible financing options for foreign nationals, investors, and non-permanent U.S. residents.ALL OFFERS WILL BE CONSIDERED!

57 Dumas Street, St. Augustine
$599,000
4 Beds ⋅ 2 Baths ⋅ 2160371 MLS
**PRIME LOCATION**INCOME PRODUCING AIR BNB *FULLY FURNISHED*LARGE BACKYARD* Discover the charm of St Augustine in this delightful 4 bed/2 bath bungalow! Step inside and be greeted by a truly cozy feel throughout, and spacious living areas. The kitchen equipped with modern appliances, making meal preparation a breeze. Enjoy the added convenience of a smart thermostat, allowing for effortless climate control. Stylish wood-like LVP flooring flows seamlessly through the main living spaces, while plush carpeting adds comfort to the bedrooms. Outside, a large, shaded front yard and driveway provides ample parking and space. The backyard boasts a firepit, perfect for evening gatherings. The location is truly amazing, situated just 5 mins from downtown St. Augustine. Explore iconic landmarks and museums. Wander along St. George Street with plenty of shopping, admire the majestic Bridge of Lions and Castillo de San Marcos, and even discover America's narrowest road, Treasury St.

237 Riberia Street, St. Augustine
$385,000
2 Beds ⋅ 1 Baths ⋅ 2160041 MLS
Calling all investors. Here is another exceptional investment opportunity for your consideration. This charming two-bedroom, one-bathroom residence is situated in the historic Lincolnville neighborhood. Key features of this property include: A recently installed HVAC system (less than three years old). A newly installed hot water heater (less than two years old). An enclosed front porch with a partial chain-link fence in the front. The property is sold ''As-Is,''. Schedule a viewing to experience its unique charm firsthand.

137 Blanco Street, St. Augustine
$4,440,000
2159764 MLS ⋅ Casa Maya Restaurant & Tequila Bar BLDG.
Constructed in 1987 as the private residence of acclaimed novelist and artist Jack D. Hunter, this distinctive two-story building was thoughtfully transformed in 2012 into one of Historic Downtown St. Augustine's most unique full-service restaurant and tequila bar destinations. Professionally renovated by John Valdez & Associates, the conversion incorporated modern commercial systems designed for restaurant use, including a fire sprinkler and suppression system, while preserving the property's architectural charm and intimate residential character. Situated on approximately 0.12± acres, the property enjoys approximately 49 feet of frontage along the brick-paved Hypolita Street and an additional 109 feet of frontage on Toques Place, providing outstanding visibility and convenient pedestrian access from both sides of the property. Enclosed by a concrete block privacy wall, the restaurant offers a rare, private courtyard setting featuring mature shade trees, lush landscaping, decorative gardens, brick pavers, ambient lighting, and multiple outdoor gathering areas that create an inviting atmosphere unlike any other in the Historic District. The property is prominently positioned along one of downtown's primary pedestrian corridors and is highly visible to vehicular traffic, sightseeing tour trains, and the millions of visitors who explore St. Augustine each year. The improvements contain approximately 3,292± square feet of heated, cooled, covered, and support areas thoughtfully designed to create multiple guest experiences throughout the property. The first floor features a fully equipped commercial kitchen, food preparation areas, manager's office, hostess and waiting area around a fireplace, customer restrooms, two covered outdoor bars, and a spacious covered courtyard dining area. The second level offers an additional bar with seating, food preparation area, customer restroom, and two covered balconies overlooking both Hypolita Street and the private courtyard, providing a unique elevated dining experience. A detached service building includes storage, dishwashing facilities, a walk-in cooler, and an additional guest restroom conveniently serving the courtyard. Operating today as "Casa Maya Restaurant & Tequila Bar", the property has been thoughtfully designed to create multiple indoor and outdoor hospitality experiences within an intimate, garden-like setting. The private courtyard serves as the focal point of the property, complete with a covered entertainment stage, open space for dancing, and inviting gathering areas illuminated by decorative lighting and mature landscaping. Its versatile layout is well suited for casual and upscale dining, specialty beverage service, private events, rehearsal dinners, weddings, corporate functions, and live entertainment. Opportunities to acquire a purpose-built hospitality property with this combination of historic character, operational versatility, exceptional ambiance, and an irreplaceable location in the heart of America's oldest city are exceedingly rare. Located at 22 Hypolita Street in the heart of the Historic District of St. Augustine, this premier restaurant location benefits from one of Florida's strongest pedestrian-oriented tourism markets. Situated just one block from the bayfront and within easy walking distance of St. George Street, the property is surrounded by nationally recognized attractions, boutique hotels, museums, art galleries, retail shops, and some of the city's most popular restaurants and entertainment venues. The Historic District welcomes millions of visitors annually, creating consistent daytime and evening foot traffic throughout the year. The area hosts numerous festivals, live music events, holiday celebrations, and cultural attractions that drive repeat visitation from both tourists and local residents. The property's central downtown location offers exceptional visibility and accessibility, making it an ideal destination for lunch, dinner, and evening dining. Guests enjoy convenient access from nearby public parking facilities, hotels, bed-and-breakfasts, the St. Augustine Bayfront, and many of the city's signature landmarks, including Castillo de San Marcos National Monument. The surrounding mix of hospitality, retail, and entertainment uses creates a vibrant, walkable environment that consistently attracts both visitors and local patrons.

22 Hypolita Street, St. Augustine
$1,075,000
4 Beds ⋅ 4 Baths ⋅ 2159488 MLS
Just a few homes from Magnolia Avenue, one of North America's most photographed streets, sits a property that perfectly captures the charm and lifestyle of St. Augustine. Built in 2022, this thoughtfully designed four-bedroom, 3.5-bath pool home blends modern construction with one of the city's most iconic and walkable neighborhoods. Offered fully furnished and turn-key, this is a rare opportunity to step into a home that's ready to be enjoyed from day one. Opportunities to own newer construction in this historic setting are few and far between, making 34 E. San Carlos an exceptionally rare offering. The heart of the home is the second floor, where the kitchen, dining area, and living room flow effortlessly together to create an inviting space for everyday living and entertaining. A conveniently located half bath serves the main living area, making hosting family and friends a breeze. The third floor features three bedrooms, including a spacious primary suite complete with a beautifully appointed ensuite bath and generous closet space, along with two additional guest bedrooms and a full guest bathroom. On the first floor, an oversized one-car garage is complemented by a private fourth bedroom and full bathroom, creating an ideal guest suite. Whether used for visiting family and friends, multigenerational living, a home office, fitness room, or even as a pool cabana, the flexibility of this space is a tremendous bonus. As impressive as the interior is, the backyard is where this home truly shines. Centered around an L-shaped pool and spa, the outdoor living space was designed for Florida living, featuring multiple lounging areas, space to entertain, backyard barbecues, and afternoons spent soaking up the Florida sunshine. Beyond the home itself is a lifestyle that's difficult to replicate. Stroll beneath the iconic oak canopy of Magnolia Avenue, grab a coffee or fresh lemonade at the Fountain of Youth, enjoy dinner at some of St. Augustine's most celebrated restaurants, explore the city's rich history, or take a quick bike ride to Vilano Beach. It's the perfect blend of historic charm, vibrant local culture, and coastal living. Whether you're searching for a full-time residence, a second home, or a property with the added flexibility of desirable RS-1 zoning for short-term rentals, 34 E. San Carlos offers a rare opportunity to own a newer home in one of St. Augustine's most treasured neighborhoods. Schedule your private showing today.

34 E San Carlos Avenue, St. Augustine
$889,000
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
$1,700,000
2158449 MLS
A once-in-a-lifetime opportunity to build along St. Augustine's iconic Bayfront in the nation's oldest city. Located at 156 Avenida Menendez, this rare vacant lot offers the chance to construct the first new structure on this coveted stretch in over 100 years. Enjoy breathtaking views of Matanzas Bay, the St. Augustine Lighthouse, and spectacular sunrises, all just steps from world-class dining, shopping, marinas, and historic attractions. Zoned for multifamily use, this unique property offers endless possibilities, including a luxury residence or boutique investment (subject to applicable approvals). Opportunities to build new on the Bayfront are exceptionally rare, making this an extraordinary chance to own one of downtown St. Augustine's most desirable locations and create a legacy property in one of Florida's most historic and sought-after destinations.

156 Avenida Menedez, St. Augustine
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 2158222 MLS
The National Register of Historic Places recognizes the circa 1886 Horace Walker House in downtown St. Augustine. This landmark gem designed by architect Franklin W. Smith who also designed the Casa Monica Hotel and Villa Zorayda in Moorish Revival design has been fully restored to the luxury and opulence of bygone days while melding modern conveniences of kitchen and baths. The rear of the house was expanded to feature fabulous outdoor living with outdoor kitchen, patio that can be open or enclosed and a courtyard backyard for event and guest entertainment. The property is zoned commercial and is currently used as a high end Air B&B and private event venue. If your goal is for a historic primary residence in the country's oldest continuously occupied city then enjoy 3 large bedrooms, 2 of which are ensuites, an upstairs rear balcony, large living room, dining room and all new kitchen with European appliances and flair, then this is it!

33 Old Mission Avenue, St. Augustine
$799,000
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
$899,000
3 Beds ⋅ 3 Baths ⋅ 2157738 MLS
Step into the timeless charm of historic St. Augustine with this beautifully updated 3-bedroom, 3-bathroom home located on prestigious Charlotte Street--one of the city's most sought-after addresses. Built in 1900, this exceptional two-story residence showcases the classic architectural character that makes St. Augustine so unique while offering the modern updates today's homeowners desire. Spanning well over 2,000 square feet, the home features solid flooring throughout and a thought fully renovated interior that perfectly balances historic elegance with contemporary comfort. The updated kitchen offers a clean, slightly modern aesthetic, making it an inviting space for both everyday living and entertaining. The luxurious primary bathroom has been beautifully remodeled, creating a spa-like retreat within the home. Outside, the property's historic exterior blends seamlessly into one of St. Augustine's most charming and desirable neighborhoods. Enjoy the convenience of being just a 10-minute walk from the heart of historic downtown, where you'll find award-winning restaurants, boutique shopping, art galleries, waterfront attractions, and year-round events. Whether you're searching for a primary residence, second home, or an opportunity to own a piece of St. Augustine's rich history, this remarkable Charlotte Street home offers an unmatched combination of location, character, and modern living. All major items are newer! New ACs in 2022 and 2024, New Windows and Exterior Paint in 2024. Both water heaters are under 18 months old. Roof is 13 years old. Stress free living awaits!

348 Charlotte Street, St. Augustine
$688,888
2147805 MLS
SEE VIDEO under 'Facts & Features' & Virtual Tour. It's hard to imagine an 80' x 110' buildable lot complete with sewer, water, and electrical hookups in the midst of downtown St Augustine so close to the famous historic district, but that's exactly what is available to the discerning buyer who is fortunate enough to purchase 164 Marine Street. The previous onsite building has been removed leaving a cleared lot with the necessary connections ready for you to build your dream home with a marsh view convenient to all that the Nation's Oldest City has to offer. Whether it's a beautiful sunrise over Matanzas Bay highlighting a distant Lighthouse landmark; the slapping sails of a pirate ship silhouetted against a darkening sky and sailing under a bridge protected by Lions; quaint shops and artists' galleries nestled among the tropical foliage along cobblestone streets; award-winning restaurants filled with the mixed aromas of Europe as well as the Caribbean Sea; and the clip clop of horses hooves on stone streets which have felt the boots of several ruling countries; faint strains of street musicians and historical re-enactors heralding the night-watch as whispers of by-gone eras of our Nation's history; you cannot help but stand amazed to think "I could actually LIVE here!" Treat yourself to living history, to the romance of a European styled town as your own back yard in the gracious home you build at 164 Marine Street, St. Augustine, Florida.

164 Marine Street, St. Augustine
$1,475,000
7 Beds ⋅ 5 Baths ⋅ 2155822 MLS
RARE UPTOWN FIND! 7 BEDROOMS + DETACHED APARTMENT + ABUNDANT PARKING, JUST STEPS FROM DOWNTOWN ST. Historic Downtown isn't just a place to visit... it's a lifestyle. Start your morning with a walk to your favorite coffee shop, spend the afternoon exploring local boutiques or the bayfront, meet friends for brunch, enjoy dinner and live music, then stroll home without ever getting in your car. That's everyday life at 13 Rohde Avenue. Situated on an exceptional corner lot in the heart of Uptown, this unique property offers over 3,200 combined square feet between the beautifully updated main residence and detached apartment. The main home features 5 bedrooms and 3.5 bathrooms, while the detached 2-bedroom, 1-bath apartment offers its own kitchen, laundry, private entrance, separate electric meter, and separate HVAC system. Whether you're looking for a primary residence, a second home, multi-generational living, or an investment opportunity, this property offers exceptional flexibility. Both the main home and detached apartment currently operate as successful short-term rentals generating annual gross rental income exceeding six figures combined. Below the apartment, an oversized storage area offers endless possibilities for a workshop, hobby space, additional storage, or future customization. Multiple porches, balconies, and outdoor living spaces create the perfect setting to relax after a day downtown. Add abundant parking--an uncommon convenience this close to Historic Downtown--and you have a property that's as practical as it is enjoyable. This isn't simply a home in Historic Downtown St. Augustine... it's the opportunity to live where people vacation.

13 Rohde Avenue, St. Augustine
$1,450,000
6 Beds ⋅ 2154005 MLS
Turn-Key 5-Unit Airbnb Property in the Heart of Historic Downtown St. Augustine - Fully Furnished & Ready for Immediate Income! Step into a rare opportunity to own a successful, established short-term rental property just steps from St. Augustine's iconic attractions. This meticulously restored multi-unit gem has been thoughtfully operated as a high-performing Airbnb, delivering consistent bookings and glowing guest reviews thanks to its unbeatable location and charming, private accommodations. Offered fully furnished, equipped, and completely turn-key, the new owner can seamlessly continue operations without missing a beat. Nestled in the heart of downtown St. Augustine, guests are surrounded by world-class history, dining, shopping, and entertainment. Rental history and performance data are available upon request, along with a detailed list of extensive updates and upgrades completed over the years. No flooding - FLOOD ZONE X. No HOA. Walk to everything downtown!

53 Sanford Street, St. Augustine
$1,290,000
4 Beds ⋅ 4 Baths ⋅ 2151988 MLS
A rare opportunity for turn-key investment; top rated, Short Term Rental located near historic downtown St. Augustine cash flowing tens of thousands per year. Built in 2023, ''Magnolia View'' located on the picturesque tree-lined street of Magnolia Avenue features 4 bedrooms, 3.5 baths, 2413sqft of living space, heated saltwater pool, wood flooring throughout, stunning kitchen, and impressive master bath with glass enclosed shower, dual vanities, and deep freestanding tub. Walking distance to the shops and restaurants of the Uptown neighborhood, and less than 1 mile to the heart of historic downtown, 2 miles to the beach. No HOA or historic restrictions. This property delivers the perfect blend of luxury, location, and proven returns, making it an exceptional addition to any portfolio. Home next door is also available, same floor plan.

40 Magnolia Avenue, St. Augustine
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