St Augustine FL Historical Real Estate, Homes for Sale

Tucked into one of St. Augustine Beach's best-kept secrets, 25 Linda Mar Drive offers the kind of laid-back coastal lifestyle people dream about. Located east of A1A on a quiet street with neighborhood beach access, this charming 3-bedroom, 2.5-bath pool home places the sand, surf, salt air, restaurants, shopping and ice cream within an easy walk or bike ride from your front door. Set on a generous .23-acre lot, the elevated, concrete block home blends vintage St. Augustine Beach character with thoughtful updates. Original hardwood floors bring warmth and personality throughout, while the wood-burning fireplace creates an inviting place to gather. The flexible Florida sunroom offers additional space for a home office, gym, playroom or creative retreat, and abundant closets--including a large cedar closet--provide storage rarely found in a beachside home. Outside, your own private oasis awaits. The fully fenced backyard features a screened refurbished saltwater pool, along with a covered patio and upper deck overlooking the pool and surrounding greenery. Whether you are swimming, grilling, entertaining friends or enjoying a quiet evening beneath the palms, this home was designed for relaxed indoor-outdoor living. Major improvements include a roof replaced in 2022, a new water heater, a new saltwater pool pump, updated supply plumbing, replacement windows, fresh interior and exterior paint, updated light fixtures and window treatments, and beautifully refinished hardwood floors. A massive two-car garage provides room for vehicles, beach cruisers, surfboards and all the gear that comes with island living, including ample built in storage. Enjoy the freedom of no HOA and no CDD fees, plus the added peace of mind of being located in Flood Zone X. Neighborhood rental terms are limited to 30 days or longer, helping preserve the peaceful residential atmosphere. From morning beach walks and afternoon swims to evenings by the fireplace, 25 Linda Mar Drive is more than a beach house--it is an opportunity to make the St. Augustine Beach lifestyle part of your everyday rhythm.

25 Linda Mar Drive, St. Augustine

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

$498,500

2 Beds ⋅ 1 Baths ⋅ 2164510 MLS

Live Like a Local in Lincolnville! Experience the charm of historic St. Augustine with the comfort and confidence of modern construction. Unlike many historic homes in Lincolnville, this charming cottage was completely rebuilt in 2020, offering the character buyers love with updated systems and construction standards that provide peace of mind. Just 5 blocks from some of St. Augustine's most popular restaurants, shops, museums, festivals, waterfront attractions and historic landmarks, this location delivers the best of downtown living yet removed from the tourism. Both St. Augustine Beach and Vilano Beach are less than 15 minutes away. Featured by the popular Instagram account Pretty Old Places, this thoughtfully reimagined cottage blends historic character with modern functionality. While only a few architectural details remain from the original circa-1900 shotgun home, virtually everything was rebuilt to meet 2020 Florida building standards - electrical, plumbing, HVAC, framing, flooring, walls, ceilings and windows. The metal roof was replaced in 2015. Inside, 9.5-foot ceilings, abundant natural light, solid wood finishes, craftsman style wood trim, Pella insulated windows and beautiful yellow pine 7" plank floors create a warm and inviting atmosphere. The redesigned floor plan maximizes every square foot, offering an open-concept living area, a beautifully appointed kitchen and seamless indoor-outdoor living. French doors open to a private side deck designed for relaxing and entertaining, while the spacious backyard offers room for a pool, hot tub or future expansion. Three sail cloths and string lights are hung over the deck and backyard for shade during the day and ambiance at night! Situated on what was once originally a double lot, this property provides something rarely found in Lincolnville...ample outdoor space, privacy and off-street parking for up to three vehicles. There is even room to add a garage with living space above, creating additional value and flexibility. Protected by a termite bond and warranty covering both subterranean and drywood termites, this meticulously maintained property offers a rare opportunity to enjoy historic district living without sacrificing modern comfort. If you dream of friendly neighbors, walkable streets and the sound of church bells on a Sunday morning, this home may be exactly what you've been searching for!

94 Park Place, St. Augustine

Listing courtesy of STA REALTY.

$699,900

2 Beds ⋅ 2 Baths ⋅ 2164344 MLS

Discover the possibilities with this unique coastal property just minutes from the beach, a convenient boat ramp, fishing the intracoastal waterway, and local shopping, grocery, dining, and amenities. The existing home offers an exciting fixer-upper opportunity--renovate it to suit your vision or explore the potential to tear down and build your dream home. All four lots convey with the property, offering additional possibilities for one or more homes, subject to applicable approvals. Buyers should independently verify if buildable, lot use, zoning, permitting requirements, utilities, and development options with the county building and zoning departments. Bring your plans and imagination to this exceptional coastal opportunity!

6848 Middleton Avenue, St. Augustine

Listing courtesy of TIMBER TO TIDES REALTY LLC.

$159,000

1 Beds ⋅ 1 Baths ⋅ 2164209 MLS

Excellent opportunity awaits: a move in updated turnkey condo. Seller is highly motivated due to health reasons and seeking a hassle-free transaction. This condo's located is ideally situated within walking distance to historic downtown St. Augustine and minutes from the beaches, State Parks and Flagler College. This charming unit features durable tile flooring throughout, has been updated with new roof, new water heater, updated appliances, regular maintenance AC. This unit is on the first floor, corner unit and never flooded. This clean and well-maintained unit offers outstanding potential as income producing investment, Airbnb, Primary residence or vacation getaway. Airbnb rentals are permitted making an excellent opportunity for short term rental income. This unit has been a successful rental property for over 13 years. This condo is being sold AS IS. With recent comparable sales in the area reaching up to $197,000, this is an excellent opportunity to own an affordable condo

22 Comares Avenue Unit 1C, St. Augustine

Listing courtesy of MANUCY REALTY AND ASSOCIATES.

$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

Listing courtesy of RE/MAX UNLIMITED.

$849,900

3 Beds ⋅ 2 Baths ⋅ 2161602 MLS

Discover the charm and character of this historic 3-bedroom, 2-bath home, set on a generous lot in a secluded residential neighborhood with close proximity to the bayfront and town. Enjoy the appeal of a peaceful setting while still being near local dining, shopping, and waterfront attractions. The multi-family lot classification also provides added potential for future development opportunities. Completely remodeled in 2020-2021, including updates to the electrical, insulation, and mechanical systems, this home offers historic character with modern improvements. A new patio and planter were added in 2022, while the roof and AC were replaced in 2024. Window tinting was added in 2026 with 20% film to help reduce solar heat transfer and glare while supporting AC efficiency. Don't miss the opportunity to own a piece of history with modern updates and incredible potential!

249 Charlotte Street, St. Augustine

Listing courtesy of REDFIN CORPORATION.

$600,000

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

Listing courtesy of KELLER WILLIAMS JACKSONVILLE.

$450,000

2 Beds ⋅ 1 Baths ⋅ 2162121 MLS

Open House Sunday 9/6 from 11-1! Welcome to 14 Coquina Ave, a charming mid-century home in the highly desirable Davis Shores neighborhood. Location can't be beat with easy access to historic downtown, the Bridge of Lions, local parks, the Amphitheatre, and the beaches. Built in 1958, this 2 bdr/1 ba concrete block home blends character with thoughtful updates and offers a spacious backyard. Inside you'll find pine beam ceilings, an updated kitchen, a light-filled sunroom, ceiling fans and updated lighting throughout. Original architectural details continue outdoors with a classic breeze block patio and an outdoor shower. The one-car garage provides additional storage and functionality. Several major improvements have already been completed, including a newer roof (2018), tankless water heater, propane setup, and updates to the home's plumbing and electrical systems in 2016. AC system is 1 year old. Systems were installed at an elevated height as an added flood mitigation measure.

14 Coquina Avenue, St. Augustine

Listing courtesy of HOVER GIRL PROPERTIES.

$680,000

2 Beds ⋅ 2 Baths ⋅ 2161594 MLS

Experience the peace, freedom, and natural beauty of life on the St. Johns River with this enchanting and affordable waterfront property. Whether you're looking for a private fish camp, vacation home, weekend getaway, or the perfect site to build your dream riverfront residence, this exceptional property offers endless possibilities. Situated on nearly an acre (0.88 acres) with 103 feet of direct river frontage, the property is graced by majestic oak trees draped in Spanish moss, stately cypress trees, and mature fruit trees including grapefruit, satsuma, and sweet kumquat. Nature lovers will delight in the frequent visits from bald eagles and the sight of manatees gently gliding through the river waters. Set well back from the road, the property features a circular driveway, courtyard-entry garage, artesian well, and an expansive backyard ideal for entertaining family and friends. Bring your vision and builder to create the ultimate riverfront retreat in this highly sought-after community. Nestled along the scenic St. Johns River in desirable St. Johns County, you'll enjoy a tranquil waterfront lifestyle while remaining just a short drive from Jacksonville and the area's shopping, dining, and amenities. No HOA fees. No CDD fees. Just waterfront living at its best.

6445 Jack Wright Island Road, St. Augustine

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES, FLORIDA NETWORK REALTY.

$259,900

4 Beds ⋅ 2 Baths ⋅ 2161238 MLS

Welcome to 228 N Whitney Street in St. Augustine, a 4-bedroom, 2-bath concrete block home offering 1,446 square feet of living space in the established Ravenswood area. Built in 1956, this one-story home combines classic St. Augustine character with a practical layout and a spacious setting. Inside, the home offers four bedrooms, two full bathrooms, and comfortable living areas with plenty of potential to make the space your own. The concrete block construction adds lasting appeal, while the approximately 0.37-acre lot provides generous outdoor space that is increasingly hard to find this close to the heart of St. Augustine. The Ravenswood and West Augustine area offers convenient access to many of the places that make St. Augustine such a desirable place to live. Historic Downtown St. Augustine, the West King Street corridor, local restaurants, shopping, Flagler College, and everyday services are all within easy reach. The location also provides convenient connections to US-1, State Road 16, and I-95, making it easy to reach other parts of St. Johns County and Northeast Florida. Nearby schools include Crookshank Elementary, Sebastian Middle School, and St. Augustine High School. With its four-bedroom layout, solid construction, large lot, and convenient St. Augustine location, this property offers an excellent opportunity to add value and create a home that reflects your own vision. Property is being sold strictly AS-IS. Seller will make no repairs and will not provide credits or concessions for inspection-related items. Inspections are for the buyer's information only. Buyer may conduct inspections and retains the right to cancel during the inspection period in accordance with the contract. The information provided in this listing is the best of the seller's/ Listing agent knowledge and cannot be exclusively relied on by buyer. Buyer must independently verify all information pertaining to the property. "Seller never occupied. Neither the seller or listing agent make any representations as to the accuracy of any information contained herein. Buyer/buyer agent must conduct their own due diligence, verifications, research and inspections and are relying solely on the results thereof." Some images in this listing have been virtually staged or enhanced.

228 N Whitney Street, St. Augustine

Listing courtesy of INTEGRITY KEY REALTY LLC.

$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

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

$679,999

2 Beds ⋅ 2 Baths ⋅ 2161219 MLS

Freshly reimagined with a beautifully repainted interior, this stunning Victorian masterpiece perfectly blends historic elegance with modern luxury. From the iconic double front porches to the thoughtfully updated finishes throughout, this home offers timeless character without sacrificing today's comforts. A private elevator provides effortless access to the spacious primary suite on the second floor, creating a peaceful retreat at the end of the day. Upstairs, the expansive third-floor flex space offers incredible versatility, serving as a non-conforming third bedroom, home office, media room, playroom, fitness space, or guest retreat. Designed for both everyday living and entertaining, you'll love relaxing on the charming second-story balcony while enjoying the beauty of one of St. Augustine's most desirable neighborhoods. Best of all, this property sits high and dry with no flooding concerns, providing valuable peace of mind. Whether you're searching for a primary residence, luxurious vacation home, or an investment opportunity, this property offers exceptional flexibility, including excellent potential as a short-term rental where permitted. Located just minutes from the heart of Historic Downtown St. Augustine, you'll enjoy effortless access to award-winning restaurants, charming cafés, boutique shopping, art galleries, live music, waterfront attractions, and centuries of history. Spend your mornings strolling brick-lined streets, afternoons exploring local shops, and evenings enjoying unforgettable sunsets and world-class dining, all just moments from your front door. Beautifully updated, move-in ready, and rich with historic charm, this is a rare opportunity to own an iconic Victorian home in one of St. Augustine's most sought-after locations.

66 Weeden Street, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

$879,900

2 Beds ⋅ 1 Baths ⋅ 2161088 MLS

RARE VILANO BEACH OPPORTUNITY -- BEAUTIFUL COTTAGE + OVERSIZED HOMESITE JUST MINUTES FROM THE BEACH This is the kind of property that rarely comes available in this sought-after coastal location. Located just approximately 0.2 miles from the beach, this beautiful property offers the best of both worlds: a charming cottage you can enjoy now and an exceptional homesite with tremendous potential for the future. The existing cottage provides an easy opportunity to use the property as a vacation getaway, weekend retreat, investment property, or comfortable coastal home while you take your time deciding whether to build your dream primary residence. The oversized 103' x 125' lot offers plenty of possibilities for a future custom home. With the property's gentle coastal breezes coming from the nearby Intracoastal Waterway, you can enjoy the setting today while envisioning what could be built tomorrow. Build up and you may be able to capture beautiful Intracoastal views, creating an even more spectacular coastal retreat. The property is connected to county water and has an existing septic system, adding valuable infrastructure for future plans. Surrounded by established homes and attractive new construction, this is an increasingly hard-to-find opportunity in one of St. Augustine's most desirable coastal corridors. Builders, investors, and buyers looking for a unique coastal property should take notice. Keep the cottage and enjoy it while you plan your future build--or make this your long-term beachside home and create something truly special on this rare homesite. Almost the last lot in this location. Lots of this size and proximity to the beach are rarely available. Come see the possibilities at 184 Surfside Avenue and imagine what you could create here. Your piece of the St. Augustine coastal lifestyle is waiting.

184 Surfside Avenue, St. Augustine

Listing courtesy of WATSON REALTY CORP.

$194,500

2 Beds ⋅ 1 Baths ⋅ 2160979 MLS

Discover the perfect blend of coastal charm and investment potential with this beautifully updated 2-bedroom, 1-bathroom ground-floor condo in the desirable Salt Run I Condominiums. Featuring new carpet and fresh interior paint, this move-in-ready home offers a clean, inviting interior that's ready for its next owner. Enjoy peace of mind with major updates already completed, including a new roof, new HVAC system (2023). Even better, this unit has never flooded, providing added confidence in one of St. Augustine's most sought-after locations. Whether you're looking for a full-time residence, vacation getaway, or income-producing property, this condo offers exceptional flexibility with no restrictions on short-term rentals. Being vacant and move-in ready means you can begin enjoying it or generating rental income immediately. Ideally located, you'll be just a walk, bike ride, or short drive from the Intracoastal Waterway, the iconic St. Augustine Lighthouse, the Bridge of Lions, and the charming shops, restaurants, and attractions of historic downtown St. Augustine. Opportunities like this are rare--don't miss your chance to own an updated condo in one of Northeast Florida's most desirable coastal destinations.

22 Comares Avenue Unit 5A, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

$609,000

3 Beds ⋅ 2 Baths ⋅ 2160739 MLS

Welcome to this adorable 3-bedroom, 2-bath home with an additional 4th non-conforming room, perfectly blending comfort, style, and Florida living! The versatile bonus room offers endless possibilities and could be used as a home office, guest space, game room, or flex room to fit your needs. Step inside to a bright, open floor plan featuring an updated kitchen that flows seamlessly into the main living areas--perfect for entertaining and everyday living. Both bathrooms have also been beautifully updated, making this home truly move-in ready. PLUS, enjoy added peace of mind with a BRAND-NEW AC UNIT! Step outside and discover your own private backyard oasis! Take a dip in the HUGE screened-in pool, relax poolside, or gather around the firepit for evenings under the stars. The fully fenced backyard offers plenty of privacy and space to enjoy the Florida sunshine. Located in a fantastic area close to the beach, dining, shopping, and local attractions, this home offers both convenience and lifestyle. Even better, the property has been a very successful short-term vacation rental, offering an exciting opportunity for buyers looking for a primary residence, vacation getaway, or investment property. Charming, updated, versatile, and packed with features--this is one you won't want to miss!

15 Sea Park Drive, St. Augustine

Listing courtesy of LIGHTHOUSE REALTY ASSOCIATES.

$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

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

$6,495,000

2160514 MLS

Prime opportunity to purchase a well-positioned retail strip center on Anastasia Boulevard -- one of St. Augustine's most traveled commercial corridors connecting downtown to the beaches. This location offers exceptional visibility, steady traffic counts, and convenient access to both historic downtown St. Augustine and Anastasia Island's residential neighborhoods. Ideal for retail, showroom, service, or professional use, the property provides excellent exposure and flexibility for a wide range of tenants. With multiple established businesses already on-site, this center benefits from strong synergy and consistent customer traffic -- a perfect opportunity to position your business in one of the area's most desirable commercial locations. Additional lot on Palmetto Avenue available for tenant use or parking.

844 Anastasia Boulevard, St. Augustine

Listing courtesy of COLDWELL BANKER PREMIER PROPERTIES.

$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

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

$589,900

2 Beds ⋅ 2 Baths ⋅ 2160270 MLS

LOCATION! ALL OFFERS WILL BE CONSIDERED! Beautiful Crescent Beach, known for surfing, fishing, boating, kayaking, and its laid-back coastal lifestyle. This charming vintage cottage was extensively renovated in 2017 and features vaulted ceilings with exposed beams, a cozy sunroom, custom cabinetry, granite countertops, and black stainless-steel appliances. No HOA! Sold AS-IS and fully furnished with recently updated furniture. Currently operated as an active, successful short-term rental--a great investment opportunity for someone looking for a turnkey, ready-to-go Airbnb business, vacation home, or primary residence.Preferred lender offers up to a $600 appraisal credit and flexible financing options for foreign nationals, investors, and non-permanent U.S. residents.

6880 Middleton Avenue, St. Augustine

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

$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

Listing courtesy of SCOTT REALTY PROFESSIONALS, LLC.

$210,000

2 Beds ⋅ 1 Baths ⋅ 2159999 MLS

INVESTOR & BUILDER ALERT! Rare opportunity to acquire a large approximately 0.49-acre parcel with an existing home in need of substantial renovation. The current structure offers potential for a complete renovation or redevelopment, while the size of the property may offer additional possibilities for an investor or builder. Bring your vision and explore the potential to maximize this oversized homesite. Convenient St. Augustine location with established surroundings and easy access to area amenities. Property is being sold AS-IS. Buyer to independently verify zoning, land use, lot configuration, subdivision potential, permitted uses, setbacks, utilities, and all development requirements with St. Johns County and applicable agencies. Excellent opportunity for investors, builders, or buyers seeking a large parcel with upside potential.

3570 Begonia Street, St. Augustine

Listing courtesy of ASSIST2SELL FULL SERVICE REALTY LLC..

$430,000

3 Beds ⋅ 3 Baths ⋅ 2158547 MLS

Welcome to 477 Del Monte Dr, a charming Saint Augustine property offering a wonderful blend of comfort, privacy, and outdoor enjoyment. This home features a versatile layout with bedrooms that can accommodate a variety of needs, including guest rooms, a home office, hobby space, or a private retreat. Step outside to enjoy the lovely private pool surrounded by a beautiful screened-in lanai, creating the perfect outdoor oasis for relaxing, entertaining, and enjoying Florida's year-round sunshine. Conveniently located near shopping, dining, recreation, and the historic charm of downtown Saint Augustine, this property offers a great opportunity to create your ideal home in a desirable area.

477 Del Monte Drive, St. Augustine

Listing courtesy of MAINSTAY BROKERAGE LLC.

$649,900

4 Beds ⋅ 2 Baths ⋅ 2158496 MLS

Welcome to this incredible 4-bedroom, 2-bath pool home situated on a desirable corner lot in the sought-after Surfwood neighborhood on Anastasia Island! Just minutes from the beach, St. Augustine Pier, and only 5 minutes from historic downtown St. Augustine, this home offers the perfect blend of location, lifestyle, and investment potential. The private, fully fenced backyard is your own tropical oasis, featuring a heated pool, screened-in porch, and fire pit--perfect for relaxing or entertaining year-round. Inside, you'll love the updated kitchen with granite countertops, stainless steel appliances, and an inviting layout designed for comfortable coastal living. Currently operating as a highly successful short-term vacation rental, this property is an outstanding opportunity as a primary residence, vacation home, or income-producing investment. With its unbeatable location, corner lot, private backyard, and proven rental history, this is a rare chance to own a slice of paradise on Anastasia Island!

159 Southwind Circle, St. Augustine

Listing courtesy of LIGHTHOUSE REALTY ASSOCIATES.

$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

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

$675,000

5 Beds ⋅ 3 Baths ⋅ 2158454 MLS

* MULTIPLE OFFERS! HIGHEST & BEST BY SUNDAY 8/9 AT 5PM!!!! Rare St. Johns River Investment Opportunity! Discover the incredible potential of this direct riverfront property offering nearly 100 feet of frontage on the St. Johns River and just over 3/4 of an acre beneath a breathtaking canopy of majestic oak trees draped in Spanish moss. Opportunities like this rarely become available in such a prime waterfront location. The property features a concrete block main home with 4 bedrooms and 3 bathrooms, plus a detached guest suite complete with its own kitchen, bedroom, living area, and private entrance--ideal for multigenerational living, guests, rental income, or a home office. Outdoor enthusiasts and investors alike will appreciate the private dock, boat lift, newer bulkhead, and nearly 100 feet of deep-water river frontage, making this a true boater's and fisherman's paradise. Enjoy spectacular sunsets and panoramic, unobstructed water views from nearly every corner of the property. Adding even more value is the 18' x 32' detached garage/workshop, providing ample space for boat storage, hobbies, equipment, or future projects. A rare and highly desirable bonus, the existing boathouse/guest suite is grandfathered in under previous regulations, offering an opportunity that would be difficult--if not impossible--to recreate under today's restrictions. This unique feature adds exceptional long-term value and enhances the property's waterfront lifestyle and investment appeal. Whether you're looking to renovate the existing homes, create a private riverfront estate, develop an income-producing property, or build your dream waterfront home, the possibilities are endless. Riverfront properties with this combination of acreage, improvements, guest accommodations, and waterfront amenities are exceptionally rare. Conveniently located with endless potential, this property is being sold AS-IS. Don't miss your chance to own one of the most unique investment opportunities on the St. Johns River.

7905 Colee Cove Road, St. Augustine

Listing courtesy of UNITED REAL ESTATE GALLERY.

$979,000

3 Beds ⋅ 2 Baths ⋅ 2158271 MLS

This incredible property has so much potential! Whether you're considering subdividing, owning an AirBnB, having a multiple income property or just building a family compound, this parcel can do it all! This property is already zoned to be subdivided into 9 individual lots and presents a valuable opportunity for a builder or developer. If you're looking to build a family compound or if running an AirBnB empire is your thing, this parcel has a 3/2 renovated farm house as well as two outbuildings which could be additional ADUs or other income producing properties. The renovated farmhouse is charming from the front porch to the brand new kitchen. With laminate flooring throughout, the rooms flow and offer several configuration options. The kitchens and bathrooms are all brand new and you won't be disappointed to build your future on this unicorn parcel.

7900 Hardwood Landing Road, St. Augustine

Listing courtesy of RED DOOR REALTY GROUP, INC.

$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

Listing courtesy of MEMORY HOPKINS REAL ESTATE. 386-931-9464

$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

Listing courtesy of PONTE VEDRA CLUB REALTY, INC..

$919,900

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.

348 Charlotte Street, St. Augustine

Listing courtesy of ST AUGUSTINE REALTY.

$625,000

4 Beds ⋅ 2 Baths ⋅ 2157719 MLS

Welcome to island living at its best! Nestled beneath majestic live oaks on a spacious, fully fenced lot, this beautifully updated home offers the perfect blend of character, comfort, and outdoor living just minutes from the beach, downtown St. Augustine, and Anastasia State Park. Perfect for an owner occupant or investor, home is approved for short term rentals and AirBNB. Inside, you'll find an open-concept layout with hardwood floors, a stunning renovated kitchen featuring butcher block countertops, shaker cabinetry, designer tile backsplash, and a large breakfast bar overlooking the main living spaces. A spacious family room with a wood-burning fireplace, plus an additional flex room, provides plenty of space to relax or entertain. Other upgrades / updates include a new HVAC, Irrigation pump, water heater, refrigerator AND the entire exterior has been freshly painted. This home is truly ready for the next owner to jump right in! Step outside to your private backyard retreat complete with a sparkling in-ground pool, expansive deck, outdoor shower, fire pit, storage shed, and mature landscaping shaded by incredible oak trees. This move-in ready property offers the ideal Florida lifestyle in one of St. Augustine's most sought-after island locations. Just minutes from iconic downtown St. Augustine, the beautiful St. Augustine Beaches and Anastasia State Park!

36 Madeira Drive, St. Augustine

Listing courtesy of KELLER WILLIAMS ST JOHNS.

$485,000

2 Beds ⋅ 1 Baths ⋅ 2157342 MLS

Discover this exceptional St. Johns Riverfront parcel along the Scenic Highway, featuring a brand-new 400-foot dock with boathouse, 2 lifts and upper sunset deck providing breathtaking panoramic water views. Whether you're dreaming of building a private waterfront estate or creating the ultimate boating retreat, this rare property offers direct deep-water access, stunning sunrises, colorful sunsets and endless opportunities to enjoy Florida's most iconic river. Experience the perfect blend of natural beauty, privacy, and waterfront living. The property comes with a small house , deep well & septic, and impact credits if a new home is built. A short drive will take you to Historic St Augustine, sandy beaches, quality restaurants, and ''A'' rated schools

451 County Road 13 S, St. Augustine

Listing courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST.

$6,500,000

8 Beds ⋅ 7 Baths ⋅ 2157251 MLS

Steeped in the rich history of St. Augustine and set along the shimmering Intracoastal Waterway, this extraordinary Davis Shores waterfront estate is a rare offering where historic significance meets modern luxury. Once the residence of Elizabeth Davis-the namesake behind the iconic Davis Shores neighborhood-this remarkable property is one of the community's original homes, thoughtfully preserved while offering nearly 8,000 square feet of exceptional waterfront living with unparalleled views of the Intracoastal and the skyline of historic downtown St. Augustine. Privately positioned on just over half an acre, the estate welcomes you with a gated circular drive and an impressive arrival that hints at the grandeur within. Designed for both elegant entertaining and comfortable everyday living, the main level features a spacious kitchen that captures uninterrupted water views while overlooking the expansive living room, allowing the beauty of the Intracoastal to become part of every gathering. Double glass doors open to a sophisticated formal dining room, while a second set leads to a warm and inviting family room or den, creating multiple spaces to entertain or unwind. The first floor also offers three spacious guest bedrooms connected by a shared bath, including one unforgettable bedroom featuring a custom-built pirate ship - a whimsical space certain to become a favorite for family and guests alike. A spiral staircase leads to the second level, where architectural character continues throughout. The private primary suite is nestled within an atrium-inspired setting and features its own waterfront balcony, a walk-in closet, an oversized walk-in shower, and both a full bath and private half bath, creating a true owner's retreat. Upstairs also offers a generous bonus family room, additional guest bedrooms, a hidden room discreetly tucked away off the loft, and two charming bedrooms complete with hideaway lofts, adding a sense of discovery and individuality rarely found in today's homes. Beyond the residence, the outdoor living experience is nothing short of spectacular. Framed by mature landscaping and sweeping water views, the expansive backyard features a sparkling pool, private dock, protective bulkhead, and endless opportunities to embrace the waterfront lifestyle-from boating and paddleboarding to watching dolphins play and enjoying spectacular sunsets over the Intracoastal with the lights of historic downtown St. Augustine creating an unforgettable evening backdrop. Rich in history, extraordinary in scale, and unmatched in location, this landmark estate offers a once-in-a-generation opportunity to own a piece of St. Augustine's legacy. Combining timeless architectural charm with the luxury of waterfront living just minutes from world-class dining, shopping, marinas, and the nation's oldest city, this is far more than a home-it is a piece of history destined to become part of your family's story. Be sure to watch the video!

49 Dolphin Drive, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

$499,900

3 Beds ⋅ 2 Baths ⋅ 2157209 MLS

Completely remodeled in 2023, this stunning coastal home is truly move-in ready! Every detail has been thoughtfully updated, including fresh interior paint, new baseboards, stained epoxy flooring, new appliances, and a new HVAC system. The bright, open-concept kitchen flows seamlessly into the living area, creating the perfect space for entertaining family and friends. One of the home's standout features is the beautifully enclosed Florida room, complete with all-new windows, flooring, a mini-split system, and a new exterior door. This versatile space is ideal as a third bedroom, home office, game room, or additional living area. Step outside to the spacious, fully fenced backyard with plenty of room to add a pool and create your own private outdoor oasis. Located in a desirable neighborhood with no HOA and no rental restrictions, this property offers exceptional flexibility as a primary residence, vacation home, or highly desirable short-term rental investment. Best of all, you're just a short walk to the beach, allowing you to enjoy the very best of Florida's coastal lifestyle every day.

5448 3rd Street, St. Augustine

Listing courtesy of LIGHTHOUSE REALTY ASSOCIATES.

$4,199,000

10 Baths ⋅ 2147799 MLS

Turnkey Mixed-Use Investment Property on the Golden Mile - St. Augustine Beach Please note: This MLS listing is for two buildings on one parcel. Please refer to the description and feature sheet listed in the document section. Units A,B,C & D are short term rentals with varying annual income. Please average rental income in documents section. Commercial Units 1 & 2 lease income information available upon request. An exceptional opportunity awaits with this fully furnished, income-producing mixed-use property, ideally situated along St. Augustine Beach's highly sought-after Golden Mile, where no vehicles are allowed to drive on the beach. Located just east of A1A Beach Blvd, the property is within walking distance to the ocean, St. Augustine Pier, popular restaurants, and boutique shopping. Historic Downtown St. Augustine is just 4.5 miles away, offering the perfect blend of coastal charm and accessibility. This unique property features two buildings on a commercially zoned lot, offering both residential and commercial functionality. The first structure, a classic one-story duplex built in 1955, includes two fully equipped short-term rental units. Each unit offers two bedrooms, two full bathrooms, a kitchen, and a combined living and dining area. Unit A also includes an enclosed sunroom that houses a second dryer. Recent improvements include a new roof (2020), new HVAC systems (2021), newer washers and dryers, new mattresses and furnishings, and all new faux wood blinds installed in early 2025. The duplex was painted inside and out in 2020 and includes an outdoor pergola ideal for guest relaxation and barbecues. There is parking space for at least four vehicles in front of the duplex. In addition, the front of the duplex for both units has a large paver area for outside seating and enjoyment.The total building area is approximately 2,448 square feet, with 1,882 square feet heated and cooled. The second building is a modern, two-story mixed-use structure built in 2022, offering two commercial units on the ground floor and two fully furnished short-term rental condos above. The first floor consists of two separate commercial spaces, currently occupied by a real estate office and an art gallery. Each space includes a half bathroom and a wet bar-style area. This level includes 2,279 total square feet, with 1,375 heated and cooled, and the balance comprised of porches and deck areas finished with durable Trex decking. Upstairs, the second floor features two turnkey short-term rental units, each with two bedrooms, two full bathrooms, a kitchen, and a combined living/dining space. These stylish, fully furnished condos were designed for guest comfort, with high-end appliances, blackout bedroom shades, new mattresses and furnishings, and quality finishes throughout. The second floor offers 2,427 total square feet, of which 1,585 is heated and cooled. The mixed-use building also includes a full sprinkler and fire suppression system across all three floors, with an alarm directly connected to the fire department and annually inspected. It features hurricane-rated windows and doors, 800-amp electrical service with surge protectors in each of the upstairs condo unit panels, powder-coated aluminum exterior stairways, and pervious paver parking in the rear. Under this rear pervious paver parking lot there is a stormwater drainage system that was designed and installed for collection and aquifer recharge. There are four tandem parking spots designated for condo guests, one handicapped space, an additional six to seven general parking spaces, and four spaces reserved for the commercial real estate tenants. A fenced storage area behind the buildings is shared by both structures. This well-maintained, high-performing investment is being sold turnkey with all furnishings and existing rental bookings in place with cooperation of iTrip property management company. It offers the rare combination of beachside location, modern construction, strong rental income, and commercial tenancy, making it ideal for investors or owner-occupants seeking a blend of income and lifestyle. Please see the Documents section for plans. Buyer to verify square footage.

12 13th Street, St. Augustine

Listing courtesy of EXP REALTY, LLC.

$180,000

2 Beds ⋅ 1 Baths ⋅ 2156564 MLS

Opportunity awaits at 1029 W 12th Street! This 2-bedroom, 1-bath concrete block home offers 720 square feet and a functional layout with plenty of potential. Whether you're looking for an income-producing property or a personal residence, this home is a great opportunity to add your own personal touches.

1029 W 12th Street, St. Augustine

Listing courtesy of TIMBER TO TIDES REALTY LLC.

$780,000

4 Beds ⋅ 3 Baths ⋅ 2155899 MLS

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

Listing courtesy of JPAR CITY AND BEACH.

$655,000

3 Beds ⋅ 2 Baths ⋅ 2155896 MLS

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

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$1,475,000

7 Beds ⋅ 5 Baths ⋅ 2155822 MLS

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

Listing courtesy of UP REAL ESTATE.

$399,000

3 Beds ⋅ 2 Baths ⋅ 2155801 MLS

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

Listing courtesy of THE NEWCOMER GROUP.

$439,000

3 Beds ⋅ 2 Baths ⋅ 2155438 MLS

Beautifully renovated and thoughtfully updated, this charming historic cottage in the heart of Lincolnville seamlessly blends timeless character with modern comfort. Ideally located just moments from the vibrant downtown historic district of St. Augustine, you'll enjoy easy access to renowned restaurants, art galleries, boutique shopping, waterfront attractions, and convenient Trolley stops. The home is also approximately one-half mile from the Willie Galimore Recreation Center and community pool. Inviting outdoor spaces include a spacious covered front porch, perfect for relaxing and enjoying the neighborhood's historic charm, along with off-street paved parking for added convenience. Whether you're searching for a full-time residence, a weekend retreat, or an income-producing property, this home offers exceptional flexibility. With its desirable location and timeless appeal, it is perfectly suited as a primary residence, vacation getaway, or short-term rental investment.

255 Riberia Street, St. Augustine

Listing courtesy of FLORIDA BEACHES REAL ESTATE COMPANY.

$289,900

3 Beds ⋅ 2 Baths ⋅ 2155414 MLS

This home has 3 bedrooms plus a large flex space to use as another bedroom or second living room/activity space! Fenced in, private backyard surrounded by trees. Solid concrete block construction with a metal roof. 2-car Carport. No HOA. Great location, just 10 minutes from Historical Downtown St. Augustine.

2824 N Second Street, St. Augustine

Listing courtesy of DALTON WADE INC.

$507,800

4 Beds ⋅ 3 Baths ⋅ 2155194 MLS

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

Listing courtesy of COLDWELL BANKER ANABASIS REALTY.

Selling Office: .

$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

Listing courtesy of ST AUGUSTINE REALTY.

$240,000

3 Beds ⋅ 1 Baths ⋅ 2153959 MLS

Welcome home to this delightful corner-lot cottage, surrounded by citrus trees, swaying palms, and timeless Florida charm. Relax beneath the shade of a majestic oak tree and enjoy your own backyard oasis, featuring orange, lemon, and avocado trees, along with an elderberry bush--ready to grow and flourish for years to come. The spacious primary bedroom features elegant French doors that open onto the patio, creating the perfect spot to enjoy your morning coffee or unwind at the end of the day. Inside, the open-concept kitchen flows seamlessly into the living and dining areas, making everyday living and entertaining easy. Filled with warmth, character, and lush landscaping, this inviting home offers the best of Florida living. Conveniently located just minutes from the beach and downtown, it combines peaceful outdoor living with easy access to shopping, dining, and local attractions.

1463 Spring Street, St. Augustine

Listing courtesy of CENTURY 21 LIGHTHOUSE REALTY.

Selling Office: .

$1,067,500

4 Beds ⋅ 3 Baths ⋅ 2153573 MLS

Tucked high in the dunes east of A1A on an oversized lot that runs street to street, 40 E Magnolia Ave captures the essence of classic coastal living. Just three homes back from the beach, this quintessential beach house offers beautiful Atlantic Ocean views and the relaxed lifestyle that makes this location/neighborhood so special. With four bedrooms, three bathrooms, and two separate living quarters, the floor plan is both flexible and highly functional, making it ideal as a primary residence, vacation retreat, or income-producing rental. Thoughtfully updated and meticulously maintained, the home is move-in ready and being offered turn key. While the interior is comfortable and inviting, the outdoor spaces are where this property truly shines. The fully fenced backyard creates a private setting for entertaining and enjoying the coastal climate, complete with an outdoor kitchen for alfresco dining, an outdoor shower for rinsing off after the beach, play-ground, and a splash pool perfect for cooling off or relaxing in the sun. The spacious yard offers plenty of room for gathering with friends and family while enjoying the ocean breeze. Located in the highly desirable Biera Mar neighborhood, the home is surrounded by some of the area's most sought-after beach properties and is just moments from the sand, excellent local restaurants, and a short drive to historic downtown St. Augustine. Opportunities like this, combining location, lifestyle, and versatility, rarely come to market.

40 E Magnolia Avenue, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$800,000

4 Beds ⋅ 4 Baths ⋅ 2153241 MLS

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

Listing courtesy of MARKET FORCE BROKERS LLC.

Selling Office: .

$500,000

4 Beds ⋅ 2 Baths ⋅ 2152743 MLS

Multi-generational Island retreat in the heart of Davis Shores. Situated on a rare 1/3-acre lot with no HOA, this unique one-story pool home offers space, flexibility, and the laid-back coastal lifestyle everyone dreams of. The main home flows effortlessly with 3 bdrms and 2 baths, while just steps away you'll find a newly constructed, fully functional 360sf Casita, complete with its own kitchen and full bath -- perfect for guests, extended family, rental income, or a private home office. There's a separate shed for added storage or hobby space and an unfinished attic giving options of an added bonus room/bedroom or just ample storage; possibilities galore! Step outside and you're transported into your own tropical sanctuary. The lush backyard has mature palms and vibrant greenery, an above-ground sparkling pool surrounded by expansive composite decking. Davis Shores is an established neighborhood, in the City of St Augustine, just over the Bridge of Lions a short stroll to local

18 Solano Avenue, St. Augustine

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$535,000

2 Beds ⋅ 2 Baths ⋅ 2152587 MLS

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

Listing courtesy of MOXII PRO REALTY.

Selling Office: .

$314,900

3 Beds ⋅ 3 Baths ⋅ 2152559 MLS

Beautifully renovated 3-bedroom, 2.5-bath home offering 1,309 square feet of move-in ready living space. Enjoy a bright, open floor plan with modern finishes, an updated kitchen, and stylish bathrooms. Major upgrades include a brand-new permitted roof, new windows, and a new A/C system for added peace of mind. Conveniently located just minutes from St. Augustine's Historic District, with easy access to dining, shopping, beaches, and local attractions.

433 Lena Street, St. Augustine

Listing courtesy of HASSLE-FREE REALTY LLC.

Selling Office: .

$824,000

5 Beds ⋅ 3 Baths ⋅ 2152392 MLS

Charming triplex in a friendly neighborhood located near Flagler College, Downtown, and Uptown San Marco. High-and-dry with an exceptional 12.5 ft first-floor elevation, this property is located in Flood Zone X, where lenders do not require any flood insurance. The property features three distinct income-producing units, all with in-unit laundry. Unit 1 offers 1 bed/1 bath. Unit 2, the largest, features 2 beds/1 bath. Unit 3, the upstairs unit, includes 2 beds/1 bath, a newly renovated kitchen, and a newly added washer and dryer. Ample off-street parking is located behind the building, preserving the picturesque front porch and yard. Long-term rental history with zoning that allows weekly rentals, making it ideal for Airbnb or short-term use. Less than one mile to Flagler College a solid investment opportunity in a highly desirable area.

37 Rohde Avenue, St. Augustine

Listing courtesy of NON MLS (realMLS).

Selling Office: .

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