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$925,000
4 Beds 2 Baths 260316 MLS
Set in the heart of America’s oldest city, this remarkable 1890 two-story property with solar and an automatic generator offers a rare blend of history, land and potential. Situated on a large corner lot, with valued RS-2 zoning, the property enjoys exceptional views, marked by the cross where Ponce de León is believed to have come ashore, placing it among a small handful of homes connected directly to the city’s earliest history. The two-story main house retains historic charm, with high ceilings, tall windows and generous porches reflecting the architectural style of the period. The layout offers opportunities for customizing the living spaces to suit the dreams and needs of its owners. Natural light filters in on both floors, and the upper-level captures elevated views over the church yard, lake and enjoys sea breezes. Currently, the home includes a small efficiency-style in-law suite downstairs, which could be transformed into a charming retreat.

11 Pine St, St Augustine

Courtesy of TEAM 100 REALTY

$839,000
4 Beds 2 Baths 260290 MLS
One Acre Lot • Beautifully Tiled Finishes • Plantation Shutters Throughout • St. Johns River Views Welcome to your own slice of coastal country paradise! Built in 2024 and perfectly positioned on a beautifully landscaped one-acre lot off scenic CR 13, this custom-designed home offers breathtaking St. Johns River views while blending luxury, comfort, and timeless craftsmanship. Offering 4 bedrooms, 2 bathrooms, and an oversized 3-car garage, this thoughtfully designed home showcases exceptional attention to detail from the moment you arrive. Inside, you’ll find elegant 8-foot doors, plantation shutters throughout, luxury LVP flooring, and stunning custom coffered ceilings with beadboard accents that create a warm, inviting atmosphere. The open-concept living area is filled with natural light and captures beautiful river views from both the living room and the primary suite.

1781 Hickory Ln, St Augustine

Courtesy of Century 21 St Augustine Properties

$625,000
4 Beds 2 Baths 260227 MLS
Welcome to your slice of history nestled in the heart of St. Augustine's vibrant downtown. Presenting a captivating 4-bedroom, 2-bathroom single-family home, exuding timeless elegance and modern convenience. Built in 1910, this exquisite residence sits majestically on a coveted corner lot, offering a lifestyle of both historic charm and urban convenience. As you step onto the property, you're immediately greeted by the allure of yesteryears, enhanced by the home's classic architectural details and lush landscaping. The exterior boasts the quintessential charm of a bygone era, while the interior seamlessly blends historic character with contemporary updates. Upon entry, the foyer welcomes you with warmth and sophistication, leading you into the inviting living spaces adorned with original hardwood floors and abundant natural light. The beautiful classic wood finishes throughout exude warmth and character with every step.

33 Cincinnati Ave., St Augustine

Courtesy of St Augustine Realty

$3,700,000
4 Beds 4 Baths 260208 MLS
Located within the gated community of Ocean Palms, Griffin Shores Drive is one of the most desired addresses in St Augustine. On just under an acre of land, this coveted location allows for deep water at all tides and is only minutes from the Matanzas inlet with nearly instant ocean access. Facing a conservation area and wildlife habit, the natural beauty that surround creates a private oasis. Designed with both elegance and functionality in mind, this stunning home provides expansive living spaces, modern conveniences, and exceptional outdoor features showcasing the pristine natural beauty. Inside, volume ceilings and expansive windows open to sweeping views of the intracoastal. The Great Room serves as the heart of the home with a cozy fireplace, dry bar, and dedicated wine storage. An open gourmet kitchen, complete with butler's pantry flows seamlessly into the formal dining room. Thoughtfully designed as a private retreat, the luxurious ground level master suite features glass

949 N Griffin Shores Dr, St Augustine

Courtesy of Engel & Volkers St Augustine

$285,000
3 Beds 2 Baths 260024 MLS
Discover 100 Spring Street, located on one of the most sought-after streets in West King. This charming block home features 3 bedrooms, 2 bathrooms, and city utilities. With nearly 1,300 square feet of heated and cooled space, plus an enclosed rear patio, it's a blank canvas waiting for your personal touch. Nestled in the vibrant heart of West King, just a mile from downtown, and close to both the thriving local community and the beach, this home boasts an exceptional location. Whether you're interested in short-term or long-term rentals, flipping, or renovating to hold, this property offers limitless potential and promising returns. Unleash your creativity and leave your mark in West Augustine. Cash or renovation loan (lender Ben Boyle 207-608-9295 Society Mortgage)

100 Spring St, St Augustine

Courtesy of Endless Summer Realty

$419,000
3 Beds 2 Baths 260011 MLS
Motivated Seller! This 2150 square foot home in Trailmark offers 3 bedrooms, 2 baths and 2 Bonus/Flex Rooms, ideal for an office, workout room, game room or an extra TV/sitting area. The home is situated on a large oversized lot on a cul-de-sac street. The entire interior of the home has been recently painted and the and the air ducts have been professionally cleaned. The patio is enclosed with vinyl sliding windows for year-round use and offers a beautiful view of a large pond. The patio also has a 2-person HOT TUB that is less than one year old. There are also roll down blinds on the patio for privacy. The entire house is tile and LVP flooring. NO CARPETING! Included in this move in ready home is a water softener, washer and dryer, a double door refrigerator along with additional shelving in all of the closets. The light fixtures, ceiling fans and have also been upgraded.

204 Field Flower Way, St Augustine

Courtesy of Keller Williams Realty Atlantic Partners St Augustine

$425,000
2 Beds 1 Baths 260003 MLS
Tiny But Mighty Lincolnville Gem! Fully Updated 1930s Cottage. Welcome to this charming 1930s cottage in the heart of the historic Lincolnville District—668 sqft of smart, stylish living that perfectly captures the spirit of old St Augustine. Thoughtfully renovated in the early 2020s, this 2-bedroom, 1-bathroom home blends vintage character with modern convenience. Inside, you’ll find wood floors throughout, vaulted ceilings & custom built-in beds maximizing space without sacrificing style. The bathroom features a timeless clawfoot tub & and the tankless water heater ensures endless hot showers. A full-size washer and dryer are also included, offering everyday practicality in a compact footprint. Enjoy the inviting front porch, a private back patio & a generous lot with plenty of room for off-street parking—plus valuable space to add a garage or in-law suite if desired. Furnishings are available, making this a turnkey opportunity.

141 Blanco Street, St Augustine

Courtesy of Florida Homes Realty & Mortgage

$540,000
4 Beds 3 Baths 256917 MLS
This is a house with an actual In-Law SUITE. This Next-Generation house features a living space inside that includes a large bedroom ensuite with an attached living room and kitchenette and a third car garage space. This suite is separated from the main house by a shared laundry room. The home has a huge, fully fenced backyard, a 3 car garage and it overlooks a beautiful pond where the migrating birds can be seen at various times throughout the year. The tile is designed to look like hardwood floors for easy maintenance. This charming home is located near the I-95 entrance for quick commute time, close to the outlet mall, grocery stores and a short drive to downtown and to the beach. The neighborhood amities include a pool and parks that are a short bike ride away.

123 Hickory Ridge Road, St Augustine

Courtesy of Renown Realty LLC

$365,000
3 Beds 2 Baths 256862 MLS
Welcome to this beautifully located 3-bedroom, 2-bath home tucked away on a peaceful cul-de-sac with serene pond views. Featuring an open floor plan designed for comfortable living and easy entertaining, this home offers a bright, airy feel throughout. Enjoy the best of both worlds—conveniently located in town with shopping, dining, and amenities nearby, yet far enough from the hustle and bustle to enjoy quiet, relaxed living. Situated in a highly desirable school zone, this home is perfect for a growing family or those looking for a low-maintenance, retirement-friendly lifestyle. Just 10 minutes from the beach, you’ll love coming home to this family-friendly neighborhood with space, privacy, and natural beauty.

30 Levante Way, St Augustine

Courtesy of Keller Williams Realty Atlantic Partners St Augustine

$795,000
3 Beds 2 Baths 256861 MLS
ANASTASIA STATE PARK is one of the nicest beaches in North Florida and MENENDEZ PARK SUBDIVISION has direct access to its back gate (with an Annual State Park Pass). Locals know this spot is one of the "best kept secrets" - homes in Menendez Park are in a unique environment and benefit from a phenomenal location. There's an eclectic mix of home styles hidden under a canopy of mature coastal oaks, palms, cedars, and magnolias. No HOA and located in St. Johns County yet so close to the City of St. Augustine and St. Aug. Beach - it's the best of all possible combinations. The home is a 3BR/2.5 BA CONCRETE BLOCK Two-Story. One-Owner and it has a Beach Decor and Feel. Contents are fully negotiable. Gorgeous Wood Floors Upstairs.

1753 Castile Street, St Augustine

Courtesy of Century 21 St Augustine Properties

$5,500,000
4 Beds 5 Baths 256717 MLS
Step through elegant plated double glass doors into a breathtaking grand foyer highlighted by dramatic Italian tile flooring, a sparkling crystal chandelier, and a striking sculptural staircase enhanced by the convenience of a private elevator. The first level features a secluded secondary primary suite with a marble-accented bath and immediate access to the fully equipped partykitchen—perfect for guests or multi-generational living. Nearby, a professional-grade home gym with exterior access is complemented by a versatile wellness room ideally suited for an infrared sauna. The second floor showcases a chef-inspired kitchen with beautifully restored Ash wood flooring, quartz countertops, custom DuraSupreme cabinetry, Sub-Zero refrigeration, a Wolf 6-burner gas range, and a premium Galley Chef Series workstation. An inviting sitting area and adjoining decks capture breathtaking sunrise and sunset views overlooking the Intracoastal Waterway. Also located on the second floor

3418 Lands End Dr, St Augustine

Courtesy of Coldwell Banker Premier Properties (A1A Beach)

$449,000
5 Beds 3 Baths 256786 MLS
This thoughtfully designed home offers space, comfort, and flexibility for every generation to live comfortably under one roof. Whether you’re hosting extended family, welcoming long-term guests, or creating private space for aging parents or adult children, this home delivers. Upon entering, you are welcomed by a formal dining room and a office/den with French doors and custom Plantation Shutters. This space flows seamlessly into a well appointed kitchen featuring new stainless steel appliances, rich 42” mahogany cabinetry and a large granite countertop that provides ample space for sit-down meals and entertaining. The kitchen opens to the family room creating a bright and inviting space for everyday living. Double doors lead directly to the outdoor patio for morning coffee and relaxation.

436 Gianna Way, St Augustine

Courtesy of Keller Williams Realty Atlantic Partners St Augustine

$295,000
3 Beds 2 Baths 256785 MLS
Private and high-and-dry 0.82-acre St. Augustine property with NO HOA offering rare flexibility and space. The renovated 3BR/2BA main home features an open floor plan, luxury vinyl plank flooring, fresh finishes, modern lighting, and an updated kitchen with quartz countertops, new cabinetry, stainless steel appliances, and a NEW 2025 A/C. Adjacent to the main home is a charming, fully remodeled mother-in-law suite with its own kitchen, washer/dryer hookups, and spacious bathroom, providing additional living space or rental use. Outdoor features include mature trees, usable land, a 24x35 metal workshop with commercial car lift, and full RV hookups with water, sewer, and electric. Peaceful setting with convenient access to shopping, dining, historic downtown St. Augustine, beaches, and nearby boat ramp access. Short- and long-term rentals permitted.

385 Katnack Rd, St Augustine

Courtesy of Beycome Brokerage Realty

$619,999
4 Beds 3 Baths 256738 MLS
We're Building Your Dream Modern Victorian Oasis in the Heart of America’s Oldest City! Discover 28 Spring St. (95 Evergreen) This generous corner parcel will have an exquisite 2-story, 2,244 sq. ft. modern Victorian masterpiece: 4 spacious bedrooms, 3.5 luxurious bathrooms, expansive raised decks over 400 sq. ft. for outdoor entertaining, and a stylish paver parking area accommodating up to 5 vehicles. Embrace timeless elegance with contemporary flair – intricate Victorian details meet modern luxury, complete with city water, sewer, and available natural gas. No garage in the design? No problem – ample space allows easy addition if desired. Live the enchanted lifestyle: Just a 2-minute drive to historic downtown’s charming cobblestone streets, world-class dining, and iconic landmarks. Modern luxury where history meets your future. Don’t miss this chance to create your legacy in St. Augustine! (Pictures are of similar build also for sale at 171 Riberia St.)

28 Spring St., St Augustine

Courtesy of Sean and Anastasia Realty

$819,000
4 Beds 2 Baths 256739 MLS
Rare Opportunity: Beautiful Modern Victorian Home and full business use-by-exception Welcome to 171 Riberia St. in downtown St. Augustine's Historic Lincolnville area! 4 spacious bedrooms (2 are currently used as office space), 2.5 bathrooms, and an expansive raised wraparound deck with over 400 sq. ft. for outdoor entertaining. 1st floor features the entry foyer leading to 3 bedrooms, 1.5 bathrooms, full laundry and utility room with under stair storage. The stairway leads to the owners hub featuring massive vaulted ceilings found throughout the 2nd floor where the primary bedroom and bathroom, living space, formal dining area and kitchen meet to make for a perfect entertainment space especially when opening up the doors to catch the breeze from the water view decks! The home is currently used as a construction office and long term rental, though short term rentals are allowable. Don't miss this opportunity to get every option you're looking for in Downtown St. Augustine today!

171 Riberia St., St Augustine

Courtesy of Sean and Anastasia Realty

$965,000
3 Beds 2 Baths 256702 MLS
Charming 3-bedroom, 2-bathroom main house PLUS separate cottage, located in the desirable Fullerwood District in downtown St. Augustine. The main house is 1,426 square feet, beautifully updated, with two primary bedrooms both with en-suite bathrooms, hardwood flooring, updated kitchen and a cozy fireplace. Situated on a large double lot, 100ft x 175ft, there is plenty of room for outdoor entertaining! The separate guest cottage/ADU includes its own living space, kitchenette, and bathroom—perfect for visitors, a private office, or additional rental income. Zoned for nightly rentals, this home is perfect for investors or those seeking a flexible living arrangement. Currently used as a vacation rental, and being sold fully furnished, jump right into this great investment! Enjoy the convenience of being just moments from downtown St. Augustine's historic charm, shopping, dining, and attractions. Don't miss this unique opportunity!

8 Park Ave, St Augustine

Courtesy of Ponte Vedra Club Realty, Inc

$639,000
3 Beds 2 Baths 256499 MLS
Step into this contemporary, artist-inspired retreat offered fully furnished and turn-key, an airy two-story home on a desirable corner lot in Lincolnville’s vibrant downtown neighborhood. Clean lines, a dramatic wall of glass, and an open layout create a bright, expansive feel that blends modern style with warm rustic touches. The kitchen, refreshed with sleek Silestone-style quartz countertops and an induction cooktop with convection oven, anchors the main living space with both beauty and function. A sliding barn-door, style entry leads to the laundry room, complete with an oversized stacking washer and dryer and vertical storage. The first-floor primary suite offers convenience and privacy and features a separate entrance, allowing an owner to live primarily in the home while using the first-floor suite for guests or rental income if desired.

152 Martin Luther King Ave Unit A, St Augustine

Courtesy of Exp Realty

$2,699,000
4 Beds 4 Baths 256494 MLS
Live where every sunrise, sunset, and sea breeze feels custom made just for you. This 2,869 sqft oceanfront residence (to be built) delivers modern coastal luxury across three impeccably designed levels, all connected by your own private elevator. The 1st floor sets the tone with an oversized 1 car garage, a full bedroom suite, and a flexible bonus area perfect for a gym, media space, or overflow lounge. It’s the ideal blend of function and comfort for guests or multigenerational living. Ride the elevator up to the 2nd floor, where you’ll find a serene guest suite and a show stopping oceanfront owner’s suite. Each suite will offer you amazing views of the Atlantic and direct access to your huge ocean front balcony. This floor is crafted for quiet mornings and peaceful nights. On 3rd floor, the home literally opens up. An expansive, light-filled great room blends living, dining, and a chef’s kitchen into one breathtaking space anchored by panoramic oceanfront views.

8830 Old A1a, St Augustine

Courtesy of Coldwell Banker Premier Properties (A1A Beach)

$1,495,000
4 Beds 3 Baths 256303 MLS
Rare opportunity to own one of the community's few private dock homes in the highly sought-after Antiqua... Built in 2022 and located on the final cul-de-sac lot permitted to have a private dock, this exceptional waterfront property offers a level of privacy and boating access that's rarely available. Set on a spacious waterfront lot with unobstructed views of the St. Augustine Lighthouse and scenic marsh, the home features a private canal with direct access to the Intracoastal Waterway. Cruise to the downtown St. Augustine Marina in five minutes by boat, spend the day exploring the waterways, or enjoy St. Augustine Beach just one mile away. A standout feature of this home is its unique location, because no dock is permitted to the south, you'll enjoy a more open waterfront setting and enhanced privacy.

62 Guanahani Trl, St Augustine

Courtesy of Exp Realty

$2,995,000
5 Beds 4 Baths 256466 MLS
Welcome to 5042 Atlantic View — a truly exceptional oceanfront estate where elevated design, multigenerational ease, and the raw beauty of the Atlantic coast converge. Set back just beyond the shoreline, with nothing but protected rolling dunes between you and the ocean, this residence offers sweeping, cinematic sea views, salt-kissed breezes, and a rare feeling of seclusion — all while remaining just minutes from the finest conveniences and lifestyle offerings of St. Augustine. Step beyond the doors into more than 4,400 square feet of intentionally designed living space, crafted with coastal elegance and luxury in St. Augustine Beach. The main level was designed for connection — layered with multiple living and lounge spaces, a welcoming dining room, a chef-inspired kitchen, and two ensuite guest rooms carefully positioned down a private corridor for added tranquility.

5042 Atlantic View, St Augustine

Courtesy of Keller Williams Realty Atlantic Partners St Augustine

$985,000
4 Beds 3 Baths 256465 MLS
Walk to Flagler College Income Potential | Buy vs. Rent Opportunity Skip the high cost of dorms and invest in a smarter long-term solution just minutes from Flagler College and Historic Downtown St. Augustine. This flexible, income-producing property offers a rare opportunity for parents, investors, or multigenerational living — live in one space while offsetting costs, or secure housing now and build equity over time. Built for durability and efficiency with ZIP System sheathing, this storm-ready home combines modern construction with long-term peace of mind. The highly desirable layout features two primary suites, including a main-level option, ideal for: • Student + parent living • Roommate income potential • Guest privacy or work-from-home flexibility Interior highlights include:

160 Blanco St, St Augustine

Courtesy of Endless Summer Realty

$1,290,000
256460 MLS
CURRENTLY 1.41 ACRES TO BE SUBDIVIDED with shared dock and driveway EASEMENTS AS RE-PLATTED INTO TWO SEPARATE PARCELS as DESCRIBED DEEP WATER DOCKABLE just off ICW with easy access at ALL tides! RARE Find N Nearly 1/2 ACRE with access via DOCK Easement DIRECTLY ON THE WATER of a Natural ICW channel! PARCEL TWO as RE-PLAT to be APPROX. 20,632.84SQFT (188.6 X 109.4) With large oaks and sprawling views of the ICW and 110' waterfront with rights to build your dream dock to deep water dockage approx. 300'. Elevated with room to grow with a VERY LARGE AREA to BUILD your DREAM HOME WITH a shared DOCK NO FLOODING !!! CURRENTLY 1.41 ACRES TO BE SUBDIVIDED with shared dock and driveway EASEMENTS AS RE-PLATTED INTO TWO SEPARATE PARCELS as DESCRIBED. PARCEL ONE to be APPROX. 40,786.76 SQFT (372 X 109.4) .936 ACRES directly on the ICW

5425A Windantide Rd, St Augustine

Courtesy of Florida Homes Realty & Mortgage

$339,000
3 Beds 2 Baths 256436 MLS
ATTENTION INVESTORS!!! MULTIPLE INCOME STREAM POTENTIAL! PROVEN TRACK RECORD AND CURRENT TENNANTS IN PLACE FOR THE HOLIDAY SEASON. Wooded area 6 miles to beautiful beaches! Property allows tranquil seclusion and a unique opportunity as an investor or home owner to utilize income earnings and potential for additional earnings. Zoning allows for business to be conducted however the owner may see fit. Discover this charming home off a main exit only 5 miles to the bustling Downtown in USA's oldest city. This property features a furnished spacious living area, a well-equipped kitchen with modern appliances, and comfortable bedrooms. Warehouse/garage designed for live-workspace. Mower and sheds. The home is set on a generous shaded lot, ample outdoor space for relaxation and enjoyment, storage, and income potential! Conveniently located near local amenities, it provides easy access to the city! Neighbors all very helpful and welcoming!

1611 Brian Way, St Augustine

Courtesy of Beycome Brokerage Realty

$525,000
3 Beds 2 Baths 256435 MLS
Attention Boaters and Anglers, this home features direct access to the St John’s River in both the front and back yard. There is a boat dock in the front canal to keep a fishing boat in the water. This home is fully furnished and turn key, it can make an amazing short term vacation rental or simply enjoy classic Florida living on the St. Johns River in this fully furnished and beautifully renovated waterfront home. Updated with high-end finishes throughout, the home features a stunning kitchen with premium appliances, quartz countertops, modern bathrooms, luxury vinyl flooring, and a cozy wood-burning fireplace. Enjoy peaceful river views and stunning sunsets from the screened back yard or porch. Drive-through garage with doors on both sides, a large storage shed, and a new well pump and filtration system. Located in a top-rated St. Johns County this home offers outstanding flexibility as a primary residence, vacation home, or strong short-term rental.

10115 County Road 13 N., St Augustine

Courtesy of Rock Beach Real Estate LLC

$414,800
4 Beds 2 Baths 256407 MLS
Welcome to this impeccably styled 4BR/2BA home featuring tile flooring throughout the main living areas and laminate wood-style flooring in the bedrooms. The modern kitchen boasts upgraded countertops, soft-close drawers and cabinets, and a sleek stainless steel hood vent. Enjoy meals in the dedicated dining area or unwind in the closed-in bonus room, complete with a sliding privacy door and direct access to the backyard oasis—perfect for entertaining or relaxing. Additional highlights include an inside laundry room, an oversized storage closet area, and walk-in showers in both the primary and guest bathrooms for added comfort. Outside, you’ll appreciate a well for irrigation and a refreshing outdoor shower.

73 Durango Drive, St Augustine

Courtesy of St Augustine Key Realty

$2,000,000
3 Beds 2 Baths 256404 MLS
DEEP WATER DOCKABLE just off ICW with easy access at ALL tides! RARE Find with .936 Acres DIRECTLY ON THE WATER of a Natural ICW channel! The newly remodeled in 2019, Main House 3/2 with 1707 HVAC and tons of room to expand...With large oaks and sprawling views of the ICW and 110' waterfront with rights to build your dream dock to deep water dockage less than 200'. Vaulted ceilings with 5 sets of Impact resistant French Doors opening to over 50' of covered porches and open air decks off private Master Suite with separate entrance. Upgrades throughout with elevated pier and beam foundation that has kept Home OUT of previous Flood events. Elevated with room to grow with a VERY LARGE AREA to BUILD your DREAM HOME WITH a shared DOCK NO FLOODING !!! CURRENTLY 1.41 ACRES TO BE SUBDIVIDED with shared dock and driveway EASEMENTS AS RE-PLATTED INTO TWO SEPARATE PARCELS as DESCRIBED. PARCEL ONE to be APPROX. 40,786.76 SQFT (372 X 109.4) .936 ACRES directly on the ICW

5425B Windantide Rd, St Augustine

Courtesy of Florida Homes Realty & Mortgage

$5,799,000
18 Beds 18 Baths 256337 MLS
Discover one of St. Augustine’s premier hospitality offerings — the Agustin Inn, a distinguished 17-room boutique Inn nestled within the Historic District’s premier walking corridor. This three-story inn with elevator access combines timeless architecture and modern comfort, only steps from the energy of St. George Street and the charm of the nation’s most visited historic destination. Originally crafted with classic character and lovingly updated, the Agustin Inn exudes warmth, sophistication, and Southern hospitality in every detail. The renovated lobby and breakfast area blend historic appeal with modern elegance, while the courtyard entry provides a relaxed outdoor gathering space. Property has beer and wine license. With turn-key operations, and a proven track record of strong year-round occupancy, the Agustin Inn presents a rare opportunity to acquire a well-positioned, high-performing boutique hospitality asset in one of Florida’s most resilient & desirable tourism market.

29 Cuna St, St Augustine

Courtesy of Coldwell Banker Premier Properties (A1A Beach)

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