Location: St Augustine
Do Not Show Listings
254 BASQUE RD, ST AUGUSTINE, FL 32080
$730,000180 Days on yellowkey MLS ID: FC315554
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1760 Built: 2002 Tax: $8,248 (2025)Community: Treasure Bch 3Rd AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,248
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath canal-front home in Treasure Beach, where relaxed waterfront living meets modern comfort. Step inside to find fresh new flooring and paint throughout, creating a bright, clean, and move-in-ready feel. The primary suite is a true retreat, featuring a spa-like bathroom with a stand-alone soaking tub, a spacious walk-in shower, and a large walk-in closet. Two additional bedrooms offer flexibility for guests, family, or a home office. Unwind year-round in the large 10' x 22' Florida room - the perfect space to enjoy peaceful canal views. The back yard is private with sub-tropical landscaping complete with a deck overlooking the canal. The outdoor space invites you to relax, entertain and take in the incredible water views and coastal living. Whether you’re looking for a full-time residence or a serene getaway, this Treasure Beach gem delivers comfort, style, and the best of waterfront living. This home can also provide a Solid Investment Opportunity and would be ready for a new owner with over four years of profitable income records.
Listing is courtesy of: LIGHTHOUSE REALTY ASSOCIATES, (904-471-3400)
Listing Agent: Karen Lindsey (904-669-6917)
194 ANGUILLA BLVD, ST AUGUSTINE, FL 32092
$439,90035 Days on yellowkey MLS ID: FC319353
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1716 Built: 2019Monthly Fee: $143 Tax: $4,709 (2025)Community: Windward Ranch Ph 8Single Family
Taxes:$4,709
Remarks: Located in the highly sought-after community of Windward Ranch, this immaculate residence showcases elevated design, thoughtful upgrades, and true pride of ownership throughout. Every detail has been carefully curated, creating a home that feels both refined and effortlessly livable. Set on a premium homesite backing to a tranquil preserve, the property offers exceptional privacy along with beautifully enhanced landscaping completed in 2025 across the front, side, and rear yards. The fully fenced backyard creates a serene outdoor retreat, further enhanced by integrated Govee exterior lighting that wraps the home, creating a stunning evening ambiance. A striking etched glass front entry door sets the tone from the moment you arrive, offering both elegance and natural light. The home also features keyless entry and a comprehensive security system for modern convenience and peace of mind. Inside, the home is completely carpet-free, featuring wood-look tile flooring throughout every room, including all bedrooms, delivering a seamless, modern aesthetic and easy maintenance. Plantation shutters throughout, crown molding in every room, upgraded modern light fixtures and ceiling fans, and a cohesive design palette elevate the home’s elevated feel. The main living area opens to an enclosed lanai with sliding windows that move left to right, creating a flexible indoor-outdoor living space ideal for year-round enjoyment. The living room slider is also equipped with an electric retractable screen, allowing fresh air to flow through the home with ease while maintaining comfort and functionality. The kitchen features a gas range, custom pantry shelving, and updated countertops in both the kitchen and bathrooms, offering a fresh, contemporary look that goes beyond standard builder finishes. The primary suite includes a custom-designed closet, while the laundry room is outfitted with built-in cabinetry and a utility sink for added convenience. Additional enhancements include epoxy-coated garage flooring and an electric roll-up garage screen door, allowing natural light and airflow into the garage space. Major system and feature upgrades include appliances replaced in 2024 and the installation of a water softener, adding both value and peace of mind. Residents of Windward Ranch enjoy resort-style amenities including a community pool, clubhouse, fitness center, pickleball courts, basketball courts, playgrounds, and mini golf—offering a vibrant lifestyle in one of St. Augustine’s most desirable neighborhoods. This is a rare opportunity to own a meticulously upgraded home where no detail has been overlooked, blending luxury, comfort, and modern smart-home living in perfect harmony.
Listing is courtesy of: RE/MAX SIGNATURE (386-673-7001)
Listing Agent: Nicole Alicea (919-827-6896)
119 MENENDEZ RD, ST AUGUSTINE, FL 32080
$644,000117 Days on yellowkey MLS ID: FC317277
REDUCED by $5,000 (0.8%) on 06/10/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1622 Built: 1956 Tax: $8,463 (2025)Community: Davis ShoresSpa: YesSingle Family
Taxes:$8,463
Elementary School: R. B. HUNT ELEMENTARY SCHOOL
High School: St. Augustine High School
Middle School: SEBASTIAN MIDDLE SCHOOL
Remarks: Turnkey, fully furnished island retreat in the heart of Davis Shores on Anastasia Island—just under two miles to both Historic Downtown St. Augustine and the beach. Whether you're looking for a second home, income-producing property, or a place to enjoy the coastal lifestyle, this one checks all the boxes. This 4-bedroom, 2-bath home is designed with flexibility in mind, featuring an open-concept living, dining, and kitchen area that comfortably accommodates gatherings and guest stays. The fourth bedroom offers the option for a bonus room, game room, or additional sleeping space, enhancing overall functionality and appeal. The outdoor living space is where this home truly shines. A large screened porch overlooks a fully fenced backyard complete with an above-ground pool and hot tub—creating the ideal setting for relaxing, entertaining, or extending guest enjoyment beyond the interior. Recent updates include a metal roof, refinished hardwood floors, a 2024 tankless water heater, and a 2022 HVAC system, offering peace of mind and added value. Offered fully furnished, this property is ready for immediate use or income potential in one of St. Augustine’s most desirable island communities.
Listing is courtesy of: ENDLESS SUMMER REALTY (904-461-8878)
Listing Agent: Krista Hoff (904-806-0918)
ST AUGUSTINE, FL 32086
$379,00062 Days on yellowkey MLS ID: FC318713
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1703 Built: 1990 Tax: $3,771 (2025)Community: Ponce De Leon HeightsSingle Family
Taxes:$3,771
Remarks: Welcome home to this charming 3-bedroom, 2-bath residence conveniently located just minutes from downtown! This beautifully maintained home features a newer metal roof, a 2024 HVAC system, and a 2024 water heater, offering peace of mind for years to come. Inside, you’ll find updated stainless steel appliances that complement the functional and inviting kitchen space. Step outside and enjoy the ultimate backyard retreat with a spacious covered porch complete with a cozy wood-burning fireplace and a built-in pizza oven — perfect for entertaining family and friends year-round. The large, fully fenced backyard provides plenty of room for pets, play, or gardening. In the front, a generously sized covered patio creates the perfect spot to relax and unwind. This home combines comfort, updates, and outdoor living all in one fantastic location!
708 CRESTWOOD DR, ST AUGUSTINE, FL 32086
$359,90054 Days on yellowkey MLS ID: FC318891
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 2001 Tax: $1,914 (2025)Community: Southwood Pud Ph 1ASingle Family
Taxes:$1,914
Remarks: This home is in the beautiful enclave of "Southwood" in St. Augustine. Known for its maintenance-free living. The neighborhood offers a turnkey lifestyle where the landscaping is covered in the HOA with dues only at $205.00 per month with no CDD fees. The home itself is an open concept home with fresh brand new carpets a double sided gas fireplace with ambiance that is shared with the expansive living room as well as the bonus room. The bonus room could be used as an office, play room, reading room etc. In addition, there is a covered porch in the back further expanding the living space of the home. The expansive primary suite is impressive from its size and privacy to the very nice walk in closet. Washer and Dryer included This home is a truly must see home.
Listing is courtesy of: CULVER REALTY & PROPERTY MGMT (386-414-3445)
Listing Agent: Tracie Culver (386-414-3445)
34 ESTERO CT, ST AUGUSTINE, FL 32084
$815,00098 Days on yellowkey MLS ID: FC317771
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $10,000 (1.2%) on 05/06/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2861 Built: 2017Monthly Fee: $48 Tax: $7,805 (2025)Community: Coquina Rdg Ph 1Single Family
Taxes:$7,805
Remarks: Welcome to this beautifully maintained lakefront home in St. Augustine, perfectly situated on a spacious 0.34-acre lot. Featuring 4 bedrooms and 3.5 bathrooms, this home offers a saltwater, solar-heated, screened-in pool and an expansive lanai complete with automatic hurricane shutters--ideal for enjoying Florida living year-round. Inside, you'll find ceramic tile flooring, plantation shutters, blackout blinds, crown molding throughout, and a built-in sound system. The open-concept kitchen is designed for both style and function, featuring an oversized island, gas range, and elegant pendant lighting, all flowing seamlessly into the living area. Telescoping sliding glass doors create a true indoor-outdoor living experience. The primary suite includes a raised vanity, and the home has been recently refreshed with interior and exterior paint. Additional highlights include a reverse osmosis system, water softener, 135-foot deep well, full-home generator hookup, security system, termite bond, and gutters surrounding the entire home. Offering a perfect blend of comfort, functionality, and exceptional outdoor living, this home is a must-see in a beautiful setting.
Listing is courtesy of: BEACH STATE REALTY (904-201-9605)
Listing Agent: Justin Petrucci (386-546-8128)
110 TERRAPIN RD, ST AUGUSTINE, FL 32086
$435,000223 Days on yellowkey MLS ID: A4672290
INCREASED by $15,000 (3.6%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1112 Built: 1961 Tax: $4,084 (2024)Community: Saint Augustine SouthSingle Family
Taxes:$4,084
Tax Year: 2024
Remarks: Discover this beautifully renovated 3 bed/ 2 bath home in St Augustine. Located 2 houses off Shore Drive- a million dollar location with an affordable price tag. Every room remodeled with Home & Garden-like features. Custom kitchen includes soft-close shaker cabinets, quartz counters with tile backsplash, floating shelves, & large island with gorgeous pendant lighting. Open floorplan includes casual dining area, family room full of natural light from the large window overlooking the spacious front porch with stunning views of the Matanzas River & 312 Bridge. Main bedroom has newly updated bathroom with subway tiled shower & niche. Other 2 bedrooms share 2nd renovated bathroom. New premium vinyl flooring throughout main areas and bedrooms. Fully fenced backyard set up for outdoor living. Large deck and patio, cozy fire pit area and jungle gym. Add in the 1-car garage, carport that makes for nice outdoor covered seating area, new energy efficient water heater, A/C with UV filtration to keep the air fresh, & optional furniture package and you've struck gold. Close to restaurants, shops, boat ramps with river & ocean access & a nature preserve with walking trails. Perfect property for year round living, short-term vacation rental or vacation home.
Listing is courtesy of: LONDON FOSTER REALTY (305-514-0100)
Listing Agent: Jeffrey King (954-562-2430)
5398 SOUNDVIEW AVE, ST AUGUSTINE, FL 32080
$789,000110 Days on yellowkey MLS ID: FC317449
REDUCED by $10,000 (1.3%) on 06/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 1999 Tax: $7,718 (2025)Community: 08-98 Windswept AcresSingle Family
Taxes:$7,718
Remarks: Welcome to “Tiki Time” – your private backyard oasis and the perfect blend of relaxation and investment opportunity! This beautifully maintained 4-bedroom, 2-bath home features a stunning outdoor retreat complete with a sparkling pool and spa, an oversized poolside tiki hut ideal for entertaining, and a cozy firepit for unforgettable evenings under the stars. Inside, the home shines with a thoughtfully remodeled open-concept kitchen featuring stainless steel appliances, granite countertops, and a convenient bonus bar/coffee station—perfect for hosting or everyday living. The split-bedroom floor plan offers privacy and functionality, with a spacious primary suite overlooking the pool, dual closets, and a beautifully updated bathroom with a large walk-in shower. Offered turnkey and currently part of a highly successful short-term vacation rental program, this property is ideal as a primary residence, second home, or income-producing investment. Don’t miss your chance to own this tropical escape—“Tiki Time” is truly a lifestyle!
287 BOULEVARD DES PINS, ST AUGUSTINE, FL 32080
$769,99999 Days on yellowkey MLS ID: FC317739
REDUCED by $15,000 (1.9%) on 06/04/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2004 Built: 1988 Tax: $7,593 (2025)Community: Le Jardin De La BeauceSpa: NoSingle Family
Taxes:$7,593
Remarks: Short-term rentals allowed with no minimum restrictions—an incredibly rare opportunity to own a fully furnished, turnkey POOL home just a short walk to the beach, as well as local coffee shops, restaurants, and boutique shopping on Anastasia Island. Thoughtfully designed for both guest experience and functionality, this two-story home offers a flexible layout ideal for personal use, vacation rental income, or a combination of both. The main living level features an open-concept great room with vaulted ceilings, creating a bright, airy space that flows seamlessly into the kitchen and dining area. Just off the kitchen, a screened-in sunroom provides the perfect setting for outdoor dining, allowing you to enjoy coastal breezes year-round in comfort. A convenient half bath is also located on this level. The primary suite is also located on the main living floor, offering privacy and easy accessibility. From the living room, step out onto a deck overlooking the pool—perfect for morning coffee or evening relaxation. On the ground level, you’ll find two additional bedrooms, a full bathroom, and access to the two-car garage, which has been thoughtfully converted into a custom game room. This added entertainment space is a standout feature for guests and significantly enhances the property’s short-term rental appeal. The outdoor living area is a true highlight, designed for both relaxation and entertaining. The fully fenced backyard features a heated in-ground pool, covered pavilion, paver patio, and multiple gathering spaces—creating a private coastal retreat just minutes from the beach. Recent upgrades add both value and peace of mind, including pool resurfacing and retiling (2025), pool automation with app control (2025), new dishwasher and range (2025), new backyard fencing (2025), screened front porch (2024), garage flooring (2023), dryer (2023), and water heater (2023). Offered fully furnished and turnkey, this property is ready for immediate use or income production.
285 OSPREY LANDING LN, ST AUGUSTINE, FL 32095
$394,000274 Days on yellowkey MLS ID: FC313548
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 2021Monthly Fee: $73 Tax: $7,180 (2023)Community: Parkland PreserveSingle Family
Taxes:$7,180
Tax Year: 2023
Remarks: PRICE IMPROVEMENT! Don't miss this 2021 Built Clifton Model Home in Parkland Preserve World Golf Village 55+ active community. Freedom Homes offer low maintenance living in a gated neighborhood with a lifestyle director to give you both the community and lifestyle you deserve! The home features a single story floor plan of 1,799 square feet. It has two bedrooms, plus a flex room perfect for a home office or spare bedroom, covered lanai and a two-car garage. Open living area, spacious kitchen with a large center island, and granite kitchen counters. The large windows make this home come alive with natural light and the open floor plan is perfect for entertaining! The large main suite also has a large bathroom with dual vanity, and 2 oversized walk-in closets. Clubhouse/Amenity Center, Fitness Center, Outdoor Pool, Pickleball Courts, Parks & Natural Space, Demonstration Kitchen, Outdoor Patio, Multi-Purpose/Meeting Rooms. CDD Fee is included in the Taxes.
Listing is courtesy of: TRADEMARK REALTY GROUP LLC (386-447-6889)
Listing Agent: Tammy Colpoys (904-635-0922)
204 SEA WOODS DR N, ST AUGUSTINE, FL 32080
$499,000145 Days on yellowkey MLS ID: FC316195
REDUCED by $30,900 (5.8%) on 05/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1407 Built: 1996Monthly Fee: $330 Tax: $5,640 (2025)Community: Seagate NorthSpa: NoSingle Family
Taxes:$5,640
Remarks: One or more photo(s) has been virtually staged. LOCATION, LOCATION, LOCATION - Welcome to this beautifully maintained 2-bedroom pool home in the gated community of Seagate North, just a short walk to the Atlantic Ocean and pristine beaches and only a short drive to historic downtown St. Augustine. A charming front porch with walkway leading to stunning backyard, welcomes you into this inviting home featuring a spacious great room and dining room combination. As you enter, sliding glass doors to the rear lanai and pool create a stunning focal point while filling the space with natural light — seamlessly blending indoor and outdoor living. The kitchen is thoughtfully positioned just off the main living area and features granite countertops, white shaker cabinetry, stainless steel appliances, and abundant cabinet and counter space. A cozy breakfast nook offers the perfect place for morning coffee, while the corner opening to the great room keeps you connected to family and guests during gatherings and everyday living. The primary suite serves as a relaxing retreat with private sliders leading to the lanai and pool area. The en-suite bath features a walk-in shower, garden tub with spa, dual vanities, and a spacious walk-in closet. Step outside to your private outdoor oasis. The expansive covered porch overlooks a sparkling swimming pool enclosed within a large, screened lanai — ideal for year-round enjoyment. A beautiful stone firepit with generous stone seating creates the perfect setting for evening entertaining. The backyard is partially fenced and beautifully landscaped, offering additional privacy and functionality. Transferrable Rhino Shield Ceramic Coating Warranty against exterior chipping, flaking or peeling is included. Garage floor just recently completed with beautiful epoxy as well. This well-cared-for home combines comfort, charm, and exceptional outdoor living — all within a secure gated community with a short walk to the beach! Enjoy the many coffee shops, restaurants and shops within walking distance too! Enjoy St. Augustine and experience its rich history and the culture of downtown. Schedule your showing today! Adjacent to Scenic & Historic Coastal A1A
Listing is courtesy of: REALTY EXECUTIVES OCEANSIDE (386-506-8008)
Listing Agent: Eric Finnicum (330-361-0665)
6595 COLLIER RD, ST AUGUSTINE, FL 32092
$1,895,000144 Days on yellowkey MLS ID: V4947602
Bed: 5 Bath: 9.0 Gar: 3 Liv Area Sq Ft: 5407 Built: 1970 Tax: $17,359 (2025)Community: Not In A SubdivisionSingle Family
Taxes:$17,359
Remarks: A Rare Waterfront Trifecta: Multi-Generational Living on Trout Creek Saint Augustine, FL - Discover an unparalleled waterfront estate at 6595 Collier Rd., a unique property offering three distinct living quarters on a sprawling almost 2.5-acre lot with direct access to the St. Johns River. This exceptional compound is a boater's paradise and a perfect solution for multi-generational families or those seeking significant rental income potential, all with the freedom of no HOA restrictions. Three Homes, One Unforgettable Property The estate is centered around a sprawling main residence of over 4,300 square feet. This primary home features four spacious bedrooms, and two-and-a-half baths, providing ample space for family and guests. Attached to the main house is a complete mother-in-law suite, thoughtfully designed for independence and comfort. This private apartment includes its own separate entrance, a living room, a full kitchen, two bedrooms, a full bathroom with laundry, and a dedicated one-car garage. Adding to the property's incredible value is a separate, standalone guest home. At approximately 1,000 square feet, this residence offers three bedrooms and two bathrooms and is metered separately, presenting a turnkey opportunity for a long-term rental or a private retreat for extended family. Resort-Style Outdoor Living The luxury experience extends to an incredible outdoor oasis designed for year-round enjoyment. A stunning heated pool serves as the centerpiece, surrounded by an expansive pool deck that seamlessly integrates with the main living areas. This deck is an entertainer's dream, featuring a cozy gas fireplace, a grill, and a convenient sink for effortless food preparation. With direct access from the master suite, the main living room, and the mother-in-law suite, the pool area is a central hub for relaxation and social gatherings. Just beyond the pool deck, a beautifully paved area awaits, offering another gas grill for larger cookouts and a hot tub for ultimate relaxation under the stars. The Ultimate Waterfront Lifestyle Nestled on the banks of the serene Trout Creek, the property offers a gateway to the majestic St. Johns River and the vibrant waterways of Northeast Florida. The estate is equipped with premier boating facilities, including a private dock with a robust 20,000-pound boat lift. Adjacent to the lift is a custom-built boathouse, fully outfitted with electricity, a mini-fridge, grill, sink, ice-maker, and a bar-creating the perfect hub for entertaining after a day on the water. A second dock provides a tranquil setting with a spacious deck, complete with plentiful seating and swings for enjoying the picturesque creek views. The property's location is a dream for any boating enthusiast, with two deep-water boat ramps offering bait and fuel located less than half a mile away. Furthermore, the area boasts several popular boat-up restaurants, allowing you to dock and dine at local favorites like Cap's on the Water and Aunt Kate's. This rare property on Collier Road is more than a home; it is a lifestyle. It offers a unique combination of spacious living, income potential, and unparalleled access to the water, all within the beautiful and historic landscape of Saint Augustine. Don't miss this opportunity to own a versatile waterfront legacy.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Heather Demuth (386-299-6914)
6373 JACK WRIGHT ISLAND RD, ST AUGUSTINE, FL 32092
$739,000117 Days on yellowkey MLS ID: FC317211
REDUCED by $11,000 (1.5%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1568 Built: 1966 Tax: $7,747 (2025)Community: Island ViewSingle Family
Taxes:$7,747
Remarks: Riverfront opportunity ready for new owners to create their perfect waterfront retreat! Bring your vision and builder to this incredible location in a sought-after riverfront community. Nestled along the St. Johns River, you’ll enjoy peaceful waterfront living while still being just a short drive to Jacksonville, all within desirable St. Johns County. Whether you’re looking to renovate, rebuild, or invest, the potential here is undeniable! Bring your Builder/Contractor and make your Riverfront Home in St. Augustine ------A reality today!
Listing Agent: Carol Sullivan (904-814-6915)
10 HAWAIIAN BLVD, ST AUGUSTINE, FL 32080
$829,990118 Days on yellowkey MLS ID: FC317253
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2488 Built: 2026 Tax: $1,604 (2025)Community: Hawaiian Isle EstatesSingle Family
Taxes:$1,604
Remarks: Under Construction. With an island address offering proximity to both the Atlantic Ocean and the Intracoastal Waterway, Hawaiian Isles Estates, an established beach community with no HOA. The beach is 4 blocks away. As one of the larger split plans, the Augusta boasts four bedrooms and a highly sought-after three-car garage. Offering plenty of space for everyone this home has an open kitchen with an island, large great room, breakfast nook, formal dining room, and a covered lanai. This home is loaded with upgrades with an added 3rd bath, sitting room on the owners suite and large extended lanai to enjoy the ocean breeze. Other features include a professionally landscaped lot with irrigation and a huge 3 car garage for all the toys. Come see this home before it's gone!
Listing is courtesy of: SEAGATE REAL ESTATE INC (386-206-5136)
Listing Agent: Tommie Krawiec (386-503-2199)
178 AVENIDA MENENDEZ, ST AUGUSTINE, FL 32084
$2,350,000247 Days on yellowkey MLS ID: FC314156
REDUCED by $140,000 (5.6%) on 05/19/2026
Bed: 6 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3999 Built: 1910 Tax: $19,284 (2024)Community: City/St AugustineSingle Family
Taxes:$19,284
Remarks: 178 Avenida Menendez – An Iconic Flagler-Era Residence with Panoramic Bayfront Views Exquisitely restored and meticulously maintained. The Bodley/Bennett residence is a rare Flagler-era treasure, originally built in 1910 and thoughtfully renovated between 2010 and 2012. Perched along the Matanzas River, this historic legal home commands sweeping, panoramic vistas of the St. Augustine Bayfront and the legendary Bridge of Lions, offering a lifestyle defined by elegance, heritage, and unmatched waterfront charm. Boasting 6 bedrooms and 5 full baths, this residence seamlessly blends historic character with modern comforts. Yellow pine flooring, 8” hardwood baseboards, original five-panel doors, and grand staircases evoke timeless craftsmanship while updated systems and finishes ensure contemporary luxury. The First-Floor Residence is an ideal suite for generational living or distinguished guests, featuring 2 bedrooms, 1 full bath, a spacious living room with a period gas fireplace, and a formal dining room. The chef-inspired kitchen includes a Jenn-Air gas range, stainless steel appliances, granite countertops, and espresso-finished cabinetry accented with period hardware—marrying modern convenience with classic detail. The Second-Floor Main Residence is Designed for refined living and entertaining. This level offers 2 bedrooms, 3 full baths, an inviting living room, formal dining, and a beautifully remodeled kitchen with gas range, updated cabinetry, and rich butcher block counters. Thoughtful layouts and elevated finishes create a sense of sophistication and comfort throughout. The Third-Floor Retreat is also the pinnacle of luxury living. This floor provides 2 bedrooms, 1 full bath, and a generous walk-out terrace framing some of the most breathtaking views of the Bayfront and Bridge of Lions—a private sanctuary perfect for morning coffee, sunset entertaining, or simply soaking in St. Augustine’s timeless beauty. A rare convergence of history, architecture, and premier waterfront location, this residence is not just a home—it is a statement. Perfect for collectors of historic properties, lovers of fine craftsmanship, and those who seek an elevated lifestyle in one of Florida’s most cherished cities. Experience St. Augustine living at its finest—where every detail tells a story, every view inspires, and every moment is extraordinary. Optional 1 year home warranty provided by Fidelity National Home Warranty.
Listing is courtesy of: KELLER WILLIAMS REALTY ATLANTIC PARTNERS (ST. AUG) (904-797-7442)
Listing Agent: Frank Perez-Andreu (904-501-9896)
98 BRUEN ST, ST AUGUSTINE, FL 32084
$345,000106 Days on yellowkey MLS ID: FC317550
REDUCED by $4,000 (1.1%) on 05/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1138 Built: 1924 Tax: $3,633 (2025)Community: RavenswoodSingle Family
Taxes:$3,633
Remarks: History transformed! This stunning home has undergone a complete remodel in 2026. Stripped to the frame and everything replaced. Architecturally designed this beauty is just minutes from historic downtown St. Augustine with all its shops, restaurants, galleries and historic charm. The front porch offers a cozy spot to have coffee or catch the evening breeze. Open the original front door and step inside to find yourself in the versatile, open great room. Living room, dining room, and kitchen flow seamlessly together to create the ultimate space for family gatherings and entertaining. The kitchen sparkles (literally) with quartz countertops, light cabinets and new stainless-steel appliances. Gleaming engineered wood floors reflect the warm sunlight for a soft glow throughout the house. Three generously sized bedrooms have the flexibility to make one into and office, craft room or playroom depending on your needs. The 2 full baths with tiled showers in light, modern shapes and colors giving each one a luxurious spa like feeling. Step outside the back door to your own private oasis with towering live oaks offering the perfect shady spot to read a book or gather with family and friends on a lazy afternoon. New fiber cement clapboard and a new metal roof make this house as low maintenance and it is beautiful. Come and see this charming home! This home can also be purchased with the adjoining lot.
Listing is courtesy of: REALTY EXCHANGE, LLC (386-446-0017)
Listing Agent: Susan Denvir Catullo (203-804-4255)
374 CONVEX LN, ST AUGUSTINE, FL 32095
$499,000110 Days on yellowkey MLS ID: FC317397
0 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1963 Built: 2020Monthly Fee: $5 Tax: $6,711 (2025)Community: Beacon Lake Ph 1Single Family
Taxes:$6,711
Remarks: Under contract-accepting backup offers. Welcome to 374 Convex Lane, in the highly desirable Beacon Lake community of St. Johns County. This beautifully maintained home features the extensive landscaping that enhances the property, including several stunning palm trees that were carefully imported and professionally installed to create a unique Florida coastal feel in both the front and back yards. Inside, the home features a thoughtful custom fireplace bump-out that creates a warm and inviting focal point in the living space. The layout flows comfortably for everyday living while offering a welcoming environment for entertaining family and friends. Living in Beacon Lake means enjoying one of the most amenity-rich communities in St. Johns County. Residents have access to the impressive Lake House amenity center featuring a resort-style pool, fitness center, tennis and pickleball courts, playgrounds, and community gathering spaces. The centerpiece of the neighborhood is the 43-acre Beacon Lake itself, where residents can kayak, paddleboard, relax along the sandy beach, or enjoy the scenic boardwalk and walking trails. Location is another major highlight. Beacon Lake offers convenient access to Interstate 95, making commuting to both St. Augustine and Jacksonville simple and efficient. Whether you're heading to historic downtown St. Augustine, the beaches, or the employment centers of Jacksonville, you’re ideally positioned to enjoy the best of Northeast Florida living. This is a wonderful opportunity to own a meticulously cared-for home in one of the area's most sought-after communities. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.
Listing is courtesy of: DJ & LINDSEY REAL ESTATE (386-387-5985)
Listing Agent: John Galluzzo (603-548-3122)
39 E PARK AVE, ST AUGUSTINE, FL 32084
$1,199,900100 Days on yellowkey MLS ID: FC317711
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2565 Built: 1945 Tax: $8,195 (2025)Community: Fullerwood Park SubSpa: YesSingle Family
Taxes:$8,195
Remarks: In the heart of Fullerwood, one of Uptown St. Augustine's most established and character-rich neighborhoods, you'll find an exceptional blend of charm and modern sophistication at 39 E Park Avenue. This top-to-bottom renovated pool home features 3 bedrooms, 4 full baths, and 1 half bath across more than 2,500 square feet of living space, perfectly situated less than two miles from Historic Downtown St. Augustine and just minutes from the beaches of Vilano. Raised in 2025 and removed from the flood plain, the home's architectural integrity and thoughtful renovation deliver the best of both worlds: classic charm and modern security. Originally built decades ago, the property underwent a major renovation in 2022 and was elevated and completed with an all-new main level build in 2026. Step inside the newly constructed first floor to an inviting living area with tiled floors throughout, complemented by sliding glass doors that open to the lanai and outdoor living space. Here, you'll find a brand-new gas-heated pool and spa, a cozy firepit with a seating area, and a fully equipped summer kitchen, ideal for entertaining or relaxing year-round. This level also features a beautiful ensuite bedroom and a half bath for guests. Upstairs, refinished oak hardwood floors set the tone for the home's open and sun-filled main living space. The renovated kitchen (2022) impresses with custom cabinetry, Café appliance package including a wine cooler and double oven, elegant wood countertops, and a tiled backsplash. The upper level also hosts two owner's suites, each offering beautifully updated en suite baths with designer tile showers and updated fixtures. From the upstairs bedroom, step onto the large balcony to enjoy protected views and a peek at the water. Every system in this home reflects careful attention to detail and quality, including an all-new electrical panel and wiring (2025), updated plumbing, new HVAC ductwork, and roof upgrades (main roof 2022, balcony and rear metal roof 2026). Outside, a covered sitting area with an outdoor shower adds yet another touch of convenience and coastal lifestyle appeal. Fullerwood's location is unbeatable; tree-lined streets, architectural variety, and water access make it one of St. Augustine's most desirable enclaves. A neighborhood kayak launch is just down the street, offering easy access to the Intracoastal, while the vibrant Downtown Historic District is less than a five-minute drive for dining, shopping, and cultural experiences. Whether you're looking for a primary residence, a vacation home, or an income-producing short-term rental (one-week minimum permitted), this property delivers rare flexibility, enduring value, and timeless charm in one of the most coveted areas of St. Augustine.
Listing is courtesy of: REALTY PROS ASSURED (386-677-7653)
Listing Agent: Bill Navarra (386-334-9991)
3730 LEWIS SPEEDWAY, ST AUGUSTINE, FL 32084
$895,000118 Days on yellowkey MLS ID: V4948126
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3068 Built: 1978 Tax: $6,493 (2025)Community: RavenwoodSingle Family
Taxes:$6,493
Remarks: Step into timeless design with this stunning mid-century modern custom home designed by renowned St. Augustine architect Howard Davis. Nestled on almost an acre, this 3,000 sq ft architectural gem features an open floor plan with vaulted ceilings, 2 spacious primary suites (one upstairs and one downstairs), 2 additional bedrooms, and a flex space room currently used as a bedroom--offering both flexibility and function. Extensively updated in 2024, this home blends classic style with modern peace of mind: new roof (Jan 2024), HVAC, water heater, water softener, updated electric panel, new culvert and concrete entry, fully renovated kitchen and living spaces, plus major tree trimming and removal of dead/dying trees--making this property truly move-in ready. Adding even more value and versatility, a self-sustaining Airstream is positioned on the front corner of the property--perfect as a guest suite, in-law quarters, or income-producing rental. Currently, both the main home and Airstream are successfully operating as vacation rentals, offering an incredible opportunity for immediate income or multi-generational living.This one-of-a-kind property combines iconic design, modern upgrades, and endless possibilities--all set on a rare, expansive lot.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Cynthia Parrish (706-993-0609)
43 SAILFISH LN, ST AUGUSTINE, FL 32080
$1,100,000 MLS ID: FC315502
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1490 Built: 1977Community: Surf Crest VillageSingle Family
Taxes:
Tax Year:
Remarks: Introducing 43 Sailfish Lane, a four-bedroom, two-bath established highly successful income producing vacation rental located in sought-after St. Augustine Beach. Situated on the east side of Old A1A in the "Golden Mile," homes in the coveted Surf Crest community are rarely available. This well-maintained two-story home has been thoughtfully improved by the owner and offers a strong blend of comfort, functionality, and coastal appeal. Outdoor living shines with an upper deck featuring new Trex decking and fresh exterior paint, while the lower level offers a pony wall–enclosed covered patio with newly applied Shark Coating floors, perfect for low-maintenance beach side living. Other notable improvements include; newer roof with gutters added (2023), new LVP flooring, and both bathrooms have been recently remodeled. From the property, enjoy effortless access to community amenities, just 75 steps to the community pool or approximately 500 steps to the private beach access with cabana. Whether you’re seeking a full-time residence, second home, or proven vacation rental investment, this property delivers location, lifestyle, and income potential in one of the area’s most desirable beach communities.
Listing is courtesy of: ONE SOTHEBYS INTERNATIONAL (386-276-9200)
Listing Agent: Nicholas Linser (904-814-6629)
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