St. Augustine Homes with a Pool for Sale | St. Augustine Real Estate

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!

5398 Soundview Avenue, St. Augustine

$745,000

5 Beds ⋅ 3 Baths ⋅ 2135870 MLS

Don't miss the 3D virtual tour--this exceptional home truly has it all! Welcome to this stunning 5-bedroom, 3-bath pool home offering over 2,600 sq. ft. of beautifully upgraded living space, perfectly situated on a premium cul-de-sac preserve lot in one of North Florida's most sought-after golf communities--Palencia .Step inside to an open, move-in ready floor plan featuring custom tile flooring throughout, designer lighting, and elegant architectural touches. The spacious kitchen is a true centerpiece, showcasing granite countertops, white 42-inch cabinetry, subway tile backsplash, a center island, walk-in pantry, and stainless steel appliances including a gas range and double oven. The expansive family room and extended dining area are ideal for entertaining, highlighted by wood beam accents and a custom barn door leading to generously sized guest bedrooms and bath.The main-level primary suite offers a private retreat with a garden tub, separate shower, and a large walk-in closet. Enjoy Florida living at its best on the screened, pavered patio overlooking your private enclosed pool--perfect for relaxing or hosting gatherings year-round. Upstairs, a versatile bedroom suite provides an ideal space for guests, a bonus room, or secondary entertainment area. Additional features include a large laundry room and a spacious two-car garage. St. John's County school system is rated the highest in the state of Florida and has been consistently in the top three over the last decade. About The Neighborhood; Palencia has a full range of world-class amenities. Palencia's recreational amenities include golf(additional membership), tennis & Pickleball, three swimming pools, a fitness center, athletic fields, parks as well as a 30-acre park system interconnected by a series of boardwalks and fitness trails. Families enjoy being a part this multi-faceted, unique natural environment. About the Golf Course: (courtesy of the Palencia club)(a 18 hole Arthur Hills-designed championship golf course. Shaped by the natural beauty of the land, this 7,071 yard masterpiece winds through centuries-old maritime oak trees and along the Intracoastal Waterway and the Tolomato River.(The golf course practice facilities are heralded by one and all for the spacious 10,000 square feet of putting surfaces, 400 yard double-sided driving range along with a short-game area to fine tune the chipping and bunker play.(Established in 2002, the golf course had earned the honor of being an Audubon Sanctuary honoring the beauty of nature, pristine views of magnificent marsh and river views as well as blending gracefully into the Palencia "best of class" community

100 Onda Lane, St. Augustine

$548,000

4 Beds ⋅ 3 Baths ⋅ 2135016 MLS

Andalusia pool home with pond and preserve views has it all and offers many options for flexible living needs. Move right in because all of the upgrades have already been done for you. A large screened in heated saltwater pool and a covered lanai flow seamlessly from your open concept great room/dining and kitchen for the best in indoor to outdoor living. This 4 bdr, 2.5 ba with primary on the main also has an upstairs extra spacious bonus area for secondary living. Enjoy newly updated kitchen cabinetry, quartz counters & backsplash, appliances, light fixtures and window coverings throughout. The primary has a large owners bath with a separate tub and shower and an oversized walk in closet. The pool area is fabulous with a covered lanai and a fully fenced yard, lush landscaping & paver areas and irrigation which round out the well thought out details. Perfect for family life, the community has a pool, clubhouse, exercise facility, 3 playgrounds and a fairy garden along with being adjacent to Treaty Park and all of the recreational activities offered there. The new super Publix is just around the corner and I-95 is a short distance down 207 for easy commuter access. This home is ready for you to move right in.

115 Sierras Loop, St. Augustine

$5,500,000

4 Beds ⋅ 6 Baths ⋅ 2135002 MLS

Step through plated double glass doors into a grand foyer with dramatic Italian tile flooring, a crystal chandelier, and a sculptural staircase complemented by an elevator. The first level includes a private secondary primary suite with marble-accented bath and direct proximity to the fully equipped party kitchen--ideal for guests or multi-generational living. A professional-grade home gym with exterior access sits beside a flexible wellness room, offering the perfect opportunity for an infrared sauna. The second floor hosts a chef's kitchen with beautifully restored Ash wood floors, quartz countertops, DuraSupreme cabinetry, Sub-Zero refrigeration, a Wolf 6-burner gas range, and a Galley Chef Series workstation. A cozy sitting area and adjacent decks frame stunning sunrise and sunset views over the Intracoastal Waterway. Also on the second floor is an elegant living and dining spaces which features Ash hardwood floors, a custom gas fireplace, designer lighting, and expansive glass doors leading to a tiled outdoor terrace. A central office with exceptional water views offers deck access and convenient proximity to the main living areas. The third-floor hosts three beautifully appointed suites. The primary suite includes custom California Closets, a private balcony, and a spa-inspired walk-in bath with Italian tile, granite surfaces, Restoration Hardware finishes, and an Asian soaking tub. Two additional guest suites each offer private baths and French door access to the east-facing deck. A sitting area leading to the sunset terrace completes this serene upper level. Outdoors, a spectacular 1,019 sq. ft. saltwater pool and spa overlooking the Intracoastal, enhanced by fire bowls, in-pool seating, and dramatic water features. The summer kitchen--complete with grill, refrigerator, ice maker, fryer, and Big Green Egg--creates the perfect setting for unforgettable gatherings, with a full pool bath just steps away. This exquisite home provides intercoastal frontage to the East and marsh and Robinson Creek frontage to the north, northwest. Quality construction and thoughtful upgrades include concrete block through the second floor, Sonos sound system inside and out, Baldwin Brass hardware, five newer A/C units, three water heaters, irrigation well and sprinklers, city sewer connection, and a full fire and sprinkler system. This home blends exceptional craftsmanship, luxurious amenities, and breathtaking waterfront views into a truly extraordinary coastal retreat!

3418 Lands End Drive, St. Augustine

$649,900

4 Beds ⋅ 3 Baths ⋅ 2134794 MLS

Wake up to the beauty of true Florida waterfront living in this stunning deep-water retreat complete with a private boat slip and resort-style backyard. Beautifully updated and designed for both relaxation and entertaining, this coastal home features a bright open layout filled with natural light and a beautifully renovated kitchen with crisp white cabinetry, quartz countertops, stainless appliances, and a large island perfect for gathering. Expansive windows frame peaceful backyard and water views while seamlessly connecting indoor and outdoor living spaces. Step outside to your private oasis featuring a sparkling pool, spacious covered patio, and lush fenced yard surrounded by mature palms. An upstairs balcony offers the perfect place to unwind and take in serene waterfront views. With deep-water access and exceptional outdoor living, this property captures the very best of the Florida boating lifestyle.

8160 Wendover Road, St. Augustine

$2,900,000

5 Beds ⋅ 6 Baths ⋅ 2130505 MLS

Custom built in 2019 by the current owner, this exceptional two-story riverfront estate offers refined luxury along the St. Johns River, perfectly designed for multi-generational living.Thoughtfully crafted with high-end finishes throughout including an elevator. The main residence features a stunning second-floor primary retreat complete with a private library, spa-inspired bath, two oversized walk-in closets and covered outdoor terrace. The chef's kitchen showcases top-of-the-line appliances, a generous island with breakfast bar, and a dining area that flows seamlessly into the expansive great room ideal for entertaining. Smart home technology enhances every room, allowing you to enjoy your favorite music indoors and out. An elevator in the grand foyer provides access to the second floor. First floor includes a secondary bedroom suite currently serving as a gym. Energy efficient with 78 solar panels providing unbelievable LOW summer & winter utility bills.A full house generator. A covered breezeway leads from main house to guest quarters which includes 3 suites up, a first floor office & garage access to 2 car garage. Phenomenal outdoor spaces include a beautiful pool (childproof fencing), dock with covered boat and jet ski lifts. An outdoor fire pit is the perfect place for evening sunsets. The entire property is fenced with an entrance gate. Garages include a 2 car attached to breezeway and a 3rd car attached to main home. Each garage features 2 remote controlled storage racks. This home exudes family style living. You will feel like you are on a vacation every day.

5713 Crosswinds Circle, St. Augustine

$1,450,000

5 Beds ⋅ 4 Baths ⋅ 2130105 MLS

UPDATE...Seller is offering an Interest Rate Buy Down. From the moment you step inside, the openness of this home stands out. A wide, uninterrupted layout connects the dining area, kitchen, and main living space, all overlooking the pool and preserve--creating a bright, functional flow that's ideal for both everyday living and entertaining. The main level is thoughtfully designed with the primary suite offering direct access to the patio and pool, providing a private retreat with easy indoor-outdoor living. A dedicated office with doors for privacy, a butler's pantry, and a spacious three-car garage add to the home's functionality. Upstairs, you'll find a large loft-style landing, an expansive family room, a fitness space, and three additional bedrooms. Private balconies extend the living space outdoors, while hardwood flooring throughout adds a clean, cohesive finish. The Spanish Mediterranean design complements the coastal setting and overall feel of the home. Located within the highly sought-after Palencia community, residents enjoy access to a wide range of amenities, including an Arthur Hills championship golf course, tennis and pickleball courts, a junior Olympic pool, fitness center, and clubhouse. A scenic boardwalk leads through preserved wetlands to the Tolomato River, offering a unique connection to the natural surroundings. Palencia Elementary is conveniently located in the community, and Allen D. Nease High School is consistently ranked among the top public schools in the area. This home offers a rare combination of space, layout, and community amenities in one of Northeast Florida's most desirable neighborhoods.

145 Spanish Marsh Drive, St. Augustine

$549,999

4 Beds ⋅ 3 Baths ⋅ 2128604 MLS

Impeccably clean, bright, & beautifully open, this newer POOL home offers spacious, elevated Florida living. Situated on a fully privacy-FENCED CORNER LOT, it delivers openness & privacy both inside & out. Inside, large rooms & HIGH CEILINGS create an airy expansive feel. The open layout is anchored by the kitchen with quartz countertops & a large QUARTZ island flowing seamlessly into the living & dining areas. Triple cascading sliding doors extend the living space to a SCREENED PATIO with TV hookup, overlooking the pavered POOL area & stone FIRE PIT—perfect for year-round enjoyment. The THREE-CAR GARAGE provides even more room for vehicles, storage, or hobbies. A SPLIT FLOOR PLAN includes four spacious bedrooms & three bathrooms, with a primary suite featuring double vanities, a tray ceiling, & multiple closets, including a WALK-IN. Convenient to beaches, I-95, & historic downtown, yet removed from congestion, this home delivers space & outdoor living that define elevated FL living.

23 Gypsum Place, St. Augustine

$800,000

3 Beds ⋅ 2 Baths ⋅ 2120784 MLS

Located in one of Vilano Beach's most sought-after pockets, this updated coastal retreat offers a strong blend of comfort, design, and income potential. The home has been thoughtfully improved with a new HVAC compressor and return unit, new sump pump, Hardie board siding, paver driveway and walkways, updated landscaping, outdoor shower, electric pool heater, new pool pump and filter, new front door, outdoor lighting, and refreshed kitchen appliances. Inside, the en suite bath has been tastefully updated, and the home comes fully furnished. A private pool, plantation shutters, and a generous lot elevate the experience. Currently an active short-term rental with consistent annual returns for the past four years, while also serving as a personal getaway for the owners. Less than three miles to Historic Downtown St. Augustine and walking distance to the beach.

409 Seventeenth Street, St. Augustine

$1,900,000

4 Beds ⋅ 5 Baths ⋅ 2118899 MLS

Nestled in the serene waterside enclave of Bonita Bay, 9 Bonita Bay Drive is a stunning Spanish-style retreat just steps from the heartbeat of historic St. Augustine. This elegant 4-bedroom, 4.5-bath home offers enormous refined living space across three levels, expertly crafted in 2020 with Old-World charm and modern luxury. Living areas are flooded with natural light, and include high-end finishes, built-ins, a gas kitchen range, and a charming eat-in kitchen with an island. An elevator provides seamless access across three stories. The home's four bedrooms each include their own en-suite bath, offering privacy and comfort for guests or family. The primary suite enjoys its own wing. The two balconies deliver extraordinary panoramic views. Sit with your morning coffee on the east-facing balcony as the sun rises, and in the evening, unwind with views of the Bridge of Lions and downtown on the north-facing balcony. Outside, a private, fenced backyard provides peace and seclusion, anchored by a sparkling in-ground pool perfect for sun-drenched Outside, a private, fenced backyard provides peace and seclusion, anchored by a sparkling in-ground pool flanked by lush palms perfect for sun-drenched lounging or evening soirees. A private boat dock gives you direct access to the Matanzas River / intracoastal waterway, allowing for boating, fishing, or leisurely paddling, and ultimately navigation out to the ocean perfect for the water-lover's lifestyle. Despite its tranquil setting, this home is walking distance to downtown St. Augustine. You can easily stroll into the historic district, taking in its quaint streets, shops, restaurants, and cultural landmarks. From your balcony, you can even catch glimpses of the downtown skyline and the iconic Bridge of Lions, lending a postcard-like view and a front-row seat for fireworks on special occasions.

9 Bonita Bay Drive, St. Augustine

$1,899,000

5 Beds ⋅ 4 Baths ⋅ 2118121 MLS

Back on market due to NO fault of sellers-second chances don't come often!! Introducing a modern expression of estate living within Equestrian Way at Whitelock Farms-effortlessly refined across 5.73 private, gated acres. Commanding nearly 4,000 square feet of refined interior living space, complemented by serene outdoor spaces, additional private in-law living, and charming barn and chicken coop, this remarkable residence offers a true sanctuary for the most discerning buyer. Past the gated entrance and manicured lawn, the stately exterior design welcomes you to the immaculately maintained residence. Inside, grand vaulted ceilings, open living spaces, and elegant finishes provide an atmosphere of effortless luxury. Downstairs features a grand foyer entry, the primary suite and accompanying en-suite, complete with custom closets. Downstairs also features a formal dining space, gourmet kitchen, and primary living space with sweeping views of the pool and pastures The kitchen and living room serve as the heart of the home, with ample natural light, perfect for both intimate gatherings and elevated hosting. Estate living and entertaining are all the more so enjoyed outside, poolside under the covered lanai with ample seating, fireplace, and outdoor kitchen. The views are nothing short of picturesque-pool and spa, pasture, barn, and equine or animal companions (should you desire) perfectly framed by the lush tree-lined backdrop. With five bedrooms and three-and-a-half baths in the primary residence alone, the home offers expansive accommodations. Upstairs you will find four ample sized bedrooms, two full baths, all conveniently arranged in a split layout, connected by a catwalk. All rooms offer sweeping pasture and lawn views. The detached in-law suite complete with a full bath, closet and its own garage space, is the perfect space for multi-generational living, office, gym, or whatever you envision. With 5.73 usable acres, the acreage offers endless possibilities, whether for additional pastures, expanded equestrian facilities, or future enhancements tailored to your vision. With plenty of acreage left untouched for privacy, there is ample room to accommodate future additions-whether that be a sports court, car storage, additional pasture space, and the like. The charming barn features three 12x12 stalls with runouts, a dedicated tack room, and easy access to the surrounding pastures. Along the right perimeter of the property, there is a second gated entry point for easy access to the barn and rear of the property for hay or supply deliveries. Residents of Whitelock Farms enjoy access to community equestrian amenities, including maintained bridle trails, multiple riding arenas, and shared training spaces offering an immersive equestrian lifestyle surrounded by both nature and community. There are dressage, hunter/jumper arenas (fenced options with footing and jumps in large grass fields), round pen for exercise lunging, and a space to pattern barrels. Footing is regularly dragged, and trails are maintained. There is a designated path with the option to trailer to the many multi-discipline arenas. Additional details include all fencing has been freshly painted black (Nov. 2025), new roof will be installed on both the main home and detached in-law suite (or credit offered), new septic installed 2024, newer AC units (2-3 years), pool pump (4 years), hot water heater (2025), barn (2022), outdoor kitchen (2024), and porch gas fireplace (2023). The residence is immaculately maintained. A residence of this caliber is a rare offering. Experience all this property has to offer for yourself with a private showing.

139 Foxcraft Street, St. Augustine

$1,199,777

5 Beds ⋅ 5 Baths ⋅ 2115547 MLS

$10,000 towards rate buy down or closing costs!! John's Island amenities center now open. Welcome to this exceptional custom-built home. Built in 2024 located in the highly sought-after Courtney Oaks at Johns Island, Silverleaf. Offering 5 bedrooms, 3 full baths, and 2 half baths across 3,458 square feet, this elegant home sits on a half-acre homesite within a private gated community. Designed with luxury and functionality in mind, this home features an open floor plan concept with vaulted ceilings in the living room, coffered ceilings in the dining room, and laminate plank flooring throughout & 18x18 ceramic tile in the baths and laundry room. A flex space with glass French doors greets you upon entry--ideal for a home office or den. Living Room offers a 74'' Horizontal fireplace, custom built-ins, in ceiling surround sound and multi-slide patio doors allowing for a fabulous view of the sparkling pool. Floor outlets are conveniently placed in the living room, den, and office for flexible furniture layouts. The gourmet kitchen boasts Samsung stainless steel appliances, Built-in wall oven & microwave, a farmhouse sink, quartz countertops & extended island that seats 6, 42-inch upgraded cabinetry, under-cabinet lighting, walk-in pantry and a reverse osmosis system. The primary suite offers tray ceilings, a sitting area, walk-in closet, and a spa-inspired bath with a free-standing tub and frameless double-entry shower. Bay windows enhance both the primary and fourth bedrooms with the 4th bedroom including seating with storage. Additional highlights include a Generac whole-home generator, central vacuum, built-in sound system, irrigation, and water softener. Enjoy year-round outdoor living in the custom screened saltwater heated pool and spa, featuring a paver pool deck and dedicated pool half bath. A paver driveway and three-car garage with epoxy resin flooring provide ample parking and storage. Silverleaf offers resort style amenities including community pools with splash pad, pickleball, tennis courts, fitness center, dog park, clubhouses, walking trails, and family-friendly community in a prime St. Augustine location. Just minutes to shopping, dining, and top-rated schools.

295 Pine Grove Point, St. Augustine