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Homes for Sale with a Pool in St. Augustine, FL

Welcome to your dedicated resource for homes for sale with a pool in St. Augustine, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local St. Augustine, FL agent, Cindy Gavin Team specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in St. Augustine, FL

$1,799,000
4 Beds ⋅ 4 Baths ⋅ 2161608 MLS
INCREDIBLE TURNKEY VILANO BEACH STR WITH OCEAN VIEWS, PRIVATE HEATED POOL + SEPARATE CASITA! Already operating as an active Airbnb, this spacious 5BR/4.5BA property is ready for its next owner to step in and start operating from day one. Located just steps from Vilano Beach and minutes from Historic Downtown St. Augustine, the home offers beautiful ocean and Intracoastal views, multiple balconies, a private pool and plenty of space for guests to spread out. A separate casita with its own bedroom, full bath and kitchenette adds another level of flexibility for guests, extended family or additional rental income. The large lot, two-car garage, multiple living spaces and water views throughout make this an incredible setup for a top-tier St. Augustine vacation rental. Offered turnkey with projected potential to gross $200K+ annually.

211 Twenty-First Street, St. Augustine
$1,599,000
4 Beds ⋅ 3 Baths ⋅ 2161487 MLS
Experience exceptional Florida living in the highly sought-after Villas section of Marsh Creek. This beautifully updated concrete block pool home offers stunning marsh views and a thoughtfully designed open floor plan that is perfect for entertaining. The spacious living areas flow seamlessly into the dining and kitchen spaces, creating an inviting setting for gatherings with family and friends. Completely updated with high-end fixtures, quality finishes, and meticulous attention to detail, this home is truly move-in ready. Step outside to your private pool and spa, complemented by a beautifully appointed summer kitchen that creates an ideal setting for al fresco dining, entertaining, and enjoying the Florida lifestyle. Every detail has been carefully considered to create a home that is both stylish and comfortable. No detail has been forgotten in this exceptional Marsh Creek property. A truly special home designed for refined Florida living here.

401 Fiddlers Point Drive, St. Augustine
$529,000
3 Beds ⋅ 2 Baths ⋅ 2161112 MLS
Beautifully updated pool home on nearly half an acre in Turtle Crossing! This 3-bedroom, 2-bath, 2,061-square-foot home has been lovingly maintained and offers an impressive combination of space, updates, and custom finishes. Enjoy a screened-in pool, large fenced backyard, pergola, spacious sunroom, and great curb appeal. Inside, custom wainscoting and shiplap add character to the bedrooms, while a custom-built entertainment center creates a beautiful focal point in the living room. Major updates include a 2021 roof, late-2022 AC, and 2025 water heater, offering peace of mind for years to come. The epoxy-coated garage floor adds another thoughtful touch, and the super-low HOA is an added bonus. With so much to offer both inside and out, this Turtle Crossing home is one you won't want to miss! Schedule your showing today!!

711 Viscaya Boulevard, 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
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 2160686 MLS
An exquisite coastal retreat located east of A1A in the heart of St. Augustine. Perfectly positioned just steps from the beach, this completely remodeled home offers breathtaking ocean views and an effortless blend of sophistication and comfort. From the moment you step inside, a spacious entryway welcomes you into a thoughtfully designed open floor plan adorned with tile floors throughout. The gourmet kitchen is a chef's dream, featuring white cabinetry, quartz countertops, a large island, a gas stove with a pot filler, two sinks, a wine fridge, and ample space for entertaining. The fireplace adds warmth and ambiance, creating an inviting atmosphere for gatherings, while the expansive balcony offers scenic ocean views, soothing sounds of the ocean and enjoy the coastal breeze. This stunning residence boasts four bedrooms, with two downstairs and two upstairs, offering privacy and flexibility. One of the downstairs bedrooms is a private suite, complete with an en-suite bathroom, a kitchenette, and French doors leading to the back patio, making it ideal for guests or multi-generational living. The primary suite upstairs is a true sanctuary, featuring a separate home office space and ample closet storage. Designed for both relaxation and recreation, the backyard is an entertainer's paradise. Take a dip in the sparkling heated, saltwater pool with a hot tub and sun deck, perfect your short game on the private putting green, or simply unwind in this serene coastal oasis. The two-car garage provides convenience, while short-term rental approval offers an incredible investment opportunity. Pool (2023), Roof (2023), HVAC (2020) Flood Zone X.

5497 Pelican Way, St. Augustine
$1,899,000
6 Beds ⋅ 5 Baths ⋅ 2160669 MLS
Discover the timeless appeal of coastal living at 207 Marshside Drive, tucked behind the private gates of Marsh Creek Country Club on Anastasia Island. Set along the marsh with tranquil views and beautifully landscaped grounds, this spacious estate offers a wonderful combination of privacy, comfort, and coastal charm. A circular driveway and mature landscaping create an inviting first impression. Inside, a welcoming entry opens to bright, expansive living spaces filled with natural light. High ceilings, large windows, and thoughtful architectural details create an open and airy atmosphere, while the fireplace adds warmth and character to the main living room. Designed for both everyday living and entertaining, the home features generous gathering spaces, a formal dining area, and a well-appointed kitchen with a large island and ample workspace. The open flow between the kitchen and adjoining living areas makes it easy to stay connected while entertaining or enjoying time with family. The spacious primary suite is conveniently located on the main level and offers a peaceful retreat with serene views and a beautifully appointed bath. A second en-suite bedroom on the first floor provides a comfortable and private space for guests. Upstairs, additional rooms offer flexibility for bedrooms, a home office, reading room, hobby space, or other lifestyle needs. Outdoor living takes center stage with the renovated screened-in pool and spa, surrounded by lush landscaping and stone accents. Multiple seating areas provide plenty of space for relaxing, dining, and entertaining while enjoying the peaceful marsh setting. Whether starting the morning with coffee outdoors or ending the day with a swim, this private retreat makes the most of Florida's coastal lifestyle. Thoughtfully maintained and updated, 207 Marshside Drive offers a rare blend of spacious interiors, peaceful natural surroundings, and desirable coastal living. Located on Anastasia Island, the home is just minutes from beaches, local restaurants, and the historic charm of downtown St. Augustine. A distinctive residence in a coveted gated community, this exceptional property invites you to enjoy the beauty, privacy, and relaxed elegance of coastal Florida living.

207 Marshside Drive, St. Augustine
$975,499
4 Beds ⋅ 4 Baths ⋅ 2160530 MLS
Welcome to Palencia living at its finest! This beautifully appointed 5-bedroom, 4-bathroom home with a screened tropical pool offers an exceptional combination of space, luxury, privacy, and outdoor living in one of St. Johns County's most sought-after golf course communities, all served by top-rated A-rated schools. From the paver driveway and welcoming front porch to the decorative glass front door with sidelights, this home makes an impressive first impression. Inside, abundant natural light fills the thoughtfully designed floor plan, showcasing elegant crown molding, tray ceilings, decorative chair rail, recessed lighting, and designer fixtures throughout. Just off the foyer, French doors open to a private study--perfect for a home office, library, or quiet retreat. The heart of the home is the spacious great room with soaring vaulted ceilings and French doors that seamlessly connect the indoor living space to the screened lanai and tropical pool, creating the ideal setting for entertaining or simply enjoying Florida's indoor-outdoor lifestyle. The adjoining kitchen was designed with both entertaining and everyday living in mind, featuring granite countertops, a decorative tile backsplash, stainless steel appliances, a gas range, center island with additional drawer storage, breakfast bar, and a sunny breakfast nook. A separate dining room overlooking the pool provides an elegant setting for family dinners and entertaining guests. The thoughtfully designed split-bedroom floor plan offers incredible flexibility. The luxurious primary suite features hardwood flooring, a double tray ceiling, and a beautifully remodeled spa-inspired bath complete with dual custom vanities, separate mirrors, a seamless glass walk-in shower, and decorative pebble stone accents. One of the home's standout features is that three of the five bedrooms enjoy direct access to their own private bathroom, creating ideal accommodations for guests or multi-generational living. The oversized fifth bedroom is truly a bonus space. Complete with its own full bathroom, walk-in closet, and generous dimensions, it can easily serve as a private guest suite, media room, game room, home gym, second family room, or an incredible flex space tailored to your lifestyle. The possibilities are nearly endless. Outdoor living truly shines. The screened tropical pool is surrounded by an expansive paver deck, providing a private oasis for swimming, relaxing, or entertaining throughout the year. The tree-lined backyard creates a peaceful natural backdrop while adding privacy to this exceptional outdoor living space. Additional upgrades include: Newer roof Newer AC Instant gas water heater California Closets throughout Plantation shutters Three-car garage Dedicated laundry room with utility sink and custom cabinetry Numerous high-end finishes and thoughtful upgrades throughout Beyond the home itself is the unmatched Palencia lifestyle. Residents enjoy beautiful tree-lined streets, exceptional community amenities, championship golf, tennis, fitness facilities, swimming pools, parks, walking trails, and convenient access to historic downtown St. Augustine, pristine beaches, shopping, dining, and Jacksonville. Beautifully maintained and thoughtfully upgraded, this exceptional home offers a screened tropical pool, flexible living spaces, three private bedroom suites, and the unmatched lifestyle that has made Palencia one of Northeast Florida's premier communities.

755 Cypress Crossing Trail, St. Augustine
$580,000
5 Beds ⋅ 3 Baths ⋅ 2160478 MLS
Welcome to 2447 Woodstork Ct, a beautifully maintained pool home in sought-after Heritage Landing! Pride of ownership shines throughout this move-in-ready property, offering flexible living perfect for multigenerational families. Highlights include a newer roof, AC, and water heater, plus tastefully updated kitchen and bathrooms. Step outside to your private backyard oasis, where a sparkling pool, pavered patio, privacy fence, and lush landscaping create the ideal setting for entertaining. Heritage Landing provides an incredible lifestyle with top-tier amenities. Join neighbors for pickleball, cheer on the community swim team, or enjoy neighborhood soccer and flag football! Zoned for top-performing, A-rated St. Johns County schools, this turnkey home effortlessly blends practical space, community charm, and modern comfort. Schedule your private showing today! Qualified buyers could receive up to $5000 in closing cost credits* provided by LeaderOne Financial Corp.

2447 Woodstork Court, St. Augustine
$1,054,000
5 Beds ⋅ 5 Baths ⋅ 2160062 MLS
Craftsman-style cul-de-sac home in Trailmark Estates featuring 5 bedrooms, 5 full baths, a heated saltwater pool, 3-car garage, and over 3,600 sq ft. Soaring 20-ft ceilings and an open-concept layout create a bright, inviting space. The spacious kitchen and dining area overlook the living room and pool. The first-floor owner's suite features pool views and an ensuite with dual vanities, a separate shower, soaking tub, and large closet. Two additional bedrooms, two full baths, and laundry complete the main level. Upstairs includes a spacious loft, two bedrooms, and two private full baths. Trailmark amenities include nature trails, kayak launch, pool, fitness center, tennis, pickleball, and basketball. Convenient to schools, shopping, dining, World Golf Village, historic St. Augustine, and nearby beaches.

75 Crossfield Place, St. Augustine
$595,000
4 Beds ⋅ 2 Baths ⋅ 2159976 MLS
Pool, privacy, a 3-car garage, and resort-style Beacon Lake living--this Dream Finders Fleming II has it all! Perfectly positioned on a desirable corner lot, this beautifully upgraded home offers 4 bedrooms, 2 baths, plus a versatile flex room/office and an open-concept floor plan designed for both everyday living and entertaining. At the heart of the home, the spacious kitchen flows seamlessly into the dining and living areas, creating an inviting space to gather with family and friends. A built-in coffee bar adds extra function and charm, while the electric fireplace creates a warm focal point in the main living area. The private owner's suite provides a relaxing retreat, complete with custom built-ins in the walk-in closet for exceptional organization and storage. Step outside and discover your own Florida backyard oasis. The covered lanai features a motorized screen, allowing you to easily transition between indoor and outdoor living. Beyond the lanai, a sparkling saltwater in-ground pool is surrounded by a beautiful paver deck with plenty of room for lounging, entertaining, and enjoying sunny Florida days. A privacy fence completes the backyard retreat. Car enthusiasts, hobbyists, and anyone needing extra storage will appreciate the impressive 3-car garage, including an extended bay that provides additional flexibility for larger vehicles, recreational equipment, a workshop area, or storage. Thoughtful upgrades continue throughout the home, including an upgraded HVAC system, energy-efficient tankless water heater, wooden closet/pantry shelving and freshly painted exterior (2026). And then there's the lifestyle! Beacon Lake is known for its exceptional resort-style amenities centered around a 43-acre paddle-friendly lake and Lake House Amenity Center. Residents enjoy a sandy beach, pools, splash park, fitness center, tennis and pickleball courts, playgrounds, dog park, sports fields, walking and biking trails, and spaces for kayaking and paddleboarding--all without leaving the neighborhood. With its private saltwater pool, corner lot, flexible living space, oversized garage, thoughtful upgrades, and access to one of St. Johns County's most desirable amenity-rich communities, this home offers the perfect combination of comfort, convenience, and Florida lifestyle. Seller's preferred lender to offer 1% of the loan amount toward the buyer's closing costs, prepaid expenses, or rate buydown. Financing offered by Bayway Mortgage Group, Edward Carlton. Conditions apply.

24 Constance Lane, St. Augustine
$879,900
4 Beds ⋅ 4 Baths ⋅ 2159964 MLS
Why build when you can move right into your dream home? This beautifully appointed Dream Finders popular Montauk one story floor plan has the perfect layout with the combination of style, function and resort style outdoor living. This home is an entertainers dream. The kitchen has a massive island and extra cabinets and counter space. There is a lot of storage from the walk in pantry, extended laundry room and next to the butler's pantry is a large closet that could turn into your future wine cellar. The spacious master bedroom suite features an attached area big enough to be an office, work out space or yoga den. The master bath has his and her closets, large soaking tub and separate shower. There are 3 more good sized bedrooms and 3.5 total bathrooms. The private backyard retreat is incredible to entertain, drink your morning coffee or just float in the pool. Not only is the pool heated but it can be cooled as well for year round relaxing while enjoying the water views.Don't miss i

148 Totten Way, St. Augustine
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 2159754 MLS
Welcome to 348 Fiddlers Point Drive, a beautifully maintained home nestled in the sought-after Villas section of Marsh Creek. This concrete block residence offers a wonderful blend of comfort, privacy, and effortless Florida living, with stunning views of the private pool, tranquil lake, and surrounding nature preserve. The spacious living room features a gas fireplace and built-in cabinetry, while the updated kitchen boasts beautiful quartz countertops and a breakfast nook overlooking the pool and lake. The flooring throughout the home is brand new, providing a fresh, modern feel. The primary suite offers direct access to the screened lanai and pool area, creating the perfect setting for relaxed indoor-outdoor living. As the only golf course community on Anastasia Island, Marsh Creek offers a truly unique coastal lifestyle. The Marsh Creek Country Club provides a variety of membership options to choose from, while membership remains completely optional. Don't miss this opportunity!

348 Fiddlers Point Drive, St. Augustine
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