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St. Augustine Homes with a Pool for Sale

4 Beds ⋅ 4 Baths ⋅ 2159612 MLS

Just one house off the sand, this professionally designed beach house on Broward Street is a masterclass in relaxed coastal luxury. Newly built in 2024 and fully move-in ready, this 5-bedroom, 4-bathroom home spans over 2,700 square feet across three levels, offering a thoughtful blend of livability, style, and craftsmanship. An elevator connects all three floors, making everyday living and guest access both seamless and convenient—whether you're hauling beach gear or hosting friends and family. The main living area is perched on the third floor, where an open-concept kitchen, dining, and living space flows effortlessly onto a spacious deck—perfect for catching the ocean breeze and enjoying the coastal lifestyle. The kitchen features honed Taj Mahal countertops, custom white oak tongue-and-groove paneling on the island, and panel-ready Fisher & Paykel and Bosch appliances, anchored by a Thor range.

6435 Broward Street, St. Augustine

4 Beds ⋅ 4 Baths ⋅ 2159611 MLS

A rare opportunity to own a property filled with character, versatility and a fascinating connection to St. Augustine history. Situated beneath a canopy of majestic oak trees on nearly two private, fully fenced acres, this unique estate was once part of the historic Wolfe Ranch, owned by the family of prominent businessman, rancher and former St. Augustine mayor Herbert E. Wolfe. According to descendants of the Wolfe family, Presidents Dwight D. Eisenhower and John F. Kennedy stayed at the property during its years as a private lodge and summer retreat. The screened swimming pool is believed to be the original lodge pool, where generations of guests gathered and spent their summers. The pool was resurfaced and retiled in 2020, along with the installation of a new screen enclosure. The estate features two separate residences offering a combined 2,790 square feet, four bedrooms and three and a half bathrooms. The main home includes a 2023 addition featuring a spacious great room, walk-in pantry, guest room with attic access and a half bathroom with an exterior door for convenient pool access. Additional improvements include a new metal roof in 2023, new AC system in 2024, new appliances in 2021, new countertops in 2022, and updated valves and water lines for the sinks and toilets in 2024. Built in 2022, the detached 800-square-foot guest house offers one bedroom, one bathroom and separate utilities for added privacy and flexibility. It is ideal for extended family, guests, multigenerational living, a private office or potential rental income. The expansive grounds provide plenty of room for entertaining, gardening, recreation or simply enjoying the peaceful surroundings. A barn constructed in 2021 includes six custom cinder block dog kennels, an outdoor sink and a convenient wash-down hose. A durable metal roof was added to the barn in 2023. An extended driveway and additional parking provide ample space for residents, guests, recreational vehicles or equipment. With no HOA or CDD, this secluded estate offers remarkable freedom and flexibility while remaining convenient to World Golf Village, historic St. Augustine, shopping, dining and major roadways. Two homes, a storied pool, a well-equipped barn, six dog kennels and nearly two acres come together to create a truly one-of-a-kind St. Augustine property.

4575 Wolfe Road, St. Augustine

4 Beds ⋅ 4 Baths ⋅ 2159488 MLS

Just a few homes from Magnolia Avenue, one of North America's most photographed streets, sits a property that perfectly captures the charm and lifestyle of St. Augustine. Built in 2022, this thoughtfully designed four-bedroom, 3.5-bath pool home blends modern construction with one of the city's most iconic and walkable neighborhoods. Offered fully furnished and turn-key, this is a rare opportunity to step into a home that's ready to be enjoyed from day one. Opportunities to own newer construction in this historic setting are few and far between, making 34 E. San Carlos an exceptionally rare offering. The heart of the home is the second floor, where the kitchen, dining area, and living room flow effortlessly together to create an inviting space for everyday living and entertaining. A conveniently located half bath serves the main living area, making hosting family and friends a breeze. The third floor features three bedrooms, including a spacious primary suite complete with a beautifully appointed ensuite bath and generous closet space, along with two additional guest bedrooms and a full guest bathroom. On the first floor, an oversized one-car garage is complemented by a private fourth bedroom and full bathroom, creating an ideal guest suite. Whether used for visiting family and friends, multigenerational living, a home office, fitness room, or even as a pool cabana, the flexibility of this space is a tremendous bonus. As impressive as the interior is, the backyard is where this home truly shines. Centered around an L-shaped pool and spa, the outdoor living space was designed for Florida living, featuring multiple lounging areas, space to entertain, backyard barbecues, and afternoons spent soaking up the Florida sunshine. Beyond the home itself is a lifestyle that's difficult to replicate. Stroll beneath the iconic oak canopy of Magnolia Avenue, grab a coffee or fresh lemonade at the Fountain of Youth, enjoy dinner at some of St. Augustine's most celebrated restaurants, explore the city's rich history, or take a quick bike ride to Vilano Beach. It's the perfect blend of historic charm, vibrant local culture, and coastal living. Whether you're searching for a full-time residence, a second home, or a property with the added flexibility of desirable RS-1 zoning for short-term rentals, 34 E. San Carlos offers a rare opportunity to own a newer home in one of St. Augustine's most treasured neighborhoods. Schedule your private showing today.

34 E San Carlos Avenue, St. Augustine

5 Beds ⋅ 4 Baths ⋅ 2159466 MLS

Luxury Pool Home on a Private Corner Lot in Palencia! Welcome to 44 Brasilla Court, an exceptional 3,985-square-foot residence offering 4 bedrooms, 4 full bathrooms, a private office, formal dining room, and an expansive bonus room that easily serves as a 5th bedroom. Perfectly situated on a beautifully landscaped 0.38-acre corner lot, this home blends timeless elegance with modern convenience in one of St. Johns County's most sought-after gated communities. From the moment you enter through the stunning etched glass front door, you'll appreciate the attention to detail throughout, including soaring 8-foot interior doors, extensive crown molding, and beautiful wood-look tile flooring. The thoughtfully designed floor plan offers spacious living areas ideal for both everyday living and entertaining. The chef's kitchen is the heart of the home, featuring double ovens, abundant cabinetry, generous prep space, and an open layout overlooking the family room and outdoor living area. Step outside to your own private Florida retreat. The extended screened lanai showcases a saltwater pool, elegant travertine decking, and a fully equipped summer kitchen, creating the perfect space for year-round entertaining. The fully fenced backyard is beautifully landscaped with landscape lighting, an herb garden, mature citrus trees, and a separate fire pit area. This home is loaded with premium upgrades, including a whole-house generator, tankless gas water heater, Smart Home Automation, pre-wired security system, water softener, gutters, attic storage, and a private irrigation well. Living in Palencia means enjoying a true resort lifestyle with championship golf, tennis and pickleball courts, multiple resort-style pools, a state-of-the-art fitness center, miles of walking and biking trails, parks, playgrounds, and a vibrant clubhouse. Families will appreciate being zoned for Palencia Elementary, Pacetti Bay Middle School, and Nease High School--the #1 ranked high school in St. Johns County. Conveniently located just minutes from historic downtown St. Augustine, pristine beaches, premier shopping, dining, and Jacksonville, this is an exceptional opportunity to own one of Palencia's finest homes.

44 Brasilla Avenue, St. Augustine

4 Beds ⋅ 2 Baths ⋅ 2159460 MLS

Welcome to this meticulously maintained home in Whisper Ridge. A paver driveway welcomes you to this brick-front, single-story home featuring four bedrooms, two baths and approximately 2,300 square feet, all situated on a peaceful pond. Inside, you'll find a sitting room and formal dining room upon entry. The kitchen overlooks a breakfast nook and spacious living room. Sliding glass doors lead to a screened-in saltwater pool with beautiful pond views. Spacious primary suite features two walk-in closets and a custom barn door leading to the bath. Systems and appliances are newer or have been very well maintained. Additional upgrades include automated blinds, central vac, custom pantry door, paver driveway, garage screen door and a second screen within the pool enclosure that creates a cooler, shaded dining space, sprinkler system on a well, garage floor coating, gutters, custom beautiful woodworking and trim -plus many more thoughtful features throughout!

2125 Sandy Branch Place, St. Augustine

5 Beds ⋅ 4 Baths ⋅ 2159227 MLS

Some homes are simply places to live. This is not one of them. Set within the prestigious Wolfe Pointe estate section of Markland, this meticulously appointed 3,509-square-foot residence offers something increasingly rare, a home where every detail has been considered, every finish chosen with intention, and every space designed to be genuinely lived in and deeply enjoyed. An outdoor world unto itself. The backyard commands attention. Framed by swaying palms and lush tropical landscaping, the resort-style pool anchors an outdoor living environment of exceptional quality, complete with aluminum cabanas fitted with adjustable louvered roofs, a gas fire pit, and an expansive screened lanai that blurs the boundary between inside and out. A privacy fence, artfully concealed behind a mature viburnum hedge, ensures that this sanctuary remains entirely your own. Year-round entertaining here isn't an aspiration, it's simply Tuesday. An interior that rewards closer inspection. Built on the customized Providence Homes Alexander floor plan, the main level opens with a sense of welcome and purpose. A private office behind French doors. An elegant formal dining room suited to occasions that deserve to be marked. And a designer kitchen that earns its description with a natural gas cooktop, an expansive quartz island, double-stacked cabinetry, and premium finishes that speak quietly but clearly of quality. A first-floor fifth bedroom overlooking the pool offers exceptional flexibility, whether as an in-law suite, a guest retreat of genuine comfort, or a secondary primary suite for those who prefer single-level living. Upstairs, the standard only rises. Newly installed European oak flooring flows throughout the upper level, leading to three well-proportioned secondary bedrooms, a generous loft, and a master retreat that lives up to its name, tray ceiling, soaking tub, and dual Cambria quartz vanities that make the morning routine feel like something worth savoring. The details others overlook, these weren't. Wainscoting and extensive custom moldings. Floor-to-ceiling built-ins with window seats that invite you to pause. A four-zone HVAC system. Water softener. WiFi-enabled irrigation. And 100% ENERGY STAR® certification, meaning this home is as considered in its efficiency as it is in its aesthetic. Utility costs here are, by any measure, remarkably low. A three-car garage, paver driveway, and a large private corner lot complete a home that presents beautifully from every angle. The community, as you would expect. Markland's gated amenities with a resort pool, pickleball and basketball courts, fitness centre, playground, and dog park -- reflect the same standard of living this home embodies. Zoned for St. Johns County's nationally top-rated schools, and positioned just minutes from Historic Downtown St. Augustine, the beaches, and the region's finest dining and shopping. Homes of this calibre are not replaced easily. We invite you to experience it in person.

497 Latrobe Avenue, St. Augustine

3 Beds ⋅ 2 Baths ⋅ 2159104 MLS

Turnkey pool home in the heart of Davis Shores! 212 Herada Street delivers the island lifestyle buyers are looking for, with a spacious three-bedroom, two-bath floor plan that lives comfortably and flows naturally from the indoor living spaces to the backyard. Inside, you'll find volume ceilings, an open kitchen and dining area, a two-sided fireplace, generously sized bedrooms, updated bathrooms, excellent storage and a well-sized garage. Outside is where this home truly comes to life. The screened patio overlooks a private, fully fenced backyard surrounded by lush tropical landscaping, complete with a large inground pool, cabana-style tiki bar, winding garden paths and a separate workshop offering flexibility for additional storage, a studio, home gym or creative space. Set on a high, beautifully landscaped lot just minutes from the beach, historic downtown, local restaurants and the St. Augustine Amphitheatre, this is an opportunity to move right in and immediately start enjoying the best of Davis Shores living.

212 Herada Street, St. Augustine

4 Beds ⋅ 3 Baths ⋅ 2158903 MLS

Welcome home to Arbor Mill, where you'll find luxury upgrades and breathtaking views in this pool home! Enjoy water and preserve views overlooking a 14-acre lake from your saltwater pool, featuring gas heat, a waterfall, sun shelf, mosaics, and a jetted bench. The kitchen offers soft-close cabinetry, granite countertops, a farmhouse sink, touch faucet, pot filler, gas stove, and a walk-in pantry. Triple back pocket sliders open to the pavered, screened lanai for indoor-outdoor living. The garage is climate-controlled with its own AC system and includes 14' ceilings, epoxy floors, a 4' extension, storage racks, and service door. The primary suite features a tray ceiling, two walk-in closets, quartz countertops, and a spa-like shower with three shower heads. Tile floors, crown molding, coffered ceilings, speakers, plantation shutters, fully fenced, a gas fireplace, water softener, laundry utility sink, and more make this remarkable home completely turn key. Don't wait, you might miss it!

72 Atlanta Drive, St. Augustine

3 Beds ⋅ 3 Baths ⋅ 2158547 MLS

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

477 Del Monte Drive, St. Augustine

4 Beds ⋅ 2 Baths ⋅ 2158496 MLS

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

159 Southwind Circle, St. Augustine

3 Beds ⋅ 3 Baths ⋅ 2158332 MLS

Life slows down at 4908 Two Jakes Court. The approach alone tells you this home is something special. As you wind along quiet, tree-lined streets framed by perfectly manicured lawns, everyday life begins to feel a little more relaxed. Set back from the road and tucked against a lush preserve, this is a residence where mornings are quieter, evenings last a little longer, and the pace of life naturally shifts to meet yours. Step inside and you'll immediately notice something that's difficult to manufacture -- peace. Sunlight fills thoughtfully designed single-level living spaces that feel open without being overwhelming, elegant without trying too hard. Every room flows naturally into the next, creating a home that is equally suited to lively gatherings or quiet afternoons with nothing more than the sounds of nature beyond the windows. A dedicated study offers a private place to work or create, while the expansive great room, dining area, and beautifully appointed kitchen come together as the true heart of the home, making entertaining feel effortless and everyday living even easier. When it's time to rest, the primary suite feels like its own private sanctuary. Generously proportioned with a comfortable sitting area among plantation shutters and a bay window overlooking the back garden, direct access to the lanai and pool, an enormous custom-designed walk-in wardrobe, and a spa-inspired bath, it's a space designed to begin and end each day in complete comfort. Guests are equally well accommodated with thoughtfully separated bedrooms that provide privacy for everyone. Then there is the outdoor living -- the place you'll likely find yourself spending most of your time. Overlooking a tranquil preserve, the screened lanai becomes a true extension of the home, centered around a heated saltwater pool and spa with a soothing spillover feature. The fully equipped outdoor kitchen makes weekend cookouts and evening dinners under the Florida sky second nature, while the surrounding landscape creates an exceptional sense of privacy that is increasingly difficult to find. What makes this home especially compelling isn't just how beautifully it lives today -- it's how meticulously it has been cared for. Move-in ready in every sense, the residence has been thoughtfully refreshed with new gas range and a stainless steel refrigerator, a new HVAC system, new water heater, new pool heater, and fresh interior and exterior paint. An integrated whole-home audio system enhances everyday living, while the oversized three-car garage -- heated and cooled with an expansive attached storage room -- offers flexibility for hobbies, fitness equipment, workshop space, or simply exceptional organization. Every improvement reflects years of careful ownership and pride of maintenance, allowing the next owner to simply arrive and enjoy. Beyond the front door, you'll discover one of Northeast Florida's most sought-after gated communities. The King & Bear offers more than beautiful homes--it offers a lifestyle. Championship golf, resort-style amenities, walking trails, fitness facilities, tennis, pickleball, dining, and a calendar of community events create a neighborhood where neighbors become friends and every day feels a little more connected. Combined with its convenient location near historic St. Augustine, Jacksonville, award-winning beaches, and exceptional schools, 4908 Two Jakes Court is more than a beautiful home -- it is the kind of place that quietly reminds you why where you live matters.

4908 Two Jakes Court, St. Augustine

6 Beds ⋅ 5 Baths ⋅ 2158255 MLS

Highest and best by Monday 8/17 at noon -- Set on a quiet cul-de-sac in a golf course community, this 6-bedroom, 5-bathroom home offers space to spread out and a backyard built for everyday living. The screened pool features a spa and sun shelf, all overlooking the golf course -- a private setting for morning coffee or evening swims. Inside, the layout gives every bedroom room to breathe, and the 3-car garage adds storage most homes can't match. Located in South Hampton, this home puts golf course living and easy access to St. Augustine within reach.

2020 E Clovelly Lane, St. Augustine

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