Saint Augustine Homes with Pool

Saint Augustine Homes with Pool

Welcome to the enchanting city of Saint Augustine, Florida, where history meets coastal charm! Nestled in St. Johns County, Saint Augustine is the oldest continuously inhabited European-established settlement in the continental United States, boasting a rich tapestry of culture, architecture, and breathtaking scenery. From the iconic Castillo de San Marcos to the quaint streets lined with cobblestone, this vibrant city is a treasure trove of experiences waiting to be discovered.

Saint Augustine is not just about its storied past; it’s also a haven for those seeking a relaxed coastal lifestyle. Imagine waking up in a beautiful home with a pool, where you can soak up the Florida sun and enjoy refreshing dips on warm afternoons. Homes with pools in Saint Augustine offer the perfect blend of luxury and leisure, allowing you to entertain friends and family or simply unwind after a long day.

With an array of neighborhoods to choose from, you can find a stunning pool home that fits your lifestyle—whether you prefer the serene atmosphere of a gated community or the vibrant energy of a beachside property. The local real estate market is diverse, featuring everything from charming historic homes to modern constructions that cater to every taste and budget.

Living in Saint Augustine means embracing a lifestyle rich in outdoor activities, from pristine beaches and scenic parks to historic sites and bustling local markets. Come explore this captivating city, where your dream home with a pool awaits, ready to create unforgettable memories under the warm Florida sun!

Newest Saint Augustine Homes with Pool

$342,000
2 Beds ⋅ 2 Baths ⋅ FC321772 MLS
Welcome to your perfect beach getaway in the highly desirable Quail Hollow community! From the moment you step through the charming screen door, this one-of-a-kind condo immediately gives you that relaxed coastal feeling. Light, bright, and beautifully furnished with coastal décor, this home is full of unique touches and personality that truly set it apart. The open kitchen flows seamlessly into the living space, creating an inviting layout perfect for relaxing after a day at the beach or entertaining family and friends. Tile flooring throughout makes beach living easy, while the convenient ground-floor location means no steps into your unit! Every detail feels comfortable, casual, and coastal—like being on permanent vacation. Whether you're searching for a full-time residence, second home, beach getaway, or short-term vacation rental opportunity, this special Quail Hollow condo is an absolute must-see! Professional photos coming soon!

Saint Augustine
$389,900
2 Beds ⋅ 2 Baths ⋅ FC321763 MLS
Welcome to your own tropical escape in the highly desirable Quail Hollow community on beautiful Crescent Beach! Surrounded by lush tropical landscaping, colorful hibiscus, and swaying palm trees, this condo gives you that permanent-vacation feeling from the moment you arrive. Inside, you’ll find a bright and open layout featuring a spacious kitchen with updated appliances, perfect for entertaining after a day spent on the fabulous white sandy beaches of Crescent Beach. Enjoy the coastal breeze from TWO private balconies, offering plenty of outdoor space to relax and unwind. The home also features an updated HVAC system, and the second bedroom includes a unique loft area—perfect for extra storage or a cozy kids’ hideaway! A longtime favorite and successful short-term vacation rental, this property offers an incredible opportunity as an investment, second home, or personal beach getaway.

Saint Augustine
$899,000
5 Beds ⋅ 3 Baths ⋅ FC321743 MLS
Discover a truly unique opportunity in the highly desirable World Golf Village area of St. Augustine. This spacious 4-bedroom, 3-bathroom home offers approximately 3,410 sq. ft. of thoughtfully designed living space, a 3-car garage, and a beautiful in-ground pool, creating an inviting setting for both entertaining and everyday living. What truly sets this property apart is the private MIL House nestled in the backyard, offering approximately 1,200 sq. ft. of total space, including 900 sq. ft. of heated living area. Featuring its own private driveway and 2-car garage, along with a full kitchen, spacious bedroom, walk-in closet, and full bathroom, this separate living space offers endless possibilities for multigenerational living, extended family, guests, or a private home retreat. With room for everyone to feel at home while still enjoying their own space, this property offers a rare combination of comfort, privacy, and flexibility in one of St. Augustine’s sought-after locations. A home designed to accommodate your lifestyle today and whatever the future may bring.

530 Irish Rose Rd, Saint Augustine
$549,000
2 Beds ⋅ 2 Baths ⋅ FC321740 MLS ⋅ 19 BLDG.
Welcome to your beach getaway in the highly desirable Summerhouse community! This beautifully updated and well-maintained ground-floor condo offers easy coastal living just a short walk from the beach and one of the community’s convenient beach walkovers. Fully furnished and move-in ready, this property is perfect as a primary residence, vacation retreat, or short-term rental investment. Enjoy the convenience of ground-floor living along with a fantastic location within the community. Summerhouse offers an incredible resort-style lifestyle with 4 heated pools, 4 beach walkovers, fitness center, clubhouse, playground, tennis courts, basketball courts, pickleball and racquetball courts, RV and boat storage, and a carwash station. Whether you're looking for your own place at the beach or a turnkey investment opportunity, this condo is ready to enjoy!

8550 A1a #443 S Unit 44143, Saint Augustine
$225,000
2 Beds ⋅ 2 Baths ⋅ FC321707 MLS ⋅ 7 BLDG.
Virtually Staged. Welcome to easy coastal living in the desirable Conquistador community of St. Augustine! This first floor well-maintained 2-bedroom, 2-bath residence offers a comfortable, low-maintenance lifestyle with thoughtful recent updates throughout. Enjoy fresh new carpet, HVAC, freshly painted bedrooms, new blinds, updated bathroom mirrors and light fixtures, plus a newer washer/dryer and dishwasher—making this home truly move-in ready. The functional layout provides inviting living spaces, two private bedrooms, and the convenience of two full baths. Residents of Conquistador enjoy access to community amenities including a pool, tennis courts, water views, trails, golf courses and more, all within a sought-after location near St. Augustine’s beaches, historic downtown, shopping, dining, and everyday conveniences. Whether you are seeking a primary residence, vacation retreat, or investment opportunity, this home offers an exceptional opportunity to enjoy the St. Augustine lifestyle.

7 Castania Court, Saint Augustine
$535,000
3 Beds ⋅ 2 Baths ⋅ FC321467 MLS
This whimsical & artistic Davis Shores home is anything but ordinary! Featuring colorful mosaic artistry, charming arched architectural details, lush tropical landscaping, inviting outdoor spaces, and incredible character throughout. Enjoy the front porch, screened patio, and private fully fenced backyard oasis. The interior concrete stained flooring is one of a kind. So much character throughout. Current owners have upgraded the home with all new interior paint, built-out a new interior laundry room, added a 3rd bedroom, renovated the guest bathroom with gorgeous glass tile, all new lighting and ceiling fans, plumbing, on-demand water heater, Lennox AC with new air handler, flooring, water softener and more! Tons of storage with a separate utility closet and separate shed. Weekly rentals allowed! Whether you're searching for a unique primary residence, beach getaway, or investment opportunity this is a must-see! Located so close to A1A, Lighthouse all the sites, parks & restaurants! Home comes with a Murphy bed in the 3rd bedroom. This homes does not face any homes providing additional privacy. The above ground pool has a brand new pool pump.

218 Kenan Street, Saint Augustine
$875,000
4 Beds ⋅ 3 Baths ⋅ FC321608 MLS
Welcome to Markland, a pristine gated community inspired by local St. Augustine history. This meticulously maintained 4 bedroom / 3 bath home exudes a feeling of excellence from the time you pull into the pavered driveway, till you make your way to the screened pool deck. Lush landscaped flower beds lead you to the front door and into the foyer where high ceilings abound. Once inside you'll find two roomy spaces that can be used as a formal dining area and den, or possibly your own bourbon library. The large living area is 20x12 and perfect for entertaining guests, while it flows effortlessly into a beautiful chef's kitchen. Looking out over the main living area the kitchen features a large island with seating for at least 4 of your guests, quartz counter tops, gas range, double oven, stainless appliances, custom backsplash, and a roomy pantry with built-in shelving. In the master suite you'll find an oversized walk-in closet with a custom shelving system and a luxury master bathroom that has his and her sinks, walk-in shower, and separate soaking tub. The interior of the home has an additional 3 more bedrooms and 2 bathrooms, one on-suite. Head outside through the three collapsible sliders to the covered patio and screened lanai complete with a summer kitchen, festoon lighting, heated pool / spa, and gorgeous travertine decking. The outdoor space is perfect for your first cup of coffee in the morning, grilling out with friends for the big game, or an evening dip in the spa with your cocktail of choice. The fully fenced yard also backs up to a conservation area, so there's plenty of privacy to relax. The coveted Markland community offers its residents a plethora of amenities that include; the iconic Markland Manor House clubhouse, tennis, pickleball, dog park, park for the kids, basketball, exercise facility, firepit, and a community dock with a kayak launch. Located in an A rated school district with just a short drive to Costco, Buccees, Home Depot, Publix, Walmart, area dining, and soon to open Trader Joe's and Target. Luxury, convenience, and laid back North Florida Living can be found at 375 Latrobe Avenue... Schedule a showing today.

375 Latrobe Avenue, Saint Augustine
$879,000
3 Beds ⋅ 3 Baths ⋅ FC321275 MLS
Tucked into one of St. Augustine Beach’s best-kept secrets, 25 Linda Mar Drive offers the kind of laid-back coastal lifestyle people dream about. Located east of A1A on a quiet street with neighborhood beach access, this charming 3-bedroom, 2.5-bath pool home places the sand, surf, salt air, restaurants, shopping and ice cream within an easy walk or bike ride from your front door. Set on a generous .23-acre lot, the elevated, concrete block home blends vintage St. Augustine Beach character with thoughtful updates. Original hardwood floors bring warmth and personality throughout, while the wood-burning fireplace creates an inviting place to gather. The flexible Florida sunroom offers additional space for a home office, gym, playroom or creative retreat, and abundant closets—including a large cedar closet—provide storage rarely found in a beachside home. Outside, your own private oasis awaits. The fully fenced backyard features a screened refurbished saltwater pool, along with a covered patio and upper deck overlooking the pool and surrounding greenery. Whether you are swimming, grilling, entertaining friends or enjoying a quiet evening beneath the palms, this home was designed for relaxed indoor-outdoor living. Major improvements include a roof replaced in 2022, a new water heater, a new saltwater pool pump, updated supply plumbing, replacement windows, fresh interior and exterior paint, updated light fixtures and window treatments, and beautifully refinished hardwood floors. A massive two-car garage provides room for vehicles, beach cruisers, surfboards and all the gear that comes with island living, including ample built in storage. Enjoy the freedom of no HOA and no CDD fees, plus the added peace of mind of being located in Flood Zone X. Neighborhood rental terms are limited to 30 days or longer, helping preserve the peaceful residential atmosphere. From morning beach walks and afternoon swims to evenings by the fireplace, 25 Linda Mar Drive is more than a beach house—it is an opportunity to make the St. Augustine Beach lifestyle part of your everyday rhythm.

25 Linda Mar Drive, Saint Augustine
$484,900
4 Beds ⋅ 3 Baths ⋅ FC321473 MLS
Welcome home to this beautifully maintained 4-bedroom, 3-bath residence in the highly desirable Heritage Landing community! Meticulously cared for and truly move-in ready, this home offers an amazing floor plan with bright, open living spaces designed for both everyday comfort and entertaining. The spacious kitchen provides plenty of room for cooking and gathering, features NEW appliances, and flows seamlessly into the main living area. Step outside to the large screened-in porch overlooking a spacious, private backyard—the perfect spot for relaxing, entertaining, or enjoying Florida living year-round. The generous primary suite is a true retreat, featuring a beautifully appointed ensuite bathroom with a walk-in shower, relaxing garden tub, double vanities, and a large walk-in closet complete with organizers. Three additional bedrooms and two full baths provide plenty of space for family, guests, a home office, or flex space. This home has been exceptionally well cared for and includes several valuable updates, including a NEWER ROOF, NEWWATER HEATER, NEW WATER SOFTENER, NEW SPRINKLER HEADS, and NEW APPLIANCES—giving the next owner added peace of mind. Heritage Landing offers an incredible resort-style amenity package, including two pools, a waterslide, splash park, clubhouse, fitness center, outdoor movie theater, fire pit, volleyball, pickleball, basketball and tennis courts, walking paths, plus RV and boat storage parking. With a fantastic floor plan, private outdoor space, numerous updates, and an impressive list of community amenities, this home offers the perfect combination of comfort, convenience, and Floridalifestyle!

Saint Augustine
$324,900
2 Beds ⋅ 2 Baths ⋅ O6439905 MLS ⋅ 210 BLDG.
YOUR HOME AWAY FROM HOME OR A TURNKEY RENTAL, JUST A FEW BLOCKS FROM THE BEACH! YOU DECIDE! Imagine having a place in St. Augustine Beach that feels familiar the moment you arrive—a comfortable, beautifully updated retreat where the beach is close, the pace is relaxed, and everything you need is within easy reach. Welcome to this amazing 2-bedroom, 2-bath condo designed for easy coastal living and effortless getaways. Whether you are escaping the colder months, planning long weekends by the ocean, spending part of the year in Florida, or simply looking for a place that feels like your own every time you return, this condo offers the perfect blend of comfort, convenience, and location. Inside, the kitchen features beautiful countertops, while walking through creates a fresh, cohesive feel. Lighting and bathroom vanities add a polished touch, and the full-size washer and dryer make extended stays far more convenient. This is definitely a move-in-ready retreat or a seasonal rental when annual snowbirds flock to the St Augustine Beach Shores! And then there is the lifestyle. The beach is approximately a 5-minute walk away, making it easy to start the morning with your toes in the sand, spend the afternoon by the water, or take an evening stroll along the coast. The St. Johns County Ocean & Fishing Pier and Splash Park is a short walk away, placing the Farmers Market, free concerts, seasonal events, and holiday fireworks close enough to enjoy without making a day of getting there. One of the greatest advantages of this location is how little you need the car. Walk to neighborhood restaurants, cafes, bars, hotels, and local favorites. Pickleball courts at Ron Parker Park are approximately one-half mile away, while the local YMCA is just a short drive for fitness and swimming. When the mood strikes to explore Historic St. Augustine, walk approximately one block to the Hilton Garden Inn St. Augustine Beach for access to the local trolley or shuttle into downtown. The Historic District is also approximately a 13-minute drive away, offering dining, shopping, tours, museums, landmarks, and the charm of one of Florida’s most celebrated destinations. For slower days, stay close to home and enjoy the community pool. Dedicated parking, plenty of guest parking, and a pet-friendly community make this an especially easy place to settle into and enjoy. This is the kind of property that lets you arrive, unpack, and immediately feel at home. No elaborate planning. No long drive to the beach. No need to spend your stay searching for things to do. Your morning walk, favorite restaurant, pickleball game, day at the pool, trolley ride downtown, and sunset on the beach are all right here waiting for you. Whether you call it your winter escape, beach retreat, second home, seasonal residence, or simply your favorite place to get away, this condo offers something even better than a vacation destination. It gives you a place to come back to. Again and again.

210 16th Street Unit I, Saint Augustine
$690,000
4 Beds ⋅ 3 Baths ⋅ FC321237 MLS
RESORT-STYLE LIVING | .42-ACRE PRESERVE LOT | HEATED SALTWATER POOL & SPA | NO CDD. 448 Old Hickory Forest, where refined Florida living meets exceptional indoor-outdoor entertaining. Set on an expansive .42-acre homesite with tranquil preserve views, this beautifully 4-bedroom, 3-bath residence offers privacy, versatility and a spectacular backyard retreat--all in a highly desirable St. Augustine location. The showpiece of this home is the incredible resort-style outdoor living space. Step outside to a brand-new heated saltwater pool and spa, creating your own private oasis surrounded by a spacious fenced backyard and peaceful natural backdrop. A fully equipped outdoor kitchen, charming gazebo and covered lanai provide multiple areas for entertaining, dining and relaxing year-round. From weekend pool parties and summer barbecues to quiet evenings overlooking the preserve, this backyard was designed to embrace the Florida lifestyle. Inside, an open and inviting floor plan. Outdoor activities include a projector screen. This home boasts engineered vinyl plank flooring throughout. The spacious kitchen serves as the heart of the home with generous counter space, abundant cabinetry and modern appliances--perfect for everyday living and entertaining. The impressive owner's suite feels like a private retreat, featuring a dedicated sitting area, direct pool access and a beautifully appointed en-suite bath. Adding exceptional versatility is a private multigenerational/guest suite with its own full bath and walk-in closet--ideal for extended family, overnight guests, a home office or flexible living arrangement. Thoughtful improvements include an irrigation well with a newer pump, and an expansive fenced backyard. This property is located in Flood Zone X and has NO CDD fees, offering an increasingly sought-after combination of space, privacy and value. Conveniently positioned with easy access to I-95, historic St. Augustine, Northeast Florida's beautiful beaches, shopping, dining and highly regarded schools, 448 Old Hickory Forest delivers the lifestyle today's buyers are searching for. Private preserve views. Resort-style pool living. Multigenerational flexibility. An oversized .42-acre homesite. No CDD. This is Florida living at its finest--and a home you won't want to miss. Schedule your private showing today.

448 Old Hickory Forest Road, Saint Augustine
$499,000
2 Beds ⋅ 2 Baths ⋅ FC321190 MLS ⋅ P BLDG.
Welcome to this top-floor condo offering beautiful ocean views and the perfect blend of coastal living, thoughtful updates, and investment potential. Inside, you’ll find LVP flooring throughout and an updated kitchen featuring granite countertops and stainless steel appliances. Recent improvements include new windows, new impact-rated sliding glass doors, a new electrical panel, and an updated primary bathroom with a spacious walk-in shower. Fully furnished and currently operating as an active vacation rental, the condo has future bookings already in place and allows for a desirable 3-night minimum stay. This makes it an attractive option for buyers seeking an established vacation rental while still having the flexibility to enjoy it as their own beach getaway. Located within the gated Ocean Village Club community, residents and guests can enjoy two swimming pools, direct beach access, tennis courts, shuffleboard, and a fitness center. HOA fees provide added convenience by including water, sewer, trash, cable, grounds maintenance, gated security, pest control, and exterior maintenance. Whether you’re looking for a coastal retreat, vacation home, or investment property, this condo offers ocean views, resort-style amenities, and a move-in-ready opportunity to enjoy the best of beachside living. 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.

4250 A1a S Unit P36, Saint Augustine
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