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

4 Ocean Trace Road Unit 322, Saint Augustine
$569,000
2 Beds ⋅ 2 Baths ⋅ FC322562 MLS ⋅ Na BLDG.
THE OCEAN IS CALLING! Steps from ocean, St Augustine Beach & Tennis Condos has secure beach access, 2 pools, cabana, rec room, Owner’s pets allowed, 5-night min. rentals & plenty of outdoor parking for your boat & bikes. Onsitemaintenance for common areas & property mgt. Roof recoated 2022. SIRS Milestones passed 2025 & no pendingassessments. Condo #322 is on the 3rd floor “North Wing” with peaceful & pristine ocean views. Remodeled kitchen, Quartzcountertops, open concept, Crown moulding, newly painted, tile flooring throughout & Primary walk-in shower. Enjoy sunrises& evening breezes. Conveniently located to shops, restaurants, grocery & the iconic, historic America's Oldest City. Condo#322 is impeccably decorated, fully-furnished, incl. linens & kitchen essentials, creating a tranquil home for your enjoyment,relaxation & immediate occupancy. 1 yr. Home Warranty. January - March 2027 rental is secured for investment if desired.

4 Ocean Trace Road Unit 322, Saint Augustine
2900 Joe Ashton Road, Saint Augustine
$3,299,000
4 Beds ⋅ 3 Baths ⋅ FC322394 MLS
Introducing The Estate at Emerald Lakes an extraordinary gated six plus acre private compound with main home an cottages totaling 10 bedrooms, 7 1/2 baths offering a level of lifestyle, versatility, and resort-style living rarely found in St. Johns County. Just 20 minutes from historic downtown St. Augustine, this one-of-a-kind estate pairs a beautifully renovated main residence with three private guest cottages, a picturesque lake, exceptional recreational amenities, and dedicated event spaces creating an unparalleled setting for luxury living, multi-generational families, entertaining, and income-producing opportunities. At the heart of the property is the beautifully renovated four bedroom/three bath main residence overlooking the lake, featuring an updated kitchen, remodeled baths, and spacious living and entertaining areas designed for both everyday comfort and effortless gatherings. Beyond the main residence, multiple charming cottages. The separate accommodations allow parents, adult children, extended family, and guests to enjoy their own private spaces while remaining together on one spectacular property. The cottages also offer Airbnb and short-term rental income potential and provide convenient accommodations for wedding guests, family reunions, retreats, and special events. The seven-acre grounds of The Estate at Emerald Lakes evoke the atmosphere of a private resort. A picturesque lake creates a beautiful backdrop, complemented by a screened swimming pool, pool house/gym/storage, tennis court, pickleball court, and expansive outdoor spaces designed for recreation, relaxation, and entertaining. Adding even greater versatility is an RV/Boat garage and dedicated event storage, providing valuable space for recreational vehicles, equipment, furnishings, and everything needed to support the property's many possible uses. A wedding and event barn with kitchen, restrooms and storage that further distinguishes this remarkable estate, creating a dedicated space for celebrations and gatherings. Paired with the lakefront setting, expansive grounds, guest cottages, pool, and recreational amenities, the property offers exceptional potential as a wedding and special-event destination, with opportunities for ceremonies, receptions, photography, celebrations, and overnight guest accommodations. Whether envisioned as a luxurious private family compound, multi-generational estate, vacation-rental destination, corporate or wellness retreat, or wedding and event property, The Estate at Emerald Lakes offers a rare combination of privacy, versatility, recreation, and opportunity all approximately 20 minutes from the dining, shopping, history, beaches, and charm of downtown St. Augustine.The Estate at Emerald Lakes isn't simply a residence it's a seven-acre private resort, family compound, retreat, and destination.

2900 Joe Ashton Road, Saint Augustine
8550 A1a S Unit 1114, Saint Augustine
$705,000
2 Beds ⋅ 2 Baths ⋅ FC322514 MLS ⋅ 1 BLDG.
Don't miss this rare opportunity to own a stunning direct oceanfront ground-floor flat in the highly sought-after Summerhouse community! Wake up to breathtaking ocean views and enjoy the convenience of ground-floor living just steps from the beach! This beautiful condo features a gorgeous open kitchen with granite countertops, stainless steel appliances, and plenty of space for cooking and entertaining. The spacious dining and living room combination offers an inviting layout with spectacular views of the Atlantic Ocean, creating the perfect coastal retreat! The primary suite is equally impressive, featuring stunning ocean views, generous closet space, and a private ensuite bathroom. Step outside onto your patio, feel the refreshing ocean breeze, and relax to the soothing sounds of the waves while taking in the incredible oceanfront scenery! Summerhouse is a gated oceanfront community offering resort-style amenities, including four private beach walkovers, four heated swimming pools, tennis courts, racquetball, basketball courts, a fitness center, clubhouse, library, playground, RV and boat storage, and a convenient car wash station. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this rare ground-floor oceanfront condo offers the ultimate Florida coastal lifestyle! Opportunities like this don't come along often — schedule your showing today!

8550 A1a S Unit 1114, Saint Augustine
4216 S Franklinina, Saint Augustine
$624,900
3 Beds ⋅ 2 Baths ⋅ GC544558 MLS
Entertainer's dream in King & Bear! Enjoy elegance, comfort, and resort-style living in this beautifully appointed, single-story home with enclosed pool nestled within this guard-gated community. Brazilian cherry hardwoods, granite countertops, gas range, wine refrigerator, and gas fireplace with custom built-ins in the family room create an inviting atmosphere. Designed for effortless entertaining, the outdoor living space features a screened saltwater pool with gas and solar heating, self-cleaning system, and spa, along with a fully equipped summer kitchen overlooking a tranquil private preserve. An impressive list of upgrades includes tankless water heater, water softener, central vacuum, integrated indoor/outdoor speakers, solar-treated windows, 2021 roof with pool solar panels, extensive landscape lighting, and a spacious three-car garage with epoxy flooring and storage. Just a golf cart ride to the renown King & Bear golf course and exceptional community amenities.

4216 S Franklinina, Saint Augustine
125 Legendary Drive Unit 208, Saint Augustine
$249,990
3 Beds ⋅ 3 Baths ⋅ FC322161 MLS ⋅ 2 BLDG.
Discover the perfect blend of comfort, convenience and lifestyle in this beautifully designed 3-bedroom, 3-full-bathroom condo. Featuring an open-concept layout, a desirable split floor plan, and a private garage — all with no CDD fees! Thoughtfully designed for both everyday living and entertaining, the spacious open layout offers flexibility, while the large downstairs storage room provides plenty of room for all your extras. Enjoy a touch of everyday luxury in the spa-like updated primary bathroom, and appreciate the added benefit of a water filtration system for your home. The location is just as impressive! Enjoy the convenience of walking to schools for all grade levels. Sidewalks throughout the area make it easy to stroll to nearby shopping, take a relaxing evening walk or head out for a bike ride. Costco is just one mile away, making everyday errands a breeze! This dog-friendly community offers an incredible array of amenities, including two community pools and a well-equipped, well-maintained gym to support your active lifestyle. With its functional floor plan, desirable features and unbeatable convenience, this is an opportunity you won’t want to miss! 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.

125 Legendary Drive Unit 208, Saint Augustine
120 Legendary Drive Unit 201, Saint Augustine
$275,000
3 Beds ⋅ 2 Baths ⋅ O6453527 MLS ⋅ Building 120 BLDG.
Enjoy low-maintenance living in the gated community of The Legends at St. Johns in World Golf Village! This 3-bedroom, 2-bath condominium offers 1,364 square feet of living space, an open floor plan, a spacious kitchen, and a large living area that opens to a screened-in porch. Renters can enjoy community amenities including a resort-style swimming pool, fitness center, clubhouse, golf course, tennis courts, and jogging paths. Conveniently located near I-95, shopping, dining, and the historic district of St. Augustine, this property offers a comfortable lifestyle with easy access to everyday conveniences and area attractions. Property offered furnished and can also be rented unfurnished for $2,100.

120 Legendary Drive Unit 201, Saint Augustine
299 Appaloosa Avenue, Saint Augustine
$699,000
4 Beds ⋅ 3 Baths ⋅ FC322321 MLS
Discover exceptional craftsmanship and thoughtful design in this custom-built Dostie home located in the sought-after Las Calinas community of St. Augustine. Offering 4 bedrooms, 3 full baths, and 2,960 square feet of living space, this meticulously maintained residence backs to a peaceful wooded preserve, providing privacy and serene views. Designed for everyday living and entertaining, the spacious floor plan features a dedicated office/den, formal dining room, soaring 11' to 14' ceilings, and an enclosed sunroom that adds valuable year-round living space. The chef's kitchen is the centerpiece of the home, showcasing a large granite topped prep island, upgraded maple cabinetry, stainless steel Bosch and Samsung appliances, and a walk-in pantry. The expansive owner's suite serves as a private retreat with dual vanities, two walk-in closets, and a walk-in shower. There are also 3 spacious guest bedrooms and 2 additional full bathrooms, all bathrooms have upgraded Silstone countertops. Additional highlights include a gas fireplace with upgraded granite surround, sun tube skylight, LED lighting, NuvoH2O whole-house water filtration system, Broan Energy Recovery Ventilation system, and a recently replaced Lennox HVAC system. Outdoor living is equally impressive with a large screened lanai overlooking the fully fenced backyard and preserve. The oversized 3-car garage features extra depth and height capable of fitting a full size truck or SUV, complete with custom garage doors. An irrigation system and private well maintain the beautifully landscaped grounds of this .35 acre parcel, with a backyard that's perfect for a pool or other water features. The property extends 20ft beyond the rear fence line, offering additional privacy and space. The Las Calinas residents enjoy resort-style amenities including a community pool, splash fountain, tennis courts, basketball court, sand volleyball court, playground, clubhouse, and covered picnic area. With no CDD fees, low HOA dues, access to top-rated St. Johns County schools, and the opportunity to join Palencia Club at a reduced initiation fee, this home offers an exceptional combination of luxury, efficiency, and value.

299 Appaloosa Avenue, Saint Augustine
48 Navarra Court Unit 48, Saint Augustine
$208,000
2 Beds ⋅ 2 Baths ⋅ FC322356 MLS ⋅ Navarra BLDG.
NEW PRICE IMPROVEMENT! Welcome to 48 Navarra Court, a beautifully updated 2-bedroom, 2-full-bath corner-unit condo in Conquistador, an amenity-rich Intracoastal Waterway community in St. Augustine Shores. Step inside to a bright, inviting floor plan featuring vaulted ceilings, an open living and dining area, a built-in bookcase, and a mix of luxury vinyl plank, tile, and carpet flooring. The screened patio extends the living space outdoors and offers the perfect spot to relax and enjoy the Florida lifestyle. The updated kitchen combines style and function with butcher block countertops, a farmhouse-style stainless-steel sink, upgraded lighting, pantry storage, and breakfast-bar seating. A dedicated laundry area with a full-size front-loading washer and dryer adds everyday convenience. Both full bathrooms have been refreshed with updated finishes, including new tile flooring, faucets, and a new toilet. Additional improvements include a NEW HVAC system installed in August 2026, new patio screens, and overhead crawl-space storage with wood flooring. Conquistador offers an impressive lineup of amenities with THREE community pools, including one heated pool, pickleball and tennis courts, shuffleboard, a grilling area with pavilion, community center, car-wash area, and a fishing pier directly on the Intracoastal Waterway. Spend your days by the pool, play a round of pickleball, cast a line from the pier, or simply enjoy the laid-back Florida lifestyle. Conveniently located near golf, restaurants, shopping, historic downtown St. Augustine, and the area's beautiful beaches, 48 Navarra Court offers updated, low-maintenance living in a community packed with amenities.

48 Navarra Court Unit 48, Saint Augustine
120 Bayberry Circle Unit 1801, Saint Augustine
$305,000
3 Beds ⋅ 3 Baths ⋅ FC322168 MLS ⋅ 120 BLDG.
**Welcome to effortless Florida living in the charming, gated community of Cottages at Winding Creek!** This spacious 3-bedroom, 2-bath condominium offers approximately 1,594 square feet of comfortable living space in a wonderful St. Augustine location. With a thoughtfully designed floor plan, generous living areas, and plenty of room to relax or entertain, this home offers the perfect combination of comfort and convenience. Whether you're enjoying a quiet morning at home, entertaining friends, or heading out to explore everything St. Augustine has, you'll appreciate the easygoing lifestyle this community provides. Residents can enjoy the community pool and the added convenience of a gated neighborhood, all while being just a short drive from beautiful beaches, historic downtown St. Augustine, shopping, dining, and everyday essentials. Perfect for a primary residence, seasonal getaway, or those looking to enjoy a more low-maintenance lifestyle, this property offers a wonderful opportunity to experience the best of Northeast Florida. **Come discover the comfort, charm, and convenience of calling Cottages at Winding Creek home!**

120 Bayberry Circle Unit 1801, Saint Augustine
157 Marine Street Unit 205, Saint Augustine
$575,000
2 Beds ⋅ 2 Baths ⋅ O6451662 MLS ⋅ 157 BLDG.
Opportunities like this rarely come along in the heart of downtown! Enjoy breathtaking views of the river, pool, Historic Bridge of Lions, and the iconic St. Augustine Lighthouse from this beautifully updated riverfront condo. Located just one mile from the charm of the Historic District and less than a mile from Flagler College, this property puts the best of St. Augustine right at your doorstep. Inside, coastal charm meets modern comfort with updated flooring, an upgraded kitchen featuring coastal-inspired backsplash and hardware, and beautifully renovated primary and guest bathrooms. The spacious primary suite is a retreat of its own, offering stunning river views, a massive walk-in closet, and a luxurious bathroom complete with a dual vanity, walk-in shower, and jetted soaking tub. The living room also captures incredible waterfront views, creating a beautiful backdrop for relaxing mornings and evenings at home. Step outside to the expansive rear patio, where there's plenty of room to entertain, unwind, and enjoy the evening breeze overlooking the river. An integrated hurricane mesh protection system adds an extra layer of convenience and storm protection for the patio. A brand-new HVAC system installed in June 2026 provides added peace of mind. The gated community features a sparkling pool, professionally maintained landscaping, and a community boat dock with slips available to owners. One assigned parking space in the parking garage is also included. With its exceptional views, thoughtful updates, desirable amenities, and convenient access to downtown dining, shopping, historic landmarks, and waterfront activities, this is a rare opportunity to own a piece of the St. Augustine riverfront lifestyle. These units seldom become available, making this a property you won't want to overlook!

157 Marine Street Unit 205, Saint Augustine
630 Aleida Drive, Saint Augustine
$389,900
3 Beds ⋅ 2 Baths ⋅ O6448776 MLS
Enjoy peaceful living in the heart of St. Augustine Shores! This well maintained 3 bedroom, 2 bath home sits on a spacious meticulously Landscaped lot and features a bright, open living area, a split floor plan, and an updated kitchen with laundry room with newer washer and dryer off the spacious garage. Located in the highly sought after St. Augustine Shores community, residents enjoy access to walking trails, lakes, native wildlife, multiple parks, a fishing pier, and you're just minutes from the beach and historical downtown St. Augustine. Opportunities like this don't come around often. Schedule your private showing and see everything this home has to offer.

630 Aleida Drive, Saint Augustine
46 Osprey Mills Lane, Saint Augustine
$480,000
4 Beds ⋅ 3 Baths ⋅ G5119194 MLS
SERENE POND-FRONT LIVING IN TRAILMARK | TOP-RATED ST. JOHNS SCHOOLS | 2021 BUILD Welcome home to 46 Osprey Mills Ln, St. Augustine, FL 32092, a pristine 2021-built single-family home perfectly positioned just 10 minutes from World Golf Village and offering sweeping, tranquil pond views right out your front door. Located in TrailMark—one of St. Augustine’s most vibrant and high-demand master-planned communities—this property delivers the ultimate combination of modern architectural design, functional luxury, and an unbeatable Florida lifestyle. Whether you are looking to relocate to an exceptional neighborhood or searching for a turnkey home in a premier school district, this gem checks every box. HOME HIGHLIGHTS: Spacious & Flexible Layout: Featuring 4 light-filled bedrooms and 2.5 baths, plus a main-floor flex room ideal for a dedicated home office, study, playroom, or formal dining room. Gourmet Open-Concept Kitchen: The heart of the home features a chef-inspired kitchen equipped with sleek granite countertops, premium stainless steel appliances, breakfast bar seating, and a seamless flow into the spacious family and dining areas—perfect for entertaining family and friends. Upstairs Private Haven: All bedrooms are conveniently located upstairs for privacy, anchored by a luxurious owner's suite featuring a massive walk-in closet and an en-suite bath, complemented by a dedicated 2nd-floor laundry room for maximum everyday convenience. Outdoor & Energy Efficiency: Built in 2021, enjoy modern construction standards, energy efficiency, and peaceful, unobstructed front-row pond views that invite relaxation. TOP-RATED ST. JOHNS COUNTY SCHOOL ZONE: Move-in with confidence knowing your children are zoned for some of the highest-rated, most sought-after schools in Florida's #1 school district: Elementary: Picolata Crossing Elementary School Middle School: Pacetti Bay Middle School High School: Tocoi Creek High School RESORT-STYLE AMENITIES AT TRAILMARK: Experience a neighborhood designed for an active, connected lifestyle. TrailMark offers world-class community amenities right in your backyard: Lakeside Camp House and resort-style zero-entry pool State-of-the-art fitness center and motion studio Kayak launch with direct access to Six Mile Creek for paddling and fishing Har-Tru tennis courts, pickleball courts, and basketball courts Beach volleyball, multiple playgrounds, a dedicated dog park, and miles of scenic paved and nature walking/biking trails PRIME LOCATION: Centrally located with easy access to I-95, top-tier shopping, local dining, downtown Historic St. Augustine, and pristine Atlantic beaches. Properties in this condition and location move fast. Don't wait—schedule your private tour today!

46 Osprey Mills Lane, Saint Augustine
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