Saint Augustine Homes with Private Pool type

Saint Augustine Homes with Private Pool type

Welcome to Saint Augustine, Florida, a city 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. With its cobblestone streets, Spanish colonial architecture, and rich cultural heritage, this picturesque city offers a unique blend of old-world charm and modern amenities.

Saint Augustine is renowned for its stunning beaches, vibrant arts scene, and a plethora of outdoor activities. Whether you’re exploring the historic Castillo de San Marcos, strolling through the lush gardens of the Fountain of Youth Archaeological Park, or enjoying a sunset at St. Augustine Beach, there’s no shortage of adventure and relaxation.

For those seeking the perfect home in this enchanting city, consider the allure of properties with private pools. Imagine returning home from a day of sightseeing to your very own oasis, where you can unwind in the comfort of your backyard. Homes with private pools in Saint Augustine offer not just a place to live but a lifestyle to embrace. These properties often feature spacious layouts, modern amenities, and beautifully landscaped yards, creating the ideal setting for family gatherings or serene evenings under the stars.

Whether you’re looking for a cozy retreat or a luxurious estate, Saint Augustine’s real estate market has something for everyone. Dive into the vibrant community and discover the joy of owning a home with a private pool, where every day feels like a vacation in this historic coastal paradise. Your dream home awaits!

Newest Saint Augustine Homes with Private Pool type

3 Beds ⋅ 2 Baths ⋅ Sea Park Sub SubDv. ⋅ 32080 Zip Code

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. 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

5 Beds ⋅ 4 Baths ⋅ Treaty Oaks SubDv. ⋅ 32086 Zip Code

Seller Offering a 1-Year Home Warranty + $5,000 in Seller Concessions! Listed Below Recently Appraised Value! Welcome to this beautifully upgraded home where luxury, functionality, and outdoor living come together. From the moment you arrive, you'll appreciate the paver driveway, professionally designed landscaping, and elegant landscape lighting that create exceptional curb appeal. Inside, you'll find quartz countertops, wood-look tile flooring, a spacious upstairs loft-flex space, and an incredible amount of storage with multiple walk-in closets throughout the home, not just in the bedrooms. The garage is equally impressive, featuring a mini-split A/C and an epoxy-coated floor for added comfort and versatility. This home also includes a SimpliSafe security system, a whole-home water softener, and a reverse osmosis system in the kitchen, providing added comfort, convenience, and peace of mind. Step outside to your private backyard retreat featuring a stunning pool, expansive paver deck, premium landscape lighting, ceiling fans, a beautifully landscaped yard with a charming paver walkway, peaceful pond views, and a fully fenced backyard creating the perfect space for relaxing or entertaining, day or night. Located very close to Treaty Oaks Park, this exceptional property offers the ideal combination of style, comfort, convenience, and thoughtful upgrades that make everyday living feel extraordinary. As an added bonus, the home was recently appraised and is listed below the appraised value, presenting an incredible opportunity for its next owner.

191 Sandstone Drive, St Augustine

4 Beds ⋅ 2 Baths ⋅ Surfwood Sub SubDv. ⋅ 32080 Zip Code

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 (Pool Home) Circle, St Augustine

3 Beds ⋅ 3 Baths ⋅ South Crescent SubDv. ⋅ 32080 Zip Code

Experience the ultimate coastal lifestyle at 7101 Middleton Avenue, a premier short-term rental friendly retreat situated on a rare .70-acre waterfront lot just two blocks from the pristine shores of St. Augustine Beach. This turnkey, fully furnished residence perfectly balances luxury and investment potential, featuring a private dock on the Intracoastal Waterway for breathtaking sunset views and a newly installed, climate-controlled pool with a tanning ledge. Inside, the 2,374 sq. ft. open-concept layout is bathed in natural light, offering three spacious bedrooms plus a versatile office and a dedicated pool table room, all designed for seamless indoor-outdoor entertaining. Whether you're launching a boat from your backyard, taking a sunrise bike ride to the beach, or capitalizing on the high demand for vacation rentals in St. Johns County, this "unicorn" property offers a lifestyle of unparalleled convenience and serenity just minutes from historic downtown St. Augustine.

7101 Middleton Avenue, St Augustine

3 Beds ⋅ 2 Baths ⋅ Grand Crk North Ph 1a SubDv. ⋅ 32092 Zip Code

Welcome to 136 Montserrat Drive, a beautifully maintained 2021 home in the highly desirable Windward Ranch community. Offering 3 bedrooms, 2 bathrooms, a dedicated office/flex space, and approximately 1,737 square feet of thoughtfully designed living space, this home combines modern style with everyday functionality. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating an ideal space for entertaining or relaxing with family. The split-bedroom layout provides added privacy, while the versatile office is perfect for working from home, a fitness room, or additional guest space. Enjoy peaceful wooded views from the screened lanai, creating a private outdoor retreat. Additional features include a tankless water heater, modern finishes throughout, and an attached two-car garage. Located in the sought-after Windward Ranch community, residents enjoy exceptional amenities including a resort-style pool, clubhouse, playground, and recreational areas. Conveniently situated near top-rated St. Johns County schools, shopping, dining, I-95, and the historic charm of downtown St. Augustine, this home offers the perfect combination of comfort, convenience, and lifestyle. Don't miss the opportunity to own a move-in ready home in one of St. Augustine's most desirable communities.

136 Montserrat Drive, St Augustine

3 Beds ⋅ 2 Baths ⋅ Palencia North Ph 2 D SubDv. ⋅ 32095 Zip Code

Virtually Staged. Pool Home in Palencia, a Gated Golf Community in St Augustine. One of the top golf communities in St Johns County. New Exterior and Interior paint July 2026. New Pool and Spa with Travertine Deck 2023, New Flooring, New Water Heater 2025, New Refrigerator 2023, New Dishwasher 2022, The Gourmet Kitchen features a Double Oven, Gas Cooktop, Granite Counter Tops, All Stainless Appliances. The Open Floor Plan has a Dedicated Office; and a Versatile Flex room that could be 4th Bedroom. Murphy Bed for Guest. Split Bedroom Plan. The Primary Suite overlooks the pool and steps from the Heated Spa. Primary Bathroom, Separate New shower with a Soaking Tub, Dual sinks and Water closet. Guest Bathroom has double sinks with separate tub and toilet room. This Oversized lot has easy to maintain landscape, Paver Driveway. Community features a Board Walk out to the Intercoastal Waterway, Restaurants, Multiple Resort Style Pools, Pickle ball, Tennis, Splash pad, Water slide, Workout Gym, Parks and Playgrounds, Miles of nature and scenic walking paths. Top-rated St. Johns Schools. 10 minutes from Historic St. Augustine. Minutes to the beach. Shopping next to community features: Publix, Starbucks, Banks, Restaurants just a bike ride or take a Golf Cart. Easy access to Nocatee, Jacksonville and Mayport or I-95 and the World of Golf Village, Costco and Walmart.

2408 Las Calinas Boulevard, St Augustine

4 Beds ⋅ 3 Baths ⋅ Mission Trace SubDv. ⋅ 32084 Zip Code

Priced under recent appraisal!Smart enough to run itself, gorgeous enough to be on the cover of a magazine! Welcome to 48 Mission Oaks Court in beautiful St Augustine FL. Thoughtfully updated with high-end finishes, major system improvements, and modern connected-home conveniences, this property stands out as one of the most upgraded homes in the neighborhood. The sellers have completed an impressive list of improvements, including a new roof, new AC system, new tankless water heater, new exterior paint, new gutters, updated kitchen with Smart appliances with an induction and air fryer stove, updated bathrooms, a custom glass office, custom primary closet, and more. The kitchen features beautiful Taj Mahal quartzite counters, adding a timeless, refined finish to one of the home’s most important spaces. Designed for comfort, convenience, and peace of mind, the home includes Wi-Fi-controlled smart appliances, thermostats, lighting in the main living areas, first-floor electric blinds, sprinkler controls, pool and spa controls, a video doorbell, HD security cameras, alarm system, front door lock, and wiring for outdoor speakers and TVs. The outdoor living space is the true centerpiece. Backing to a pond with a peaceful reserve view, the fully fenced backyard offers privacy, scenery, and a resort-style setting. The brand-new heated saltwater pool and spa, screened enclosure, and travertine pool decking create a polished outdoor retreat, while the lanai is already plumbed and wired for an outdoor kitchen. Inside, the home feels fresh, state-of-the-art, and move-in ready. The updated bathrooms add to the clean, elevated feel, while the custom glass office creates a beautiful space for working from home, studying, or using as a flex room. The primary closet has been customized, and the home includes custom electric shades on the first floor. Wood tongue-and-groove ceilings on the lanai and front porch add warmth, texture, and a custom architectural detail. Living in St. Augustine means enjoying one of Northeast Florida’s most desirable lifestyles, with historic downtown charm, beaches, restaurants, shopping, parks, outdoor recreation, and coastal experiences all nearby. Whether you are spending the day exploring the historic district, enjoying the water, entertaining by the pool, or relaxing at home, this location offers the best of Florida living and convenient access just approximately 5.5 miles from the I-95/SR 16 interchange.

48 Mission Oak Court, St Augustine

4 Beds ⋅ 3 Baths ⋅ Summer Island Ph 01 SubDv. ⋅ 32080 Zip Code

Experience the ultimate in coastal living in this stunning 4-bedroom, 3-bath Intracoastal estate, perfectly positioned on a rare double lot at the end of a quiet cul-de-sac within a gated community offering pickleball courts and unobstructed water views. With the Atlantic Ocean and pristine beaches directly across the water, you'll enjoy breathtaking sunrises from the front of the home and spectacular sunsets over the Intracoastal from the rear, creating a setting that feels like a private resort. Inside, soaring ceilings and walls of windows fill the home with natural light, while the open-concept design is ideal for both everyday living and entertaining. Rich oak hardwood floors and tile flow throughout, complementing the inviting living area with its dramatic fireplace and expansive water views. The beautifully designed kitchen is a chef's dream, featuring abundant custom wood cabinetry, granite countertops, stainless steel appliances, a center island, and plenty of workspace for gathering with family and friends. Thoughtfully designed for comfort and flexibility, the home offers a private bedroom suite on the first floor, perfect for guests or multigenerational living. Upstairs, the impressive primary suite overlooks the Intracoastal and captures views of the Atlantic Ocean beyond. Wake each morning to ever-changing water vistas and unwind in the spacious bath with soaking tub and separate shower. Additional bedrooms provide generous space and privacy for family and guests. Outdoor living is where this exceptional property truly shines. The sparkling pool, waterfront fire pit, and multiple covered decks create endless opportunities for relaxation and entertaining. The oversized dock is more than just a place to keep your boat. Designed with gatherings in mind, it offers room for multiple vessels, features a 20,000-pound boat lift, and provides the perfect setting for sunset dinners, celebrations, or simply enjoying life on the water. Watch dolphins play, manatees glide by, and an endless parade of sailboats and cruisers pass along the Intracoastal from your own backyard. Offering privacy, space, and unforgettable views from nearly every room, this extraordinary waterfront retreat combines luxury, boating, and the beauty of Florida's coast in one remarkable property. Whether you're enjoying your morning coffee as the sun rises over the ocean, spending the day on the water, or gathering around the fire pit as the sky glows with sunset colors, every day here feels like a vacation. Minutes to Historic St. Augustine and Charming Flagler Beach.

9277 July Lane, St Augustine

5 Beds ⋅ 7 Baths ⋅ South Crescnt (Icwfr) (850.42) SubDv. ⋅ 32080 Zip Code

BREATHTAKING is the only way to describe this beautiful home and location. Experience exceptional waterfront living at 8065 A1A South, a private Intracoastal estate set on more than an acre just minutes from Historic Downtown St. Augustine. Soaring ceilings, designer finishes, statement Visual Comfort lighting, and walls of glass frame breathtaking water views, spectacular sunsets, abundant birdlife, and sailboats gliding by. Designed for effortless indoor-outdoor living, the resort-inspired grounds feature a heated saltwater pool and spa, summer kitchen, pool bath, expansive lawn, and a palm-lined pickleball court with covered pavilion, all surrounded by lush tropical landscaping. The chef’s kitchen is equipped with JennAir column refrigeration, a professional-grade gas range, double ovens, an oversized island, wet bar, and a fully equipped butler’s pantry. The primary suite occupies its own secluded retreat, featuring vaulted ceilings, a waterfront lounge, a spa-inspired bath, a boutique-style dressing room, and private laundry. Beyond the suite, the property boasts a complete luxury one bedroom apartment! Built with comfort and peace of mind, the home includes impact windows, a whole-house Generac, underground sump pump system, irrigation well, and Shellock permeable pavers. Perfectly positioned in Cresent Beach, with easy access to pristine beaches, boating, fishing, kayaking, and paddleboarding, this remarkable estate blends elegant design with the natural beauty of Florida’s coast, creating an extraordinary waterfront lifestyle.

8065 A1a S, St Augustine

2 Beds ⋅ 2 Baths ⋅ Quail Hollow Condos SubDv. ⋅ 32080 Zip Code

Wake up to breathtaking sunrises over the Atlantic and enjoy the soothing ocean breezes from this beautifully updated 2-bedroom, 2-bath beachside condo in the heart of St. Augustine Beach. Fully furnished and completely turn-key, this coastal retreat has been a highly successful Airbnb, offering the perfect opportunity for investment income, a vacation getaway, or full-time coastal living — with short-term rentals allowed. Inside, you’ll find fresh paint, gorgeous new luxury vinyl plank flooring throughout, and an updated kitchen featuring sleek quartz countertops. The open-concept living and dining area flows seamlessly out to the private balcony, where you can sip your morning coffee while watching the sky light up with vibrant sunrise colors and listening to the nearby waves roll in. The spacious primary suite offers a peaceful place to unwind after a day in the sun, while the second bedroom and bath provide comfortable accommodations for family and guests. Every detail has been thoughtfully prepared, making this condo truly move-in or rental ready from day one. Residents and guests enjoy access to the community pool and private gated beach walkover, making it easy to spend your days soaking up the Florida sunshine and salty air. The HOA also covers water, trash, WiFi, beautifully maintained sidewalks, and gated community amenities, helping make ownership both convenient and low maintenance. Located just minutes from the restaurants, shops, fishing pier, and laid-back coastal charm of St. Augustine Beach, this property also offers easy access to historic downtown St. Augustine — the nation’s oldest city — known for its cobblestone streets, rich history, waterfront dining, boutique shopping, art galleries, and year-round events. Whether you spend the day relaxing by the ocean, exploring the historic district, or enjoying live music downtown, this condo places you in the center of everything people love about St. Augustine living.

6300 S A1a Unit A5 1U, St Augustine

3 Beds ⋅ 3 Baths ⋅ Le Jardin De La Beauce SubDv. ⋅ 32080 Zip Code

Short-term rentals allowed with no minimum restrictions—an incredibly rare opportunity to own a fully furnished, turnkey POOL home just a short walk to the beach, as well as local coffee shops, restaurants, and boutique shopping on Anastasia Island. Thoughtfully designed for both guest experience and functionality, this two-story home offers a flexible layout ideal for personal use, vacation rental income, or a combination of both. The main living level features an open-concept great room with vaulted ceilings, creating a bright, airy space that flows seamlessly into the kitchen and dining area. Just off the kitchen, a screened-in sunroom provides the perfect setting for outdoor dining, allowing you to enjoy coastal breezes year-round in comfort. A convenient half bath is also located on this level. The primary suite is also located on the main living floor, offering privacy and easy accessibility. From the living room, step out onto a deck overlooking the pool—perfect for morning coffee or evening relaxation. On the ground level, you’ll find two additional bedrooms, a full bathroom, and access to the two-car garage, which has been thoughtfully converted into a custom game room. This added entertainment space is a standout feature for guests and significantly enhances the property’s short-term rental appeal. The outdoor living area is a true highlight, designed for both relaxation and entertaining. The fully fenced backyard features a heated in-ground pool, covered pavilion, paver patio, and multiple gathering spaces—creating a private coastal retreat just minutes from the beach. Recent upgrades add both value and peace of mind, including pool resurfacing and retiling (2025), pool automation with app control (2025), new dishwasher and range (2025), new backyard fencing (2025), screened front porch (2024), garage flooring (2023), dryer (2023), and water heater (2023). Offered fully furnished and turnkey, this property is ready for immediate use or income production.

287 Boulevard Des Pins, St Augustine

3 Beds ⋅ 4 Baths ⋅ Fullerwood Park Sub SubDv. ⋅ 32084 Zip Code

In the heart of Fullerwood, one of Uptown St. Augustine's most established and character-rich neighborhoods, you'll find an exceptional blend of charm and modern sophistication at 39 E Park Avenue. This top-to-bottom renovated pool home features 3 bedrooms, 4 full baths, and 1 half bath across more than 2,500 square feet of living space, perfectly situated less than two miles from Historic Downtown St. Augustine and just minutes from the beaches of Vilano. Raised in 2025 and removed from the flood plain, the home's architectural integrity and thoughtful renovation deliver the best of both worlds: classic charm and modern security. Originally built decades ago, the property underwent a major renovation in 2022 and was elevated and completed with an all-new main level build in 2026. Step inside the newly constructed first floor to an inviting living area with tiled floors throughout, complemented by sliding glass doors that open to the lanai and outdoor living space. Here, you'll find a brand-new gas-heated pool and spa, a cozy firepit with a seating area, and a fully equipped summer kitchen, ideal for entertaining or relaxing year-round. This level also features a beautiful ensuite bedroom and a half bath for guests. Upstairs, refinished oak hardwood floors set the tone for the home's open and sun-filled main living space. The renovated kitchen (2022) impresses with custom cabinetry, Café appliance package including a wine cooler and double oven, elegant wood countertops, and a tiled backsplash. The upper level also hosts two owner's suites, each offering beautifully updated en suite baths with designer tile showers and updated fixtures. From the upstairs bedroom, step onto the large balcony to enjoy protected views and a peek at the water. Every system in this home reflects careful attention to detail and quality, including an all-new electrical panel and wiring (2025), updated plumbing, new HVAC ductwork, and roof upgrades (main roof 2022, balcony and rear metal roof 2026). Outside, a covered sitting area with an outdoor shower adds yet another touch of convenience and coastal lifestyle appeal. Fullerwood's location is unbeatable; tree-lined streets, architectural variety, and water access make it one of St. Augustine's most desirable enclaves. A neighborhood kayak launch is just down the street, offering easy access to the Intracoastal, while the vibrant Downtown Historic District is less than a five-minute drive for dining, shopping, and cultural experiences. Whether you're looking for a primary residence, a vacation home, or an income-producing short-term rental (one-week minimum permitted), this property delivers rare flexibility, enduring value, and timeless charm in one of the most coveted areas of St. Augustine.

39 E Park Avenue, St Augustine

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