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Homes for Sale with a Pool in Saint Augustine, FL

Welcome to your dedicated resource for homes for sale with a pool in Saint 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 Saint Augustine, FL agent, The Nest Group 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 Saint Augustine, FL

$759,900
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

$1,199,900
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

$1,495,000
4 Beds 3 Baths Antigua Ph Two SubDv. 32080 Zip Code
Embrace the boating lifestyle and enjoy premier waterfront living in the highly sought-after community of Antiqua. This gorgeous dock home sits on a large lot with unobstructed views of the St. Augustine Lighthouse, marsh, and a deep-water canal that leads directly to the intracoastal and to the downtown marina in just five minutes by boat. This is the last home on the cul de sac permitted to have a dock, which means there is no dock to the south of you! Enjoy unlimited access to the deepest water in the canal. The private dock is outfitted with underwater lighting, electrical, and water connections—ready for day and night boating adventures. From the moment you arrive, this home impresses with a paver driveway and a welcoming front porch. Inside, the home is thoughtfully designed with rich wood cabinetry, built-ins throughout and stylish updates that make every room feel inviting! The entry foyer sets the tone with elegance, and a practical drop zone is located right off the garage entrance. A guest bedroom and full bathroom downstairs add extra flexibility for hosting. The spacious family room centers around a custom-built entertainment system with an electric fireplace, offering a cozy space to relax and unwind. The kitchen is a showstopper—perfect for the home chef—with a large quartz island, upgraded vent hood, gas cooktop, wall oven, walk-in pantry, and an abundance of cabinetry for storage. There’s even a charming dining area set in front of the bay windows, offering picture-perfect views of the marsh while you dine. Open the triple sliding glass hideaway doors to create a seamless flow to the outdoor living area, where entertaining is effortless. The covered paver patio includes a fully equipped custom outdoor kitchen, a stunning natural stone fireplace, a center island, outdoor ceiling fan, mounted TV, and upgraded surround sound system—everything you need to enjoy the Florida lifestyle year-round. Upstairs, a surprise bonus family area adds another layer of comfort and charm, complete with custom wood beams, built-ins-ideal for entertaining. The primary suite is spacious and serene, offering custom closet organizers, a walk-out balcony with sweeping views of the landscape and a gorgeous ensuite. Start your mornings with a latte on the balcony, catching the sunrise, or unwind at the end of the day with peaceful sunset views. Two additional bedrooms share a large bathroom upstairs, and a spacious utility/laundry room with plenty of folding space adds to the home's functionality. The home is finished with stunning porcelain wood-like tile on level one and luxury vinyl plank flooring on level two, only 1 room has carpeting. Furniture and boat are both negotiable! Antiqua offers residents access to a community pool, clubhouse and kayak launch, and is just minutes from local restaurants, shopping and 1 mile to St. Augustine Beach! Here, you can fish from your dock, spot wildlife in your backyard, listen to concerts from the amphitheater without ever leaving your home, or drive your boat straight to historic downtown St. Augustine. This is waterfront living at its finest—full of nature, activity, and breathtaking views—all from the comfort of your own home. Locals know the Best fishing in all of St. Augustine happens here!

62 Guanahani Trail, St Augustine

$1,895,000
5 Beds 10 Baths 32092 Zip Code
A Rare Waterfront Trifecta: Multi-Generational Living on Trout Creek Saint Augustine, FL - Discover an unparalleled waterfront estate at 6595 Collier Rd., a unique property offering three distinct living quarters on a sprawling almost 2.5-acre lot with direct access to the St. Johns River. This exceptional compound is a boater's paradise and a perfect solution for multi-generational families or those seeking significant rental income potential, all with the freedom of no HOA restrictions. Three Homes, One Unforgettable Property The estate is centered around a sprawling main residence of over 4,300 square feet. This primary home features four spacious bedrooms, and two-and-a-half baths, providing ample space for family and guests. Attached to the main house is a complete mother-in-law suite, thoughtfully designed for independence and comfort. This private apartment includes its own separate entrance, a living room, a full kitchen, two bedrooms, a full bathroom with laundry, and a dedicated one-car garage. Adding to the property's incredible value is a separate, standalone guest home. At approximately 1,000 square feet, this residence offers three bedrooms and two bathrooms and is metered separately, presenting a turnkey opportunity for a long-term rental or a private retreat for extended family. Resort-Style Outdoor Living The luxury experience extends to an incredible outdoor oasis designed for year-round enjoyment. A stunning heated pool serves as the centerpiece, surrounded by an expansive pool deck that seamlessly integrates with the main living areas. This deck is an entertainer's dream, featuring a cozy gas fireplace, a grill, and a convenient sink for effortless food preparation. With direct access from the master suite, the main living room, and the mother-in-law suite, the pool area is a central hub for relaxation and social gatherings. Just beyond the pool deck, a beautifully paved area awaits, offering another gas grill for larger cookouts and a hot tub for ultimate relaxation under the stars. The Ultimate Waterfront Lifestyle Nestled on the banks of the serene Trout Creek, the property offers a gateway to the majestic St. Johns River and the vibrant waterways of Northeast Florida. The estate is equipped with premier boating facilities, including a private dock with a robust 20,000-pound boat lift. Adjacent to the lift is a custom-built boathouse, fully outfitted with electricity, a mini-fridge, grill, sink, ice-maker, and a bar-creating the perfect hub for entertaining after a day on the water. A second dock provides a tranquil setting with a spacious deck, complete with plentiful seating and swings for enjoying the picturesque creek views. The property's location is a dream for any boating enthusiast, with two deep-water boat ramps offering bait and fuel located less than half a mile away. Furthermore, the area boasts several popular boat-up restaurants, allowing you to dock and dine at local favorites like Cap's on the Water and Aunt Kate's. This rare property on Collier Road is more than a home; it is a lifestyle. It offers a unique combination of spacious living, income potential, and unparalleled access to the water, all within the beautiful and historic landscape of Saint Augustine. Don't miss this opportunity to own a versatile waterfront legacy.

6595 Collier Road, St Augustine

$249,900
3 Beds 2 Baths Greens Condo SubDv. 32086 Zip Code
Updated and move-in ready, this beautifully refreshed second-floor condo offers stunning lake and golf course views in a prime St. Augustine Shores location. Soaring cathedral ceilings and a spacious split floor plan create an open, airy layout ideal for everyday living. Recent upgrades include new bathroom vanities and fixtures, brand-new kitchen appliances, granite countertops, fresh neutral interior paint, and no carpet, with tile and LVP flooring throughout. The enclosed lanai provides flexible living space, perfect for enjoying the scenery year-round with windows and air conditioning. A private exterior storage closet just outside the unit is ideal for beach gear, pool items, or golf clubs. Located in The Greens at St. Augustine Shores, residents enjoy access to a pool, hot tub, tennis courts, fishing dock, playgrounds, walking trails, and parks. The community is known for its peaceful setting, scenic landscapes, and miles of paved walking and biking paths. Conveniently situated just 15 minutes from Historic Downtown St. Augustine, 10 minutes to I-95, the beach, and medical facilities, and 5 minutes to schools, grocery stores, and restaurants. Golf course access is just steps away. Monthly condo dues include water, sewer, trash, basic cable, exterior maintenance, pest control, and the master insurance policy. 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.

705 Augusta Circle Unit 705, St Augustine

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