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St. Augustine Homes with a Pool for Sale

St. Augustine Homes with a Pool for Sale

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St. Augustine Homes with a Pool for Sale

$750,000
3 Beds 3 Baths 2151160 MLS
Price recently improved! Rarely does a fully furnished, turnkey pool home in a short-term rental-friendly beach community become available at this value point. Currently operating as a successful vacation rental with strong short-term rental income history, this property offers an exceptional opportunity for investors, second-home buyers, or those seeking the ultimate beach lifestyle on Anastasia Island. With no minimum rental restrictions, owners have the flexibility to maximize income potential or enjoy the property for personal use. Ideally located just a short walk to the beach, local coffee shops, restaurants, and boutique shopping, this home combines income potential with everyday convenience. Thoughtfully designed for both guest enjoyment and personal use, the flexible two-story floor plan is perfectly suited as a vacation rental, second home, or primary residence. The main living level features an open-concept great room with vaulted ceilings, creating a bright and inviting space for gathering and entertaining. The kitchen flows seamlessly into the dining area, while a screened sunroom provides the perfect spot to enjoy coastal breezes year-round. The primary suite is conveniently located on the main floor, while two additional bedrooms downstairs offer privacy for family and guests. A custom game room adds extra entertainment space and enhances the home's vacation rental appeal. Outside, the fully fenced backyard is a private oasis featuring a heated in-ground pool, covered pavilion, and paver patio--perfect for relaxing after a day at the beach or entertaining friends and family. Offered fully furnished and turnkey with numerous recent updates, this home is ready for immediate enjoyment or continued income-producing potential.

287 Boulevard Des Pins, St. Augustine

$824,900
5 Beds 4 Baths 2149975 MLS
Welcome to your own Florida oasis--this exceptional home offers a spectacular outdoor paradise featuring a heated saltwater pool, elevated spa with cascading waterfall, expansive paver patio, swaying palm trees, multiple entertaining areas, and an outdoor TV. This home is designed for true indoor-outdoor living, triple sliding pocket doors open the entire living space to create the ultimate Florida lifestyle. Built in 2023 in the award winning Shearwater Community, this stunning 5-bedroom, 4-bath home offers over 3,000 square feet of thoughtfully designed living space with high-end finishes throughout. The gourmet kitchen is the heart of the home, featuring quartz countertops, an oversized island, stainless steel appliances, abundant cabinetry, a walk-in pantry, and seamless flow into the dining and family room. A custom built-in entertainment wall with an electric fireplace creates a warm and sophisticated gathering space, while the spacious mudroom and laundry room include custom cabinetry and built-ins that combine luxury with everyday functionality. The first-floor owner's retreat is a true sanctuary with dual walk-in closets, a spa-inspired bathroom featuring a soaking tub, oversized tiled shower, and private water closet. Upstairs, a versatile bonus suite with its own full bathroom and walk-in closet is perfect as a guest retreat, media room, home office, or private fifth bedroom. With four full bathrooms, generously sized bedrooms, and a 3-car garage, this home offers exceptional flexibility and entertaining alike. Located in one of Northeast Florida's most desirable master-planned communities, Shearwater offers an unmatched lifestyle with resort-style pools, a lazy river, water slides, lap lanes, fitness center, tennis courts, kayak launch, sports fields, playgrounds, scenic nature trails, and top-rated St. Johns County schools. Luxury, comfort, and a vacation-worthy backyard--all without waiting for new construction or investing in the extensive upgrades already completed for you.

1130 Windley Drive, St. Augustine

$947,400
5 Beds 4 Baths 2149798 MLS
Rare 7th-fairway setting in St. Johns Golf & Country Club -- one of the community's most coveted homesites, with panoramic golf course views, tranquil water frontage, and a protected preserve backdrop. No direct rear neighbors means the privacy and unobstructed sightlines here are genuinely hard to find. Inside, 3,668 sq. ft. of thoughtfully designed living space includes a dedicated office & an expansive bonus room. Recent upgrades: LVP flooring throughout, built-ins in the family room, plantation shutters, and fully refreshed bathrooms (powder bath '24, upstairs bath '25, master bath '26). The home also received fresh paint, a new water heater, and new ceiling fans throughout in 2026. The living and entertaining spaces flow seamlessly to the outdoor terrace, where a custom pool and elevated spa anchor a spacious paver patio overlooking the lake, 7th fairway, and preserve--with space already prepped for a future summer kitchen. This is Florida living at it's best! Updates: Pool Installed 2017 Garage door hinge 2018 Invisible fence 2019 Pool pump replaced (under warranty) 2026 Upstairs carpet 2019 Rainbird Irrigation system upgraded 2020 Nano Salt system for pool 2020 All Gutters replaced 2020 Maytronic Robot Pool cleaner 2021 Plantation Shutters 2021 Built ins in family room 2022 LVP flooring throughout 2022 Jack & Jill bathroom updated 2022 Powder Bath updated 2024 Kitchen Disposal 2024 Upstairs bath updated 2025 Master bath updated 2026 New water heater 2026 Fresh paint 2026 New ceiling fans throughout 2026 About the community: St. Johns Golf & Country Club offers an exceptional amenity package including a championship golf course, resort-style pool and splash area, fitness center, tennis and basketball courts, playground, clubhouse dining and an outdoor bar--all within one of St. Johns County's most established golf-course communities.

837 Eagle Point Drive, St. Augustine

$2,975,000
7 Beds 7 Baths 2148713 MLS
A private equestrian estate designed for those who value space, exceptional craftsmanship, and a lifestyle beyond the ordinary. Tucked behind the gates of the exclusive Ranch Club at Ashton Oaks, this extraordinary custom-built estate offers a rare combination of luxury, privacy, and acreage living in Northwest St. Johns County. Set on 6.6 picturesque acres with panoramic pond-to-preserve views, the property delivers a lifestyle that is increasingly difficult to find and nearly impossible to replicate. Completed in 2024, the residence encompasses 5,920 square feet of thoughtfully designed living space featuring 7 bedrooms, 6 full baths, 1 half bath, a Private in-law suite, Separate guest apartment (1,200 sf), two dedicated executive offices, and expansive entertaining spaces. Every detail reflects unparalleled quality, from custom millwork and designer lighting to Command smart home integration, whole-home audio, Wellborn cabinetry, Monogram appliances and Starlink connectivity. A Generac whole-home generator, Water filtration systems, dual gas tankless water heaters and premium finishes are just a sample of the distinctive features found throughout the home. The chef's kitchen is designed to impress with both working island and serving islands, Gas range, French door double oven with air fryer & microwave, a walk-in pantry, dedicated coffee station with auto-fill water line, and abundant custom storage. The primary retreat offers a private sanctuary with a stunning views, spa-inspired bath, custom walk in closet, dressing room, electric fireplace, and direct access to outdoor living spaces. Designed for entertaining, the panoramic screened salt water pool with dual water falls, summer kitchen, stone fireplace and extended covered lanai is sure to become a favorite gathering spot. The estate also features a stocked pond and extends into the preserve area where it backs up to Six Mile Creek and Watson Island State Forest. Cross-fenced yard area is suitable for horses, dogs, or other small livestock. Detached climate-controlled workshop with oversized bays, RV hookup (electric, water, clean-outs), added carport storage and utility area creates exceptional flexibility. Separate guest accommodations are tucked away offering an attached in-law suite in the main house a separate 1 bedroom, 1 bath apartment with private access providing multiple ideal spaces for extended stays or multi-generational living. Residents enjoy access to community bridle trails, turn-out area, and pavilion amenities within a gated enclave of only 27 homes. Located within top-rated St. Johns County schools and convenient to Jacksonville, Ponte Vedra, and historic St. Augustine, residents enjoy easy access to championship golf, beaches, state parks, boating, award-winning dining, shopping, entertainment, and endless outdoor recreation. A truly exceptional estate where luxury, privacy, technology, and lifestyle converge.

121 Ashton Oaks Drive, St. Augustine

$430,000
2 Beds 3 Baths 2147931 MLS
Welcome to your own slice of paradise in the highly desirable St Augustine South neighborhood in beautiful St. Augustine, FL. This adorable 2 bedroom, 2.5 bathroom pool home was completely updated in 2024 and is move-in ready with all the big-ticket items already taken care of. The modern kitchen features updated cabinetry, stylish finishes, and sleek appliances perfect for everyday living or entertaining guests. Natural light fills the bright sunroom overlooking the deck and sparkling pool area, creating the perfect indoor/outdoor lifestyle. This thoughtfully designed home offers two primary suites, including one with direct access to the deck and pool. Enjoy peace of mind with a resurfaced saltwater pool completed in 2025, new roof (2024), HVAC (2024), electrical panel replacement (2024), and complete repiping of the home. Additional upgrades include a whole house water softener and reverse osmosis system at the kitchen sink. Outside, you'll love the inviting deck and patio spaces ideal for relaxing or entertaining year-round. There's minimal pool maintenance as the Dolphin robotic pool cleaner comes with the house. Best of all, there's no HOA and no neighborhood fees! Residents of St Augustine South enjoy access to two community boat ramps with access to the Intracoastal Waterway, scenic walking trails, and a beautiful boardwalk -- all just minutes from historic downtown St. Augustine, beaches, shopping, and dining. Preferred lender offering up to $2,000 toward buyer closing costs or rate buydown (amount may vary based on loan size). Ask your agent for more info.

507 Gentian Road, St. Augustine

$1,449,999
4 Beds 3 Baths 2146683 MLS
Nestled on just over half an acre at the quiet end of a private street, only steps from the beach and with no HOA restrictions, this beautifully reimagined coastal retreat offers over 5,200 square feet under roof and an exceptional blend of luxury, comfort, and long-term peace of mind. Lovingly maintained by only one owner, the residence carries a rare sense of history and care that is difficult to replicate. Thoughtfully renovated from top to bottom, every inch of the property has been carefully curated to deliver a refined yet effortless lifestyle, with ample room to add an ancillary structure, guest house, detached garage, or additional outdoor living space. This is more than simply a home you walk through, it is a home that is felt from the moment you arrive, where every space was intentionally designed to create warmth, connection, and an elevated coastal living experience. Extensive upgrades include a brand-new metal roof (2026), spacious 2-car garage, new electrical panel and outlets, all-new impact windows, new water heater (2026), upgraded lighting throughout with elegant sconces, modern can lighting, and designer ceiling fans, along with a newly installed well pump and tank system for added efficiency and reliability. Inside, the home showcases freshly retextured ceilings, stunning new flooring throughout, all-new door hardware, and crisp interior paint that creates a bright, sophisticated atmosphere. At the heart of the residence, the chef's kitchen has been completely transformed with premium new appliances and is anchored by a striking 36-inch, 5-burner Thor range designed for both elevated entertaining and everyday living. The inviting wood-burning fireplace adds warmth and character, while a private bedroom and bathroom suite tucked just off the den creates the perfect setup for guests, extended family, or an executive-style in-law retreat. Every bathroom throughout the home has been beautifully redesigned with sleek, contemporary finishes and a cohesive luxury aesthetic. The outdoor spaces are equally impressive, creating a true private sanctuary designed for both relaxation and entertaining. A freshly painted exterior, lush new landscaping, expansive side yard, and beautifully refurbished pool with a brand-new pool pump and an impressive depth of up to 8 feet all contribute to the home's elevated coastal appeal. The Florida room, complete with its own sink, seamlessly extends the living space and opens to a large outdoor patio ideal for hosting gatherings or enjoying quiet evenings by the pool. Located in one of the area's most desirable coastal settings, this property offers the rare combination of completely updated infrastructure, timeless design, and an unbeatable lifestyle location. Enjoy effortless access to pristine beaches, coastal parks, premier boat ramps, and the vibrant charm of Historic Downtown, where world-class dining, boutique shopping, and rich local culture await just minutes away. Whether envisioned as a luxurious full-time residence, multigenerational retreat, or coastal escape, this exceptional property offers a lifestyle defined by space, privacy, and refined coastal living.

5 Santa Maria Lane, St. Augustine

$750,000
4 Beds 3 Baths 2146463 MLS
Experience luxury living in the heart of St. Augustine at one of the premier private family social & golf club communities in the Nation's Oldest City. This exceptional home blends modern technology, energy efficiency, and resort-style living into one unforgettable property. Designed for both comfort and sustainability, the home features 28 solar panels delivering virtually no electric bill and an estimated savings of $500 per month. A Tesla battery backup system (a $16,000 value) powers the living room, bedrooms, and refrigerator during outages, while smart app-controlled technology allows you to manage the pool, irrigation, and Tesla battery right from your phone. Step outside to your private backyard oasis featuring a stunning 2023 saltwater pool complete with a variable-speed pump, color-changing LED mood lighting, tranquil water feature, elegant travertine pavers, and a sun shelf with built-in umbrella for the ultimate Florida lifestyle. Inside, the upgrades continue with impact-resistant, thermal-insulated windows, LED exterior lighting that beautifully illuminates the home at night, a luxurious primary suite with custom closet cabinetry, new bedroom flooring, and a 2025 HVAC system for added peace of mind. Additional highlights include a water softener, epoxy-coated garage flooring, and newly updated app-controlled irrigation. This is more than a home -- it's a smart, energy-efficient retreat offering country club living, cutting-edge convenience, and resort-style amenities just minutes from everything St. Augustine has to offer.

472 Glorieta Drive, St. Augustine

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