Explore St. Augustine, FL Homes for Sale

Homes for Sale with a Pool in St. Augustine, FL

Welcome to your dedicated resource for homes for sale with a pool in St. 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 St. Augustine, FL agent, Cindy Gavin Team 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.

< Back to all Homes for Sale in St. Augustine, FL

Get New St. Augustine Listings Before They Hit Zillow

The best homes move fast. See them first.

See Homes Before Everyone Else

St. Augustine Real Estate Map Search

St. Augustine, FL with a Pool for Sale Map Search
Search St. Augustine by Lifestyle
  Advanced Search   Market Reports   Home Value   Connect

All Homes for Sale with a Pool in St. Augustine, FL

$799,000
4 Beds ⋅ 3 Baths ⋅ 2157082 MLS
A rare opportunity to own one of Silverleaf Village's premier waterfront pool homes--and be settled before school starts. This beautifully crafted single-story MasterCraft home offers the perfect combination of luxury, location, and lifestyle with four bedrooms, three full baths, a versatile flex space, and a spacious three-car garage. Opportunities like this are becoming increasingly hard to find, especially with quick move-in available. Wake up to sparkling long-water views and spend your afternoons relaxing beside your private screened saltwater pool and spa. The fully equipped outdoor kitchen and expansive lanai create the ultimate setting for entertaining, while breathtaking waterfront views provide a backdrop you'll enjoy every single day. Inside, you'll find an open-concept design filled with natural light, soaring ceilings, luxury finishes, and a gourmet kitchen featuring an oversized island, abundant cabinetry, and seamless flow into the living and dining spaces. Whether hosting family gatherings or enjoying a quiet evening at home, every space has been thoughtfully designed for comfortable everyday living. This move-in-ready home has been freshly updated with a newly painted interior, brand-new water softener, reverse osmosis system, upgraded lighting, smart home features, ceiling fans throughout, and pool patio lighting--allowing you to move in and immediately enjoy the Florida lifestyle. One of this home's biggest advantages is its exceptional location within Silverleaf. Walk to one of the community's two resort-style amenity centers, while the second is just a short golf cart ride away. Together they offer multiple pools, splash parks, pickleball and tennis courts, fitness facilities, playgrounds, sports fields, and year-round community events--all with no CDD fees. Families will also appreciate being zoned for the brand-new Magnolia Oaks K-8 School opening next month, making this an exceptional opportunity to get settled before the new school year begins. If you've been waiting for a luxury pool home with spectacular waterfront views, a premier MasterCraft design, quick move-in availability, and one of Silverleaf's most desirable locations, this is the opportunity you've been hoping for!

151 Silver Pine Drive, St. Augustine
$949,900
4 Beds ⋅ 3 Baths ⋅ 2156969 MLS
Welcome to 785 Back Creek Drive in TrailMark Estates. Located in the highly sought after ST. John's county. This one of a kind exceptional 2024 built home blends fresh, modern style with everyday comfort. This open and spacious 4-bedroom, 3-bath floor plan offers room to grow, gather, and unwind, all set in the secluded most desirable areas of TrailMark. Step inside to soaring 10-foot ceilings & 8-foot doors throughout creating a bright, airy feel from the moment you enter this beautifully modern home. With designer touches throughout this open concept living area flows effortlessly to the kitchen and dining spaces, perfect for entertaining or relaxed family nights. Thoughtful designer upgrades elevate the experience throughout, including the primary bathroom soaking in your own private retreat with a spa like vibe. Electric window treatments add modern convenience and comfort at the touch of a button, as well as Z-blinds and custom shutters. The primary suite is generously sized with refined finishes, while three additional bedrooms provide flexibility for guests, a home office, or playroom. A whole-home water softener adds comfort and convenience. As you walk through the home a resort-style oasis awaits around back with a luxurious modern style screened in pool featuring a waterfall and bubblers framed by stunning white limestone decking for a sleek modern finish. This 16x32 7-foot-deep breathtaking pool includes a Heatwave SuperQuiet IceBreaker AquaCal pool heater to extend your summer, a pool sync for easy mobile access and beautiful lighting making this a tranquil backyard retreat just waiting for you! The views of the wildlife that back up to this oasis is spectacular while also listening to early morning Lions roaring from the ST. Augustine Wild Reserve is amazing! Whether you're hosting summer get togethers or enjoying a quiet evening soak, this backyard is built for year-round enjoyment. The paver driveway leads to the epoxy coated garage floor, modern cabinets, a work bench and slat wall make this 3-car garage complete. This home is polished and move in ready. Perfectly positioned in TrailMark Estates, this nearly new home delivers upgraded living, beautiful design, and an unbeatable Florida lifestyle all in a top-rated St. Johns County school district. Come experience it for yourself! Seller Improvements: Pool & Screen $120,000.00; Shark Coated garage floor $3,000.00; Garage Cabinets & Slate Wall $9,000.00.

785 Back Creek Drive, St. Augustine
$539,000
3 Beds ⋅ 2 Baths ⋅ 2156935 MLS
Built in 2022 and thoughtfully designed for comfortable everyday living, 907 Queen Road offers the rare combination of newer construction, custom details, a private pool, and no HOA. Positioned on a spacious 100' x 100' lot in St. Augustine South, this meticulously maintained 3-bedroom, 2-bath home is anything but cookie-cutter. The efficient floor plan makes excellent use of every square foot, creating a home that feels larger than expected while providing an impressive amount of storage. Vaulted smooth-finish ceilings enhance the open feel, while solid-core interior doors, 6-inch baseboards, and built-in closet systems reflect the care that went into the home's design. The kitchen is well designed featuring additional cabinetry, abundant storage, and a walk-in pantry. A spacious laundry room with additional cabinetry adds even more functionality. Step outside and discover one of the home's standout features: a heated saltwater pool with water features, all protected by a screened enclosure for year-round enjoyment. The fully fenced backyard still offers plenty of usable yard space, making it ideal for pets, entertaining, or gardening. Additional features include a walk-in shower in the guest bathroom, dual vanities in the primary bathroom with an oversized shower, a hybrid water heater, irrigation system, side-entry garage door, and gutters with gutter guards. St. Augustine South is where coastal convenience meets flexibility. Located along the Intracoastal Waterway and just minutes from the beach and historic downtown St. Augustine, this established neighborhood is known for its tree-lined streets, walking and biking routes, Intracoastal access, and two public boat ramps. With no HOA, homeowners have the freedom to bring their boat or RV and personalize the property to suit their lifestyle. Schedule your private showing and experience everything this thoughtfully designed home and desirable St. Augustine South location have to offer.

907 Queen Road, St. Augustine
$2,160,000
3 Beds ⋅ 4 Baths ⋅ 2156936 MLS
Currently operating as a successful short-term rental, this exceptional St. Johns County property offers a rare blend of privacy, space, energy efficiency, water views, and income-producing potential -- all within the home of Florida's No. 1-ranked school district. Set on a secluded one-acre wooded homesite, the 3,470-square-foot residence is surrounded by mature trees that create a peaceful natural buffer and the feel of a private retreat. Designed for both everyday living and guest flexibility, the home features three bedrooms, four bathrooms, a dedicated office, and two versatile flex rooms that can serve as additional sleeping areas, a media room, home gym, game room, or creative workspace. Inside, soaring 10-foot ceilings, elegant tray details, abundant natural light, and tranquil water views create an inviting atmosphere throughout the home. The thoughtful layout offers multiple gathering areas, giving owners and guests plenty of room to relax, entertain, and enjoy the property's private setting. Energy efficiency is another major advantage, with solar panels helping reduce electric costs to a reported average of approximately $30 per month. That kind of monthly savings can be especially valuable for a full-time residence, vacation home, or income-producing rental. With its spacious floor plan, private wooded setting, water views, coastal location, and current short-term rental use, this property is well-positioned for a buyer seeking a personal retreat, vacation home, or investment opportunity in one of Northeast Florida's most desirable counties.

116 Diego Island Court, St. Augustine
$849,999
4 Beds ⋅ 4 Baths ⋅ 2156895 MLS
Set on 1.22 peaceful acres in rural St. Augustine, this beautifully maintained property offers the perfect blend of privacy, functionality, and modern comfort. Built with durable concrete block and brick construction, this 3,854-square-foot, single-story home features 4 bedrooms, 3.5 bathrooms, soaring vaulted ceilings with skylights, recessed lighting, a cozy wood-burning fireplace, and fresh interior updates throughout. The updated kitchen shines with a designer backsplash and a Forno gas range, while tile and wood flooring add timeless appeal. Designed for both everyday living and long-term peace of mind, the spacious primary suite includes a walk-in closet that also serves as a safe room, offering potential insurance savings. Recent improvements include a newer septic drain field (2021), newer water heater (2021), and all-new lighting. Step outside and embrace the lifestyle you've been dreaming of. Relax on the expansive screened lanai overlooking the pool and spa, enjoy evenings on the welcoming covered front porch, or tend to your chickens and garden in this truly bucolic setting. The property is fully fenced with a solar-powered security gate, RV and boat parking, a detached five-car garage/workshop, and an artesian well complete with a well house featuring carbon filtration and water softener systems. Located within the highly acclaimed St. Johns County School District, consistently ranked among the best in Florida, you'll enjoy the tranquility of country living while remaining just minutes from area beaches, the St. Johns River, shopping, dining, and everyday conveniences. This is a rare opportunity to enjoy space, privacy, and a true Florida country lifestyle without sacrificing modern amenities.

5520 Muskogean Street, St. Augustine
$740,000
6 Beds ⋅ 3 Baths ⋅ 2156881 MLS
Welcome to this beautifully appointed 6-bedroom, 3-bath home designed for comfortable living and effortless entertaining. The open floor plan showcases vaulted ceilings, abundant natural light, and a spacious great room that flows into the gourmet kitchen featuring granite countertops, stainless steel appliances, double wall ovens, rich wood cabinetry, and an oversized island with seating. The generous primary suite offers walk-in closets, while the additional bedrooms provide plenty of space for family or guests. Step outside to your private backyard retreat with an in-ground pool and spa, expansive paver patio, covered outdoor kitchen, and multiple areas to relax or entertain. Completing the home is an impressive 3-car garage with epoxy floors, built-in storage, custom cabinetry, and ample workspace. This home truly has it all!

25 Summer Sun Way, St. Augustine
$795,000
4 Beds ⋅ 3 Baths ⋅ 2156822 MLS
Welcome home to one of Kensington's most impressive waterfront pool homes--beautifully renovated, impeccably maintained, and ready for you to enjoy before the new school year begins. Situated on a generous .44-acre waterfront homesite, this exceptional 4-bedroom, 3-bath plus a flex room residence showcases everything buyers love about Kensington--spacious homesites, mature landscaping, established charm, and NO CDD fees. Inside, the beautifully updated interior offers an ideal blend of elegance and comfort, with inviting living spaces designed for both everyday living and entertaining. A spacious three-car garage further enhances the home's thoughtful design, offering both everyday convenience and abundant storage. Step outside to your own private backyard retreat. Surrounded by mature landscaping for exceptional privacy, the screened lanai features a heated pool and spa, a fully equipped outdoor kitchen with bar seating, and a cozy gas fireplace-- creating the perfect setting for weekend gatherings, family celebrations, or simply relaxing after a long day. Life in Kensington is about more than just a beautiful home. Residents enjoy a community pool, tennis and pickleball courts, basketball courts, a playground, soccer field with a walking trail, and a vibrant calendar of neighborhood events throughout the year. With its oversized homesites, tree-lined streets, and welcoming atmosphere, it's easy to understand why Kensington continues to be one of St. Johns County's most sought-after communities. Families will especially appreciate the exceptional school zoning to Palencia Elementary, Pacetti Bay Middle School, and Nease High School--the #1-rated public high school in St. Johns County. A quick closing is available, giving you the opportunity to be settled in before school starts. Conveniently located just minutes from shopping, dining, golf, beaches, and historic St. Augustine, this home offers an outstanding combination of luxury, location, and lifestyle. Homes in Kensington are always in demand, and opportunities like this don't come along often. Schedule your private showing today and experience everything this exceptional home and community have to offer.

149 Abbotts Way, St. Augustine
$522,500
3 Beds ⋅ 2 Baths ⋅ 2156797 MLS
Welcome to 3345 Kings Road S, a beautifully refreshed pool home in the desirable Oakbrook community of St. Augustine. Freshly painted inside and out, this move-in-ready residence offers 1,818 square feet, 3 bedrooms, and 2 bathrooms, combining comfort, style, and a location that puts you close to everything St. Augustine has to offer. Step inside to a bright, inviting interior with freshly painted walls that create a clean, modern feel throughout the home. The spacious single-story ranch layout flows effortlessly from room to room, making everyday living both comfortable and functional. The true centerpiece of the home is the screen-enclosed backyard retreat. Relax year-round in your private in-ground swimming pool and Jacuzzi, enjoy Florida's beautiful weather from the screened lanai, or entertain guests in your own outdoor oasis. The screened enclosure helps keep the space comfortable while allowing you to fully enjoy outdoor living. Located in the established Oakbrook subdivision, you'll enjoy a peaceful setting with mature landscaping while remaining just minutes from Historic Downtown St. Augustine, beautiful Atlantic beaches, shopping, restaurants, medical facilities, and convenient access to US-1 and Interstate 95 for an easy commute. Residents of Oakbrook also enjoy community amenities including a clubhouse, swimming pool, tennis courts, playground, and recreational areas, adding even more value to this sought-after neighborhood. Built in 1996, this home offers the perfect combination of established neighborhood charm and recent updates. Whether you're enjoying a quiet evening by the pool or exploring everything St. Augustine has to offer, you'll appreciate the lifestyle this location provides. Don't miss this opportunity to own a beautifully updated home with a screened pool and Jacuzzi in one of St. Augustine's most desirable communities. Schedule your private showing today and experience everything 3345 Kings Road S has to offer. The information provided in this listing is the best of the seller's/ Listing agent knowledge and cannot be exclusively relied on by buyer. Buyer must independently verify all information pertaining to the property. "Seller never occupied. Neither the seller or listing agent make any representations as to the accuracy of any information contained herein. Buyer/buyer agent must conduct their own due diligence, verifications, research and inspections and are relying solely on the results thereof." Some images in this listing have been virtually staged.

3345 Kings Road S, St. Augustine
$895,000
5 Beds ⋅ 4 Baths ⋅ 2156741 MLS
Set on a rare 100-foot homesite in St. Johns County and zoned for Nease High School, this beautiful 5-bedroom, 3.5-bath home offers 3,642 square feet of comfortable living space plus a flexible bonus room that can easily serve as a sixth bedroom, bonus/flex space, or media room. Inside, you'll find a warm and welcoming layout with thoughtful upgrades throughout, including quartz countertops, upgraded stainless steel appliances, and a cozy gas fireplace that creates the perfect gathering space. The primary suite is a peaceful escape with dual walk-in closets, while two Jack-and-Jill bathrooms add convenience for family and guests. Step outside and enjoy your own private backyard oasis, complete with upgraded landscaping, an expansive screened lanai, a sparkling pool, and serene water views. Whether you're entertaining friends or enjoying a quiet evening at home, this outdoor space is designed for everyday enjoyment. A 3-car garage, including a separate single-car bay with direct access to the laundry room, adds even more functionality. With its oversized lot, inviting indoor-outdoor flow, and highly desirable location, this home offers a rare opportunity to enjoy comfort, style, and room to grow.

1319 Powis Road, St. Augustine
$649,999
4 Beds ⋅ 3 Baths ⋅ 2156642 MLS
Brand-new pool and screened enclosure, less than one year old! Located in the highly sought-after Shearwater community of St. Johns County, this beautifully upgraded 4-bedroom, 3-bathroom pool home combines sophisticated design with the best of Florida living. The main living areas feature elegant wainscoting and chair-rail detailing, while the spacious living room serves as the heart of the home with striking custom built-ins and bookshelves. The primary suite includes luxury vinyl plank flooring and a custom-designed closet system that offers both style and exceptional organization. Upgraded fixtures throughout the home add a modern, refined touch to every room. The oversized garage provides plenty of additional storage and flexibility, featuring a two-car garage plus a separate third-car bay and an expansive paver driveway. Step outside to your private backyard retreat, complete with a nearly new pool and screened enclosure overlooking a peaceful preserve. Designed for both relaxing and entertaining, this outdoor space delivers privacy, beautiful views, and the ultimate Florida lifestyle. Situated in one of the area's best school zones, this property offers unparalleled access to education and the renowned resort-style amenities that Shearwater is famous for, including pools, fitness centers, community trails and a kayak launch. Don't miss this opportunity to own a meticulously maintained, move-in-ready home in a top-tier community. Schedule your showing today!

115 Windley Drive, St. Augustine
$2,950,000
6 Beds ⋅ 6 Baths ⋅ 2156630 MLS
Discover one of Northeast Florida's premier equestrian estates on 19+ high-and-dry acres. This exceptional property features a fully renovated 4-bedroom, 3.5-bath brick home with designer finishes, a new resort-style pool, outdoor shower, and separate smokehouse. The equestrian facilities are unmatched, including a 28-stall barn, a 500 sqft tack room with new HVAC, laundry / bath, plus an attached 2-bedroom, 1-bath apartment. Ride year-round in the 200' x 120' arena with premium GGT footing installed by Longwood Arenas. Additional highlights include 3 new wells, 5 wash stalls with fly spray system, 15 lush paddocks, 11 featuring 12' x 12' run-in shelters with lightning protection, and exceptional infrastructure designed for horse and rider. An elite turnkey equestrian compound ready for its next owner.

2005 Bennett Road, St. Augustine
$325,000
3 Beds ⋅ 2 Baths ⋅ 2156528 MLS
''SHORT SALE!! SHORT SALE!! Seller accepting CASH and Conventional financing ONLY!! Needs TLC. Bankruptcy short sale will take about 120 days to get response on offer from lien holders. 3 bedroom, 2 bath, 2 car garage. In ground swimming pool and fire pit.

528 Prosperity Lake Drive, St. Augustine
Start Your Search
© 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Real Estate Company.